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$835,000
4 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 06 SubDv. ⋅ 32789 Zip Code
Completely remodeled, coastal-inspired home is located in the highly sought-after Winter Park neighborhood of Kenilworth Shores in Winter Park 32789. Minutes from the world-renowned Park Avenue and upscale shopping, dining, parks, community events, Sunrail and more lifestyle. The home is zoned for some of Winter Park's most desirable schools, including Brookshire Elementary, Glenridge Middle, and Winter Park High School. This home is a true gem, meticulously and completely remodeled for a coastal feel that blends modern elegance with comfort. Featuring 4 spacious bedrooms + office, the residence is designed to impress. The entry showcases a custom, German-made solid front door that opens into a bright, airy living space with engineered wood floors throughout. The raised ceilings enhance the sense of openness, complemented by beautiful wood beams that add character to the home. A shiplap-clad eat-in area creates a charming focal point, while the kitchen is equipped with premium Badger Woodworks self-closing cabinetry, gorgeous granite countertops, and new appliances including espresso bar and wine fridge. No detail has been overlooked in this home, with recent upgrades including a new HVAC system and ductwork in 2024, as well as completely updated plumbing, windows, and light fixtures. Replumbed with Pex piping in 2015. The walls have been professionally retextured, and the home also offers the convenience of an interior laundry room and brand new barn door. Outside, the covered porch provides the perfect space for entertaining, with the hot tub conveys for relaxation. The outdoor bar showcases a custom millwork bar with a grill, kegerator, and fountain, ideal for hosting gatherings. A shed on a concrete slab and a workshop area in the garage offer ample storage and workspace. The property is fully fenced, ensuring privacy and security. 625 Worthington home is located in the heart of Winter Park, home to Rollins College, one of America's top-ranked liberal arts colleges. With its prime location, luxury finishes, and family-friendly neighborhood, this home offers an exceptional living experience in one of Central Florida’s most desirable areas. With the neighborhood rapidly evolving, many homes around this property are being torn down to make way for new, custom-built estates, including expansive 4,000 square foot homes valued at over $3 million.

625 Worthington Drive, Winter Park
$685,000
2 Beds ⋅ 2 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code
Experience a lifestyle of refined sophistication and effortless tranquility at The Cloisters Condominium, ideally between Park Avenue and the serene shores of Lake Osceola. This exquisitely remodeled residence offers a seamless blend of timeless elegance and thoughtful design. Set on the second floor, this sun-drenched retreat is bathed in natural light from its northeast-facing sunroom, where expansive windows frame picturesque views of the lush gardens and pool, creating an inviting ambiance throughout the living space. Rich wood floors flow gracefully through the open layout, enhancing the home’s warm and sophisticated character. The primary suite is a private haven, featuring custom-built cabinetry and drawers, a dressing area with abundant closet space and a beautifully updated en-suite bath. A dedicated laundry closet with a built-in washer and dryer adds everyday convenience. The second bedroom offers a custom-built office setup and dual access from the hall and living area, providing effortless versatility as a bedroom, sitting room or private study. The Cloisters offers an array of exclusive amenities designed to elevate everyday living. Guest parking is immediately below the unit in the forward parking circle, as well as along Morse Boulevard, ensuring seamless accessibility for visitors. Additional perks include an assigned covered parking space near the elevator, a dock with boat slips available for lease, two well-appointed fitness rooms, and a beautifully redesigned community space featuring a newly remodeled kitchen and bath. Just steps from the vibrant energy of Park Avenue, this exceptional home provides unparalleled access to fine dining, boutique shopping, cultural attractions, fitness centers and the distinguished Rollins College. Every detail has been carefully curated to create an extraordinary living experience in the heart of Winter Park. Seize this rare opportunity to own a desirable residence at The Cloisters, schedule your private tour today and embrace a home where elegance meets effortless living.

