32789 Zip Code FL 3/4 Acre Real Estate, Homes for Sale

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

This spectacular new Winter Park residence built by Vimaro Homes boasts a striking modern exterior design that is sure to catch your eye. Step inside and you’re immediately greeted by a luxurious and inviting interior that is perfect for both relaxation and entertaining. The spacious family room truly blends indoor and outdoor living with a wall of glass overlooking the covered outdoor gathering area and sparkling pool. Prepare gourmet meals in the chef's kitchen, complete with top-of-the-line appliances that will impress even the most discerning home cook, while the kitchens sleek design with its large center island and custom cabinetry adds a touch of elegance. On the first floor, you'll find a guest bedroom, providing privacy and convenience for visiting friends or family. Upstairs, there are three additional bedrooms, including the expansive primary bedroom suite, a true sanctuary within the home. Relax and unwind in the spa bath, where you can indulge in a luxurious soak after a long day at the office. Step outside to your own private resort, complete with a summer kitchen, outdoor dining area, refreshing pool and expansive backyard, perfect for hosting gatherings or enjoying quiet relaxation. A quick ride on your golf cart transports you to Park Avenue and some of Central Florida’s best dining and luxury boutique shopping.

2435 Lafayette Avenue, Winter Park

$400,000

3 Beds ⋅ 2 Baths ⋅ N/A SubDv. ⋅ 32789 Zip Code

Huge Price Reduction! Priced to sell! Freshly painted inside. No HOA! Located next to Winter Park Village and close to Park Avenue's shops, parks, and lakes! Significant price drop of $60k over the past six weeks! This location is next to shopping, eateries, and easy access to Maitland, Orlando, Altamonte and surrounding areas! This home has 1,560 square feet and is beautifully landscaped creating the perfect private haven! New roof in 2018 and new A/C in 2022! Discover the ideal blend of convenience and comfort with this hidden gem! It's a 3-bedroom, 1.5-bathroom home located in a very vibrant, walkable area that is close to events, shopping, biking, and so much more! You also have easy access to hospitals, medical facilities, and the Orlando Magic, Pride Soccer, and the Kia Center for various concerts and events. The large kitchen has so much space for entertaining! There is a bonus room that could be used as a fourth bedroom, family room, art studio, or office. **The Jack and Jill-style bathroom includes private separate sinks and toilets with an adjoining shower/bathtub so that you can close the doors for two separate areas. The one bathroom directly services the master bedroom and the half bath serves as the main guest bathroom while having a door with access to the shower/bath also.** There are beautiful brick pavers and a stunning back patio space that includes an outdoor shower. There are two backyard storage sheds. The landscaping includes large oak trees and lush plants. Don’t miss out on this exceptional opportunity!

1055 Cherokee Avenue, 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

$3,150,000

3 Beds ⋅ 3 Baths ⋅ Morseland Gardens SubDv. ⋅ 32789 Zip Code

Welcome to your dream home on sought-after Park Avenue! This stunning one-story, three-bedroom, three-bath residence is situated on an expansive 18,000 square feet (0.41-acre) lot and has been meticulously renovated to offer everything a discerning buyer could desire. Wonderful curb appeal with its stately front yard and large circular driveway. Step inside to discover gorgeous wood floors that flow throughout the home, a beautiful formal living room with a gas fireplace, a spacious family room and a bonus room (currently used as a playroom) boasting stunning wood vaulted ceilings and a wall of Windsor French doors that open to a honed marble patio and pool deck. The kitchen, renovated by S & W Kitchens, is a chef’s delight with a breathtaking marble waterfall island, a Café appliance package, including a stylish hood vent, and a large walk-in pantry. The primary suite is a true retreat, featuring two closets (one walk-in and one built-in) and an ensuite bath with a large glass shower and dual sinks. Step outside to a bamboo-lined fenced backyard that is an entertainer’s paradise. The zero grout-lined marble patio and sparkling pool with a sun shelf create a serene and luxurious outdoor space. Located on a picturesque brick street in downtown Winter Park, this home offers quintessential Winter Park living. Enjoy a leisurely stroll to shopping and dining on Park Avenue, the historic Winter Park 9 Golf Course, the Farmer’s Market, numerous holiday events and festivities in Central Park, and so much more. Don’t miss the opportunity to own this breathtaking home in one of Winter Park’s most coveted locations on Park Avenue.

931 N Park Avenue, Winter Park

$385,000

2 Beds ⋅ 1 Baths ⋅ Lake Killarney Condo SubDv. ⋅ 32789 Zip Code

FULL LAKE FRONT VIEW, ONE OUT OF 6 UNITS WITH BEST VIEW IN LAKE KILLARNEY CONDO! Amazing location in Winter Park! Full LAKEFRONT view, fully renovated end unit condo on spring fed, navigable, & private Lake Killarney. Sunset views every evening from your living, kitchen, dining, and master bedroom! . Lakefront pool and private boat dock with ~14 slips (see management for availability). Assigned parking space, community storage & mail just outside the back door. Walk to Trader Joe's, Hillstone's, Winter Park Village, Publix, movies, restaurants, shopping, etc. Bike or walk to Downtown Winter Park and Sunrail. Fully renovated unit with extra care to space planning. o Highest ceilings in the community. Solid bamboo wood flooring. Recessed lights. Surround sound & TV mount . Textured walls & ceiling . Custom trim . 4 panel sliding glass and transom windows looking over lakeview & lawn . Large renovated kitchen with glass tower cabinets . Drink bar and large island . Granite counters . Stainless steel appliances. Downlighting, under & over cabinet lighting o stainless steel appliances. End your day enjoy the lake views while making dinner. Shower cubbies & candle cubbie for baths . Italian space enhancing vanity . Upgraded fixtures . Frame mirrored medicine cabinet for hidden extra storage o Custom expanded master closet system. Community amenities include o Lakefront dock with boat slips o Private boat ramp o Lakeside pool & large lawn with Adirondacks o Grills & picnic tables o Paddle board / canoe / kayak racks o Bass fishing . Bike racks, shuffleboard . Assigned Parking space just outside the door . Storage Space o Gym, laundry rooms, community storage, and recycling. **Furniture is not inlcuded in the listing price**

151 N Orlando Avenue Unit 131, Winter Park

$1,025,000

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

GLORY OF A SUMMER NIGHT…experience it under the stars by the beautiful pool that comes with this innovatively styled & remodeled 3bed/2bath home, nestled in the desirable Timberlane neighborhood of Winter Park. This terrific layout features a completely updated (2020) & tastefully designed gourmet kitchen, with gorgeous cabinetry, quartz counters and large island perfect for entertaining…this opens to the living and dining room that feature large windows with views to the giant backyard and huge pool. Enjoy chilly nights with a wood burning fireplace in the family room. Additionally, there is a nice sized flex space off the living/dining area that has lots of uses: office, guest bedroom, exercise room, additional living space... French sliding doors here lead out to the covered deck, pool and backyard. Why do we love Florida?...to enjoy outdoor living of course…enjoy your new outdoor space with lots of updated pavered spaces & pool deck and newly sodded grassy areas…and of course, your huge pool that has been recently resurfaced. Inside, the bedrooms are conveniently located on the other wing of the home, all rooms are generously sized with large closet spaces. Additionally there are multiple closet storage spaces in the hall. The primary ensuite has been reconfigured and includes a large walk-in closet and updated sleek bathroom with double vanities and glass enclosed shower. This bedroom also has access to the yard/pool. Home features a 2 car garage with ample storage spaces and nice sized laundry and storage areas. Gorgeous engineered hardwood floors, plantation shutters and designer touches throughout, including a new front door to greet your guests-done in 2024. The garage also has access to the flex space and kitchen. All new windows too, done in 2020. Don’t forget about the location, currently zoned for coveted Audubon K-8 & Winter Park High School. Close to all things Winter Park…walk or bike to all the stores and restaurants on trendy Corrine Drive and Baldwin Park downtown is also just a minute away. Access to highways, hospitals and shopping are super convenient. No HOA. This is a one-of-a-kind opportunity to turn the key and enter into this desirable area of Winter Park, don’t miss your chance…Please see Virtual Tour 1 for views of home/lot/location & Virtual Tour 2 for Matterport spatial layout and walk-thru.

2217 Howard Drive, Winter Park

$1,200,000

3 Beds ⋅ 3 Baths ⋅ Park Grove SubDv. ⋅ 32789 Zip Code

Under contract, accepting backup offers. Welcome to 1417 Williams Drive, in the highly desirable Park Grove neighborhood in the heart of Winter Park. This home has been lovingly maintained, having only one set of owners. This well-maintained home sits in a cul-de-sac, with an oversized lot of 0.37 acres. It additionally boasts 2,080 square feet, three bedrooms, 2.5 baths, with pool, covered patio, as well as ample additional backyard space for whatever your vision desires. This is a rare opportunity to be in the desired and secluded Park Grove neighborhood, which is a short distance or brief drive to Park Avenue, Winter Park Golf Course, Winter Park Village and Enzian Theater. It's all at your fingertips! Schools are all A-rated with Dommerich Elementary, Maitland Middle and Winter Park High School all the zoned schools. Additionally, Park Maitland K-8 is within short distance. Don't miss this amazing opportunity to make this house your dream home, as well as be a part of the highly sought-after 32789 community.

1417 Williams Drive, Winter Park

$840,000

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

Welcome home to 1245 Wisconsin Avenue in beautiful Winter Park! If you are dreaming of a move-in ready newer home on a quiet, tree-lined street, close to shopping and cafes, this 4-bedroom, 3.5-bath charmer in sought-after Winter Park is for you! From the moment you walk in the front door, you will fall in love with this open-concept home with high ceilings and over-sized windows, drenching the home with natural light. The spacious living area leads to an amazing kitchen, boasting solid hardwood cabinets, stainless steel appliances, custom granite countertops, and a huge granite island. Add in the bar/buffet area with two wine & beverage fridges, a large dining space, and a huge screened-in patio with electricity and ceiling fans, and you have the perfect setting for entertaining family and friends. Also on the main floor is the spacious master suite, featuring a double-door entrance, vaulted ceilings, a custom walk-in closet and a master bathroom with double sinks, a large walk-in shower, and a private commode area. A wide staircase to the second floor leads to three additional bedrooms and a huge bonus room/flex space. The first bedroom is very private – perfect for guests – with a private bathroom and walk-in closet. The second and third bedrooms share a full Jack & Jill bath, and each has its own oversized closet. The expansive bonus room would make a great playroom, gym, or both! It’s so large that you would still have room for an office! Outdoors, you will love the privacy of your vinyl fenced-in backyard with no-maintenance artificial turf and a private putting green! The paver driveway and walkways add a special touch of quality, as does the the 2-car garage with sparkling clean epoxy flooring. This home is in a quiet neighborhood, located just minutes from Park Avenue and all it has to offer. Call for your private showing today to make this your very own home sweet home!

1245 Wisconsin Avenue, Winter Park

$1,115,000

4 Beds ⋅ 3 Baths ⋅ Sylvan Park SubDv. ⋅ 32789 Zip Code

This light and bright, single-story, almost 3,000 square foot pool home features a split plan with four full bedrooms and three full baths. Your guests will immediately appreciate the expansive paver driveway, which allows easy, off-street parking. Once inside, they will admire the abundance of natural light provided by the new, large-format windows. Not only do the new windows (2022) illuminate the interior space, but they are also impact-resistant, energy-efficient, noise-reducing, and offer UV protection. The interior renovation was designed with minimal barriers between living areas, creating open, fluid spaces that enhance day-to-day living. The bedroom and bathroom layout is ideal, offering maximum privacy: two large bedrooms share one full bathroom on one side of the house, another bedroom with an en-suite bathroom (currently used as an office) is at the center, and the primary bedroom and bathroom are on the other side. Wood or natural stone flooring, extensive millwork, vaulted ceilings, new paint, updated lighting fixtures, and new fans enhance the spaces throughout. The kitchen was renovated to include an oversized, under-mount farmhouse sink, commercial-grade faucet, new LED lighting, and quartz countertops with a waterfall edge. The primary suite was updated by a former owner but was renovated by the current owner to add a second walk-in closet with custom organization. All bathrooms received light renovations, ranging from hardware and paint to new fixtures or vanities and countertops. In addition to the visually appealing renovations, the roof was replaced in 2019 and the house was re-plumbed in 2020. The outdoor improvements may be the most valued, as they created endless opportunities for outdoor living and entertaining on the newly constructed deck and enhanced landscape. All of the outdoor living benefits Florida provides are available here. A natural gas line was brought to the house as part of the renovation, allowing for easy future modifications such as a tankless gas-fueled water heater or gas-fueled outdoor grill. Located just one and a half miles from the notable retail stores and restaurants of Park Avenue and within a well-graded public school zone, there is nothing you won’t love about this home or its location.

363 N Phelps Avenue, 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

$1,475,000

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

Under Construction. Welcome to this stunning 4-bedroom, 4-bathroom home nestled in the heart of Audubon Park. Boasting 2,978 square feet of living space, this residence combines spaciousness with elegance.This home offers both comfort and style. Audubon Park living at its finest awaits you here. Seller willing to buy 1 point down on buyers loan.

3031 Northwood Boulevard, Winter Park

$1,340,000

2 Beds ⋅ 2 Baths ⋅ Lords Sub SubDv. ⋅ 32789 Zip Code

Welcome to Winter Park lakefront living at its finest. Experience the ultimate lakefront lifestyle with year-round boating, kayaking and water skiing on your private lake in Florida. Lake Killarney is one of the few lakes in Central Florida where you can land your seaplane on the water. Winter Park offers a vibrant community rich in culture and amenities. From upscale dining and shopping to outdoor activities and renowned schools, this location balances convenience and exclusivity.

