Windermere, Florida MLS listings - Homes for Sale

page 11 of 12
Homes For Sale » Florida » Orange county » Windermere
$1,900,000
9718 Green Island Cove
3 bed / 3 bath Single Family Home
MLS #O5326286
2,723 sq. ft.
Overlooking beautiful Lake Louise and located just steps from Isleworth's clubhouse, this charming golf villa combines beauty and practicality with effortless style. Large windows and French doors open to the lanai,…
Reserve At Lake Butler Sound 45/120
$2,249,000
11330 Bridge House Road
5 bed / 6 bath Single Family Home
MLS #O5374566
6,537 sq. ft.
Windermere, FL 34786
Beautifully sited on one acre and located in prestigious guard gated Lake Butler Sound this home exudes a spirit of elegance derived from its Southern California Spanish revival architectural influences. Built by Master…
Metcalf Park
$2,075,000
3308 S Lake Butler Boulevard
5 bed / 6 bath Single Family Home
MLS #O5379777
6,559 sq. ft.
Windermere, FL 34786
Welcome to this privately gated Lakefront Estate sized home on The Butler Chain of Lakes. This truly unique property is located in Olde Windermere with no HOA. This home offers large rooms with a 1st floor Master…
$1,995,000
5199 Latrobe Drive
4 bed / 5 bath Single Family Home
MLS #O5386479
4,186 sq. ft.
Windermere, FL 34786
Incredible views of the 4th fairway only begin to describe this beautifully landscaped four-bedroom home inside Isleworth Golf & Country Club. Enter through the magnificent wooden doors to find Mediterranean…
$15,000,000
5536 Isleworth Country Club Drive
7 bed / 10 bath Single Family Home
MLS #O5394385
13,519 sq. ft.
Windermere, FL 34786
Poised on a private cul-de-sac overlooking Isleworth’s 14th fairway and the beautiful Lake Butler, this island-inspired estate spans three home sites totaling 1.89 acres. The sprawling floor plan encompasses more…
$1,950,000
306 Palm Street
Vacant Land
MLS #O5397336
0.89 acres
Windermere, FL 34786
A special property for someone priviledged enough to afford the very best. One of the original residents and founders of the Town of Windermere chose this as his homestead and it was enjoyed by the family for…
Isleworth 01 Amd
$8,500,000
5354 Isleworth Country Club Drive
5 bed / 6 bath Single Family Home
MLS #O5405442
9,811 sq. ft.
Windermere, FL 34786
Seller Requirement: Buyer must produce proof of funds at full listing price. Beautifully mirrored in Hourglass Pond, this home was designed to reflect the elegance of an old, Italian villa positioned on an oversized lot…
$2,195,000
34 Pine Street
5 bed / 6 bath Single Family Home
MLS #O5419259
5,600 sq. ft.
Windermere, FL 34786
GORGEOUS LAKEFRONT HOME ON THE NICEST STREET OF HOMES IN THE TOWN OF WINDERMERE... well situated on Lake Butler (recognized as one of the premier lakes in the Butler Chain of Lakes.) Located on a quiet peninsula of…
$2,850,000
12540 Park Avenue
5 bed / 8 bath Single Family Home
MLS #O5413417
7,554 sq. ft.
Windermere, FL 34786
Inside the private gates of Chaine Du Lac, on the shores of highly coveted Lake Butler, sits 12540 Park Avenue, a masterful blend of Mediterranean elegance and incomparable Florida lakefront living. Providing over 7,500…
$4,550,000
9905 Lake Louise Drive
4 bed / 7 bath Single Family Home
MLS #O5301368
7,122 sq. ft.
Windermere, FL 34786
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…
$2,000,000
522 W 2nd Avenue
6 bed / 6 bath Single Family Home
MLS #O5417514
5,399 sq. ft.
Windermere, FL 34786
Rare opportunity to own 1 of the largest lots on Lake Butler on a paved road - Spectacular waterfront Tuscany Style Villa on Lake Butler and the Butler Chain of Lakes. Over one acre with crystal clear water and clean…
$30,000,000
9508 Windy Ridge Road
6 bed / 14 bath Single Family Home
MLS #O5412382
51,000 sq. ft.
Windermere, FL 34786
Private Windermere lakefront compound with 18 acres on Lake Down on the Butler Chain offering an unparalleled presence and prestige in Central Florida’s most desirable location. This walled and gated compound boasts a…
Foote Landing
$2,795,000
119 Magnolia Street
5 bed / 7 bath Single Family Home
MLS #O5427658
9,064 sq. ft.
