44 Properties Available
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$1,705
Condo
851 MILES AVE #8, Winter Park, FL 32789
UNBELIEVABLE PRICE DROP! This gorgeous 2 bedroom 1 bathroom condo is ready to go, and priced for you! This unit is a sec...
Listed by LPT REALTY, LLC
$405,000
Single Family Home
259 BLOSSOM LN, Winter Park, FL 32789
Charming Winter Park Block Home with Deeded Access to Lake Killarney – Solid, Updated Systems & Priced for Your Personal...
Listed by LEGACY REALTY & BROKERS LLC
$649,000
Townhouse
595 HUNTINGTON AVE #4, Winter Park, FL 32789
You Found It!!! Beautiful Winter Park townhome that feels like a single-family residence. Situated on a private lane w...
Listed by COLDWELL BANKER RESIDENTIAL RE
$565,000
Single Family Home
212 BLOSSOM LN, Winter Park, FL 32789
Welcome to this beautiful home in highly sought-after Winter Park! This 3 bedroom 2 bath home in the desirable Shores of...
Listed by BHHS FLORIDA REALTY
$1,750
Condo
1250 S DENNING DR #232, Winter Park, FL 32789
1 Gig Internet included in rent. Less than 1 mile from Rollins College and Park Ave in the highly desirable 32789 Winter...
Listed by RE/MAX DOWNTOWN
$2,650
Single Family Home
955 MINNESOTA AVE, Winter Park, FL 32789
Welcome to your new home at 955 Minnesota Avenue, nestled in the heart of charming Winter Park. This beautiful 3 bedroom...
Listed by REAL PROPERTY MANAGEMENT AND REALTY
$6,995
Single Family Home
1205 MAYFIELD AVE, Winter Park, FL 32789
Great rental opportunity in Winter Park, FL! This two-story residence is located in the TEMPLE HEIGHTS neighborhood. Thi...
Listed by RE/MAX 200 REALTY
$3,500
Single Family Home
1288 MICHIGAN AVE, Winter Park, FL 32789
5 bedrooms, 3 bathrooms super close to Winter Park Village and conveniently located close to all Winter Park activities....
Listed by CQ ORLANDO REALTY INC
$398,800
Condo
690 OSCEOLA AVE #209, Winter Park, FL 32789
One or more photo(s) has been virtually staged. Seller financing and lease to own options for qualified buyers. Beautifu...
Listed by LOKATION
$545,000
Single Family Home
240 ORANGE TERRACE DR, Winter Park, FL 32789
JUST REDUCED, SELLER MOTIVATED! <br>Nestled in the heart of Winter Park near Lake Killarney, this beautifully updated 4-...
Listed by A+ REALTY PROFESSIONALS, INC
$2,550
Single Family Home
2886 CAREW AVE, Winter Park, FL 32789
What a location! Available now for rent! Close to downtown Orlando! This charming home has 4 bedrooms, 2.5 baths, gorgeo...
Listed by THE TEAM REAL ESTATE GROUP INC
$669,000
Single Family Home
1037 N VIRGINIA AVE, Winter Park, FL 32789
NEW PRICE! THE best kept secret in WP! Newly renovated charming bungalow located directly on famed 4th Fairway on WP9 – ...
Listed by KELLER WILLIAMS WINTER PARK
$4,850
Single Family Home
1710 OAKHURST AVE, Winter Park, FL 32789
Gorgeous 4 bed + 4 bath custom built home with numerous upgrades throughout. Separate formal living & dining rooms plus ...
Listed by FANNIE HILLMAN & ASSOCIATES
$1,550
Condo
1695 LEE RD #D212, Winter Park, FL 32789
This great second floor two-bedrooms 1 bath condo is in the quiet community of Waterfall Cove just off LeeRoad and 17-92...
Listed by GM SUNSHINE REALTY LLC
$180,000
Condo
2500 LEE RD #237, Winter Park, FL 32789
One or more photo(s) has been virtually staged. LOCATION, LOW HOA FEES AND NO ASSESSMENT FEES! excellently maintained tu...
Listed by MARK SPAIN REAL ESTATE
$2,149,000
Single Family Home
1710 ONECO AVE, Winter Park, FL 32789
Stunning 2020 Mediterranean Pool Home by M. Lahr Custom Homes in one of the sought-after neighborhoods of Winter Park. E...
Listed by KELLY PRICE & COMPANY LLC
$4,100
Single Family Home
1681 WALNUT AVE, Winter Park, FL 32789
Fully furnished with dishes and all ! Tastefully decorated !Can be rented unfurnished if needed .Also month to a year le...
Listed by CITARELLI REALTY GROUP LLC
$1,840
Single Family Home
2510 ROXBURY RD, Winter Park, FL 32789
This beautifully renovated half-duplex is just blocks from Lake Killarney, ideally situated between College Park and the...
Listed by KELLER WILLIAMS REALTY AT THE PARKS
$610,000
Townhouse
1250 FORMOSA AVE, Winter Park, FL 32789
Modern living meets unbeatable location in this stunning 3 bedroom, 3.5 bathroom home nestled in the highly sought-after...
Listed by RE/MAX TOWN & COUNTRY REALTY
$362,500
Condo
150 KILLARNEY BAY CT #5, Winter Park, FL 32789
Tucked away in the hidden gem of Killarney Bay, this move-in ready condo offers the perfect blend of privacy, style, and...
Listed by COMPASS FLORIDA LLC
$5,600
Single Family Home
960 GEORGIA AVE, Winter Park, FL 32789
Quintessential Winter Park Stunner. This well appointed home is situated on a half acre corner lot just two blocks away ...
Listed by CORCORAN PREMIER REALTY
$1,795
Condo
851 MILES AVE #9, Winter Park, FL 32789
Imagine living in this completely renovated two-bedroom, one-bathroom second-floor condominium unit near downtown Winter...
Listed by FLORIDA ONE REAL ESTATE LLC
$1,649,900
Single Family Home
1780 MIZELL AVE., Winter Park, FL 32789
Discover modern luxury living in this newly constructed, architect-designed residence by Gary Hancock, ideally located i...
Listed by PREMIER SOTHEBY'S INTL. REALTY
$5,200
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