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470 Properties Available In Winter Park
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$450,000
Single Family Home
4991 TANGERINE AVE, Winter Park, FL 32792
Welcome to 4991 Tangerine Ave in the heart of Winter Park! This charming 4-bedroom, 2-bathroom home offers comfortable l...
Listed by KELLER WILLIAMS ADVANTAGE REALTY
$425,000
Single Family Home
3121 HEARTWOOD AVE, Winter Park, FL 32792
**This property qualifies for a closing cost credit up to $6,600 through the Seller's preferred lender.**Welcome home to...
Listed by KELLER WILLIAMS REALTY AT THE PARKS
$410,000
Single Family Home
1021 MARE BELLO DR, Winter Park, FL 32792
Here it is! A well-maintained Single-Family Home in Winter Park HS district. Check out this beautiful freshly painted si...
Listed by THE WILKINS WAY LLC
$235,000
Townhouse
2529 LEEWARD WAY, Winter Park, FL 32792
Don't miss out on a great opportunity to own a SINGLE-STORY, LOW HOA townhouse in Winter Park's popular Windward Square ...
Listed by CREEGAN GROUP
$1,575
Single Family Home
1565 MICHIGAN AVE, Winter Park, FL 32789
Cute and comfortable 1/2 of a duplex in the heart of Winter Park. This 2 bedroom 1 bath unit features ceramic tile throu...
Listed by BHHS FLORIDA REALTY
$4,395,000
Single Family Home
1840 W FAWSETT RD, Winter Park, FL 32789
Just Listed ~ Stunning lakefront home in Winter Park that has been completely remodeled and offers 4 bedrooms, a bonus r...
Listed by KELLY PRICE & COMPANY LLC
$1,095,000
Single Family Home
1444 PELICAN BAY TRL, Winter Park, FL 32792
A True Gem on the Lake! <br> <br>If you've been dreaming of owning a lakefront property with a Winter Park address, this...
Listed by TRANSCEND REALTY
$875,000
Single Family Home
2418 WHITEHALL CIR, Winter Park, FL 32792
A true GEM located in the highly desirable Brookshire Heights, presenting this FULLY REMODELED spacious single-story pro...
Listed by CORCORAN PREMIER REALTY
$775,000
Single Family Home
1312 GOLFSIDE DR, Winter Park, FL 32792
Experience luxury living in this stunning 3-bedroom, 2-bathroom pool home perfectly positioned on the 3rd hole of the go...
Listed by HOPKEY REALTY
$625,000
Condo
777 S DENNING DR #B, Winter Park, FL 32789
This beautifully updated 3 bedroom, 3 bath home offers a perfect blend of rustic charm and modern convenience in a highl...
Listed by KELLER WILLIAMS WINTER PARK
$2,195
Townhouse
2508 GALLIANO CIR, Winter Park, FL 32792
This 3 bedroom, 2.5 bathroom townhouse is located on a quiet street in the gated community of Vistas at Lake Howell near...
Listed by REAL PROPERTY MANAGEMENT AND REALTY
$1,750
Single Family Home
4622 N GOLDENROD RD #4622, Winter Park, FL 32792
Experience breathtaking lake views every day in this spacious 3-bedroom, 2-bathroom duplex, perfectly located in the hea...
Listed by FLORIDA REALTY INVESTMENTS
$1,695
Single Family Home
657 MINNESOTA AVE, Winter Park, FL 32789
DUPLEX - FANTASTIC WINTER PARK LOCATION. 2 bedroom, 1 bath, with carport on driveway.. PRIVATE FENCED BACKYARD!! Terrazz...
Listed by A+ HOME RENTALS LLC
$205,000
Condo
2936 ANTIQUE OAKS CIR #71, Winter Park, FL 32792
Welcome to this inviting first-floor condo, designed with an open concept floor plan that seamlessly blends comfort and ...
Listed by PMI PROPERTY ALLIANCE
$200,000
Condo
145 SCOTTSDALE SQ #145, Winter Park, FL 32792
Excellent opportunity to own an apartment home close to everything imaginable near downtown Orlando. One block form Ful...
Listed by GLOVEN REALTY
$1,750
Condo
1250 S DENNING DR #130, Winter Park, FL 32789
Great Location & Available 05/15/25! Beautiful Condo for Rent at the Mead Garden in Winter Park. Spacious 2 Bedroom and ...
Listed by FLORIDA TOP REALTY
$1,775,000
Single Family Home
1702 ARBOR PARK DR, Winter Park, FL 32789
Under Construction. Modern elegance and timeless sophistication define 1702 Arbor Park Dr, a meticulously crafted new co...
Listed by COMPASS FLORIDA LLC
$1,299,000
Single Family Home
1213 RICHMOND RD, Winter Park, FL 32789
An extraordinary and rare opportunity awaits in the highly sought-after Virginia Heights neighborhood, just a short stro...
Listed by KELLY PRICE & COMPANY LLC
$874,990
Townhouse
1429 INDIANA AVE, Winter Park, FL 32789
Welcome to this stunning 3-bedroom, 2.5-bathroom townhome located in the highly sought-after Winter Park, just minutes a...
Listed by KELLER WILLIAMS WINTER PARK
$795,000
Single Family Home
1344 BLUE STEM LANE, Winter Park, FL 32792
This is it, the home you have been searching for. Welcome to a stunning home that seamlessly blends contemporary design ...
Listed by CASTLE & COTTAGE REALTY LLC
$579,500
Single Family Home
5073 LAKE HOWELL RD, Winter Park, FL 32792
One or more photo(s) has been virtually staged. Discover this large 5-bedroom, 2-bathroom POOL home in an established Wi...
Listed by CHARLES RUTENBERG REALTY ORLANDO
$569,000
Single Family Home
4029 COOL WATER CT, Winter Park, FL 32792
Welcome Home! This spacious 5-bedroom, 3-bathroom home nestled in highly sought-after Winter Park. This home offers a ve...
Listed by MAGNUS REALTY GROUP LLC
$469,000
Townhouse
2472 FIRSTLIGHT WAY, Winter Park, FL 32792
Welcome to this stunning townhome in the highly desirable neighborhood of Hawk's Crest! This end unit is filled with nat...
Listed by KELLER WILLIAMS WINTER PARK
$409,999
Single Family Home
1109 DENTON RD, Winter Park, FL 32792
**This property qualifies for a closing cost credit up to $6,100 through the Seller's preferred lender.**Look no further...
Listed by KELLER WILLIAMS REALTY AT THE PARKS