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112 Properties Available In Winter Park
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$485,000
Single Family Home
1850 ASTER DR, Winter Park, FL 32792
Welcome to the heart of Winter Park. This beautifully maintained 4-bedroom, 2.5-bath pool home offers the perfect blend ...
Listed by Brianna Lalumiere EXP REALTY LLC
$480,000
Single Family Home
1320 GLADIOLAS DR, Winter Park, FL 32792
Been looking for a 4 bedroom home? Well, you have found it!!! This one owner home definitely shows pride of ownership! T...
Listed by Deborah Morgan OPTIMA REAL ESTATE
$485,000
Single Family Home
1850 Aster DR, Winter Park, FL 32792
Welcome to the heart of Winter Park.This beautifully maintained 4-bedroom, 2.5-bath pool home offers the perfect blend o...
Listed by EXP Realty, LLC
$659,900
Single Family Home
3135 HEARTLEAF PL, Winter Park, FL 32792
Tucked away along the tree-lined streets of the desirable Lost Creek community, this beautifully updated two-story resid...
Listed by Shirley Jones COLDWELL BANKER REALTY
$1,925,000
Condo
311 E MORSE BLVD #1-3, Winter Park, FL 32789
Enjoy the Winter Park lifestyle in this beautifully renovated 2-bedroom, 2-bath lakefront condo offering 2,304 square fe...
Listed by Megan Cross FANNIE HILLMAN & ASSOCIATES
$1,070,000
Single Family Home
1611 CHESTNUT AVE, Winter Park, FL 32789
Situated on arguably the finest brick street in Winter Park, beneath a canopy of live oaks, this fully renovated 4-bedro...
Listed by Olivia Maxwell FANNIE HILLMAN & ASSOCIATES
$534,900
Townhouse
1261 INDIANA AVE, Winter Park, FL 32789
Tucked in the heart of Harper Place, this 3-bedroom, 2.5 bath end unit townhome 1,660 sq ft of light-filled, low mainten...
Listed by Megan Cross FANNIE HILLMAN & ASSOCIATES
$2,249,000
Single Family Home
2361 MULBRY DR, Winter Park, FL 32789
Newly completed and selected as a showcase residence in the 2026 Parade of Homes, Casa Noir is a custom-built statement ...
Listed by Ahmad Hassan, PA COMPASS FLORIDA LLC
$995,000
Single Family Home
1800 MAGNOLIA AVE, Winter Park, FL 32789
Virtually Staged. PRICE IMPROVEMENT! NO HOA! Experience refined living in this renovated custom designed home on a corne...
Listed by Kathy Summers FLORIDA REALTY INVESTMENTS
$1,295,000
Condo
106 S INTERLACHEN AVE #118, Winter Park, FL 32789
Experience lakefront living in the heart of Winter Park. One of only two residences in The Cloisters with soaring 9-foot...
Listed by Drew Henner PREMIER SOTHEBY'S INTL. REALTY
$3,390,000
Single Family Home
1751 GLENCOE RD, Winter Park, FL 32789
Nestled just moments from the boutiques and cafés on Park Avenue, this newly completed masterpiece redefines Winter Park...
Listed by Julie Christensen ONE LUXURY INTERNATIONAL LLC
$2,995
Single Family Home
1137 SOUTH PENNSYLVANIA AVE, Winter Park, FL 32789
Location!! <br>Walking distance to Rollins campus and to downtown Winter Park. Beautiful 3-bedroom 2-bathroom home. Rece...
Listed by Raquel Elliott COLDWELL BANKER REALTY
$1,100,000
Single Family Home
241 W LAKE SUE AVE, Winter Park, FL 32789
One or more photo(s) has been virtually staged. Welcome to 241 W. Lake Sue Avenue, a rare offering in Virginia Heights, ...
Listed by Ken Dalton COLDWELL BANKER REALTY
$2,200
Condo
5171 LAZY OAKS DR, Winter Park, FL 32792
This Winter Park condo features two bedrooms and three bathrooms, with an attached garage for convenient parking. The en...
Listed by Joyce Gary PAINE-ANDERSON PROPERTIES, INC
$724,900
Single Family Home
860 N DENNING DR, Winter Park, FL 32789
**NEW CONSTRUCTION QUALITY | WALKABLE WINTER PARK | DESIGNER SMART HOME** <br> <br>This is not a remodel — it's a comple...
Listed by LaDarrius Sanders OUTLET REALTY
$689,000
Single Family Home
2157 LAKE DR, Winter Park, FL 32789
Welcome to this beautifully maintained Winter Park home in coveted 32789, offering over 2,600 square feet, peekaboo Lake...
Listed by Jacob Johnson SHORES REAL ESTATE
$4,250
Townhouse
1119 S PENNSYLVANIA AVE, Winter Park, FL 32789
Welcome home to this beautifully updated Cherokee Park townhome, where modern elegance meets comfort in the heart of hig...
Listed by Raquel Elliott COLDWELL BANKER REALTY
$699,000
Single Family Home
2418 EUSTON RD, Winter Park, FL 32789
Welcome to this beautifully updated three-bedroom, two-and-a-half-bath home located in the highly sought-after Winter Pa...
Listed by Rick Bavec TOLARIS REALTY GROUP LLC
$2,250
Townhouse
2648 GALLIANO CIR, Winter Park, FL 32792
This property will not last long! Schedule a showing today! Winter Park Two Story 2/2.5 Townhome located in the Private ...
Listed by Elizabeth Santiago Moyet ALLEGIANT MANAGEMENT GROUP INC
$687,000
Single Family Home
1707 HARMON AVE, Winter Park, FL 32789
A timeless blend of historic charm and modern luxury awaits in this beautifully restored 1927 Florida bungalow, nestled ...
Listed by Nicole Howell FANNIE HILLMAN & ASSOCIATES
$390,000
Single Family Home
7505 LAUREL SPRINGS DR, Winter Park, FL 32792
Must see! This adorable three-bedroom, two-bath home is in a great location close to shopping, restaurants and freeways....
Listed by Paula Dale PREMIER SOTHEBYS INT'L REALTY
$699,000
Single Family Home
2333 WESTMINSTER CT, Winter Park, FL 32789
Settled on a rare double lot in the heart of Winter Park, this 4-bedroom, 2-bath home delivers the Florida lifestyle you...
Listed by Ernest Middleton CHARLES RUTENBERG REALTY ORLANDO
$399,000
Single Family Home
1092 EASTBROOK BLVD, Winter Park, FL 32792
Remodeled pool home located in the highly sought after desirable Winter Park school district. This property has a.27 acr...
Listed by Eva Firios JC FLORIDA REALTY LLC
$455,000
Single Family Home
1593 LAWNDALE CIR, Winter Park, FL 32792
Beautifully renovated 3 bedroom 2.5 bath pool home located in the lake-centric community of Country Lane in Winter Park....
Listed by Daniel Hsieh EXP REALTY LLC
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