Español  |  Fine Homes  |  Commercial Real Estate  |  Global  |  C21 Blog
CENTURY21 Real EstateFloridaWindermereHomes for Sale
My C21: Sign In  |  Register  |  My Favorites
Your Current Search

Homes for Sale

Windermere, FL
Refine Your Search
to
Search by Schools

More Search Options
Sort By:
Per Page:
Page:
1 | 2 | 3 | 433 Next

$7,900,000

11301 Bridge House Road Windermere, FL 34786
5 Beds 10,155 Sq. Ft
7 Full Baths 2 Half Baths
Courtesy Of Stockworth Realty Group LLC
MLS# O5128128
PROPERTY DESCRIPTION: 
Every once in a while an enclosure is created that crosses the line; ceasing to be solely a structure, but rather architecture, art. A place where aesthetics, form and function converge harmonically to inspire a visceral experience so exceptional, it alters emotion. 

Enter “Overjoy.” Located on the edge of a pristine waterline called the Butler Chain, this masterwork in luxury composition turns “hope” and “dream” into reality. Every inch of this iconic estate is outfitted in the sharpest possible detail with an unforgettable blend of style, comfort, and quality localized in a single 10,155 SF setting. Here, you’ll find a collection of the world’s finest elements amidst a scenic waterfront wonderland of unparalleled beauty. 

This is truly what living in Orlando is all about. Living in a home that invites comfort be it Bermudas or black tie, Havaianas or Louboutins; in a place where being yourself can mean backyard burgers and beans, as easy as, caviar on crostinis. Where the sublime qualities of all that it means to simply live, have been softly tuned and finely caressed to allow for living simply, elegantly, comfortably. Where timeless meets modern, freedom has wings, and you've got everything. 

This majestic home, incorporating all the best Central Florida has to offer, is a shining testament to luxury living. We cordially invite you to come fall in love.
FEATURES:
Age: 6-10 Years Old
Amenities: Deck, Porch, Patio, Vaulted Ceiling, Barbecue Area, Pool, Elevator
Appliances: Dishwasher, Dryer, Garbage Disposer, Microwave, Oven, Range, Refrigerator, Refrigerator - Wine Storage, Washer
Architecture Style: Contemporary
Cooling System: Central A/C, Zoned A/C
Exterior Type: Block, Metal, Stucco
Floor Covering: Brick, Marble, Tile - Stone, Tile or Stone
Heating Fuel: Electric
Heating System: Zoned
Lot Size: 0.93 Acres
Parking Type: Garage - Attached, Open
Roof Type: Unknown
Rooms: Bedroom, Bonus Room, Family Room, Full Bath, Game Room, Half Bath, Media Room, Utility
View Type: Water

$6,850,000

5127 Fairway Oaks Drive Windermere, FL 34786
5 Beds 9,623 Sq. Ft
6 Full Baths 1 Half Bath
Courtesy Of Isleworth Realty INC
MLS# O5341156
PROPERTY DESCRIPTION: 
Bathed in sunshine, this five-bedroom property located on a quiet cul-de-sac overlooking Lake Bessie is aptly named Camelia meaning “perfect flower” in Italian. With lush greenery and landscaping surrounding the 9,623-square-foot home, guests are greeted by sophisticated detailing and ornate materials. 

The master suite and library occupy the right wing of the home. The large master suite contains an exercise room, private covered porch and two-story walk-in closet with 20-foot vaulted ceilings. Additionally, a secret door from the master closet leads to the sophisticated library, which is lined with leather and intricate woodwork. 

The gourmet kitchen features countless amenities such as Wolf stainless steel appliances, bread warmer and a built-in Miele espresso machine. Connected to the kitchen is the hearth room which features a grand fireplace and connects to the chef’s office. The family room opens up to a beautiful terrace with a summer kitchen, fireplace, retractable screens, air conditioning and heaters.