100 S Interlachen Avenue Unit 203, Winter Park
$675,000
4 Beds ⋅ 3 Baths ⋅ Carver Town First Add SubDv. ⋅ 32789 Zip Code
This stunning property in historic Winter Park offers an excellent price point and is ideally situated near Park Avenue’s shops and restaurants, Rollins College, Winter Park Village, Winter Park Farmer's Market, and Hannibal Square. Completely renovated in 2021, this 4 bedroom, 3 bathroom home has been thoughtfully appointed with double primary suites, each with ensuite bathrooms and large closets. Split from these primary suites are 2 additional ample sized bedrooms and a full bathroom. The open floor plan boasts contemporary updates throughout, including light wood-like tile floors, LED recessed lighting and fresh paint. The kitchen is a chef's dream, featuring quartz countertops, a designer tile backsplash, stainless steel appliances, and a 5-burner gas stove complete with a pot filler. The primary ensuite bathroom is a luxurious retreat, showcasing dual vanities, an oversized tiled shower with multiple shower heads, and a built-in bench. The bathrooms are bright and fresh with contemporary black and white tile accents. Enjoy an expansive back yard with a large paved patio, perfect for entertaining. This home can also serve as an excellent investment opportunity for your Rollins student! Schedule your private showing today! HVAC - 2017 ROOF - 2021

678 Depugh Street, Winter Park
$500,000
3 Beds ⋅ 1 Baths ⋅ Lake Monte Sub SubDv. ⋅ 32789 Zip Code
HUGE PRICE ADJUSTMENT...NEARLY $100K!! Owner Is Highly Motivated and Ready To Work With You! This charming Winter Park Bungalow is centrally located in a highly desired area of Winter Park (32789) and is Ready for Immediate Occupancy! Featuring 3 full bedrooms, one bathroom, nearly 1,150 sqft of living area, a covered carport and storage rooms. Beautifully updated and maintained throughout the years with vintage style hardwood flooring which flows throughout. The renovated kitchen is sure to impress with modern 42-inch cabinets, granite countertops, stainless steel appliances and update hardware and finishes. The freshly painted interior and exterior makes this home feel “like new” again. Newer paddle fans and lighting fixtures have been added throughout the interior. This is the ideal opportunity for an investor looking to build new, a first-time home buyer or even a downsizing buyer. Setback nicely on a quiet, tree-lined street with a very spacious fenced back yard area that offers plenty of room for an outdoor living area, new pool and/or an additional dwelling or storage. Simply traditional Winter Park at its best! Conveniently located just moments from Winter Park shopping and fine dining, multiple grocery stores, beautiful parks, gyms, entertainment, hospitals, as well as A+ rated Winter Parks schools. Come and see for yourself before its gone! Act Now!

1810 Hollywood Avenue, Winter Park
$329,900
2 Beds ⋅ 1 Baths ⋅ Village Condo SubDv. ⋅ 32789 Zip Code
One or more photo(s) has been virtually staged. Location.... Location.... Location.... First Floor Condo situated in the heart of Winter Park and walking distance to Park Avenue, Rollins College, Winter Park Village and Sun Rail. The condo has been recently renovated with new appliances, led lighting, wood, tile, and stone finishes and there are NO units above this one. You have access to a "new" private deck just right outside the unit back door to just relax and enjoy a quiet evening. No Condominium Assessments and All Major Building Components/Projects (Roof, Fencing, Driveway, Landscaping, Lighting, Painting) have been completed Within the Last 7 Years! This home is "wireless" from the doorbell to the electrical switches and ceiling lights which can be dimmed for a relaxing mood. It is set up on a Google Home Platform and can be controlled remotely. A nest thermostat, doorbell and a state of the art wireless Blue ADT alarm system that is self-monitored with backup capabilities to ensure notifications of events. There is a new all-in-one washer/dryer for a one-time load and done. The unlimited hot water system maintains constant temperature based on your convenient and easy dial setting and comfort. The kitchen has modern track lighting and granite counters. Custom white plantation shutters and crown molding throughout the home. There is one assigned parking space with ample parking for another vehicle and guest parking. The location in Winter Park is ideal and is located near the police and fire station. This home has everything you need to enjoy the Winter Park lifestyle and cultural events.

500 N Pennsylvania Avenue Unit E, 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
$1,730,000
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
$375,000
3 Beds ⋅ 2 Baths ⋅ Glencoe Sub SubDv. ⋅ 32789 Zip Code
Welcome to this charming 3-bedroom, 2-bathroom home located at 2541 Roxbury Road in the heart of Winter Park, FL. This beautifully maintained property features abundant natural light, highlighting the spacious living areas. The kitchen offers stainless steel appliances, and ample storage, making it perfect for both everyday living and entertaining. The master suite offers a tranquil retreat with an en-suite bathroom and walk-in closet. Enjoy outdoor living in the private, fenced backyard with a patio area ideal for relaxing or hosting gatherings and perfect for your lovable pets. NO HOA! Featuring a pavered front porch and a long driveway, this home offers plenty of space perfect for parking your toys and more. Conveniently located near top-rated schools, shopping, dining, entertainment, hospitals, I4, downtown Orlando, Winter Park Village, Park Ave, Mills50, College Park and just a quick step to Lake Killarney this home provides easy access to everything Winter Park has to offer. Don’t miss the opportunity to make this wonderful property your new home.