Windermere, FL 34786
Colonial design and modern amenities tastefully merged on one of the only privately gated estates on Lake Down. This two-story Neoclassical Estate, set among mature oaks and lush landscaping on 3.65-acres, features 5…
$3,250,000
5165 Isleworth Country Club Drive
5 bed / 7 bath Single Family Home
MLS #O5427633
6,477 sq. ft.
Windermere, FL 34786
Discover a unique opportunity to purchase this spectacular, centrally located, custom estate in the renowned Isleworth Golf & Country Club. Situated on the flagship Hole 3 with enchanting views of the fairway and green…
$6,645,000

6 bed / 9 bath Single Family Home
MLS #O5431648
11,163 sq. ft.
Windermere, FL 34786
Seller Requirement: Buyer must produce proof of funds at full listing price. This commanding waterfront residence is elegantly situated on a picturesque home site along the shores of beautiful Lake Bessie. The…
$2,290,000
416 Butler Street
6 bed / 6 bath Single Family Home
MLS #O5430313
8,491 sq. ft.
Windermere, FL 34786
Located in Windermere proper, known for its 'old Florida' feel, small-town ambiance, and family-friendly atmosphere, on a northeast Lake Butler 1.29-acre lot, you'll find this custom built 6 BR, 6 BA, 8491 SF tri-level…
$3,450,000
11115 Bridge House Road
4 bed / 9 bath Single Family Home
MLS #O5421858
7,506 sq. ft.
Windermere, FL 34786
Designed with intuition, built with precision and finished by master artisans, this extraordinary 7583 SF Jones-Clayton custom home on 1.85- acre lakefront lot in guard-gated Lake Butler Sound features 4 BR, 5.4 BA, a…
Estates At Lake Clarice
$2,334,000
4225 Clarice Estates Drive
7 bed / 9 bath Single Family Home
MLS #O5435006
7,968 sq. ft.
A tennis lover's dream, this +/- 3-acre Windermere estate offers 7 BR, 7.2 BA and 7,968 SF. Located on a private cul-de-sac in the Estates at Lake Clarice, this waterfront property features resort-like amenities…
$13,500,000
5115 Fairway Oaks Drive
7 bed / 11 bath Single Family Home
MLS #O5433535
15,063 sq. ft.
Windermere, FL 34786
A sprawling floor plan and a prime setting on 3.76 acres along the shores of Lake Bessie define this exquisite seven-bedroom residence. Through a pair of arched French doors with glass and iron detail, the foyer opens…
$2,390,000
MLS #O5430876
0.68 acres
Windermere, FL 34786
Discover one of the last lakefront properties on which to build a custom home in the renowned Isleworth Golf & Country Club. Nestled along the shores of beautiful Lake Butler, this 0.68-acre home site presents a rare…
$4,295,000
6139 Greatwater Drive
4 bed / 7 bath Single Family Home
MLS #O5451193
8,057 sq. ft.
Windermere, FL 34786
LAKEFRONT ON BUTLER CHAIN ! OPPORTUNITY - SELLER RELOCATED -HIGHLY MOTIVATED -WANTS YOUR OFFER! The signature property in Keenes Point, gated golf community! Custom craftsmanship and amenity-rich-including an Elevator!…
$6,500,000
6005 Cartmel Lane
6 bed / 8 bath Single Family Home
MLS #O5453038
15,332 sq. ft.
Windermere, FL 34786
The private Cartmel castle estate is situated on 3.44 acres with 648 ft. frontage on famed Lake Butler. Located in 24 hour guard gated Reserve at Lake Butler Sound. This expansive estate offers 6 bedrooms, 6 full baths…
$3,250,000
11229 Bridge House Rd
5 bed / 6 bath Single Family Home
MLS #O5445501
6,603 sq. ft.
Windermere, FL 34786
REDUCED! It’s very simple – Location Location Location! Be greeted with a stunning entry walkway looking out to the verdant landscaping and splashing fountain encased in a magnificent two-story setting. The view…
$3,750,000
6205 Greatwater Drive
5 bed / 5 bath Single Family Home
MLS #O5455349
7,768 sq. ft.
Windermere, FL 34786
This Exquisite three story Mediterranean home is located on Lake Tibet Butler of the famed Butler Chain of Lakes. Beyond the circular driveway with fountain and Porte-cochere entry, French doors open to a stunning two…
Isleworth West
$2,900,000
6029 Louise Cove Drive
6 bed / 8 bath Single Family Home
MLS #S4832989
8,081 sq. ft.
