Winter Park FL Homes For Sale

Winter Park FL Homes For Sale

View all the homes for sale in Winter Park FL at a median price for all buyers. See pricing and listing details of Winter Park FL real estate for sale.

Winter Park FL Homes For Sale

1803 Barker Drive, Winter Park
$2,190,000
4 Beds ⋅ 3 Baths ⋅ 1087618 MLS
A rare opportunity awaits to own a slice of paradise on Lake Spier in beautiful Winter Park! Set on over two acres and surrounded by mature landscaping, this stunning property offers a secluded setting that feels worlds away, while world-class dining and shopping, trails and parks, and the vibrant Village Center of renowned Baldwin Park are just moments from your door. Inside, you'll find luxury finishes and appliances, expansive hurricane-impact windows, all-new HVAC and a whole-house water filtration system, along with double master suites with vaulted ceilings and distinctive architectural details throughout. Step outside, where 158 feet of lakeshore and your private dock invite you to enjoy the water at its best, from boating and waterskiing to beautiful sunrises and sunsets on the water. With approximately 3,400 square feet, four bedrooms, three baths, a detached garage/workshop and no HOA, this is a truly unique offering in one of Winter Park's most desirable locations.

1803 Barker Drive, Winter Park
1591 Cardinal Court, Winter Park
$2,995,000
5 Beds ⋅ 3 Baths ⋅ 1078693 MLS
Tucked away on a private cul-de-sac just a 15-minute walk from Park Avenue, this thoughtfully renovated Winter Park residence offers the rare combination of luxury, durability, and everyday practicality--with no HOA. Renovated down to the studs in 2024, the home features a hidden butler's pantry with double appliances, allowing the main kitchen to remain elegant and uncluttered. The primary suite serves as a private retreat, highlighted by a stunning Tadelakt-inspired bath with seamless finishes and an age-in-place design philosophy. Premium herringbone luxury vinyl flooring, durable designer finishes, and multiple HVAC systems provide both sophistication & everyday comfort. Every detail was selected to create a home that is beautiful, functional, and built to stand the test of time. Property is owned & occupied by listing agent. Shown by appointment only. Seller open to creative financing & seller concessions; however, offers should be reflective of the asking price. Sold as-is.

1591 Cardinal Court, Winter Park
2008 Houndslake Drive, Winter Park
$470,000
4 Beds ⋅ 2 Baths ⋅ 1080063 MLS
SELLER OFFERING UP TO $10,000 IN FLEX CONCESSIONS TOWARDS CLOSING COSTS OR INTEREST RATE BUYDOWN! One or more photos are virtually staged. Why compromise on space when you can have over 2,250 sq ft with a huge backyard in Winter Park (32792) with NO HOA? Located in Cedar Ridge, this 4BR/2BA home features a flexible multi-use room ideal for a home office, nursery, guest suite, or media room, offering multigenerational potential. The 2025 remodeled kitchen offers abundant cabinetry, while updated bathrooms feature modern finishes. Tile flows throughout main living areas and bedrooms for added comfort. Enjoy complete peace of mind with major updates: 2024 Roof, 2023 Whole-Home Replumb, and 2023 Electrical Panel Replacement with Generator Hookup! Outside, relax in an oversized, fully fenced backyard shaded by mature oak trees with room for a pool, plus a side-entry 2-car garage. Minutes from Baldwin Park, UCF, parks, and Seminole County schools!

2008 Houndslake Drive, Winter Park
Start Your Search

How much is your home worth?

Get instant property value now!