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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
Your dream home is waiting just for you in Winter Park! Step inside this beautiful interior with laminate floors throughout, plenty of natural light, and neutral palette....
- 3 Beds
- 2 Baths
- Oakcrest-516 SubDv.
- 32792 Zip Code
Come see this spacious home with a great location in Winter Park. The split floor plan is fabulous for entertaining with a large screened patio with a generous backyard. ...
- 4 Beds
- 2 Baths
- Garden Lake Estates Unit 1 SubDv.
- 32792 Zip Code
This amazing home offers everything you need starting with the location. It is in the heart of Winter Park and close to all. This two bedroom one bathroom condo has a g...
- 2 Beds
- 1 Baths
- Waterfall Cove/Winter Park SubDv.
- 32789 Zip Code
Welcome to this CUSTOM HOME located on one of Winter Park's most sought after SKI AND RECREATION LAKES, Bear Gully Lake, conveniently located near UCF, SR 417, and Downto...
- 4 Beds
- 3.5 Baths
- Quail Run At Bear Gully Lake SubDv.
- 32792 Zip Code
Welcome to Four Seasons at Winter Park! Canvassing over 20 acres of property and located minutes from Rollins College, Full Sail University, Park Ave, Cady Way Trail and ...
- 2 Beds
- 2 Baths
- Four Seasons Condo SubDv.
- 32792 Zip Code
This completely remodeled home was truly made for both entertaining and everyday living! Home features a split 3 bedroom 2 bath floor plan with a screened in pool enclosu...
- 3 Beds
- 2 Baths
- Winter Park Pines SubDv.
- 32792 Zip Code
GREAT , GREAT , GREAT LOCATION ! This 3 bedroom, 2.5 bath townhome in a gated community has it all! With a garage and screened porch it has the conveniences of a single f...
- 3 Beds
- 2.5 Baths
- Vistas At Lake Howell SubDv.
- 32792 Zip Code
TIMELESS and ELEGANT! Constructed in 2016...This beautifully designed, and well crafted home rests in the Sylvan Park Subdivision of desireable Winter Park. Style, qualit...
- 4 Beds
- 4.5 Baths
- Sylvan Park SubDv.
- 32789 Zip Code
Here is your chance to own over one and a quarter acres in Winter Park, adjacent to Bear Gully Lake with no HOA! This 3 bedroom rustic style home backs up to conservatio...
- 3 Beds
- 2 Baths
- Goldenrod Shores SubDv.
- 32792 Zip Code
Under Construction. 6 Units Left! New Construction - Winter Parks Newest Address - UrbanGreen12 is an exciting new townhome community just steps from everything Winter P...
- 3 Beds
- 3.5 Baths
- Urban Green 12 SubDv.
- 32789 Zip Code
Great home in Winter Park! Open floor plan that is perfect for day to day living or for entertaining. Light and bright with vaulted ceilings in the living room. Both bat...
- 3 Beds
- 2 Baths
- Parklando SubDv.
- 32789 Zip Code
Well-maintained home with over 1250 square feet in Winter Park ! This 3 bedroom, 2 bathroom home features a new AC installed October 2021, newer roofs both installed on...
- 3 Beds
- 2 Baths
- Fairbanks Shores Third Addition SubDv.
- 32789 Zip Code
Welcome to this charming traditional-style home positioned on a maturely landscaped corner lot in Old Winter Park. The spacious, open light and bright interiors grounded ...
- 3 Beds
- 2.5 Baths
- Trotters Rep SubDv.
- 32789 Zip Code
Pre-Construction. To be built. Pre-construction. This sleek, elegant and meticulously curated home embodies tranquility and today's families' modern lifestyle. With a tot...
- 5 Beds
- 6.5 Baths
- Winter Park Village SubDv.
- 32789 Zip Code
Location Location Location, Stunning 2 story on level 2 condo with 2 bedrooms /1.5 bathroom, has new roofing in 2018. New appliances, Dining/ Living room combo, vinyl flo...
- 2 Beds
- 1.5 Baths
- Winter Park Woods Condo SubDv.
- 32792 Zip Code
Under Construction. New Construction - Winter Parks Newest Address - UrbanGreen12 is an exciting new townhome community just steps from everything Winter Park and College...
- 3 Beds
- 3.5 Baths
- Urban Green 12 SubDv.
- 32789 Zip Code
This Cute Florida Bungalow is ready for a new family. This home has loads of living space - including a formal living room, family room and a Florida room with built in b...
