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Winter Park Homes for Sale
Winter Park real estate in Florida boasts beautiful resale and newer homes, townhouses, and condos from which to choose. New construction homes in Winter Park are discoverable with upscale appliances, interior details, and amenities including two and three-car garages and private pools. Condos and houses in Winter Park are available with between 1,000-5,000 square feet with as many as two to five bedrooms.
Winter Park is one of the beautiful cities situated in Orange County, Florida. Established in 1882 and incorporated in 1925, the “city of culture and heritage” was initially developed as a resort community and today is populated by over 30,000 people spanning ten square miles.
Winter Park is the site of an assortment of community celebrations and events including the Sidewalk Art Festival. Homeowners can pack their itineraries to the brim with activities like visiting museums and galleries, touring historical buildings, frequenting the local library or farmers market, and so much more.
Residents with an affinity for the arts should plan on seeing a show at the Annie Russell Theatre, and those with a green thumb or a love of the outdoors can traverse the grounds of the Mead Botanical Garden, the rose garden in Central Park, or the Kraft Azalea Garden.
Golfers might find the course at Winter Pines Golf Club to be a haven of their own, and with Lake Virginia and nearby Lakes Osceola and Maitland, residents throughout the city can partake in all the fun the lakes have to offer.
Winter Park is convenient for most households with retailers, restaurants, and access to major thoroughfares like the Winter Park Amtrak station. If you are interested in purchasing one of the Winter Park homes or condos for sale in Florida, please contact us today.
Newest Home Listings
Location Location**Virginia Heights within Winter Park luxury living! Easy walk to Park Ave. and Rollins College. Lake Virginia is one block away with storage for your k...
- 3 Beds
- 2 Baths
- Virginia Heights Rep SubDv.
- 32789 Zip Code
Spacious and Bright 4th floor PARK WEST condo available for sale. Enjoy living in the heart of downtown Winter Park close to all the Park Avenue shops, restaurants, museu...
- 3 Beds
- 2 Baths
- Park West Condo SubDv.
- 32789 Zip Code
Winter Park luxury living with a lovely stroll to Park Ave, Rollins and across from the Winter Park Tennis Center. Great for living, entertaining or renting with too many...
- 3 Beds
- 3.5 Baths
- Cherokee Park SubDv.
- 32789 Zip Code
Welcome home to this gorgeous 3 bedroom 2 bath 1,672 square foot home only minutes from the Historic downtown of Winter Park with restaurants, shops, and more! Stepping i...
- 3 Beds
- 2 Baths
- Autumn Glen Ph 1 SubDv.
- 32792 Zip Code
This charming 2 bedroom, 2 bathroom home is perfect for those seeking a tranquil retreat while still being close to the excitement of the city. You'll fall in love with t...
- 2 Beds
- 2 Baths
- Fairbanks Shores 3rd Add SubDv.
- 32789 Zip Code
Townhome-Villa for sale in the desirable and exclusive Villas of Casselberry.This 3-bedroom, 2 bath home boasts vaulted ceilings, ceiling fans, modern easy-care flooring ...
- 3 Beds
- 2 Baths
- Villas Of Casselberry Ph 4 SubDv.
- 32792 Zip Code
Build your dream home on this oversized 100 x 150 lot steps from Park Avenue. Excellent schools - Dommerich Elementary, Maitland Middle & Winter Park High
- Camwood Sub SubDv.
- 32789 Zip Code
Come see this beautiful home on a highly desirable street! Enter the home through the well sized foyer and right into your living room/dining room area, separated by a do...
- 3 Beds
- 2 Baths
- Morseland Sub SubDv.
- 32789 Zip Code
ORWIN MANOR CHARMER! THIS SPACIOUS AND UPDATED 3 BEDROOM 2 BATH POOL HOME HAS A VERY OPEN FLOOR PLAN. THE HOME FEATURES STUNNING HARD WOOD FLOORS THAT HAVE JUST BEEN REFI...
