Luxury Properties for sale in Winter Park, Florida

Welcome to this new 2024 elegant Hampton's style residence, the epitome of luxury and sophistication. As you enter through the remote-operated gated entrances, a grand circular...

Presented by Mick Night | Premier Sotheby's International Realty

Under contract-accepting backup offers. Presenting an extraordinary custom traditional home crafted by esteemed builder George Driscoll. Situated on Place Vendome, this remarkable...

Presented by Drew Henner | Premier Sotheby's International Realty

One or more photo(s) has been virtually staged. Nestled within the charming enclave of Winter Park, this captivating residence transcends the ordinary, offering an unparalleled...

Presented by Jules Carneiro | Premier Sotheby's International Realty

This elegant Winter Park lakefront residence offers luxury lakeside living, situated on the picturesque shores of Lake Osceola. This exquisite home invites you in with a grand...

Presented by Mick Night | Premier Sotheby's International Realty

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...

Presented by Mick Night | Premier Sotheby's International Realty

Experience the pinnacle of luxury living in this stunning five-bedroom estate situated on an oversized 120-foot wide lot on a tranquil and premier Vias brick street. This elegant...

Presented by Mick Night | Premier Sotheby's International Realty

Backup offers requested. Beautifully appointed on one of the most coveted streets in Winter Park, this exquisite transitional masterpiece combines grandeur and elegance for your...

Presented by Harif Hazera | Premier Sotheby's International Realty

One or more photo(s) has been virtually staged. Luxury lock & leave living from 147 S Interlachen Ave. This penthouse is a four-bedroom, 4.5 bath two-story condominium home in the...

Presented by Mick Night | Premier Sotheby's International Realty

Seller Financing available. Located in the heart of Winter Park, this exquisitely redesigned custom home blends transitional elegance with Mediterranean architectural nuances....

Presented by Alison Mosley | Premier Sotheby's International Realty

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...

Presented by Mick Night | Premier Sotheby's International Realty

Fabulous transitional style Charleston home on a premier brick street in Old Winter Park. The home has been completely renovated by Z Properties & Wolfe-Rizor Interiors in recent...

Presented by Mick Night | Premier Sotheby's International Realty

Nestled on a picturesque, tree-lined street, this custom Mediterranean home excludes elegance and comfort. The exterior showcases classic Mediterranean architecture with a stucco...

Presented by Nathalie Bates | Premier Sotheby's International Realty

Luxury is a lifestyle, and this Winter Park modern bungalow is full of natural light, clean lines and crisp open spaces. With three bedrooms and 2.5 baths in the main house, this...

Presented by Alison Mosley | Premier Sotheby's International Realty

Nestled in the heart of The Vias, this Mediterranean masterpiece encompasses 3,217 square feet of beauty and elegance for your enjoyment of living. Dating back to 1953, this...

Presented by Harif Hazera | Premier Sotheby's International Realty

Embrace the perfect blend of modern luxury and timeless elegance in this new construction four-bedroom, four-bath home nestled in Winter Parks' Orwin Manor. Step inside to...

Presented by Megan Byers | Premier Sotheby's International Realty