- 3 Beds
- 1 Baths
- Temple Terrace Annex SubDv.
- 32792 Zip Code
This is it! 3 bedroom, 2 bathroom, 2 car garage, fenced yard, beautiful pool turn key property. New in 2021: Roof, Gutters, Granite, Paint and more. In Seminole County Wi...
- 3 Beds
- 2 Baths
- Garden Lake Estates Unit 2 SubDv.
- 32792 Zip Code
Hurry and see this Winter Park condo that thinks it is a townhome with it's modern, updated and fresh feel. This 2-story unit features an open floor plan with fresh pain...
- 2 Beds
- 2.5 Baths
- Hidden Oaks SubDv.
- 32792 Zip Code
Rare investment opportunity in Winter Park. Income producing property. Each unit has 2 bedrooms 1 and ½ baths. Both units are rented, $1,250/month lease end 8/31/22 and ...
- Slovak Village SubDv.
- 32792 Zip Code
This beautiful home is located in the highly desired Winter Park. The 3 bedroom, pool home is in move-in ready condition and has a wonderfully landscaped yard outside. St...
- 3 Beds
- 2 Baths
- Winter Park Estates SubDv.
- 32792 Zip Code
**Due to the MLK holiday ALL OFFERS WILL BE REVIEWED Tuesday 1/18/22 morning, PLEASE BESURE TO HAVE YOUR OFFER IN BY 9:00PM MONDAY 1/17/2022.**Welcome to the Winter Park ...
- 3 Beds
- 2 Baths
- Winter Park Pines SubDv.
- 32792 Zip Code
Welcome home to Via Veneto, an exclusive subdivision boasting four sprawling lakefront lots on Lake Temple. Don't miss the opportunity to design/build with local award-wi...
- Via Veneto SubDv.
- 32789 Zip Code
Welcome home to Via Veneto, an exclusive subdivision boasting four sprawling lakefront lots on Lake Temple. Don't miss the opportunity to design/build with local award-wi...
- Via Veneto SubDv.
- 32789 Zip Code
Welcome home to Via Veneto, an exclusive subdivision boasting four sprawling lakefront lots on Lake Temple. Don't miss the opportunity to design/build with local award-wi...
- Via Veneto SubDv.
- 32789 Zip Code
The 3 bedroom, 2 bathroom home you have been waiting for is just one visit away! The driveway leads you up to the two-car garage and the path guides you up to a beautiful...
- 3 Beds
- 2 Baths
- Wrenwood SubDv.
- 32792 Zip Code
One or more photo(s) has been virtually staged. This Winter Park one-story home offers an in-ground pool, and granite countertops.
- 4 Beds
- 2.5 Baths
- Temple Terrace SubDv.
- 32789 Zip Code
Very desirable Tanglewood Winter Park neighborhood with many updated properties. This home sits on a corner lot with over 1/4 acre. 4 beds, 3 baths & a fenced in yard. ...
- 4 Beds
- 3 Baths
- Tanglewood Sec 3 Rep SubDv.
- 32792 Zip Code
Unit Sold AS IS. THIS UNIT CAN NOT BE RENTED ONCE THE NEW OWNER TAKES POSSESSION. Sale must be to an owner occupant.
- 1 Beds
- 1 Baths
- Wrenwood Condo SubDv.
- 32792 Zip Code
ATTENTION DEVELOPERS, INVESTORS, BUILDERS! Over 3.25 Acres of Vacant Land in sought-after Winter Park!! This property is loaded with gorgeous oak, palm and magnolia trees...
- Acreage & Unrec SubDv.
- 32792 Zip Code
Vacant Land. Superb opportunity to build your own custom home in the perfect Winter Park location. Close to schools, healthcare, and Park Ave shopping and dining! With sp...
- Comstock Park SubDv.
- 32789 Zip Code
Build a custom home with you choice of builder. Property size will accommodate a 3100-3300 Air conditioned home with a 2 car garage front and back porch and a pool. Ryan ...
- Conwill Estates SubDv.
- 32789 Zip Code
This beautiful home is ideally situated close to parks, schools and Downtown Winter Park. This recently renovated 4 bedroom 2 bath home is charming and move in ready. It ...
- 3 Beds
- 2 Baths
- Conwill Estates SubDv.
- 32789 Zip Code
Pre-Construction. To be built. Take advantage of one of the last chances to live in Lake Killarney Shores, one of Winter Park's newest communities - a collection of 30 cu...
