Winter Park Real Estate Search
Address Search
Advanced Search
See ALL the Homes and Condos for Sale in Winter Park
Map Search
See Homes and Condos for Sale in Winter Park on a Map
Market Report
Stay up to date on the Winter Park market
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
Incredible Opportunity to own in an ideal Winter Park location for under $500,000. This charming Ranch is steps from the Winter Park YMCA, located in the sought after sch...
- 3 Beds
- 2 Baths
- Lakemont Heights SubDv.
- 32792 Zip Code
Under Construction. Brand NEW energy-efficient home ready October 2022! Open kitchen which overlooks the dining area, covered patio, and great room. Whit cabinets with Si...
- 3 Beds
- 2.5 Baths
- Hawks Crest SubDv.
- 32792 Zip Code
Under Construction. Brand NEW energy-efficient home ready October 2022! Open kitchen which overlooks the dining area, covered patio, and great room. Pebble cabinets with ...
- 3 Beds
- 2.5 Baths
- Hawks Crest SubDv.
- 32792 Zip Code
Come see this spacious, single story home that shows just like a model. Located on a quiet, tree lined street in the quaint, gated community of Enclave at Aloma, this "Bo...
- 4 Beds
- 2 Baths
- Enclave At Aloma SubDv.
- 32792 Zip Code
Under Construction. Brand NEW energy-efficient home ready October 2022! Two large closets downstairs and a walk-in closets in each bedroom provide plenty of storage. Pebb...
- 3 Beds
- 2.5 Baths
- Hawks Crest SubDv.
- 32792 Zip Code
Under Construction. Brand NEW energy-efficient home ready October 2022! The lofty two-story foyer of this home impresses upon entry. Extra windows allow plenty of natural...
- 3 Beds
- 2.5 Baths
- Hawks Crest SubDv.
- 32792 Zip Code
Under Construction. Brand NEW energy-efficient home ready October 2022! Two large closets downstairs and a walk-in closets in each bedroom provide plenty of storage. Whit...
- 3 Beds
- 2.5 Baths
- Hawks Crest SubDv.
- 32792 Zip Code
Winter Park location! This townhome-style condo is located on a beautiful quiet cove. As you enter this lovely home, you are greeted with tile floors throughout the first...
- 2 Beds
- 2.5 Baths
- Sandlewood Creek SubDv.
- 32789 Zip Code
Three bedroom, two bathroom Townhome in Winter Park. Needs work but what a great investment or living opportunity due to location. Needs some cosmetic TLC and a roof whic...
- 3 Beds
- 2 Baths
- Villas Of Casselberry Ph 2 SubDv.
- 32792 Zip Code
Fantastic ground floor 2/2 condominium in sought after Winter Park Florida. Located conveniently to Winter Park shopping and dining, Full Sail, Baldwin Park, UCF and Rol...
- 2 Beds
- 2 Baths
- Parkview Village SubDv.
- 32792 Zip Code
New interior paint Kitchen has shaker cabinets, granite countertops, undermount sink faucet, stainless steel appliances. Indoor laundry room. Large screened patio with o...
- 3 Beds
- 2 Baths
- Woodcrest SubDv.
- 32792 Zip Code
Welcome home to this beautifully kept 2 bedroom, 2 bathroom condo located in Winter Park just minutes to Park Ave, Maitland, Full Sail, UCF and more! When arriving at the...
- 2 Beds
- 2 Baths
- Stratford A Winter Park Condo SubDv.
- 32792 Zip Code
Seize this rare opportunity to live in an Exquisite Downtown Winter Park Residence that is Luxury Living at its Finest. Welcome Home to this Elegant and Chic 3 story town...
- 3 Beds
- 3.5 Baths
- South Interlachen Place 86/129 Lot 1 SubDv.
- 32789 Zip Code
Great location for a duplex residential in Winter Park! Each side has 3 bedrooms 2 full bathrooms 1 car garage and a covered patio in back yard. Privately fenced propert...
- 6 Beds
- University Garden SubDv.
- 32792 Zip Code
Totally renovated, “like-new” home on beautiful Henkel Circle, nestled between Lake Virginia and Like Mizell, easy walking to Park Avenue. The first floor was designed by...
- 5 Beds
- 3 Baths
- Thomas M Henkels Addition SubDv.
- 32789 Zip Code
Welcome to this dreamy four bedroom, two and a half bath, two car garage home nestled in the quiet community of Autumn Glen in Winter Park, greeted with curb appeal and c...
- 4 Beds
- 2.5 Baths
- Autumn Glen Ph 2 SubDv.
- 32792 Zip Code
Nestled in the heart of Winter Park's finest gated community awaits your exquisite modern masterpiece. Spanning over 2,100 square feet of energy-efficient living space, t...
- 4 Beds
- 3 Baths
- Preserve At Hawks Crest SubDv.
