Windermere Real Estate, Homes and Condos for sale

All Windermere homes currently listed for sale in Windermere as of 03/01/2021 are shown below.  You can change the search criteria at any time by pressing the 'Change Search' button below.

If you have any questions or you would like more information about any Windermere homes for sale or other Windermere real estate, please contact us and one of our knowledgeable Windermere REALTORS® would be pleased to assist you.


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$8,300,000
6432 DEACON CIR, Windermere FL 34786
5
BEDS
9
BATHS
11,229
SQFT
$739
$/SQFT
0.80
ACRES
2007
BUILT
"This stunning Georgian manor located within the gates of the renowned Isleworth community tastefully intertwines timeless old world charm with modern style. Upon entry, you will be welcomed by the grand staircase while you gaze past the wall of seamless glass overlooking your infinity pool as it appears to flow into Lake Chase; a sand bottom, spring fed ski lake. From the four French limestone fireplaces and custom pillars to the intricate carvings and cappuccino marble flooring, this home has been flawlessly updated and maintained. All five bedrooms share the same floor with their own en suite bath and private balcony. The master bedroom also has a private lounge with morning kitchen. Isleworth offers unparalleled security with 24 hour manned gates. The home offers privacy while still being close to Isleworth Golf Course and Clubhouse. The tennis center, driving range and putting green are all a few hundred feet away. Convenient to shopping, Orlando International Airport and Attractions. Optional Country Club membership offers exceptional golf, tennis, dining and many social activities. Situated on Lake Chase in the Butler Chain of Lakes, known for its water quality and wildlife habitat. Isleworth is one of the most sought after communities in Central Florida."
$7,495,000
9288 BLANCHE COVE DR, Windermere FL 34786
6
BEDS
8
BATHS
12,778
SQFT
$587
$/SQFT
2.04
ACRES
2020
BUILT
"Under Construction. Under construction, with a small window of time to still make it your own. Nestled behind the famed gates of Isleworth, one of the most exclusive private Golf and Country Club communities in the world, situated on one of the last waterfront lots you will find this gorgeous homesite with construction well underway! Offering serene views of Lake Blanche and towering Cypress trees framing a canvas of sunsets, you will be hard pressed to find a more picturesque setting. Transitional style mixed with more modern elements sets the stage for this one-of-a kind estate with a skybox that overlooks the indoor half basketball court. Upon entering the home, you are ushered into the spacious great room that overlooks the pool area and lake. A gallery connects the home's primary living spaces, including the warm and inviting family room, kitchen, and family dining area, which are the perfect entertaining spaces. The truly custom kitchen will feature state of the art appliances and of course, since it is the heart of the home, beautiful stone counters and the latest in designer touches. Located downstairs off the gallery is the luxurious master suite, including his and her walk-in closets with plenty of room for any shoe collection, and a luxurious spa like master bathroom. Additionally, across from the master suite, is the stately office with a glass wall overlooking the air-conditioned collector s showroom garage. The split floor plan also offers 2 downstairs guest suites which is ideal for multi-generational families as well as young children. Whether you choose the stairs or the elevator to reach the second level, you will be greeted by a large loft area that can be used as a game room. You will also find the second Master suite, perfectly suited for in laws, a nanny or long term guests. There are two additional bedrooms upstairs, each with their own generously sized en-suite bathrooms that are finished with exquisite finishes. Showcasing the lat..."
$6,400,000
11055 BRIDGE HOUSE RD, Windermere FL 34786
6
BEDS
9
BATHS
10,452
SQFT
$612
$/SQFT
2.48
ACRES
2008
BUILT
"WATERFRONT MASTERPIECE ON THE FAMED BUTLER CHAIN OF LAKES! Showcasing grand scale living spaces, unprecedented finishes and resort-style grounds, this privately gated Rial Jones estate captivates at every turn. Featuring over 10,000 square feet of exquisitely appointed interior living space, on over two acres with panoramic views of the famed Lake Butler, this artfully renovated residence provides you with a unique opportunity to live your dream, without ever leaving the serenity of your home. Enchanting lake views and spacious indoor-outdoor living spaces, united by wall of sliding glass doors, create a seamless connection to the 365 feet of private water frontage. Designed for the quintessential Florida lifestyle, terraced patios, swim-up pool bar, natural rock waterfall, private dock and meandering pool evoke a private resort and blend perfectly with the natural Florida surroundings. Majestic mature Florida landscaping, charming private patios (perfect for alfresco dining) and unencumbered views of Lake Butler complete your own private resort and are the perfect backdrop for year-round outdoor Florida living. Inside, open entertaining spaces are graced with the highest standards of materials, such as Tuscan cassia scuro flooring, custom wrought iron and glass light fixtures, and custom millwork. The formal areas, bathed in natural light, overlook the water and flow seamlessly into the chef's kitchen with Subzero and Wolf appliances (including 2 convection ovens and an oversized gas range), custom cabinetry, granite, a walk-in pantry, and a butler's pantry. A charming breakfast nook, with views of the water, wine cellar and oversized family room, which features pocket doors to the lanai, complete the open area. Another study area, with three built-in desks, overlooks the garden and is perfect for today's remote learning needs. A voluminous first-floor owner's retreat beckons with large entry hall, dark oak flooring, 2 fireplaces, private living room with custom ..."
