32789 Zip Code FL Traditional Style Homes for Sale

4 Beds ⋅ 3 Baths ⋅ Waterbridge SubDv. ⋅ 32789 Zip Code

REINTRODUCING 1718 DEMETREE DRIVE … YOUR FOREVER HOME IN WINTER PARK! This beautiful 4 bedroom, 2.5 bath, single story traditional brick home is located in the desirable WATERBRIDGE neighborhood. Waterbridge is known for showcasing homes with excellent curbside appeal, manicured lawns and landscape, huge oak trees lining the streets and well-maintained sidewalks while fostering a sense of safety and community. Entering the home, through the newly painted double doors, you are greeted by the warm and welcoming formal living and dining room. The stunning kitchen features solid wood cabinets, stainless steel appliances, granite countertops, and counter seating. This space is brightened by a charming window over the kitchen sink and lovely bay window in the dining nook that opens to the cozy family room highlighted with an impressive brick fireplace that is sure to impress! Ceiling fans, engineered hardwood floors, porcelain, and travertine throughout the main living areas. Two car side entrance garage leads to the large laundry room with utility sink and plenty of storage space. Expansive master bedroom, bathroom with walk-in shower, large custom closet and double doors leading to the outdoor living space. Three additional bedrooms with functional closet space are easily accessible to the hallway/pool bath. The NEWLY RESURFACED SALTWATER POOL and above ground spa are set within a generous outdoor area, complete with a screened enclosure overlooking a fully fenced backyard, privacy hedge and flourishing lemon trees. Excellent schools … Brookshire Elementary, Glenridge Middle and Winter Park High close by. Convenient to Baldwin Park, to enjoy the lake, dog park, restaurants and shopping. Easy access to downtown Orlando and Park Ave Winter Park. Don’t miss your chance to make this incredible home your own! Call today to schedule your private showing!

1718 Demetree Drive, Winter Park

$1,575,000

4 Beds ⋅ 3 Baths ⋅ Penn Place SubDv. ⋅ 32789 Zip Code

Welcome to this stunning two-story townhome, ideally situated on a picturesque brick street in Winter Park's exclusive Penn Place community. As an end unit, this residence offers an abundance of natural light and privacy, with impeccable design and high-quality finishes throughout. Step inside and be greeted by gorgeous solid hickory wood floors that flow throughout the main living areas, primary suite, and family room. The expansive great room, dining area, and chef's kitchen create a seamless open floor plan perfect for entertaining or hosting large gatherings. The chef's kitchen features marble countertops, a large island, a Wolf six-burner gas range, a built-in oven and microwave, Sub-Zero refrigeration, and a spacious walk-in pantry. A Crestron "Smart Home" system allows whole home control for audio, security and lighting. A charming bar area and under-counter beverage fridge completes the main living area. Tall ceilings (11'4") and large windows enhance the open and airy feel, while French doors lead to a serene blue-stone private courtyard with a natural gas hookup for your grill, perfect for al fresco dining and outdoor enjoyment. A fourth bedroom which can serve as an office/den or guest suite completes the first floor. A private in-unit elevator and solid wood custom stairs provide easy access to the second floor. Upstairs, discover the grand primary suite, a true retreat with two expansive walk-in closets and a luxurious spa bath featuring a soaking tub, a walk-in shower, and dual vanities. A spacious family room with a wet bar and an under-counter wine fridge provides a perfect space for relaxation or entertaining. Two additional bedrooms, each with walk-in closets, complete the second floor. A rear-entry attached two-car garage with an epoxy floor provides convenience and extra storage. Built with exceptional quality, Penn Place offers peace of mind with poured solid exterior walls for soundproofing, spray foam icynene insulation, insulated interior walls, a fire sprinkler system, professional landscaping by Signature Landscape, and elegant copper natural gas lanterns. Enjoy the ultimate Winter Park lifestyle with a short walk or bike ride to vibrant Park Avenue, Rollins College, the Winter Park Farmers Market, and a variety of restaurants and shopping. Experience the perfect blend of the lock and leave lifestyle, luxury, comfort, and location in this beautiful townhome.

1009 S Pennsylvania Avenue, Winter Park

$785,000

3 Beds ⋅ 2 Baths ⋅ Timberlane SubDv. ⋅ 32789 Zip Code

Discover the perfect canvas for your dream home at 674 Randy Lane in Timberlane, where your aspirations meet reality. This prime 0.41-acre lot, zoned for the coveted Audubon K-8 School, offers an ideal location at the corner of Randy Lane and Fosgate Drive. With 200 feet across the back and 35 feet on General Rees, there’s ample space to build your multi-car garage or workshop. The lot is ready to go with underground utilities and sewer connected. The existing 1950's home and oversized garage/workshop have been part of Timberlane's charm for decades. This property is in the heartbeat of everything.... Across from Blue Jacket Park, near downtown Baldwin Park. Stroll through the neighborhood and land at East End market, Kelly’s Homemade Ice Cream, along with all the shops and restaurants on Corrine Drive. Venture North just 2.5 miles to the cultural delights of Park Avenue in downtown Winter Park. If you are looking to land just a few minutes from Downtown Orlando and easy Access to I-4…this is the location for you. Embrace the convenience of urban amenities in this fabulous neighborhood, enriched by top-rated schools!

674 Randy Lane, Winter Park

$740,000

5 Beds ⋅ 3 Baths ⋅ Northwood Terrace SubDv. ⋅ 32789 Zip Code

Fabulous opportunity to own a 5 bedroom 3 bath home on a large .32 acres (13,814 square feet) in one of Winter Park’s most sought-after neighborhoods. Enjoy relaxing in your large pool plus screened enclosure. The split floorpan allows for idea family living with 2 of the bedrooms including ensuite bathrooms. All of Winter Park's exclusive dining and shopping nearby. This neighborhood is truly a gem zoned for Audubon K-8 and Winter Park High school in an area undergoing rapid transition due to the location and the quality of schools.

2258 Howard Drive, Winter Park

$520,000

2 Beds ⋅ 1 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

Welcome to The Cloisters Condominiums, a sanctuary nestled between the serene Winter Park Chain of Lakes and the vibrant Park Avenue. This sophisticated condominium embodies the essence of Winter Park living, offering a perfect blend of elegance and convenience. As a resident, you'll enjoy a sought-after address that places you in the heart of this charming locale. This refined fourth-floor residence spans over 900 square feet and features two spacious bedrooms and one full bath. The moment you enter, you are greeted by a charming foyer that seamlessly connects to a well-appointed kitchen. Here, you will find stainless steel appliances, ample counter space, and abundant cabinetry, making it a dream for any culinary enthusiast. The inviting living area extends an open invitation to relax on the oversized balcony, covered in lush astroturf, where you can unwind while taking in the tranquil, scenic views. The Cloisters offers an array of amenities designed for the connoisseur of life. Enjoy leisurely days by the heated pool, surrounded by meticulously maintained grounds, or entertain in the social room. For boating enthusiasts, a boat dock with eight slips provides direct access to the picturesque Lake Osceola. Golfers can refine their skills on the private putting green. This exceptional home is just a short stroll from Park Avenue, where you can explore an array of dining and shopping options. Whether you prefer to meander through Hannibal Square or embark on a serene boat ride along the Winter Park Chain of Lakes, this location offers a lifestyle of sophistication and convenience. Notable features include European white oak wide-plank flooring, Carrera marble porcelain tile in the bath, new Kohler bath fixtures, designer light fixtures throughout, plantation shutters, and a Lutron system for select lights, all combining to create a harmonious living space. For the discerning buyer, The Cloisters offers a unique opportunity to experience the art of living in a serene yet connected environment. This is more than just a home – it's a statement of refined living. The condominium fee covers cable TV, common area taxes, an escrow reserves fund, building insurance, internet, maintenance (grounds, exterior, repairs, pool), a condominium association manager, sewer, trash collection, and water, ensuring a maintenance-free lifestyle.

100 S Interlachen Avenue Unit 410, Winter Park

$1,825,000

4 Beds ⋅ 4 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code

EXPERIENCE THE ART OF LIVING IN THE HEART OF WINTER PARK! This stunning home, built in 2015 by LunDev Custom Homes, is located on a quiet, tree-lined, cul-de-sac street in Fontainebleau, a desirable area of Winter Park. The 2-story residence is situated on an oversized, manicured lot with mature landscaping and features 4 bedrooms, 3 1/2 baths, formal living room, office, gourmet kitchen, great room, bonus room, and playroom. The wide-plank wood flooring, plantation shutters, Restoration Hardware light fixtures, crown molding, wainscoting, and neutral paint colors are just some of the numerous exquisite aspects of this home. The primary bedroom suite is on the first floor and has patio doors leading to the covered lanai and pool area. The primary bathroom has 2 separate vanities with quartzite countertops, frameless glass-enclosed shower, and soaking tub. The gourmet kitchen has wide-plank wood flooring, 42-inch upper cabinets and quartzite countertops, under cabinet lighting, large center island with stainless-steel undermount sink, decorative pendant lighting, vented range hood, gas grill, and Bosch stainless-steel appliances. Additional features include mudroom, laundry room with washer and dryer, walk-in pantry, and butler's pantry with quartzite countertops and wine cooler. Kitchen opens to great room and dining area, overlooking pool and impeccably landscaped backyard. The great room has a gas fireplace and wide-plank wood flooring, with patio doors leading outdoors. The fenced backyard has extensive landscaping transforming it into a secluded and tranquil private retreat with a large inground pool and spa! The paver area surrounding the pool can accommodate ample furniture. The expansive covered lanai has motorized, retractable screens, an outdoor kitchen with gas grill, refrigerator, sink, polywood cabinets with quartzite counters, and a wood-plank ceiling with fans, recessed lighting, and sound speakers. **Irrigation well** **Outdoor shower** **Ring doorbell and cameras** **Extensive outdoor lighting** **New roof in 2022**. Conveniently located near Park Ave with shops, restaurants, Central Park and SunRail station. Close proximity to Rollins College, University of Central Florida, downtown Orlando, hospitals and employment centers, museums, art galleries, entertainment venues, lakes, parks, and tourist attractions. The meticulous workmanship and obvious pride of ownership make this a must see home!

2415 Versailles Avenue, Winter Park

$842,500

3 Beds ⋅ 3 Baths ⋅ Virginia Heights Pt Rep SubDv. ⋅ 32789 Zip Code

ENJOY ALL DOWNTOWN WINTER PARK OFFERS INCLUDING LAKE ACCESS WITH THIS MOVE-IN READY TOWNHOUSE! This spacious abode has 3 bedrooms and 3 baths with 2284 sq. feet, 10’ ceilings, custom details throughout and natural lighting-all ready for immediate enjoyment. Foyer with slate flooring welcomes guests to enjoy the doubled sided gas fireplace in the living and dining area with wood floors. Nearby a butler bar with custom cabinetry and wine refrigerator is ready for your beverages. Chef-inspired kitchen has a long granite sitting bar overlooking the family room. GE Monogram ovens and refrigerator, gas cooktop with griddle, specialty lighting and soft close cabinets with pullouts will inspire your cook! Through French doors is the covered courtyard with stainless gas grill: perfect for entertaining. Nearby is an ideal guest suite or office with a customized closet and full bath. Large laundry room near the garage has granite countertops, cabinets, utility sink and LG Smart washer/dryer! Upstairs is a spacious primary bedroom with French doors to a private covered balcony! Also 2 walk-in closets with custom shelving, jacuzzi bath, oversized shower, and dual vanities with granite countertops. Additional ensuite bedroom and laundry area. Attached 2-car garage with epoxy flooring , and an additional parking pad in rear makes this true maintenance free living in the heart of WP. Walk to Park Ave for dining and shopping, WP Tennis Center, new WP outdoor park, and Rollins College! Neighborhood Lake Virginia access for kayak and paddleboard launching to the Winter Park Chain of Lakes. Top schools: Audubon K-8 and WPHS. New Roof- 7/2024; 2 HVAC- 7/2021; outdoor grill serviced yearly. HOA maintains landscape, irrigation, building maintenance and outdoor lighting.

1134 S Pennsylvania Avenue, Winter Park

$370,000

2 Beds ⋅ 1 Baths ⋅ Karolina On Killarney SubDv. ⋅ 32789 Zip Code

Welcome to this beautifully renovated 2-bedroom, 1-bathroom home in a prime location just minutes from downtown Winter Park, and a short walk to restaurants, shops, and the picturesque Lake Killarney! Step inside to discover the large light-drenched dining room, featuring warm wood floors and open to the spacious living room. This space is perfect for both relaxation and entertaining. The stylish kitchen is equipped with 42-inch white shaker cabinets, quartz countertops, stainless steel appliances, and a sleek glass backsplash. Both bedrooms are generous in size, each with ample closet space, views of the peaceful backyard, and are split by the updated bathroom in between. Outside, you'll find an expansive fenced-in backyard, ideal for outdoor activities and gatherings, and ample parking in the long paver driveway. This home offers the perfect blend of modern updates and an unbeatable location with I4 close by for easy commuting to downtown Orlando and beyond. Schedule your private showing today!

1971 Karolina Avenue, Winter Park

$1,730,000

4 Beds ⋅ 4 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code

Presenting an extraordinary custom traditional home crafted by esteemed builder George Driscoll. Situated on Place Vendome, this remarkable property impresses from the moment you arrive. The bricked drive seamlessly continuing into the garage sets the stage for timeless elegance. Boasting four bedrooms and three and a half baths, including a pool bath, this spacious home offers refined living. Spanning approximately 4,049 square feet under air, this residence provides ample space for comfort and relaxation. As the first and only owners, meticulous care and attention to detail are evident throughout. Step through the inviting entryway and experience the artistry of this exceptional home. The primary living spaces, including the family room and living room, exude warmth and sophistication, setting the stage for memorable gatherings. Adjacent to the garage, a mudroom and laundry room combination connects the kitchen, featuring Wolf, Sub-Zero, and Bosch appliances, as well as a dinette and breakfast bar, creating a seamless flow for everyday living. Retreat to the luxurious primary suite, complete with an updated bath and a spacious walk-in closet. From the primary bed, enjoy enchanting views of the pool, creating a serene sanctuary for relaxation. An elegant office space provides a tranquil setting for work or study. Ascend to the second floor, where a versatile living space beckons. Here, a wet bar complements the entertainment possibilities, while a hidden doorway leads to a hallway connecting the areas near the wet bar to the exclusive theater room, enhancing the cinematic experience. Three additional bedrooms offer comfort and privacy, with two bedrooms conveniently sharing a Jack and Jill bath. All bedroom closets are thoughtfully built out to optimize storage and organization. Stepping outside, the motorized screen-enclosed lanai invites you to embrace the Florida lifestyle. The resurfaced heated pool, adorned with beautiful stone accents, includes an integrated jacuzzi for ultimate relaxation. The fully fenced yard provides an expansive and secure space for pets to roam freely. This exceptional property offers an exquisite place to call home with convenient access to the Winter Park Racquet Club, Park Avenue, Maitland, and the picturesque Chain of Lakes.

1350 Place Vendome, Winter Park

$755,000

4 Beds ⋅ 2 Baths ⋅ Hills SubDv. ⋅ 32789 Zip Code

Established Winter Park neighborhood - a hidden gem! Located on a quiet cul-de-sac, this ranch-style one story home w/pool was solidly constructed in 1968 and still retains many original mid-century architectural features. Fully fenced private back yard has a large pool and landscaping that features chemical-free gardens and native butterfly plantings - safe for children and pets. The home features birchwood and tile floors throughout with a light-filled split plan. 2024 and other recent updates include new patio roof, new interior/exterior electrical panels, new LED lights in kitchen and baths, new hot water heater, laundry appliances, custom fence and more. The kitchen, updated in 2012, overlooks the patio and pool and opens to the den, which features a large built-in bookshelf, skylight and red brick wall w/fireplace for gathering on Winter nights. The Laundry room, accessed through the two-car garage or the bedroom/office, has washer, wash tub and dryer with overhead cabinets and shelved storage area. The garage has plastic tile flooring and a workbench, as well as drawers, shelves and pegboard walls for storage. This community is a friendly neighborhood with sidewalks, lovely tree canopies and no through streets, making it peaceful and safe. The Neighborhood Association invites voluntary participation with a small $80 annual fee to help maintain a sense of community and keep the entrances attractive. Winter Park Hills is centrally located - just a short distance to historic Park Avenue, Kraft Azalea Gardens, many cultural institutions, major highways and is zoned for some of the area's best schools - Dommerich Elementary, Maitland Middle and WPHS. Four bedrooms, two baths, fireplace, pool, wonderful porch, 2030 sf - SINGLE STORY!! Definitely worth a look if you are in the market for a nice home!

