62 Properties Available
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$2,999,000
Single Family Home
1891 LAKE SPIER DR, Winter Park, FL 32789
Welcome to a rare opportunity to embrace the Winter Park lakefront lifestyle in this custom-built masterpiece that blend...
Listed by LPT REALTY, LLC


$1,325,000
Single Family Home
2105 FOSGATE DR, Winter Park, FL 32789
This home is the perfect blend of resort luxury and farmhouse charm, with high-end finishes and features that cater to b...
Listed by LPT REALTY, LLC


$549,000
Single Family Home
240 CAMBRIDGE BLVD, Winter Park, FL 32789
3-Bed, 2-Bath Home in Prime Winter Park Location! Steps away from paddleboarding, kayaking or fishing on beautiful Lake ...
Listed by REAL BROKER, LLC


$207,900
Condo
2500 LEE RD #134, Winter Park, FL 32789
Introducing a captivating 1-bedroom, 1-bathroom condo in a prime location, granting access to the serene Lake Killarney,...
Listed by COMPASS FLORIDA LLC


$2,725,000
Single Family Home
1400 PLACE PICARDY, Winter Park, FL 32789
1440 Place Picardy, Winter Park, FL <br>Custom-Built Elegance with Timeless Finishes <br> <br>A custom-built residence c...
Listed by CORCORAN PREMIER REALTY


$2,070,000
Single Family Home
2234 VIA LUNA, Winter Park, FL 32789
One or more photo(s) has been virtually staged. NEW IMPROVED PRICING! Newly Renovated Partially Furnished Home in the Be...
Listed by LOKATION


$2,875,000
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


$740,000
Single Family Home
1840 LAUREL RD, Winter Park, FL 32789
Unlock the potential of this charming 3-bedroom, 2-bathroom home—ideal for renovation or building your custom dream resi...
Listed by KEYSEEKERS REAL ESTATE


$924,900
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


$2,995
Condo
660 KILLARNEY BAY CT #6, Winter Park, FL 32789
Experience luxury lakeside living in Winter Park on Lake Killarney with expansive views in this beautifully remodeled 2-...
Listed by FLORIDA ONE REAL ESTATE LLC


$188,500
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


$2,195,000
Single Family Home
1361 PALMER AVE., Winter Park, FL 32789
One or more photo(s) has been virtually staged. Welcome to 1361 Palmer Avenue, a beautifully updated five-bedroom, 3.5-b...
Listed by PREMIER SOTHEBY'S INTL. REALTY


$479,000
Condo
690 OSCEOLA AVE #405, Winter Park, FL 32789
Beautiful Lakefront unit with Lake Virginia ViewFrom the moment you open the door you will be drawn into this South faci...
Listed by SAVVY AVENUE, LLC


$1,554,950
Single Family Home
952 MOSS LN, Winter Park, FL 32789
Discover the allure of 952 Moss Ln, a stunning residence in the heart of Winter Park that seamlessly blends elegance and...
Listed by THE SHOP REAL ESTATE CO.


$1,999,000
Single Family Home
633 BALMORAL RD, Winter Park, FL 32789
Exceptional Lakefront Opportunity on Balmoral Road! <br>Discover the rare opportunity to own prime lakefront property,...
Listed by COMPASS FLORIDA LLC


$1,800
Condo
1695 LEE RD #E103, Winter Park, FL 32789
One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Waterfall Cove, where ur...
Listed by ROBERT SLACK LLC


$349,900
Condo
1308 S PENNSYLVANIA AVE #3, Winter Park, FL 32789
PRICE IMPROVEMENT! WINTER PARK FOR UNDER 350k!!! Sip coffee or tea overlooking lush Mead Gardens from your private deck....
Listed by KELLER WILLIAMS CLASSIC


$414,999
Single Family Home
920 GLORIOSA AVE, Winter Park, FL 32789
Charming Move-In Ready Home in the Heart of Winter Park! <br> <br>Discover this beautifully maintained 3-bedroom, 2-bath...
Listed by EXP REALTY LLC


$250,000
Single Family Home
1996 INDIANA AVE, Winter Park, FL 32789
Investors/builders, here is your next project. This oversized lot (6,957 sf) on a dead-end street is perfect for our ne...
Listed by MARKET CONNECT REALTY LLC


$1,499
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


$1,495
Single Family Home
1434 MINNESOTA AVE, Winter Park, FL 32789
Remo2 bedroom and Mid Century Modern two bedroom and one bath home for rent in the heart of the industrial area of Winte...
Listed by COLDWELL BANKER RESIDENTIAL RE


$995,000
Single Family Home
1821 WINDSOR DR, Winter Park, FL 32789
Under contract-accepting backup offers. WELCOME to 1821 WINDSOR DR in WINTER PARK, FLORIDA! This is a ONCE IN A LIFETIME...
Listed by CREEGAN GROUP


$1,625,000
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


$1,049,000
Single Family Home
913 MOSS LN, Winter Park, FL 32789
***Remodeled in 2023 | Furniture package available | Short term rental allowed*** Discover Your Dream Retreat at 913 Mos...
Listed by VECTOR PROPERTY GROUP