571 Lake Front Boulevard, 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

$3,275,000

4 Beds ⋅ 6 Baths ⋅ Morseland Gardens SubDv. ⋅ 32789 Zip Code

Don't miss this unique opportunity to live on one of Winter Park's most sought-after streets, on the fairway of the WP-9 Golf Course. Just steps from Park Avenue, this custom home offers 4,360 SF of living space with a detached 373 SF casita. Meticulously maintained, recent updates include fresh landscaping (2023-2024), landscape lighting (2022), a new pool pump (2023), a new spa/pool heater (2024), newer HVAC units (2 in 2020), newer water heaters (2024 & 2021), new light fixtures (2024), and new carpet in 3 bedrooms (2024). This 4 bed/4.2 bath Mediterranean home welcomes you with a charming, covered front porch and stunning views across the 3rd fairway and beyond. Enjoy seamless outdoor entertaining in the private backyard with a covered lanai, summer kitchen, swimming pool, and heated spa, plus an air-conditioned casita/flex space (currently an office) with a ½ bath. Inside, the exceptional floor plan, accented by exquisite and detailed craftsmanship, offers a living/dining room combo, both flooded with natural light with great views of the golf course, a spacious family room flowing into the open kitchen with an eat-in bar and a sunny dinette area, and a private office. The primary suite features hardwood floors and pool views with direct access to the covered patio, plus an updated bathroom with a spacious, zero-entry glass shower, and 2 large walk-in closets with custom built-ins. Upstairs are 3 additional bedrooms, 3 full bathrooms, a loft space, and a large bonus room. The front circular brick drive offers plenty of guest parking, while a driveway leads around to the rear-facing, oversized 2-car garage, with a covered breezeway connecting it to the main house. Located just 2 blocks from Downtown Park Avenue, and boasting a 16,000 sq ft lot (192x83) and prime golf course frontage, the perfect blend of functionality and lifestyle awaits!

1080 Keyes Avenue, Winter Park

$2,371,600

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

HALF ACRE, DOUBLE LOT! Welcome home to this immaculate modern tropical oasis! Located in the highly desirable Winter Park community and zoned for top-rated schools, this home is sure to check off all your wants, needs, and dreams of a future home! Step inside your custom louvered entry doors to amazing views with the koi pond / plunge pool up front. This home is the perfect blend of indoor/outdoor space with the large sliding glass doors overlooking the courtyard and backyard. The expansive living room at the heart of the home features soaring ceilings with industrial beams and concrete and stone accents on the wall. Make your way over to the beautiful kitchen with floor to ceiling cabinetry, stainless steel appliances (Thermador fridge, Wolf induction cooktop with griddle, and Thermador prep fridge) and light granite countertops with a large middle prep island. This space flows into the formal dining room with floating shelves on the right and beautiful views out to the koi pond. The primary bedroom situated on the first floor is the perfect retreat. The divider wall separates the room that wraps around into the walk-in closet with custom built-ins. The spa-like primary bathroom features a statement tub at the center with the glass enclosed shower; step out the sliding glass doors to your private outdoor shower located around the corner from your private pool. Make your way upstairs to find the remaining 2 bedrooms that both feature walk-in closets and ensuites. Off the landing you’ll find a small staircase that takes you up to the spacious rooftop overlooking Phelps Park with luscious green views and communal basketball, tennis, and pickleball courts with a gas fireplace off to the side! Step out back to your patio with solar panels overhead leading out to your private pool with a waterfall feature. This home offers 2 separate garages that offer 4 spaces total with an electric car charging station. Amazing features of this home include a metal roof over engineered roof trusses with spray foam insulation in the attic, 13.4kW Solar Roof over rear patio, smart home control with 7 security cameras, 3 HVAC’s, 7,000-gallon reclaimed water system for irrigation that includes a shallow well when reservoir is low, and 2 tankless electric water heaters. The location of this property is unparalleled, just minutes from Phelps Park, Winter Park Racquet Club, YMCA, Winter Park Hospital and medical center, lavish shopping and some of Central Florida’s best restaurants. Schedule your private showing today!

1724 Pine Avenue, Winter Park

$1,995,000

4 Beds ⋅ 5 Baths ⋅ Forest Hills SubDv. ⋅ 32789 Zip Code

Discover this stunning half-acre property on Lake Sue, offering a unique opportunity to create your ideal retreat. The property features a private boathouse just steps away, providing direct access to the lake. Nestled in the coveted Forest Hills neighborhood of Winter Park, this spacious Mediterranean-style home boasts a prime corner lot, a secluded patio, and a refreshing pool with a waterfall. Inside, you'll find 4 bedrooms, 5 bathrooms, and a gourmet kitchen that opens to a cozy family room with a wood-burning fireplace. Enjoy breathtaking sunsets from your private boathouse, complete with a lift, screened enclosure, and all the necessary amenities. The vibrant Park Avenue shopping and dining district is just a short drive away, offering endless entertainment options.

1941 Englewood Road, Winter Park

$540,000

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

Charming 3-bedroom, 2-bath home in the highly sought-after Orwin Manor neighborhood. This property boasts a 2019 roof and is perfectly situated between downtown Winter Park, College Park, and Downtown Orlando, offering the best of central Florida living. While the home is in need of updates, it is attractively priced to reflect this opportunity. Don't miss out on the chance to make this house your dream home in an unbeatable location!

1494 Westchester Avenue, 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

$219,000

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

Nestled in the heart of Winter Park, this charming home offers the perfect blend of comfort and convenience! Ideal for those seeking a cozy retreat, the home features an updated kitchen with a farmhouse sink, washer and dryer in unit, HVAC from 2024, and a water heater from 2019. Located in a vibrant neighborhood close to I4, restaurants and parks, this residence promises a delightful living experience in one of Winter Park’s most desirable locations.

851 Miles Avenue Unit 26, Winter Park

$355,000

3 Beds ⋅ 2 Baths ⋅ Temple Terrace SubDv. ⋅ 32789 Zip Code

SOLD.

1816 Howell Branch Road, Winter Park

$475,000

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

Welcome to Winter park! This 2/2 has a large den that could easily be a spacious 3rd bedroom as it has it's own closet. This is a charming, 1950's home with a very large master bedroom and a large en suit master bath, jacuzzi style tub and walk in shower. There is a great flow thru in the main living area with a fireplace and built in bookshelves . The remodeled kitchen has newer appliances and contemporary details. The Den /bonus room walks out to a large deck, perfect for entertaining and a great yard for pets or a pool! This location is so convenient as it is right in between Winter Park and the College Park Neighborhood. Museums, parks, shopping and restaurants are right in your neighborhood. Extremely convenient to all major highways. Less than a block away from I-4 entrance and exit. Take a look, make an offer!

1638 Berkshire Avenue, Winter Park

$910,000

3 Beds ⋅ 3 Baths ⋅ Casa Jardin Condo SubDv. ⋅ 32789 Zip Code

Welcome to your dream home in the heart of Winter Park. This beautiful 3-bedroom town with a large 2-car garage and paver driveway features luxurious, modern, turnkey living in an unbeatable location to enjoy everything Winter Park has to offer. As you step inside you are met with the high ceilings of a stunning living room, beautifully updated fixtures and finishes throughout, beautifully remodeled bathrooms, a spacious kitchen and dining room, and even a private elevator to easily access the second floor. Upstairs are two large bedrooms and the primary suite, which includes a spa-like ensuite bathroom, plus 2 large walk-in closets. Utilize a 3rd level rooftop as your own private oasis, perfect for entertaining guests, enjoying Winter Park views, or just soaking up the sun. EXTENSIVE upgrades have been made throughout the community, with over $600,0000 in renovations including NEW roofs with resurfaced/resealed rooftop terrace decks, NEW interior and exterior paint, NEW exterior light fixtures, and NEW landscaping. Located near top rated schools, you're just a short stroll away from Park Avenue’s fine dining, boutique shopping, a 9-hole golf course, and all the year-round entertainment that the downtown Winter Park district provides , including music in the park, art festivals, farmer's markets, and so much more. Just across the street, enjoy the natural serenity of Mead Gardens, a 40+ acre park with trails, lakes, beautiful vegetation, and local wildlife. With deeded access to Lake Virginia on the Winter Park Chain of Lakes, you also can enjoy year-round kayaking, canoeing and paddleboarding, with the added convenience of a lakeside storage facility where you can keep your boards and paddle. Don't miss out on this opportunity to experience Winter Park living at its finest! One or more photo(s) has been virtually staged.

1248 S Pennsylvania Avenue Unit 7, 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

$622,000

4 Beds ⋅ 2 Baths ⋅ Northwood Terrace SubDv. ⋅ 32789 Zip Code

YOU'VE FOUND IT! Come and see this lovely Northwood Terrace charmer! This lovely mid-century 4/2 is located in one of the hottest neighborhoods in Orange County. This cozy ranch home has been lovingly kept and maintained by the same owner for the past 35 years! Generations of love and laughter have reverberated across the walls and backyard. Beautiful landscaping, in-ground pool, and an airy rear lanai and paver patio make for the perfect way to spend your summer afternoons. In the winter, light a fire in the wood burning fireplace and open the french doors to the back yard to hear the birds sing and let the breeze flow in. Enjoy a short walk to the local shops, boutiques, bars and restaurants, or take a few minutes drive into downtown Winter Park, Baldwin Park, or Downtown Orlando. New HVAC & water heater in 2017. Full irrigation for front & back yard. Piping and filter system for the pool 2019. Roof 2021. Zoned for Winter Park School District. This neighborhood is truly a gem in Winter Park and is undergoing rapid transition. Get in while you can!

2131 Sycamore Drive, Winter Park

$2,560,000

5 Beds ⋅ 7 Baths ⋅ Windsong Lakeside Sec 01 43/70 SubDv. ⋅ 32789 Zip Code

Prestigious Windsong community-Discover luxury living at its finest in this exquisite 5-bedroom, 5 full and 2 half-bathroom estate built by renowned Hal George (Parkland Homes). Boasting a traditional, red brick exterior and surrounded by a private 12 ft hedge, this meticulously maintained, light-filled home offers unparalleled privacy and modern elegance. Upon entry, you're greeted by a grand foyer, setting the tone for the home's impeccable craftsmanship and attention to detail. The main level features a well-appointed office and a spacious primary bedroom retreat that opens gracefully to the pool lanai, offering a seamless indoor-outdoor lifestyle. Beautiful primary bath features travertine marble, a spacious soaking tub, and a large shower, epitomizing luxury and relaxation. The heart of the home revolves around an open yet distinct layout, perfect for daily living and entertaining. The family, dining, and living rooms flow effortlessly, enhanced by new LED lighting and a gas fireplace for added ambiance. The gourmet kitchen is a chef's dream, showcasing granite countertops, pale oak cabinetry, and top-of-the-line appliances including a Wolf gas range, Subzero refrigerator, Bosch dishwasher, and Perrin and Rowe faucets; a window wall behind the dining banquette floods the kitchen with natural light and looks out onto the pool area and private backyard. Dual pantries provide ample storage space. Upstairs, a separate staircase on one side of the house leads to the fifth bedroom/bonus room with walk-in closet and bathroom, ideal for guests or a private retreat. Upstairs from the main living area are three bedrooms with en-suite bathrooms and a fourth “loft” room, perfect for a library, studio or playroom. Outdoors, indulge in resort-style amenities including a recently resurfaced, heated saltwater pool with a gas-heated spa, fiberoptic light tower, and Jandy Digital Assistant controller. The pool deck is at the center of a private, beautifully landscaped, backyard “room” surrounded by walls of green hedges, perfect for early morning coffee and birdsong or a glass of wine in the evening as the sun sets, washing the pool with color. The 2022 designer summer kitchen boasts marble countertops and a stainless steel Wolf gas grill. A pool bathroom adds convenience for guests. A mudroom and laundry area offer practicality and organization. Additional features include completely refinished wood floors throughout, a new security system with video cameras, a central vacuum, three AC units installed between 2015-2018, a whole house dehumidifier installed in 2023, and two hot water heaters. Outside, enjoy immaculate landscaping, a long driveway leading to a three-car garage with Tesla charging station, and serene touches like a Buddha garden. Located in the highly desirable Windsong, residents benefit from exclusive access to the Winter Park Chain of Lakes, pools and water park area for entertaining, and playgrounds. Minutes away from Park Avenue shopping and restaurants, Baldwin Park, parks, playgrounds, and excellent public schools including Brookshire Elementary, Glenridge Middle, and Winter Park High School. Don’t miss this rare opportunity to own a masterpiece in one of Winter Park’s most coveted neighborhoods. Contact us today to schedule your private tour and experience luxury living at its finest.