2436 Tioga Trail, Winter Park

$872,500

3 Beds ⋅ 3 Baths ⋅ Garden Acres SubDv. ⋅ 32789 Zip Code

Stunning Home in Winter Park with Convenient Location. This beautiful Winter Park home is ideally situated just steps away from Mead Gardens, Winter Park Tennis Center, and Seven Oaks Park (to open late 2024) offering a prime location. Boasting nearly 2,150 square feet on over a third of an acre, this home has been meticulously updated and maintained through the years, making it move-in ready. As you enter, you will be greeted by high ceilings and the natural light that fills the home. The neutral tile flooring leads you to an open living, dining, and family area that overlooks a covered outdoor porch seamlessly connected to the screened-in pool, perfect for hosting gatherings. The updated kitchen features warm gray cabinets, ample storage, quartz countertops, newer appliances, and an eat-in banquet space with built-in storage and updated remote electronic shades for a bright and airy feel. The split bedroom layout includes a spacious master suite with a large closet equipped with a Closets by Design organization system, plantation shutters, and a master bath with travertine, a luxurious seamless glass shower, jetted tub, extra closet space, and dual vanities. Opposite side of the house are two expansive additional bedrooms and bath. The secondary bedrooms are generously sized, the bathroom has been renovated with travertine, an updated vanity and mirror, and lighting. This home is perfect for entertaining with its outdoor living spaces and additional backyard space. Updates include: window treatments, plumbing, lighting, front windows, base trim, door hardware, Norman plantation shutters, solar electric driveway gate, large shed for additional storage and more. Enjoy leisurely walks to Mead Gardens, the Orange Avenue cafes, a short distance to Park Avenue, and easy access to downtown Orlando. Moreover, this property is zoned for Audubon K-8, one of the top schools in Orange County, with nearby renowned private schools like Lake Highland Preparatory School and Park Maitland. This is a home not to be missed!

922 Garden Drive, Winter Park

$3,500,000

5 Beds ⋅ 5 Baths ⋅ Tuscania SubDv. ⋅ 32789 Zip Code

Pre-Construction. To be built. Beautiful custom home built by Element Home Builders

2020 Via Tuscany, Winter Park

$260,000

2 Beds ⋅ 2 Baths ⋅ Mead Garden SubDv. ⋅ 32789 Zip Code

Beautifully renovated 2 bedroom, 2 bath condo on the Ground Floor in gorgeous Winter Park!! Come enjoy all that Winter Park offers, with only a few minutes ride to Park Avenue and all of the shops and restaurants. Or, take a short bike ride to the many parks and outdoor venues. This END Unit condo has new cabinets, beautiful quartz countertops, and stainless steel appliances. The refrigerator is new. The electric water heater is new. The windows and slider have been replaced. This condo is just waiting for YOU!! Both bathrooms have updated tile, new vanities and quartz countertops! The luxury vinyl flooring is throughout the main living area and kitchen, tile flooring in bathrooms, with carpet in both bedrooms. A screen porch is the perfect place to relax with a good book while enjoying the courtyard - garden view! This complex has a heated community pool and on-site laundry facility! Mead Gardens is directly behind the condo's You have the best walking paths in all of Winter Park right next door! There is a new outdoor event venue currently being built nearby. You are perfectly located between Trader Joe's, Winter Park Village, Ivanhoe Row, Mills restaurants and Park Avenue! This is a great opportunity to live in Winter Park affordably with low monthly fees!! (New Roofs and Gutters - 2023)

1250 S Denning Drive Unit 105, Winter Park

$750,000

3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 01 SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. This charming residence features modern amenities and thoughtful upgrades, making it a perfect blend of style and convenience. Beautifully updated home nestled in the heart of Winter Park, FL. Step inside to discover the elegance of bamboo hardwood floors that flow seamlessly throughout the home. The living spaces are adorned with custom shutters, providing both privacy and a touch of sophistication. The home has been well maintained, featuring a 2019 new roof, and comprehensive re-plumbing and rewiring. Tech enthusiasts will appreciate the universal electric vehicle charger, and the Ring alarm and camera system, offering enhanced security and smart home capabilities. The water softener system adds an extra layer of comfort. One or more photo(s) has been virtually staged. Situated in the desirable Winter Park neighborhood, this home is just minutes away from top-rated schools, picturesque parks, and a vibrant dining and shopping scene. Whether you are enjoying a quiet evening or exploring the charming surroundings, 426 Worthington Dr offers an unparalleled lifestyle in one of Florida's most popular communities. Don't miss the opportunity to make this exquisite property your new home.

426 Worthington Drive, Winter Park

$777,500

4 Beds ⋅ 3 Baths ⋅ Hills SubDv. ⋅ 32789 Zip Code

Welcome to your dream home in Winter Park Hills, nestled on a serene cul-de-sac with lush landscaping and an inviting front porch. This charming home features a cozy living room with a wood-burning fireplace and bay window, a versatile dining room, and a kitchen with solid wood cabinets, granite countertops, and a picturesque window overlooking the backyard and pool. The family room offers built-in shelving and French doors leading to a spacious screened-in porch, perfect for enjoying morning coffee while taking in the private oasis featuring a newly resurfaced sparkling pool and new patio pavers. Upstairs, the primary bedroom boasts an updated en-suite bathroom, while two additional bedrooms provide ample space. Recent updates include engineered hardwood flooring, double-paned windows, updated electrical, re-plumbed, a new HVAC (2021) system, roof (2021), and water heater (2017), along with a resurfaced pool and new vinyl side fencing. Located minutes from Park Avenue, Winter Park Racquet Club, Interlachen Country Club, YMCA, Phelps Park, shopping, restaurants, and excellent Winter Park/Maitland schools, this beautifully maintained home offers modern comforts and traditional elegance in a prime location.

2616 Verona Trail, Winter Park

$825,000

4 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 06 SubDv. ⋅ 32789 Zip Code

Welcome to this charming four-bedroom, two-bath home offering 2,105 square feet of comfortable living space. This delightful residence features two cozy wood-burning fireplaces, one in the family room and another in the living room, ideal for chilly evenings. The spacious primary suite is an ideal retreat for relaxing nights. Three additional large bedrooms provide ample space, with the second bedroom conveniently accessible to the shared bath. Enjoy peace of mind with recent updates, including a new roof, updated plumbing, electrical systems, a new water tank, appliances, windows and sliding glass doors. The beautifully landscaped backyard and side patio offer a serene outdoor retreat, ideal for relaxation and entertaining. This move-in-ready home is ideally close to hospitals, shopping, parks and downtown Winter Park. Take advantage of this fantastic opportunity!

608 Balmoral Road, Winter Park

$145,000

2 Beds ⋅ 1 Baths ⋅ Waterfall Cove SubDv. ⋅ 32789 Zip Code

Discover this charming 2-bedroom, 1-bathroom condo in the tranquil community of Waterfall Cove. With a covered balcony and a walk-in closet in the primary bedroom, this home is ready for its new owner. The community offers a playground, a pool, and includes cable and internet in the HOA fees. Conveniently located near Rollins College and Winter Park's Park Ave, you'll have access to a variety of shops, restaurants, and art galleries. Just a short walk away, Winter Park Village has undergone a multimillion-dollar renovation, enhancing its shopping, dining, and entertainment options. In 2024, Seven Oaks Park will open, providing an exceptional outdoor experience. With downtown Winter Park only minutes away and I-4 less than a mile from your doorstep, commuting is effortless. Perfect for both homeowners and investors. Schedule your viewing today!

1695 Lee Road Unit D206, Winter Park

$152,000

2 Beds ⋅ 1 Baths ⋅ Waterfall Cove SubDv. ⋅ 32789 Zip Code

Discover this charming 2-bedroom, 1-bathroom condo in the tranquil community of Waterfall Cove. With a covered balcony and a walk-in closet in the primary bedroom, this home is ready for its new owner. The community offers a playground, a pool, and includes cable and internet in the HOA fees. Conveniently located near Rollins College and Winter Park's Park Ave, you'll have access to a variety of shops, restaurants, and art galleries. Just a short walk away, Winter Park Village has undergone a multimillion-dollar renovation, enhancing its shopping, dining, and entertainment options. In 2024, Seven Oaks Park will open, providing an exceptional outdoor experience. With downtown Winter Park only minutes away and I-4 less than a mile from your doorstep, commuting is effortless. Perfect for both homeowners and investors, this condo currently has a tenant generating a rental income of $1,400 per month (currently on a month to month lease agreement) with a 45 day lease agreement termination request. This opportunity won't last long—schedule your viewing today!

1695 Lee Road Unit E213, Winter Park

$2,232,500

5 Beds ⋅ 4 Baths ⋅ Tuscany Place 1st Add SubDv. ⋅ 32789 Zip Code

A rare opportunity in the Vias of Winter Park to own .63 of an acre in a secluded cul-de-sac framed with mature oaks and landscaping. This home has been carefully renovated and stretches nearly 4,000 square feet on mostly one-level living making daily function effortless for today’s modern family. Five-bedroom four-bath home with split living bedroom plan, formal living and dining spaces and large open kitchen gathering space that spills into the covered porch and outdoor living and pool area. Kitchen has been completely redesigned with beautiful custom cabinetry, quartz counters, a spacious island for gatherings and preparation, light and bright finishes, and custom backsplash. The kitchen blends family space with custom milled bookcases providing terrific storage with views through glass doors and transom windows that lead to the outdoors and allowing beautiful ambient light through the house. Primary suite is in its own wing of the home for incredible privacy. This suite also features large closets, a large primary bath with double sinks and a seamless glass shower with marble porcelain tile accents for a clean and timeless look. Other bedrooms enjoy a split plan and are nestled on the other side of the house. With fully renovated baths, this home is ready to move in. One of the bedrooms is currently being used as a den but generous enough to be a mother-in-law suite or designed to be a secondary primary. The outdoor spaces makes the house an incredible home for entertaining with its summer kitchen. The large Florida pool and spa and a backdrop of greenery encourage relaxation at the end of the day. Professionally landscaped and outdoor lighting create an oasis that is hard to find in the Vias. It is a prime location and unique opportunity to find a property of this size in old Winter Park! Walk to WPRC, community parks and near the ICC, Phelps Park and a YMCA, zoned for Dommerich Elementary, Maitland Middle and Winter Park High.

1061 Tuscany Place, Winter Park

$750,000

4 Beds ⋅ 3 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code

Perfect time to make this beautiful home yours! Motivated seller, price improved. Discover this beautifully presented and spacious home located in the established Orwin Manor neighborhood, situated southwest of Downtown Winter Park. This concrete block house boasts an impressive list of features, including 4 bedrooms, 3 bathrooms, a flex room, new exterior paint (2024), and AC system (2022), all designed to offer comfort, privacy, and convenience. Upon entering, you are welcomed by a warm and inviting living room, perfect for intimate family gatherings. To the left, the den provides an ideal space for a private home office. Transitioning seamlessly from the living room, the dining room enchants with elegant wood ceiling planks and expansive windows that bathe the space in natural light. The adjacent kitchen is a chef's delight, boasting ample storage and a welcoming atmosphere for all your culinary endeavors. The master bedroom is a true retreat, featuring generous dimensions, wood floors, and French doors that open to a serene back porch, seamlessly blending indoor and outdoor living. Each of the generously sized bedrooms offers a private space, complete with two individual bathrooms, ensuring every resident enjoys their own sanctuary. Additionally, the flex room provides a versatile space tailored to your unique needs. Towards the rear, the home reveals further access to a private backyard oasis. The expansive, newly painted patio and fenced-in area are beautifully landscaped, creating a the ultimate escape for relaxation and entertainment. The location of this magnificent home is unparalleled. Winter Park is a highly coveted area known for its vibrant array of restaurants, boutique shops, and cultural attractions, including the iconic Park Avenue. Perfectly situated between Winter Park, College Park, and Downtown Orlando, this residence offers endless weekend adventures for you and your family. With convenient access to I-4, commuting across town is easy! We highly recommend coming to see this exceptional property. Contact us today to schedule a private showing and step into a world of refined living.

1501 Westchester Avenue, Winter Park

$341,500

3 Beds ⋅ 2 Baths ⋅ Park Green SubDv. ⋅ 32789 Zip Code

Welcome to Winter Park living 32789 for value, location and style! This meticulously maintained 3 bedroom / 2 bath home offers a blend of modern updates and practicality. With low HOA fees, enjoy peace of mind with new windows and a water heater installed in 2016, plus a replaced A/C system in 2015. Roof replaced 2005. Inside, discover a refreshed kitchen with Kraftmaid cabinets, Silestone counters, and updated appliances. Bathrooms have also been tastefully upgraded. Tile flooring extends throughout the main area. Brand new carpet in the bedrooms. All new paint, contemporary wallpaper in front bedroom. Washer and dryer convey. Complete with an open floor plan and a 2-car garage, this home offers both comfort and functionality. Patio and yard for entertaining or pets. Community pool. Home is at the end of a quiet cul-de-sac. Conveniently located near Park Ave's restaurants, Rollins College, UCF, Full Sail, and Whole Foods Market, it's the perfect place to call home.<div style="padding:56.25% 0 0 0;position:relative;"><iframe src=https://my.matterport.com/show/?m=Gqkk5Li68X4&mls=1 frameborder="0" allow="autoplay; fullscreen" allowfullscreen style="position:absolute;top:0;left:0;width:100%;height:100%;"></iframe></div>

1121 Park Green Place, Winter Park

$5,999,000

6 Beds ⋅ 8 Baths ⋅ Cloister Grove Sub SubDv. ⋅ 32789 Zip Code

Welcome to the epitome of refined luxury. Nestled in the heart of "The Vias" in Winter Park, this exceptional estate is the ultimate blend of timeless sophistication with contemporary comfort. Boasting 7,535 square feet of living space on a sprawling half-acre lot, this residence was built with impeccable craftsmanship and an array of upscale amenities, including a charming guest house and a distinctive natural slate roof complemented by timeless copper gutters. Designed with meticulous attention to detail, this distinguished home boasts 6 bedrooms and 8 bathrooms. The main level hosts an inviting primary suite with dual oversized walk-in closets, along with a chef's kitchen meticulously appointed to accommodate a dinner party of any size. Featuring dual Wolf ovens, dual Miele dishwashers, a Sub-Zero refrigerator and wine fridge, custom Busby cabinets, and rare Italian Calacatta Gold marble countertops, this kitchen is a culinary haven. Adjacent, the living room showcases exquisite Pecky Cypress beams and one of three wood-burning fireplaces placed throughout the residence. Floor-to-ceiling accordion glass doors in the great room seamlessly blend indoor and outdoor spaces, leading to the picturesque Hampton's style pool and a fully equipped summer kitchen, ideal for both entertaining and enjoying the meticulously landscaped grounds. The spacious second floor reveals four generously proportioned bedrooms and three bathrooms, each complete with spacious custom walk-in closets. Additionally, the upper level features a convenient second laundry room, private home gym, and a sizable flex space adaptable to various lifestyle needs. Above one of the two-car garages, a detached mother-in-law suite awaits, comprising a full bedroom, a bathroom, and a separate living room, offering unparalleled comfort and privacy. Come experience the laid-back elegance and vibrant energy 1460 Via Tuscany has to offer.

1460 Via Tuscany, Winter Park

$445,000

2 Beds ⋅ 1 Baths ⋅ Carver Town SubDv. ⋅ 32789 Zip Code

Discover the charm of easy downtown living in this thoughtfully remodeled two-bedroom home located in the vibrant heart of Winter Park. This delightful residence features an expansive study, which can easily be transformed into a third bedroom, offering flexibility to suit your needs. In 2019, this home underwent a comprehensive renovation, which included updates to the flooring, fresh paint throughout, and the installation of modern, energy-efficient windows. The HVAC system and insulation were completely replaced, ensuring comfort year-round. The heart of the home, the kitchen, was fully remodeled with contemporary fixtures and fittings, alongside a redesigned bath and a convenient interior washer/dryer setup. Step outside into the fenced backyard, where fresh landscaping creates a serene environment perfect for relaxation or hosting gatherings under the Florida sun. The property's prime location places you just a short stroll from the boutique shops of Park Avenue, the cultural charm of Hannibal Square, the trendy spots in Winter Park Village, and the esteemed Rollins College. Ideal for those who value the blend of modern updates and prime location, this home offers an excellent opportunity to enjoy the best of downtown Winter Park living without the luxury price tag.

678 W Webster Avenue, Winter Park

$290,000

2 Beds ⋅ 1 Baths ⋅ Village Condos SubDv. ⋅ 32789 Zip Code

Step into comfort and convenience with this delightful upstairs residence in the highly sought-after Village Condominiums. Positioned perfectly in a neighborly setting, this gem is only a short, pleasant walk from Park Avenue and the lively Winter Park Village, ensuring you're never far from boutique shopping, dining, and entertainment. Unit G offers a tranquil, inviting atmosphere with its exclusive upper-level location and limited sharing of space, promoting a private and serene living environment. You'll appreciate the ease of access to major routes such as I-4 and 17/92, which make commuting straightforward and stress-free. Inside, each room is bathed in natural light through charming plantation shutters. Warm laminate flooring and elegant crown molding enhance the welcoming ambiance. Everyday conveniences are covered with an in-unit washer and dryer and a kitchen equipped with stainless steel appliances, granite countertops, and a practical breakfast bar. A closet pantry keeps essentials organized and within easy reach. The two bedrooms are crafted with individual character, the main bedroom features a spacious walk-in closet, while the second bedroom offers direct access to the communal patios—a collection of cozy spots perfect for socializing, enjoying the outdoors, or unwinding in the quaint courtyard seating areas. Living in Village Condominiums means embracing an effortless lifestyle where everything you need is just a stroll away. Whether it's exploring Hannibal Square, picking up groceries at Whole Foods, playing a round at Winter Park Golf Course, or enjoying a leisurely day of shopping and dining, this location truly has it all. Discover your urban sanctuary at Village Condominiums, where comfort meets convenience in a friendly community setting. Welcome to your new home, where every day feels like a walk in the park.

