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492 Properties Available In Winter Park
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- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)

$675,000
Single Family Home
843 W SWOOPE AVE, Winter Park, FL 32789
Winter Park Beauty located just blocks from the renowned Park Avenue. You will be impressed upon entering the front door...
Listed by COLDWELL BANKER RESIDENTIAL RE


$565,000
Condo
690 OSCEOLA AVE #502, Winter Park, FL 32789
Beautifully Renovated Lakefront Condo with Partial Lake Virginia & Downtown Views. Located just minutes from Park Avenue...
Listed by CHARLES RUTENBERG REALTY ORLANDO


$489,900
Single Family Home
4887 SEMINOLE AVE, Winter Park, FL 32792
One or more photo(s) has been virtually staged. Location, Location, Location!!!! Winter Park Florida: Large 4 Bedroom 3 ...
Listed by CHARLES RUTENBERG REALTY ORLANDO


$395,000
Single Family Home
2100 SHIREWOOD CT, Winter Park, FL 32792
This 3-bedroom, 2-bathroom residence is situated on a corner lot, offering an inviting and comfortable living space. A n...
Listed by WEICHERT REALTORS HALLMARK PRO


$3,250,000
Single Family Home
266 CHASE AVE, Winter Park, FL 32789
One of Winter Park's iconic and cherished homes, just a short distance from Park Avenue. On one of the most picturesque,...
Listed by PREMIER SOTHEBY'S INTL. REALTY


$549,000
Single Family Home
2464 LOTAFUN AVE, Winter Park, FL 32789
Big house in a great location and very quiet street. Convenient to dining and shopping, just a few minutes to Park Ave. ...
Listed by INTERNATIONAL FLORIDA PROPERTIES INC


$434,900
Single Family Home
5441 JUSTINE WAY, Winter Park, FL 32792
Pool Home! Whole House Solar!! No HOA!!! This 3 bedroom, 2 bathroom pool home offers a split plan bedroom arrangement an...
Listed by REDFIN CORPORATION


$655,000
Single Family Home
532 DARCEY DR, Winter Park, FL 32792
Expect to be impressed! This 3 bedroom/1.5 bathroom CORNER lot home has been completely renovated and is located in the ...
Listed by JWJ REALTY LLC


$415,000
Single Family Home
3214 LOWNDES DR, Winter Park, FL 32792
Welcome to this stunning 3-bedroom, 2-bathroom pool home, offering 1,200 square feet of beautifully remodeled and update...
Listed by MARK SPAIN REAL ESTATE


$189,900
Condo
200 SAINT ANDREWS BLVD #1603, Winter Park, FL 32792
One or more photo(s) has been virtually staged. Welcome to FOUR SEASONS... a serene, centrally located community in Wint...
Listed by FANNIE HILLMAN & ASSOCIATES


$74,900
Condo
194 SCOTTSDALE SQ #194, Winter Park, FL 32792
Spacious 2-Bedroom Winter Park Condo – Prime Location & Incredible Potential! CONDO FEES PAID THROUGH JUNE FOR THE BUYER...
Listed by THE NAVY HOUSE


$2,695
Single Family Home
642 BALFOUR DR, Winter Park, FL 32792
*** Newly Remodeled *** New Kitchen with solid wood cabinets and granite countertops *** New Primary Bath with solid woo...
Listed by VIA PROPERTIES LLC


$1,690,000
Single Family Home
8041 LAKE WAUNATTA DR, Winter Park, FL 32792
Modern Lakefront Dream home NOW AVAILABLE! Nestled in the peaceful Lake Waunatta Woods neighborhood, this stunning reno...
Listed by KELLER WILLIAMS REALTY AT THE PARKS


$535,000
Single Family Home
7619 GEORGEANN ST, Winter Park, FL 32792
A Rare Winter Park Gem! <br> <br>Discover the perfect blend of modern elegance and Southern charm in this stunning 2,053...
Listed by APEXPRO PROPERTY SOLUTIONS LLC


$225,000
Condo
3251 OAK LAKE PL #135, Winter Park, FL 32792
We are proud to bring to market this incredibly private END UNIT condo within the Hidden Oaks community. The unit offers...
Listed by NESTA REAL ESTATE CONSULTANTS


$10,500
Single Family Home
2234 VIA LUNA, Winter Park, FL 32789
One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Newly Renovated Home in ...
Listed by LOKATION


$1,400,000
Single Family Home
1370 ALBERTA DR, Winter Park, FL 32789
Discover luxurious lakeside living in prestigious Winter Park, where this extensively updated pool home offers the perfe...
Listed by FANNIE HILLMAN & ASSOCIATES


$599,000
Single Family Home
701 DENTON RD, Winter Park, FL 32792
Welcome to this beautifully upgraded home in Winter Park Estates! Nestled on a quarter-acre lot, step into your private ...
Listed by CHARLES RUTENBERG REALTY ORLANDO


$1,650
Condo
1000 S SEMORAN BLVD #813, Winter Park, FL 32792
This roomy 2/2 condo located in Golf side Villas, off South Semoran Boulevard, minutes away from shopping and Baldwin Pa...
Listed by BELLA VIEW REALTY LLC


$1,450
Single Family Home
1436 MINNESOTA AVE, Winter Park, FL 32789
Adorable 2-bedroom and 1 bath midcentury home located in the heart of Winter Park 32789. Close to Everything!!
Listed by COLDWELL BANKER RESIDENTIAL RE


$5,800
Single Family Home
2237 HOWARD DR, Winter Park, FL 32789
You will be amazed by the natural beauty of the waterfront and century oaks that welcome you every time you come through...
Listed by COLEDEV REAL ESTATE LLC


$1,550,000
Single Family Home
2408 LAFAYETTE AVE, Winter Park, FL 32789
This brand new custom home is nestled in an up-and-coming neighborhood in Winter Park. This stunning home redefines mode...
Listed by CORCORAN PREMIER REALTY


$1,295,000
Single Family Home
7706 WAUNATTA CT, Winter Park, FL 32792
Spectacular lakefront living on Lake Waunatta! This beautifully appointed five-bedroom, three-bath home offers 3,858 squ...
Listed by PREMIER SOTHEBY'S INTL. REALTY


$300,000
Condo
200 SAINT ANDREWS BLVD #1004, Winter Park, FL 32792
One or more photo(s) has been virtually staged. Welcome you to your charming 3-bedroom, 2-bathroom condo right in the he...
Listed by WINTER PARK REAL ESTATE CO LLC