$6,300,000
9838 LAUREL VALLEY DR, Windermere FL 34786
5
BEDS
8
BATHS
10,843
SQFT
$581
$/SQFT
0.54
ACRES
1997
BUILT
"Capturing majestic sunset views of beautiful Lake Butler, this fabulous lakefront estate is perfectly set between Lake Butler s shoreline and the 15th hole of Isleworth s renowned championship golf course. The three-story estate offers a nod to Mizner-inspired architecture and is stunning in both scale and contemporary style. With fresh, white interiors, a wealth of modern accents and an array of exciting living spaces, the estate is a lakefront paradise. Marble floors with onyx inlays lead from the grand two-story foyer and curved, floating staircase to the open gathering area featuring a distinctive three-story spiral staircase, formal dining room, center-island kitchen and two living areas offering volume windows with automatic shades that perfectly frame the lake views. The main master suite presents an impressive, oversized bed outfitted specifically for this estate along with a large bath featuring a jetted tub, walk-in shower and multiple vanities. The lower level comes fully equipped with game room, fitness room with sauna, swim-in pool, full bar and custom home theater with a box office and snack stand. Ascend to the upper level via elevator where a second gaming area and numerous bedrooms create the ultimate venue for entertaining family and friends. Offering an unforgettable setting, the spectacular grounds boast a sparkling, open-air pool and spa with plenty of space for sunbathing and dining al fresco. A private boat dock offering direct access to the famed Butler Chain of Lakes invites year-round water recreation, from boating to jet skiing to paddle boarding and more."
$6,100,000
5318 ISLEWORTH COUNTRY CLUB DR, Windermere FL 34786
6
BEDS
10
BATHS
12,298
SQFT
$496
$/SQFT
1.74
ACRES
2006
BUILT
"NEW PRICE! MOTIVATED SELLER OFFERS A $500,000. PRICE REDUCTION! WONDERFUL OPPORTUNITY TO PURHASE IN EXCLUSIVE GATED GOLF AND COUNTRY CLUB COMMUNITY, FULL-TIME GUARD-GATEHOUSE. CUSTOM BUILT! Stunning entrance. Pristine condition. Dramatic interior includes an interior custom designed swimming pool, in a temperature-controlled entertainment, two-story Pavilion with stone flooring, skylights, a heated pool and spa, a bar, grilling/cooking area, dining area and lounging area - all of which is the absolute focal point of this dramatic interior! Imagine entertaining your family and friends here, with the moonlight streaming through the skylights. This dream home could be the fulfillment of your dream of owning a home in one of Florida s most amenity-rich, gated communities. Sited on almost 2 acres embraced by mature, manicured landscape and golf course frontage in rear. The front porte-cochere leads to a double door entry, and opens to a wide two-story, marble Foyer with winding staircase gracefully ascending to 2nd floor balcony. From the grand marble foyer you are looking through the 12,000 square foot interior and the two-story living room, out to the Pavilion and the pool and then out to the sprawling landscaped gardens with reflecting pond and fountain, and the golf course! A dramatic 'first impression'! The interior is the embodiment of quality craftsmanship, where formal and casual areas are perfectly blended for comfort and privacy. The 1st floor features 2 Master suites (one is currently purposed as a family room), a grand two-story living room, dining room, custom fitted home office/study with computer station, custom Kitchen, and a 2nd Master Suite, on opposing side of floor plan, featuring a series of French doors opening to the Pavilion - imagine the moonlight in here! Two balconies span the width of the 2nd floor, affording exciting views looking down on to the Pavilion. The 2nd floor features 6 spacious bedroom suites, located on ..."