- 4 Beds
- 4.5 Baths
- Lake Killarney Shores SubDv.
- 32789 Zip Code
Winter park awaits you! This Winter Park Gem has been transformed into a "modern paradise". This stunning, fully renovated 4 bedroom, 3 bath home is in one of Winter Pa...
- 4 Beds
- 3 Baths
- Carver Town First Add SubDv.
- 32789 Zip Code
4/2 in sought after Winter Park, completely remodeled and ready for move in.
- 4 Beds
- 2 Baths
- Winter Park Pines SubDv.
- 32792 Zip Code
Location, Location, LOCATION! Great opportunity to own this Charming 2 bedroom, 1 bath bungalow in the desirable area Winter Park w/ NO HOA! This split 2/1 has updated ...
- 2 Beds
- 1 Baths
- Attilio G Panacciones Sub SubDv.
- 32789 Zip Code
Wow! Run to this opportunity to own a 6/2 home that is divided into (2) 3/1 units with separate meters. Completely updated and ready to welcome its new homeowner.
- 6 Beds
- 2 Baths
- Suburban Homes SubDv.
- 32792 Zip Code
LOCATION, LOCATION, LOCATION!! THIS DESIREABLE WINTER PARK HOME IS A 4 BEDROOM, 4 BATHROOM WITH A SEPARATE MOTHER IN LAW SUTE WITH ITS OWN PRIVATE ENTRY AND CURRENTLY REN...
- 4 Beds
- 4 Baths
- Lakemont Heights SubDv.
- 32792 Zip Code
Vacant and ready for new owners! Newly updated with freshly painted interior and exterior, new LVP flooring the living room and hallways with new carpet in all bedrooms. ...
- 3 Beds
- 2 Baths
- Wrenwood Unit 3 3rd Add SubDv.
- 32792 Zip Code
Your private Mediterranean townhouse located in Winter Park is now available. You will find attention to detail from the moment you step inside. Instantly you are greeted...
- 4 Beds
- 3 Baths
- Temple Trail Village SubDv.
- 32789 Zip Code
Wow! Run to this opportunity to own a duplex, each unit a 3/1 with separate meters. Completely updated and ready to welcome its new owner.
- Suburban Homes SubDv.
- 32792 Zip Code
Beautiful Ray Coudriet built home on Lake Mizell. Greet your guests from the Balcony overlooking the Motor Courtyard. The Master Suite has extensive amenities including a...
- 5 Beds
- 5.5 Baths
- Windsong Lakeside Sec 02 43/71 SubDv.
- 32789 Zip Code
Cozy 2 bedroom, 2 bath, 1 car garage home with screened in back porch, deeded access to Lake Killarney. Sellers are licensed real estate agents, selling As-Is, plumbing u...
- 2 Beds
- 2 Baths
- Flamingo Shores SubDv.
- 32789 Zip Code
Move in ready 4-bedroom, 2-bathroom home in the ideal Winter Park Neighborhood across from Winter Park High School.
- 4 Beds
- 2 Baths
- Sherbrooke SubDv.
- 32792 Zip Code
This DIRECT LAKEFRONT home with SPECTACULAR PANORAMIC VIEWS of Lake Killarney, includes a private boat dock/fishing pier and boat ramp. There is an existing home on the p...
- Flamingo Shores SubDv.
- 32789 Zip Code
Beautiful one-story 4-bedroom 2 bath home with an oversized backyard and plenty of space to park your vehicles in the driveway. Updated kitchen with granite counter tops ...
- 4 Beds
- 2 Baths
- Tanglewood Sec 3 Rep SubDv.
- 32792 Zip Code
Enjoy the Winter Park lakefront lifestyle! This custom, well-maintained 2 bedroom 2 bath penthouse with access to Lake Osceola, part of the Winter Park Chain of Lakes wil...
- 2 Beds
- 2 Baths
- Phillips Circle Rep SubDv.
- 32789 Zip Code
Elegant Charleston style residence with bright transitional interiors in the heart of the Via’s… This property has been significantly enhanced with current owner inside &...
- 5 Beds
- 5.5 Baths
- Woodmere Terrace Rep SubDv.
- 32789 Zip Code
Build your own medical space in Prime area of Winter Park off Lakemont! Small office space to call your own to expand an existing business or demolish and build. A short ...
- Sylvan Heights SubDv.
- 32789 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.
- Steve D.
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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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