- 3 Beds
- 2 Baths
- Orwin Manor Westminster Sec SubDv.
- 32789 Zip Code
Elegant, timeless, and meticulous, this renovated pool home sits on a quiet cul-de-sac at the end of Via Merano Court. Inviting curb appeal with brick exterior façade, an...
- 4 Beds
- 2.5 Baths
- Via Merano SubDv.
- 32789 Zip Code
This beautiful 2-bedroom, 2-bath Condo is move in ready on the 2nd floor of Lancelot Community. As you enter the home, you are greeted with a light and bright open floor ...
- 2 Beds
- 2 Baths
- Lancelot/Winter Park SubDv.
- 32792 Zip Code
The golden rule in real estate. Location! Location! Location! A three bedroom, two bath Pool home in Winter Park for under $350,000? Yes, and it is PRICED TO SELL. This g...
- 3 Beds
- 2 Baths
- Howell Branch Woods SubDv.
- 32792 Zip Code
Come and see this renovated unit at Waterfall Cove Condominiums in a fantastic Winter Park location. Inside, you will find an open, freshly painted living space, new appl...
- 2 Beds
- 1 Baths
- Waterfall Cove SubDv.
- 32789 Zip Code
Stunning 4 Bedroom 3.5 Bathroom Home with two Master Suites in sought after Winter Park is ready for a new owner! From the moment you enter into the foyer, you will be i...
- 4 Beds
- 3.5 Baths
- Winter Park Pines Rep SubDv.
- 32792 Zip Code
Modern Mediterranean on a quiet cul-de-sac street off of Via Tuscany with an oversized beautiful treed lot. Spacious flexible floor plan with private owner’s suite and ho...
- 5 Beds
- 5.5 Baths
- Via Tuscany Oaks SubDv.
- 32789 Zip Code
Resting in quiet Winter Park this can become a home for you and your family or an income-producing condo which is ready for you to add to your network! Close to local col...
- 2 Beds
- 2 Baths
- Winter Park Woods Condo SubDv.
- 32792 Zip Code
Fully renovated, turn-key, light-filled, ground floor condominium home with new kitchen and appliances, granite counter tops, custom walnut cabinets, double hung windows ...
- 2 Beds
- 1 Baths
- Aragon Condo SubDv.
- 32789 Zip Code
DUPLEX!!! Completely Renovated Beautiful 3/2 & 3/1 Duplex Homes in the Quiet Carver Town Area of Winter Park. Renovations were professionally done and offer potential inv...
- 6 Beds
- Carver Town SubDv.
- 32789 Zip Code
This lovely updated two-bedroom, two-bathroom ground-floor condominium is ready for you to call home in the Parkview Village Community. Featuring an open floor plan with ...
- 2 Beds
- 2 Baths
- Parkview Village SubDv.
- 32792 Zip Code
Welcome home to this beautiful 4 bedroom, 2 bathroom home located in the center of Winter Park. This home was fully renovated in 2016 and has a variety of features inclu...
- 4 Beds
- 2 Baths
- Eastgate Sub SubDv.
- 32792 Zip Code
LOCATION, LOCATION, LOCATION! This charming home is located near the highly desirable area of Winter Park! 4 bedroom 2 bath, single family, concrete home with a 2-car car...
- 4 Beds
- 2 Baths
- Eastbrook Sub Unit 05 SubDv.
- 32792 Zip Code
One or more photo(s) has been virtually staged. One or more photos are virtually staged. Beautifully renovated! This Winter Park family house is located on a quiet, priva...
- 3 Beds
- 2 Baths
- Kenilworth Shores Sec 07 SubDv.
- 32792 Zip Code
Great investment opportunity with tenant in place willing to stay! Great location in Glenridge Middle School and Winter Park H.S District! Two-story 2 Bedrooms 1.5 Bath t...
- 2 Beds
- 1.5 Baths
- Hidden Oaks Condo Ph 12 SubDv.