* PRICE LOWERED - $6,600,000 TO $6,100,000 
$5,959,000
5507 WORSHAM CT, Windermere FL 34786
5
BEDS
9
BATHS
10,200
SQFT
$584
$/SQFT
0.97
ACRES
2008
BUILT
"Immaculate custom estate perfectly situated on the 14th green of the Isleworth Country Club. This Isleworth mansion features an exquisite transitional, contemporary and timeless interior, beautiful golf views and plenty of space for perfect family gatherings. The unparalleled grand open floor plan greets you with a massive soaring two-story foyer and living room featuring floor-to-ceiling windows with spectacular golf front views. Entertain friends and family in the fully equipped theatre or the generous summer kitchen area complemented by an expansive private pool and spa. Retreat and relax in the elaborate main floor master suite complete with a spectacular marble bathroom featuring deluxe spa, extensive his and hers vanity, multiple showers, a very generous closet and a private terrace to the spa. Create the ultimate atmosphere for entertaining in the formal dining room or al fresco dining in the covered lanai and extensive terraces. This magnificent home and its unique hand-selected finishes include: artisan-crafted cabinetry, grand marble stairs, wood and marble floors, exquisite door frames, unique chandeliers, a formal study with custom fireplace, a spectacular home office, an additional second floor master bedroom, a five-car garage: two of which have been converted to flex study/office/play room areas (can be converted back), elevator, plenty of private outdoor space and basketball hoop. This picturesque home site is move-in ready!"
$4,949,000
5020 DOWN POINT LN, Windermere FL 34786
8
BEDS
8
BATHS
9,621
SQFT
$514
$/SQFT
2.01
ACRES
2005
BUILT
"Villa Constantia is the epitome of luxury Windermere lakefront living. Designed by legendary architect, John Henry, this exquisite lake front mansion is perfectly positioned on Lake Down, part of the renowned Butler Chain of Lakes. Every inch of this stunning residence is built on a grand scale; from the 6-car garage to the soaring 30-foot ceilings, the 12 seat home theater, a breakfast nook with seating for 10, and a private fitness center. This amazing estate boasts over 15,500 total square feet, including covered patios and outdoor living space. As you enter through the custom mahogany front doors your eyes are immediately greeted by a two-story wall of windows with one-of-a-kind lake views. Owners will fall in love with the lavish master suite featuring a private sitting lounge and a magnificent spa bath. The kitchen is highlighted by top-of-the-line appliances, opulent granite surfaces, a huge center island, and an amazing hidden pantry. Additional features include a private elevator, personal sauna, yoga/meditation room, and a 2-bedroom detached guest house. This home is all about luxury, convenience, and lifestyle. While sitting on the covered lanai, peacefully gazing at the water, you will feel like you have left the city while in actuality you are just minutes from fine dining, incredible shopping, and all of Central Florida's amazing theme parks."
* PRICE LOWERED - $5,949,000 TO $4,949,000 
$4,200,000
11307 BRIDGE HOUSE, Windermere FL 34786
5
BEDS
7
BATHS
6,661
SQFT
$631
$/SQFT
0.88
ACRES
2006
BUILT
"Elegantly appointed Mediterranean home built by Ray Coudriet located on the Butler Chain of Lakes. Beautiful property for the discriminating buyer nestle directly on Lake Butler. 5 Bedrooms, 5.2 Baths, with Direct access to the BUTLER BAY CHAIN of LAKES consisting of over 11 lakes and in the exclusive community of The Reserve at Lake Butler Sound. This wonderful home boasts designer touches throughout, including your own Elevator, 2 Sets of Stairs, Theatre downstairs as well as Master Bedroom, Study, and a Second Bedroom. Grand Foyer leads to a welcoming Living Room with unsurpassed views of Lake Butler and opening up to a Private Terrace leading to a timelessly designed Pool and Spa, and Extensive Patio and Gardens. Grand Foyer boasts an elaborate hand painted ceiling canvas with ceilings opening up to the second floor. Other features, are huge closets, pantries, custom built-ins throughout, 2 Terraces and 2 Balconies. Outdoor Large Terrace with Stone fireplace perfect for entertaining, master with sitting area, outdoor bathroom and shower plus complete summer kitchen with Fridge, Cook Top, Grill, Sink and lots of Cabinetry. Outdoor spaces and Gardens and pool are designed with timeless Elegancy and Craftmanship."
$3,799,000
11217 BRIDGE HOUSE RD, Windermere FL 34786
7
BEDS
8
BATHS
6,363
SQFT
$597
$/SQFT
1.03
ACRES
2004
BUILT
"Exquisite Mediterranean Estate featuring 99' of panoramic views of Lake Butler in private gated community of Lake Butler Sound. Custom built in 2004, interior details include 12' ceilings, crown molding, 8' doors, mosaic inlaid and travertine floors and french doors throughout with water views from every room. Outdoor living area includes oversize salt water swimming pool and spa surrounded by 16' x 16' travertine bricks, summer kitchen featuring GE Monogram appliances and stone gas burning fireplace all within screened enclosure. Ground floor owner's retreat has custom built in walk in closets and spa like bathrooms with separate shower enclosure, private toilet area, and soaking tub. Second floor features large bonus room over garage and four guest suites all with walk in closets and bathrooms en suite two of which face lakefront also have private balcony access. Upstairs hallway features breakfast and beverage bar. Home may be purchased with all furnishings. Access through community back gate grants accessibility to area theme parks within minutes. Located approximately 11 miles southwest of Orlando's Central Business district and a thirty minute drive to the Orlando International Airport."
