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Windermere FL Real Estate & Homes For Sale

479 Properties Found

The median home value in Windermere, FL is $413,400. This is higher than the county median home value of $111,200. The national median home value is $152,300. The average price of homes sold in Windermere, FL is $413,400. Approximately 81.15% of Windermere homes are owned, compared to 11.04% rented, while 7.81% are vacant. Windermere real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you see a property you’re interested in, contact a Windermere real estate agent to arrange a tour today!
Learn more about Windermere Real Estate.


1 - 10 of 479 Properties Displayed
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$16,500,000

9912 Lake Louise Dr Windermere, FL 34786

Beds:
9
Baths:
15.00
Sq.Ft.:
21,515
Status:
Active
MLS#:
O5190454
Type:
Single Family
Subdivision:
Isleworth 2ND Amd
Lot size:
3.19 Acres
Year built:
1999
A broker reciprocity listing Listing Provided Courtesy Of: ISLEWORTH REALTY INC
View additional info

This nine bedroom, eleven full and four half-bath mansion includes lake views in excess of 180 degrees as it juts into the calm waters of lake Louise. Through the beveled-glass front doors, you are welcomed by imported marble flooring, a majestic double staircase and outdoor views courtesy of floor-to-ceiling windows. Nearby is a large kitchen encompassed by the family room, dining room, and a breakfast nook helping to sit any number of dinner guests. The elegant dining room features its own fireplace, bar, and wine storage area making it an ideal sanctuary for formal gatherings. The nearby state of the art kitchen offers access to an expansive covered lanai, pool and spa overlooking the water. The master bedroom also includes a private fireplace for more intimate settings in addition to a sitting area, skylight, two walk in closets, spa, walk in shower, two vanities, and two toilets. Four staircases lead you to an exercise room and a media/game room with a bar and dark wood built-ins. Adjacent to these features you will find a meditation/studio room complete with mirrors. Moving down the majestic mainhallway you will find four spacious bedrooms in addition to countless other amenities. One of the largest highlights of the home is a 35-car garage which is cooled and built in as a basement to ensure the vehicles' protection from the elements while a winding staircase drops from the main house ensuring that the cars are never far from sight.

$7,990,000

5518 Isleworth Country Club Dr Windermere, FL 34786

Beds:
6
Baths:
8.00
Sq.Ft.:
13,670
Status:
Active
MLS#:
O5123834
Type:
Single Family
Subdivision:
Isleworth
Lot size:
1.72 Acres
Year built:
1990
A broker reciprocity listing Listing Provided Courtesy Of: ISLEWORTH REALTY INC
View additional info

This Palm Beach-style residence is the ultimate sophisticated 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.

$7,900,000

11301 Bridge House Rd Windermere, FL 34786

Beds:
5
Baths:
9.00
Sq.Ft.:
10,155
Status:
Active
MLS#:
O5128128
Type:
Single Family
Subdivision:
Reserve At Lake Butler Sound
Lot size:
0.93 Acres
Year built:
2006
A broker reciprocity listing Listing Provided Courtesy Of: STOCKWORTH REALTY GROUP
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Known as "Overjoy" for its location on the sparkling waters of Lake Butler, this Aurora Award winning home has a modern design with exceptional quality. The 14' glass double entry doors welcome you into this open floor planwith a Biazzi glass mosaic inset into the Jerusalem limestone flooring. The living and dining room combination has a gas fireplace with Swarovski crystals, nine custom chandeliers, and an expansive view of the pool and lake. The master suite is on the first floor and has its own sitting area, glass garden, and floor to ceiling glass walls. There is Calcutta gold marble flooring, a private dressing area for her with fireplace, spa tub, and custom cabinetry. His walk in closet is on the second floor of the master with space for massages, a steam shower, and a 1,500 sq ft walk out deck. The sleek, modern kitchen opens to the family room, and continues through a wall of glass doors to the outdoor entertaining area. The lanai has electric screens, outdoor fireplace, a 38' x 38' pool, creating a total of 3,800 sq ft of outdoor living area. Step into the floating glass elevator to the mid level where the home theatre is situated & complete with beige suede walls, a Kaleidoscape media system, leather reclining chairs, and a theatre lobby for picking up your snacks. The third level is where you will find three guest suites each with their own unique and modern d?cor. A gathering area with art deco touches adjoins the suites offering visitors a private oasis for recreation and relaxation.