- 32792 Zip Code
This adorable and meticulously maintained home is beautifully situated in the heart of Winter Park. Step inside the front door, you won't be disappointed. Large Living...
- 3 Beds
- 2 Baths
- Kenilworth Shores SubDv.
- 32792 Zip Code
Under Construction. At Pulte, we build our homes with you in mind. Every inch was thoughtfully designed to best meet your family’s needs, making your life better, happier...
- 3 Beds
- 2.5 Baths
- Grayson Square SubDv.
- 32792 Zip Code
Renovated Bungalow in the Heart of Winter Park. Only minutes drive to Park Ave. This charming 2 bed 2 bath home boast hardwood floors throughout, custom cabinetry with ...
- 2 Beds
- 2 Baths
- Lake Monte Sub SubDv.
- 32789 Zip Code
Welcome to Tuscany Island in Winter Park! Private gated enclave of 5 magnificent luxury estate homes, resting on the lake shore of Bear Gulley. This highly sought-after a...
- 4 Beds
- 5.5 Baths
- Tuscany Island SubDv.
- 32792 Zip Code
Create your Winter Park dream home! This property is less than 1 minute to Interlachen Country Club with multiple million dollar homes in close proximity. Great to remode...
- 3 Beds
- 2 Baths
- Tanglewood Sec 3 Rep SubDv.
- 32792 Zip Code
Don't miss this lovely first floor 2 bedroom 2 bath condo in Winter Park! Well maintained brick building with lovely curb appeal and newer roof. Updated kitchen with gr...
- 2 Beds
- 2 Baths
- Stratford A Winter Park Condo SubDv.
- 32792 Zip Code
Under Construction. At Pulte, we build our homes with you in mind. Every inch was thoughtfully designed to best meet your family’s needs, making your life better, happier...
- 3 Beds
- 2.5 Baths
- Grayson Square SubDv.
- 32792 Zip Code
Under Construction. At Pulte, we build our homes with you in mind. Every inch was thoughtfully designed to best meet your family’s needs, making your life better, happier...
- 3 Beds
- 2.5 Baths
- Grayson Square SubDv.
- 32792 Zip Code
Under Construction. Classic: At Pulte, we build our homes with you in mind. Every inch was thoughtfully designed to best meet your family’s needs, making your life better...
- 3 Beds
- 2.5 Baths
- Grayson Square SubDv.
- 32792 Zip Code
Under Construction. At Pulte, we build our homes with you in mind. Every inch was thoughtfully designed to best meet your family’s needs, making your life better, happier...
- 3 Beds
- 2.5 Baths
- Grayson Square SubDv.
- 32792 Zip Code
Under Construction. At Pulte, we build our homes with you in mind. Every inch was thoughtfully designed to best meet your family’s needs, making your life better, happier...
- 3 Beds
- 2.5 Baths
- Grayson Square SubDv.
- 32792 Zip Code
Adorable 2 bedroom/1 bathroom condo located in the charming Lakeside Manor community on gorgeous Lake Killarney! This first floor Winter Park residence offers stunning su...
- 2 Beds
- 1 Baths
- Lakeside Manor SubDv.
- 32789 Zip Code
Great opportunity to build in Winter Park with easy access to the Winter Park Chain of Lakes. This 80x150 lot on the Venetian Canal features quick access to Lake Maitla...
- 3 Beds
- 2 Baths
- Maitland Shores First Add SubDv.
- 32789 Zip Code
Great opportunity to build in Winter Park with easy access to the Winter Park Chain of Lakes. This 80x150 lot on the Lake Howell Canal features quick access to Lake Mait...
- Maitland Shores First Add SubDv.
- 32789 Zip Code
Luxury Lifestyle on Beautiful Lake Killarney. Enjoy the serenity of lakeside living on the largest and cleanest private lake in Winter Park. Lake Killarney is the hidden ...
- 3 Beds
- 2.5 Baths
- Killarney Circle SubDv.