1450 Mizell Avenue, Winter Park

$2,900,000

5 Beds ⋅ 8 Baths ⋅ Windsong Lakeside Sec 02 43/71 SubDv. ⋅ 32789 Zip Code

ACCEPTING BACK UP OFFERS. Please review photos...some painting inside and out was completed this month (Dec). Custom masterpiece! 5 bedrooms, 5 full baths, and 3 half baths. The 5th bedroom is currently a media room upstairs w/ensuite full bathroom but could easily be a bedroom or in-law suite. The Winter Park Windsong community has many amenities such as lakefront clubhouse, splashpad area for families, lake for fishing/boating and plenty of walking paths along the lakes. The home has a large Master suite which features vaulted ceilings, separate his and her vanities, spa tub w/travertine and glass tile. Master shower has 3 separate water options w/ rainfall head, regular, and handheld option. Split his/her custom closet w/ hidden safe bolted to foundation of home. There is another bedroom downstairs w/ full bath which was used mainly for guests. The open-plan kitchen has an oversized granite island that can seat up to 8, w/ under-counter lighting and stone covered dimmable halogen “art light”, plus oversized cabinets w/ under-cabinet lighting, a Bosch dishwasher and a Wolf commercial range, Wolf steam oven & Wolf warming drawer, a Subzero refrigerator-freezer, and a custom tiled oven hood. Off the kitchen is a Butler’s Pantry and Walk-In Pantry w/ floor-to-ceiling custom shelving. Adjacent to the kitchen is a remote-controlled natural gas log fireplace w/ floor-to-ceiling stone veneer, and built-in seating w/under-seat hidden storage cabinets and dimmable halogen “art light” above the wood beam mantle. Past the laundry room, stairs lead to the second-floor man cave / game room / media room w/ drop down projector screen and surround sound system, full bath with shower, and hewn log bar with kegerator, plumbed and wired to be able to be easily converted to mother-in-law apartment. It also has a finished, oversized storage room. Across from the living room is a grand staircase leading to the loft area upstairs and two bedrooms w/ a full bath in each bedroom. This loft area space was great for friends gathering after school or could be another game room. Off from the loft is a large, finished, air-conditioned storage room. The impressive outdoor space features a fully enclosable patio w/ remote-control drop-down screen system, al fresco natural gas grill, custom wood cabinetry, and a wood-burning hand-laid stone fireplace w/ natural gas starter system. Outdoor TV and wired for a second TV. The pool/hot tub is natural gas heated, custom lighting system in both pool and hot tub, pool has swim resistor system for “lap in place” swimming and a newer (May 2022) Hayward heater. Finished 3-car garage with stucco, molding and Loewen windows, plus a driveway that can park up to 8 cars. Just a few more details: Nest climate control, 3 air handlers and zones, whole-house EWS water filtration system (rated at 10 years or 2.5 million gallons), second water filter system at kitchen sink for double-filtered drinking and cooking water, blown foam Icynene insulation, wood floors throughout. Alarm system w/ motion sensors, Loewen windows throughout house, wood beams and coffered ceilings on main floor and master bedroom, Rheem dual tankless natural gas, “continuous on” hot water system, tongue and groove ceilings on front porch and back covered summer kitchen/fireplace area, M & S intercom system throughout, Hidden storage room at entry, keyless Schlage entry system. One-owner custom home - Cahill Builders.

1618 Holts Grove Circle, Winter Park

$410,000

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

4-Point Inspection Available! Welcome to your dream home! This place is all set for you to move in and start living your best life. Located in the awesome Winter Park area, this home is the perfect mix of cozy, convenient, and a great investment. This 4-bedroom, 2.5-bathroom house has a big primary bedroom with its own private bathroom. The other three bedrooms share a handy Jack and Jill bathroom, making it perfect for families or roommates. The primary bedroom is so spacious that you could even turn it into a separate rental unit. You can also rent out the rest of the house separately to boost your rental income. Everything in this home is ready for you. Recent updates include a newer roof (2017), HVAC (2024), tankless water heater (2024), windows (2024), and an updated electrical panel (2024). Plus, it comes with new appliances, luxury vinyl waterproof flooring, new ceiling fans, and cool chandelier and pendant lights. The kitchen is super stylish with a mix of quartz and wood countertops, making it both chic and practical. Winter Park is known for its top-rated schools, great community vibe, and being close to shopping, dining, and fun activities. The home has modern, stylish interiors with updated bathrooms and a sleek kitchen design. There’s also a lovely outdoor area, perfect for chilling or entertaining, and a huge backyard with space to add a pool in the future. Whether you’re looking for a great family home or a smart investment, this house has it all. Don’t miss out on this amazing opportunity to own a home where you can live comfortably and invest wisely.

2922 Rouen Avenue, Winter Park

$850,000

3 Beds ⋅ 3 Baths ⋅ V H Musselwhites Sub SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Expect to be impressed! Situated in a fabulous locale and within minutes to downtown Park Avenue, this mid-century modern beauty has numerous details taken into consideration. As you enter the home you can’t help but notice the gorgeous wood flooring with custom two-tone design accents…and a peek of the backyard oasis that awaits you. Creating a seamless expansive space, the wood floors flow through the living and dining areas, the kitchen, hallway and bedrooms. Another impressive feature as you come into the living area is the openness of the floor plan and space that each room offers. The substantial size kitchen with its extensive and sleek, modern styled cabinets, Corian countertops and stainless appliances, including the Sub-Zero refrigerator, truly makes the space one to love. As the floor plan flows to the dining room and Florida room, you have the best views of the natural beauty of the backyard, the tremendous open pool and spacious patios. Flooded with a great deal of natural light, these spaces allow you to enjoy day to day or when you are entertaining. The master suite is a private retreat, boasting ample space, a luxurious ensuite bathroom with a spacious shower and 2 separate vanities along with a custom-designed walk-in closet. The additional bedrooms are generously sized offering flexibility for guests or a home office. Trimmed in mature landscaping that enhances the property’s privacy and natural beauty, and along with a fully fenced yard, the outdoor patio area provides a serene sanctuary for outdoor dining and relaxation. And whether you take a dip or take in the view, the remarkable pool is truly an enjoyable experience. You will love the timeless design and relaxing comfort in this beautiful home! *NEW ROOF & AC - 2018*

1771 Windsor Drive, Winter Park

$240,000

2 Beds ⋅ 2 Baths ⋅ Chateaux Du Lac SubDv. ⋅ 32789 Zip Code

This beautifully upgraded, 2 bedroom, 2 bath condo is a ground floor unit, boasts Winter Park Lake access, and is located just 0.4 miles from Winter Park Village. You’ll love the spacious, open floor plan, the natural lighting, the rustic wood plank tiles, and the updated kitchens and bathrooms! Kitchen features white cabinets, granite countertops, brushed nickel hardware, sleek black appliances, ample prep space, and a breakfast bar! The community is tucked back in a quiet corner of Winter Park and hugs Lake Killarney’s shoreline! Your community pool, laundromat, and patio all enjoy beautiful views of the lake! Bring your favorite book and chill by the pool while doing your laundry, or bird watch from your community's lakefront patio! The community also includes a boat ramp onto the lake and a watercraft parking area! You can’t beat this location! Winter Park’s best restaurants and amenities are all at your fingertips! Imagine kayaking to Trader Joe’s for a few groceries or biking to Hillstone for dinner and drinks on the water! Park Ave with all its boutique shopping and fine dining are within 2 miles! Rollins College and Full Sail University are within approximately 3 miles as well! Don’t let this opportunity to live in downtown Winter Park pass you by! Call me today to set up your private showing!

1500 Gay Road Unit 8B, Winter Park

$1,075,000

3 Beds ⋅ 3 Baths ⋅ Osceola Shores Sec 03 SubDv. ⋅ 32789 Zip Code

Tremendous opportunity to renovate or restart and build new in the heart of Winter Park! Situated on a large .32 acre (13,994 sf) lot, the property offers lots of possibilities! With an expansive 100 ft frontage and almost 140 ft depth, you have ample space to customize and add on to this lovely and charming home and make it your own or develop something totally new. Tucked away in a secluded neighborhood, the locale offers you an amazingly quiet and tranquil setting. This 3 bedroom/2.5 bath home has fabulous original wood floors throughout many rooms; Generous size living areas with an open floor plan; Spacious bedrooms, 2 of which are en-suites; Large open patio, which is great for entertaining. Adding to the advantages of this property, you are just a street away from the Frederick Detmar/Trismen Park and a short stroll to Downtown Winter Park, offering much to enjoy including gourmet restaurants, wonderful shopping, the Alfond Inn, the Scenic Boat Tour, the Polasek Museum and so much more…This is one not to miss! Property being sold AS-IS. Survey available.

449 Seymour Avenue, 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

$140,000

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

Great opportunity to make this 2 bedroom, 1 bathroom unit at Waterfall Cove your own. Located blocks to Winter Park Village with restaurants and shopping galore this location is PRIME!!! The unit has a spacious floorplan with a view of the pool from the second floor balcony. The unit has an open living/dining room with galley kitchen, inside laundry with stacked washer/dryer unit. The unit does need TLC and is priced to sell!!! Make your appointment to see this property today!

1695 Lee Road Unit D205, 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

$414,900

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

One or more photo(s) has been virtually staged. Welcome to this charming bungalow nestled in the highly sought after Dubsdread Heights neighborhood. A quaint covered front porch sets the stage for this delightful home. Inside, the fantastic open floor plan is flooded with natural light, creating an inviting space ideal for both relaxation and entertaining. The stylish kitchen is a chef's dream with custom cabinets, striking granite counters, stainless steel appliances, and a tasteful tile backsplash. A garden window above the kitchen sink is the ideal space for growing your very own herbs or just showcasing your favorite plants and flowers. Just beyond, a granite-topped coffee bar/sideboard adds a touch of elegance and practicality. The primary bedroom offers a serene retreat with a walk-in closet and a stunning en suite bath featuring a granite-topped vanity and a frameless glass enclosed shower with exquisite tilework and a convenient niche for toiletries, this bathroom is a spa-like oasis. An additional full bath with another granite-topped vanity and tub/shower combo serves the secondary bedroom. French doors from the kitchen's coffee bar/sideboard area lead to an expansive deck overlooking a large, open paver patio and fenced backyard, perfect for hosting gatherings or simply enjoying the amazing Florida weather. A brand new hurricane-proof shed provides ample storage space, while a magnificent mango tree offers fresh fruit and adds to the backyard's appeal. Located conveniently close to College Park, downtown Orlando, and Winter Park, and with easy access to I-4 and Fairbanks Avenue, this home ensures that getting around town is effortless. Meticulously maintained this beautiful bungalow is both spacious and modern while offering a cozy ambiance. The only item needed to complete this home is YOU!

760 Baffie Avenue, Winter Park

$2,724,000

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

FANTASTIC REDESIGNED AND FULLY RENOVATED WINTER PARK ESTATE HOME IN THE HIGHLY SOUGHT AFTER VIRGINIA HEIGHTS DISTRICT!! A one-of-a-kind drive along the stunning shores of Lake Virgina on a brick street lined with some of Winter Park's finest homes leads you to 1331 Lakeview Drive. Prominently sited on an almost 1/3 acre street-to-street lot approached via a large circular drive and tucked away in a breathtaking, quiet setting between Pennsylvania Avenue and the Lake Virginia waterfront district. Additional rear driveway off Essex! This remarkably well reimagined and updated residence presents a beautiful renovation that has just been completed! Profession design planning and high level finishes throughout the entire home come together perfectly combining modern aesthetics with timeless WP style. Home boasts a great floor plan with multiple expansive living areas, soaring ceilings, a very high room count including 3 bedrooms up, two bedrooms down, plus office, and a luxurious second floor Primary Suite with private balcony overlooking the pool grounds with peak-a-boo views of Lake Virginia! NOTE: Additional Ground Floor Primary Suite option! Incredible split floor plan that could be utilized in endless ways to accommodate various living needs and requirements. Main center living area is perfect for entertaining opening perfectly to the heated salt water pool and spa area! Additional interior room also opens to the pool and could be used as an indoor-outdoor pool lounge/game room or additional bedroom, you name it! Just as the large second floor loft bedroom could also be a fantastic fitness room/large flex space. If you can imagine it....the rooms are here! Front "East Wing" houses the expansive kitchen/dining living combo perfect for family get-togethers. One of the most unique features of this home is the enormous additional pantry and built in features/appliances that integrate seamlessly into the elegant design elements of this dramatic home. Very well appointed kitchen and pantry with multiple ovens, dishwashers, large gas range and pre-plumbed for an additional cooktop. Home is flooded with natural light from the grand foyer entrance, the large bay windows over looking the front grounds to the bright, open and airy center family room and entire second story. The possibilities of this home and property are endless....an elegant show piece, a rare large family estate or even a large multi-generational home with numerous private wings and retreat areas! You will not find a better opportunity to secure a unique luxury level home in the WP area that offers the feel, presentation and function of 1331 Lakeview Drive. Located in one of the very best Winter Park location in the highly desirable Audubon K-8/Winter Park High School District. Walk to WP Park Ave. Shopping and Rollins College. Minutes to Interlachen Country Club, WP Racket Club, Chain Of Lakes boat ramps, parks, Winter Park Village, Whole Foods, Trader Joes, DT Orlando, Advent Health, ORMC and more. An exquisite estate in one of Central Florida's most dynamic areas!

1331 Lakeview Drive, Winter Park

$1,575,000

3 Beds ⋅ 4 Baths ⋅ Douglas Grand - Winter Park Residential SubDv. ⋅ 32789 Zip Code

Welcome to The Douglas Grand, located in the heart of downtown Winter Park! If you are in search of a turn-key, easy living, secure, private, luxury lifestyle...look no further! This stunning 3-bed/3.5-bath townhome is located on the 3rd and 4th floor of the Douglas Grand, overlooking the treetops on Morse Blvd. The original owners have meticulously maintained the townhome since 2013. Valuable upgrades include a large elevator, 3 assigned parking spaces on the 3rd floor just steps from the front door, an additional storage room at the end of the hall, timeless hardwood floors throughout the living spaces and all bedrooms (NO Carpet!), and fresh paint throughout the interior (June 2024). The first level of the townhome offers a spacious kitchen with custom cabinet pullouts, a dinette area, and a convenient built-in desk. The dining area is open yet defined, with gorgeous custom built-in cabinets with glass doors and a detailed tray ceiling. The vast family room is wrapped in custom molding, with French doors framed by remote-powered drapes that lead out to a balcony overlooking the trees on Morse Blvd. The living and dining areas are centered around the sunny atrium, offering a unique covered patio feel, stretching 2 stories tall up to the skylights above. This patio provides natural sunlight on both levels and a thriving location for potted plants. The first level includes a guest bedroom with a private bathroom, which makes a great second primary suite. Take the spacious elevator or the wrapped staircase up to the 2nd floor where you’ll find an expansive Primary Suite (14'x25') with a huge walk-in closet (10’x12’), and French doors that lead to a sprawling outdoor terrace spanning 26ft wide. The second level also includes the 3rd bedroom with an en-suite bathroom, and a laundry room with a sink and additional storage cabinets. This unit offers enormous walk-in closets in every bedroom outfitted by California Closets, and the townhome is sprinkled with storage & linen closets throughout. Don’t forget the added bonus of the deeded walk-in storage closet. Just a block from Park Avenue with Central Park in the distance, you’ll be sure to enjoy the convenience of “city life” and experience the excitement and charm of downtown Winter Park right in your backyard. * Click on the Virtual Tour and ask for a Floorplan! All furnishings may be sold separately!

