Properties For Sale in Orange County

Presenting Sunset Isle: an iconic waterfront estate compound capturing timeless elegance on Windermere’s largest and most prestigious Lake Butler, offering captivating unobstructed views from its 700 feet of lake frontage, a private island with moat and drawbridge, sandy beaches, two story double...

One or more photo(s) has been virtually staged. Exceptional in both style and scale, this extraordinary Isleworth estate represents the pinnacle of luxury living in one of the finest golf club communities in the world. Designed by architect Terry Irwin and built by Ballard Construction, with inte...

Brand new construction and fully furnished! Architecturally refined and intentionally designed by Ashley Martin Home, this custom estate is a masterclass in proportion, craftsmanship, and quiet luxury. European-inspired stonework, dramatic gabled rooflines, and a custom metal arched front door se...

In the exclusive community of Windsong on Lake Berry, this magnificent 1.6-acre gated Mediterranean estate is a 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 and privacy rarely f...

Luxury living perfectly positioned along the 6th fairway in the world-renowned guard-gated community of Isleworth. This exceptional estate offers over 6,900 square feet of completely remodeled space which includes over 2,400 square foot addition upstairs thoughtfully reimagined by acclaimed arch...

Luxury Living at its finest in one of Windermere's most unique Waterfront properties, with 2+ acres in the exclusive Keene's Pointe community. Soak up the Florida sunshine in the very private garden oasis boasting 2 Resort Style pools with waterfalls, grotto and waterslide, outdoor kitchen and fi...

Exquisite new construction in the Heart of Winter Park perfectly positioned on an oversized lot just steps from Park Avenue’s renowned shops, fine dining, and the iconic Winter Park 9-hole golf course, this extraordinary custom residence is a showcase of timeless design and modern luxury. Conceived

CALLING HIGHEST AND BEST BY 09/26/2025!! SELLER FINANCING AVAILABLE WITH VERY ATTRACTIVE TERMS 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...

Along one of the cobblestone brick streets in the prestigious Via’s of Winter Park, this completely renovated residence pairs timeless European influence with clean architectural lines and bespoke finishes throughout. A circular driveway and manicured grounds designed by Signature Landscapes crea...

Introducing a one of a kind, breathtaking custom estate situated on the 15th fairway of the world-renowned Arnold Palmer’s Bay Hill Club & Lodge. Newly constructed with uncompromising craftsmanship and thoughtful design, this 5-bedroom, 8-bath masterpiece is a rare offering that blends luxury...

Exquisite Waterfront Estate in the Heart of Winter Park - Welcome to 2211 Azalea Place, a rare and remarkable waterfront estate nestled on a quiet street in one of Winter Park’s most prestigious neighborhoods—just moments from the exclusive Winter Park Racquet Club. This extraordinary residence o...

Welcome to 11 Bay Hill, perfectly positioned on the 11th hole with 253 feet of breathtaking golf and water frontage overlooking the world-famous PGA course. This newer custom contemporary estate is an architectural showpiece, privately tucked away on a cul-de-sac with a long private drive and gat...

Presenting a newly remodeled luxury estate ideally positioned along Isleworth’s renowned championship golf course, showcasing stunning views of the signature 3rd hole. This exceptional residence offers approximately 4739 square feet of refined living space with 4 bedrooms and 4 1/2 bathrooms, soa...

Discover “Bella Olivia”: a grand mediterranean estate perched high above Lake Olivia showcasing sweeping lake views, private gates, and an expansive luxury residence spanning over 8,900 square feet of living space across 7 bedrooms, including two primary suites, two guest apartments, garage space...

WOW! SPECTACULAR LAKEFRONT WITH AMAZING SUNSET VIEW. 6-7 BEDROOM 6 FULL BATH HOME PLUS 2 HALF BATHS, (EACH BEDROOM HAS IT'S OWN BATH) BOAT DOCK. EVERYTHING UPSCALE. CUSTOM BUILDER REMODELED THE INTERIOR WITH ADDITIONAL NEW FEATURES SPENDING OVER $1.4 MILLION CLOSE TO 6800 SQ. FT. / 8275. 24 HOUR ...

Within the gates of the Waterstone community, this exceptional lakefront estate offers approximately 5,895 square feet of refined living space, seamlessly blending modern elegance with timeless sophistication. The thoughtfully designed floor plan features five bedrooms, five full bathrooms, and t...

Located on the world-renowned Butler Chain of Lakes, this extraordinary lakefront retreat at 9916 Lone Tree Lane is set on a private peninsula with 270-degree water views across Lake Tibet, Lake Sheen, and the scenic connecting canal. Perfectly oriented to the south, this rare residence captures ...

Experience the essence of luxury lakefront living in this stunning contemporary Mediterranean estate, ideally positioned on Lake Burden within the exclusive gated community of Casa Del Lago in Windermere. This elegant two-story residence combines refined design, functionality, and breathtaking pa...

Timeless Elegance Meets Modern Luxury in Winter Park's Most Coveted Location Discover an extraordinary residence where exceptional craftsmanship and sophisticated design converge at 948 Poinciana Lane. This meticulously reimagined estate represents the pinnacle of refined living in one of Winter...

***ADJACENT LAND TO NORTH ALSO FOR SALE (7466 Vivian Lane) MLS #O6337045.*** A generational family home sits on this expansive 36.32 acre estate. Built in 1953, this custom-built home boasts two bedrooms and two bathrooms under 3,170 square feet with an amply-sized indoor pool. Once through the g...

Welcome to 14544 Ave of the Rushes - A Masterpiece of Waterfront Luxury in Winter Garden’s Premier Community! Being sold Turn-Key and fully furnished! Indulge in the pinnacle of luxury living with this breathtaking lakefront estate, perfectly positioned on the pristine shores of Lake Hancock within

Discover the effortless blend of luxury, privacy, and modern design in this lovely Gardens of Isleworth villa.  Featuring timeless elegance, this beautiful four-bedroom, four-bathroom custom villa, where every detail has been thoughtfully curated to create a refined sanctuary for everyday living ...

Pre-Construction. To be built. Pre-Construction. To be built. Pre-Construction | To Be Built | Designed for Unparalleled Luxury Discover an extraordinary opportunity to own a masterfully designed luxury residence in this Windermere community. This exquisite estate, crafted by the renowned Supreme...

This stunning custom residence built by respected Winter Park Builder Charles Clayton blends classic elegance with refined modern comfort, offering seamless indoor–outdoor living and impeccable craftsmanship throughout. From the manicured lawn and stately traditional exterior to the welcoming front