Windermere, FL 34786
Welcome home to the quaint Mediterranean community of secluded Isleworth. Experience full upgrades with updated designs on this spring fed large water front oasis. Your privacy is protected 24 hours a day by guarded…
$4,000,000

7 bed / 9 bath Single Family Home
MLS #O5458415
9,594 sq. ft.
Windermere, FL 34786
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…
$5,500,000
5180 Vardon Drive
5 bed / 8 bath Single Family Home
MLS #O5431391
11,340 sq. ft.
Windermere, FL 34786
This superior estate offers more than 11,000 square feet with panoramic views of Isleworth’s renowned golf course. Spacious, elegant living spaces offer impeccable design and superb luxuries along with a sprawling…
$2,395,000
1111 Oakdale Street
4 bed / 5 bath Single Family Home
MLS #O5442652
5,018 sq. ft.
Windermere, FL 34786
Start living the Central Florida lakefront lifestyle you've always dreamed of! Imagine waking up to the most gorgeous sunrises imaginable... You will love the convenience and charm of Downtown Windermere with more time…
$2,195,000
6121 S Hampshire Court
5 bed / 7 bath Single Family Home
MLS #O5458969
6,823 sq. ft.
Windermere, FL 34786
SPECTACULAR NEARLY NEW GOLF COURSE ESTATE!! Built in 2014, this one of a kind Campbell custom built home boasts over 6800 sq ft of living space. The pie shaped lot provides exceptional privacy and long views of the…
$2,975,000
9700 Lake Isleworth Court
4 bed / 3 bath Single Family Home
MLS #A10188951
3,164 sq. ft.
Windermere, FL 34786
$5,450,000
5174 Vardon Drive
6 bed / 9 bath Single Family Home
MLS #O5448971
10,701 sq. ft.
Windermere, FL 34786
Positioned on a corner home site within the renowned Isleworth Golf & Country Club, this beautiful estate offers a contemporary feel and neoclassical architectural styling. The interior spans more than 10,600 square…
$3,490,000
5120 Fairway Oaks Drive
5 bed / 6 bath Single Family Home
MLS #O5459984
6,584 sq. ft.
Windermere, FL 34786
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…
Town Of Windermere
$2,750,000
MLS #O5450099
3.91 acres
Windermere, FL 34786
Build your lakefront dream house on Lake Butler of the pristine Butler Chain of Lakes! Property is located on paved Lake Butler Blvd., one of THE most sought-after streets in the Town of Windermere. Boathouse in place…
$2,479,000
2836 Marquesas Court
5 bed / 7 bath Single Family Home
MLS #O5463842
6,505 sq. ft.
Windermere, FL 34786
Magnificent Tuscan lake front estate home in Windermere gated community of Lake Crescent Reserve. This custom built home, and is designed to maximize lakefront viewing from most rooms in the home. High end attention to…
$2,999,000
6464 Deacon Circle
4 bed / 6 bath Single Family Home
MLS #O5443793
6,605 sq. ft.
Fantastic opportunity to own this stunning estate perched almost on top of Lake Chase. Located in arguably the best area of Isleworth, a short walk to the country club and all the first class amenities it has to offer.…
$2,250,000
5422 Monterrey Club Court
6 bed / 7 bath Single Family Home
MLS #O5454528
6,120 sq. ft.
Windermere, FL 34786
This expansive Spanish-Mediterranean estate is poised along the back nine of Isleworth’s renowned championship golf course overlooking Hourglass Pond and the 13th fairway. Enter through an impressive arched foyer with…
Isleworth 01 Amd
$3,100,000
5147 Isleworth Country Club Drive
4 bed / 7 bath Single Family Home
MLS #O5464806
7,445 sq. ft.
Windermere, FL 34786
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…
Reserve At Lake Butler Sound 45/120
$2,500,000
11109 Bridge House Road
5 bed / 6 bath Single Family Home
MLS #O5463869
5,457 sq. ft.
Windermere, FL 34786
Butler Chain, Lakefront Home, in 24 Guard-Gated Reserve at Lake Butler Sound. This stunning Acres Custom home is located on one of Windermere’s most elite streets, Bridge House Rd. This stunning Acres Custom home is…
Casabella
$1,955,000
4029 Isabella Circle
6 bed / 8 bath Single Family Home
MLS #O5470922
7,196 sq. ft.
