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Winter Park Real Estate Search
Winter Park Properties for Sale
Our website features the best Winter Park real estate search for homes, condo, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes.
You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.
Winter Park Popular Searches
Winter Park Properties by Price
- Winter Park Properties under $200,000 for Sale
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Newest Winter Park Properties for Sale
Live in desirable Winter Park in this cute renovated 2/2 condo. This unit is ideal whether you are an investor or an owner-occupant. This is an opportunity to live in a c...
- 2 Beds
- 2 Baths
- Lancelot At Winter Park SubDv.
- 32792 Zip Code
Like New! Remarkable 6 bed / 5 bath home in prime Winter Park 32789 location. Wonderful for entertaining and large families! Most attention to detail! Huge 92'x167' lot w...
- 6 Beds
- 3.5 Baths
- Eastline SubDv.
- 32789 Zip Code
Dreams do come true! 2019 Newer Build Winter Park and College Park Adjacent Paradiso! No HOA! Short term Airbnb and VRBO welcome! Modern Farmhouse style with almost 2600 ...
- 4 Beds
- 2.5 Baths
- Dubsdread Heights SubDv.
- 32789 Zip Code
Welcome to your new cozy and charming 2-story condo at Winter Park Woods! Tucked away just off SR-436, this delightful 2-bedroom, 1.5-bathroom home is perfectly situated ...
- 2 Beds
- 1.5 Baths
- Winter Park Woods Condo SubDv.
- 32792 Zip Code
Magnificent lakeview estate in Windsong – 526 Genius Drive, Winter Park – Offered at $4,150,000! For the first time, this stately residence is on the market and available...
- 4 Beds
- 4.5 Baths
- Windsong North Shore 43/74 SubDv.
- 32789 Zip Code
***WINTER PARK PINES PRIME LOCATION*** INVESTORS ONLY - CASH ONLY 4 bedrooms, 3 bathrooms, 2-car garage, utility room, fireplace, sunroom/lanai, oversized lot.
- 4 Beds
- 3 Baths
- Winter Park Pines SubDv.
- 32792 Zip Code
Welcome to this beautiful single owner, two year old Winter Park custom home. Located within some of the best schools in Winter Park and surrounded by plenty of local ho...
- 3 Beds
- 2.5 Baths
- Winter Park SubDv.
- 32789 Zip Code
GREAT BUSINESS OPPORTUNITY! - Excellent location, in the heart of Winter Park. Beautiful cafeteria, with highly qualified personnel to offer the public an experience of i...
- 32789 Zip Code
”Il Fenice” — A Modern Mediterranean home built and designed in 2020 by SMRS Design. This luxury estate located in The Vias area of Winter Park is offered fully furnished...
- 5 Beds
- 5.5 Baths
- Tuscany Terrace SubDv.
- 32789 Zip Code
Very central and desirable Winter Park location! It is minutes from Park Avenue, Winter Park Village, I-4 and other major highways. It offers the perfect opportunity for ...
- 2 Beds
- 1 Baths
- Winter Park Village SubDv.
- 32789 Zip Code
This Winter Park gem of a home has an awesome location! From the front yard you have a view of beautiful Lake Killarney which is just a short walk down the street. Als...
- 4 Beds
- 2 Baths
- Glencoe Sub SubDv.
- 32789 Zip Code
This fabulous home is on one of Winter Park’s most charming brick streets and a short stroll leads you to Lake Mizell. It features an abundance of natural light and blend...
- 3 Beds
- 3.5 Baths
- Cortland Park SubDv.
- 32789 Zip Code
Welcome to this stunning renovated POOL HOME in the heart of Winter Park! This charming property features three bedrooms and one and a half baths, with an additional den ...
- 3 Beds
- 1.5 Baths
- Orangewood Park SubDv.
- 32789 Zip Code
Just Listed!! Impeccable location a half block off Park Avenue with incredible views of the golf course. Listed $130,000.00 below appraised value as of Oct 2022. This won...
- 32789 Zip Code
250 Cortland is nestled among million-dollar homes on one of the nicest brick, tree lined streets in Winter Park. This 3bedroom, 2 bath split bedroom home plan has low ma...
- 3 Beds
- 2 Baths
- Cortland Park SubDv.
- 32789 Zip Code
One or more photo(s) has been virtually staged. Location, Location, Location. Come and see this cute 3/2 Winter Park Home. Modernized Kitchen with stainless steel applian...
- 3 Beds
- 2 Baths
- Killarney Circle SubDv.
- 32789 Zip Code
Beautiful ONE STORY Winter Park Condo with attached 2 car GARAGE!! Need to downsize? You won't have to give up everything! 2 Bedroom, 2 Baths PLUS a Den/Office. Eat i...