101 S New York Avenue Unit 303, Winter Park

$830,000

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

MOTIVATED SELLERS! PRICE IMPROVEMENT!!!! This home won't last at this price! Walk into this gorgeous home with Equity in your pocket! Home RECENTLY APPRAISED at $1,200,000! Discover luxury living in this completely renovated, move-in ready 1-story home located in the Popular And Prime location of Winter Park! You won't believe all this home has just from looking at it from the outside! This property boasts a unique combination of comfort and luxury. This 3834 sq ft property features 4 spacious bedrooms and 3 renovated bathrooms, offering modern fixtures and finishes. With engineered wood floors throughout it adds a feeling of warmth and elegance! The chef’s kitchen is a culinary delight, featuring light cabinets, quartz countertops, and newer stainless steel appliances. The extended-length island with bar-height seating is ideal for casual meals and entertaining! Both Formal and Informal living and Dining Spaces make this the perfect home for entertaining! Large informal living Room Features a gorgeous brick fireplace to cozy up to while watching Movies with loved ones! In addition, this home has an expansive enclosed patio perfect for pool table and/or sitting area! a great way to enjoy the Florida indoor/outdoor lifestyle! Bonus work out room/flexspace located next to enclosed patio! Perfect for the car enthusiast, a unique 4-CAR GARAGE configuration, with a 2-car garage attached to the front of the house AND an oversized 2-car garage at the back , including a large storage area on the side. Set on nearly 15,000 sq ft of beautifully landscaped grounds, this home provides ample space for outdoor enjoyment! Located where Winter Park meets College Park, this home is ideally located near downtown Orlando and just minutes from Dubsdread Golf Course. Enjoy the convenience of being a short 20-30 minute drive to Universal Studios, Disney World, Rollins College and the University of Central Florida (UCF).Experience the finest in modern living with this exquisite property in Winter Park. Schedule your private tour today and make this dream home yours!

1223 Formosa Avenue, Winter Park

$2,025,000

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

Stunning, new Winter Park residence built by Vimaro Homes exudes modern elegance and luxurious living. As you step through the glass front doors you’re immediately greeted by a custom staircase, soaring two story ceilings, and a dramatic chandelier. From the gorgeous wood floors laid in a herring bone pattern, to the designer light fixtures, and beautiful mill work, no expense was spared in the construction of this exquisite residence. The open floor plan seamlessly connects the main living areas, creating a spacious and inviting atmosphere. The home features a total of 4 bedrooms with two primary bedroom suites, plus a home office, and two laundry rooms. The chef in the family is sure to fall in love with the open kitchen, with its large center island, striking quartz countertops, custom cabinetry, large pantry, and a spectacular ILVE Nostalgie gas range & built-in refrigerator. Step outside to your own private oasis, complete with a sparkling pool, a summer kitchen and an expansive outdoor living space, perfect for hosting gatherings or enjoying quiet relaxation. The beautifully landscaped yard provides a serene backdrop and enhances the overall curb appeal of this amazing property. Walk to Blue Jacket Park or jump on your golf cart for a short trip to East End market or Park Avenue with its amazing restaurants and luxury boutique shops. The proximity of this house to everything there is to do in Winter Park is truly hard to beat. Schedule your private showing today and experience the epitome of luxury Winter Park living.

2701 Norris Avenue, Winter Park

$1,125,000

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

Experience the epitome of luxury living in this stunning single-story condominium, nestled on the 3rd floor of the highly coveted Douglas Grand. This exquisite three-bedroom, three-bath residence is designed for both entertaining and everyday living boasting an inviting open floor plan adorned with volume ceilings, elegant crown molding, wood flooring, AND custom louvered shutters that add a touch of sophistication throughout. The gourmet kitchen is a chef's dream, featuring a spacious breakfast bar island, bespoke wood cabinetry, granite countertops, top-of-the-line Sub-Zero and Wolf appliances, and a spacious walk-in pantry. The primary suite is a serene retreat with its opulent soaking tub, dual vanities with granite countertops, and two generous walk-in closets. A second ensuite bedroom also includes a private bath, walk-in closet, and abundant natural light. Also note unit is equipped with a large utility room and has two reserved parking spaces in the secure, gated garage. Located in the heart of Winter Park, Douglas Grand provides easy access to Park Avenue, the Farmer's Market, Rollins College, Hannibal Square, Winter Park 9, the WP Tennis Center, and Winter Park Village. Embrace the effortless downtown lifestyle at Douglas Grand, where luxury and convenience meet in perfect harmony.

100 S Virginia Avenue Unit 315, Winter Park

$320,000

1 Beds ⋅ 1 Baths ⋅ Village Of Winterset SubDv. ⋅ 32789 Zip Code

Welcome To The Village Of Winterset. Luxury 1 Bedroom 1 Bath Condo In The Heart Of Winter Park. This Spectacular Property Has Been Exquisitely Remodeled. Step Inside To Find A Chic Bar Area Equipped With Beverage Cooler, Perfect For Entertaining Guests. Further Into The Home, You'll Discover The Stunning Kitchen Combining Modern Luxury With Timeless Elegance, Featuring Custom Cabinetry, Granite Countertops And A Striking Wood Island Opening To The Spacious Living Room. Oversized Bedroom, Complete With Walk-In Closet Featuring Built-In Storage, This space is designed To Keep You Organized. Wood Flooring Throughout! Crown Moulding! Secured Building, Refreshing Pool And Assigned Cover Parking Are Just A Few Extras You Have Living In This Community. AC and Hot Water Heater are Both Within 6 Years Old. One Block From Park Ave Restaurants, And Shopping, Close To Churches, Medical, And Other Entertainment, 1/2 Mile From Sun Rail Station. Call Today To Schedule Your Private Showing!

221 E Canton Avenue Unit 221, Winter Park

$1,250,000

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

Nestled in the prestigious "Tree Streets" of Winter Park, this stunning Modern European Cottage-style home exudes elegance and charm. Boasting four generous bedrooms, three full baths, and a spacious second-level bonus room, this pool home combines exquisite design with practical functionality. Enter this welcoming home and feel embraced by the warmth of the wood floors and the exquisite craftsmanship of the base and crown molding, which together create a timeless ambiance that you will love returning to. A formal dining room with a pass-through bar opens to a modern kitchen featuring an extended bar top island, quartz countertops, a Viking Appliance package with a 48' gas range, microwave drawer, and ample cabinet storage. This truly is a chef's dream workspace and an ideal gathering spot for hosting guests. The open-concept floorplan seamlessly flows to the great room with a cozy gas fireplace, and 11'7" height tongue-and-groove wood ceiling. The main level primary bedroom is a private sanctuary overlooking the pool with private lanai access and an exceptional luxurious spa bath with dual walk-in closets, a private water closet, and an oversized two-sided walk-in shower. The spacious covered lanai beckons you to relax and unwind by the inviting BEACH ENTRY pool, creating a perfect oasis for both solitude and entertainment. Additional main-level highlights include a guest bedroom, full bath, and laundry room. A rear access stairwell takes you to a versatile 22’ x 14’ bonus room with cathedral ceilings on level two. Two unique bedrooms and a modern full bath can also be found on this level. This home is thoughtfully designed for everyday living, boasting premium finishes throughout. Outside, you'll find a paver drive and covered entry, a 2-car garage, and a fenced yard, offering privacy and convenience. Enjoy the vibrant neighborhood amenities including a park and nearby lakes, while being just minutes away from premier shopping destinations like Park Avenue, Winter Park Village, and Whole Foods. Don't miss the opportunity to experience luxury living at its finest. Schedule your private tour today and make this exquisite Winter Park home your own.

1601 Chestnut Avenue, Winter Park

$1,750,000

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

One or more photo(s) has been virtually staged. New Price!! Motivated Seller. Beautiful Winter Park pool home walkable to the East End Market. This Modern styled home has a Coastal feel with its straight lines and West Indies touches of wood. Located in the Northwood Terrace neighborhood where you blend the best locations of Winter Park and Baldwin Park. A lush Zoysia lawn with tropical landscaping and blooming annuals WOW you as you walk up the expansive double drive and entry. An 8-foot French glass door with side lights adorns the front elevation. The Modern sconce lighting and decorative cedar corbels complete this custom Coastal feel. An open gallery with twelve-foot-high ceilings boasts inlaid wood and LED lighting. To the right there is a thoughtfully designed first floor guest suite. This suite lends itself to a multi-generational space for guests. Within, another French door offers natural light to the suite. A walk-in shower with beautiful tile/fixtures is just to the right. The grand feel down the gallery continues as double doors roll open to reveal a large office space as does the Great Room opening to an expansive 2 story room. This generously sized room features a 4-panel sliding door, second story ship-lap wooden wall feature with views to the rear entertaining space. Adjacent, is the dining area with a covered patio perfect for coffee/breakfast. Back inside, the kitchen is quite the showstopper. Mitered edge double thickness Quartz counter tops give a rich feel as does the Thermador Appliance Package. The 48" Freestanding gas range features six-star shaped burners, as well as a griddle. Perfect for quick appetizers or searing your favorite steak or tuna. The 36" Thermador refrigerator offers much space and thoughtful design. A Thermador undercounter microwave is quiet and out of sight. A walk-in pantry has high shelf racks for storage. There is a large glass window behind the sink allowing an abundant amount of natural sunlight. The primary bedroom is situated behind the great room and features a recessed ceiling with custom wood inlaid and is complete with LED lighting. Hunter Douglas motorized shades are at your beckoning call for complete light out or just filtered light. Another rolling door reveals a luxury treat as you enter the primary bath. Eight-foot glass surround with wall/rain shower heads is just the prescription as is the grand soaking tub. Separate vanities offer luxury private space. A custom walk-in closet offers floor to ceiling shelving for all of your special accoutrements. At the end of the closet is the conveniently placed washer/dryer/laundry room with an ample utility sink. Upstairs there is an open loft/flex space. This area can serve as a play place or exercise area. Two additional bedrooms, each en-suite keeps everyone happy...The backyard private tropical oasis features a 14x32 heated/saltwater pool. A covered lanai as well as the outdoor kitchen makes grilling a snap. Motorized screens on the lanai extend the fun into the evening as there is also a cable hook up for television and entertaining. A whole house generator is included for any power outages. A sought after 3 - Car garage is perfect for the car enthusiast. The home is zoned for the newly constructed Audubon Park K-8, and the Winter Park School district. This coastal inspired home is available for a private showing. Schedule a visit soon.

2125 Sycamore Drive, Winter Park

$1,250,000

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

Stunning residence in Winter Park! Experience luxury and convenience in this highly sought-after location, so close to everything, you can walk to Winter Park Village (.5 miles), Hannibal Square (.3 miles) and Park Avenue (.6 miles), and less than a block to the beautiful Lake Island Park. You will be the envy of all who visit. This home features a gourmet kitchen with waterfall island undermount farm sink and top-of-the-line GE Cafe' appliances. The generous open floor plan, soaring ceilings, and custom wood-tread stairway with iron spindles create a grand experience as you enter the home. Your master suite is set on the main level, offering seclusion from the upstairs bedrooms. The open living area seamlessly connects to your outdoor living space, making it perfect for entertaining. You'll love the custom bar area, complete with a wine refrigerator. As you arrive, you'll be greeted by the grand elegance of the architecture, beautiful landscaping, and a 1 1/2 car garage. Don't miss your chance to own this premier home in Winter Park!

858 Douglas Avenue, Winter Park

$675,000

2 Beds ⋅ 2 Baths ⋅ Sylvan Lake Shores SubDv. ⋅ 32789 Zip Code

Opportunity abounds in this cozy two bedroom, two bathroom home with a bonus upstairs loft and attached one car garage. Beautiful wood floors throughout the main living areas, stainless steel appliances in the kitchen and character spiral staircase leading to the loft with expansive walk-in closet. Dining area features built-in glass front cabinets and shelving, plus a large bay window providing stunning view of gorgeous landscape. Tons of natural light flows through every room. Close proximity to many restaurants and area hospital. Come see how the curb appeal lures you into the home that you'll want to make your own!

