tomo logo
See all homes in Winter Park

Luxury Homes for Sale in Winter Park, FL

54 homes
New
mls-logo

1782 Mondrian Cir, Winter Park, FL 32789

Discover an exceptional opportunity with this one-of-a-kind townhome that includes a private boat slip! Nestled in the picturesque Winter Park, Florida, this brand-new home boasts breathtaking views ...
New
mls-logo

1716 Palmer Ave, Winter Park, FL 32789

This stunning & revived one-story Winter Park home is the perfect mix of classic charm & modern comforts. Featuring NEW oak hardwood floors, crown molding, two master suites & soaring ceilings, no ex...
mls-logo

1900 W Fawsett Rd, Winter Park, FL 32789

Discover this exquisite lakefront property located in the heart of Winter Park! Nestled on over an acre with more than 125 feet of water frontage, this home offers breathtaking views and absolutely s...
mls-logo

1571 Oneco Ave, Winter Park, FL 32789

Stunning, custom-built home in the Winter Park Tree Streets. This beautifully designed, Mediterranean-style home features 4 bedrooms, 3 full-baths, and an open layout complimented by engineered wood ...
mls-logo

2228 Azalea Pl, Winter Park, FL 32789

Gorgeous Winter Park home beautifully curated with designer details and recently featured in June’s “Orange Appeal” and was the 2022 Mystery Home Tour selected by Council of 101 for the Orlando Museu...
mls-logo

2522 Lafayette Ave, Winter Park, FL 32789

ARCHITECTURAL BRILLIANCE AND CONTEMPORARY LUXURY IN WINTER PARK. The exquisite Architectural details, craftsmanship and finishes include Pella Windows, Poggenpohl Gourmet Kitchen with Wolf and Sub-Ze...
mls-logo

401 W Morse Blvd, Winter Park, FL 32789

Sophisticated four-bedroom, 3.5-bath townhome in the heart of downtown Winter Park. This elegantly appointed, three-level corner townhome offers a flexible floor plan in the vibrant heart of downtown...
mls-logo

455 N Interlachen Ave, Winter Park, FL 32789

Welcome to 455 N Interlachen in Winter Park, Florida 32789, where timeless elegance meets modern comfort. This stunning home underwent a complete remodel in 2009, ensuring every detail is curated to ...
mls-logo

2040 Venetian Way, Winter Park, FL 32789

Majestic lakefront estate fully renovated in 2021 located in the beautiful Winter Park, Florida. Nestled on sprawling acreage, this breathtaking 6-bedroom, 7.5 bathroom lakefront mansion offers un...
mls-logo

1244 Via Salerno, Winter Park, FL 32789

Stunning Mid-Century Modern Home in the Prestigious Via’s of Winter Park. Architecturally significant custom residence offering an impressive 2,505 sq ft of thoughtfully designed living space. Th...
mls-logo

100 S Virginia Ave Unit 201, Winter Park, FL 32789

Discover luxury living in this exquisite single-story condominium, located on the second floor of the highly sought-after Douglas Grand. This elegant three-bedroom, three-bath residence seamlessly bl...
mls-logo

1391 Richmond Rd, Winter Park, FL 32789

Welcome to 1391 Richmond Road—a true work of art and a surreal living experience now on the market. The most discerning buyer will fall in love with the optimal location, an unusually private lot rig...
mls-logo

210 Chelton Cir, Winter Park, FL 32789

Welcome home to one of the most exceptional properties on the market! This gorgeous, new-construction FG Schaub custom home is the epitome of stunning contemporary design by architect, Michael Weinri...
mls-logo

1245 Howell Pt, Winter Park, FL 32792

South Carolina "Low Country" style manor home situated on 10.52 luxurious lake front acres just 10 minutes from the heart of downtown Winter Park! From the moment you enter the private gated entrance...
mls-logo

2435 Chantilly Ave, Winter Park, FL 32789

Located in the heart of Winter Park, one of Orlando’s desirable metro regions. This stunning, year-old modern home offers both style and convenience. This house sits proudly on a spacious corner lot,...
mls-logo

140 E Morse Blvd Unit J, Winter Park, FL 32789

INTRODUCING THE COVETED CORNER PENTHOUSE UNIT IN ONE OF WINTER PARK'S LUXURY CONDO BUILDING. THE LANDMARK BUILDING IS AN AWARD WINNING LUXURY CONDO BUILDING LOCATED IN DOWNTOWN WINTER PARK. AN EXTENS...
mls-logo

1830 Pineview Cir, Winter Park, FL 32792

Welcome to this newly completed 4-bedroom, 3.5-bathroom home, located in the Lakemont Heights neighborhood of Winter Park. Spanning 2,843 square feet and built by the renowned Barefoot Brothers Const...
mls-logo

1371 Lyndale Blvd, Winter Park, FL 32789

Completely renovated to perfection in 2022, this home combines sleek, modern design with an inviting, cozy atmosphere. This is where cutting-edge style meets everyday livability, making it a home th...

Viewing page 1 of 3