* PRICE LOWERED - $3,990,000 TO $3,799,000 
$3,649,000
8304 LAKE BURDEN CIR, Windermere FL 34786
8
BEDS
10
BATHS
8,808
SQFT
$414
$/SQFT
0.57
ACRES
2002
BUILT
"Unparalleled contemporary home within Windermere, Florida's distinguished Keene s Pointe community featuring The Golden Bear Golf and Country Club. This home is currently the only contemporary property available in Keene's Pointe with lake access. Breathtaking water views and featuring 7-bedroom suites, personal elevator, private office, four spacious garage stalls, and guest quarters. You can enjoy the splendid sunrise and sunset from many rooms within this stellar property. The home features large outdoor patios with automated screens complete with summer kitchen fit for entertaining family and friends on any day of the week. The spacious dining room seats 18 comfortably while the living room is inviting with stunning views. The chef's kitchen is a dream, complete with Viking appliances and much more."
$3,499,999
6113 GROSVENOR SHORE DR, Windermere FL 34786
7
BEDS
8
BATHS
8,677
SQFT
$403
$/SQFT
4.49
ACRES
2011
BUILT
"STUNNING KEENE'S POINTE LAKEFRONT HOME. PRICED TO SELL QUICKLY. Don't miss out on this beautifully appointed 7 bedroom, 8 bath home. Nothing was overlooked in this custom-built home by Stonebridge Homes. Featuring the master bedroom and one guest suite down stairs, five bedrooms, four baths and a bonus room up, the home is designed for a large family or multiple generations of families. The kitchen, which is open to the family room and has a great view of the pool and Lake Tibet, is equipped with Busby cabinets and features a huge walk in pantry flanked by two very large double door Thermador refrigerator and freezer. Off the great room you'll find the perfect entertaining space complete with pool table, bar, and a theater which can be closed off from the game room, as well as sliding glass doors leading to the screened-in summer kitchen featuring a built in grill, refrigerator, ice maker and fire place. The large stained cypress lanai overlooks the beautiful pool and spa with waterfall, grotto and slide plus a large fenced back yard overlooking the Butler Chain of Lakes with private boat dock. There is also two separate 2-car garages and a golf cart garage. This home has many great features including updated AC units, water filtration system, tankless water heaters, and much more."
* NEW LISTING 
$3,499,000
11025 BRIDGE HOUSE RD, Windermere FL 34786
7
BEDS
10
BATHS
9,594
SQFT
$365
$/SQFT
2.89
ACRES
2008
BUILT
"Welcome to this Mediterranean enchanting and lavish Estate at the heart of Windermere in the upscale gated community THE RESERVE AT LAKE BUTLER. This stunning property embodies FLORIDA LIVING at its finest, with multiple Luxury Living spaces that include 6 en suite bedrooms, plus a Master Bedroom with Fireplace and spacious walk in closet, Living Room, Formal Dining Room, awe-inspiring Kitchen with a open concept, Game Room, Movie Room, Workout Room, Bar, Wine Cellar and much more...This upscale Estate has the feel of a personal Resort. Invite your Friends and Family, and enjoy your very own sanctuary without leaving home! The Lush grounds feature a beautiful heated Pool and Spa, beautiful patio, which is perfect for lounging or dining with Family and Friends. Enjoy your morning walk and meditation on your private pier while you walk to your private dock. THIS IS ALL ABOUT LIFESTYLE! Can't forget about the custom details in the house that include exposed tray ceilings with a crown molding and much more. Call to schedule your private showing."