500 N Pennsylvania Avenue Unit G, Winter Park

$1,200,000

4 Beds ⋅ 3 Baths ⋅ Temple Estates SubDv. ⋅ 32789 Zip Code

Welcome to this rare, single-story residence nestled in the heart of Winter Park! This remarkable 4-bedroom, 3-bathroom home sits on a spacious CORNER lot, boasting a highly sought-after 3-car garage. Upon entry through the foyer, you'll be delighted by the timeless layout, featuring elegant formal living and dining areas. Sunlight pours through the expansive bay windows, casting a warm and welcoming glow throughout. The kitchen is appointed with wood cabinets, a convenient pantry, and counter-height bar seating. Adjacent to the kitchen, a delightful dinette area overlooks the expansive living room, adorned with custom built-ins. Accessible through sliding doors, a fully covered rear porch offers an ideal spot for gatherings and everyday relaxation. The primary suite features vaulted ceilings and an ensuite bathroom, complete with a luxurious soaking tub, dual sinks, a large walk-in shower, and a generously sized cedar-planked walk-in closet. The intelligently designed split floor plan situates two additional guest rooms with ample closet space, sharing a well-appointed full bathroom. Meanwhile, a fourth guest room boasts an ensuite bathroom and direct access to the rear porch. Enjoy the convenience of a BRAND NEW ROOF (2024) ensuring peace of mind and protection for years to come. The home's exterior has also received a complete repaint (2024), with the addition of new exterior lighting. Conveniently located just minutes away from Winter Park's upscale retail and dining options, don’t miss your opportunity to make this home yours today!

1503 Palmer Avenue, Winter Park

$4,100,000

5 Beds ⋅ 5 Baths ⋅ Virginia Heights SubDv. ⋅ 32789 Zip Code

Amazing opportunity to own a lakefront home on Lake Virginia footsteps from Rollins College, nestled in walking distance to downtown Park Avenue shops and restaurants, and located on the coveted Chain-of-Lakes! A magnificent five-bedroom, four-and-a-half-bath home offers breathtaking lake views, capturing the essence of Florida living at its finest. This sprawling 5,600-plus square foot residence sits on an expansive .84-acre lot with a huge backyard, gracing a charming brick street, and includes an additional parcel across the street, featuring a covered boat dock/lift, ensuring endless days of waterfront lifestyle enjoyment. Step inside to discover an impressive layout designed for both grand entertaining and comfortable living. Generously sized rooms include formal living and dining areas, a cozy den/library, and a sprawling 18-by-27-foot family room seamlessly connected to the centrally located kitchen. Enjoy the sun-filled 40-by-16-foot Florida room, featuring two sets of sliding glass doors that open to the pool and lush backyard. The second floor features the primary suite with beautiful lake views, a spacious ensuite bath and two large walk-in closets. Three additional bedrooms grace this level, one with a private bath and two sharing a Jack and Jill bath, providing ample space for family and guests. A convenient fifth-bedroom suite on the first floor offers versatility, ideal for guests, a nanny, or an in-law retreat. Step outside to your private paradise, complete with a putting green, gazebo, expansive lawn, and a tropical pool perfect for refreshing dips on warm summer days. With a spacious driveway and a three-car attached garage, there's plenty of room for parking and storage. Location is key, and this home delivers. Again, enjoy the convenience of being steps away from Rollins College and within walking distance to the charming boutiques and eateries of Park Avenue. Don't miss your chance to own this exceptional lakefront estate property, where every day feels like a vacation. Schedule your private tour today!

1135 Lakeview Drive, Winter Park

$2,150,000

4 Beds ⋅ 4 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

Welcome to 1651 Oakhurst Avenue, a stunningly renovated Key West style home on a charming bricked street. This meticulously maintained property offers a spacious and open floor plan, perfect for modern living. With 4 bedrooms and 3.5 bathrooms, this home provides ample space for comfortable family living. The downstairs primary bedroom offers convenience and privacy. The updated baths add a touch of luxury to this already impressive home. Situated on an oversized lot measuring 100 x 157, this property boasts a huge pool, ideal for outdoor entertaining and relaxation. The expansive backyard provides plenty of space for outdoor activities and gatherings. The new kitchen is a chef's dream, featuring top-of-the-line appliances and stylish finishes. The open layout seamlessly connects the kitchen to the living and dining areas, creating a perfect space for entertaining guests. Spanning approximately 3,059 square feet, this home offers generous living spaces and abundant natural light throughout. The tasteful renovations and meticulous attention to detail make this property truly stand out. Located in Winter Park, this home is surrounded by a vibrant community and offers easy access to a variety of amenities, including shopping, dining, and entertainment options. The area is known for its excellent schools and proximity to beautiful parks and lakes. Don't miss the opportunity to own this exceptional property. Contact us today to schedule a private viewing and make this your dream home.

1651 Oakhurst Avenue, Winter Park

$1,325,000

4 Beds ⋅ 3 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code

Luxurious custom pool home in highly desired Winter Park on a beautiful brick street with mature trees! From the moment you walk into the grand entry, you will see that every detail was impeccably thought through from the custom carpentry, including extensive crown molding, to the 10’ ceilings to the ¼” hardwood oak flooring to the built-in living room and office bookshelves and cabinets to the spacious kitchen to multiple storage closets to the electronic lift for storing items in the attic in the garage. This four-bedroom, three-bathroom home has it all. The kitchen is equipped with stainless steel appliances, soft close Busby cabinets, gas cook top, double convection ovens, warming drawer, a custom-built Busby pantry, and a large island for food preparation and/or entertaining. Whether it is casual dining in the breakfast nook with pool views through the bay windows surrounded by beautiful wainscoting and bench seating with storage or entertaining in your formal dining room with an elegant tray ceiling, you, your family, and guests will feel at home. The Butler’s Pantry, located between the kitchen and formal dining room, is equipped with a wine fridge and is the perfect place to stage food when entertaining or for use as a bar or coffee station. The first-floor bedroom can be used as a bedroom, library or office. It is equipped with a walk-in closet and has an ensuite bathroom with a curbless walk-in shower. A beautiful hardwood staircase leads you to the second floor where you will find the remaining bedrooms and laundry room, which includes a laundry tub, built-in storage, built-in ironing board and attic storage with plywood decking. The front of the home has a beautiful porch with ceiling fans for relaxing and waving to the neighbors, while the back porch, also with ceiling fans, offers privacy and a summer kitchen with a beverage cooler and a DCS multipurpose grill that includes rotisserie and smoker options. The pool will invite you in on hot summer days and the hot tub will take all your worries away. The Plantation Shutters throughout the home let the natural light in or provide privacy. The grill, stove and fireplace are fueled by propane. The fireplace can be wood burning as well. There is a vinyl gate that can be closed across the driveway for additional privacy. The detached garage is oversized and will store two cars. There is lots of attic storage with plywood decking and is accessed by wood stairs and the electronic lift for ease of putting items in the attic! Pool/spa heater (2024). Water Heater (2020). Roof (2020). Two HVACs (2016 and 2019). Your stunning new Winter Park home is conveniently located between Park Avenue and Baldwin Park offering a wide array of restaurants and shopping options. This home is covered by a 2-10 Home Buyers Warranty during the listing period only. Buyer has opportunity to continue coverage at closing. Please ask your real estate agent for more details. See links for WALKTHROUGH VIDEO and MATTERPORT TOUR.

1741 Laurel Road, Winter Park

$1,099,000

3 Beds ⋅ 2 Baths ⋅ Timberlane Shores SubDv. ⋅ 32789 Zip Code

Don't miss this charming and updated home, situated on an expansive 12,000-square-foot corner lot, in the highly sought-after Timberlane Shores neighborhood! Boasting an inviting open floor plan and starting with the living space offering stunning engineered wood floors, crown molding and a big window bay, that invites natural light to illuminate the space. The refreshed kitchen complete with a built-in breakfast nook, an abundance of white cabinetry with granite counters and stainless appliances, seamlessly flows into the family room, featuring an electric fireplace and cozy window seating with wonderful views of the spacious lanai entertainment space and the screened-in saltwater pool. The owner's retreat is a haven of tranquility with a lovely renewed en-suite bath and direct access to the pool, while the generously sized secondary bedrooms boast walk-in closets. A perfect laundry room offers plenty of additional storage & built in ironing center. Complementing the rest of the features of this special home is the convenience of the oversized two-car garage with workshop/hobby area. The curb appeal and exterior are enviable displaying a lush landscape with enchanting flowering gardens, recently re-sodded backyard & charming playhouse. Recent improvements include a new 2023 roof, new HVAC 2022, along with replaced windows, interior doors, and baseboards. The added bonus is the superior Winter Park Schools! With all these fabulous highlights combined, this home promises an exceptional living experience!

1880 Shiloh Lane, Winter Park

$1,629,000

5 Beds ⋅ 5 Baths ⋅ Green Oaks Rep 02 SubDv. ⋅ 32789 Zip Code

Welcome to 1801 Legion Drive, a stunning Southern traditional with a huge front porch and white picket fence in one of the best neighborhoods in Winter Park. The main house has 4 bedrooms and 3.5 baths and a separate office. There is an additional bedroom and full bath in the detached guest quarters. A large gourmet kitchen with white cabinetry, a stainless steel Thermador gas range and GE Monogram built-in refrigerator and microwave. The adjacent family room that opens to the kitchen has custom-built in shelving surrounding the brick fireplace and is the perfect place for family night movies. French doors lead to the large covered porch with another brick fireplace and an open patio for dining al fresco and also leads to the detached guest quarters which makes a perfect place for a home gym. Take a cool dip in the saltwater pool that was installed in 2018 or after a long day jump in the hot tub! The living room is located off the porch as well with French doors and features a wet bar and yet another brick fireplace (3). The master bedroom has French doors and two custom built-shelved closets, one is a large walk-in. A central laundry room is conveniently located between the split bedroom plan. There is a secondary master with en-suite and two more bedrooms and a shared bath. Roof 2019. Conveniently located between Maitland and Winter Park, enjoy easy access to top-rated schools, upscale shopping, dining destinations, and recreational amenities. Embrace the quintessential Florida lifestyle in this prestigious community. Don't miss your opportunity to own this exceptional residence in Winter Park. Schedule your private tour today and discover the luxury and sophistication of 1801 Legion Dr.

1801 Legion Drive, Winter Park

$1,700,000

5 Beds ⋅ 4 Baths ⋅ Temple Heights SubDv. ⋅ 32789 Zip Code

Nestled on one of Winter Park's coveted and charming brick streets, this meticulously crafted 5-bedroom residence embodies traditional elegance with modern amenities, offering a NEWER ROOF (2022) and other recent updates for a fresh feel. Its exterior, a testament to Florida living, boasts a sprawling saltwater pool with a sun shelf, surrounded by 900 SF of Chicago brick, and complemented by lush landscaping and enchanting lighting for evenings of magic, while custom-irrigated garden boxes for cultivating fresh herbs and vegetables await those with green thumbs. Inside, natural hardwood floors grace the entire home, accented by updated fixtures. The family room and living areas include built-ins, one gas fireplace, and 4 glass doors that lead to the backyard. An open kitchen awaits, complete with a breakfast bar, walk-in pantry, and bright, sunlit dinette framed by plantation shutters. The front room off the foyer makes a great office or dining room, with access to the kitchen. The large DOWNSTAIRS Main suite treats residents to a renovated, spa-like bathroom, adorned with a large zero-entry shower and separate soaking tub. A massive walk-in closet (Closets by Design), equipped with a dedicated washer & dryer, provides organization and convenience. You will sleep sound with the electronic blackout shades behind the plantation shutters. Upstairs features 4 additional bedrooms with hardwood floors, along with 2 full baths and a second laundry room, affirming practicality and comfort for every member of the household. This is an enchanting traditional home has so much to offer on this brick street. This ideal location is just a few blocks from the WP YMCA, grocery stores, restaurants and shopping off Aloma, and a mile or so from Park Ave!

1333 Mayfield Avenue, Winter Park

$1,800,000

4 Beds ⋅ 4 Baths ⋅ Osceola Shores Sec 01 SubDv. ⋅ 32789 Zip Code

Welcome to 160 Trismen Terrace. This brilliant home has much to offer. Spotlighting an inviting formal living room, formal dining room with built in cabinetry and side board, a luminous family room with french doors to the pool deck, expansive kitchen with stainless steel appliances, prep sink, numerous cabinets, and vaulted ceilings complete with breakfast area. The generous primary en-suite bedroom features his and hers custom closets, newly remodeled primary contemporary bath with a stand alone tub, walk-in shower, dual vanities and water closet. Guest en-suite bedroom with new modern updated bath, 3rd bedroom can be used for the perfect office featuring views of the pool, and 4th bedroom with new Jack and Jill bathroom. This vibrant home also features a circular drive way with a considerable two car garage, crown moldings, recessed lighting through the entire home, built in bookshelves in the main hall, pristine polished terrazzo and high gloss snowwhite floors, ample inside laundry room with storage, dual HVAC systems with added air purification system, ADT security system, heated immense pool with travertine pool decking, and an abundant half acre lot with vinyl fencing for privacy. Termite bond conveys with the property. Roof replaced in 2019, Pex plumbing 2023, HVAC 2019, Pool 2018, Pella sliding and french doors 2024. This alluring Winter Park home is conveniently located just minutes from all the shops and restaurants of Historic Park Avenue, Trismen Park and so much more. 160 Trismen Terrace is truly a home for those who appreciate entertaining.

160 Trismen Terrace, Winter Park

$1,050,000

3 Beds ⋅ 2 Baths ⋅ Waterbridge SubDv. ⋅ 32789 Zip Code

Welcome to your dream home in the coveted Waterbridge neighborhood! This stunning one-story pool home boasts everything you've been searching for and more, including a three-car garage. Situated on a spacious corner lot, this residence offers both elegance and comfort. Step inside to discover a welcoming ambiance, highlighted by a gathering living room featuring a double-sided gas fireplace, perfect for cozy evenings or entertaining guests. The dining room is conveniently located off the kitchen, complete with double built-in ovens and overlooking the inviting family room. A sunny Florida room extends off the family room, offering picturesque views of the lush backyard oasis and sparkling pool—a true haven for relaxation and enjoyment. Retreat to the primary suite, featuring a spacious walk-in closet for all your wardrobe needs. Two additional bedrooms, each boasting generous walk-in closets, ensure ample space for family or guests. Plantation shutters throughout add a touch of sophistication, while the large laundry room with cabinetry provides convenience and storage. Step outside to your own private paradise, where a gorgeous pool awaits, complete with a heated spa, sun shelf, and seating bench—all within the confines of a large privacy fenced backyard. Waterbridge residents enjoy access to community amenities including a park and tennis courts, fostering a sense of community and recreation. Conveniently located near shopping, restaurants, and minutes from Park Avenue, this home offers easy access to all the best Winter Park has to offer. Plus, with sought-after Winter Park schools just a stone's throw away, you'll enjoy peace of mind knowing your family is in a top-notch educational environment.

1203 Germaine Drive, Winter Park

$4,923,750

5 Beds ⋅ 6 Baths ⋅ Sicilian Shores SubDv. ⋅ 32789 Zip Code

Luxurious lakefront living with unparalleled view of Lake Maitland, part of the famed Winter Park chain of lakes with 180 feet of water frontage. Enjoy tranquil views from the lake from almost every room. This custom home is located in the Via's of Winter Park and is close distance to downtown Park Ave and the Winter Park Racquet Club. This home was built by Gallimore and features five bedroom, five & one half bath. As you enter the foyer, you are immediately greeted by high ceilings, open floor plan and panoramic views of the lake. The family room is a fantastic place for entertaining, featuring a gas fireplace, wet bar with refrigerator and opens to the screened pool and gorgeous lakefront. The gourmet kitchen is a chef’s dream featuring a large center island, custom cabinetry, quartz surfaces, top of the line Thermador appliances, and walk-in pantry. The spacious master bedroom is a retreat of its own with amazing views of the lake and a sitting area. The master bathroom has custom cabinets with dual sinks, makeup vanity, modern stand alone tub, walk-in shower and a large walk around closet. There is a guest suite on the first floor with en suite bathroom and walk in closet. Two additional bedrooms upstairs with en suite bathrooms and a huge bonus room or fifth bedroom. This home also features a 3 car garage, a home office, laundry room and walk-in storage room with a large wine refrigerator. Step outside to the backyard paradise, where the pool, heated spa and sun shelf beckons you to relax and unwind. The large covered boat dock is a perfect place to watch the colorful sunset at night and has a separate enclosed storage room. Bring your boat and all your toys and enjoy lakefront living at its best! Roof and boathouse roof updated 2022.

1761 Pinetree Road, Winter Park

$350,000

3 Beds ⋅ 2 Baths ⋅ Park Green SubDv. ⋅ 32789 Zip Code

Welcome to your future home at 1244 Park Green Place, nestled in the vibrant heart of Winter Park, FL. This move-in-ready townhouse offers a seamless blend of comfort and convenience, making it the perfect setting for both new beginnings and cherished memories. Step inside this inviting residence and be greeted by an expansive living space, bathed in natural light, thanks to the high, vaulted ceilings that create an airy and open feel. The hard flooring throughout the home is not only elegant but also promises easy maintenance and durability. This townhouse features three cozy bedrooms and two well-appointed bathrooms, providing ample space for family, guests, or a home office. A/C was recently replaced and roof was replaced within the last 8 years. At the heart of this home is a modern kitchen, boasting luscious granite countertops that offer both beauty and practicality. Whether you're a seasoned chef or a culinary novice, this kitchen is designed to inspire delightful dining experiences. Entertaining is a breeze with the enclosed back porch, providing a perfect backdrop for gatherings or a peaceful retreat after a long day. The fenced-in yard adds an extra layer of privacy and security, making it a safe haven for both relaxation and play. Located conveniently close to shopping centers, appetizing restaurants, world-famous theme parks, and major roads, 1244 Park Green Place ensures that you're never far from where you need to be. Embrace the opportunity to live in a home that combines practicality with endless possibilities for leisure and enjoyment. This townhouse is not just a dwelling; it's a foundation for a life filled with ease, accessibility, and joy. Don't miss the chance to make 1244 Park Green Place your own — a place where every day feels like a breath of fresh air. Welcome home.

