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781 results in Windermere, Winter Park, for All Types Set Up Email Alerts

$3,995,0003,995,000 - $18,756 /mo

Windermere - 9941 GROSVENOR POINTE CIR

7,400 Sqr Feet

Magnificent Mediterranean Mansion on Lake Tibet Butler in Keene's Pointe is simply a "Work of Art!" Intricate architectural style, coupled with interior finishes that rival mansions from around the globe, this estate features 4BR suites with 4 Full Baths plus 2 Half Baths, along with all the formal...

4 beds + 5 baths + 7,400 sqft

$3,994,5003,994,500 - $18,753 /mo

Windermere - 6037 GREATWATER DR

7,884 Sqr Feet

This magnificent French Country Estate on the Butler Chain of Lakes in desirable Keene’s Pointe is zoned for excellent Windermere schools, including the brand new Windermere High School. Spanning a total of over 9600 SF, this amazing bright and airy family residence welcomes you to a spacious livi...

5 beds + 5.5 baths + 7,884 sqft

$3,950,0003,950,000 - $18,545 /mo

Winter Park - 740 PALMER AVE

4,810 Sqr Feet

Never before on the market this is a rare opportunity to own a piece of Winter Park History! Gorgeous 1955 Gamble Rogers home with double waterfrontage (155’ on Lake Osceola, 235’ on the Venetian Canal). Amazing architecture, both inside and out. Grand foyer with spiral staircase. Formal liv...

5 beds + 4.5 baths + 4,810 sqft

$3,900,0003,900,000 - $18,310 /mo


9,594 Sqr Feet

LAKE BUTLER CHAIN OF LAKES ESTATE HOME. Fully furnished, lake front, two story home is located in the guard gated community of "The Reserve at Butler Sound" providing over 9,000 SF of lake front luxury living. Custom stone flooring crafted woodwork, sunken wine vault, formal dining room, formal of...

7 beds + 8.5 baths + 9,594 sqft

$3,750,0003,750,000 - $17,606 /mo

Winter Park - 511 W CANTON AVE

8,900 Sqr Feet

Magnificent Mid-Century Modern estate in downtown Winter Park setting walking distance to Park Ave, Winter Park Village & new Whole Foods… A resort style extremely private retreat you will never want to leave... Enjoy the clean lines and simple elegance of perfection with glass porcelain floors an...

5 beds + 7.5 baths + 8,900 sqft

$3,750,0003,750,000 - $17,606 /mo

Windermere - 11437 WATERSTONE LOOP DR

7,628 Sqr Feet

ELEGANCE ON LAKE BUTLER! May be the best words to describe this magnificent estate on Lake Butler, in the elegant community of Waterstone located in picturesque Windermere, Florida. As you enter the two story foyer of this majestic home, you begin to sense the warm feeling of this 'Transitionally' d...

5 beds + 7 baths + 7,628 sqft

$3,700,0003,700,000 - $17,371 /mo

Winter Park - 1637 CHASE LANDING WAY

6,272 Sqr Feet

Come see this extraordinary Lakefront Estate in premier neighborhood of Windsong Preserve Point. This stunning home features 100' frontage on Lake Berry. It was completely remodeled with the finest of materials. The gourmet kitchen features top of line built in appliances and oversized granite is...

5 beds + 5.5 baths + 6,272 sqft

$3,675,0003,675,000 - $17,253 /mo


7,159 Sqr Feet

Magnificent French Country Estate situated in hole 6 of the world-renowned Isleworth Country Club Golf course. This golf front estate features 7,159 sq ft with six bedrooms, seven full & one half baths. An inviting guest house with private entrance provides visitors with all the comforts of home. Ne...

6 beds + 7.5 baths + 7,159 sqft

$3,650,0003,650,000 - $17,136 /mo

Windermere - 9744 CARILLON PARK DR

7,329 Sqr Feet

Exquisite custom lakefront home located in highly desired Keene's Pointe. As you enter this traditional home you are greeted by the two-story foyer and grand staircase. This home boasts over 7,300 sf w/5 bedrooms, 5 full/2 half baths, formal living and dining, an office, gameroom with bar, upstairs ...

5 beds + 6 baths + 7,329 sqft

$3,600,0003,600,000 - $16,901 /mo

Windermere - 11019 BRIDGE HOUSE RD

9,376 Sqr Feet

MUST SEE TO APPRECIATE! Your complete lakefront retreat, with uncompromising architectural quality at every turn, awaits. Nestled on 2.95 acres on Lake Butler, this 9,376 square foot estate marries tradition and innovation throughout. Inviting and warm, every detail is exquisite: from North Carolin...

7 beds + 9 baths + 9,376 sqft

$3,550,0003,550,000 - $16,667 /mo

Windermere - 6205 GREATWATER DR

7,768 Sqr Feet

Luxury Mediterranean lakefront estate on the Butler Chain of Lake in Keene’s Pointe. Beyond the circular driveway with fountain and Porte-cochere entry, French doors open to a stunning two story living room, with natural light while capturing the lake views and stone fireplace. The main floor feat...

5 beds + 5 baths + 7,768 sqft

$3,500,0003,500,000 - $16,432 /mo

Winter Park - 2150 VIA TUSCANY

7,670 Sqr Feet

Timeless perfection encompasses every room of this stunning Winter Park estate. Custom built by Charles Clayton, this seven bedroom, seven bath home exudes character and charm throughout and includes features so seldom found in today’s homes including brick laid floors, wood beam ceilings, formal...