$3,495,000
6233 GREATWATER DR, Windermere FL 34786
6
BEDS
8
BATHS
7,757
SQFT
$451
$/SQFT
2.15
ACRES
2002
BUILT
"Discover the ultimate in lakefront living at this custom family compound with not one but two detached guest residences, expansive indoor and outdoor living, complete with a well-appointed boat dock that is perfect for social distancing while keeping family and friends together. Built in 2002 by Goehring & Morgan, this classic estate is situated on 1.15 +/- high and dry acres with 146 ft. of extraordinary unobstructed lakefront on a quiet cove on Lake Tibet. Featuring a main house with 4 generous bedrooms, 5 full bathrooms, 1 half bath, a detached lakefront guest house, a separate second story garage apartment, and a whole-home generator, leaves nothing left to be desired. A welcoming wrap-around porch leads the way into the grand foyer with a winding staircase and warm wood flooring throughout the first floor. On the left, the formal living room is highlighted by a wood-burning fireplace and coffered ceiling, and on the right, the formal dining room has within its wall a hidden fireplace that could be easily reopened if desired. Designed for everyday entertaining, the brand-new renovated gourmet kitchen features top-of-the-line appliances, massive center island with sink and breakfast bar, a casual yet spacious breakfast area, butler pantry, and an additional walk-in pantry with storage closet. Adjacent to the kitchen is the open family room with stunning lake views, custom built-in entertainment center and adjoining game roomwith fireplace, currently being used as a home office. The luxurious master suite offers elevated water views, his and hers closets, generous flex space, master bath with dual vanities, soaking tub, and separate walk-in shower. Completing the first floor, you will find a wet bar, a laundry room, and a computer room. The second floor includes 3 graciously sized en-suite bedrooms, two of which shared an enormous dressing room and the third boasts a private study. A second laundry room perfectly finishes the upstairs floor plan. The outdoor area..."
$3,450,900
3324 S LAKE BUTLER BLVD, Windermere FL 34786
4
BEDS
6
BATHS
5,518
SQFT
$625
$/SQFT
1.21
ACRES
2017
BUILT
"Discover the best of both worlds in this 4-bedroom, 5/1-bathroom lakefront masterpiece located on a tranquil bay off Lake Butler of the famed Butler Chain of Lakes! Built in 2017, and filled with custom features, the home is perfectly located just a short walk or golf cart ride to Town of Windermere s shops, restaurants, and Friday Farmers Market. Living on the lake, close to Orlando s top attractions, makes every day feel like a vacation with a short drive to Restaurant Row, I-Drive, Disney and so much more! The home is warm and inviting with an oversized stone paver driveway that leads to the 3-car garage and covered front patio. Upon entering through wooden doors with glass inlays, the stunning lake views through the 10 x30 Infiniti doors will take your breath away! The open concept is a dream for entertaining, and the modern fresh details are truly impressive. The extraordinary kitchen was masterfully designed with leathered granite covering the massive 5 x11 island that boasts cabinets on both sides, wood ceiling detail, custom tile backsplash, and gorgeous pendant lights. Cooking for family and friends will be a joy with this fully equipped kitchen featuring stainless-steel icemaker, three stainless steel ovens, a walk-in pantry with floor to ceiling shelves, and two 36 monogram stainless steel refrigerators. Tucked away in the kitchen is a desk/workstation so that you can keep all your electronics and personal items organized and out of sight. The kitchen seamlessly flows into the dining area, great room, bar, and home theatre which make for the perfect entertaining space while highlighting stunning lake views. The spacious bar/game room is the ideal gathering place with a 9 bar, stainless steel sink, icemaker, wine refrigerator, built-in shelving, and floor to ceiling racks to store your wine collection. Just off the bar area, enjoy movie night in your own luxurious theatre including a 120 screen. The second-floor master suite is e..."
* PRICE LOWERED - $3,500,900 TO $3,450,900 
$3,400,000
5284 ISLEWORTH COUNTRY CLUB DR, Windermere FL 34786
4
BEDS
5
BATHS
6,738
SQFT
$505
$/SQFT
0.52
ACRES
1996
BUILT
"Poised on Isleworth Country Club Drive overlooking Eagle Pond and the 11th tee, this exquisite estate offers exceptional golf and water views within the gates of Central Florida's most iconic golf and country club community. Adjacent to the beautiful 'Cloister Conspiracy' sculpture by Philip Jackson, the residence features an interior spanning more than 6,700 square feet with picture-perfect views of the surrounding landscape. Oversized wood, glass and wrought-iron French doors reveal a gallery entry where smooth marble floors sprawl beneath meticulously detailed ceilings adorned with chiseled millwork and dotted with stone columns. Presenting traditional architecture and design, the formal living and dining rooms with custom coffered ceilings lead seamlessly to the center-island kitchen and family room with an abundance of light. A range of impressive professional appliances and custom cabinets serve the kitchen, as well as a beautiful built-in bar and custom brick-lined wine cellar. On the first floor, two generous master retreats feature exquisite baths complete with dual vanities, garden tubs and walk-in showers with beautiful stone surrounding stained glass windows. The second floor is complete with two additional guest rooms and an office. The outdoor living area, which features a multi-level terrace and sundeck surrounding the sparkling pool, spa and water feature. Blending the finest finishes with an exceptionally beautiful setting, the estate offers the best in golf-front living."