$6,492,700

5700 Marleon Dr Windermere, FL 34786

Beds:
7
Baths:
9.00
Sq.Ft.:
10,768
Status:
Active
MLS#:
S4724999
Type:
Single Family
Subdivision:
Lake Cypress Cove Ph 3
Lot size:
0.88 Acres
Year built:
2014
A broker reciprocity listing Listing Provided Courtesy Of: TOM REAL ESTATE
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This absolutely splendid two-story custom build Mediterranean mansion will be sitting on one acre-lot (high and dry) located in beautiful Windermere. This Mediterranean style mansion takes its influence from the architecture of the sunny countries that border the Mediterranean Sea. Italian and Greek styles are the major contributors to the inspiration of the design of this classic Mediterranean mansion. Bringing the outdoors inside is part of the design structure. Exquisite Fine European craftmanship throughout the entire mansion. Elegant handmade custom iron double front door, custom garage doors, custom iron work. Gold stone pavers driveway imported from Europe. Unique custom ceiling treatment by Jackson Pierson. Custom hand applied wall faux finishes. Unbelievable landscaping. Security system with camera locations at entire property.

$5,900,000

9501 Conroy Windermere Rd Windermere, FL 34786

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
O5099698
Type:
Land
A broker reciprocity listing Listing Provided Courtesy Of: PLATINUM REALTY GROUP OF CF
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10.1 ACRE LAKEFRONT GROVE PROPERTY SITS ON A NATURAL RIDGE ALONG THE SHORES OF LAKE DOWN,ONE OF 11 LAKES ON WINDERMERE BUTLER CHAIN.IT OFFERS SCENIC LAKEFRONT VIEWS,HIGH AND DRY LOCATION IN EXCLUSIVE WINDERMERE.5 OF 10.1 ACRES ARE LAKEFRONT. BUTLER CHAIN OF LAKES CONSISTS OF NATURAL WATERWAYS & MANMADE CANALS CONNECTING 11 LAKES IN A 10 MILE CHAIN WHICH ARE SUITABLE FOR RECREATIONAL WATER SPORTS & FISHING. PROPERTY HAS BEEN TENTATIVELY PLATTED FOR UP TO 9-1 ACRE,SF RESIDENTIAL LOTS,W/EXCESS ACREAGE FOR ROADWAY,MANDATORY GREEN SPACE & INFRASTRUTURE. TENTATIVE PLAT HAS NOT BEEN FILED WITH ORANGE COUNTY & CAN BE MODIFIED.PROPERTY HAS RECENTLY BEEN APPROVED FOR SMALL SCALE RESIDENTIAL DEVELOPMENT BY DEPT OF COMMUNITY AFFAIRS IN TALLAHASSEE. ZONING FOR SMALL SCALE RESIDENTIAL DEVELOPMENT HAS NOT YET BEEN COMPLETED,BUT PRELIMINARY WATER, ROAD ACCESS,ENGINEERING & PRE-DEVELOPMENT REQUIREMENTS ARE IN DEVELOPMENTAL STAGE.FOR SOME BUYERS PROPERTY LENDS ITSELF FOR PRIVATE ESTATE,W/SUFFICIENT LAND FOR A MAIN RESIDENCE W/GUEST AND/OR IN-LAW HOMES.