225 Sylvan Boulevard, Winter Park

$1,200,000

3 Beds ⋅ 3 Baths ⋅ Osceola Shores Sec 03 SubDv. ⋅ 32789 Zip Code

Welcome to an incredible opportunity nestled in the heart of Winter Park! One of Winter Park 32789 most desirable neighborhoods - Osceola Shores. Directly across from Lake Osceola and .35 acres. This property presents a prime lot with endless possibilities for renovation or redevelopment. Situated on a spacious 100 x 154 lot, this home offers a coveted split floor plan and an open layout With a bit of creativity and investment, this property could be transformed into your dream home or an exceptional investment opportunity. Detailed remodel building plans may convey with the purchase. The generously sized living room and dining area offer sweeping views of the expansive front and backyard, providing inspiration for indoor-outdoor living and entertaining. The kitchen, updated with newer cabinets and granite countertops in 2015, serves as a focal point with its view of the back porch and pool area. Additional highlights include gas fireplace, original parquet wood floors, utility room, and plenty of closet space. The huge primary suite, with its private access to the pool and ensuite bathroom, offers a large space ripe for customization. Two additional bedrooms share a full bath with vintage tile and bathtub/shower, providing ample space for guests or family members. Beyond the home's potential, the location is unbeatable, with proximity to Park Avenue, Rollins College, The Alfond Inn, Winter Park SunRail station, shopping boutiques, grocery stores, and restaurants. Whether you're looking to remodel and create your ideal home or explore the possibilities of redevelopment, this property offers a rare chance to own a piece of Winter Park's sought-after real estate. Don't miss out on this opportunity – schedule your showing today and bring your vision to life!<div style="padding:56.25% 0 0 0;position:relative;"><iframe src="https://my.matterport.com/show/?m=EX8qqDvQMeq&mls=1" frameborder="0" allow="autoplay; fullscreen" allowfullscreen style="position:absolute;top:0;left:0;width:100%;height:100%;"></iframe></div>

444 Lakewood Drive, Winter Park

$950,000

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

Prepare to be impressed by this meticulously upgraded Winter Park home, where every detail has been carefully considered to offer the ultimate in comfort and convenience. Beautiful oversized and totally remodeled spit bedroom plan - 3 bed / 3 bath, single-story, brick construction with massive pool, wood-burning fireplace, and entertaining screened porch and patio. All on a private .32 acre lot. Step through the newly installed exterior door handles and locks into a home transformed by a comprehensive renovation. From the garage to the outside pool area, all new electrical wiring ensures safety and reliability. Transformation in 2021 includes - all new ELECTRICAL WIRING, PANELS, tankless gas water heater, chimney flume. Roof replaced in 2017. Added propane gas hookup opens up a world of possibilities, whether it's cooking on the gas oven or envisioning outdoor gatherings around a pizza oven or grill. In 2021- new flooring, interior doors, handles, and custom trim throughout. The laundry room has been thoughtfully expanded - new dryer venting. Brand new AC system, updated ducting, and added insulation for optimal climate control and energy efficiency. Recessed lighting illuminates the main areas. The open kitchen has undergone a stunning remodel, featuring NEWER APPLIANCES with a brand new LG gas range July 2024 and custom shelving. Eat-in island, quartz countertops, coffee bar, and designer tile backsplash. Two family rooms plus dining room that can also be used as an office! Bathrooms have been tastefully updated with new toilets and plumbing fixtures. Spacious primary suite overlooks pool area and has lots of closet space. Integrated wifi system including wifi boosters and hard-wired throughout the house for remote workability. Outside, the enhancements continue with new sod and mulch, an electronic wifi-controlled irrigation system, and a dedicated irrigation well for sustainable landscaping. The pool area has been expanded for entertaining. Pool light replaced and Spanish tile on screened-in porch. Perfect for large groups staying out of the sun and tons of dining and conversation area. Outdoor kitchen is ready to go once hooked up to gas. Porch is wonderful for pets too! Additionally, this home boasts a water softener, ensuring the highest quality water for your family. The outdoor patio off the master bedroom is prepped with 3 ft. slab to support future expansion, adding even more value and potential to this already remarkable property. Nestled within a friendly neighborhood on cul-de-sac and positioned atop a hill with excellent schools and a voluntary HOA offering community events, this home offers not just a place to live, but a lifestyle to embrace. Most coveted schools - Dommerich Elementary, Maitland Middle, and Winter Park High School Don't miss the opportunity to make this your forever home – schedule a viewing today!<div style="padding:56.25% 0 0 0;position:relative;"><iframe src=https://my.matterport.com/show/?m=FKP12jRiFES&mls=1 frameborder="0" allow="autoplay; fullscreen" allowfullscreen style="position:absolute;top:0;left:0;width:100%;height:100%;"></iframe></div>

2421 Mandan Trail, Winter Park

$2,550,000

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

Exceptional Custom-Built Home in the Heart of Winter Park Located on a peaceful brick street with park views, this unique 4-bedroom, 4-bathroom pool home is perfectly situated between Corrine Drive and Park Avenue. As you arrive, the meticulously manicured landscape, inviting front porch, and charming weeping mortar greet you with warmth. Upon entering the grand foyer, your guests will be captivated by the impressive design. The open floor plan boasts soaring ceilings and hardwood floors, with all bedrooms conveniently located on the main floor. The dramatic kitchen, which opens to the family room, features a stunning tongue and groove ceiling. It includes custom-built cabinetry, an exquisite ceiling-high backsplash, marble countertops, a 5-burner gas cooktop, Thermador appliances, and a cozy breakfast nook with a built-in bench and large window overlooking the pool. The primary bedroom offers a private vestibule, a beautiful tray ceiling with a designer chandelier, fixed windows for added light, and French doors with views of the serene backyard and pool. The elegant primary bathroom includes dual sinks, a soaking tub, a spacious shower, and a custom-built closet. The spacious laundry room is equipped with custom cabinetry and a built-in desk. Upstairs, you will find an exercise room, a generous second family or bonus room with a tongue and groove ceiling, a music room or office, a playroom/storage room, and a full bath. The serene private backyard, surrounded by a concrete wall adorned with gorgeous roses and lush landscaping, is perfect for family gatherings. The generous saltwater pool and spa offer a refreshing retreat during hot summers. Enjoy morning coffee or evening wine on the covered back porch, equipped with remote screens to keep bugs at bay. Additional features of this stunning home include remote shades throughout, all LED and designer lighting, incredible millwork, surround sound, 3-way split plan and a central vacuum system. Excellent K-8 Audubon Park School and Winter Park High School.

350 E Reading Way, Winter Park

$2,700,000

6 Beds ⋅ 5 Baths ⋅ Winter Park Heights SubDv. ⋅ 32789 Zip Code

Welcome to an EXCEPTIONAL property in the heart of Winter Park. Situated in a quiet neighborhood on a gorgeous tree-lined brick street, this custom-built home offers elegant features and craftsmanship throughout, boasting 6 bedrooms and 4.5 baths within its expansive 4000 square feet of thoughtfully laid-out living space. Upon stepping inside, one immediately notices the meticulous attention to detail, from the stunning wood floors to the custom millwork. The chef-inspired kitchen is a focal point, equipped with an abundance of custom solid-wood cabinets, gleaming quartz counter tops, a large island, a walk-in pantry, and top-of-the-line Thermador SS appliances, including separate Refrigerator and Freezer units, a 2 zone Wine Refrigerator, a 6-burner natural gas stove complete with a griddle, a pot filler, a steam/convection oven, and even a warming drawer — ensuring that entertaining and meal prep are effortless. Overlooking this exceptional kitchen is the spacious great room, all with a commanding view of the impressive private backyard. This outdoor oasis includes a spacious lanai with retractable screens, access to the pool bathroom and primary bedroom, a complete Summer Kitchen, a dazzling Salt-water pool with a sun shelf, solar heating, and even an outdoor shower — the perfect place to relax and unwind with Family and Friends. Tucked away on the first floor is the elegant primary suite, featuring a spa-inspired bath with double sinks, custom cabinetry, and exquisite tile work, along with a large walk-in shower with 3 shower heads, a luxurious soaking tub, and a water closet. This elegant owner’s retreat also enjoys a lighted tray ceiling, a quiet sitting area, and an expansive custom walk-in closet. Rounding out the first floor is a comfortable guest suite with a Murphy bed, a walk-in closet, and a private bath with an accessible shower, as well as a laundry room with storage cabinets, a large closet, and a utility sink. Upstairs, you'll find four well-appointed bedrooms with custom closets, two full baths, and a large bonus room that could serve as a great office, home gym, or playroom. Additional amenities include a large 2-car garage with an electric car charger, plus a separate 1-car garage, plenty of storage space, custom automated/motorized solar and blackout blinds with remotes & wifi, solid-core doors, wide base moldings, transferable Termite Bond, and two tankless water heaters. This remarkable home is flooded with natural light and ambiance, exuding a warm and cozy atmosphere. Zoned for some of the best public schools in the area, including Winter Park High School, and conveniently located near the WP YMCA Family Center, Phelps Park/Playground, WP Racquet Club, Interlachen Country Club, and just a short bike ride to Park Ave with its fine restaurants and shopping. Don't miss your chance to own this exquisite WINTER PARK PROPERTY and experience Florida living at its finest!

1620 Palm Avenue, Winter Park

$1,900,000

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

New Wooten Built home in Winter Park

270 E Lake Sue Avenue, Winter Park

$3,450,000

5 Beds ⋅ 7 Baths ⋅ Windsong Lakeside Sec 02 43/71 SubDv. ⋅ 32789 Zip Code

Welcome to your dream home in the prestigious Windsong community of Winter Park. Situated on a premium oversized lot on a scenic pond with Winter Park chain of lakes access directly across the street. This stunning two-story luxury modern Mediterranean estate, REIMAGINED BY Z PROPERTIES in 2018, embodies the perfect blend of elegance and comfort. Step inside to be greeted by an abundance of natural light and soaring high ceilings that create an open and airy ambiance. The heart of the home is the gourmet chef's kitchen, equipped with top-of-the-line appliances including a Sub-Zero refrigerator, Wolf 6-burner gas range with grill, double Wolf ovens, two Miele dishwashers, and a built-in Miele cappuccino machine. The grand island provides ample space for culinary creations and casual dining, while a hidden walk-in pantry offers discreet and ample storage.The expansive open floor plan features a breathtaking living room with 24-foot ceilings, offering a dramatic space for entertaining or relaxing with family. Each of the five bedrooms is a private sanctuary with its own full bathroom, ensuring comfort and privacy for everyone. The home also includes an additional full and an half bathroom for convenience. The luxurious primary bedroom suite overlooks the pool and tranquil water, providing a serene retreat. The stunning bathroom boasts two separate vanities, a large walk-in rain shower, and a two-level walk-in closet and dressing room area, offering ample space for all your wardrobe needs. This luxury estate is equipped with Control 4 automation on the lower level, allowing you to easily manage lighting, security, entertainment, and climate with the touch of a button. Additionally, a 10KW capacity whole house generator ensures uninterrupted power supply, and a well irrigation system maintains the lush landscaping effortlessly. Step outside to your private oasis featuring a new pool (2018) with private cabana, perfect for relaxing and entertaining in the Florida sunshine. The home also boasts a circular drive providing ample parking, a 3-car side entry garage, a private theatre room for the ultimate movie experience, and a home gym for your fitness needs. Upstairs, a large game room overlooks the serene pond, providing an ideal space for recreation and relaxation. Located on a tranquil pond, this estate is surrounded by serene water views and lush landscaping and across from a preserve. Just across the street, the Windsong Residents Club offers exclusive amenities, making this location unparalleled. Experience the epitome of luxury living in this meticulously designed estate. Schedule your private tour today and discover the beauty and sophistication that awaits you in Windsong.

318 Genius Drive, Winter Park

$1,775,000

5 Beds ⋅ 5 Baths ⋅ Lake Forest Park SubDv. ⋅ 32789 Zip Code

Luxurious custom pool home in highly desired Winter Park neighborhood! The luxurious 5-bedroom, 4.5-bathroom residence with 3,880 square feet of impeccable living space. Updated appliances, Natural wood, along with a solar roof are just a few of the upgrades this home has to offer. This home features an open-plan concept, perfect for both entertaining and everyday living. This residence is a prime location, with top-rated schools and minutes away from East End Market, Baldwin Park, and all the restaurants and shops on Corrine dr with the added benefit of no HOA fees. Perfect home to raise a family walking distance to Kellys ice cream shop, Salty Donuts, and Audubon Park k9.

2816 Norris Avenue, Winter Park

$700,000

4 Beds ⋅ 2 Baths ⋅ Temple Terrace SubDv. ⋅ 32789 Zip Code

CAPTIVATINGLY BEAUTIFUL and PRIVATE! Nestled in a QUIET neighborhood with no rear neighbors, this home offers the ultimate garden backyard experience with an 8-foot privacy fence and lush hedges. Inside, discover EXQUISITE GRANITE countertops, 9 ft ceilings, and luxurious solid BAMBOO WOOD and STONE FLOORING throughout. The kitchen is a chef’s delight, boasting solid WOOD CABINETRY with upgraded paint, tile, and hardware, complemented by stainless steel appliances, including a WINE FRIDGE and a washer/dryer less than two years old. Enjoy peace of mind with a BRAND-NEW HVAC system installed in May 2024, complete with a 10-year transferable warranty, and a new hot-water heater from 2023. The RENOVATED PRIMARY BATH features a stunning MARBLE VANITY and PORCELAIN TILE, while the custom built-in MUDROOM/LAUNDRY area and upgraded lighting and plumbing fixtures both inside and out add to the home's allure. Situated in the heart of a TOP-RATED SCHOOL DISTRICT and just minutes from the beautiful Azalea Garden, vibrant Park Avenue, the distinguished Interlachen Country Club, a variety of local shops and restaurants, Minnehaha Park and Howell Branch Preserve, this residence combines LUXURY, PRIVACY and CONVENIENCE in one captivating package.

1816 Magnolia Avenue, 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

$475,000

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

Welcome to this charming 3-bedroom, 1.5-bathroom home that offers a cozy 1,000 sq ft of living space, perfect for anyone seeking a comfortable and convenient lifestyle. Nestled in the heart of Winter Park, this property boasts a prime location with easy access to local amenities, top-rated schools, and beautiful parks. New roof, A/C, and tankless water heater. Step inside to find a bright and welcoming living area, ideal for relaxation and entertainment. The efficient kitchen features ample cabinetry and counter space, making meal preparation a breeze. The three bedrooms are well-proportioned, offering plenty of room for family, guests, or a home office. The full bathroom is thoughtfully designed, while the additional half-bath adds extra convenience. Outside, the property includes a spacious yard, perfect for outdoor activities and gardening. Enjoy the best of Florida living in this delightful home, located in a friendly and vibrant community. Don't miss the opportunity to make 705 Douglas Ave. your new address in Winter Park!

