Winter Park Florida Homes for Sale

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1509 Winter Green Blvd, Winter Park, Florida 32792

Residential For Sale

GULF POINTE PROPERTIES
Updated 3-Bedroom, 3-Bath Townhouse in Winter Green Community – Move-In Ready! Welcome to this beautifully updated 3-bedroom, 3-bath townhouse located in the desirable Winter Park community in Florida.
$319,900
3Bedroom(s)
3Bathroom(s)
1,652Sqft

760 S Park Ave, Winter Garden, Florida 34787

Residential For Sale

NEXTHOME COAST2COAST
**Stunningly Updated** 3-bedroom, 2-bathroom home with a versatile den and 1,500 square feet of modern living space. Located in the heart of Winter Garden, this home is a true gem with stylish upgrades and an unbeatable location. Step inside to discover luxury vynil flooring throughout, providing a seamless and elegant feel.
$360,000
3Bedroom(s)
2Bathroom(s)
1,500Sqft

7494 Aloma Pines Ct, Winter Park, Florida 32792

Residential Lease For Rent

CENTURY 21 SELLING PARADISE
$500 OFF First Month! Step into this charming townhome in Winter Park, Florida, situated near fantastic shopping spots and the lively downtown Orlando scene. This 3 bed, 2.5 bath gem boasts stylish granite countertops, crisp white cabinets, and was crafted in 2017. Tucked away in a serene setting, you'll find the perfect balance of relaxation and proximity to all the excitement.
$2,490
3Bedroom(s)
3Bathroom(s)
1,872Sqft

232 Lewfield Circle, Winter Park, Florida 32792

Residential For Sale

HERO REAL ESTATE & CO.
Nicely renovated 2 Bedroom, 2 Bathroom Second Floor Condo centrally located in Winter Park close to Rollins College, UCF, Full Sail, Downtown Winter Park, Downtown Maitland, an incredible array of restaurants, shops and entertainment. Tiled floor throughout living areas and wood laminate in the bedrooms.
$211,900
2Bedroom(s)
2Bathroom(s)
953Sqft

1973 Canny Cove, Winter Park, Florida 32792

Residential Lease For Rent

CENTURY 21 SELLING PARADISE
FIRST MONTH FREE & WAIVED APPLICATION FEE IF YOU MOVE-IN BY 12/31/23. Welcome to Grayson Square, where luxury meets convenience in the heart of Winter Park, FL! This NEW 3 bed, 2.5 bath townhouse is nestled in a secure gated community, offering both privacy and peace of mind. Enjoy the Florida sunshine by the community pool or take a leisurely stroll along our scenic walking trail.
$2,690
3Bedroom(s)
3Bathroom(s)
1,907Sqft

1786 Sr 436, Winter Park, Florida 32792

Business Opportunity For Sale

BHHS EWM REALTY
Turnkey wholesale pastry production business in Winter Park, Orlando. Fully equipped facility with European-grade pastry equipment, professional tools, and advanced packaging systems. Includes rotating convection oven, pasteurizer, dough sheeter, depositor, blast freezer, walk-in cooler/freezer, racks, and storage. Refrigerated delivery truck included.
$200,000
3,212Sqft

1822 Greenwich Ave, Winter Park, Florida 32789

Residential For Sale

FLATFEE.COM
Rare opportunity in the heart of Winter Park! This property sits on a double lot (0.29 acres) — a true rarity in this highly desirable location. The existing 1953 concrete-block home (3 bed / 2 bath) with an attached garage apartment (studio + bath) and shared 2-car carport offers little to no current value and would require a complete renovation. Property will be sold as-is with no repairs.
$1,199,900
3Bedroom(s)
2Bathroom(s)
DrivewayParking(s)
1,627Sqft

121 Stefanik Rd, Winter Park, Florida 32792

Residential For Sale

SAVVY AVENUE, LLC
A MUST SEE! Beautifully remodeled 3 bedroom 2 bath home. This is a two bedroom and one bath in the front with a one bedroom one bath mother-in-law suite in the back, off of the laundry room with its own entrance as well. Main house has a large foyer and living room. Kitchen has beautiful cabinets and granite counter tops. Septic system was just replaced in September.
$337,500
3Bedroom(s)
2Bathroom(s)
1,392Sqft

7409 Grand Ave, Winter Park, Florida 32792

Residential Lease For Rent

FLATFEE.COM
Welcome to a delightful single-family home in Winter Park. This home offers three bedrooms, two bathrooms, and nineteen-hundred square feet of living space. An inviting formal living area flows into a galley kitchen and a bright Florida room with views of the private pool. The split floor plan ensures privacy, with two bedrooms on one side and the master suite on the other.
$1,945
3Bedroom(s)
2Bathroom(s)
DrivewayParking(s)
1,885Sqft

1368 Blue Stem Ln, Winter Park, Florida 32792

Residential Lease For Rent

ECO LUXE REALTY
Available December 1st, 2025 - Distinctive, private, unique and full of character is what sets this estate apart from all other properties on the market. Welcome home to your freshly built and highly updated Anastasia plan in the fabulous newer Winter Park community of Hawk's Crest.
$4,750
4Bedroom(s)
4Bathroom(s)
2,589Sqft

3383 Hamlet Loop, Winter Park, Florida 32792

Residential For Sale

FLATFEE.COM
Charming Winter Park Home with Private Pool on Corner Lot! Don’t miss this beautifully updated 3-bedroom, 2-bath single-family home nestled in a quiet, tucked-away neighborhood in the heart of Winter Park. Just minutes from the vibrant shops and restaurants of Park Avenue, this centrally located gem offers the perfect blend of comfort, convenience, and charm.
$379,999
3Bedroom(s)
2Bathroom(s)
DrivewayParking(s)
1,114Sqft

1846 Barker Dr, Winter Park, Florida 32789

Residential Lease For Rent

FLATFEE.COM
Welcome to 1846 Barker Dr- a charming and well maintained single family home located in one of Winter Park's most desirable neighborhoods. This inviting 4- bedrooms, -2 bath residence offers a perfect blend of comfort and convenience, just minutes from top-rated schools, beautiful parks, shopping, dining and all amenities of the sought-after Winter Park-Baldwin Park lifestyle.
$3,600
4Bedroom(s)
2Bathroom(s)
DrivewayParking(s)
1,650Sqft
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