$5,250,000

6131 Louise Cove Dr Windermere, FL 34786

Beds:
5
Baths:
8.00
Sq.Ft.:
8,581
Status:
Active
MLS#:
O5220723
Type:
Single Family
Subdivision:
Isleworth West
Lot size:
0.93 Acres
Year built:
2003
A broker reciprocity listing Listing Provided Courtesy Of: PREMIER REALTY PARTNERS INC
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Perfectly sited on Lake Louise of the famed Butler Chain of Lakes, this Mediterranean style estate presents a 21st century translation of arches, balconies, and ornamental design details such as heavy wooden entry doors and columned porticos. The extended pavered drive leads to an impressive estate surrounded by manicured lawns landscaped with tropical gardens and towering royal palms. At the entry, the focus is on symmetry of design from the intricate inlay in the stone flooring to the deeply recessed ceilings of stained cedar. A series of graceful stone columns highlight the grand formal living and dining areas. Elements of surprise enrich the interior such as the courtyard opening from the study complete with solid cherry flooring and custom builtins. Period fixtures lend a European spirit to a thoroughly modern kitchen, which features top of the line appliances, a working island and custom cabinetry. Bold shapes and high timber beams give definition to the vaulted family room with gas fireplace flanked by custom builtins and highlighted by hardwood flooring. The family space transitions naturally to the game room with hardwood floors, vaulted and beamed ceilings, and lake vistas. Upstairs are three additional ensuite bedrooms, an additional game area and theatre. Perfect for entertaining the outdoor areas are a delight with large open bar, fully equipped summer kitchen, beautiful fountain, sparkling heated pool,spa, putting green and boat dock all surrounded by mature landscaping and the lake.

$4,950,000

11536 Lake Butler Blvd Windermere, FL 34786

Beds:
5
Baths:
7.00
Sq.Ft.:
8,051
Status:
Active
MLS#:
O5184825
Type:
Single Family
Subdivision:
Replat Of Metcalf Park
Lot size:
2.19 Acres
Year built:
1996
A broker reciprocity listing Listing Provided Courtesy Of: REGAL R.E. PROFESSIONALS LLC
View additional info

Quite possibly the most serene & luxurious retreat on the Butler Chain of Lakes. Few homes compare to having over 800 feet of shoreline on Lake Butler, 8000+ square feet of low-country style living space, and a place to park your sea plane! Exquisite lake views are just the beginning of this impeccably appointed estate home. As you enter the grounds of this 2+ acre property you are greeted by timeless elegance that is a classic plantation style manor. Step inside the grand foyer of this 5 bedroom, 8 bath residence to find formal details like decorative crown molding, beautiful fluted columns, and superb millwork. Owners will fall in love with the lavish master suite featuring a separate sitting area, gas fireplace, his and her closets, and a wall of French doors that lead to a private terrace offering a commanding second-floor view of the lake and gardens. The kitchen is highlighted by top of the line appliances, butler's pantry, a separate breakfast area, and exceptional lake views. Additional features include an upstairs office with built-ins, a personal gym with weight machines, boat dock with boat lift, and a detached guest house above the 3-car garage. Whether it be relaxing in the heated pool & spa, taking in the amazing nature of the estate, or peacefully gazing at the water from the veranda you will feel like you have been transported to another time. Don't miss your opportunity to own this one of a kind Butler Chain estate.

$4,750,000

5305 Isleworth Country Club Dr Windermere, FL 34786

Beds:
5
Baths:
7.00
Sq.Ft.:
6,644
Status:
Active
MLS#:
O5217781
Type:
Single Family
Subdivision:
Isleworth
Lot size:
0.81 Acres
Year built:
2001
A broker reciprocity listing Listing Provided Courtesy Of: ISLEWORTH REALTY INC
View additional info

This spectacular estate embodies endless vantage points, including sweeping panoramic views of Lake Louise and of the 18th hole of the famous Isleworth golf course. Sitting aloft the lot, this five-bedroom, five-full and two-and one-half bath home was built with the views in mind. As guests are welcomed to the home, a formal dining room unfolds towards a quaint living room that include french doors opening up to the spacious outdoor living area. Served by a true gourmet kitchen, this incredible home boasts the highest standard of kitchen decor, appliances and detail. Intimate evenings with guests and families can spent in either the home theater, game room or family room. Both wings of the home are flanked by a richly crafted home office and two guest bedrooms. Retreat from the long days by the poolside inside the tranquil master suite, which offers private and intimate views of the back patio. The terracotta-tiled lanai is provided by a summer kitchen, bountiful seating space and stairs leading to the pool, spa and gazebo. A refrigerated walk-in wine cellar with seating for two and a five-car garage complete this magnificent estate.