705 Douglas Avenue, Winter Park

$1,050,000

3 Beds ⋅ 3 Baths ⋅ Douglas Grand - Winter Park Residential SubDv. ⋅ 32789 Zip Code

Welcome to luxury living at its finest in this gorgeous END UNIT residence in the Douglas Grand in the heart of downtown Winter Park. This single level three bedroom, three bathroom residence features a gourmet kitchen which opens to the living and dining area, perfect for entertaining and everyday living. The chefs kitchen includes a Sub-Zero refrigerator, Wolf cooktop, Bosch dishwasher, custom granite counters, island with bar seating, and a large walk-in pantry. The spacious primary bedroom with sitting area includes two custom walk-in closets, an en suite bathroom with separate vanities, walk-in shower, and soaking tub. The second primary suite also features a walk-in closet and en suite bathroom with a walk-in shower and tub. The third bedroom/flex room includes a walk-in closet and full bathroom down the hall. Finishes and custom details include beautiful travertine flooring throughout, high volume ceilings, new lighting, crown molding, sound system, newer hot water heater, and Nest thermostat. This residence offers 3 DEEDED PARKING SPACES conveniently located in the gated parking garage along with a DEEDED STORAGE room. From the Douglas Grand, you can easily stroll to renowned Park Avenue and its abundance of restaurants, coffee and wine bars, and boutique shops. Enjoy all downtown Winter Park has to offer including the Winter Park Farmers market, Winter Park Village, art festivals, Rollins College, and an array of entertainment options to include Mead Gardens, WP Tennis Center, WP Golf Course, and more.

100 S Virginia Avenue Unit 314, Winter Park

$365,000

2 Beds ⋅ 1 Baths ⋅ Golfview Replat SubDv. ⋅ 32789 Zip Code

Ready for renovation to make it your own this bungalow is across the street from Dubsdread Golf Course. Midiron Drive is transitioning to million dollar homes so with a 150 FT X 60 FT Lot this is a good opportunity. The roof was installed in 2022 and the water heater is approx 7 years old. The floor plan includes 2 bedrooms/1 bath and a bonus room. Location, Location, Location! You’ll love the convenience of living in the hub of activity, with close proximity to winter Park Village, Advent Health, UCF Downtown Campur, Dr. Phillips Center for the Performing Arts and lots of shopping and dining options. Exciting developments on the horizon can be had with a short walk or bike to the future Packing District, which will feature a State-of-the-Art YMCA, walking/biking Paths and Trails, food halls and More. Whether you’re an avid golfer, a busy professional, or someone who loves being close to vibrant city life, this home offers the perfect location to enjoy it all.

3601 Midiron Drive, Winter Park

$1,774,375

5 Beds ⋅ 5 Baths ⋅ Kenilworth Shores Sec 01 SubDv. ⋅ 32789 Zip Code

IMPROVED PRICE — Built in 2015, this stunning 3,762 SF Winter Park pool home boasts 5 bedrooms & 4 1/2 bathrooms, including two main-level bedroom suites & an office for the ultimate convenience & flexibility. Professional landscaping, including mature trees & a paver drive & walkway lead to a gracious front porch, creating an inviting first impression. Upon entering, guests are welcomed by a soft entryway & an office or den to the left, ideal for remote work or a cozy reading nook. The home features wide plank, hand-scraped wood floors, high ceilings, & extensive millwork, immediately showcasing its quality & comfortably elegant design. The open-concept kitchen, dining, & living areas are perfect for daily living & entertaining. The kitchen is a chef’s dream, offering more than ample countertop space, cabinetry for storage, a walk-in pantry with custom built-in organization, along with top-of-the-line stainless-steel GE Monogram appliances, including a built-in oven, microwave/oven, gas range with vent hood, dishwasher, beverage fridge, & ice maker. The kitchen countertops are a mix of granite & quartz, providing both beauty & functionality. One kitchen island features a prep sink, the beverage fridge, ice maker, & bar stool seating for casual meals. On the opposite kitchen wall, a deep farm sink is positioned under three tall, countertop-to-ceiling windows that flood the space with natural light. The dining & family rooms seamlessly connect & have three sets of glass doors that open to the covered outdoor entertaining area. This space includes large format electronic rolling screens, an outdoor kitchen with a built-in grill, vent hood, sink, & an under-counter refrigerator. The expansive paver-covered deck offers plenty of room for dining & relaxing under cover & out. The deck extends to the heated saltwater pool & spa, with additional uncovered deck space for lounge chairs. A powder room conveniently located off the main living area & adjacent to an exterior door serves guests & pool users alike. The primary suite, located on the main level, is a peaceful retreat with large windows offering views of the backyard oasis. Its luxurious bathroom includes two separate vanities, a stand-alone tub, a walk-in shower, a private water closet, & a spacious walk-in closet with custom organization. Completing the main level is an alternate bedroom with an en-suite bathroom, as well as built-in custom cabinetry for drop zone storage & a well designed main floor laundry room to the two-car oversized & attached garage or informal entrance to the home. Upstairs, you’ll find a large bonus room, the third & fourth bedrooms connected by a Jack-and-Jill bathroom, a fifth bedroom, & fourth full bathroom. The thoughtful design of this home extends to less noticeable areas including the professional landscaping supported by an irrigation system with a rain sensor, a second hook up for washer & dryer located upstairs if a laundry room on both levels is preferred, two propane tanks for gas-fueled appliances, a full-house generator, double-pane low-e windows, two HVAC systems (one new in 2022), blown fiberglass insulation, & abundant storage. Conveniently located near local grocery stores, ball fields, parks, the Cady Way Trail, Interlachen Country Club, Baldwin Park, Park Avenue, & well-rated public & private schools, this home offers a thoughtful, well functioning design & easy living lifestyle sure to delight its new owners.

431 Worthington Drive, Winter Park

$355,000

2 Beds ⋅ 1 Baths ⋅ Winter Park SubDv. ⋅ 32789 Zip Code

Welcome to 663 Comstock, an exciting opportunity for those with a vision for transformation and customization. This property presents the option for either a complete rehabilitation of the existing structure or the chance to start anew and build the custom home of your dreams. Situated just moments away from the vibrant Park Avenue, you’ll find an array of upscale shops, fine dining, and cultural attractions. Stroll along the picturesque streets and enjoy the best of Winter Park’s boutiques, cafes, and the famous Winter Park Farmers' Market. Proximity to Central Park means you can immerse yourself in the lush, scenic beauty that Winter Park is known for. Close to schools, making it an excellent choice for families. Convenient access to major highways and public transportation, ensuring an easy commute to downtown Orlando and surrounding areas. This home is not just a place to live but a lifestyle. Experience the charm and convenience of Winter Park living at its finest. Don’t miss this opportunity to own a piece of this exclusive community.. .

663 W Comstock Avenue, Winter Park

$3,250,000

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

Traditional Winter Park LAKEFRONT estate on the shores of Lake Virginia with stunning unobstructed views that overlook the Genius Drive nature preserve. This beautiful four bedroom, four bath, three level home is a rare find on the Winter Park Chain of Lakes. The main level, with hardwood floors throughout, offers speculator views of the lake from the moment you walk in the front door. Spacious separate dining and living rooms, family room, with french doors that open to the oversized balcony where you will have gorgeous panoramic views of Rollins College and the Winter Park skyline, two fireplaces, one wood-burning and one gas, a large office overlooking the lake, a guest bath, and a large kitchen with tray ceilings, a butcher block island, two pantries and a large dining area with french doors that open to the balcony. There is a green house with a watering system that is accessible from the kitchen and the balcony. The master suite on the second level offers spectacular views of the lake and two large custom walk-in closets. Three additional bedrooms and a guest bathroom complete the second level. There is a full stand up attic with a stairway in one of the bedrooms. The lower level offers a 33 x 18 game room with a wet bar and opens to the 20 x 40 newly refinished pool, a separate pool bath, laundry room, workshop and entry into the three car garage. The beautiful lushly landscaped backyard leads the way to a private boathouse and custom dock with over 100’ of lake frontage. This is an incredible opportunity to live in the existing home, remodel or build your own on the Winter Park Chain of Lakes.

681 Virginia Drive, Winter Park

$3,924,421

5 Beds ⋅ 6 Baths ⋅ Kenilworth Shores Sec 02 SubDv. ⋅ 32789 Zip Code

Under Construction. Another Stunning Home built and designed by Urban Perch-A Boutique Home Builder

419 Balmoral Road, Winter Park

$1,695,000

6 Beds ⋅ 5 Baths ⋅ Temple Estates SubDv. ⋅ 32789 Zip Code

Curb appeal is the first thing you will notice when you pull up to this traditional Charleston style home with a floor plan that will suite the needs for today’s lifestyle. Upon entering the home right past the foyer, you will be greeted with a traditional dining room large enough to sit up to 12 guests, across the hall you will find a study with a full bath and closet. Moving past the dining area you will be taken aback by the family area featuring 18 ft tall ceilings, floor to ceiling window, and a wood burning/gas fireplace!!!! The 2020 renovated kitchen is fully equipped with “5 Star” commercial gas range, 48" stainless refrigerator, second oven and microwave making cooking and serving a delight!! Moving past the kitchen is the laundry room and the spacious downstairs Master suite, 2 closets and a spa like bath with both a jetted tub and a walk-in shower. Upstairs you will find 3 Bedrooms, one with a private bath and the other two share a jack-n-jill. Out back has a side entry garage with an easy back out extension, over the Garage is a Bonus room with a large closet and full bathroom with approx. 400 sq. ft. of living space that works great for a detached office, exercise room, guest room or media room! The backyard comes stocked with a sparking saltwater pool, mature landscape and additional outdoor entertaining space for dining and relaxing. Excellent Winter Park Schools, one block to Winter Park YMCA & Phelps Park and minutes from Maitland, Baldwin Park, Rollins College and Park Ave!! Schedule your private showing today!!!

1611 Mayfield Avenue, 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

$554,000

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

Charming, clean and centrally located on a quiet tree-lined street, this 3 bedroom/ 2 bath, 1,497 sq ft one-story ranch home has not been on the market in 35 years! Step inside to find a sweet home that has been well maintained. Located off the foyer is the living room /dining room combo framed with natural wood trim. The kitchen has white appliances, breakfast bar, bay window for plants, and plenty of cabinet storage. Off the kitchen is a large informal dining area, which could also be used as a family room, with a small built-in desk. All the bedrooms are off the main hallway and are spacious. Inside utility room has a washer & dryer. One-car garage provides additional storage. The Florida room has a tile floor and screened windows – a delightful spot for pets or plants. Outside, there is a covered front brick patio overlooking the tropical front yard filled with beautiful flowering shrubs and trees. The fully fenced back yard is also a green oasis with minimal yard maintenance. A great opportunity to renovate or build new. Ideal property for an investor, first-time buyer, or a downsizing buyer. Walk to Winter Park Hospital or bike to Rollins College, Baldwin Park, and downtown Winter Park. Zoned for top Winter Park schools. Welcome home!

1775 Hollywood Avenue, Winter Park

$235,000

2 Beds ⋅ 2 Baths ⋅ Chateaux Du Lac SubDv. ⋅ 32789 Zip Code

This is the one you've been waiting for! In lakefront Chateaux du Lac on beautiful Lake Killarney in Winter Park, this spacious, ground floor, 2-bedroom unit has brand new floors and fresh paint throughout, including all the doors, plus newer bathroom fixtures. Small patio faces quiet courtyard. Shared storage closet in the back entrance hall. This is one of the few units in the community with a view of Lake Killarney. HVAC - 2020, with transferrable warranty. Low condo fee at just $353. One assigned parking space, and convenient guest parking. Amenities include community boat ramp, lakefront deck to view the gorgeous sunsets, heated community pool and updated lakefront clubhouse. Walk to Winter Park Village for grocery stores, movie theater, restaurants snd many shopping options, plus Trader Joes, and more. The tucked-away-but-central location is close to Park Avenue and the Saturday farmer's market with easy access to I-4, and downtown Orlando. This unit is ready for you to make it your own!

1500 Gay Road Unit 25-A, Winter Park

$900,000

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

Welcome to this WINTER PARK CHARMER, your golden opportunity to reside in one of the most coveted neighborhoods, known as the VIA's. From the moment you step through the front door, the elegance and style of this FULLY RENOVATED home will capture your heart. Featuring 3 generous-sized bedrooms, 2 bathrooms, 2-car garage and 1,889 sq. ft. of luxurious living space. This home offers a functional layout with spacious living areas, and a dining area that connects the Family and Living Rooms. The true WOW factor lies just around the corner in the BRAND NEW, CUSTOM KITCHEN. Equipped with Bosch Appliances that blend seamlessly into the finishes, this kitchen features solid wood cabinetry with upgraded hardware, pullouts, and soft-close drawers,and a an additional beverage refrigerator. The home's high-end style is further accentuated by the restored hardwood floors, plantation shutters, elegant fixtures, and stylish lighting throughout, all of which are also featured in the FULLY REMODELED BATHROOMS. The updates extend to a NEW CUSTOM LAUNDRY ROOM, complete with cabinetry, a washer, dryer, and sink, providing convenience and functionality. Step outside to your backyard oasis, adorned with lush landscaping and an open patio area perfect for a firepit and entertainment gatherings.This gem is ideally located close to Lake Knowles, the Winter Park Racquetball Club, and just minutes from downtown Winter Park. It is zoned for A-rated Dommerich Elementary, Maitland Middle, and Winter Park High. NO HOA! Additional updates include: New exteror Stucco and paint, interior paint, updated plumbing and electrical systems, newer windows, and roof from 2018. Don’t miss out on this incredible opportunity. Reach out today for your personal showing and experience the charm and elegance of this Winter Park home!

2071 Temple Dr, 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

$380,000

2 Beds ⋅ 1 Baths ⋅ Lawndale SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Step into this well-maintained home, offering comfort and tranquility for relaxed living. The kitchen welcomes you with its stylish accent backsplash and stainless steel appliances. Throughout the home, a calming neutral color scheme promotes harmony. Outside, a deck awaits for weekend relaxation or barbeques, while the fenced backyard ensures privacy and security. Plus, there's a storage shed for your belongings. This property blends indoor elegance with outdoor charm. Don't miss out on the lifestyle this beautiful home offers!