$3,395,000
9313 TIBET POINTE CIR, Windermere FL 34786
6
BEDS
9
BATHS
8,393
SQFT
$405
$/SQFT
2.88
ACRES
2003
BUILT
"Beautifully sited on close to three acres and located in prestigious guard gated Keene s Pointe Country Club this Butler Chain of Lakes, lakefront home exudes a spirit of elegance derived from it s European architectural influences. This stunning plan is perfect for family living and entertaining. The extended drive and mature landscaping create a refined entry. Opening to the formal areas the timeless elements of travertine and wood flooring and elegant coffered ceilings further define the arrival experience. The private home office/library is nicely finished with custom built-ins and wood flooring. At the center of the home, the kitchen features wood flooring, a massive working island, six burner gas Dacor double oven range, exotic granite, stunning custom cabinetry, and a walk in pantry. An added bonus the 1000 bottle wine cellar is climate controlled. A fireplace shares the media wall in casual area with built in entertainment center while sliding glass doors grant access to the outdoors. Indoor and outdoor elements meet on the screened and covered lanai spanning the entire rear of the home with convenient summer kitchen and fireplace. Flowing naturally to the heated spa and free form pool which extend to the pristine lake and boat dock. The master suite is private adjoining a beautifully finished master bath complete with walk in shower, double vanities, and large soaking tub. The gym allows access and views to outside. Upstairs a playroom/flex space and ensuite bedrooms are perfect for kids. Above the gym there is an expansive guest suite with living room and an ensuite bath. The boat dock has two lifts for boats and two jet ski lifts. Home features Sonos sound system throughout."
* PRICE LOWERED - $3,495,000 TO $3,395,000 
$3,395,000
9211 TIBET POINTE CIR, Windermere FL 34786
5
BEDS
7
BATHS
6,360
SQFT
$534
$/SQFT
2.38
ACRES
2005
BUILT
"Discover the Classic Elegance of this Lake Front Residence that combines new construction, premium renovations, a new pool and outdoor living area, to create an impressive home which shows the exquisite pride of ownership from the current original owners. This rare jewel blends a glamorous interior style with the pure essence of lakefront living on the famed Butler Chain of Lakes. Situated on nearly 2.5 acres on Lake Tibet Butler, in the guard gated private golf course and lakefront community of Keene s Pointe in Windermere, Florida, this is an exceptional residence. The new construction has been accomplished in the key living areas where most time is spent -- the Master Bedroom and Bath, the Family Room/Game Room, and the luxury of an additional flex space of a 5th Ensuite Bedroom. Recently completed, the new saltwater pool and hot tub enveloped by travertine decking and a spacious covered lanai featuring an extraordinary summer kitchen, can be transformed in a minute to a screen enclosed space with remote drop down screens. The extra bonus is the rear of the house has a sunny southern exposure, so its light and bright most of the day. The result of the home renovation, coupled with the added AC living space, represents nearly 50% of the total AC living space of this fine residence originally built by Stonebridge Homes. The end result now showcases a seamless transition of living space that is absolutely stunning. Floor plan features 5BR/5 Full Baths/2 Half Baths, Study, Dining Room, Grand Salon and gourmet Kitchen with large breakfast room. The newly built Family Room/Game Room and 5th BR Suite enjoy pool, conservation and lake views. Three of the Bedroom Ensuites are located upstairs. Upon entering the home through custom double mahagony doors, the Grand Salon opens into a two story vaulted ceiling 24 ft high with rows of windows and French doors washing this open space with abundant natural light. Magnificent antique crystal chandeliers..."
* PRICE LOWERED - $3,495,000 TO $3,395,000 
$3,099,000
12616 PARK AVE, Windermere FL 34786
5
BEDS
7
BATHS
7,620
SQFT
$407
$/SQFT
1.72
ACRES
2005
BUILT
"Check the video tour! https://youtu.be/fKz59yCwhzk Picture perfect living awaits you on the serene shores of Lake Butler. Dreams come true in the gated community of Chaine du Lac in upscale Windermere. Nestled at the end of a charming brick stone path, this immaculate 7,620 sqft estate s attractive stone exterior evokes a sense of storybook wonder, complete with ivy-scaled tower. Grand double doors in elegant hardwood open into a sprawling foyer, elegant stone stairway adorned with iron-wrought railing leading to the second floor. Interior is warm and welcoming with light earth tones for a natural, classic appearance matching the timeless exterior. This custom, one of a kind mansion boasts 5 total bedrooms, with the master bedroom and a guest suite on the first floor. With a game room boasting a full bar and installed beer keg, stately home office, theater, personal gym, loft with balcony, and additional room with transformation potential, this is truly an estate for someone looking to have it all. Chef s kitchen features island and preparation sink, glass cook-top, double ovens, and breakfast bar. Enjoy private resort luxury from the fully screened pool area, complete with ample space for entertainment and mini bar. Past the pool lies the sport court and scenic path down to a personal boat dock on Lake Butler. Other amenities include a 4-car garage, home automation system, lightning rods, circular driveway. This is a home that must be experienced, so see it for yourself today!"
