Luxury Homes for Sale in Winter Park, FL

46 homes

$2,399,000

2522 Lafayette Ave, Winter Park, FL 32789

This exquisite, custom-designed residence blends impeccable architectural details with unparalleled craftsmanship. With Pella windows and natural stone accents throughout, this home showcases a Pogge...

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...

210 Chelton Cir, Winter Park, FL 32789

This gorgeous, new-construction FG Schaub custom home is the epitome of stunning contemporary design by architect, Michael Weinrich. As you enter this sprawling residence, with views of both Lake Sue...

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...

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...

654 W Morse Blvd, Winter Park, FL 32789

Distinctive. Inspirational. Timeless. Casa K is the ultimate in luxury and location. Designed by internationally respected architect, Kamal Rizk and constructed in 2022, it is a sanctuary in the hear...

2015 Summerfield Rd, Winter Park, FL 32792

Featured on the American Dream Network! Discover unparalleled luxury and modern living, a completely renovated custom home situated in the heart of Winter Park. This exquisite 4-bedroom, 4-bathroom r...

660 Arjay Way, Winter Park, FL 32789

One or more photo(s) has been virtually staged. Discover the perfect blend of elegance and functionality in this meticulously renovated single-story gem in one of the most sought-after neighborhoods ...

840 W Comstock Ave, Winter Park, FL 32789

Immerse yourself in the serenity this modern boutique home offers in the heart of Winter Park, FL. Walking up you are greeted by an adorable front patio enticing you to enjoy your favorite beverage ...

1451 Lyndale Blvd, Winter Park, FL 32789

**Luxurious Winter Park Estate with Detached TWO bedroom Guest House** RENOVATED POOL HOME with NO HOA! TWO Primary Bedrooms located on the main floor! Welcome to a world of unparalleled luxury a...

850 Georgia Ave, Winter Park, FL 32789

Welcome to an exquisite 3-bedroom, 5.5-bath plus office pool home in the heart of Winter Park. Set back 150 feet from the picturesque brick street, this stunning residence offers unparalleled privacy...

1730 Winchester Dr, Winter Park, FL 32789

Under Construction. Welcome to this exquisite 5-bedroom, 5.5-bathroom home built by Lundev, perfectly situated in the highly sought-after Timberlane Shores neighborhood of Winter Park. Spanning 4,080...

1764 Elizabeths Walk, Winter Park, FL 32789

WINDSONG - Welcome to an Unparalleled Mediterranean Retreat in Exclusive Winter Park! Step into this incomparable custom home, boasting just under 4,000 square feet of luxurious living space, and ...

279 Rippling Ln, Winter Park, FL 32789

Discover serene lakefront living at its finest in this exquisite 4-bedroom 3 bath home at 279 Rippling Lane. Set against a picturesque backdrop, this property offers breathtaking views and direct lak...

625 N Interlachen Ave Unit A, Winter Park, FL 32789

Experience Luxury and Charm! Discover an extraordinary residence nestled in the heart of Winter Park, where luxury meets location. This 2 bed / 2 bath (1,718 heated sq. ft.) is sure to charm you, spe...

1840 Biscayne Dr, Winter Park, FL 32789

One or more photo(s) has been virtually staged. This is a diamond location home! New Construction built by the well respected Konkol Construction, located in the heart of beautiful Winter Park. 2024...

571 Lake Front Blvd, Winter Park, FL 32789

Pre-Construction. To be built. Welcome to Winter Park lakefront living at its finest. In the heart of Winter Park, this new construction residence promises to be a masterpiece of luxury and modern li...

335 W Welbourne Ave Unit 103, Winter Park, FL 32789

ENTIRE INTERIOR HAS BEEN FRESHLY PAINTED!! Discover the epitome of Winter Park living in this exceptional Douglas Grand brownstone, ideally located between Park Avenue and Hannibal Square! This remar...

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Luxury Homes for Sale in Winter Park, FL

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