1244 Park Green Place, Winter Park

$1,800,000

4 Beds ⋅ 4 Baths ⋅ Woodmere Terrace Rep SubDv. ⋅ 32789 Zip Code

Located within the heart of the Vias, this premier property boasts an expansive, almost half-acre lot spanning 19,800 square feet, with dimensions of 120 by 165 feet, all set along a picturesque brick street. Representing a rare find in an "A location" lot, its over 100-foot width opens up a realm of design possibilities, making it an ideal canvas for your dream home. At the heart of this property stands a spacious four-bedroom home, offering over 4,700 square feet of living space. This dwelling is currently vacant and impeccably maintained, presenting a "move-in condition" option for those seeking immediate occupancy or rental income while planning their custom residence. Alternatively, delve into the meticulously crafted proposed remodel plans, designed by Ashley Martin Home and brought to life by M Lahr Homes. These plans, with an investment of approximately $50,000 by the seller, outline a renovation encompassing around 5,400 square feet, promising a blend of modern luxury and timeless charm. While the value lies predominantly in the land and its generous proportions, the existing home exudes a blend of elegance and functionality. Primarily one-level living, it features an owner's suite along with two additional spacious bedrooms, each with en suite facilities, offering the utmost comfort and privacy. A private office, discreetly positioned behind the garage with a separate entrance, adds versatility to the space, catering to various needs from work to creative pursuits. The interior unfolds with an array of captivating features, including soaring ceilings, plantation shutters, crown molding, and solid oak floors throughout. The primary retreat boasts a luxurious en suite and a large walk-in closet, ensuring indulgent relaxation. A gourmet kitchen, adorned with expansive cabinetry and stainless steel appliances, adjoins a charming eat-in area, offering the perfect setting for culinary endeavors. Entertainment options abound with a formal dining room, a living room adorned with a wood-burning fireplace, and a den complete with a wet bar, ideal for hosting guests or unwinding in style. The enclosed Florida room adds a touch of serenity, overlooking the lush backyard oasis. Upstairs, a second potential owner's suite awaits, boasting its own entrance, vaulted ceilings, and a spacious closet. French doors lead to a private covered balcony, offering scenic views of the meticulously landscaped grounds below. Outside, the allure continues with a park-like setting, characterized by mature landscaping, majestic trees, and an expansive brick patio, covered porch, and pergola. This outdoor haven provides the perfect backdrop for al fresco dining, relaxation, and gatherings with loved ones. Situated in the highly sought-after Vias neighborhood of Old Winter Park, this property offers unparalleled convenience and ambiance, with proximity to WPRC, ICC, and downtown Park Avenue. Embrace the opportunity to create your own haven of luxury and sophistication in this coveted locale. Experience the essence of timeless elegance and modern comfort at this remarkable address.

1251 Woodmere Drive, Winter Park

$330,000

2 Beds ⋅ 1 Baths ⋅ Virginia Heights Condo SubDv. ⋅ 32789 Zip Code

PRIME LOCATION for walking to all WINTER PARK offers! Charming first floor 2/1 renovated condo with custom wood-work, hard pine wood floors, and an abundance of natural light throughout is ready for its new owner to enjoy immediately! The covered wrap-around front porch welcomes friends and family to enjoy time together! Glass French doors open into the spacious family room with floor to ceiling windows and views to the side garden. The renovated eat-in kitchen is a delight with Calacatta marble countertops and a bar for sitting while watching or assisting the chef plus a picturesque breakfast nook surrounded by windows. Nearby is a door with a built-in doggy door opening to the fenced courtyard with brick flooring and twinkle lights! A special spot for morning coffee, grilling or having a container garden! The home's hallway leads to the primary bedroom offering privacy, a ceiling fan, French doors and an abundance of windows. The main bath has dual glass bowl vanities with the shower/ tub combo separate and secluded. The other bedroom would also make a wonderful home office, guest or exercise room. Barn style storage and parking is in the space closest to your door!! This unit also has lake access at Virginia Heights Community Dock on College Point to enjoy Lake Virginia and the WP Chain! Walk to Park Avenue, WP9 Hole, Rollins, Winter Park Tennis Center, and the new WP outdoor area almost completed. HOA is self managed with only 6 friendly owners who love the property and are responsive. Indoor laundry with washer/dryer, roof is 2019 and HVAC, 2017.

1302 S Pennsylvania Avenue Unit 4, Winter Park

$1,102,000

4 Beds ⋅ 4 Baths ⋅ Conwill Estates SubDv. ⋅ 32789 Zip Code

TAKE IN ALL THE CHARM, TRADITION and ELEDANCE THIS WINTER PARK HOME HAS TO OFFER. Situated on a quiet, tree-lined street this 3,100 square feet home boasts 4 bedrooms, 3.5 bathrooms (half bath in located in the laundry room area), double primary suites plus an office. The main first floor living area features recently refurbished original hardwood floors, and a wood-burning fireplace surrounded by built-in shelving in the family room, updated lighting and recently updated kitchen cabinets. Enjoy holiday meals or intimate dinner parties in the lovely dining room, accented with a tongue and groove wood ceiling. Upstairs is bright and airy with natural light flooding in from skylights. Both second floor primary suites feature dedicated bathrooms and multiple closets. Off the second suite upstairs youll find a private balcony overlooking the lush back yard. The other suite upstairs includes another wood burning fireplace. The first floor has two bedrooms plus a bathroom including the office. The exterior of this charming home was recently lime washer and the horseshoe driveway complete with pavers was recently expanded. The exterior view of the home on this tree-lined road is only something you would find in a storybook. To complete the exterior, you will find an extended driveway leading to the 2-car garage and mature landscaping. The private backyard, complete with a new brick patio area, is the perfect place unwind or entertain, with ample space to add a pool. Enhancements include a new roof (2021), AC (2019) and new hot water heater (2023). Located in the sought-after Winter Park school district, this outstanding location is just a short walk from Phelps Park, the YMCA and Lakemont Elementary School. All this could be yours so schedule your private showing today!

1725 Pine Avenue, Winter Park

$215,000

2 Beds ⋅ 2 Baths ⋅ Lakeside Manor Apts Condo SubDv. ⋅ 32789 Zip Code

Nice 2-bedroom 2 bath 1st floor condo on Lake Killarney in quiet development. Close to Hwy 4 and downtown Winter Park, stores, Winter Park Library, parks. Condo has been renovated. New ceramic floors, paint, bathrooms, new kitchen sink, faucet and disposal. A/C 2021, , newer plumbing in complex. Boat dock slips $30 a month when available. Boat ramp available for daily use, only for condo owners, Kayak, canoe storage by lake. Enclosed bicycle storage unit available for $15 year if available. Pool and community room. Water included in HOA fee. 1 reserved parking spot but a second is available for $35 extra monthly fee if available. Sorry no pets, motorcycles, RV or work trucks. No rentals first 2 years.

2500 Lee Road Unit 107, Winter Park

$1,500,000

4 Beds ⋅ 4 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

Unlock the potential of building your dream home with this rare opportunity on an oversized corner lot. The home and property are being sold in as-is condition with all value being placed in the land. An A-plus location and a wonderful setting to embark on the journey of creating a custom masterpiece from the ground up. Situated on almost half an acre along one of Winter Park's most enchanting streets, this property is a canvas awaiting your vision. Enjoy the prime location, offering a swift drive to Winter Park's vibrant Park Avenue. Surrounded by multi-million dollar homes, this property embodies exclusivity and prestige, inviting you to become part of this distinguished neighborhood.

810 Bonita Drive, Winter Park

$2,120,000

4 Beds ⋅ 5 Baths ⋅ Flora Park First Add SubDv. ⋅ 32789 Zip Code

Stunning transitional modern home located in the heart of Winter Park. This immaculate residence features a bright open floor plan and boasts a chef's kitchen with a large center island and a prep sink, custom cabinetry, quartz counter tops, top of the line Wolf and Sub-Zero appliances, a walk-in pantry. The kitchen has an abundance of natural light that creates an inviting atmosphere for culinary creativity and entertaining, it opens to a spacious great room with a fireplace and a wall of glass that pockets into the wall combining the indoor and outdoor living spaces. The primary bedroom suite features a separate sitting area overlooking the backyard and a spa bath with a walk-in shower and large tub for soaking away the stresses of the day. The walk-in closet even has washer and dryer hookups for the ultimate convenience. Additional features include a home office, 2nd floor loft area, 3 additional bedrooms, and a 2nd floor laundry. Step outside to discover a private backyard oasis, complete with a covered lanai with retractable screens, a summer kitchen, and a sparkling pool surrounded by travertine pavers. The pergola adds a touch of elegance to this outdoor retreat, perfect for relaxing or hosting gatherings with friends and family. For those with multiple vehicles, the property features an extra-long driveway and an oversized 2-car garage with electric vehicle charger. This home truly embodies modern luxury and indoor-outdoor living, offering a perfect blend of comfort, style, and functionality. Located a short golf cart ride from Park Ave’s incredible restaurants and shopping, and walking distance to Phelps Park and the YMCA, the location is impossible to beat.

1616 Hibiscus Avenue, Winter Park

$2,320,000

4 Beds ⋅ 4 Baths ⋅ Osceola Shores SubDv. ⋅ 32789 Zip Code

Exquisite total remodel in downtown Winter Park. Walk to Park Avenue, restaurants, shops and parks. No detail was overlooked! From the flooring to the appliances, light fixtures, and magnificent primary closet! You will feel like you are in Palm Beach inside and out, especially outside on the oversized lot, at the pool, on the porch, or in the summer kitchen. You will feel like you are at a five-star resort! This is a gem!

440 Lakewood Drive, Winter Park

$550,000

3 Beds ⋅ 3 Baths ⋅ Winter Park Village SubDv. ⋅ 32789 Zip Code

***SELLER IS OFFERING $10,000 IN CONCESSIONS TOWARDS CLOSING COSTS***This exquisite residence offers sophistication and comfort without HOA constraints. Its fresh stucco facade and welcoming patio lead to a beautifully landscaped oasis. Inside, recessed lighting illuminates a captivating accent wall and a step-down entertainment area, perfect for relaxation or gatherings. The kitchen features luxurious shaker-style cabinetry, calacatta waterfall countertops, and high-end stainless steel appliances. The primary bedroom is a tranquil retreat with natural light, while the en-suite bathroom boasts a glass shower and freestanding soaking tub. Outside, a newly paved patio and lush landscaping extend the home’s luxury. Discover refined elegance at 2612 Lafayette Avenue in Winter Park

2612 Lafayette Avenue, Winter Park

$1,725,000

4 Beds ⋅ 4 Baths ⋅ Maitland Shores First Add SubDv. ⋅ 32789 Zip Code

Welcome to this ideal corner of Winter Park, part of the highly desirable Via's, and this stylishly renovated home. This four-bedroom, four-bath home spans over 3,400 square feet and ideally combines modern updates and timeless charm. The open floorplan seamlessly integrates the living, dining and kitchen areas, creating an ideal space for entertaining and everyday living. Natural light fills the interior, accentuating the sleek finishes and designer touches. Designer lighting, custom hood and gas stovetop make the kitchen an ideal place for preparing and hosting meals. The main level also features the primary bedroom, offering a tranquil retreat complete with a spacious en-suite bath with dual shower heads, a rain shower and a soaking tub. The expansive closet space in the primary bedroom is envious. Step outside into your private paradise, where a saltwater pool with sun shelf awaits. The covered patio with multiple fans ensures you can enjoy the outdoors comfortably, whether lounging poolside or dining alfresco. There is also a summer kitchen with additional refrigeration, ideal for entertaining. For those who love to stay active, there is an additional climate-controlled space with endless possibilities, whether a home gym, yoga studio, art space or office. Location is key, and this home is ideally in a highly desirable neighborhood, zoned for top-rated schools, including the No. 1 elementary school in Orange County. There is also neighborhood access to Lake Maitland. Enjoy easy access to Park Avenue, Winter Park Racquet Club and more. Schedule your private showing today.

914 Moss Lane, Winter Park

$2,750,000

4 Beds ⋅ 5 Baths ⋅ Tuscany Terrace SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Gorgeous Alys-Rosemary Beach-style coastal residence in the sought-after Vias neighborhood near the WPRC and ICC. Built in 2020, nothing was overlooked with many custom finishes and thoughtful designer details that are captivating from the moment you walk through the front entry. A masterfully, well-designed open floor plan with soaring ceilings (decorative accent beams), along with quality expansive windows and glass doors flooding the home with natural light. Elegant living areas for various seating groups, including a bar area, living area, additional dining and gathering room all transition from inside to outside with a seamless flow that allows for comfortable casual Florida living and entertainment. The fabulous chef's kitchen offers a 6-burner gas range, two built-in ovens, an expansive “4-person” bar stool island in addition to a wonderful breakfast nook with pool views. The secluded primary suite includes another fireplace, separate walk-in closets, a lavish bath with private botanical garden, and French doors with peaceful views of the pool. The recently added den/home office complements the first floor flawlessly and can also be utilized as a secondary bedroom (includes a built-in with Murphy bed system) and en-suite bath. This home lives primarily as a one-level residence, having only 2 secondary bedrooms upstairs and they are more than generous in size as well. When making your way outside the main residence, there is a wonderful, detached pool cabana that features a wall of folding glass Casablanca-style accordion doors that bring the outdoors in. The cabana is equipped with a wet bar and a full bath, great for guests/in-laws, an art/yoga studio, separate home office, and much more. The outdoor area is truly an enjoyable private oasis including 7 perimeter gas lanterns. Enjoy Florida days and nights on the covered lanai with wet bar and in the picturesque pool and tranquil private backyard amenities. There is a climate-controlled detached two-car garage “carriage house” that is easily accessible to the main residence via a covered breezeway. There is also a parking area and wraparound front/side yard lawn encompassed by a podocarpus hedge and a private linear dog run or lawn with turf grass that completes the grounds. The Vias is an unsurpassed Winter Park neighborhood, just a few minutes away from downtown Winter Park/Park Avenue, A-rated schools, Winter Park Racquet Club, Interlachen Country Club and much more. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

1254 Via Estrella, Winter Park

$1,775,000

4 Beds ⋅ 4 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code

Meticulously maintained four bedroom, four bath home nestled on a quiet Winter Park street ready for immediate move in. Custom built in 2015 by FG Schaub, this home looks and feels brand new, and offers an open floor plan - perfect for entertaining or easy/comfortable living. The spacious kitchen showcases custom wood cabinets, a large breakfast bar/island with loads of storage, and overlooks the great room and dining room. The kitchen easily flows to the great room with a wall of built-ins for more storage and display, along with an under-counter beverage cooler. Two sets of French doors open out to the covered lanai with retractable screens which allow for climate control and seamless indoor/outdoor living. Enjoy cool evenings with the built-in fire pit, or a morning coffee listening to the water fountain. The private primary suite offers a large bath with separate vanities and a walk-in shower, and a very large walk-in closet. A secondary bedroom with walk-in closet is also on the first floor - which can be used as a guest suite or an office. A huge pantry room and laundry room off the two-car garage and mudroom/desk area finish off the first floor. The second floor features two bedrooms, each with en-suite baths and a 32 x 14 bonus room, which could easily be converted to a smaller bonus room and a fifth bedroom. Additional upgrades include a tankless water heater, a whole home water filtration system, and a water softener. Located in a premier neighborhood, minutes to Park Avenue and easy access to major roadways and highly-rated Winter Park schools.

1531 Place Picardy, Winter Park

$1,400,000

3 Beds ⋅ 4 Baths ⋅ Perle Du Lac SubDv. ⋅ 32789 Zip Code

This is your opportunity to live the ultimate lock-and-leave lifestyle and have the lakefront living that makes Winter Park so special. Perle Du Lac is a gorgeous condominium community situated on the shores of Lake Virginia. Unit 203 is a spectacular 3-bedroom, 3.5-bath split-bedroom home with a breathtaking pool and lake views. A completely remodeled kitchen by S&W Kitchens (December 2022) offers custom cabinetry, Cambria quartz countertops, new GE Profile gas range/oven plus a built-in oven, and under-counter wine fridge. The spacious living room has beautiful Brazilian Cherry wood floors and a wall of sliding glass doors that open to the patio and showcases the amazing views of the pool, grounds and Lake Virginia. The private primary suite has French doors to the patio, a remodeled bath (2021) with dual sinks plus a vanity, a large glass-enclosed shower, and a walk-in closet. The secondary bedroom has an ensuite bath, and the third bedroom, currently used as an office has a custom built-in desk, cabinetry/shelves and a Murphy bed which conveys with the home. All bathrooms were remodeled in 2021. This unit also offers a separate climate-controlled storage room within the building, secured underground parking garage with 2 designated parking spaces, a picturesque community pool, and a deeded covered boat slip with motorized lift. Close to restaurants and shopping on Park Avenue, the Alfond Inn, Rollins College, the WP Farmers Market, and much more.