* PRICE LOWERED - $3,199,000 TO $3,099,000 
$2,995,000
11056 BAYSHORE DR, Windermere FL 34786
5
BEDS
8
BATHS
4,626
SQFT
$647
$/SQFT
0.80
ACRES
2020
BUILT
"Under Construction. Rare opportunity to own a 5 bedroom, 6 and 2 half bath custom-built lakefront home in the town of Windermere! Through the impressive front entry you are immediately greeted with a stunning view of Lake Down via the expansive sliding glass doors of the great room. The custom kitchen is beautifully designed- custom cabinets, granite counter tops and large island that open to a spacious dining area and large great room that transition to the tranquil outdoor living area complete with a sparkling swimming pool with sun deck, summer kitchen, outdoor fireplace, adjoining pool bath and spacious backyard that leads to the private boat dock and your direct access to the famed Butler Chain of Lakes. To the rear of the home is the secluded master suite with pool/water views, dual walk in closets and spacious master bath. Two additional bedrooms with private en-suites, laundry room and secluded study complete the downstairs living area. The upstairs boasts two well-appointed bedrooms, each with a private en-suite bath, a large family room with sliding doors that open to a walk out balcony with spectacular lake and pool views. This Windermere Estate lot with its stately oak trees, access to fishing, skiing and all your favorite water activities is convenient to renowned golf, premium shopping and fine dining and embraces the small town lifestyle, natural environment, parks, weekly Farmer's markets and seasonal events. No HOA dues or restrictions. Discover it now!"
$2,950,000
6409 LAKE BURDEN VIEW DR, Windermere FL 34786
6
BEDS
8
BATHS
8,078
SQFT
$365
$/SQFT
0.45
ACRES
2006
BUILT
"This Custom French Chateau is a one-of-a-kind dream home, built using high quality materials, finishes and extraordinary craftsmanship throughout. This home is situated on a private corner lot in the Keenes Point subdivision with 270 degrees of amazing Golf & Water Views.Boasting over 8000sf in living area, the bottom floor has a Master Suite fit for a King - complete with fireplace, two story walk through closet, washer/dryer, Miele coffee bar & refrigerator, jetted tub, walk-thru shower and Sauna. There are 5 additional bedrooms upstairs. The gourmet kitchen has a gorgeous brick-arched ceiling, custom cabinetry, beautiful granite, huge walk-in Pantry, and top of the line Viking/Miele appliances. Off the kitchen, there is a large wine cellar & tasting room. The Great Room has an aged wood ceiling, custom entertainment center & fireplace. There is also a stunning two-story Mahogany Library & Office with leather ceiling & ornate woodwork.Upstairs includes a Billiards Room with a vintage imported European stained glass Irish Bar, Copper Ceiling and Home Theater with tiered seating, rumble seats and automated A/V system. Complete safety system including a safe room, fire suppression & lighting rods. Resort-Style, free-flowing pool & spa with incredible golf and water views. Summer Kitchen, stone fireplace and extensive outdoor woodwork and lighting make this the perfect entertaining home. Recently added a 350sf Custom Home Gym."
* PRICE INCREASED - $2,695,000 TO $2,950,000 
$2,700,000
5127 LATROBE DR, Windermere FL 34786
7
BEDS
8
BATHS
6,933
SQFT
$389
$/SQFT
0.51
ACRES
1991
BUILT
"Contemporary vision inside Isleworth Country Club. Welcome to this modern golf front estate, featuring high quality craftsmanship and built. Perfectly situated on the 5th hole of Isleworth's world-renowned golf course, the inviting outdoor living space includes a pool bordered with stone, oversized spa, fire pit, summer kitchen, entertainment areas and plenty of dining space. Brand new roof installed in January 2021, interior/exterior paint job and new landscape completed in February of 2021. On the first floor you will find the spacious master suite and an additional bedroom or office space. Dining room is complimented by the glass and wood climate controlled wine cellar. The home features gourmet kitchen, oversized walk in pantry and opens into the spacious family room. Upstairs, you will find the spacious game room, wet bar and movie theater and an 5 additional bedrooms, to which could be used as guest suites, exercise room or home office.Home interior is staged by Saccaro Furniture and exterior furniture staged by Elementar Outdoor."
