37 Properties Available
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$2,600
Single Family Home
1513 HARMON AVE, Winter Park, FL 32789
Lawn and Security System included with this fantastic 2/2 plus office Orwin Manor home. Home features hardwood flooring ...
Listed by CORCORAN PREMIER REALTY
$3,544,999
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 SCANLON REALTY GROUP LLC
$2,599,000
Single Family Home
1781 PINE AVE, Winter Park, FL 32789
An exceptional custom home by award-winning Davila Homes, perfectly blending modern design and functionality. Located in...
Listed by FLORIDA CONNEXION PROPERTIES
$365,000
Condo
260 KILLARNEY BAY CT #6-6, Winter Park, FL 32789
Welcome to Killarney Bay! This beautifully updated 2-bedroom, 1-bathroom Second-floor condo offers an airy, modern feel ...
Listed by CHARLES RUTENBERG REALTY ORLANDO
$3,495
Single Family Home
2070 SAINT GEORGE AVE, Winter Park, FL 32789
Charming lakefront cottage in the heart of Winter Park! Welcome to this rare gem nestled on Lake Spier in beautiful Wint...
Listed by KELLER WILLIAMS WINTER PARK
$575,000
Single Family Home
1339 ORCHID AVE, Winter Park, FL 32789
A rare find in Winter Park: A charming Bungalow with 3-Car Garage (24x36) and detached finished Shed (10x14) for office ...
Listed by ABIDE REALTY
$1,470,000
Single Family Home
2401 LAFAYETTE AVE, Winter Park, FL 32789
Experience the charm and elegance of Winter Park living in this beautifully designed 4-bedroom, 3.5-bath home offering 3...
Listed by DIVINE ESTATES REALTY LLC
$5,650
Single Family Home
2227 HOWARD DR, Winter Park, FL 32789
Single-story LAKEFRONT gem in Winter Park! This beautifully renovated mid-century home sits on an oversized waterfront l...
Listed by REALTY ONE GROUP MAGIC CITY
$900,000
Single Family Home
1018 TURNER RD, Winter Park, FL 32789
Seller may consider buyer concessions if made in an offer | Lakefront charm meets quiet luxury in the heart of Winter Pa...
Listed by WEMERT GROUP REALTY LLC
$4,500
Single Family Home
336 BLUE HERON DR, Winter Park, FL 32789
AVAILABLE NOW!!! Charming Waterfront home in Winter Park's established community featuring 3 bedrooms, 2 full bathrooms ...
Listed by LPT REALTY, LLC
$899,000
Single Family Home
251 GLENRIDGE WAY, Winter Park, FL 32789
The true value of this property lies in its expansive 10,675 sq ft lot, nestled among multi-million dollar homes. Whethe...
Listed by RAZZANI INTERNATIONAL REALTY
$186,000
Condo
1250 S DENNING DR #108, Winter Park, FL 32789
This move-in-ready, first-floor condo has been completely updated and is ready for its new owner. Enjoy newer flooring, ...
Listed by LOVELAND PROPERTIES
$342,000
Condo
184 SANDLEWOOD TRL #2, Winter Park, FL 32789
Welcome to Your Turnkey Retreat in Winter Park! <br> <br>Nestled just minutes from the charming boutiques and award-winn...
Listed by EXP REALTY LLC
$825,000
Single Family Home
730 W SWOOPE AVE, Winter Park, FL 32789
One or more photo(s) has been virtually staged. Experience the Charm of Winter Park in This Renovated Corner Home <br>We...
Listed by LPT REALTY, LLC
$1,450
Condo
1500 GAY RD #5C, Winter Park, FL 32789
Welcome to Winter Park, FL! This charming one-bedroom, one-bathroom apartment is perfectly situated close to shopping an...
Listed by TRANSCEND REALTY
$241,000
Condo
151 N ORLANDO AVE #204, Winter Park, FL 32789
One or more photo(s) has been virtually staged. Investors Dream with Minimal Lease Restrictions! Welcome to the Lake Ki...
Listed by MAINFRAME REAL ESTATE
$1,575,000
Single Family Home
1742 BARCELONA WAY, Winter Park, FL 32789
OPPORTUNITY AWAITS – PURE POTENTIAL IN WINTER PARK'S SEVILLA NEIGHBORHOOD! Rare, Tudor-style estate sits on an oversized...
Listed by KELLY PRICE & COMPANY LLC
$1,249,000
Single Family Home
2525 VENETIAN WAY, Winter Park, FL 32789
Modern Midcentury Retreat with Luxe Upgrades & Private Community Lake Access <br>This meticulously renovated 3-bed, 2.5-...
Listed by KELLY PRICE & COMPANY LLC
$1,699,000
Single Family Home
2402.5 TEMPLE DR, Winter Park, FL 32789
Get Busy Living the Winter Park lifestyle in this custom 4-bedroom, 4.5-bathroom pool home tucked away at the end of a 1...
Listed by OLDE TOWN BROKERS INC
$1,470,000
Single Family Home
1644 HIBISCUS AVE, Winter Park, FL 32789
Charming, Well-Maintained Home on a Prime Lot in Winter Park's Coveted Tree Streets <br> <br>Don't miss this rare opport...
Listed by COLDWELL BANKER RESIDENTIAL RE
$200,000
Condo
1695 LEE RD #E215, Winter Park, FL 32789
Move-in Ready Renovated Condo – Prime Location! <br>This beautifully renovated condo offers both style and convenience, ...
Listed by LA ROSA REALTY CENTRAL FLORIDA
$2,150,000
Single Family Home
2614 PARKLAND DR, Winter Park, FL 32789
Welcome to 2614 Parkland Drive—an exquisite, fully renovated luxury residence nestled in the heart of Winter Park, Flori...
Listed by JW GASTON LLC
$669,900
Condo
640 KILLARNEY BAY CT #4, Winter Park, FL 32789
One or more photo(s) has been virtually staged. Tucked away on the tranquil shores of Lake Killarney, this impeccably re...
Listed by COMPASS FLORIDA LLC
$528,000
Single Family Home
2381 ROXBURY RD, Winter Park, FL 32789
WINTER PARK-Outstanding Renovations! Beautiful 3 Bedrooms 2 Baths! Open concept floor plan, single story with a lot of n...
Listed by KELLER WILLIAMS HERITAGE REALTY