2541 Roxbury Rd, Winter Park
$190,000
2 Beds ⋅ 1 Baths ⋅ Aragon Condo SubDv. ⋅ 32789 Zip Code
Welcome to this inviting first-floor unit in the desirable Aragon Condo community, located in the heart of Winter Park. This charming two-bedroom, one-bath condominium features a newly remodeled bath, fresh paint, and all-new luxury vinyl plank flooring throughout, making it ready for its new owner. The galley-style kitchen seamlessly flows into the open living and dining space, perfect for entertaining or relaxing. Both bedrooms offer built-in closets, providing ample storage space. Additionally, there is a hall closet ideal for linens or extra storage. The unit includes a cozy front patio area, perfect for enjoying your morning coffee or evening unwind. Residents of Aragon Condo enjoy a range of amenities, including a central courtyard, sparkling pool, communal laundry facilities, and both assigned and guest parking. This prime location is convenient to multiple shopping centers and is just across the street from a variety of restaurants, quick-serve options, grocery stores, and retail shops. Experience sophisticated living in a community that embodies the art of the home, offering both tranquility and convenience. This condominium is not just a home, it is a haven for those who appreciate the finer things in life.

851 Miles Avenue Unit 3, Winter Park
$330,000
2 Beds ⋅ 1 Baths ⋅ Karolina On Killarney SubDv. ⋅ 32789 Zip Code
Cute, clean, and convenient, located in Winter Park just off of Fairbanks near I-4. This lovely home features a remodeled kitchen and bath, refinished original wood floors, new doors, ceiling fans. Spacious living room and eat-in kitchen with plenty of storage. One car garage has laundry hook up. Oversized, fenced yard. Roomy porches at the back and front of home. Winter Park shopping and entertainment all just minutes away! New roof in 2022.

1987 Karolina Avenue, 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
$350,000
2 Beds ⋅ 2 Baths ⋅ Fairbanks Shores 4th Add SubDv. ⋅ 32789 Zip Code
Welcome to your own peaceful paradise! Step into this charming, partially-renovated, pool home and discover the ultimate oasis in Florida living. Boasting 2 bedrooms and 2 full bathrooms, this home invites you to experience privacy and quiet living at every turn. With fresh interior paint, recently renovated bathrooms, an updated kitchen, and spacious living and dining areas, entertaining has never been easier. Take your enjoyment outdoors with a modern heated pool, perfect for cooling off on those sunny summer days. And when you need a break from the sun, retreat to the tranquility of the large, fully enclosed sunroom with eco-friendly windows and screens for year-round enjoyment. This property offers more than just relaxation—it's practical too. With a one-car garage and expanded driveway with brick pavers, there is ample parking. Built with solid concrete block structure and hurricane shutters on all windows, you'll have peace of mind year-round, no matter the weather conditions. No HOA makes this property ideal for pet owners and garden enthusiasts alike. Let your furry friends roam freely in the fenced yard on nearly 1/5th of an acre lot, while you take advantage of the ample outdoor space. Conveniently located in the highly sought-after Winter Park suburb of Orlando, this home puts you just minutes away from I-4, downtown Orlando, the Kia Center, Camping World Stadium, College Park, and Universal Studios theme park. Don't miss your chance to experience the epitome of Florida living—schedule your showing today!

2877 Euston Road, Winter Park
$525,000
1 Beds ⋅ 1 Baths ⋅ Whispering Waters Apartments Condo A SubDv. ⋅ 32789 Zip Code
This remarkable condo exudes grace and elegance with a distinct style that lends itself to the downtown Winter Park Living. Completely renovated ( to the studs) in 2022. Gorgeous kitchen with oversized island, counter seating, high end Bosch appliances, gorgeous cabinetry, luminescent quartz counters, refined lighting and unique materials. Beautiful bath with top of the line fixtures. Primary bedroom has two closets and a separate niche for office or reading. New flooring, new windows, new doors, new plumbing, new electrical, new ac, new washer and dryer. The oversized dining room also offers a lot of options to incorporate office or second seating area. New doors open to inviting screen porch. Whispering waters offers underground parking ( one dedicated space) , storage, a sunny pool, and lakefront patio area. Best of all this fabulous turn key property is a short stroll to famed Park avenue shops and Restaurants. Please note that condo fee includes all utilities .