$4,750,000

5548 Isleworth Country Club Dr Windermere, FL 34786

Beds:
5
Baths:
7.00
Sq.Ft.:
6,030
Status:
Active
MLS#:
O5093254
Type:
Single Family
Subdivision:
Isleworth
Lot size:
0.7 Acres
Year built:
1991
A broker reciprocity listing Listing Provided Courtesy Of: ISLEWORTH REALTY INC
View additional info

Imagine an estate with more than 300 feet of premium lakefront on Lake Butler, with a view of the famous 14th green, located on a prime cul-de-sac's in Isleworth. This marquee estate provides the perfect venue for entertaining with its ideal location. Driving through the grand entrance with panoramic views of the lake and golf course, you will know you have arrived. Designed with contemporary finishes, this luxurious home offers the perfect combination of privacy and access to Isleworth's world-class amenities. Enjoy picturesque sunsets through walls of windows where views can be seen from every room. As you enter into the one-of-a-kind home, an elaborate foyer opens to a living room graced with two-story windows and a stone fireplace. Serene lake views surround a state-of-the-art kitchen and formal dining, while the adjoining breakfast area opens to a deck overlooking the 14th green. Relax in the sun or shade on the lanai which generously flows to a lower-level pool with bar stools, hot tub and summer kitchen. The master retreat is a work of contemporary art enhanced with a luxurious, ultra-chic bath furnished with frosted glass doors, mirrors, crystal chandeliers, dual vanities and a spa. The main level also includes a bedroom suite and handsome study or additional bedroom appointed with soft wood paneling and a full bath. Two upstairs guest suites connect with a loft sitting area. A private entrance off the lower level features a foyer leading to a game room or guest suite with full bath and terrace.

$4,490,000

6120 Kirkstone Ln Windermere, FL 34786

Beds:
6
Baths:
8.00
Sq.Ft.:
6,972
Status:
Active
MLS#:
O5120094
Type:
Single Family
Subdivision:
Reserve At Lake Butler Sound
Lot size:
1.28 Acres
Year built:
2004
A broker reciprocity listing Listing Provided Courtesy Of: OXFORD REALTY, INC.
View additional info

FURNISHED LAKEFRONT ESTATE!The stage is set-just move in! Everything is ready-even a Boat in your private boat house waiting to cruise through the famed Butler Chain of Lakes! If you prefer, swim in the saltwater pool (no chemicals!). Engineered doors pocket into walls and allow Family Room to seamlessly flow out to a sprawling screened lakefront Porch, complete with Fireplace, television and of course, an outdoor Kitchen for casual gatherings. Fabulous unobstructed tropical view! This amenity-rich estate offers a professionally equipped Theater, lakefront Game Room with Pool Table and fabulous Refreshment Bar, beautifully appointed Study/Office, a 30' Master Suite with adjoining marble bath, huge wardrobe room, AND a 1st floor Guest Suite! A dramatic 2-story Living Room boasts a towering wall of glass windows with gorgeous lake view the moment you enter! Ascend a finely crafted 2-story front staircase to a dramatic balcony-or take the ELEVATOR-or use the rear staircase from the Kitchen to the 2nd floor where you will find a welcoming Lounge with sofa and chairs and 3 bedroom suites- and a huge Bonus Rm or 6th Bedroom! Lots of flex space for all ages! 3 laundry facilities, 3 wine refrigerators, a fantastic Kitchen with top-quality everything! 7-CAR GARAGE! Energy efficient construction throughout! Custom built for Owner! Gated private community-only 20 minutes to all Orlando attractions, airport shopping! Perfect place to build memories with family & friends! WHO WOULDN'T LOVE TO LIVE HERE !

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All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.
Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Copyright 2011, My Florida Regional MLS

Windermere FL Real Estate Listings Provided By:

Real Living Good Neighbor Realty
990 N. SR 434, Suite 1132
Altamonte Springs, FL 32714
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