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221 Properties Available
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$2,160,000
Single Family Home
2234 VIA LUNA, Winter Park, FL 32789
One or more photo(s) has been virtually staged. Newly Renovated Partially Furnished Home in the Beautiful Via's of Winte...
Listed by LOKATION
$278,000
Condo
700 MELROSE AVE #E4, Winter Park, FL 32789
One or more photo(s) has been virtually staged. Welcome to your new home in the heart of Winter Park! This spacious cond...
Listed by NEXTHOME BEST RESULTS REAL ESTATE
$2,950,000
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
$809,000
Condo
1250 S PENNSYLVANIA AVE #8, Winter Park, FL 32789
Elevator ready with quote for brand new elevator & warranty. Quiet Virginia Heights Neighborhood with Stunning: private ...
Listed by MINK REALTY
$5,800
Single Family Home
860 N DENNING DR, Winter Park, FL 32789
AVAILABLE NOW !! 30 Day minimum! Fully furnished all utilities included and high speed internet !! You can't beat it!! N...
Listed by PROPERTIES IN TOWN
$2,500
Single Family Home
626 BAFFIE AVE, Winter Park, FL 32789
Great location, very near I-4 access just off Fairbanks in College Park/Winter Park. Oversized paver driveway and parki...
Listed by GRACE REALTY, INC.
$849,000
Single Family Home
2955 LOLISSA LN, Winter Park, FL 32789
This is Winter Park's hidden gem of a neighborhood. The Hills of Winter Park entrance welcomes you through a mature oak...
Listed by COLDWELL BANKER REALTY
$332,500
Single Family Home
1921 DARTMOUTH AVE, Winter Park, FL 32789
BACK ON THE MARKET! PRICE DROP! SELLER WILLING TO GIVE CONCESSIONS FOR DOWN PAYMENT ASSISTANCE! <br>Welcome to your dre...
Listed by LPT REALTY
$699,900
Single Family Home
2612 LAFAYETTE AVE, Winter Park, FL 32789
***SELLER IS OFFERING $10,000 IN CONCESSIONS TOWARDS CLOSING COSTS***This exquisite residence offers sophistication and ...
Listed by EXP REALTY LLC
$4,500,000
Single Family Home
421 LAKEWOOD DR, Winter Park, FL 32789
This elegant Winter Park lakefront residence offers luxury lakeside living, situated on the picturesque shores of Lake O...
Listed by PREMIER SOTHEBY'S INTL. REALTY
$1,550,000
Single Family Home
1871 TAYLOR AVE, Winter Park, FL 32789
Sellers have an assumable mortgage at a rate of 2.5%. This "Transitional Home" offers a blend of traditional and modern ...
Listed by CORCORAN PREMIER REALTY
$824,900
Single Family Home
737 N CAPEN AVE, Winter Park, FL 32789
Under contract-accepting backup offers. Welcome to this stunning Mid-century style 3 bedroom, 2 bath, 1930 sq ft home wi...
Listed by LPT REALTY, LLC
$4,700
Single Family Home
1791 GOODRICH AVE, Winter Park, FL 32789
Beautiful furnished and fully equipped kitchen 4-bedroom, 3-bath home which sits on a large fenced corner lot in a high...
Listed by CLARA HERRERA REALTY
$1,600,000
Single Family Home
281 BREWER AVE, Winter Park, FL 32789
Under contract-accepting backup offers. Stunning Custom Designed POOL Home - 5 Bedroom, 4.5 Bath located in Osceola Shor...
Listed by KELLER WILLIAMS REALTY AT THE PARKS
$80,049
Commercial
2250 LEE RD #100-120, Winter Park, FL 32789
Prime Commercial Office Space for Lease in Winter Park! <br> <br>Elevate your business in this exceptional office and/or...
Listed by INNOVATIVE REALTY, LLC
$5,100
Commercial
1313 W FAIRBANKS AVE #A, Winter Park, FL 32789
Private Office for Lease in Stunning, Swanky Shared Space Near Park Avenue. You've never experienced an office like this...
Listed by INVESTOR'S REAL ESTATE LLC
$500,000
Vacant Land
2011 HARMON AVE, Winter Park, FL 32789
Under contract-accepting backup offers. WINTER PARK. 32789. Approximately 100 x 140 LOT (.33 acre) zoned R-2. Sewer ...
Listed by FANNIE HILLMAN & ASSOCIATES
$595,000
Vacant Land
1230 N DENNING DR, Winter Park, FL 32789
Under contract-accepting backup offers. *Location*Location*Location* Lot Size (105x69) This charming “old Florida” bunga...
Listed by FANNIE HILLMAN & ASSOCIATES
$1,990,000
Vacant Land
681 BALMORAL RD, Winter Park, FL 32789
Lakefront Lot. Build your dream home on a rare available Lot on Lake Berry. Establish your legacy at this beautiful Wi...
Listed by EPIC REAL ESTATE ADVISORS LLC
$1,850,000
Vacant Land
313 SYLVAN DR, Winter Park, FL 32789
Desirable Winter Park, Lake Sylvan lakefront homesite, Sunset views, Lot dimensions 72 x 220 high and dry, .37+ acres c...
Listed by FLORIDIAN REALTY GROUP LLC
$300,000
Vacant Land
2446 LOTAFUN AVE, Winter Park, FL 32789
Who wouldn't want to live on a street called LOTAFUN? This is your opportunity to build your dream home on a quiet stre...
Listed by COLDWELL BANKER RESIDENTIAL RE
$449,000
Commercial
157 E NEW ENGLAND AVE #302, Winter Park, FL 32789
• 3rd floor 940SF private office condo with lots of natural light <br>• Fully renovated Sep. 2024, including floors, pai...
Listed by C BRENNER INC
$669,000
Vacant Land
763 OVERSPIN DR, Winter Park, FL 32789
Rare lot in Winter Park/College Park just steps away from Dubsdread Golf Course. This location is in Central Florida c...
Listed by KELLER WILLIAMS REALTY AT THE PARKS
$590,000
Vacant Land
2228 HOWARD DR, Winter Park, FL 32789
Discover the ideal site for your dream home on this cleared, build-ready lot in one of Winter Park's established neighbo...
Listed by PREMIER SOTHEBY'S INTL. REALTY