Properties For Sale in Winter Park
40 results
Nestled within the exclusive community of Windsong on Lake Berry, this magnificent 1.6-acre gated Mediterranean Estate is a true private oasis. With over 11,000 square feet of living area and a beautifully landscaped lakefront lot, this residence offers an exceptional blend of elegance, charm, an...
CALLING HIGHEST AND BEST BY 4/30/2025!! Introducing a Unique, Stunning Modern Home A groundbreaking architectural masterpiece, this one-of-a-kind residence is built with reinforced concrete, steel, and iron framing, featuring floor-to-ceiling glass walls with no traditional windows. Design...
Presenting 1112 Preserve Point Drive, Winter Park, FL! Offered at $8,500,000 this very rare and private, nearly 2-acre lakefront estate, is absolutely gorgeous and is available for the first time! Custom built by Phil Kean Design Group and located within Windsong's Preserve Point, this extraordin...
Under Construction. Situated on one of the choicest streets in Winter Park on a large and lovely lot will soon be a Phil Kean Design Group new construction project. Enjoy a world class location along with award winning Architecture and Design. Construction is expected to be complete in mid 2026...
Under contract-accepting backup offers. This approximately 4200 square foot home is situated on a 1.68-acre gorgeous lakefront lot in the desirable Winter Park area. The property features a completely updated main house and a detached the three-car air-conditioned garage is a car collector's drea...
Under contract-accepting backup offers. This approximately 4200 square foot home is situated on a 1.68-acre gorgeous lakefront lot in the desirable Winter Park area. The property features a completely updated main house and a detached the three-car air-conditioned garage is a car collector's drea...
To live in Winter Park is to embrace the best of Central Florida: tree-lined streets and top-rated schools, boutique shopping on Park Avenue, vibrant restaurants and cafs, a beloved farmers' market, and world-class museums and gardens. Outdoor enthusiasts delight in the lakes, trails, and parks, ...
To live in Winter Park is to embrace the best of Central Florida: tree-lined streets and top-rated schools, boutique shopping on Park Avenue, vibrant restaurants and cafs, a beloved farmers' market, and world-class museums and gardens. Outdoor enthusiasts delight in the lakes, trails, and parks, ...
Under contract-accepting backup offers. **Now Offered at a New, Improved Price** Discover luxury living at its finest in this stunning residence, ideally situated in one of Winter Park's most sought-after, pedestrian-friendly neighborhoods. Just a short stroll from the vibrant Park Avenue, you'll...
Under contract-accepting backup offers. **Now Offered at a New, Improved Price** Discover luxury living at its finest in this stunning residence, ideally situated in one of Winter Park's most sought-after, pedestrian-friendly neighborhoods. Just a short stroll from the vibrant Park Avenue, you'll...
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 amongst the lush landscape. Once inside the arched entry door you will be transported to an open fl...
Renovated to perfection in 2022, this home combines sleek, modern design with an inviting atmosphere. This is where cutting-edge style meets everyday livability, making it a home that's as striking as it is welcoming. The heart of the home showcases stunning modern finishes: polished floors, slee...
Renovated to perfection in 2022, this home combines sleek, modern design with an inviting atmosphere. This is where cutting-edge style meets everyday livability, making it a home that's as striking as it is welcoming. The heart of the home showcases stunning modern finishes: polished floors, slee...
Under Construction. Renderings available soon. Brand-new custom construction on coveted Lakeview Avenue marries classic Winter Park charm with crisp, contemporary living. Behind its inviting facade you'll find an airy two-story layout featuring four bedrooms and 4 baths, including a full en-suite...
Under Construction. Brand-new custom construction on coveted Lakeview Avenue marries classic Winter Park charm with crisp, contemporary living. Behind its inviting facade you'll find an airy two-story layout featuring four bedrooms and 4 baths, including a full en-suite guest retreat on the main ...
Charming, Well-Maintained Home on a Prime Lot in Winter Park's Coveted Tree Streets Don't miss this rare opportunity to own a beautifully landscaped and meticulously maintained property on one of the most desirable streets in Winter Park. Situated on one of the largest lots in the sought-after Tr...
Walk to beautiful downtown Winter Park for fabulous shopping, restaurants, SunRail/Amtrak station and just steps to Rollins College campus. Make yourself at home in this beautifully restored historic 4 bedroom 3 bath home with award winning finishes. Quality features include beautiful hardwood fl...
We are thrilled to present the final waterfront gem in our exclusive inventory! Introducing an exquisite, brand-new townhome nestled in picturesque Winter Park, where stunning views of Lake Killarney await you. This elegant 3-bedroom, 3.5-bathroom home spans nearly 2,400 sq ft and welcomes you wi...
We are thrilled to present the final waterfront gem in our exclusive inventory! Introducing an exquisite, brand-new townhome nestled in picturesque Winter Park, where stunning views of Lake Killarney await you. This elegant 3-bedroom, 3.5-bathroom home spans nearly 2,400 sq ft and welcomes you wi...
Welcome to this splendid 4-bedroom, 3-bathroom, home located in a serene cul-de-sac in the luxury Lakeside Estates Community. This exceptional residence combines a high standard of living, comfort, and functionality, offering everything you've been dreaming of. Step inside to discover an open flo...
Under contract-accepting backup offers. Welcome to this splendid 4-bedroom, 3-bathroom, home located in a serene cul-de-sac in the luxury Lakeside Estates Community. This exceptional residence combines a high standard of living, comfort, and functionality, offering everything you've been dreaming...
Unparalleled Luxury Living: Modern townhomes on Lake Killarney where contemporary design meets lakeside tranquility! We are thrilled to announce that only a few new construction units remain, and this is the LAST corner unit available for this highly sought-after floor plan. Experience waterfront...
Unparalleled Luxury Living: Modern townhomes on Lake Killarney where contemporary design meets lakeside tranquility! We are thrilled to announce that only a few new construction units remain, and this is the LAST corner unit available for this highly sought-after floor plan. Experience waterfront...
Introducing a stunning brand-new modern brownstone in the heart of Winter Park, offering access to Lake Killarney. Located in an exclusive community of 30 contemporary townhomes, each meticulously designed residence boasts exquisite finishes, expansive storefront-style windows, and 11' ceilings t...

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