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478 Properties Available In Winter Park
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- Price-Low To High
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$649,000
Single Family Home
1792 KILLARNEY DR, Winter Park, FL 32789
RENOVATED and MOVE-IN READY in WINTER PARK 32789 with DEEDED LAKE ACCESS! Located on a fully fenced ¼-acre corner lot, t...
Listed by KELLER WILLIAMS WINTER PARK


$479,000
Condo
130 KILLARNEY BAY CT #5-3, Winter Park, FL 32789
SUPERB LOCATION! Don't miss out on this beautifully updated 2 bedroom 2.5 bath 2-story condo in Killarney Bay. Upon en...
Listed by KELLER WILLIAMS WINTER PARK


$365,000
Single Family Home
2008 NOTTINGDALE LN, Winter Park, FL 32792
Nestled in the highly desirable Winter Park, Florida, 2008 Nottingdale Lane presents a meticulously updated and move-in-...
Listed by EXP REALTY LLC


$714,900
Single Family Home
1640 CYPRESS POINT LN, Winter Park, FL 32792
Welcome to 1640 Cypress Point – a home like no other in Winter Park. This beautifully maintained 3-bedroom, 2-bathroom h...
Listed by KELLER WILLIAMS WINTER PARK


$382,500
Single Family Home
5234 OHIO ST, Winter Park, FL 32792
Tropical Vibes + Total Privacy in Winter Park! A rare find, indeed!! Tucked away at the very end of a quiet cul-de-sac, ...
Listed by MARKET CONNECT REALTY LLC


$699,900
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


$1,349,500
Single Family Home
1371 LYNDALE BLVD, Winter Park, FL 32789
One or more photo(s) has been virtually staged. As you enter this renovated 4-bedroom, 2.5-bathroom home within the city...
Listed by ALIGN REAL ESTATE LLC


$2,100
Townhouse
3050 AUTUMN CT, Winter Park, FL 32792
Spacious 3BR/2BA townhome in highly desirable Winter Park! This well-maintained home features a large kitchen with dine-...
Listed by MEP REALTY INVESTMENTS LLC


$479,900
Townhouse
1330 MERRYDALE WAY, Winter Park, FL 32792
Welcome to Enclave at Hawks Crest! This corner-unit 3-bedroom, 2.5-bath townhome offers added privacy, extra natural lig...
Listed by SELECTA REALTY LLC


$1,200,000
Single Family Home
2080 WOOD THRUSH LN, Winter Park, FL 32792
Exceptional Living Awaits in the Heart of Winter Park <br>Nestled in the sought-after community of Waters Edge at Hawks ...
Listed by LOKATION


$1,100,000
Townhouse
512 CLARENDON AVE, Winter Park, FL 32789
Beautifully updated 4BD/3.5BA townhome in highly sought-after Virginia Heights, just steps from Park Ave, Rollins Colle...
Listed by COMPASS FLORIDA LLC


$535,000
Single Family Home
1819 SHADYHILL TER, Winter Park, FL 32792
Welcome to your own private retreat, perfectly situated at the end of a quiet CUL-DE-SAC on one of the most SCENIC LOTS ...
Listed by KELLER WILLIAMS WINTER PARK


$450,000
Townhouse
1471 BROAD WING LN, Winter Park, FL 32792
Step into comfort and style in this beautifully maintained townhome, built in 2020 and thoughtfully designed for modern ...
Listed by EXP REALTY LLC


$285,000
Condo
1920 WOODCREST DR #15, Winter Park, FL 32792
Gorgeous, fully renovated 2-bedroom / 2-bathroom condominium nestled in the heart of Winter Park along a beautiful and q...
Listed by COLDWELL BANKER RESIDENTIAL RE


$949,000
Single Family Home
1840 BISCAYNE DR, Winter Park, FL 32789
Biscayne Bay, a recent Parade of Homes winner, is one of the latest custom builds by the trusted team at Konkol Custom H...
Listed by CORCORAN PREMIER REALTY


$1,750,000
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


$689,900
Single Family Home
3759 KINSLEY PL, Winter Park, FL 32792
EXPECT TO BE IMPRESSED! Tucked away in a quaint and quiet Winter Park neighborhood, this beautifully maintained two-stor...
Listed by COMPASS FLORIDA LLC


$765,000
Single Family Home
620 DARCEY DR, Winter Park, FL 32792
New roof scheduled for replacement at end of July 2025. Charming brick Winter Park home in the desirable Brookshire Heig...
Listed by PREMIER SOTHEBY'S INTL. REALTY


$840,000
Condo
100 S INTERLACHEN AVE #204D, Winter Park, FL 32789
Welcome to The Cloisters—a prestigious lakefront community nestled in the heart of Winter Park, perfectly positioned bet...
Listed by COLDWELL BANKER RESIDENTIAL RE


$3,899,000
Single Family Home
1742 TEMPLE DR, Winter Park, FL 32789
In one of Winter Park's desirable neighborhoods, this stunning four-bedroom, five-bath modern masterpiece with Control4 ...
Listed by PREMIER SOTHEBY'S INTL. REALTY


$6,180,000
Single Family Home
2211 AZALEA PL, Winter Park, FL 32789
Exquisite Waterfront Estate in the Heart of Winter Park - Welcome to 2211 Azalea Place, a rare and remarkable waterfront...
Listed by FORTUNE INTERNATIONAL REALTY


$1,695,000
Single Family Home
1780 MIZELL AVE., Winter Park, FL 32789
Experience the height of modern luxury in this newly constructed home, masterfully designed by esteemed architect Gary H...
Listed by PREMIER SOTHEBY'S INTL. REALTY


$1,675,000
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


$649,900
Single Family Home
1926 NATALEN RD, Winter Park, FL 32792
*** MUST SEE WINTER PARK POOL HOME *** <br>Explore the virtual tours to fully appreciate the beauty of this completely r...
Listed by EXP REALTY LLC