311 E Morse Boulevard Unit 6-8, Winter Park
$835,000
3 Beds ⋅ 3 Baths ⋅ Conwill Estates SubDv. ⋅ 32789 Zip Code
Incredible opportunity to own over a quarter of an acre pool home in the heart of Winter Park. Walking distance to Phelps Park, Winter Park YMCA, and Lakemont Elementary. and less than 10 minutes to Park Avenue. This charming 3 bedroom 3 bathroom ranch home on a quiet tree lined street boasts over 2000 sq ft of living space with stunning windows and charming features throughout. Upon entering the home you are greeted by a spacious living room and dining area. An elongated kitchen sits at the heart of the home equipped with stainless steel appliances and solid wood cabinets. Another large living space off the kitchen area welcomes you with custom built in shelves, a charming wood burning fireplace and a timeless crafted window overlooking the crystal blue pool and mature landscaped backyard views. A large screened in patio provides year round outdoor space for you to enjoy. The backyard oasis is immaculate with fruit trees, lush landscaping and an incredible pool with heated spa for you to live your best Florida life. Upgrades include a brand new pool heater and regulator, a freshly refinished pool and stunning pavers around the pool and main driveway. Home was repiped with pex in 2003. The Hvac is 2015. The skylight and flat roof is 2016. Main roof is 2003.

1771 Chestnut Avenue, Winter Park
$312,000
1 Beds ⋅ 1 Baths ⋅ Virginia Heights Condo SubDv. ⋅ 32789 Zip Code
Nestled in the heart of Winter Park, Florida, 1312 S. Pennsylvania exudes a sense of cozy charm and great privacy. This standalone one-bedroom, one-bathroom condo offers a cozy retreat filled with natural light that dances through the windows. Property has been beautifully kept with thoughtfully updated finishes. There is a fun private patio perfect for that first cup of coffee for the day. The house is a part of a condo association but is detached from other units with a personal carport belonging to the residence. Perfectly situated just steps away from the lively pulse of highly desired Winter Park, you'll find yourself immersed in the vibrant energy of all the city has to offer. From the prestigious Rollins College to the upscale boutiques and dining options on Park Avenue, the lively community of Baldwin Park, and the serene beauty of Mead Gardens, every convenience and attraction is within reach. This is one not to be missed, it will go fast. Reach out for your private showing today.

1312 S Pennsylvania Avenue Unit 1, Winter Park
$256,000
2 Beds ⋅ 2 Baths ⋅ Mead Garden SubDv. ⋅ 32789 Zip Code
Stunning Winter Park first floor condo of 2 bedrooms and 2 baths. Open floor plan with laminate flooring and tile throughout – no carpet. New double paned and low-e windows. New Quartz kitchen countertops to complement new stainless steel sink and appliances including dishwasher, range and refrigerator. Freshly painted. Sit out and relax on your covered screened back porch which is facing the lovely garden or take a dip in the heated community pool just steps away. Laundry facility is next to the pool. Dedicated bike storage, as well as a 3 cubit feet storage area for each unit. Roof for the whole complex is less than 2 years old. Ample parking spaces. Condo fee is $375.00 per month for such perfect carefree living! Great location close to Orange Avenue, Park Avenue, Mead Garden, Rollins College, Publix, Trader Joe's, Winter Park Village, Winter Park Library, Saturday Winter Park Farmer's Market, and all downtown Winter Park has to offer. Zoned for great school district of Audubon Park K-8 and Winter Park High School. No dogs allowed except domestic cats. These first-floor units are hard to come by. Where can you find a first-floor condo unit in the heart of Winter Park for $262,000.00? Don’t wait!