$2,599,999
8288 TIBET BUTLER DR, Windermere FL 34786
5
BEDS
6
BATHS
6,745
SQFT
$385
$/SQFT
0.67
ACRES
1999
BUILT
"Live like Rock star Royalty in this elegantly designed Rick Watson custom home on the shores of Lake Burden. Designed with timeless elegance this luxurious home was meant for entertaining . From the moment you walk up to the huge carved front entry doors with its iron mullions , you will be dazzled by this home, that immediately welcomes you in with dramatic water views that will blow you away. Found on an almost 3/4 acre lot, overlooking the Golden Bear Golf course in the front, Sunsets over Lake Burden in the back, and set off to maximize privacy, this home offers the lifestyle you have always dreamed of. The bright, open floor plan welcomes you in and you will immediately notice the rich Travertine floors. The formal living areas feature classic design and include an 8 ft long, custom cast fireplace, and stone columns. The Walk in wine cellar with field stone walls, pecky cypress ceiling and wrought iron gate, effortlessly tie the dining room -with ample room for 12- to the kitchen. The gourmet Kitchen is finished with Busby cabinets, a concealed pantry and original artwork over the spice cabinet. The Dacor 6 burner gas cook top will turn anyone into a chef. The kitchen overlooks not only the family room but offers breath taking views of Lake Burden. The downstairs game room with it's Cypress ceiling beams, offer the best views in the home! Large picture windows frame the the pool and lake, and allow a glimpse of the 1/4 basketball court. The built in bar area provides the perfect place to mix cocktails to watch those sunsets. The opulent Master Suite has a sitting area with it's own fireplace. The Master suite gallery conceals large His and Hers walk in closets. A lavish sunken Roman tub and large shower contribute to the spa-like feeling. A home office with custom built-ins and french doors, ensure you can catch up on meetings anywhere in the world. The wide wood stair case is lined with a library and leads to a theater room with it's own 1/2 bath...."
$2,567,000
4260 ISABELLA CIR, Windermere FL 34786
5
BEDS
7
BATHS
7,971
SQFT
$322
$/SQFT
0.87
ACRES
2015
BUILT
"Welcome to 4260 Isabella Circle, a contemporary masterpiece located at Casabella. This exquisite residence features unparalleled details and upgrades throughout, from the art inspired custom light fixtures, to the hand scraped hardwood floors, marble tiled bathrooms, and a one of a kind custom wine cellar. The chef inspired kitchen includes top of the line stainless steel appliances, modern custom cabinetry, and a massive center island that's perfect for hanging out with family. The home features four large suites including an expanded first floor master with a separate sitting area, work out room, his and hers closets, and a spa bath with a soaking tub and oversized walk through shower. The moment you step through the front doors your eyes are greeted by soaring two story ceilings, a wall of windows overlooking the pond, and an abundance of architectural details. Exterior amenities include a massive pond front corner lot with a custom fountain, a circular drive, an infinity edge pool, and a huge covered lanai with a summer kitchen that includes a center island, gas grill, refrigerator, ice maker, and an enormous outdoor dining area. Some pieces of furniture might be negotiable."
* PRICE LOWERED - $2,587,000 TO $2,567,000 
$2,495,000
4077 ISABELLA CIR, Windermere FL 34786
6
BEDS
8
BATHS
7,544
SQFT
$331
$/SQFT
1.19
ACRES
2016
BUILT
"SPECTACULAR best describes this amazing showcase home built on a 1.2 acre lot in the sought after centrally located 'CASABELLA gated community in Windermere, Florida. With over 7500 square feet of lavish AC living space you will find 6 BEDROOMS ensuite, an impressive home theater, study/office and all the formal spaces you would expect in this grand estate! Floor plan features TWO master suites...one upstairs and the PRIMARY MASTER RETREAT downstairs where the owners enjoy two separate bathrooms and a spacious shared shower. Absolutely regal in design! A dramatic two story vaulted living room and dining room welcomes you upon arrival with a wall of glass that draws you in! You pass a lovely hospitality bar where guests can be greeted then shown into the enormous kitchen/family room gathering space that opens to an immense pool and patio area with one of the largest summer kitchens imaginable! The outdoor living space boasts majestic palms, mature landscaping accented by custom outdoor lighting and a large fire pit with sitting area that crowns the top of this dazzling saltwater pool and spa. These views are best enjoyed from the balcony located off the second story master suite! Some of the many upgrades include hand scraped hard wood floors, exquisite cabinetry throughout with special focus on the customized kitchen with a 10 ft square island, Wolf & Sub Zero appliances and finish levels that exceed expectations! Oversized paver driveway leads to a 4-car garage deep enough for a lake boat and all manner of vehicles! This is a REMARKABLE ESTATE -- the nicest location on the biggest lot, beautifully appointed and wonderful floor plan -- all offered at the VERY BEST PRICE!!"
* PRICE LOWERED - $2,550,000 TO $2,495,000 
 
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