42 Properties Available
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$4,400
Single Family Home
336 BLUE HERON DR, Winter Park, FL 32789
AVAILABLE NOW!!! Charming Waterfront home in Winter Park's established community featuring 3 bedrooms, 2 full bathrooms ...
Listed by LPT REALTY, LLC
$995,000
Single Family Home
208 BREWER AVE, Winter Park, FL 32789
Welcome to this beautifully updated 4-bedroom, 3.5-bath Craftsman-style home, offering just under 2,200 sq ft of thought...
Listed by COMPASS FLORIDA LLC
$369,000
Single Family Home
1516 PINEWOOD DR, Winter Park, FL 32789
PINEWOOD SUB N/9 LOT 12 BLK A <br> <br> <br>Well-maintained, modest 2-1 home in College Park with carport, deck, and por...
Listed by LIST NOW REALTY, LLC
$799,000
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
$2,299,000
Single Family Home
922 N PENNSYLVANIA AVE, Winter Park, FL 32789
Experience timeless elegance and modern sophistication in this stunning 3 bedroom, 4 bath Mediterranean home, ideally si...
Listed by FANNIE HILLMAN & ASSOCIATES
$599,000
Condo
151 N ORLANDO AVE #212, Winter Park, FL 32789
Experience luxury lakefront living in this stunning and truly unique 3-bedroom, 2-bathroom second-floor condo. This expa...
Listed by THE AGENCY ORLANDO
$335,000
Condo
700 MELROSE AVE #C22, Winter Park, FL 32789
CLICK ON VIRTUAL TOUR to get an overview of the complex. <br> HUGE PRICE REDUCTION!!!!......Discover a RARE opportun...
Listed by FANNIE HILLMAN & ASSOCIATES
$690,000
Single Family Home
1620 HOWELL BRANCH RD, Winter Park, FL 32789
Welcome to 1620 Howell Branch Road—a beautifully reimagined 3-bedroom, 3-bath home that effortlessly blends timeless cha...
Listed by THE WILKINS WAY LLC
$2,700
Single Family Home
1057 MINNESOTA AVE, Winter Park, FL 32789
RARE FIND available Fully or Partially Furnished. This authentic 1920's bungalow style home sits in a picturesque locati...
Listed by SHORES REAL ESTATE
$3,200
Single Family Home
1816 MIZELL AVE, Winter Park, FL 32789
Welcome to this charming 3-bedroom, 2-bath home in the heart of Winter Park, complete with a 1-car garage and unbeatable...
Listed by FANNIE HILLMAN & ASSOCIATES
$169,900
Condo
1695 LEE RD #D116, Winter Park, FL 32789
MOTIVATED SELLER - CAN CONTRIBUTE TOWARDS CLOSING COSTS! <br>Location, location, location!! And priced to sell!! This ...
Listed by LA ROSA REALTY KISSIMMEE
$399,000
Condo
311 E MORSE BLVD #7-5, Winter Park, FL 32789
Major Price Improvement & Motivated Seller! Here is your rare opportunity to own a studio apartment in Whispering Waters...
Listed by CHARLES RUTENBERG REALTY ORLANDO
$795,000
Single Family Home
770 W WEBSTER AVE, Winter Park, FL 32789
Stop the car! Check out this classic 4/2 Florida ranch plus vacant lot ready for renovation! Newer roof, water heater. ...
Listed by KELLER WILLIAMS WINTER PARK
$350,000
Single Family Home
1921 DARTMOUTH AVE, Winter Park, FL 32789
$5K SELLER CONCESSION TOWARDS BUYER'S CLOSING COSTS AND PRE-PAIDS!!! <br> <br>Charming, Fully Renovated Bungalow in the ...
Listed by THOMAS LYNNE REALTY GROUP LLC
$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
$2,630
Single Family Home
460 CAMBRIDGE BLVD #A, Winter Park, FL 32789
Fully renovated 3-bedroom, 2-bath home in the heart of Winter Park—available for immediate move-in! This charming unit f...
Listed by 4 ACRE REALTY LLC
$5,400
Single Family Home
1580 OAKHURST AVE, Winter Park, FL 32789
Prepare to be impressed by this beautiful two story home on a charming brick paved street in Winter Park! This 4 bed 2.5...
Listed by KELLER WILLIAMS WINTER PARK
$1,700
Condo
1695 LEE RD #E215, Winter Park, FL 32789
Spacious and conveniently located, this charming condo, offers comfortable living in a prime location! Featuring an open...
Listed by LA ROSA REALTY CENTRAL FLORIDA
$3,499,999
Single Family Home
1761 LEGION DR, Winter Park, FL 32789
One of the most coveted neighborhoods in all of Winter Park! This custom-built 5-bedroom, 5.5-bath residence was complet...
Listed by SCANLON REALTY GROUP LLC
$5,000
Single Family Home
2227 HOWARD DR, Winter Park, FL 32789
Zoned for Audubon K-8 and Winter Park High. Move in just in time for the school year!! Single-story LAKEFRONT gem in Win...
Listed by REALTY ONE GROUP MAGIC CITY
$535,000
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
$874,900
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
$179,900
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
$332,000
Condo
184 SANDLEWOOD TRL #2, Winter Park, FL 32789
Welcome to Your Turnkey Retreat in Winter Park! <br> <br>Nestled just minutes from the charming boutiques and award-winn...
Listed by EXP REALTY LLC