1250 S Denning Drive Unit 111, Winter Park
$615,000
2 Beds ⋅ 3 Baths ⋅ Villa Del Seis Condo SubDv. ⋅ 32789 Zip Code
Welcome to **Villa del Seis**, a charming group of 6 condos in the heart of **Winter Park!** Unwind in your 2 bedroom condo with access to Lake Virginia!! The views are breathtaking!! Relax in the sun while fishing or entertaining lakeside from your community dock.!! This light and bright **end unit town home** is a must see. The living room has a cozy **wood burning fireplace** and two-story ceiling with a skylight and French doors that lead out to the back lanai. The Dining room opens to the living room and overlooks this charming **outdoor oasis**. There is an **attached one-car garage** plus **extra parking** for guests. Enjoy a wonderful large master suite with **remolded bath** plus private second bedroom suite. Walk to Park Avenue's fabulous restaurants, wine shops, boutiques, Saturday's Farmers' market, Rollins College, The Alfond Inn and Spa, Mead Gardens, and Sunrail Station!! Location, location, location!! The Lush landscaping is the responsibility of the Association as well as the exterior maintenance of your unit making it easy to enjoy as a **primary or secondary residence**. This gem of a property will not last long! Schedule a private showing today!

670 Osceola Avenue Unit 670, Winter Park
$525,900
4 Beds ⋅ 2 Baths ⋅ Lake Forest Park SubDv. ⋅ 32789 Zip Code
INVESTMENT OPPORTUNITY! - Amazing lot in the desirable Winter Park community of Lake Forest Park. Renovate and Add to the existing structure or start over with a new home build! Original home featured 3 Bedrooms and 1 Bath. Garage Apt. add on features two additional rooms with full bath. .21 Acre lot contains plenty of space for a larger home or pool. This incredible Winter Park Location, across the St. from Lake Forest, is near many other lots that have been repurposed with new high value homes built on them. Walk to Corrine Drive for lunch or skip over to Park Avenue on your bike. The quaint Lake Forest Park neighborhood features beautiful mature landscaping with towering oaks and foliage throughout. Don't miss out on this amazing opportunity to own your piece of historic Winter Park.

2228 Howard Drive, Winter Park
$500,000
5 Beds ⋅ 5 Baths ⋅ Glencoe Sub SubDv. ⋅ 32789 Zip Code
Discover the allure of Winter Park living with this charming 5edroom, 5-bathroom home, 50K priced below appraisal for exceptional value. Offering a cozy and classic style, this residence presents a canvas ripe for your personal touch. With over 2800 square feet of living space, the possibilities are endless. This Winter Park gem boasts two separate suites, each with private entrances, ideal for versatile use as a home office, teenager's retreat, or even your own private art studio. Complete with kitchenettes and private baths, these suites provide flexibility to accommodate your unique lifestyle needs. Rest easy knowing the home's foundation is solid, featuring a newer roof and septic tanks that bring peace of mind. Whether you envision a multi-generational living arrangement or seek lucrative rental opportunities, this property offers endless potential. Step outside to the screened enclosed covered patio and soak in the serene views of the expansive backyard. Situated near quaint shopping and dining destinations, as well as convenient access to Interstate, shopping, dining, and local attractions, this home epitomizes the quintessential Winter Park lifestyle. Experience the best of Florida living in this inviting abode with endless possibilities.

2500 Euston Road, 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
$2,150,000
5 Beds ⋅ 6 Baths ⋅ Fremar SubDv. ⋅ 32789 Zip Code
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1875 Grinnell Terrace, Winter Park
$450,000
2 Beds ⋅ 2 Baths ⋅ Sylvan Heights SubDv. ⋅ 32789 Zip Code
Investor's opportunity in desirable Sylvan Heights! Zoned R-1A, this 6,592 Sq ft. lot is waiting for you to bring your vision to life! The structure on the lot is gutted; electric, utilities, cable and phone are connected. The Value is in the land

1840 Anzle Avenue, Winter Park
$140,000
1 Beds ⋅ 1 Baths ⋅ Waterfall Cove At Winter Park SubDv. ⋅ 32789 Zip Code
Spacious FIRST FLOOR condo in sought-after Winter Park! This 1 bedroom, 1 bath condo features a fully furnished kitchen, spacious living room, and sunny dining room. The primary bedroom includes a walk-in closet. For added convenience, a washer and dryer is located inside the condo. Just off the living room is a private outdoor patio with access to a community green space. Waterfall Cove features a community pool and playground, as well as internet and cable included. Within a mile of the community - easily walkable or bikeable - are fantastic Winter Park shopping and dining destinations including Ravaudage Winter Park, Whole Foods, Nordstrom Rack, and more. Also nearby is the recently renovated Winter Park Village. Traveling throughout Central Florida is easy with convenient access to I-4. Perfect investment opportunity as this outstanding condo is leased!