662 Osceola Avenue Unit 203, Winter Park

$1,400,000

3 Beds ⋅ 4 Baths ⋅ Winter Park Rev SubDv. ⋅ 32789 Zip Code

Beautifully appointed "Italian Villa" style home in the heart of Winter Park. Just a few blocks from Rollins College and Winter Park's famed Park Avenue where you will find high-end shops and plenty of fabulous restaurants. This is as close as you can get to a "lock-and-leave" residence and still have the privacy of a detached single-family home. Built by a custom home builder for their personal residence, no expense was spared to create wonderful living spaces perfect for entertaining friends and family or enjoying the Winter Park lifestyle peacefully. As you enter the foyer you are greeted with a flex room to your left that can be utilized for dining, office, exercise or whatever your lifestyle desires. Interior features include stone flooring, high ceilings, extensive detail in the millwork, custom built-ins, and open floor plan. The living areas are light and bright with tons of natural light and views of the private backyard. The chef's kitchen boasts Carrara marble countertops, custom cabinets, Sub-Zero refrigeration, a double oven Wolf gas range, and a window-framed banquette eat-in area. All 3 bedrooms are en-suite with walk-in closets and the primary bathroom has a marble enveloped soaking tub and separate glass shower, and dual marble vanities. Another primary suite features is the "Juliette" balcony overlooking the pool area. The bonus space upstairs is perfect for additional TV area, study, or office space. Other interior details include gorgeous hardwood and tile floors upstairs, designer lighting throughout, high-end fixtures and hardware, and multiple-zone audio. The tropical backyard pool area has complete privacy, a lagoon-style pool, maintenance-free artificial turf, and "award-winning" landscaping installed and maintained by Signature. This home has been designed to take advantage of every inch of space. Perfectly located with easy access to all the Central Florida amenities and top-rated Winter Park schools.

621 Huntington Avenue, Winter Park

$1,690,000

4 Beds ⋅ 6 Baths ⋅ Winter Park Village SubDv. ⋅ 32789 Zip Code

Welcome to this beautiful home in Winter Park neighborhood. This beautiful home is built for entertaining. The spacious home offers a little over 4,600 square feet of living space. The first floor offers a large open floor plan with incredible view into tour outdoor oasis. The kitchen features a 6-burner range with grill and double oven, large Electrolux fridge and freezer, microwave drawer, wine fridge, upper and lower cabinets with under cabinet lighting. An ample living room, with wall-to-wall custom solid wood built-ins and wired in speakers. Full panel sliding doors which flow into the outdoor retreat featuring a full Paradise Grills outdoor kitchen built for grill masters and hibachi lovers. Full bar service set up, wired in music with lights to play to the beat or perhaps colors for the holiday seasons. The large 30 foot pool equipped with solar heated pool system, beautiful glass tiled firewall and jetted fountains. Pool storage, pool bath and outdoor shower. The opulent primary suite gives you enough room for a California king bed, large walk in closet and spa like bathroom with his and her vanities. Upstairs you will find a large loft with a huge bonus room and 3 large bedrooms each with en-suite bathrooms.

1411 Border Drive, Winter Park

$2,150,000

5 Beds ⋅ 5 Baths ⋅ Virginia Heights SubDv. ⋅ 32789 Zip Code

In the highly sought-after Virginia Heights Historic District with Lake Virginia access, an updated residence combines modern luxuries and timeless charm sitting on nearly a third of an acre and surrounded by a live oak tree canopy. This home offers a blend of original architectural elements and contemporary features. The new solid wood custom door opens to a warm living room space with a fireplace. A newly updated dining room features Schumacher wall covering, custom window treatments and a stylish chandelier that compliments the new designer lighting selected throughout the home. The owners have added a professionally designed butler’s pantry offering the ideal space for staging parties or more intimate gatherings and tastings. Whimsical Thibaut wall covering mixes with sleek dark countertops and space for cases of your favorite varietals. The updated kitchen includes solid surface countertops, a gas range, abundant storage and casual countertop dining space. Off the kitchen is the recently added utility mudroom with plenty of space for a home office and additional storage for a busy household. The open plan includes the kitchen, casual dining and the family room in a shared space. The owners have also added built-in benches, an additional fireplace and warm lighting to make the family room a cozy space for gatherings. Flexible space for an office or playroom as well as a full bath completes the first floor. The second floor includes a newly renovated primary suite with an expansive closet and a new primary bath. All of the baths throughout the home have been updated to match the renovations of this home. Three additional bedrooms and two additional baths finish this second story. The spacious screened lanai off the family room opens up to a saltwater pool and heated spa added in 2021. The poolside ambiance is further enhanced by the detached 400-square-foot guest house, which stands as an independent structure outside the main square footage, ideal for a guest house or owner’s workshop or studio. The owners have construction plans available that show the potential to turn this space into a gym, entertaining area and guest space. Throughout the meticulous renovations, great care has been taken to preserve the age and historic significance of the home, ensuring it seamlessly integrates into its distinguished surroundings. This Winter Park gem invites discerning homeowners to experience the union of heritage and contemporary living. Don't miss the opportunity to own a piece of history with this extraordinary residence in Winter Park.

1470 Glencoe Road, Winter Park

$1,295,000

2 Beds ⋅ 2 Baths ⋅ Alabama Condo SubDv. ⋅ 32789 Zip Code

A spectacular two-bedroom, two-bath home available in the historic Alabama Condominiums. Located on the second floor with breathtaking views of Lake Maitland on the Winter Park Chain of Lakes and the beautiful grounds of The Alabama. Recently renovated with updated bathrooms, and a new kitchen which includes gorgeous cabinets, stone counters and stainless steel appliances. The living/great room offers a wall of built-ins, and gorgeous wood floors. The Florida room showcases seven large windows which allow for plenty of light to fill the home, and gives amazing views of the lake. The Alabama is a Winter Park icon with a community pool, a clubhouse with a full kitchen and a fitness room, a community dock on Lake Maitland, and boat slips. Currently there is a boat slip available with no wait list. Fee is $2,500/year. This unit offers an additional storage space and one assigned covered parking space. Enjoy scenic sunsets from the adirondack chairs on the lawn or at the dock. Lakefront living without the maintenance. Luxury living with the lock and leave lifestyle.

1602 Alabama Drive Unit 203, Winter Park

$899,000

4 Beds ⋅ 3 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code

Stunning cottage-style move-in ready home in the Orwin Manor neighborhood of Winter Park. Boasting over 2600 square feet of living space, this 4 bedroom, 3 bath home has all the most desirable updates. From the slate tiled front porch you enter the living room with 9' ceilings, crown molding, and hand scraped wood floors. An office or workout room opens beyond the french doors. The dining room adjoins the chef's kitchen with its gas cooktop, large island, upgraded stainless steel appliances and modern lighting. The kitchen opens into the spacious family room featuring wood beamed ceiling, plantation shutters and wet bar with wine refrigerator. The downstairs primary bedroom is bright and sunny offering two walk-in closets and a luxurious master bathroom. Up the iron railed staircase you will find 3 sizable bedrooms, a loft area, bathroom and laundry room. Out back you find an impeccably manicured patio and yard area. A spacious roofed Pergola covers the pavered patio. The new hot tub sits on a raised deck next to the pavered fire pit. Pet friendly turf completes the low maintenance exterior. A perfect setting to enjoy time relaxing with family and friends. Orwin Manor is conveniently located near Advent Health Hospital, downtown Winter Park with its charming shops and restaurants and I-4 for easy access to all of Orlando. Come and see the tree lined streets of this quiet neighborhood. Furniture available for purchase.

1400 Canterbury Road, Winter Park

$3,350,000

6 Beds ⋅ 6 Baths ⋅ Windsong North Shore 43/74 SubDv. ⋅ 32789 Zip Code

Enjoy luxurious living in Winter Park’s coveted Windsong Northshore neighborhood with this gorgeous, custom home located in a quiet, secluded, and natural setting just a short stroll from Lake Berry and Lake Mizell. Enter this 6-bedroom, 4 full bath, 2 half bath Parkland pool home on Genius Drive through an impressive foyer with new marble floors. A living room to the left features a beautiful gas fireplace and built ins. A formal dining room with beautiful custom molding leads to a large, open family room. A newly updated open gourmet kitchen includes a Wolf 6-burner gas stove, Thermador double ovens, a large walk-in pantry, 2 pull out refrigerator drawers, a warming drawer and Wolf coffee maker. The 1st level primary suite features an oversized, newly renovated bathroom with double vanity sinks, a 3rd separate vanity, a new soaking tub and large walk-in shower. A large custom walk-in closet (11’x14’) offers ample space. A second large, first floor bedroom is currently used as an office, with the other 4 spacious bedrooms located on the second floor. Also upstairs is a bonus room currently being utilized as a home theater. This 5,473 sq. ft. masterpiece on a canopied, tree-lined street includes a lovely front yard with circular driveway and front porch, and new light fixtures and plantation shutters throughout. Offering the ultimate in privacy, the fully fenced-in backyard opens to a large, accessible outdoor field with no rear neighbors. The retiled saltwater pool, fire pit, and newly renovated outdoor summer kitchen is the perfect place to relax or entertain friends or family. This exceptional location includes access to a private lakefront activity/community center. The home features a 3-car garage, one bay which is currently being used as a home gym. Move right into this exceptional home in one of Winter Park’s most sought-after locations.

534 Genius Drive, Winter Park

$3,217,500

4 Beds ⋅ 6 Baths ⋅ Winter Park Town Of SubDv. ⋅ 32789 Zip Code

Auction Property. AUCTION LIVE BIDDING OPEN: Bidding ends February 21st. Previously Listed $3.7M. Current High Bid $3M. No Reserve. Come home to your private estate in historic Olde Winter Park. Down a private lane, this Charleston-style residence offers the ultimate in privacy. The wrought-iron details and millwork mingle with luxurious finishes such as Brazilian hardwood, marble, and state-of-the-art home technology and upgrades. A top-of-the-line chef's kitchen with double Gaggenau ovens and butler's pantry anchor any gathering, while your formal dining room offers enough space to seat over a dozen friends and family. Enjoy your private owner's wing with two spa-worthy bathrooms and a laundry room. Guests benefit from a secluded retreat in the carriage house apartment, graced with a dedicated entrance. There's considered space for every mood, from the casual keeping room to the formal living room to the covered porch overlooking the tropical pool and fountain. There's even a cozy sunlit space off the library perfect for an additional office, reading nook, or yoga studio.

1106 Palmer Avenue, Winter Park

$500,000

4 Beds ⋅ 2 Baths ⋅ Howell Forest SubDv. ⋅ 32789 Zip Code

Nestled in the serene and sought-after Hills of Winter Park, this expansive split-plan residence offers a unique opportunity to infuse your style into a home brimming with possibilities. As you step through its welcoming entrance, you are greeted by a generous living room that seamlessly transitions into an inviting dining area, perfect for hosting memorable gatherings. At the heart of this home lies the kitchen, opening gracefully into the family room. This space is a blank canvas for culinary creativity, equipped with ample storage, awaiting your custom touch. The adjoining family room, a haven for relaxation and family time, leads to three well-proportioned guest bedrooms. Each bedroom boasts considerable closet space and shares access to an updated full bathroom, echoing a sense of comfort and convenience. The primary suite, a sanctuary of tranquility, features a full bath and double closets. This masterful space connects to additional flex space, ideal for an office, nursery, or the creation of an expansive primary suite tailored to your desires. Step outside to discover the screened-in porch, a versatile area with indoor/outdoor carpeting, offering an idyllic setting for alfresco entertainment or quiet evenings under the stars. The substantial backyard, adorned with majestic trees and a charming deck area, presents a picturesque backdrop for outdoor activities or future landscaping projects. This home's location further enhances its appeal, zoned for the esteemed Dommerich Elementary, Maitland Middle, and Winter Park High schools. A residence not just offering a place to live, but a canvas for creating the home of your dreams. Your journey to personalize and complete this delightful Winter Park gem starts here.

2949 Lolissa Lane, Winter Park

$1,875,000

5 Beds ⋅ 4 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code

Welcome to your dream home! This exquisite 5-bedroom, 4-bathroom residence is a true masterpiece, perfectly blending luxurious living with traditional design. Boasting a spacious 3,703 square feet. Upon entering, you are greeted by a beautifully appointed foyer, dining room, formal living room and office, ideal for those who work from home. Primary bedroom suite located on the first floor. The home features a thoughtfully designed layout with wood floors that have been meticulously refinished to add warmth and elegance. The heart of the home is the brand-new kitchen, a chef's delight, modern cabinetry, and exquisite countertops. The open-concept design seamlessly connects the kitchen to the living spaces, creating an inviting atmosphere for entertaining friends and family. Upstairs spaces include 3 bedrooms and two bathrooms, storage room and a charming playroom, perfect for family enjoyment. This property offers not only comfortable living spaces but also a touch of luxury with a heated pool and spa, providing the perfect setting for relaxation and recreation. The professionally landscaped yard, surrounded by a new fence, ensures both privacy and a picturesque setting for outdoor activities, this stunning home sits on a generous 90'x125' lot, providing an expansive and private oasis. A unique feature of this property is the 2-car garage with an additional apartment above, perfect for guests or an active family. The entire property has been thoughtfully upgraded, including a new roof, new interior and exterior paint, and meticulous landscaping to enhance curb appeal. Located in a great neighborhood, this home is not just a residence; it's a lifestyle. With its prime location, impeccable upgrades, and thoughtful design, representing a rare opportunity to own a truly exceptional home. Don't miss the chance to make this your forever home!

1331 Wooddale Avenue, Winter Park

$560,000

3 Beds ⋅ 2 Baths ⋅ Dubsdread Heights SubDv. ⋅ 32789 Zip Code

Discover this charming turn-key treasure, nestled between Winter Park and College Park in the Dubsdread Heights Community. With a brand-new metal roof and all new energy saving windows and plantation shutters, this home stays cool in the hot summers! Step inside this ranch style home with vaulted ceilings and open floor plan to find large, remodeled bathrooms that add luxury to your daily routine. Experience hassle-free living in this turn-key property thoughtfully designed and ready for immediate occupancy. And, for your convenience, inquire about the curated furniture available for purchase, ensuring your new space is not only stylish but also fully furnished. In addition to the inside being move in ready, this property boasts a lush tropical outdoor ambiance, featuring updated pavers leading to a custom firepit. It’s simply perfect for outdoor gatherings. Located within blocks of Historical Dubsdread Golf Course, College Park, and Park Avenue. Embrace the convenience of a well-prepared home, making settling a breeze.

709 Baffie Avenue, Winter Park

$700,000

3 Beds ⋅ 2 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code

Welcome to Orwin Manor, where this latest listing offers an exceptional living experience in one of Winter Park's most desired neighborhoods. This home seamlessly combines a prime location, contemporary comforts, and a tranquil outdoor area, making it an ideal choice for those seeking the finest in Winter Park lifestyle. As you step through the front door, you're greeted by stunning flooring that extends to elegant French doors at the rear. The journey through this home is a blend of sophistication and warmth, ideal for family living. The welcoming foyer acts as a gateway, inviting you to explore the home's diverse spaces. To the right of the foyer lies the spacious master bedroom, accompanied by two additional versatile bedrooms. These rooms are perfect for accommodating family, guests, or setting up a convenient home office. On the opposite side, you'll find the heart of the home - the kitchen. Merging effortlessly from the foyer, this culinary haven boasts ample countertop space and a handy breakfast bar, ideal for everyday meals or socializing. Adjacent to the kitchen, the dining room and family room combo creates an expansive area for family gatherings and entertaining guests. This space beautifully balances functionality and style. The outdoor experience is just as impressive. Step into a meticulously groomed backyard, complete with a captivating pergola. This space is an oasis of relaxation and entertainment, offering a private and peaceful retreat. Located just minutes from grocery stores like Trader Joe’s and Publix, boutique shops, and renowned restaurants like Hillstone; the city’s best is at your doorstep. Enjoy convenient access to I-4, Park Avenue, and College Park. Don’t miss this opportunity to explore this magnificent home. Schedule a private tour today and be prepared to be enchanted by this Orwin Manor treasure.

1316 Canterbury Road, Winter Park

$1,362,000

4 Beds ⋅ 4 Baths ⋅ Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code

Expect to be impressed with this absolutely adorable two story home that sits on a brick lined street in the heart of Winter Park and just minutes from everything! The main home offers 4 bedrooms/3 full bathrooms plus there is a fabulous separate detached guest house with full bath. Beautifully appointed with designer finishes like the gorgeous brand new wood floors and 9” baseboards throughout the downstairs and plantation shutters and crown molding throughout the entire home. Light and bright kitchen features a huge custom center island with wine refrigerator and granite countertops that allows plenty of space for everyone to gather. A chef’s dream kitchen with the 5 burner gas range with double ovens, plenty of cabinet space, an apron sink and a walk-in custom pantry. Open floor plan with the kitchen overlooking the living room with gorgeous gas fireplace that was recently renovated with new shiplap surround and a custom mantle. Separate dining room with custom bead board wall is spacious enough to allow plenty of room for entertaining. The downstairs laundry room is just off of the kitchen with a butcher block countertop, custom shelving and plenty of storage. The 4th bedroom downstairs, currently being used as a playroom, was just updated with a custom shiplap wall and would be a great home office or guest room with its full bathroom downstairs with new marble tile flooring. The master bedroom and 2 more guest bedrooms are upstairs . The master suite features dual sinks, granite countertops, a soaking tub plus a separate walk-in shower as well as a huge walk-in closet. The Jack and Jill bathroom connects the two guest bedrooms upstairs and works perfectly for any family. There is even a little upstairs landing area that is a great spot for a reading nook or a place to play. Plenty of storage with custom closets throughout the home as well as a spacious closet under the stairs. When you step outside, you will find a lovely back porch with brick pavers, gorgeous tongue and groove ceiling and room to grill and entertain. Signature Landscape professionally designed the front and backyard providing ample room to roam and play. The detached guest house with full bathroom features custom cabinetry with more storage than you can imagine plus has a large walk-in closet. It really is the ideal space for a home office, home gym, or the perfect spot for the in-laws. Plenty of space for parking with the long brick paved driveway. Just a short walk to the YMCA, Phelps Park, and a quick bike ride to the Winter Park Racquet Club, Park Avenue, the Farmer’s Market and all things Winter Park! This truly is a must see! Welcome Home!