Three guest bedrooms reside upstairs along with a home theater, craft/laundry room, and game room. Evenings can be enjoyed on the beautiful lanai which is home to the immaculate infinity pool. Additional features of the home include two-car garages with golf cart parking and private dock. Words do not do this home justice. A must-see for a buyer who appreciates only the finest.
FEATURES:
Age: 6-10 Years Old
Amenities: Deck, Porch, Patio, Vaulted Ceiling, Barbecue Area, Pool, Ceiling Fan, Hot Tub Spa, Elevator
Appliances: Dishwasher, Garbage Disposer, Microwave, Oven, Oven - Convection, Oven - Double, Range, Refrigerator, Refrigerator - Wine Storage
Architecture Style: Other
Cooling System: Central A/C, Zoned A/C
Exterior Type: Block
Floor Covering: Carpet, Wood
Heating System: Zoned
Lot Size: 0.97 Acres
Parking Type: Garage - Attached, Golf Cart, Guest, Oversized
Roof Type: Tile
Rooms: Bedroom, Bonus Room, Den, Family Room, Foyer, Full Bath, Game Room, Half Bath, Media Room, Utility
View Type: Water

$5,500,000

Windermere, FL 34786
5 Beds 6,549 Sq. Ft
6 Full Baths 1 Half Bath
Courtesy Of Coldwell Banker Residential Real Estate
MLS# O5368069
PROPERTY DESCRIPTION: 
RARE OFFERING ~ ICONIC LAKEFRONT TROPHY ESTATE on 2.4 ACRES with 300 Feet of PRISTINE SHORELINE, Unobstructed Breathtaking up-close lake views on FAMED LAKE BUTLER, arguably the Best of the 11 Butler Chain of Lakes. This PRIVATE GATED LAKEFRONT ESTATE is located on one of Windermere’s most premier & sought after streets. The custom home has 6,549 sq. ft. under air & 10,605 sq.ft. under roof, including 5 Bedrms, 6.5 Bathrms. 20 x 40 resort style pool, screened lanai & spa. 5 CAR GARAGE + 2 CAR PORTE-COCHERE, 500 gallon fuel tank w/ dispensers at boathouse & motorcourt. Parking for cars & RV. Grandfathered Extra Wide Dock & Boat House w/ a Screened Porch, Sun Deck & 2 boat slips w/ powered cradles. Landside boathouse/bath/storage building. The sole owner had the home designed by world-renowned architect Barry Berkus & custom built w/ only the finest materials. This magnificent property is of size & scope for an INCREDIBLE FAMILY COMPOUND. The owner also has Approved Plans for an On-Site Future Guesthouse. Additionally available for purchase directly across the street is 11923 Lake Butler, a 2,238 sq. ft. home on 1 Acre & the adjacent 1 Acre lot at 11811 Lake Butler & NO HOA. All located in the affluent yet quaint Town of Windermere offering small town charm, weekly farmers markets & seasonal events. “A” Rated Schools & just minutes to upscale shopping, fine dining, world class golfing, theme parks & Orlando International Airport. Welcome home to your own personal paradise!
FEATURES:
Cooling: Central A/C
Garage Count: 5 + Car Garage
Lot Size: 2.41 Acres
Pool Description: Pool
Special Program: Previews
Style: Other Style