7 beds + 8.5 baths + 7,670 sqft

$3,500,0003,500,000 - $16,432 /mo

Windermere - 4906 AVIVA GARDEN CT

6,598 Sqr Feet

NEW: Lived in for less than 1 month! Nestled within the gates of the renowned Isleworth Golf & Country Club, this two-story estate offers exquisite appeal through the more than 6,500-square-foot interior. Set within the Gardens of Isleworth – an intimate enclave of custom homes – the estate com...

3 beds + 4 baths + 6,598 sqft

$3,495,0003,495,000 - $16,408 /mo

Winter Park - 181 VIRGINIA DR

4,908 Sqr Feet

This is the first time in almost 50 years this amazing Mediterranean lakefront estate has been available for purchase. Located just blocks from Park Avenue on the shores of Lake Virginia you can enjoy panoramic views across the lake at Rollins College. Originally built in 1928, this home has been ...

4 beds + 3.5 baths + 4,908 sqft

$3,489,0003,489,000 - $16,380 /mo

Windermere - 5120 FAIRWAY OAKS DR

6,584 Sqr Feet

This Beautiful Mediterranean Estate offers you the best of the best in Isleworth. From the olde world stucco to the precast sills, columns and the perfectly manicured mature landscaping, to being on the best street that Isleworth has to offer, welcome home! This five bed, six bath pool home with hom...

5 beds + 6 baths + 6,584 sqft

$3,450,0003,450,000 - $16,197 /mo

Windermere - 9327 DOLE CIR

6,080 Sqr Feet

Welcome to 9327 Dole Circle, your ultra-private, lakefront estate featuring over 2.5 acres high and dry of ultimate seclusion and luxury. This custom masterpiece boasts superior craftsmanship and attention to detail throughout. Sprawling over 6000 sf total, the main house features 4 bedrooms plus of...

6 beds + 6 baths + 6,080 sqft

$3,300,0003,300,000 - $15,493 /mo

Windermere - 914 W 2ND AVE

7,208 Sqr Feet

Entertaining guests has never been easier and more stylish in this home designed around the infinity edge pool and custom aquarium. Located in desirable Olde Windermere, on the famed Butler Chain of Lakes, this home does not disappoint with its design, details and breathtaking views. Follow the impo...

5 beds + 5.5 baths + 7,208 sqft

$3,290,0003,290,000 - $15,446 /mo

Winter Park - 440 HENKEL CIR

6,025 Sqr Feet

Come enjoy Florida living at its best with this gorgeous Craftsman style home, featuring approximately an acre of land and 200’ on Lake Mizell. Impeccably designed, with attention to every detail, this stunning four bedroom home offers four full baths, three half-baths, a detached one bedroom + ...

5 beds + 6.5 baths + 6,025 sqft

$3,200,0003,200,000 - $15,023 /mo


6,756 Sqr Feet

ELEGANT ESTATE in the highly sought guard-gated community, The Reserve at Lake Butler Sound. Perfectly positioned on nearly an acre with stunning and unobstructed views of the famed Lake Butler. The circle drive welcomes you to the manicured grounds with a park like setting. A beautiful foyer is ju...

5 beds + 6 baths + 6,756 sqft

$3,199,0003,199,000 - $15,019 /mo


6,477 Sqr Feet

This home exudes a spirit of elegance derived from its European architectural influences. Located in the renowned community of Isleworth this stunning custom home is highly stylish yet comfortable; perfect for family living and entertaining. The arched solid wood custom made double doors create a re...

5 beds + 6.5 baths + 6,477 sqft

$3,195,0003,195,000 - $15,000 /mo

Winter Park - 1653 CHASE LANDING WAY

6,882 Sqr Feet

Beautiful five-bedroom lakefront estate on the desirable cul-de-sac of Windsong South. The main floor boasts a beautifully appointed master bedroom and large en-suite bath, media room with projection screen, family room and gourmet kitchen with large eating area and expansive views of Lake Berry. Th...

5 beds + 6 baths + 6,882 sqft

$3,195,0003,195,000 - $15,000 /mo

Windermere - 1069 W 2ND AVE

7,177 Sqr Feet

French Provincial masterpiece on the Butler Chain. Situated on Windermere's premier peninsular street, this stately 6 bed, 6/2 bath manor boasts dramatic high roof lines, timber framing accents, rustic brick facade & arched entryway creating an unmatched elegance. The interior design authentically d...

6 beds + 7 baths + 7,177 sqft

$2,999,0002,999,000 - $14,080 /mo


7,445 Sqr Feet

Welcomed by a circular drive and sparkling fountain, this elegant two-story estate offers more than 7,400 square feet of living space. The four-bedroom home boasts beautiful interior living spaces and distinguished finishes set against a backdrop of Isleworth’s renowned championship golf course. ...

4 beds + 6 baths + 7,445 sqft

$2,990,0002,990,000 - $14,038 /mo

Winter Park - 1600 HIGHLAND RD

6,345 Sqr Feet

This rustic modern Parade of Homes winner was custom built with extreme care and thought for the most discerning buyer. No detail has been overlooked, creating spaces that are excellent for both entertaining and living. Mahogany entry door leads to an outdoor lanai complete with pool, dining, and lo...

5 beds + 6 baths + 6,345 sqft

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Location & Address

Centurion Realty Group
6735 Conroy Windermere Rd, Suite 315
Orlando, FL