Winter Park Florida Homes for Sale

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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

541 London Rd, Winter Park, Florida 32792

Residential Lease For Rent

FLATFEE.COM
This well maintained block construction home features a central HVAC system and a fireplace for comfort. An attached garage and the oversized yard provide ample space for outdoor activities.
$1,930
3Bedroom(s)
2Bathroom(s)
DrivewayParking(s)
1,899Sqft

113 S Winter Cir, Avon Park, Florida 33825

Residential For Sale

JOSEPH WALTER REALTY LLC
Great Double-Wide Mobile Home in Excellent Condition - Priced to Sell! Don't miss this opportunity at 113 S Winter Cir, Avon Park, FL 33825 - a spacious 3-bedroom, 2-bathroom double-wide mobile home, perfect for home owners, investors, or rental seekers. This well-maintained home features central AC, sleek hard surface countertops, a relaxing hot tub, and a convenient shed for extra storage.
$129,900
3Bedroom(s)
2Bathroom(s)
1,620Sqft

7331 Blue Jacket Pl W, Winter Park, Florida 32792

Residential For Sale

SAVVY AVENUE, LLC
Welcome to your next smart move in Winter Park! This sparkling clean 3-bed, 2-bath stunner is ready to charm your socks off. Freshly Renovated with all the updates, like: new granite countertops, stylish wooden cabinets, luxury vinyl floors, and brand-new stainless appliances, it’s got the sizzle and the steak. Bathrooms Updated. Roof Only 7 years old and solid.
$399,900
3Bedroom(s)
2Bathroom(s)
1,581Sqft

690 Osceola Ave #405, Winter Park, Florida 32789

Residential For Sale

SAVVY AVENUE, LLC
Beautiful Lakefront unit with Lake Virginia ViewFrom the moment you open the door you will be drawn into this South facing lakefront condo on the Winter Park Chain of Lakes offering panoramic views of Lake Virginia (Rollins College) and Downtown Orlando -a most unique and calming oasis in the City. this lake front unit feels like your on a island retreat.
$479,000
1Bedroom(s)
2Bathroom(s)
BasementParking(s)
850Sqft

1823 Sunset Dr, Winter Park, Florida 32789

Residential For Sale

COMPASS FLORIDA LLC
Fantastic Lake Knowles Terrace community close to The Via's, Downtown Winter Park and I-4 road access. Lots of possibilities to restore this 1940 classic home or create your own brand new structure . This property offers so much potential in Winter Park's premier and sought after location.
$779,000
3Bedroom(s)
4Bathroom(s)
2,414Sqft
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