$5,300,000

9905 Lake Louise Drive Windermere, FL 34786
4 Beds 7,122 Sq. Ft
6 Full Baths 1 Half Bath
Courtesy Of Isleworth Realty INC
MLS# O5301368
PROPERTY DESCRIPTION: 
In the prestigious Isleworth Golf and Country Club, this sprawling Tuscan-inspired estate provides an unparalleled venue for indoor-outdoor entertaining with a backdrop of sweeping fairway views. The entrance features a floating staircase leading to superb living areas including three large bedroom ensuites. The formal dining room with ceiling detail is served by the gourmet kitchen, which includes a copper ceiling, Viking appliances, and large walk-in food pantry. The study accented by wood cabinetry and leathered ceiling provides a tranquil environment. Within the open floor plan, the family room and formal bar lead to the expansive golf-front outdoor living area. Ideal for entertaining, the screened lanai features a large television, fireplace and complete summer kitchen-all overlooking the gazebo as well as the saltwater pool and spa and private beach. The master bedroom suite offers a large walk-in closet, fireplace, a stunning bath and luxurious sitting room. Overlooking the motor court and 16th tee is the unique Gentleman's Private Retreat with complete bath, and full-sized bar. Additional amenities at this estate include an integrated sound system, security cameras, six-car oversized garages and putting green.
FEATURES:
Age: 6-10 Years Old
Amenities: Deck, Porch, Patio, Vaulted Ceiling, Barbecue Area, Wet Bar, Pool, Ceiling Fan, Hot Tub Spa
Appliances: Dishwasher, Dryer, Garbage Disposer, Microwave, Range, Refrigerator, Vacuum System, Washer
Architecture Style: Mediterranean
Cooling System: Central A/C, Zoned A/C
Exterior Type: Block, Stucco
Floor Covering: Brick, Carpet, Marble, Tile - Stone, Tile or Stone, Wood
Heating Fuel: Natural Gas
Heating System: Zoned
Lot Size: 1.06 Acres
Parking Type: Garage - Attached, Guest, Open, Oversized
Roof Type: Tile
Rooms: Bedroom, Den, Family Room, Foyer, Full Bath, Game Room, Half Bath, Loft, Utility
View Type: Golf Course
MLS# O5326009
PROPERTY DESCRIPTION: 
Frontage on Lake Blanche of the Butler Chain of Lakes. This is the only available vacant lot in Isleworth that holds both golf course and lake frontage.
FEATURES:
Architecture Style: Other
Lot Size: 3.26 Acres
Roof Type: Unknown
View Type: Golf Course, Water
FORECLOSURE

$3,950,000

5518 Isleworth Country Club Drive Windermere, FL 34786
6 Beds 13,670 Sq. Ft
5 Full Baths 1 Half Bath
Courtesy Of Isleworth Realty INC
MLS# O5361687
PROPERTY DESCRIPTION: 
This Palm Beach-style residence is the ultimate waterfront abode, perfect for entertaining. Located on Lake Butler, this almost 14,000-square-foot residence offers panoramic views across approximately two acres. The home underwent extensive renovations including a welcoming family room, theater room and a new luxurious master suite complete with a balcony. The striking interior features include beautiful floors, French doors and vaulted ceilings. The residence also provides ample accommodations for family and friends: four additional bedrooms, five full baths and three half baths. A detached guesthouse features a living room, bedroom, bathroom and full kitchen with stunning views of the lake. The seven-and-a-half-car garage and motor court will appeal to automobile enthusiasts. Above the garage is a spacious studio suite with private bath.
FEATURES:
Age: 21-30 Years Old
Amenities: Deck, Porch, Patio, Vaulted Ceiling, Pool, Ceiling Fan, Mother In Law Suite, Elevator
Architecture Style: Mediterranean
Cooling System: Central A/C, Zoned A/C
Exterior Type: Wood
Floor Covering: Brick, Carpet, Tile - Stone, Tile or Stone, Wood
Heating System: Zoned
Lot Size: 1.61 Acres
Parking Type: Garage - Attached, Open
Roof Type: Tile
Rooms: Bedroom, Bonus Room, Den, Family Room, Full Bath, Half Bath
View Type: Water