- 2 Beds
- 2 Baths
- Winter Park Pointe 02 Ph 02 SubDv.
- 32792 Zip Code
Beautiful family home for sale! 5 Bedrooms, 2 Bathrooms, 2 car garage, formal living and dining rooms, a family room attached to the eat in kitchen, and a screened back p...
- 5 Beds
- 2 Baths
- Williamsburg SubDv.
- 32792 Zip Code
This beautiful and remodeled home is turnkey and ready to move in. Investors -- You will love the cash flow upside with this property. Updated Roof, AC, Exterior Pain...
- 4 Beds
- 3 Baths
- Winter Park Estates SubDv.
- 32792 Zip Code
WINTER PARK LAKEFRONT – 1745 Lake Berry Drive, Offered at $3,175,000! Stunning lakefront estate with 80’ of waterfront on Winter Park’s private Lake Berry. Recently remod...
- 4 Beds
- 3.5 Baths
- Waterbridge SubDv.
- 32789 Zip Code
Central to the heart of Winter Park, the Alabama Condominium resides on five stunning manicured acres on the Chain of Lakes. This beautiful unit boasts three bedrooms, tw...
- 3 Beds
- 2 Baths
- Alabama Condo SubDv.
- 32789 Zip Code
Build your dream home in the desirable Lake Sue area. Nestled amongst the majestic oaks on a quaint brick street, current home is a three bedroom, two bath home with a g...
- 3 Beds
- 2 Baths
- Forest Hills SubDv.
- 32789 Zip Code
Build your dream home in the desirable Lake Sue area. Nestled amongst the majestic oaks on a quaint brick street. Zoned for the BEST schools! Convenient location to W...
- Forest Hills SubDv.
- 32789 Zip Code
Elegant French Mediterranean gated lakefront estate on premier exclusive and private setting in Olde Winter Park… This spectacular residence is located on the Isle of Sic...
- 5 Beds
- 5.5 Baths
- Isle Of Sicily SubDv.
- 32789 Zip Code
Under Construction. WINTER PARK NEW CONSTRUCTION!! Welcome to an amazing opportunity to own a brand new 3 bedroom 3.5 bath, 1813 sq. ft. townhome in an incredible locatio...
- 3 Beds
- 3.5 Baths
- H. Vanwies SubDv.
- 32789 Zip Code
Stunning French Provincial Estate with modern features on large .36 acre lot. 5 Bedrooms, 6 Full Baths and almost 5,200 SF of luxury living space. Open and inviting with...
- 5 Beds
- 6 Baths
- Windsong North Shore 43/74 SubDv.
- 32789 Zip Code
PRIME LOCATION, EXCELLENT RENTAL POTENTIAL, close proximately to Full Sail and UCF. This large 2-bedroom unit, each with its own private full bathrooms upstairs with a t...
- 2 Beds
- 2.5 Baths
- Hidden Oaks Condo Ph 04 SubDv.
- 32792 Zip Code
Your new home in the heart of Winter Park is just two blocks from Park Avenue. This one-bedroom, one-bathroom ground-floor condo at Whisperings Waters allows easy access ...
- 1 Beds
- 1 Baths
- Whispering Waters, Phillips Circle Rep SubDv.
- 32789 Zip Code
Prime Winter Park Location. Two bedroom/two bath with Florida room (aluminum enclosure), and two car garage w/ shop/office. The home is 1,178 sqft heated with a total 2...
- 2 Beds
- 2 Baths
- Edgewood SubDv.
- 32789 Zip Code
Welcome home to Winter Park Woods! Charming 3 bed 2 bath condo with open living and dining areas highlights beautiful flooring. The updated kitchen features stunning sta...
- 3 Beds
- 2 Baths
- Winter Park Woods Condo SubDv.
- 32792 Zip Code
Winter Park duplex. Excellent location to Advent Health, I-4 Par Exit, 1792 and Fairbanks. 1 bedroom 1 bath units. Terrazzo floors. Listing Agent is related to Owner. Sol...
- 2 Beds
- Lawndale SubDv.
- 32789 Zip Code
LOCATION, LOCATION, LOCATION...Desirable Winter Park "College Quarter" Historic District...Come take a tour of this wonderfully updated Bungalow with lots of windows for ...
- 3 Beds
- Winter Park SubDv.
- 32789 Zip Code
A spacious oasis! You'll have the best of both world's with your new home in a phenomenal location near downtown as well as nearly 4,000 square feet! There are only 3 h...
- 4 Beds
- 2 Baths
- Golfview Rep SubDv.