- 32792 Zip Code
An elegant build by Signature Homes in a prime Winter Park location a short stroll to Rollins College and Park Avenue. Lifestyle is everything and this courtyard-style ho...
- 3 Beds
- 3.5 Baths
- Town Of Winter Park SubDv.
- 32789 Zip Code
LOCATION LOCATION LOCATION! It is located on a LARGE CORNER LOT in Kenilworth Shores. Kenilworth Shores Section 7 has deeded access to skiable Lake Berry. Zoned for Winte...
- 4 Beds
- 2 Baths
- Kenilworth Shores Sec 07 SubDv.
- 32792 Zip Code
Welcome to this beautiful, move-in-ready, Winter Park home! The home’s location is prime - just one block from the Dubsdread Golf course, and within minutes to College Pa...
- 3 Beds
- 2 Baths
- Olympia Heights Annex SubDv.
- 32789 Zip Code
A++ Location (75% FAR) Buyer can bring their own builder (subject to HOA approval). If you want true walkability to Park Ave but don't want to sacrifice the comforts of a...
- Greens At Park SubDv.
- 32789 Zip Code
One or more photo(s) has been virtually staged. This magnificent estate was originally built in 1938 with a major addition in 1999. The estate is nestled on 2 acres of pr...
- 8 Beds
- 5.5 Baths
- 0000 SubDv.
- 32789 Zip Code
Winter Park Lakefront living on Lake Killarney can be yours to enjoy. This ground floor 2BR 2BA Condo offers newer deluxe renovations in this solid built building for ma...
- 2 Beds
- 2 Baths
- Chateaux Du Lac SubDv.
- 32789 Zip Code
Amazing Winter Park/Lake Killarney Location! Sit on your front porch swing and enjoy the beautifully landscaped yard with Magnolia trees and Almond trees that are in blo...
- 3 Beds
- 2.5 Baths
- Glencoe Sub SubDv.
- 32789 Zip Code
Endless possibilities for a buyer or builder looking for a lot in the highly desirable Winter Park zip code! Almost 3000 square feet FAR. Just minutes from I-4, Park Aven...
- Winter Park Village SubDv.
- 32789 Zip Code
Bring your builder! Endless possibilities for a buyer looking for a lot in the highly desirable Winter Park zip code. Just minutes from I-4, Park Avenue, Winter Park Vil...
- 2 Beds
- 1 Baths
- Winter Park Village SubDv.
- 32789 Zip Code
Charming 3 bedroom 2 bathroom home in Winter Park. This lakefront community with neighboring million dollar plus homes. Prime location in Winter Park with easy access t...
- 3 Beds
- 2 Baths
- Killarney Point SubDv.
- 32789 Zip Code
Charming Orwin Manor Bungalow in Winter Park - Freshly Painted Inside and Out! Beautifully updated, with vintage charm in this solid block historic 1951 home. Gorgeous or...
- 3 Beds
- 2 Baths
- Orwin Manor Westminster Sec SubDv.
- 32789 Zip Code
Welcome home to your quaint 2-bedroom, 1-bathroom home nestled in the heart of Winter Park. This home includes a newer roof and decking installed in 2021. Electric panel ...
- 2 Beds
- 1 Baths
- Lake Knowles Terrace SubDv.
- 32789 Zip Code
Pre-Construction. To be built. Preparing to break ground on this newest Winter Park opportunity with F.G. Schaub Custom Homes. This Timeless Modern elevation offers a g...
- 5 Beds
- 5.5 Baths
- Parklando 03 SubDv.
- 32789 Zip Code
Great investment, rental or starter home! Winter Park location with Seminole County Schools! Home has been freshly painted inside and out. Terrazzo floors throughout, no ...
- 3 Beds
- 1 Baths
- Suburban Homes SubDv.
- 32792 Zip Code
YOUR SEARCH STOPS HERE!! GREAT CASH FLOW opportunity! Current tenant pays $1,700/month. This COMPLETELY UPGRADED AND FULLY RENOVATED end unit, townhome style condo is sit...
- 2 Beds
- 1.5 Baths
- Four Seasons Condo SubDv.
- 32792 Zip Code
Winter Park POOL Home! Beautiful 4 bedroom, 3 full bath Mid-Century Ranch POOL home nestled in Kenilworth Shores of Winter Park! Fantastic location and move in ready! ...
- 4 Beds
- 3 Baths
- Kenilworth Shores Sec 07 SubDv.
- 32792 Zip Code
Prime location, first floor condo in downtown Winter Park. Whispering Waters Condos on Lake Osceola. Light and bright, enjoy the landscaped view. Updated kitchen, bath an...
- 1 Beds
- 1 Baths
- Phillips Circle Rep SubDv.
- 32789 Zip Code
The first thing you will notice is how grandly this Colonial inspired home is situated on a gently arcing lot within the tree-lined streets of Quail Hollow. With nearly 4...