$3,850,000

6233 Louise Cove Drive Windermere, FL 34786
5 Beds 6,652 Sq. Ft
6 Full Baths
Courtesy Of Isleworth Realty INC
MLS# O5335443
PROPERTY DESCRIPTION: 
This five bedroom, six full-bathroom, 6,652 square foot estate has breathtaking view of Lake Louise with its own private dock and a luxurious wide open backyard. Built with extravagant high-ceilings, the whole property is adorned with precious chandeliers. As you walk into the home, an exquisite living room welcomes you with an incredible fireplace, spanning views of the lake, and windows dressed with divine drapes. The living room leads to two glass doors which open to a patio that sits on a balcony overlooking the lake. The incredible master bedroom has hardwood flooring, two walk-in closets, and windows that grant you expansive views. This two-story property has an open kitchen with marble floors, stainless-steel appliances and a family dining room that unfolds to a spacious family room. The formal dining room has patterned-marble floors and a uniquely designed ceiling. The stairs are designed with both hardwood and marble and are decorated with leopard print carpet. The second floor has a game room and bar perfect for intimate social gatherings and both unfold to a balcony which overlooks the extravagant indoor pool. With floor to ceiling windows, a sunny ambience is granted in the lanai which features a pool with water features adorned by two stately lion statues. This open space is ideal for social gatherings, barbeques, and gives access to the backyard and dock. Additional features include a four car garage, gym, and spa room.
FEATURES:
Age: 6-10 Years Old
Amenities: Deck, Porch, Patio, Pool, Ceiling Fan
Appliances: Dishwasher, Freezer, Garbage Disposer, Microwave, Oven, Range, Refrigerator, Washer
Architecture Style: Mediterranean
Cooling System: Central A/C, Zoned A/C
Exterior Type: Block, Stucco
Floor Covering: Marble, Wood
Heating System: Zoned
Lot Size: 0.74 Acres
Parking Type: Garage - Attached, Oversized
Roof Type: Tile
Rooms: Bedroom, Full Bath
View Type: Water

$3,750,000

5120 Fairway Oaks Drive Windermere, FL 34786
5 Beds 6,584 Sq. Ft
6 Full Baths
Courtesy Of Isleworth Realty INC
MLS# O5227272
PROPERTY DESCRIPTION: 
This sun graced mediterranean styled home is blessed with panoramic views of Hole 12 and Hourglass Pond within the gates of Isleworth Golf & Country Club. Meticulously built and designed, the 5 bedroom, 6 bathroom home boasts rich golden-glazed walls along with immaculate stone and wood flooring. Impressive architecture flows throughout the home featuring high ceilings and large windows offering spanning views. Perfect for gracious entertaining, this chef's kitchen and wine cellar share the spacious family and breakfast room area. Beautiful vaulted ceiling and window walls of the family room open to the terrace, summer kitchen, pool and hot tub. The master bed offers spanning views, and large walk-in closets. Entertainment continues upstairs where three guest suites, game room, stately wet bar and home theater reside. The home is complete with a three-car and golf cart garage.
FEATURES:
Age: 6-10 Years Old
Amenities: Deck, Porch, Patio, Vaulted Ceiling, Barbecue Area, Pond, Pool, Ceiling Fan, Hot Tub Spa
Appliances: Dishwasher, Dryer, Garbage Disposer, Microwave, Oven, Oven - Convection, Range, Refrigerator, Washer
Architecture Style: Mediterranean
Cooling System: Central A/C, Zoned A/C
Exterior Type: Block, Stucco
Floor Covering: Carpet, Marble, Wood
Heating Fuel: Natural Gas
Heating System: Zoned
Lot Size: 0.5 Acres
Parking Type: Garage - Attached, Guest, Open, Oversized
Roof Type: Tile
Rooms: Bedroom, Full Bath
View Type: Golf Course, Water