1705 Miller Avenue, Winter Park

$925,000

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

Step back in time while indulging in contemporary comforts with this exquisite historic property boasting 3 bedrooms, 3 full baths, and 1 half bath. Take a dip in the luxurious inground swimming pool featuring a lavish Jacuzzi hot tub and a beautiful travertine deck surround. Elegant hardwood floors flow throughout the main areas of this home and stylish wood work is abundant throughout. Channel your inner chef in the fully remodeled gourmet kitchen equipped with gorgeous granite countertops, large eat-in island, stainless steel appliances, gas cook top, and ample storage space. Whether preparing a casual meal or hosting a dinner party, this kitchen is sure to inspire culinary creativity. Situated just minutes from downtown Winter Park and Orlando, this property offers unparalleled access to cultural landmarks, upscale dining establishments, boutique shops, and vibrant entertainment venues. Immerse yourself in the rich tapestry of history and culture while enjoying the convenience of modern urban living. Roof, HVAC, electrical, and plumbing were all replaced in 2016 during a renovation/addition. An inground swimming pool equipped with a Pentair automation package, led lighting, deck & spa jets, added in 2020. A 600 sq-ft guest-house/pool cabana was also added in 2021. Too many other upgrades to list. The Orwin Manor development dates back to the mid-1800’ and is located at the intersection of Orlando and Winter Park, hence the name "Orwin". Along with the residents, the convenient location, variety of architecture with many historic homes, mature street tree landscape and caring neighbors are what makes Orwin Manor such a great place to live. Come see this classic Orwin Manor upgraded historic home. To learn more about the history of Orwin Manor, visit https://orwinmanor.org/history/#_

1355 Pelham Road, Winter Park

$445,000

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

**Spacious and Rare Find: Below Market Price in a Sought-After Community** This expansive condo, the largest model in the development, is freshly painted and features a newer roof installed in 2022, along with brand-new window blinds. It’s the perfect canvas, waiting for your personal touch with flooring choices for the stairs and master bedroom. Offered AS-IS due to the need for flooring, this property is priced to sell well below the current community square footage price. Inside, every bedroom boasts its own bathroom, with two luxurious master suites offering ultimate comfort and privacy. The master bath upstairs also benefits from new skylights installed during the roof replacement, filling the space with natural light. Tile flooring flows throughout the rest of the home, enhancing the open, airy feel. Step outside to your private backyard, a fantastic space for entertaining or simply enjoying the serene surroundings. This condo is not only spacious but also beautifully designed, offering a rare opportunity in a quiet, quaint community with a beautiful pool and friendly neighbors. Located just minutes from Winter Park’s premier shopping, dining, and lakes, and with low HOA dues, this is a must-see property. Act fast—properties like this, especially at this price, don’t last long!

1216 Park Green Place, Winter Park

$1,077,500

4 Beds ⋅ 3 Baths ⋅ Green Oaks Rep 03 SubDv. ⋅ 32789 Zip Code

Welcome to your charming single-story ranch-style home nestled in a tranquil neighborhood. As you step through the front door, you're greeted by the spacious open floor plan seamlessly connecting the living room, dining area, and kitchen. Natural light floods the interior in the main living areas. Adjacent to the kitchen, the cozy family room invites you to unwind by the wood fireplace or gather with loved ones for movie nights. Sliding glass doors lead to the expansive backyard, featuring a sparkling pool perfect for hot summer days and a covered patio ideal for alfresco dining and entertaining. A principal suite and three additional bedrooms offer versatility for guests, home offices, or hobbies, while two more full bathrooms ensure convenience for everyone. Outside, the backyard with trees and a garden frames the pool area. With its desirable single-story layout, large outdoor space, and a corner lot, this ranch-style home offers a blend of comfort and functionality for today's lifestyle.

850 Juanita Rael, Winter Park

$265,000

2 Beds ⋅ 2 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

PRICE REDUCTION: MOTIVATED SELLER! Discover a fantastic opportunity at Winter Park Gardens, where this 2/2 unit offers unbeatable value. Similar units have sold for $100k more, making this an excellent investment for homeowners and investors alike. Situated on the third floor near the elevator and laundry, this unit boasts solid wood cabinets, a tankless water heater, and a 2022 Bosch air conditioner. Enjoy stunning views of the pool, lush landscaping, walking paths, pond, and the expansive 8.1-acre gardens. Located in a vibrant 55+ community that welcomes younger owners, this prime location is within walking distance of Rollins College, Orange Ave, Mead Gardens, and downtown Park Ave. Don’t miss out on the serene, sought-after lifestyle Winter Park Gardens offers—call today to make it yours!

700 Melrose Avenue Unit M33, Winter Park

$1,640,000

4 Beds ⋅ 4 Baths ⋅ Vilasa Townhomes SubDv. ⋅ 32789 Zip Code

**Now Offered at a New, Improved Price** Discover luxury living at its finest in this stunning residence, ideally situated in one of Winter Park's most sought-after, pedestrian-friendly neighborhoods. Just a short stroll from the vibrant Park Avenue, you’ll enjoy easy access to renowned upscale boutiques, fine dining, and cultural attractions. This exquisite home boasts 4 spacious bedrooms, each with an ensuite bathroom and walk-in closet, offering unparalleled comfort and privacy. The primary suite is a true retreat, featuring an OVERSIZED bedroom and an EXPANSIVE, custom walk-in closet. The gourmet kitchen is designed for the discerning chef, and it boasts quartz countertops, top-of-the-line Wolf and Subzero appliances, and a stylish, functional layout. Entertain guests in style with a dedicated bar area complete with a wine refrigerator. Enjoy privacy and tranquility in the fenced yard, perfect for outdoor entertaining or serene relaxation. Navigate the home with ease using the built-in elevator, adding a touch of luxury and convenience. The residence includes advanced home automation systems, such as stair lighting, thermostat control, and a state-of-the-art security alarm, offering comfort and peace of mind. Keep your home effortlessly clean with the whole-home central vacuuming system. A 2-car garage with ample storage space ensures your vehicles and belongings are securely housed. With close proximity to other popular areas like Winter Park Village and Hannibal Square, you are never far from amazing shopping, dining, and entertainment options. Designed by the acclaimed Ted Maines, this elevated home provides the perfect blend of sophistication, modern amenities, and prime location, making it a rare gem in the heart of Winter Park. Don’t miss this opportunity to own a residence that epitomizes refined living, convenience, and timeless design. Schedule a private viewing today and experience the epitome of luxury living near Park Ave.

508 W Swoope Avenue, Winter Park

$2,250,000

5 Beds ⋅ 5 Baths ⋅ Jenkins Second Add SubDv. ⋅ 32789 Zip Code

Welcome to a one-story custom-built contemporary home in Winter Park, completed in 2019 with new landscaping recently added. This stunning property offers 5 bedrooms, 4 full bathrooms, and one powder room in a split-floor plan with luxury finishes throughout. Upon entry, a grand foyer with soaring ceilings and exquisite lighting sets the tone for sophistication in the entire home. The formal dining room, adorned with designer fixtures and custom flooring, provides an elegant space for gatherings. A pass-through bar, featuring beautiful display shelves, connects the dining room to the great room, adding both convenience and style. The kitchen features top-of-the-line appliances, including a gas cooktop, ample cabinets, quartz countertops, an island, and a hidden walk-in pantry. The great room, with its stunning architecture and abundant natural light, features a gas fireplace and opens up to a tranquil outdoor space overlooking a heated pool and spa. This serene oasis is accessible through 10-foot sliding doors that seamlessly create a smooth transition for indoor and outdoor entertaining. The spacious primary suite, with a view of the pool area, creates a peaceful retreat. It includes a generous walk-in closet upon entry, a dedicated coffee bar nook, and a double-sided gas fireplace linking the bedroom with the luxurious bathroom that serves as a tranquil sanctuary, boasting double sinks, a lavish walk-in shower equipped with body jets, and a distinct vanity section. Each of the three additional bedrooms offers private en-suite bathrooms. The guest suite has direct access to the pool area for convenience. The fifth bedroom is a versatile space that can serve as a bedroom, office, or nursery, conveniently located near the master suite. Highly acclaimed Winter Park schools, proximity to local hospitals, Interlachen Country Club, Winter Park Racquet Club, walking distance to YMCA, Phelps Park, and minutes from shopping and dining on Park Ave make the location of this home very desirable! With numerous exceptional features, this home invites you to experience its luxurious beauty firsthand.

1770 Oakhurst 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

$1,625,000

Cloister Grove Sub SubDv. ⋅ 32789 Zip Code

Welcome to the sought after Winter Park “Vias”! Renovate or build your dream home on this incredible lot situated on a beautiful brick street within walking distance to the Winter Park Racquet Club and downtown Park Avenue with all its boutique shops, restaurants, charming train station and Central Park featuring art festivals, concerts, and movies. If building is your preference, the lot size is 13,128sq. ft, 80 x 165. The home itself would make a great renovation as it is a one-story, with a great open floor plan. The living room has cathedral ceilings and large windows for incredible natural light. The living room opens to the sunken family room featuring a beautiful brick wood-burning fireplace and tall ceilings. The spacious dining room is perfect for hosting dinner parties. The kitchen had a nice renovation several years ago and showcases a 6- burner gas cooktop, SS appliances, granite countertops, spacious island with breakfast bar and solid wood cabinets. The kitchen is spacious and open, with great views of the beautiful backyard and pool area. The original part of the home features 2 bedrooms, 2 bathrooms, plus office. An addition of a primary suite was made many years ago and features cathedral ceilings, a spacious bathroom with a soaking tub, separate shower, dual sinks, and a walk-in closet. The beautiful backyard is Florida living at its best with the generous pool and patio, a great place for entertaining family and friends. Do not miss the opportunity to live in one of Winter Park’s most sought after neighborhoods.

1181 Via Capri, Winter Park

$690,000

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

Winter Park Home

2918 Lolissa Lane, 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

$690,000

3 Beds ⋅ 2 Baths ⋅ Lake Virginia Shores SubDv. ⋅ 32789 Zip Code

The feedback is in! This home with its redesigned open floor plan seems much larger than the square footage listed! Come see this charming home on a centrally located street across from million dollar homes in beautiful Winter Park. 3 bedroom (one currently used as an office), 2 bath home with almost 1700 square feet of living space has been beautifully remodeled and updated. Drive up to the newly added circular driveway which is perfect to accommodate multiple vehicles and allow for easy entry and exit to the house. As you enter the home you will notice the NEW ENGINEERED HARDWOOD FLOORS throughout the home – no carpet. Gorgeous NEW LARGE CUSTOM KITCHEN featuring designer two tone cabinetry, quartz counter tops, stainless steel appliances, a large island/casual dining seating area and new lighting. The indoor laundry room/pantry area is a showstopper with custom cabinets for tons of storage. You will love the large, light and bright great room/living area and adjacent dining room which overlooks the fantastic LARGE BACKYARD WITH SCREENED IN PORCH. The lot is huge and can potentially be the space to add on to this home. Some other updates not to be missed: NEW 2024 ROOF, AC and WINDOWS. Its prime location is close to hospital's, the vibrant Park Avenue area and being in the Winter Park schools district make this home a great choice. Don't miss out on the opportunity to make this property your new home! Call today!

615 Glenridge Way, Winter Park

$703,800

3 Beds ⋅ 2 Baths ⋅ Shores Lake Killarney Sec 02 SubDv. ⋅ 32789 Zip Code

Experience the epitome of luxury living in this stunning 3-bedroom, 2-bathroom home nestled in the prestigious Shores of Lake Killarney neighborhood in Winter Park. Boasting a prime corner lot with manicured hedges and landscaping, this upgraded ranch-style home is move-in ready and offers a plethora of desirable features. Step inside to discover a spacious 2270 square feet of living space flooded with natural light. The kitchen is a chef's dream, complete with hickory wood cabinetry, quartz countertops, and stainless steel appliances. The primary suite is a true retreat, featuring a cozy wood-burning fireplace, a sitting area, and a massive walk-in closet. The primary bath is equally impressive, with a walk-in shower and a luxurious garden tub with jets. Entertain guests effortlessly in the screened-in pool area or on the patio overlooking the pool. For added privacy, the property is surrounded by a tall block wall. Additionally, enjoy deeded lake access to Lake Killarney, perfect for boating, skiing, paddleboarding, or docking at Winter Park's finest restaurants. Conveniently located just minutes from I-4, Park Ave, Rollins College, and Winter Park Village, this home offers easy access to first-class shopping, restaurants, and world-class museums. With no HOA restrictions, this is a rare opportunity to own a piece of paradise in one of Winter Park's most sought-after neighborhoods. Don't miss out on this exceptional property!

260 Rippling Lane, Winter Park

$5,770,000

4 Beds ⋅ 5 Baths ⋅ Winter Park SubDv. ⋅ 32789 Zip Code

HISTORIC LAKEFRONT ESTATE ON THE CHAIN OF LAKES – WALK TO PARK AVENUE! Absolutely stunning and timeless, this historically designated home sits on an oversized 0.74 acre lot and features a private boathouse with approximately 50’ of waterfrontage. Originally built in 1934 the 4 bedroom, 4.5 bath home embraces Spanish-revival style through its elegant use of sun-kissed terracotta floors, arched entries, ironwork details, dark wood accents, and imported chandeliers. Formal living spaces are complimented by hand-painted ceilings, custom moldings, marble fireplaces, and handcrafted built-ins. The gourmet kitchen features professional grade appliances, custom cabinetry, emerald green granite countertops, and a large island. Laid out extremely well, the interior floorplan offers a first-floor primary bedroom with walkouts to the terrace and an en suite bath with dressing room. Upstairs are three guest rooms, each with a private bath, and generously sized closets. Unlike many homes in the area, this residence offers a lower level, or finished basement, that showcases a several hundred bottle wine room and additional storage area. Inspired by its Spanish-Mediterranean roots the home relies on several outdoor courtyards, patios, terraces, and balconies to extend living space outdoors, creating the ideal setting for large gatherings with friends and family. With it’s resort-like setting, this home provides year-round opportunity to enjoy the Florida weather along with a private salt-water pool and expansive rolling green space down to the shores of Lake Osceola. Located in charming Winter Park, FL, this magnificent estate is just a short walk to award-winning dining and boutique shops as well as the Alfond Inn, Rollins College, and many other nearby historic sites and attractions.

