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506 Properties Available In Winter Park
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$469,000
Townhouse
1447 BROAD WING LN, Winter Park, FL 32792
This 3-bedroom, 2.5-bath townhome combines style, functionality, and low-maintenance living and is ready for you to move...
Listed by FOWLKES REALTY CO
$377,500
Single Family Home
3490 BOUGAINVILLEA DR, Winter Park, FL 32792
Step into the charm and comfort of this inviting 3-bedroom, 2-bath Winter Park home, where every space is designed to bl...
Listed by KELLER WILLIAMS ADVANTAGE III
$455,000
Single Family Home
1849 VIBURNUM LN, Winter Park, FL 32792
Nestled near the highly sought-after Winter Park area, this beautifully updated 4-bedroom, 2-bath concrete block home ha...
Listed by REAL BROKER, LLC
$399,900
Single Family Home
7553 LAUREL SPRINGS DR, Winter Park, FL 32792
Welcome to 7553 Laurel Springs Drive! Whether you're buying your first home or searching for an investment opportunity i...
Listed by EMPIRE NETWORK REALTY
$835,000
Single Family Home
1421 SUNSET DR, Winter Park, FL 32789
BUYER GOT COLD FEET= YOUR OPPORTUNITY! Welcome to 1421 Sunset Drive – A Turnkey Gem in the Heart of Olde Winter Park! <b...
Listed by COMPASS FLORIDA LLC
$19,500
Single Family Home
1860 VIA CONTESSA, Winter Park, FL 32789
Step into your dream home in Winter Park! This stunning 7,000 SF residence, nestled on a peaceful street in the coveted ...
Listed by SIERRA REALTY GROUP LLC
$675,000
Townhouse
595 HUNTINGTON AVE #4, Winter Park, FL 32789
You Found It!!! Beautiful Winter Park townhome that feels like a single-family residence. Situated on a private lane w...
Listed by COLDWELL BANKER RESIDENTIAL RE
$990,000
Single Family Home
208 BREWER AVE, Winter Park, FL 32789
SELLERS ARE OFFERING $10,000 BUYER CLOSING COST CONCESSION FOR ANY BUYER WITH AN ACCEPTED CONTRACT BY 8/31/25. A $5,000 ...
Listed by COMPASS FLORIDA LLC
$679,000
Single Family Home
618 BLAIRSHIRE CIR, Winter Park, FL 32792
First time on the market! This one-owner, 3-bedroom, 3-bathroom single-family pool home offers the perfect blend of clas...
Listed by FANNIE HILLMAN & ASSOCIATES
$2,999,000
Single Family Home
575 PALMER AVE, Winter Park, FL 32789
Step into elevated Winter Park living with this exceptional Mediterranean-inspired estate. Built in 2020, every inch of ...
Listed by DEVLIN INVESTORS & ASSOCIATES
$369,000
Single Family Home
1516 PINEWOOD DR, Winter Park, FL 32789
PINEWOOD SUB N/9 LOT 12 BLK A <br> <br> <br>Well-maintained, modest 2-1 home in College Park with carport, deck, and por...
Listed by LIST NOW REALTY, LLC
$1,700,000
Single Family Home
1270 ARLINGTON PL, Winter Park, FL 32789
Modern Elegance in the Heart of Winter Park! <br> <br>Located just a half-mile from the renowned shops and dining of Par...
Listed by RE/MAX 200 REALTY
$650,000
Single Family Home
3115 HEARTLEAF PL, Winter Park, FL 32792
One or more photo(s) has been virtually staged. Welcome to your dream home in Winter Park, FL! Motivated seller that is ...
Listed by EXP REALTY LLC
$1,375,000
Single Family Home
2015 SUMMERFIELD RD, Winter Park, FL 32792
In the heart of Kenilworth Shores, one of Winter Park's desirable neighborhoods, this completely renovated one-story res...
Listed by PREMIER SOTHEBY'S INTL. REALTY
$1,660,000
Single Family Home
1350 LYNDALE BLVD, Winter Park, FL 32789
THIS HOUSE CHECKS ALL OF THE BOXES!!! <br>Situated on a quiet one-way street in Winter Park and recently renovated is th...
Listed by PALMANO GROUP RE BROKERAGE LLC
$700,000
Single Family Home
2190 TEMPLE DR, Winter Park, FL 32789
BEAUTIFUL BREEZES AND EXCEPTIONAL VIEWS IN THIS STUNNING MOVE IN READY HOME LOVINGLY MAINTAINED! This immaculate home of...
Listed by MAINFRAME REAL ESTATE
$3,499,999
Single Family Home
1761 LEGION DR, Winter Park, FL 32789
One of the most coveted neighborhoods in all of Winter Park! This custom-built 5-bedroom, 5.5-bath residence was complet...
Listed by KELLY PRICE & COMPANY LLC
$472,000
Single Family Home
2648 AMSDEN RD, Winter Park, FL 32792
Beautiful Pool Home in Desirable Winter Park Estates <br>Welcome to this charming and thoughtfully updated pool home in ...
Listed by CHOICEPOINTE REALTY, INC.
$1,095,000
Single Family Home
2607 LAFAYETTE AVE, Winter Park, FL 32789
Welcome to 2607 Lafayette Avenue – a stunning custom-built residence nestled in one of Winter Park's most desirable neig...
Listed by FORTUNE INTERNATIONAL REALTY
$1,325,000
Single Family Home
1420 PALMER AVE, Winter Park, FL 32789
Luxurious Retreat in the Heart of Winter Park's Premier Neighborhood – Minutes from Park Ave! <br>Discover timeless eleg...
Listed by KELLER WILLIAMS WINTER PARK
$474,900
Single Family Home
2835 BONGART RD, Winter Park, FL 32792
Huge Price Reduction!!! Seller is Motivated and must sell NOW! - Welcome to your spectacular pool home in Winter Park Es...
Listed by CHARLES RUTENBERG REALTY ORLANDO
$2,900,000
Single Family Home
1401 GREEN COVE RD, Winter Park, FL 32789
This award-winning Tuscan Mediterranean residence seamlessly blends timeless architecture with a light-filled, open inte...
Listed by BUCKEYE REALTY LLC
$539,500
Single Family Home
8162 LAZY BEAR LN, Winter Park, FL 32792
*20K PRICE DROP* 4 bedroom, 2 bath home set on a perfectly manicured 1/4 acre corner lot, located in the new Winter Park...
Listed by AUTHENTIC REAL ESTATE TEAM
$2,790,000
Single Family Home
1860 VIA CONTESSA, Winter Park, FL 32789
Step into your dream home in Winter Park! This stunning 7,000 SF residence, nestled on a peaceful street in the coveted ...
Listed by SIERRA REALTY GROUP LLC