$3,500,000

6464 Deacon Circle Windermere, FL 34786
4 Beds 6,605 Sq. Ft
5 Full Baths 2 Half Baths
Courtesy Of Isleworth Realty INC
MLS# O5142005
PROPERTY DESCRIPTION: 
Lake views abound in this South Beach-style home situated between Lake Chase and the driving range within Isleworth Golf & Country Club. Featuring four bedrooms, four full and two half baths, this residence is decorated in a pastel color palette thatmakes this home feel like a summery oasis year-round. This residence makes a stunning first impression with a grand entrance that boasts a dramatic stone staircase. Floor-to-ceiling windows in the two-story great room allow natural light to penetrate throughout, and a keystone fireplace, vaulted ceilings and two double French doors are additional highlights of the room. A second-story walkway offers a bird's-eye view of the great room and gorgeous sights of Lake Chase through its floor-to-ceiling windows.Located near the kitchen, an expansive dining room and breakfast area are outfitted with sliding doors for privacy. A generous-sized bar serves as the focal point of the family/entertainment room with a built-in entertainment center. The office/library offers plenty of storage room with abundant built-ins. A second set of stairs near the kitchen offers direct access to the guest suite, while a glass elevator provides an easy route to two upstairs bedroom suites with private balconies. The upstairs mastersuite is furnished with a balcony, marble fireplace, sitting area, built-ins, large walk-in closet and a master bath with his-and-her vanities and a jetted tub. Entertaining guests is a breeze in the outdoor living area with boat dock.
FEATURES:
Age: 21-30 Years Old
Amenities: Deck, Sky light, Vaulted Ceiling, Wet Bar, Elevator, Intercom
Appliances: Dishwasher, Dryer, Garbage Disposer, Microwave, Oven, Range, Refrigerator, Trash Compactor, Vacuum System, Washer
Architecture Style: Other
Cooling System: Central A/C
Exterior Type: Block, Stucco
Floor Covering: Carpet, Marble
Lot Size: 0.59 Acres
Parking Type: Garage
Roof Type: Tile
Rooms: Bedroom, Den, Foyer, Full Bath, Half Bath, Media Room, Utility

$3,499,000

6103 Greatwater Drive Windermere, FL 34786
5 Beds 7,242 Sq. Ft
5 Full Baths 1 Half Bath
Courtesy Of Re/Max Town Centre
MLS# O5168411
PROPERTY DESCRIPTION: 
LAKE FRONT PRIMO LOT! New Luxury renovation! This custom estate home is located in the Community of Keenes Pointe of Windermere and situated on the breathtaking shoreline of Lake Tibet-Butler along the Butler Chain. This exclusive community is accented by a Jack Nicklaus Signature Golf Course and the Golden Bear Club. Enjoy an upscale and active lifestyle with exclusive amenities, security and community events. This impressive estate features many fine details, a flexible floor plan, smart home technology, natural light, tile roof and incredible lake views. Walk into a grand foyer with 30 foot ceilings, marble floors, modern chandelier, stone columns, a gorgeous staircase and a picturesque view. Formal living room has a stunning fireplace and a wall of windows. Fabulous Gourmet Kitchen that opens up to the breakfast nook and spacious family room. Luxurious master suite with an extended sitting area, wet bar and master bath/spa. Executive built in office / study. Open game room with a full wet bar and a flex room (currently a gym). Some upgrades include: Tankless water heater, 4-AC units, rails, Lutron lighting, light fixtures and more! Enjoy the outdoors all year on this prime water frontage lot with Florida sunsets and an inviting open pool and spa, spacious covered lanai, balconies, summer kitchen with pool bath, a short dock and boathouse! Aerial video and virtual tour available.
FEATURES:
Age: 11-20 Years Old
Amenities: Deck, Porch, Patio, Vaulted Ceiling, Barbecue Area, Wet Bar, Pool, Ceiling Fan, Hot Tub Spa, Attic
Appliances: Dishwasher, Dryer, Garbage Disposer, Microwave, Range, Refrigerator, Refrigerator - Wine Storage, Vacuum System, Washer
Architecture Style: Other
Cooling System: Central A/C, Zoned A/C
Exterior Type: Block, Stucco, Wood
Floor Covering: Marble, Wood
Lot Size: 3.98 Acres
Parking Type: Garage - Attached, Golf Cart, Open
Roof Type: Tile
Rooms: Bedroom, Bonus Room, Den, Family Room, Foyer, Full Bath, Game Room, Half Bath, Utility
View Type: Water
1 | 2 | 3 | 433 Next

Windermere, FL Real Estate & Homes for Sale - 324 Listings Found

MY PLACES
Locate important places on the map like school, work, and home of a relative or friend to help find the best properties for you.
Add, Edit, or View My Places
DRAWING TOOL
Draw the area on the map that you would like to search. Click the pencil icon again to turn the drawing tool off.
DRAWING TOOL
Points Of Interest
Area Overlay
$50K $1M+
Heat maps are viewable one at a time.
Click the buttons to toggle them on or off.