500 N Interlachen Avenue, Winter Park

$1,725,000

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

Stunning SINGLE STORY, four-way split plan masterpiece. Inspired by California's award-winning "House of Windsor" (architect Windsor Smith) design and purchased by Gwyneth Paltrow. Home is located in one of Winter Park's most cherished neighborhoods. Completed in November 2014, this property stands out with five bedrooms plus an office, all nestled on a spacious 1/3 acre lot along a picturesque brick street. Upon entering, you're greeted by an inviting open floor plan adorned with striking marble foyer and white oak engineered flooring. The family room serves as the centerpiece, boasting a modern fireplace, while the adjacent dining area features a tray ceiling and grasscloth wallpaper. The kitchen is a culinary haven, showcasing Quartzite waterfall countertops, white cabinetry, complemented by high-end appliances including a Verona 36-inch Dual Fuel gas range, Bosch dishwasher, and a GE French Door refrigerator. Whether entertaining guests or preparing family meals, this kitchen is sure to impress. Retreat to the private large primary suite, where luxury abounds with Carrera marble counters, a marble-tiled shower, and a claw foot tub in the primary bathroom. Primary closet caters to the most extensive wardrobes. Ample storage and organizational features. The four additional bedrooms offer comfort and privacy, with one serving as a quiet guest suite, ideal for accommodating visitors. Step outside to discover a resort-like oasis, featuring a saltwater pool surrounded by travertine paving and a beautiful screened porch, providing the perfect setting for outdoor relaxation and entertaining. Recent improvements include two enlarged bedrooms, one with built-in custom bunk beds, built-out closets, completely renovated bathroom, custom locker built-ins in laundry room and a tankless water heater added. Home updated with "smart" technology Lutron lighting system to control and schedule lights, dimmers added throughout controlled by mobile device, Alexa or Google Home. Security System with touch screen keypad and points on all windows and doors. Black metal gate entrance, remote controlled for cars and detached 2 car garage. Side entry for grocery and package drop off. Gravel driveway sets the tone as you arrive. Ideally situated in one of Winter Park's most coveted neighborhoods, this home offers easy access to Park Avenue, Phelps Park, and Rollins College. Excellent Schools- Lakemont Elementary, Maitland Middle School and Winter Park High School. Experience this Winter Park masterpiece, where every detail has been thoughtfully considered. Original Windsor Home-http://www.nicolegibbonsstyle.com/2012/07/magnificent-house-windsor-gwyneth-paltrow.html<div style="padding:56.25% 0 0 0;position:relative;"><iframe src=https://my.matterport.com/show/?m=um1jfojVRWw&mls=1 frameborder="0" allow="autoplay; fullscreen" allowfullscreen style="position:absolute;top:0;left:0;width:100%;height:100%;"></iframe></div>

1540 Palm Avenue, Winter Park

$5,500,000

3 Beds ⋅ 4 Baths ⋅ Robert Dhu Macdonald Park SubDv. ⋅ 32789 Zip Code

Indulge in lakeside luxury at this captivating residence in the heart of Winter Park. Discover the epitome of elegance with this stunning lakefront home boasting unparalleled views of Lake Maitland, part of the illustrious Winter Park Chain-of-Lakes. Step into a world of refined living as you're greeted by a beautiful courtyard entrance, setting the tone for the grandeur that lies within. This meticulously designed home offers an impressive layout featuring three bedrooms, three full baths, two half baths, and a spacious study/den, providing ample space for relaxation and productivity. Entertain in style in the formal living room, where panoramic windows frame picturesque vistas of the glistening lake. The chef's kitchen is a culinary haven, equipped with top-of-the-line appliances and adorned with stylish finishes. Unwind in the tranquility of the outdoors as you step onto the patio and take in the breathtaking lake view, surrounded by lush landscaping and the soothing sounds of nature. Whether it's a quiet evening under the stars or a lively gathering with friends and family, this outdoor oasis offers the backdrop for every occasion. Embrace the desired lifestyle of lakefront living, with the added convenience of being within walking distance to Park Avenue. Explore the charming boutiques, exquisite dining options and cultural attractions that await just moments from your doorstep. Don't miss this rare opportunity to experience the ultimate blend of luxury, convenience and natural beauty.

75 Palmer Avenue, 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

$1,450,000

5 Beds ⋅ 5 Baths ⋅ J E Swindley Sub SubDv. ⋅ 32789 Zip Code

Beautiful one-story home nestled in the sought-after neighborhood of Park Grove. Located on a large lot with plenty of room for a pool. The home offers a large formal living room with a fireplace, a formal dining room, and a completely renovated kitchen overlooking the family room. A bonus room is set off the kitchen - perfect for a game room, additional TV viewing room, or a fitness room. The primary suite has an ensuite bath, a cozy sitting area with a fireplace and French doors that lead out to the tranquil backyard. Enjoy the peaceful backyard in the covered lanai and open patio with a brick fireplace. A detached two-car garage with a covered walkway also houses a separate studio/office/guest suite with a full bath and private entrance. Ride bikes to Park Avenue, the Farmer's Market, Central Park and more. Minutes to top-notch public and private schools.

1702 Summerland Avenue, 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

$850,000

3 Beds ⋅ 3 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

Welcome to this stunning contemporary home located in Comstock Park, in the heart of Winter Park. This modern residence offers 3 bedrooms, 3 bathrooms, and an oversized, detached 4 car garage. Once you step inside, you'll be greeted by a sleek and airy ambiance, with 24” porcelain tiles and floating wood staircase with cable railings leading to the second floor. The chef’s kitchen boasts granite counters, an oversized island, and ample space for culinary creations. Bright and open, the living spaces flow seamlessly, providing the perfect setting for both relaxing and entertaining. Upstairs is a true retreat. Featuring vaulted ceilings, the primary bedroom is complete with a spa-like en suite bathroom, equipped with a large walk-in shower and jetted tub. Enjoy your attached private balcony, providing a serene spot for relaxation. With exquisite natural cedar tongue and groove detailing throughout the second floor, this home is sure to captivate any buyer in search of modern, yet warm, aesthetic. This home also features a remarkable epoxy finished, 4 car garage, boasting nearly an additional 1000sq/ft. Currently being used as a gym featuring a rock-climbing wall, this offers a unique and versatile space for both fitness and car enthusiasts. The space is plumbed for drainage, so the possibilities are truly endless. With its contemporary design and unbeatable location, this Winter Park gem offers a one-of-a-kind opportunity to call it your own. Schedule a showing today and experience the allure 1621 Lasbury Avenue has to offer.

1621 Lasbury Avenue, Winter Park

$475,000

Henkel Add SubDv. ⋅ 32789 Zip Code

ZONED R2, “Rare opportunity to own a prime .22 acre lot in sought-after Winter Park, FL. Nestled in a vibrant community, this parcel offers proximity to prestigious Rollins College and the trendy Mills District. Enjoy the convenience of a central location, with all that Winter Park has to offer just moments away. Whether you're an investor or private individual Don’t miss your chance to build your dream in this coveted locale!”

1417 Miller Avenue, Winter Park

$1,625,000

3 Beds ⋅ 3 Baths ⋅ Cloister Grove Sub SubDv. ⋅ 32789 Zip Code

Welcome to the sought after Winter Park “Vias”! Renovate or build your dream home on this incredible lot situated on a beautiful brick street within walking distance to the Winter Park Racquet Club and downtown Park Avenue with all its boutique shops, restaurants, charming train station and Central Park featuring art festivals, concerts, and movies. If building is your preference, the lot size is 13,128sq. ft, 80 x 165. The home itself would make a great renovation as it is a one-story, with a great open floor plan. The living room has cathedral ceilings and large windows for incredible natural light. The living room opens to the sunken family room featuring a beautiful brick wood-burning fireplace and tall ceilings. The spacious dining room is perfect for hosting dinner parties. The kitchen had a nice renovation several years ago and showcases a 6- burner gas cooktop, SS appliances, granite countertops, spacious island with breakfast bar and solid wood cabinets. The kitchen is spacious and open, with great views of the beautiful backyard and pool area. The original part of the home features 2 bedrooms, 2 bathrooms, plus office. An addition of a primary suite was made many years ago and features cathedral ceilings, a spacious bathroom with a soaking tub, separate shower, dual sinks, and a walk-in closet. The beautiful backyard is Florida living at its best with the generous pool and patio, a great place for entertaining family and friends. You can build approximately 5,000sq.ft. on the lot. Do not miss the opportunity to live in one of Winter Park’s most sought after neighborhoods.

1181 Via Capri, 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

$2,600,000

5 Beds ⋅ 5 Baths ⋅ Valencia Terrace SubDv. ⋅ 32789 Zip Code

Truly exceptional Downtown Winter Park home with all of the character and amenities that make this lifestyle so sought -after. Well designed floor plan combines expansive open kitchen/gathering room as well as a large formal dining room and separate living room. Three way split bedroom plan offers two bedrooms downstairs and three bedrooms upstairs. Fifth bedroom is best suited for additional office or media room upstairs. Well-appointed kitchen with Wolf gas range, unique onyx mosaic backsplash, loads of storage and island seating. Ideal for entertaining with French doors leading to large covered terrace overlooking an incredible waterfall pool. The backyard feels like a private resort- in addition to the heated pool and spa, enjoy a gas firepit with built-in seating and an outdoor kitchen- all surrounded by lush tropical landscaping. Relaxing upstairs terrace with views of WP golf course. Other notable features include newly painted interior, charming front porch. Ten foot ceilings and walls of windows throughout afford abundant natural light. Downstairs laundry room plus a second floor laundry closet for another washer& dryer. There is a charming second entry designed with built-ins for an ideal mudroom/drop zone. Architectural details include crown moldings, custom designed wrought iron, stone columns and a beautifully lit tray ceiling in primary bedroom. Real (not paver) brick driveway, porches and pool deck. Mature landscaping with tropical palms, magnolias and signature oaks. This home has been impeccably maintained and exudes quality throughout. Of course, the location is one of the most outstanding features of this home- Walk to Farmers market, Park Avenue shoppes and restaurants and of course the Winter park 9 just one house away.

1108 N New York 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

$1,150,000

Comstock Park SubDv. ⋅ 32789 Zip Code

Build your dream home on this oversized 100 x 150 lot in the "heart of Winter Park". This fantastic location is just a short walk to downtown Winter Park with all of it's wonderful restaurants, boutique shopping, charming train station and Central Park which hosts concerts, art festivals & movies. Phelps Park and the YMCA are just a couple of blocks away. There is currently a home on the property but the value is in the land. The home is a 3 bedroom, 3 bathroom, plus office with a lovely pool. The home was taken down to the studs in 1994 and rebuilt lifting the ceiling adding cathedral ceilings. A family room and primary suite were also added off the back which lead to the beautiful backyard and pool area. In 2014 a beautiful kitchen renovation was complete. Great Winter Park Schools and Lakemont Elementary is just a block away.

1017 N Phelps Avenue, 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

$1,595,000

3 Beds ⋅ 3 Baths ⋅ Cloister Grove Sub SubDv. ⋅ 32789 Zip Code

Nestled in the heart of The Vias, this Mediterranean masterpiece encompasses 3,217 square feet of beauty and elegance for your enjoyment of living. Dating back to 1953, this iconic home rests on a corner lot, offering captivating views of Lake Knowles. A stately entrance greets you with a large open living and dining space adorned with a beautiful gas fireplace and hardwood floors. Continue your journey through the first floor to find your incredible gourmet kitchen accompanied by custom cabinetry, Viking gas range, marble backsplash, quartz countertops, stainless steel appliances, a warming drawer, oversized walk-in pantry and an abundance of natural light illuminating the space well. The main floor features a guest suite, a full bath, a spacious laundry room and an office that leads to the private backyard. The owner’s suite beckons you with its grandeur and features French doors that lead to a large, covered balcony overlooking Lake Knowles and an en-suite bath boasting a glass-enclosed shower, dual vanities, two custom walk-in closets, and a clawfoot tub where you can soak and take in some of the best views Winter Park has to offer. A second private staircase leads to an additional guest en suite, providing seclusion and luxurious living quarters for your family or guests. The enclosed backyard offers low-maintenance landscaping and also features a gas generator for additional peace of mind. Revel in the glorious views of the sunrise over Lake Knowles and enjoy being situated ideally, just a short golf cart ride from Park Avenue shops and restaurants, the Winter Park Racquet Club, and near Kraft Azalea Garden, Phelps Park and the Winter Park YMCA. An exclusive respite, this home represents the epitome of Winter Park living at its finest.

1250 Via Capri, Winter Park

$195,000

2 Beds ⋅ 1 Baths ⋅ Lakeside Manor Apts Condo SubDv. ⋅ 32789 Zip Code

A HIDDEN GEM. Community located on Lake Killarney. Relax in the park-like central courtyard or poolside on the lake. Close and easy access to I-4. This 2 bedroom, 1 bath condo is a first-floor end unit. It has newer Pella Energy-Efficient windows. The bathroom has been renovated to include a walk-in shower. AC replaced in 2020. Plumbing replaced in 2018. The kitchen has newer refrigerator, cabinets, countertops & backsplash. A well-maintained Laundry room is just steps away. Minutes from Winter Park Village, Trader Joes, Park Avenue and Rollins College. This is a NO PETS community and has rental restrictions. No rentals for the first 2 years, Primary residents only for the first 2 years, then minimum 1-year rentals. HOA application fee, transfer fee.

2500 Lee Road Unit 139, Winter Park

$775,000

4 Beds ⋅ 2 Baths ⋅ Banks Colonial Estates SubDv. ⋅ 32789 Zip Code

Sold in combination with house next door.

1350 S Pennsylvania Avenue, Winter Park

32789 Zip Code 3/4 Acre Real Estate & Homes

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