1695 Lee Road Unit D109, 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
$472,500
4 Beds ⋅ 3 Baths ⋅ Albert Lee Ridge First Add SubDv. ⋅ 32789 Zip Code
LOCATION LOCATION LOCATION! Two minutes to I-4 for easy commute. Gorgeous open concept recently renovated cozy and charming 4 bedroom/3 bath in sought after city of Winter Park. Upgraded modern kitchen featuring white shaker style cabinets to ceiling with crown molding including brass hardware, soft close doors/drawers, built in large pantry with pull out drawers, cabinet enclosed counter depth French drawer refrigerator, all new appliances, oversized single trough stainless steel sink with brass faucet, modern quartz countertops and expanded backsplash to ceiling. Engineered hardwood throughout with spacious family room featuring a wood burning fireplace open to the main living areas. Additional formal sitting area/flex space with room for a large dining room table featuring modern light fixture.Master bath features marble subway tile to ceiling with custom shower niche and seamless glass shower enclosure. Hall bathroom features custom vanity with plenty of storage, quartz countertop with undermount porcelain sink and upgraded Kohler toilet. Fourth bedroom is split from additional bedrooms and has an attached full bath with new separate tankless hot water heater and oversized walk-in closet. Spacious car port with privacy fence and pavers to allow additional parking. Two large outdoor storage areas. Large backyard with endless potential with covered back porch and additional uncovered patio for entertaining. Fully fenced in backyard.No HOA. Close to Downtown Winter Park and tons of shopping, dining, and entertainment options close by.

2337 Albert Lee Pkwy, Winter Park
$1,025,000
4 Beds ⋅ 3 Baths ⋅ Winter Park Village SubDv. ⋅ 32789 Zip Code
One or more photo(s) has been virtually staged. NOW COMPLETE AND MOVE IN READY!!!!! New construction in Winter Park just east of the Vias...Custom Built by Main Street Builders. ONE STORY 4 Bedrooms/3 Bath POOL HOME, Open Concept Kitchen/Dining/Family Room, 10 ft Ceilings, Custom features include White Shaker Style Cabinets with Stackers to the Ceiling, Quartz C-tops, Large Island, Gas Cooking, Stainless Steel Appliances, Tile Wood Plank Floors, 8 ft. Doors, Sand Finish Stucco, MARBLE Pool Coping and deck, Tongue and Grove Porch Ceilings, Vinyl 6' Fence, 7.25" Baseboards, Custom Exterior Bahama Shutters and much more.

2417 Lafayette 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
$325,000
3 Beds ⋅ 2 Baths ⋅ Lake Bell Terrace SubDv. ⋅ 32789 Zip Code
Established neighborhood minutes from downtown. Roof new in 2017 and Electric upgrade in 2022 so there shouldn't be any big expense to a new buyer. This would be a good first home or good rental.

Winter Park
$1,089,000
3 Beds ⋅ 3 Baths ⋅ Maitland Shores First Add SubDv. ⋅ 32789 Zip Code
WONDERFUL OPPORTUNITY TO OWN THIS NEWLY UPDATED 3 BEDROOM, 3 BATH HOME IN A HIGHLY DESIRABLE WINTER PARK NEIGHBORHOOD. Zoned for top rated Schools. Waterfront home with 43 feet of canal frontage with stunning views. Located on Howell Creek Canal with direct access to Lake Maitland and The Winter Park Chain of Lakes. Ideal for many water sports, skiing, wake boarding, wave runners. This home has all new top notch modern interior finishes. Porcelain wood plank tile flooring throughout the entire home (no carpet) Chef kitchen with custom cabinets, Huge Island, New stone Quartzite countertops and full backsplash, All new GE Cafe' appliances, Double oven with Induction cooktop, French door refrigerator, and double door dishwasher. Both bathrooms have been completely updated. All new ceiling fans and new LED lighting throughout. 2 car garage with fully update 3rd bathroom, NEW INSULATED GARAGE OVERHEAD DOOR'S, NEW OPENER'S, NEW MINI SPLIT A/C IN GARAGE. New ROOF, NEW TRANE A/C, ALL NEW PELLA WINDOWS THROUGHOUT INCLUDING GARAGE AND MUCH MORE...The tranquil backyard with a water view is great for BBQ's and enjoying family and guests.

2600 Venetian Way, Winter Park