- 32789 Zip Code
This house offers a great opportunity to live in the sought after community of Winter Park Pines. Zoned for Top-Rated Winter Park Schools. Conveniently located minutes aw...
- 4 Beds
- 2 Baths
- Winter Park Pines SubDv.
- 32792 Zip Code
Enjoy the Heart and Soul of Winter Park's Osceola Shores neighborhood. Walk to Polasek Museum, Rollins College, Dinky Dock Park and Park Avenue shops and restaurants. Th...
- 3 Beds
- 3.5 Baths
- Osceola Shores Sec 01 SubDv.
- 32789 Zip Code
Welcome to your dream home! This luxurious townhome in Winter Park was designed by renowned architect Phil Kean and is a 3 bedroom (plus office), 3.5 bathroom gem with go...
- 3 Beds
- 3.5 Baths
- Morse & Pennsylvania Twnhms SubDv.
- 32789 Zip Code
WELCOME HOME to this Amazing Lake House situated just minutes away from the Charming and Historic Winter Park Avenue. This Wonderful Estate is set on 1.70 ACRES of land a...
- 4 Beds
- 5 Baths
- Thomas M Henkels Add SubDv.
- 32789 Zip Code
Pre-Construction. To be built. Located on a rare “Vias” lot this new construction home was designed and developed by Scout + Company. In Pueblo Revival style, the home w...
- 4 Beds
- 4.5 Baths
- Cloister Grove Sub SubDv.
- 32789 Zip Code
Stop the Car!!! Come see this beautiful Townhouse style 2 bedroom, 2 bath condo located in popular Winter Park. This condo is move-in ready with ceramic Spanish-Style ti...
- 2 Beds
- 2.5 Baths
- Hidden Oaks Condo Ph 9 SubDv.
- 32792 Zip Code
Here is your opportunity to get near the heart of Winter Park, and into the Winter Park High School zone, without the hefty price tag. You can literally walk to the WP YM...
- 2 Beds
- 1.5 Baths
- Lakemont Heights SubDv.
- 32792 Zip Code
Lancelot Community features sought after 1st floor, end unit. 2 bedroom/2 bath unit renovated with beautiful ceramic tile throughout. Upgraded kitchen features granite...
- 2 Beds
- 2 Baths
- Lancelot/Winter Park SubDv.
- 32792 Zip Code
Prime Winter Park location in a fast-growing section of the city this is a great find. Zoned R-2, .25 acres, this lot is cleared with nice shade trees, not in any flood z...
- Capens Add SubDv.
- 32789 Zip Code
Enjoy Winter Park's most desirable location! One block from Park Avenue/Central Park. Spacious, bright and all on the second floor with private elevator access and secure...
- 3 Beds
- 4.5 Baths
- 147 Interlachen Place SubDv.
- 32789 Zip Code
Perfect high and dry lot with a large tree to shade your backyard that is perfect for the TINY Home Revolution. What a Winter Park sweet spot. Lots in this area are hard ...
- Winter Park SubDv.
- 32789 Zip Code
Let yourself feel captivated by this Single-Family home recently remodeled, offering 3 bedrooms 2 bathrooms in the great neighborhood of Lake Killarney. Enjoy the opportu...
- 3 Beds
- 1.5 Baths
- Shores Lake Killarney Sec 02 SubDv.
- 32789 Zip Code
Winter Park GEM! Come see this perfectly maintained, 2019 remodeled 4 bedroom, 2 bathroom, POOL home in the desirable Wrenwood neighborhood of Winter Park. As you walk t...
- 4 Beds
- 2 Baths
- Wrenwood Heights SubDv.
- 32792 Zip Code
Welcome to South Interlachen Place, a luxury townhome located in downtown Winter Park. If you are looking for the perfect combination of elegance and luxury with high end...
- 3 Beds
- 3.5 Baths
- South Interlachen Place SubDv.
- 32789 Zip Code
Stunning Two-Story Home in Winter Park's exclusive neighborhood. House is offering 4 Spacious bedrooms and 2.5 bathrooms has a great floor plan. The gourmet kitchen wit...
- 4 Beds
- 3 Baths
- Winter Park Estates SubDv.
- 32792 Zip Code
Custom Winter Park home completed in 2019 by FG Schaub Custom Home Builder. Contemporary Florida living awaits in this newly built home, boasting a spacious open floor pl...
- 5 Beds
- 5.5 Baths
- Orange Grove Sub SubDv.
- 32789 Zip Code
Come get lost in this beautiful fully remodeled three bedroom two bathroom home that's perfectly nestled in the Winter Park community. This home has been fully restored t...
- 3 Beds
- 2 Baths
- Lakemont Heights SubDv.
- 32792 Zip Code