1581 Magnolia Avenue, Winter Park

$1,900,000

7 Beds ⋅ 6 Baths ⋅ Lugano Terrace SubDv. ⋅ 32789 Zip Code

MAJOR PRICE IMPROVEMENT! Discover your dream home in Winter Park - Boasting a total of 6,954 SF across three levels, this spacious residence on a tranquil street in the sought-after Vias is a haven for those seeking abundant living space. The first and second floors encompass 4,387 SF, featuring six bedrooms and four baths, while the basement adds 2,567 SF with one bedroom with an ensuite bathroom, a full bath in the hallway, a kitchenette/bar, gym, pool room, and more. Whether you envision a quiet retreat, a productive workspace, a game haven, a private hideaway, a workshop haven, an entertainment hub, or simply a place to live abundantly, this home has it all. The expansive first floor showcases a well-designed layout with a private main bedroom suite, a second bedroom suite, and a versatile open floor plan. The grand foyer separates the open living and dining areas, leading into the spacious family room/kitchen combo with a cozy gas fireplace. Natural wood floors adorn the first floor, complemented by French doors that open to the covered rear patio and pool deck. The main bedroom wing on the first floor is generously appointed, featuring a remodeled (2020) marble bathroom, a custom walk-in closet, and a convenient laundry closet with a full-size washer and dryer. The second floor unveils four bedrooms, two Jack-and-Jill baths with double sinks, a large laundry/utility room, and a studio/playroom. A custom built-in ladder leads to a third-floor bonus room with an air hockey table. The real surprise lies in the lower level—a fabulous and functional basement spanning 2,567 SF. This versatile space includes a private living area, an open kitchenette, a breakfast bar, an expansive bedroom with an en-suite bath, a gym, a workshop-ready room, a game room with a pool table, and a second full bathroom. Natural light streams in through large window wells, and a staircase leads up to the back patio/pool deck. Tucked away on a quiet circle just minutes from Park Ave and a few blocks from the Winter Park Racquet Club, this unforgettable gem is located in the desirable Dommerich/Maitland/WP High School district. This residence presents a remarkable opportunity to add your personal touches, allowing you to transform it into your dream home. Fulfill your lifestyle aspirations with this extraordinary Winter Park residence! Please ask for a measured floor plan to explore every detail of this extraordinary home.

1860 Via Contessa, Winter Park

$1,325,000

4 Beds ⋅ 2 Baths ⋅ Tuscany Place First Add SubDv. ⋅ 32789 Zip Code

Rare opportunity to own a ONE STORY lakefront home on a half acre lot located in the highly desirable Via’s of Winter Park. Tuscany Place is a quaint neighborhood that is zoned for top-rated schools and really is the perfect tuck-a-way for any family. Nestled on a quiet cul-de-sac, this beautifully maintained 4 bedrooms/2 full baths offers stunning views of Lake Temple from almost every room. The spacious interior provides the perfect canvas for you to create your dream home and the oversized lot provides so much space to run and play. Featuring a split bedroom floor plan that includes a separate living room, dining room and family room, it truly is the perfect plan for any family. The kitchen features solid wood cabinets, granite countertops and overlooks the family room that boasts beautiful bookcases and a wood burning fireplace with granite surrounding it. This open layout with hardwood floors throughout makes it easy to entertain and has tons of natural light flooding into all rooms. The master suite with lake views features a walk-in closet, dual sinks and a separate shower plus direct access to the rear porch. The 3 additional guest bedrooms are all a good size and share a bath with dual sinks with tub/shower combo. Spacious inside laundry room leads to the 2 car garage with side entry. Screened in rear patio provides even more space to entertain while relaxing by the pool and spa and enjoying the peaceful lake views. Close to Park Ave, the Winter Park Racquet Club, great schools and everything else Winter Park has to offer. This one-of-a-kind ½ acre LAKEFRONT lot in the Winter Park Via’s is special and unique. Don’t miss this amazing opportunity! Welcome Home!

1049 Tuscany Place, Winter Park

$1,550,000

4 Beds ⋅ 4 Baths ⋅ Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code

Modern traditional built in 2015 with custom designer features throughout. This 4 bedroom and 3.5 bathrooms home is beautifully appointed with 3 stories including lots of space and character with designer finishes throughout. It is nearly 3200 sf and on a brick Winter Park street with beautiful trees and landscaping. The inviting front porch leads you into foyer with creative wood working to add interest. Open kitchen and family room features cabinetry with upper cabinets and under cabinet lighting, a large island fit for hosting. Office/Playroom/Bonus room has custom built ins. This home has a great room layout and opens to dining room. Covered porch for outdoor living and entertaining and spectacular kitchen with wet bar. Generous marble island in kitchen seats 6 with breakfast eat-in table with custom lighting package. The kitchen has great counter space all honed black colored granite on perimeter counters, light and bright special cabinet design, Viking Stainless Appliances, gas stove top, counters, custom tile back splash and generous island. Kitchen is open to family room and dining room which overlooks covered porch to pool. Hardwood floors on first floor and painted wood stairs with custom carpets runners, carpet in secondary beds and tile in wet areas. Nest wifi thermostats for 3 zone A/C system, a mudroom/drop zone and great closets to keep home organized. Inviting cobblestone entry and back covered porch bricked, featuring remote controlled phantom screens. Professionally landscaped including artificial turf and fenced backyard makes for a private retreat. This home has so much charm with 3rd floor bedroom/bonus room with full bath. Excellent schools including Dommerich Elementary, Maitland Middle, and Winter Park High. Don't miss this opportunity!

1420 Magnolia Avenue, Winter Park

$6,600,000

5 Beds ⋅ 7 Baths ⋅ Chapman & Chase Plan/Town/Wint SubDv. ⋅ 32789 Zip Code

Exquisite Winter Park estate designed by award winning architect Larry Boerder. Located just steps from Park Avenue’s upscale boutique shopping and restaurants, this architectural masterpiece is the epitome of luxury Winter Park Living. From the Restoration Hardware lighting, to the Thassos marble floors, nero marquina marble fireplace, laser cut stainless steel art panels, and designer finishes throughout, no expense was spared during the construction of this stunning residence. As you step through the custom glass front doors, you’re immediately greeted by the soaring 18-foot ceilings of the great room. The expansive kitchen is a chef’s dream, featuring imported custom cabinetry, marble countertops, Wolf & Subzero appliances, and the crown jewel, a French La Cornue gas range. Owners can choose from two primary bedroom suites, both with top-of-the-line custom closets, rich wood floors, and spacious spa baths. On the second floor there are three additional ensuite bedrooms, two of which have access to a 25 ft long balcony overlooking the pool and impeccably maintained grounds. At the end of the 90 ft grand hallway, you will find a magnificent, curved staircase with a striking chandelier, and the entrance to the lower level which is an entertainers dream, featuring a bar, theater, fitness room, and a full bathroom. Additional features include a home office, lounge, wine cellar, and multiple laundry rooms. Exterior amenities include a travertine driveway, dual 2 car garages with room for car lifts if you’re a car enthusiast, a resort style back yard with a summer kitchen, 50 ft covered lanai for entertaining, a massive pool and spa, and a private putting green to practice your short game. Don’t miss your opportunity to own one of Winter Parks most remarkable residences.

1001 Anchorage Court, Winter Park

$4,087,500

5 Beds ⋅ 9 Baths ⋅ Osceola Shores Sec 03 SubDv. ⋅ 32789 Zip Code

This elegant Winter Park lakefront residence offers luxury lakeside living, situated on the picturesque shores of Lake Osceola. This exquisite home invites you in with a grand circular driveway and meticulous, landscaped grounds, combined with elevated panoramic views from a spacious 3/4 acre lot, with approx. 140 feet on the street and approx.. 110 feet of prime lake frontage. This property offers a sense of privacy, tranquility and breathtaking views capturing both northern sunrises & sunsets… Inside, you'll find extensive renovations, over the years, that have elevated the space enhanced with Wolfe-Rizor Interior Design elements… There is plenty of natural light throughout, with extensive windows, numerous French doors and a thoughtful layout that seamlessly blends indoor and outdoor living spaces. The primary level includes a defined foyer entry, secluded library/home office, kitchen, gathering room, formal living and dining rooms. The chef’s kitchen is thoughtfully designed and enhanced by an expansive island, commercial grade range, lake side breakfast room, and catering area for creating culinary experiences in hosting family and friends. The lavish living room includes room for a grand piano and has its own fireplace open to an expansive 30’ long dining room with direct lake views… along with a screened lanai... The primary suite is conveniently located on the ground floor, offering a private expansive retreat with a sitting area and serene, picturesque lake views. The luxurious primary bathroom provides a spa-like experience including modern fixtures, his/her separate baths, and a generous walk-in closet/dressing room. The main level also includes a potential 6th bedroom used previously for a caretaker’s quarters tucked away by the garage entry... The upstairs living areas, include 4 additional bedroom suites (generous sizes) located on the second floor with a couple of bonus/flex rooms and sitting area... When you're not savoring the indoor elegance, step outside to enjoy the lakefront living with entertaining terrace, tropical pool, sprawling lawn with retaining walls, boathouse and majestic cypress, oak & palm trees to enhance the lakefront lifestyle... Located on private, quiet street with oversized 3-car garage… Note: roof replaced in 2021. All within walking distance to downtown Winter Park and famed Park Avenue…

421 Lakewood Drive, Winter Park

$335,000

3 Beds ⋅ 1 Baths ⋅ Magnolia Gardens Sub SubDv. ⋅ 32789 Zip Code

Opportunity Knocks- rare Winter Park block home brimming with ownership and investment potential! Live in the heart of Winter Park while enjoying all WP offers in outstanding restaurants, shopping, golf, art festivals, farmers market, theater and more! Walk to the renovated WP Village, Whole Foods, Park Avenue, and the train station while leaving your car at home after work and weekends! This 3 bedroom and 1 bath, bonus room and Florida room is a blank canvas just waiting for your creative touch to transform and possibly enlarge it into the perfect haven. Whether you're looking to craft your personal sanctuary or expand your rental portfolio, this property in the coveted Winter Park community offers a world of possibilities. Rental income potential is substantial in this highly sought-after neighborhood, ensuring a strong return on your investment. But that's not all – the sky's the limit when it comes to the value of this property. With exciting new developments in the area, your investment will only continue to appreciate. Don't miss the opportunity to make this bungalow your own and secure a bright future in the heart of Winter Park! Lot is 100 x 60 allowing 2400 sq feet total with no impact fees.

811 W Webster Avenue, Winter Park

$1,658,800

4 Beds ⋅ 4 Baths ⋅ Dixie Terrace SubDv. ⋅ 32789 Zip Code

Introducing a completely renovated residence, meticulously designed by renowned interior design firm Ashley Martin Home. Nestled on a tranquil corner lot, just a few minutes from downtown Winter Park, this Charleston-style home awaits you. As you step into the bright and inviting foyer, you'll be captivated by the seamless open floor plan with real hardwood floors throughout. The kitchen featuring brand new custom cabinetry, top of the line built in appliances including a La Cornue range and working island with all new stone tops. The breakfast area with built in seating and kitchen all effortlessly flow into a spacious gathering room, perfect for entertaining family and friends. Adjacent to this, a sun-filled dining room beckons you to create cherished memories around the table. For those seeking a private workspace, an elegant office awaits, adorned with glass French doors and wood detailing for added sophistication. The owner's suite, thoughtfully situated on the main level features a beautiful light fixture, hard wood floorings and views of the serene backyard. Ascending to the second level, you'll discover three additional bedrooms or the flexibility to transform one into a versatile flex room. A balcony awaits, overlooking the picturesque brick-paved street, embraced by the shade of majestic oak trees. Experience the allure of southern charm with all the modern conveniences in this desirable Winter Park neighborhood. Immerse yourself in the vibrant lifestyle this location offers, with easy access to everything. All new lighting, flooring, trim work and paint, cabinets, tops, light fixtures, plumbing fixtures, AC, roof (less than two years old), ceilings details, baths and tile, landscaping - this home is basically NEW! Plans also available for a pool - there is plenty of room for one to be added.

1400 Lyndale Boulevard, Winter Park

$660,000

2 Beds ⋅ 2 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

Introducing a splendid opportunity in downtown Winter Park living! This remodeled 2-bedroom, 2-bath condominium offers a prime location on the serene shores of Lake Osceola. With 1,143 square feet of living space, this unit exudes a light and airy feel, accentuated by warm-toned floors and an abundance of natural light. Notable features include two remodeled baths, with a walk-in shower in the master suite and a shower-tub combo in the hall bath, both elegantly enclosed in glass. The master bedroom boasts an en-suite bath, a dressing area with ample closet space, and even potential for adding a washer and dryer for added convenience. The separate kitchen, with the possibility for a simple cosmetic remodel, opens to a generous living and dining area, ideal for hosting guests or simply relaxing with tranquil views. Step outside to the oversized balcony, cocooned in privacy by mature landscaping, and enjoy vistas over the pool, lush greens, and the shimmering lake just around the corner. This condominium offers more than just comfortable living; it's a gateway to a lifestyle of luxury and convenience. Covered parking, an elevator, and proximity to daily amenities enhance the overall experience. Within the complex, you'll discover an array of amenities, including boat docks for water enthusiasts, a well-equipped gym for fitness enthusiasts, and an elegant community room for gatherings. Expertly managed by FirstService, this home promises a harmonious living experience. It's mere steps from the renowned shopping and dining on Park Avenue. Plus, you'll find the charm of Winter Park Village, nearby fitness centers, and the intellectual allure of Rollins College all within this vibrant community. Don't miss your chance to create lasting memories in this sophisticated Winter Park condominium. Contact us now to schedule your private viewing, and request the floor plan to discover how this exceptional unit can be your ideal home. Room Feature: Linen Closet In Bath (Primary Bedroom).

106 S Interlachen Avenue Unit 416, Winter Park

$4,500,000

5 Beds ⋅ 7 Baths ⋅ Lake Virginia Shores SubDv. ⋅ 32789 Zip Code

Beautiful traditional Winter Park estate home on ¾ acre lot on a quiet dead end street. Expansive private backyard with pool and cabana. Renovated up to today’s standards with immaculate attention to detail including extensive moldings and millwork.

460 Virginia Drive, Winter Park

$669,000

3 Beds ⋅ 2 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code

***MOTIVATED SELLERS*** Move in ready 3 bedroom 2 bath Winter Park home located in the Audubon K-8 and Winter Park High district. This renovated and updated home has beautiful wood flooring, a lovely kitchen with a gas range with vented hood and stainless steel appliances, an open dining and family room area and a floor-to-ceiling view of the backyard from the sun room. The master bedroom with walk in closet is located on the ground floor. Two additional bedrooms and a full bath are located on the second floor. Interior of the home was just repainted, new garage door lift, roof replaced in 2017, circular driveway, front porch and brick backyard patio with fenced yard. Room for a pool. Located within biking distance of Park Avenue, Mead Gardens, Rollins College, East End Market and Baldwin Park. One mile from Audubon Park K-8 School and one mile to Winter Park High School 9th grade center. Seven minutes to AdventHealth Orlando hospital and seven minutes to AdventHealth Winter Park hospital. Text or call for a showing appointment

1710 Winter Park Road, Winter Park

$1,200,000

4 Beds ⋅ 3 Baths ⋅ Lake Knowles Terr SubDv. ⋅ 32789 Zip Code

Charming custom-built, two-story transitional home exudes warmth and character from the moment you step inside. Located on a beautiful, quiet, tree-lined Winter Park brick street. This 4 bedroom modern style home has an inviting atmosphere with light interiors, extensive glass doors and oversized windows, along with soaring ceilings (rare to find in WP) taking advantage of bringing the picturesque outside scenery in. Further, the home enjoys a very open, flexible floor plan with separate living/dining and spacious island kitchen open to gathering rm… The space comes with a cozy wood burning fireplace, vaulted ceilings, crown molding, beautiful wood floors enhanced by a neutral, bright ambiance. The well-designed island kitchen offers finely crafted cabinetry, stainless appliances and a bar top seating area. There is tons of natural light flooding in the picture windows and sliding glass doors out to the patio & pool area. The spacious primary bedroom is conveniently located on the first floor with more natural light and beautiful views out to the pool & scenic back yard... Upstairs offers 3 additional bedrooms and a bonus room/flex space… The outdoor living is enhanced by a private/secluded setting with tall perimeter hedge and mature landscaping. The back yard includes a wonderful pool, expansive travertine patio and deck enhanced by evening landscape lighting, perfect for outdoor entertaining! There is also a 2-car garage and separate laundry/mud room for great storage needs. This property is conveniently located near Phelps Park/YMCA, ICC & the WPRC neighborhood amenities…

1531 Sunset Drive, Winter Park

$371,000

3 Beds ⋅ 2 Baths ⋅ Albert Lee Ridge First Add SubDv. ⋅ 32789 Zip Code

Welcome to your dream abode! This spacious three-bedroom, two-bathroom house is a true gem nestled in a tranquil and sought-after neighborhood. This residence combines comfort, style, and functionality to offer you the ultimate living experience. As you step through the inviting entrance, you'll be greeted by an open-concept living area adorned with abundant natural light streaming through large windows. The modern kitchen, complete with granite countertops, stainless steel appliances, and ample storage space, is a haven for any home chef. The master suite is a private retreat boasting serenity and relaxation. With its generous size, it accommodates a king-sized bed with ease and features an en-suite bathroom for your convenience. The additional two bedrooms are versatile, perfect for a growing family, guests, or even a home office. The outdoor space is ready for your inspiration whether you add a pool, playground or expand. Enjoy morning coffee on the patio or host summer barbecues in style. This home also offers practical amenities such as a dedicated laundry room, an over sized one-car garage, and ample storage throughout. Its prime location provides easy access to local schools, parks, shopping centers, and major commuting routes, making every aspect of daily life effortlessly convenient. Upgrades include new roof 2020, new A/C 2018, updated electrical and plumbing as well as Windows. Don't miss out on the opportunity to make this stunning three-bedroom, two-bathroom house your forever home. Schedule a showing today and envision the countless memories waiting to be created within these walls. Your new chapter starts here!