Windermere, FL 34786
PRE-CONSTRUCTION - To Be Built Inventory (11 Month Build Time) CASABELLA, TOLL BROTHERS LUXURY GATED COMMUNITY IN UPSCALE WINDERMERE. Offering only 79 single family homes on half-acre home sites. Conveniently located to…
Casabella
$2,061,345
3992 Isabella Circle
6 bed / 9 bath Single Family Home
MLS #O5471280
7,136 sq. ft.
Windermere, FL 34786
PRE-CONSTRUCTION TO BE BUILT (14-16 Month Build Time) CASABELLA, TOLL BROTHERS LUXURY GATED COMMUNITY IN UPSCALE WINDERMERE. Offering only 79 single family homes on half-acre home sites. Conveniently located to first…
$2,450,000
8280 Tibet Butler Drive
6 bed / 9 bath Single Family Home
MLS #O5475150
7,410 sq. ft.
Windermere, FL 34786
Discover the beauty of this Mediterranean Mansion on one of the most premium lakefront lots available on Lake Burden in the guard gated private golf course community of Keene’s Pointe in Windermere, Florida. Enjoy…
$2,385,000
5353 Isleworth Country Club Drive
5 bed / 7 bath Single Family Home
MLS #O5480168
6,993 sq. ft.
Windermere, FL 34786
This one offers an amazing opportunity for you to  call the famed Isleworth Community your home. Priced below market to allow new buyer to make desired changes/ improvements, you will not find a better buy in the…
$3,295,000
1069 W 2nd Avenue
6 bed / 8 bath Single Family Home
MLS #O5483620
7,177 sq. ft.
Windermere, FL 34786
RECENTLY UPGRADED 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…
$5,799,000
9832 Lake Louise Drive
4 bed / 5.1 bath Single Family Home
MLS #O5231007
7,543 sq. ft.
Windermere, FL 34786
Isleworth Lake Front Estate. Breathtaking views of Lake Louise, of the Butler Chain of Lakes, form almost every room in the house. This property was taken down to the studs in 2010 and was rebuilt with the finest…
Isleworth 5th Amendment
$2,295,000
Blanche Cove Drive
Vacant Land
MLS #O5468345
4.03 acres
Windermere, FL 34786
Here is your opportunity to build your Windermere lakefront dream estate on this amazing and unique piece of Isleworth waterfront land. This lot is one of the last parcels of land left in the world famous guard gated…
Isleworth West
$2,199,000
6235 Cypress Chase Drive
5 bed / 6 bath Single Family Home
MLS #O5476024
5,427 sq. ft.
Windermere, FL 34786
Immaculate Tuscan Style Villa offered in Central Florida's most reputable community of Isleworth (Named one of the "50 Best Places to Live" by Golf Living Magazine). Remodeled in 2015, this extraordinary home combines…
$2,975,000
9700 Lake Isleworth Court
4 bed / 3 bath Single Family Home
MLS #O5476310
3,164 sq. ft.
Windermere, FL 34786
Rare opportunity to buy a completely renovated home in famous Isleworth Country club with DIRECT access to the Butler Chain of Lakes. ALL NEW from A-Z including the barrel tile roof, low-e windows, pool, boat dock…
$2,999,999
5127 Latrobe Drive
6 bed / 8 bath Single Family Home
MLS #O5484620
6,933 sq. ft.
Windermere, FL 34786
Recently purchased and back on the market due to professional relocation, you will hardly recognize this remarkable space! Look no further than this unique property which overlooks the 5th hole of the Isleworth Golf…
Casa Del Lago Rep
$2,000,000
12120 Montalcino Circle
4 bed / 6 bath Single Family Home
MLS #O5479771
5,138 sq. ft.
Windermere, FL 34786
Beautiful Arthur Rutenberg Estate 4 bedroom, 5.5 baths home on Lake Burden in desirable Windermere. This home is fully furnished by professional designers and is a wonderful home for entertaining and raising a family. …
Isleworth West
$2,550,000
6206 Louise Cove Drive
5 bed / 6 bath Single Family Home
MLS #O5484876
6,564 sq. ft.
Windermere, FL 34786
Spectacular Jim Akers custom trophy home with 6,564 square feet on 1.25 acres in world famous Isleworth. Meticulously maintained and elegantly designed with the finest finishings from the main house to the guest house.…
$6,875,000
5018 Latrobe Drive
7 bed / 10 bath Single Family Home
MLS #O5460974
12,353 sq. ft.
Windermere, FL 34786
Gracious living at its finest, this exquisite French chateau offers a prime location overlooking the beautiful Lake Bessie within the renowned Isleworth Golf & Country Club. Elegant finishes, stonework and extensive…
1   …   7   8   9   10   11   12