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219 Properties Available
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$1,400
Condo
1695 LEE RD #D213, Winter Park, FL 32789
Adorable and cozy second floor condo, conveniently located off Lee Road in Orlando, minutes from SR I-4. This 2-bedroom...
Listed by RLL REAL ESTATE GROUP LLC
$399,999
Condo
151 N ORLANDO AVE #131, Winter Park, FL 32789
FULL LAKE FRONT VIEW, ONE OUT OF 6 UNITS WITH BEST VIEW IN LAKE KILLARNEY CONDO! Amazing location in Winter Park! Full L...
Listed by FLORIDA DREAMS REALTY GRP INC
$4,200,000
Single Family Home
571 LAKE FRONT BLVD, Winter Park, FL 32789
Pre-Construction. To be built. Welcome to Winter Park lakefront living at its finest. In the heart of Winter Park, this ...
Listed by PREMIER SOTHEBY'S INTL. REALTY
$1,599,995
Single Family Home
3031 NORTHWOOD BLVD, Winter Park, FL 32789
Under Construction. Welcome to this stunning 4-bedroom, 4-bathroom home nestled in the heart of Audubon Park. Boasting 2...
Listed by BALDWIN PARK REALTY LLC
$520,000
Condo
311 E MORSE BLVD #7-2, Winter Park, FL 32789
Enjoy sunrise views over Lake Osceola from this Whispering Waters jewel box located just steps from Park Avenue. This fu...
Listed by KELLY PRICE & COMPANY LLC
$559,000
Single Family Home
1494 WESTCHESTER AVE, Winter Park, FL 32789
Under contract-accepting backup offers. Charming 3-bedroom, 2-bath home in the highly sought-after Orwin Manor neighborh...
Listed by WEICHERT REALTORS HALLMARK PROPERTIES
$1,050,000
Condo
627 N INTERLACHEN AVE #B, Winter Park, FL 32789
Discover the charm and downtown Winter Park ambiance with this two-bedroom plus office, two-bath Mediterranean villa, a ...
Listed by PREMIER SOTHEBY'S INTL. REALTY
$3,300
Single Family Home
1441 HARMON AVE, Winter Park, FL 32789
Gorgeous 4 bedroom, 3.5 bath in Winter Park. Featuring crown molding, wood floors, double vanity, lots of natural light...
Listed by PRIMAC REALTY, INC
$1,495
Single Family Home
1300 INDIANA AVE #A, Winter Park, FL 32789
Available NOW!! Cozy and quaint 1/2 duplex unit! 1 Bed/1 Bath located in Winter Park!!! This unit has been lovingly reno...
Listed by ALL COUNTY CFL PROPERTY MGMT
$2,795,000
Single Family Home
1450 MIZELL AVE, Winter Park, FL 32789
Prestigious Windsong community-Discover luxury living at its finest in this exquisite 5-bedroom, 5 full and 2 half-bathr...
Listed by KELLY PRICE & COMPANY LLC
$2,200,000
Single Family Home
1840 BRYAN AVE, Winter Park, FL 32789
Welcome to your dream home in the heart of desirable Winter Park! This stunning 4-bedroom, 3.5-bathroom residence spans ...
Listed by OLDE TOWN BROKERS INC
$1,575,000
Single Family Home
627 COUNTRY CLUB DR, Winter Park, FL 32789
Under contract-accepting backup offers. Under Construction. **Under Construction.** ***NEW CONSTRUCTION*** Welcome to Wi...
Listed by CLASSIC HOMES
$946,500
Single Family Home
675 OVERSPIN DR, Winter Park, FL 32789
Welcome to this beautiful, custom-built, Mediterranean-style home located in the historic Dubsdread Heights neighborhood...
Listed by MAINFRAME REAL ESTATE
$2,190,000
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
$1,575,000
Condo
101 S NEW YORK AVE #303, Winter Park, FL 32789
Welcome to The Douglas Grand, located in the heart of downtown Winter Park! If you are in search of a turn-key, easy liv...
Listed by FANNIE HILLMAN & ASSOCIATES
$1,375,000
Single Family Home
2408 LAFAYETTE AVE, Winter Park, FL 32789
One or more photo(s) has been virtually staged. Nestled within the charming enclave of Winter Park, this captivating res...
Listed by PREMIER SOTHEBYS INT'L REALTY
$900,000
Single Family Home
1223 FORMOSA AVE, Winter Park, FL 32789
MOTIVATED SELLERS! PRICE IMPROVEMENT!!!! This home won't last at this price! Walk into this gorgeous home with Equity in...
Listed by KELLER WILLIAMS WINTER PARK
$13,000
Single Family Home
1741 GLENCOE RD, Winter Park, FL 32789
Executive rental located in the heart of Winter Park, this exquisitely redesigned custom home blends transitional elegan...
Listed by PREMIER SOTHEBY'S INTL. REALTY
$414,900
Condo
690 OSCEOLA AVE #209, Winter Park, FL 32789
LAKEFRONT COMPLEX IN THE HEART OF WINTER PARK! This wonderful community is perfectly located on Lake Virgina less than a...
Listed by FANNIE HILLMAN & ASSOCIATES
$3,650,000
Single Family Home
318 GENIUS DR, Winter Park, FL 32789
Under contract-accepting backup offers. Welcome to your dream home in the prestigious Windsong community of Winter Park....
Listed by MAINFRAME REAL ESTATE
$6,950,000
Single Family Home
1400 ALABAMA DR, Winter Park, FL 32789
Custom Waterfront Estate located in the heart of Winter Park with a covered Boat Dock on Lake Maitland - the largest of ...
Listed by IRON VALLEY REAL ESTATE CENTRAL FLORIDA
$5,500,000
Single Family Home
1660 PALMER AVE, Winter Park, FL 32789
Welcome to this new 2024 elegant Hampton’s style residence, the epitome of luxury and sophistication. As you enter throu...
Listed by PREMIER SOTHEBY'S INTL. REALTY
$1,700
Condo
1500 GAY RD #10-A, Winter Park, FL 32789
Classic Winter Park Ground floor 2 bedroom, 2 full baths. Close to everything. Amazing Location. Lake Views! Classic Win...
Listed by TRUSTHOME PROPERTIES INC
$287,000
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