941 Dupont Avenue, Winter Park

$575,000

3 Beds ⋅ 2 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code

Don’t miss your chance to live in Winter Park’s highly sought-after Orwin Manor community. As you step inside this fully renovated, 3 bedroom, 2 bathroom home, you will enjoy the light and bright, open floor plan. The living area seamlessly flows into the dining room and spacious, eat-in kitchen. The kitchen features stainless steel appliances, newer cabinetry and sleek, quartz countertops. The avid chef will appreciate the generous counter space. Both bathrooms have been updated with newer vanities and stylish tile work. Another perk is this home’s, oversized, interior laundry room. The cozy rear porch features brand new windows and is the perfect spot to enjoy your morning coffee. Outside you will enjoy a fully fenced, expansive backyard, perfect for entertaining with its gazebo and oversized paver patio with fire pit. All this and a newer roof (2021) too. Orwin Manor is a local favorite because of its lifestyle and prime location - close to College Park and the Dubsdread golf course. You are also in proximity to all Orlando has to offer. This home is sure to impress! And if you fall in love with the furnishings as well, you can purchase them under a separate bill of sale.

1741 Westchester Avenue, Winter Park

$2,000,000

3 Beds ⋅ 4 Baths ⋅ Windsong North Shore 43/74 SubDv. ⋅ 32789 Zip Code

Stunning and Sophisticated. Highly desirable Genius Drive on the North Shore of Windsong. Home will be sure to impress! Detailed architectural design and open floor plan. Gorgeous wood moldings, custom cabinetry and gas fireplace. New windows throughout home. (FAS) New roof 2023. Whole house generator (2023). Over 500 square feet added with addition- back of the home, pantry, laundry room, dog shower, kitchen renovation featuring Nuvolato granite island and Negresco granite in laundry room (2019). 10 ft. ceilings and 8 ft. doors. Refinished oak floors by Walk on Wood, remodeled powder room with designer wallpaper, new sink vanity and toilet. Showcase kitchen! Breakfast nook with vaulted ceiling detail and ceiling height picture windows. Top end Subzero and Wolf appliances, double Wolf ovens. Butler’s pantry includes hidden microwave, full freezer, wine fridge. New laundry includes walk in second pantry and extra fridge. Primary retreat on first floor, tall ceilings, his and hers closets by Closets by Design. Dual sinks, soaking tub and shower in master bathroom. Stackable, new sliders from family room overlooks tranquil back yard. Landscaping is private and natural. Staked stone flower beds and still plenty of yard for kids or pets. Lightscape landscape lighting. Marble tile creates expansive entertaining area. Remote retractable screens on new outdoor porch. (2023) Two quiet bedrooms and two bathrooms located upstairs. Fourth bedroom was turned into workshop and could easily be converted back to a bedroom or work out area. Additional bonus featuring built-in desks and storage. Gas tankless hot water heater, gas stove top, fireplace and stub for gas grill in back yard. 2 car garage with additional parking, 2 ACs plus additional unit in bonus room. Located in one of Winter Park’s most sought-after neighborhoods, Windsong offers its residents Chain of Lake Access, community pools, splash park, pontoon boat, paddleboards. Top rated schools and minutes to Park Avenue shopping and dining.

559 Genius Drive, Winter Park

$800,000

3 Beds ⋅ 3 Baths ⋅ Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code

Location, Location! Highly desirable quiet tree streets in Lake Knowles Terrace. Enter through private courtyard and natural landscaping. Home is a true traditional beauty. Open yet defined rooms for living room/study, family room and dining room. Timeless and refinished real oak wood floors (2023) throughout first floor. Large family room with wood burning fireplace overlooking picturesque backyard featuring fruit trees and birds of paradise. Living room study showcases room for office or tv and wood built-ins. Retreat to your own screened porch to enjoy the visiting hummingbirds, cardinals, blue jays, egrets, owls etc. Full plumbing re-pipe 2023. Roof 2018 (Collis), kitchen by Skolfield Homes. Gorgeous wood cabinets, granite counters, marble backsplash, soft close drawers. New appliances (2011). Pretty bay window with views of the outdoors in eat-in kitchen. All 3 bedrooms and 2 bathrooms upstairs. Master retreat opens to dual sinks in bathroom, shower and walk-in closet. Laundry is conveniently located on second floor. New carpet (2023) and most of interiors freshly painted. Oversized 2 car garage with new service door. House is under termite bond with Dr. Jack. Take the canoe down the street to Lake Knowles for fishing. Great walking on brick streets to Park Avenue, great local dining spots in Winter Park and Maitland, Winter Park Racquet Club, Phelps Park and YMCA. High demand schools- Dommerich Elementary, Maitland Middle and Winter Park High School.<div style="padding:56.25% 0 0 0;position:relative;"><iframe src="https://my.matterport.com/show/?m=y5WYv9yct2T&mls=1" frameborder="0" allow="autoplay; fullscreen" allowfullscreen style="position:absolute;top:0;left:0;width:100%;height:100%;"></iframe></div>

1443 Hibiscus Avenue, Winter Park

$679,000

2 Beds ⋅ 3 Baths ⋅ Villa Del Seis Condo SubDv. ⋅ 32789 Zip Code

Introducing Villa del Seis: a collection of six meticulously crafted condominiums in the heart of Winter Park. This two-bedroom gem offers access to the picturesque Lake Virginia with a community dock. Nestled at the end of the building, this end unit welcomes an abundance of natural light, highlighting its charm. A wood-burning fireplace graces the living room, creating a cozy ambiance. French doors open to a rear porch and garden, merging indoor and outdoor living seamlessly. The dining room and living area are perfectly proportioned for comfort. An attached one-car garage and guest parking enhance convenience. The master retreat on the second floor boasts an en-suite bath and a walk-in closet. The second bedroom is equally impressive with its own en-suite bath. A powder bath downstairs adds a touch of practicality. The soaring vaulted ceiling in the living room accentuates the sense of spaciousness. New flooring throughout the home adds a fresh touch, while the remodeled kitchen, designer light fixtures, and custom built-in shelving in the dining room elevate the aesthetic. At the front entry, a window seat built-in invites relaxation. Situated near the famed Park Avenue shops and dining, this residence provides the epitome of downtown Winter Park living. Experience the perfect blend of modern comfort and classic elegance in this exceptional offering. Contact us now to secure your place in Villa del Seis and make Winter Park your new home.

674 Osceola Avenue Unit 674, Winter Park

$560,000

4 Beds ⋅ 3 Baths ⋅ Quail Hollow SubDv. ⋅ 32789 Zip Code

VINTAGE FIXER-UPPER IN THE RIGHT PLACE! Desirable Quail Hollow in Winter Park. This traditional charmer is waiting for its new owners to make it sparkle and shine again. Lots of room in this 4 bedroom, 2 ½ bath home of 1,981sf. Sitting on a corner lot of over ¼ acre, in this well-established estate neighborhood, there is also potential to build new too. This traditional layout with formal living and dining rooms, formal entry, kitchen with dinette space, family room with fireplace, downstairs half-bath, with all bedrooms upstairs. Nice rear-entry, oversized 2-car garage and screened in back porch. Plenty of room to add a pool too! Rare opportunity to own an original-owner home here, on this nice corner lot on a cul-de-sac. This neighborhood is bikeable to famous Park Ave., nearby desirable schools, trendy Corrine Drive with its shops and restaurants. This home is also close to downtown Orlando, local hospitals and major highways. Use your creative vision to see this diamond in the rough, polished and shined to perfection…Don’t wait, call today to see this one, before it’s gone!

339 Grouse Court, Winter Park

$910,000

4 Beds ⋅ 3 Baths ⋅ Forest Hills SubDv. ⋅ 32789 Zip Code

Surrounded by alluring brick streets and majestic trees, this charming home exudes the thoughtfulness and care the homeowners have given it over the years. This property offers a spectacular ¼ acre, lushly landscaped, deep lot, along with 4 bedrooms, 3 baths & over 2700 SF, comprised of wonderful additions and renovations. The space created by the additions has transformed this home into an owner’s dream. You'll be drawn to the inviting front covered porch, then enter a bright foyer with tall entry windows and plantation shutters, ushering natural light into the combined living & dining areas. The space also features delightful glass shelf built-ins and detailed millwork, like the columns, the 4-piece crown molding, the tall baseboards, and the faux fireplace. The kitchen is placed at the heart of the home, and with the surrounding functional living spaces, it offers the ideal flow for entertaining family & friends. Through the kitchen, with lots of cabinets & storage, granite counters and stainless appliances, you’ll find a large, open den/family room combo with a custom wall of built-ins, a converted electric fireplace, & a vaulted ceiling. Beyond the open den is a bright & cozy sunroom, where tons of windows are accented by newer zebra blinds to offer tropical pool views. The Master suite positioned at the back of the home is spacious, boasting his and hers closets, and an en-suite bath with a double-sink vanity & a nicely renovated shower. An additional 2 bedrooms, a fresh and modern full bath, & multiple storage closets are also found off the west bedroom wing. The laundry room with cabinetry & a utility sink is located between the Master and secondary bedrooms for great convenience. The 4th bedroom with a 3rd (en-suite) bath makes the perfect guest room, situated on the other side of the house. Enjoy the fantastic Florida outdoors from the covered back lanai looking over the magical backyard, with its gorgeous pool (new Polaris sweep in 2023), surrounded by brick paver decking & sensational landscaping. All of this is located in the highly coveted Forrest Hills area of Winter Park and in the very desirable school district of Audubon K-8 & Winter Park High School. Room Feature: Linen Closet In Bath (Primary Bedroom).

220 W Reading Way, Winter Park

$1,162,500

3 Beds ⋅ 2 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

Spectacular lakefront condominium in downtown Winter Park. Steps to Park Avenue's quaint shops, restaurants and manicured parks! Very rare do these units so close to the lake come on the market. Completely renovated, this magnificent condominium home features 3 Br, 2 Baths. Very spacious living room, with impressive wood-burning fireplace gorgeous views of Lake Osceola with double sliders. Lakefront Master Suite includes an oversized walk-in closet. Large double porch overlooks the lake and is perfect for year-round outdoor entertaining. The Cloisters offers a heated pool, exercise room with saunas, entertainment room with kitchen, putting green, covered parking, visitor parking, boat dock, private boat slip and on-site management with 24 hour video surveillance.

106 S Interlachen Avenue Unit 518B, Winter Park

$768,000

3 Beds ⋅ 4 Baths ⋅ Sorensen Heights SubDv. ⋅ 32789 Zip Code

Are you looking for style, space, and comfort in the heart of luxurious Winter Park? Come see this Sorensen Fletcher mid-century modern pool home, strategically located just minutes from Park Ave. Spanning well over 3,000 sq ft, this architectural gem boasts timeless design and abundant living space, providing the ideal setting for luxurious living and entertaining. Spacious Layout: This home offers a well-designed floor plan with 3 bedrooms and 3.5 bathrooms, including two bonus rooms that can be used as additional bedrooms, an office, or a nursery – perfect for accommodating a growing family or hosting guests. Abundant Natural Light throughout: The living room and Florida room are highlighted by ceiling-to-floor windows, allowing natural light to flood the interiors and create a seamless connection with the lush outdoor surroundings. Enjoy the warmth of the fireplace during cozy evenings. Upgraded Kitchen: The kitchen is a host/hostesses dream, featuring modern appliances and a stylish design that will inspire culinary creativity just off the Formal Dining Room and Bar Room. Entertain in style with a formal dining room overlooking a serene side patio, ideal for intimate gatherings. Additionally, a dedicated bar room adds a touch of sophistication to your entertainment space. Luxurious Main Suite: The main suite is a private retreat with a bonus room that can be utilized as a dressing room, home office, or nursery, providing versatility to suit your lifestyle. Step outside to your oversized pool. Mother-in-Law Suite: Offering comfort and privacy, the mother-in-law suite features a bedroom and a separate living room, making it perfect for guests or multigenerational living. Enchanting Outdoor Living: Step outside to your own paradise featuring an enormous pool, expansive outside entertaining area, and multiple enclaves for intimate gatherings and solitude. A fountain, pond, and an adorable red bridge add to the charm of the outdoor space. Garage and Storage: The property includes a 2-car garage and an exterior storage building, ensuring ample space for vehicles and storage needs. Lush Landscaping: The landscaped grounds are a testament to elegance and care, showcasing mature showpiece palms, staghorns, crape myrtles, and a variety of other plantings that enhance the property's curb appeal. Nearby Attractions: Residents will appreciate the convenience of being just minutes away from the vibrant Park Avenue, Rollins College, and Winter Park Hospital. This Sorensen Fletcher mid-century modern home is a rare find, offering the perfect balance of timeless charm, modern amenities, and an enviable location. Don't miss the opportunity to make this masterpiece your own! Contact us for a private showing today.

412 Fletcher Place, Winter Park

$1,587,381

5 Beds ⋅ 5 Baths ⋅ Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code

**SELLER IS OFFERING OWNER-FINANCING - 25% DOWN, 5.2% INTEREST RATE, 3-YEAR BALLOON** This stunning custom-built 5 bedroom, 3 full & 2 half bathroom home boasts a wonderful floor plan, detached 2-car garage with covered space and a salt system pool with gas fire pit, perfect for those who love to entertain or simply relax in style. The formal living and dining rooms are filled with natural light, making it the ideal place to host gatherings with family and friends. The newly renovated kitchen features exceptional stainless appliances; brand new wood cabinetry; beautiful quartzite countertops and spacious eat-in dining area. The kitchen opens to the family room with a gas fireplace and double french door that open onto the back porch. The master suite includes a walk-in closet and luxurious ensuite bathroom with a large, lighted Roman tub and separate shower. The master connects to a spacious office for those who work from home or need a quiet space to focus. The remaining 4 bedrooms are upstairs and are generously sized with ample closet space. The second floor also features a large bonus room situated between the bedrooms and 2 full bathrooms, one being an ensuite. The home's interior is further enhanced by archways, custom millwork and iron stair rail with patina brass banister plus designer touches throughout. Step outside and enjoy the Florida lifestyle with nicely sized pool for hot summer days, along with a gas fire pit for cool winter nights. The covered lanai provides the ideal spot to relax with family and friends. Additional amenities include plantation shutters, large laundry, travertine and wood floors, powder bath downstairs and copper rain gutters. The Massey termite bond on the home is transferable - $95 fee to transfer. Shingle roofs replaced in 2018.

1331 Hibiscus Avenue, Winter Park

$1,000,000

4 Beds ⋅ 3 Baths ⋅ Campo Bello SubDv. ⋅ 32789 Zip Code

Don't miss out on this remarkable 1-story home in Winter Park, situated on a charming brick street just minutes away from Park Avenue! This immaculate residence is a true gem with its 10- foot ceilings and pristine condition. The property features a main house with 3 bedrooms and 2 bathrooms (2,473 SF), and a renovated Studio guest house (484 SF) with a kitchenette and full bathroom. Recent upgrades include a brand-new roof and gutters (2021), a new HVAC system in the main house (2021), stunning modern bathrooms, refreshed landscaping, new brick paver patio (2021), updated irrigation, and exterior lighting (2020), as well as newer Maytag washer and dryer (2020). The pool has been resurfaced, ensuring a delightful outdoor experience. Step inside the main house and be greeted by an abundance of beautiful windows adorned with newer plantation shutters and an inviting office nook. The rear wall of glass French doors offer picturesque views of the pool and tropical landscaping, embracing the true essence of Florida living. The open floor plan creates an airy and purposeful atmosphere, seamlessly connecting the living room, family room, kitchen, and a sunny Florida room with glass French doors leading to the rear patio and saltwater pool. The spacious open kitchen features beautiful stone countertops, ample storage, an expansive breakfast bar, and an eat-in dinette for additional seating. A separate dining room is perfect for hosting gatherings. The split bedroom layout is ideal, with two bedrooms, a full bathroom, and a laundry closet located in the front wing of the home. The Main Suite is positioned at the rear of the home, boasting floor-to-ceiling windows overlooking the pool, 2 custom walk-in closets, and a bathroom with a large, newer glass shower with multiple heads, a deep soaking tub, and a private water closet. The detached guest studio offers an open layout that accommodates both bedroom and living room furniture, a dinette area, a renovated kitchenette equipped with a microwave and refrigerator, built-in shelves, a closet, and a full bathroom. The easy accessibility is enhanced with a side patio gate conveniently located near the driveway, making it an ideal stay for your guests to come and go. Enjoy the Florida outdoors in your fully fenced-in yard enveloped by tropical landscaping. The property boasts a spacious side yard with a storage shed and a large paver patio with a pergola, perfect for outside dining. A grass area is also available for your pets to roam. Located within close proximity to Sprouts, Publix, Walgreens, Advent Health Hospital, eateries at the Aloma Shopping Center, Phelps Park, Rollins College, and Park Avenue. This home truly offers it all! Ask for a floorplan & list of improvements!