- 32789 Zip Code
FULLY RENOVATED charming 3 bedroom homes located about 10 minutes from Rollins College. This home has everything new and no expense sparred on the upgrades. You will begi...
- 3 Beds
- 2 Baths
- Ridge High 1st Add SubDv.
- 32792 Zip Code
Newly updated home perfect for all-year round entertaining. The home has been tastefully updated throughout. 3 bedroom 2 bath ranch style split floor plan home with bon...
- 3 Beds
- 2 Baths
- Howell Heights SubDv.
- 32789 Zip Code
Dreams Do Come True! Spectacular Highly Desirable Winter Park Pines 2 bedroom 2 bath single story Villa Style condo. Located on a picturesque tree lined street, like if s...
- 2 Beds
- 2 Baths
- Winter Park Pines Condo SubDv.
- 32792 Zip Code
This beautiful new two-story home in Winter Park’s exclusive gated community of Hawk’s Crest. Community has lake access with canon launch. This home was build by Taylor M...
- 4 Beds
- 2.5 Baths
- Meadows At Hawks Crest SubDv.
- 32792 Zip Code
FREESTANDING COMMERCIAL PROFESSIONAL OFFICE IN WINTER PARK. Turn-key, unique well maintained building located in an established professional atmosphere. You no longer n...
- Suburban Homes SubDv.
- 32792 Zip Code
Professionally Maintained and Managed 3 bedroom 2 bathroom. home. Features updated exterior paint as well as an updated interior throughout. Kitchen is updated and featur...
- 3 Beds
- 2 Baths
- Garden Grove SubDv.
- 32792 Zip Code
Boasting an array of sleek finishes with an OPEN CONCEPT LAYOUT, this COMPLETELY RENOVATED 3 bedroom, 2 bath POOL HOME is a paradigm of contemporary Winter Park living. M...
- 3 Beds
- 2 Baths
- Woodcrest Unit 5 SubDv.
- 32792 Zip Code
This Home is a classically set up modern brownstone with private elevator. Situated within close distance to Hannibal Square and Park Avenue, the premiere shopping and ...
- 3 Beds
- 3.5 Baths
- Morse & Pennsylvania Twnhms SubDv.
- 32789 Zip Code
Welcome home! This 2 bedroom, 2 bath condo is located on the second in the Stratford community. It has been meticulously maintained and is move in ready. The current home...
- 2 Beds
- 2 Baths
- Stratford A Winter Park Condo SubDv.
- 32792 Zip Code
A charming and updated downtown Winter Park ground floor pied-a-terre located steps from Park Avenue and Central Park. Beautifully updated with European touches through...
- 1 Beds
- 1 Baths
- Phillips Circle Rep SubDv.
- 32789 Zip Code
Beautiful 3-bedroom 2.5 bath in Winter Park now available! Nestled in an ideal location minutes away from the best Winter Park restaurants and coffee shops, Publix, Orwin...
- 3 Beds
- 2.5 Baths
- Indiana Place Condo SubDv.
- 32789 Zip Code
Welcome to 130 Scottsdale Square in Winter Park, Fl! This perfect 2 Bedroom ,2 Bath condo is exactly what you've been searching for! Clean and spacious lines are everyone...
- 2 Beds
- 2 Baths
- Winter Park Woods Condo SubDv.
- 32792 Zip Code
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Orlando Real Estate Services exceeded my expectations. The listing and sale of my Longwood home was handled professionally and persistently with excellent communication and much appreciated attention to detail. I would recommend Orlando Real Estate Services. Thank you Orlando Real Estate Services.
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- Elizabeth L.
Always there when I needed anything. Thank you for helping me sell my home and keeping me calm through the whole process.
- Dorthy J.
Mark Gankos provided outstanding service as a realtor helping us clarify our needs, research and identify viable properties, select a property and place an offer. He was open, honest, determined, and supported us throughout the purchase and ultimate rental of the property. It was a real pleasure and great learning experience for us. We recommend Mark without hesitation to help others with their realty transactions.
- Hilary L.
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