- 5 Beds
- 3.5 Baths
- Quail Hollow SubDv.
- 32789 Zip Code
Duplex
- 3 Beds
- Stansbury Estates SubDv.
- 32789 Zip Code
Location, location, this amazing opportunity to build your DREAM HOME is here for you in prime location of Winter Park. The key and main value here is in the LAND!!!!. ...
- 3 Beds
- 1 Baths
- Justamere Camp Rep SubDv.
- 32789 Zip Code
This Central Winter Park location, one mile from the Winter Park Mall provides a rare opportunity for investors.
- 2 Beds
- 1 Baths
- Carver Town First Add SubDv.
- 32789 Zip Code
Welcome to this Luxury townhome in the highly sought after HAWKS CREST Community in Winter Park! This is an energy efficient property with modern interior finishes featur...
- 3 Beds
- 2.5 Baths
- Enclave At Hawks Crest SubDv.
- 32792 Zip Code
Location! Location! Location! Don't miss out on this beautiful home in the heart of Winter Park! One block from Lake Virginia and just minutes from amazing shopping, dini...
- 3 Beds
- 3 Baths
- Charmont SubDv.
- 32789 Zip Code
Stunning, newer renovated, contemporary Winter Park Pines pool home. Highly desirable neighborhood, with excellent Winter Park schools. Steps from popular Cady Way walkin...
- 3 Beds
- 2 Baths
- Winter Park Pines SubDv.
- 32792 Zip Code
It is all about LOCATION, LOCATION, LOCATION!! This beautiful spacious Winter Park home is located in the Lost Creek subdivision, a very private community with no rear ne...
- 4 Beds
- 3 Baths
- Lost Creek SubDv.
- 32792 Zip Code
One or more photo(s) has been virtually staged. This Winter Park one-story home offers a patio, quartz countertops, and a one-car garage. This home has been virtually st...
- 3 Beds
- 2 Baths
- Georgetown Estates SubDv.
- 32792 Zip Code
Welcome home to this thoughtfully renovated house in a desirable Winter Park neighborhood. Built in 1958, the property has only had two owners and has been maintained and...
- 4 Beds
- 3 Baths
- Kenilworth Shores Sec 06 SubDv.
- 32789 Zip Code
Winter Park custom home on a quiet street with lake access to Winter Park Chain of Lakes on Lake Osceola at end of street. This four-bedroom, four-and-a-half-bath home is...
- 4 Beds
- 4.5 Baths
- Sorensen Heights SubDv.
- 32789 Zip Code
Excellent opportunity to build your dream home near The Vias in Winter Park. Oversized 108x152, 0.38 acre lot. Existing structure on the site has no value - value is in t...
- Sharon Place SubDv.
- 32789 Zip Code
Excellent opportunity to build your dream home near The Vias in Winter Park. Oversized 108x152, 0.38 acre lot. Existing structure on the site has no value - value is in t...
- 4 Beds
- 3 Baths
- Sharon Place SubDv.
- 32789 Zip Code
Enjoy all Winter Park has to offer! This Winter Park Estates home is ready for a new owner. This house was meticulously taken care of. Completed renovated inside and out!...
- 3 Beds
- 3.5 Baths
- Winter Park Estates SubDv.
- 32792 Zip Code
Pre-Construction. To be built. Customize-to-suite this gorgeous Bermudan-style landmark home in the heart of Olde Winter Park! Presented by by Parade of Homes Winner, Wo...
- 5 Beds
- 4 Baths
- Charmont SubDv.
- 32789 Zip Code
Here it is, the renovated beauty you’ve been waiting for! A 1963, Winter Park home that has been fully updated. PLUMBING, ELECTRIC, A/C NEW IN 2016. ROOF 2015. HOT WATER ...
- 3 Beds
- 2 Baths
- Winter Park Pines SubDv.
- 32792 Zip Code
Address Search
Interactive Map Search
Featured Central Florida Communities
Search By Lifestyle
Winter Park Communities
- Albert Lee Ridge
- Autumn Glen
- Brookshire Heights
- Carvar Town
- Cedar Ridge
- Cedarwood Village
- Dommerich
- Fernbrook Trails
- Kenilworth Shores
- Lake Bell
- Lake Forest Park
- Lake Killarney Shores
- Lake Knowles
- Lancelot at Winter Park
- Maitland Shores
- Orangewood Park
- Orwin Manor
- Palmer Ave Lakeside
- Phillips Circle
- Tanglewood
Search New Construction Communities
Orange County Homes Seminole County Homes Osceola County Homes Volusia County Homes Lake County HomesBrevard County Homes
Testimonials
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.
Working with Mark is a great experience, he is very professional and reliable!
- 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.
Buying & Selling Made Easy
Freshest Data Available Active Listings Only Customizable Search Options New Listing Alerts Instant Home Value Assessments
Connect With Us