1861 Edwin Boulevard, Winter Park

$2,590,000

5 Beds ⋅ 5 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. The best of all worlds! Custom built, low-country style pool home with Lake Osceola views and chain of lakes access. Oversized lot- .33 acres and 122 feet curbside. Premier, dead-end street with only 3 neighbors. Perched atop a hill, sits this gracious 5 bedroom plus bonus, 5 bath home with a welcoming circular driveway. Cannot beat this floorplan- no wasted space. The formal living room off the bright 2 story foyer provides sophistication with a wood-burning fireplace, new carpentry, tray ceiling, contemporary lighting and French doors leading to the covered porch. A formal dining room allows for seamless entertaining featuring beautiful builts-ins. Spectacular chef’s kitchen (Skolfield Homes 2016) offers marble counters, stainless steel appliances (Miele, Wolf, Subzero), gas range with hood, built in double oven, an oversized island, and open eating space. Adjacent to the kitchen is the Family Room, with an abundance of windows and French doors, all overlooking the beautiful pool and brick patio. Downstairs in- law suite with private bath, coffered ceilings and fireplace. Upstairs you will find the primary retreat with access to second floor balcony and a relaxing all new master bath (Skolfield 2023) complete with dual sinks, glass shower, soaking tub and spacious walk-in closet. 3 additional oversized, designer bedrooms and 2 full baths complete the upstairs. Wood floors, crown molding, top-of-the-line finishes can be found throughout this stunning home. Private backyard offers several amenities including covered patio with summer kitchen and a shellstone pool perfect for those hot Florida summer days. ACs (Trane, Nexia) replaced 2019. Rinnai gas water heater 2022. All new interior paint, wallpaper in dining, office, powder bathroom, primary bathroom, guest bedroom. Interiors completed by Steele Street Designs. Surrounded by multi-million dollar homes. Winter Park Chain consists of six lakes connected by navigable canals. Lake access directly across the street. Fishing public dock area to launch paddleboards, canoes and kayaks. Long driveway and roundabout is perfect for guests, multiple cars and parking. Ample storage spaces- understairs closet, mud room, large hallway closet upstairs, attic and garage storage. This home cannot be missed! Improvements list available upon request. Furniture can be purchased with house.

1411 Elizabeth Drive, Winter Park

$3,800,000

6 Beds ⋅ 9 Baths ⋅ Sicilian Shores SubDv. ⋅ 32789 Zip Code

Serene and private estate on a half acre lot in the Heart of Olde Winter Park. A custom built estate with amazing detail throughout boasts 6 bedrooms (downstairs master plus a first floor mother in law suite), 6 bathrooms, 3 half baths, an elevator for easy 2nd floor access, 2 living areas, all with terrific views of your private oasis of a backyard, beautiful pool & spa. Groin Vaulted ceilings that have been hand painted with detail throughout the home, both upstairs and down. New wood floor sprawl through the first floor making this estate feel cozy and warm. As you enter through the oversized arched wood front doors, a brick patio sitting area with a gas fireplace awaits. From this private courtyard, you then enter into the grand living room that greets you with views of the private backyard, pool, a second outdoor fireplace, summer kitchen, plenty of covered patio living areas, a turfed dog run and a sunbathing landing near the sap. The kitchen is a chef's dream with amazing custom cabinets, stone counter tops, Wolf gas range with 6 burners, griddle and grill, a beautiful custom stone vent hood, built in cabinet paneled sub zero refrigerator and freezers with drawers, warming drawer, two dishwasher drawers plus a full dishwasher, a built in microwave and TWO walk in pantries. A private door leads you to the Scullery, a private room for dirty dishes, laundry and storage while entertaining. Your caterers will not be seen while entertaining! The dinette off the kitchen flows into the family room boasting a beautiful fireplace with built ins and plenty of storage, of course all with a view of your private oasis of a backyard. Sliding doors off the family room open up to a large covered porch area where you have room for an outdoor dining and living room. Off the other side of the kitchen, is a 1000 bottle climate controlled wine room with its own serving area. The dining room has beautiful hand painted ceilings with french doors leading out to an additional covered patio. The primary bedroom is oversized, plenty of natural light over looking the private backyard, and hand painted coffered ceilings. The primary closet and bathroom are overly generous with a bank of built-ins plus a walk in closet with a 3rd laundry option. The impressive bathroom features a jetted tub, double entry walk in shower with multiple heads, plenty of countertop space, private water closet with bidet, and a private outdoor shower. The mother in law suite and office or 6th bedroom are also on the first floor. On the second floor there is an additional laundry room, 3 more bedrooms with en suite bathrooms and walk in closets, an amazing media and movie room PLUS a loft and an additional game room. There is a landing area at the top of the stairs that could be used as a homework station, sitting area or reading nook. The game room does have an en suite bathroom and closets if someone preferred an upstairs master but it is not counted in the bedroom count. The game room offers a serving area with a sink and beverage refrigerator with ice. There is a covered porch off the game room with views of the pool area and private backyard. WOW your own movie theatre!! The equipment is in place and the theatre seats 10 in over sized theatre chairs. The home offers a whole house generator, central vacuum system, elevator, natural gas, a 3 car garage and amazing night lighting. Beautiful brick and travertine paved walk ways adorn the front yard with the mature landscaping. Room Feature: Linen Closet In Bath (Primary Bathroom).

671 Via Lugano, Winter Park

$965,000

3 Beds ⋅ 2 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers.One or more photo(s) has been virtually staged. Experience the fusion of luxury, convenience, and tranquility in this captivating three-bedroom, two-bath condominium, nestled in the heart of downtown Winter Park. Located on the tranquil shores of Lake Osceola, this quiet corner unit not only provides breathtaking views from its private balcony and sunroom, but also places you within a vibrant neighborhood full of life and charm. Upon entering this sun-filled 1734 sq. ft. home, you are welcomed by the warmth of the engineered hardwood floors and an abundance of natural light that adds to its inviting charm. The kitchen is a chef's delight, boasting stainless steel appliances and clever storage solutions. Further enhancing the refined ambiance of this sophisticated home are the features like granite countertops, plantation shutters, crown moldings, and modern electric roller shades that are subtly woven into the design. You'll find comfort and luxury in the bathrooms, equipped with walk-in showers enclosed in sleek glass, well-lit mirror spaces, and convenient storage. The master suite boasts an en-suite bathroom, ensuring your privacy and tranquility. This condominium has been thoughtfully remodeled, creating an inviting atmosphere throughout. The generous living and dining rooms are perfect for entertaining, while the cozy sunroom, doubling as an inspiring office space, invites quiet reflection with the serene lake as your backdrop. Outside your doorstep, you'll discover renowned Park Avenue shops, exceptional dining establishments, and the Winter Park Country Club and Golf Course. The convenience of covered parking, an elevator, and the building's proximity to daily amenities enhances the overall living experience. Within the complex, immerse yourself in a variety of amenities: boat docks for the seafarer, a gym for the fitness enthusiast, and an elegant community room for gatherings. Enjoy peaceful moments on the green, refresh by the poolside, or simply unwind by the serene lakefront. This residence is expertly managed by FirstService, ensuring a harmonious living experience. The charm of Winter Park Village's shopping and dining experiences, nearby fitness centers, and the intellectual allure of Rollins College are just a glimpse of what the community offers. This is more than just a home—it's a lifestyle of luxury and comfort. Don't miss your chance to create lasting memories in this sophisticated Winter Park condominium. Contact us now to schedule your private viewing. Floor plan available upon request.

100 S Interlachen Avenue Unit 201, Winter Park

$880,000

3 Beds ⋅ 2 Baths ⋅ Forest Hills SubDv. ⋅ 32789 Zip Code

Build your dream home in the desirable Lake Sue area. Nestled amongst the majestic oaks on a quaint brick street, current home is a three bedroom, two bath home with a garage apartment. A complete renovation of the existing home could also be an option. Zoned For the BEST of the BEST schools. Convenient location to Winter Park, Baldwin Park, and Orlando. Enjoy fantastic walks to Rollins, Park Avenue or around the beautiful neighborhood.

244 W Kings Way, Winter Park

$9,700,000

5 Beds ⋅ 8 Baths ⋅ Isle Of Sicily SubDv. ⋅ 32789 Zip Code

Elegant French Mediterranean gated lakefront estate on premier exclusive and private setting in Olde Winter Park… Extremely RARE opportunity to purchase a spectacular residence located on the Isle of Sicily (only 11 homes on this exclusive island) with dramatic water views on both sides of the property to enjoy sunrises and sunsets across Lake Maitland (largest lake on the 6-lake chain of lakes). This property is a one owner custom built home resting on approximately 3/4 acre upland (1.41 total acres per tax records) of property secluded on a private island off the Via’s neighborhood inclusive of the Winter Park Racquet Club walking/boating distance away… This custom-built residence was completed only 9 years ago with wonderful bright-open floor plan and flooded with light from extensive walls of glass… The interiors are not only light, but sleek, modern, and tastefully decorated with gorgeous lighting, extensive moldings and top-quality craftsmanship that will captivate you from the moment you enter the grand foyer looking straight through the 2-story living room to breathtaking views of the pool, grounds & lake... Additionally, downstairs you will enjoy a private library, formal (but open) dining room, fabulous chef’s island kitchen with Sub-Zero, Thermador Italian ILVE appliances including a casual dining area open to the lakeside gathering room with masonry fireplace, plus wine room along with the lavish primary owner’s quarters including a “Four Seasons” spa-like bath & his/her dressing areas, bar with refrigerator, fireplace & steam room… Upstairs commences with a stunning winding stairwell of glass panels taking you up to an expansive, open lounge area with curved corner bar and separate billiards are all open to the lakefront terrace… Plus, 3 flexible rooms: currently utilized as a media room, massage room, and exercise room… As well as a junior oversized guest suite and three more bedrooms all with private en-suite baths… The outdoor lakefront living includes majestic Cypress trees, expansive covered lanai, summer kitchen, tropical heated salt pool and spa with beach entry, fiberoptic lighting, fire bowls & fountain, a dedicated fire pit seating area, complete boathouse & more… Other notable features include an elevator, 5 masonry fireplaces, 2 separate laundry rooms up/down, 2 dishwashers, butler’s pantry, wine room, Control4 home automation, 4 zoned AC systems, termite bond, lake irrigation, dedicated outdoor pool bath, “oversized 4-car garage”, automatic gated circular drive entry, & more…

4 Isle Of Sicily, Winter Park

$2,140,920

4 Beds ⋅ 5 Baths ⋅ Tangerine Court SubDv. ⋅ 32789 Zip Code

Under Construction. Location, functionality, beautiful construction and a host of amenities make this the perfect place to call home. Historic oak trees dripping with Spanish moss invite you to the quiet serenity of Burks Circle. This home's warm, contemporary vibe is perfectly situated on this oversized, corner lot. As you step through your entry porch, hardwood floors welcome you into your open concept residence. The first floor is designed for fun and casual entertaining. Everyone will have plenty of room in the giant 35' x 28' great room which encompasses your spacious 19' x 18' kitchen with not one, but two islands, the 16' x 12' dining room and the 18' x 17' family room. All of these spaces overlook your sprawling rear lanai, summer kitchen and sparkling pool. Other must-haves you'll find on the first floor are the 16' x 12' master suite, mudroom and walk-in pantry. A switch-back staircase leads you to the second level where you will find 3 more sizable bedrooms, each with their own en-suite bathrooms. An 18' x 18' gathering room is the perfect Shangri-la for youngsters to hang out. A dedicated private office, overlooking the pool provides the perfect work-from-home balance. The professionally designed materials and finishes are what you would expect in a custom home. Advent Health, restaurants, shopping and idyllic parks are all less than 5 minutes away and this location is zoned for Winter Park schools. When construction is complete, all you have to do is move in and start enjoying life.

130 Burks Circle, Winter Park

$?

4 Beds ⋅ 6 Baths ⋅ Beg Nw Cor Of Se1/4 Of Sw1/4 Run S 182.4 Ft E 211 SubDv. ⋅ 32789 Zip Code

First time on the market! Stunning, single story executive home on Lake Maitland. 4 bedroom 4 bathroom and 2 half baths with additional exercise room and enormous game/bonus room. Hardwood floors throughout, extensive built-ins, crown moulding, gas fireplace and slate roof. Three 2 car garages under air. Master suite features his and her bathrooms with a sauna. No expense spared on the construction of this home. Too many features to list.

1520 Summerland Avenue, Winter Park

$?

4 Beds ⋅ 4 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code

Great Winter Park home ~ meticulously maintained & move-in ready! Brand new A/C & brand new carpet installed January 2014. Three bedroom + office and three full baths in main house with gorgeous hardwood floors, family room with fireplace, French doors with views of the picturesque backyard, a covered patio, a spacious master suite with dual vanity master bath & large walk-in closet. All bedrooms are freshly painted. The detached two-car garage offers a second floor guest/in-law suite complete with full bath ~ perfect for overnight guests, a fitness room, art studio or home office. Central location, closet to Grade A schools, Maitland & downtown Winter Park. Walk to the Winter Park Racquet Club or bike to Kraft-Azalea Park.

2350 Temple Drive, Winter Park

$?

3 Beds ⋅ 3 Baths ⋅ Landmark Winter Park Condo SubDv. ⋅ 32789 Zip Code

Fourth floor luxury condo. Located just steps away from prestigious Park Avenue on historic Morse Boulevard. The Landmark is an award-winning architectural masterpiece with thirteen distinctive residences centered on a private open-air courtyard featuring an elegant fountain. Romantic gas lighting accentuates the courtyard and residences where lush window boxes overflow with colorful flowers. To those who favor the unique - these luxury condominium homes are one of a kind NEW construction with an "old world European feel". No detail has been overlooked with impressive artisan workmanship in the construction and design of the Landmark. These enchanting condominium homes are stunning, timeless and filled with charm. The Landmark is simply the finest residence in downtown Winter Park and this is your last opportunity to purchase one of the remaining developer-owned units. It is truly a Park Avenue state of mind.

140 E Morse Boulevard Unit J, Winter Park

$?

5 Beds ⋅ 5 Baths ⋅ Justamere Camp Rep SubDv. ⋅ 32789 Zip Code

An amazing opportunity to own a Winter Park lakefront estate. Located on the shores of Lake Killarney with 100 feet of lake frontage, renovations include open pool with waterfall, covered boat dock, and numerous patios and balconies with gorgeous lake views! Almost every room offers breath-taking views! The new kitchen has stainless steel appliances and custom cabinets. The living room has a river rock floor-to-ceiling fireplace, built-ins and beautiful wood floors. The master suite is brand new with sitting room, luxurious bath and a spectacular closet. A family room with loft and grand windows connects to a second master suite with fireplace. Extras include a second family room, a Florida room, plantation shutters, vaulted ceilings, wood floors, and much more! Lake Killarney is a beautiful private ski lake with wonderful wildlife and scenery!

2411 Euston Road, Winter Park

$?

3 Beds ⋅ 3 Baths ⋅ Townhomes At Indiana Place SubDv. ⋅ 32789 Zip Code

"Short Sale" ~ Great townhome with downstairs master.Chef's kitchen with granite and stainless steel appliances. Lots of square footage. Indoor laundry and 2 car garage. Quiet outdoor terrace. Great opportunity! See also 1392 Indiana for sale.

1396 Indiana Avenue, Winter Park

$?

3 Beds ⋅ 4 Baths ⋅ Residences Condo SubDv. ⋅ 32789 Zip Code

This incredible 3 bed + Den home is only steps from famed Park Avenue in the heart of beautiful Winter Park. The "Residences" offer resort style amenities such as 24 hour concierge and security and sky terrace pool.upscale location close to restaurants, boutiques, museums, golf courses and famous Rollins College. Luxury Condo is fully loaded with upscale appliances such as Viking and subzero appliances, granite counters in kitchen and bathrooms, custom cabinetry, extensive molding throughout unit, large terrace, private elevator entrance and foyer and reserved parking.

300 S Interlachen Avenue Unit 401, Winter Park

$?

3 Beds ⋅ 3 Baths ⋅ Forrest Hills SubDv. ⋅ 32789 Zip Code

Bright and airy Winter Park home on oversized lot. This great home has been lovingly updated and features wood floors throughout for easy care. Open 22x14 great room overlooks the screened pool. Updated kitchen with wood cabinets, complimentary granite counters and stainless steel appliances. Formal dining room and family room with wood burning fireplace off kitchen. Master bedroom and bath with updated master bathroom. Huge screened in pool and patio. Detached In-law suite with bathroom, kitchenette andlaundry. 1 car garage. Excellent schools! Just steps from Lake Sue.

270 W Reading Way, Winter Park

32789 Zip Code Traditional Style Real Estate & Homes

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