Windermere, Florida MLS listings - Homes for Sale

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Homes For Sale » Florida » Orange county » Windermere
Rosser Reserve
$840,000
8 Green Isle Way
Vacant Land
MLS #O5382254
0.75 acres
Introducing the first new gated lakefront community in the town of Windermere in nearly a generation. Perfectly situated on the shores of Lake Down on the famed Butler Chain of Lakes, this historically significant…
$1,849,900
1335 Kelso Boulevard
6 bed / 6 bath Single Family Home
MLS #O5382391
7,030 sq. ft.
Windermere, FL 34786
Welcome to 1335 Kelso your Lake Butler Sanctuary. Many Luxury homes have a view, but located in one of the best spots only a few offer the experience of overlooking the prestige of Florida's finest and most desirable…
Lake Hancock Shores
$480,000
MLS #O5383051
3 acres
Windermere, FL 34786
LARGE WOODED LAKEFRONT LOT ON LAKE HANCOCK. Looking for a really nice lakefront lot that's close in but not in a planned community? Then look no further. This lot features approximately an acre of high and dry land…
Lake Hancock Shores
$520,000
MLS #O5383353
3.22 acres
Windermere, FL 34786
ONE OF TWO LARGE WOODED LAKE HANCOCK LOTS THAT ARE LISTED SEPARATELY BUT CAN BE BOUGHT TOGETHER. This lot features approximately one acre of high and dry land with another two acres of riparian rights. 150 ft. of road…
Windstone
$541,570
6854 Trellis Vine Loop
5 bed / 5 bath Single Family Home
MLS #O5386076
3,470 sq. ft.
Windermere, FL 34786
Brand new 2 story home in beautiful Windermere! Options include 2nd master suite, extended casual dining area, deluxe kitchen, and upstairs loft. Hardwood floors throughout first floor. Windstone is a new community…
Windstone
$524,075
6885 Trellis Vine Loop
5 bed / 4 bath Single Family Home
MLS #O5386082
3,410 sq. ft.
Windermere, FL 34786
Brand new 2 story home in beautiful Windermere, on corner lot with park view! Options include game room and deluxe kitchen. Hardwood floors throughout first floor. Windstone is a new community conveniently located in…
$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…
Windermere Oaks
$1,425,000
506 Jennifer Lane
4 bed / 3 bath Single Family Home
MLS #O5389211
4,141 sq. ft.
Windermere, FL 34786
UNBELIEVABLE OPPORTUNITY to purchase 1 acre on the Butler Chain in the Town of Windermere with 115 ' of sandy shoreline, sunset views and paved road. Open plan features wood floors, brick columns and high ceilings. …
$647,526
6436 Swanson Street
6 bed / 4 bath Single Family Home
MLS #O5393013
4,492 sq. ft.
Windermere, FL 34786
Brand new energy efficient home ready NOW. Be home in time for the holidays! The Victoria features a spacious kitchen with large center island, granite countertops, walk in pantry, and eat in dining all open to the…
Keenes Pointe Ut 06 50 95
$699,900
11214 Macaw Court
4 bed / 5 bath Single Family Home
MLS #O5393743
4,000 sq. ft.
Windermere, FL 34786
short sale.No expense was spared when Bill Sauerwine constructed this beautiful Mediterranean home. Lets begin by walking through an elaborate gated turret entering upon a courtyard pool area and, grand home fantastic…
$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…
Keenes Pointe Un 10
$1,625,000
9917 Lanai View Court
5 bed / 6 bath Single Family Home
MLS #O5395480
5,313 sq. ft.
Windermere, FL 34786
Pre-construction. To be built: This transitional style custom home is located in highly sought after guard gated Keene's Point Country Club. The formal entry grants stunning vistas of the sparkling pool. The interior…
$1,195,000
5213 Isleworth Country Club Drive
3 bed / 3 bath Single Family Home
MLS #O5396229
3,154 sq. ft.
Windermere, FL 34786
Nestled along the front nine of Isleworth’s renowned championship golf course, this charming residence offers panoramic golf and water views. Upon entry through leaded-glass French doors, warmth and comfort abound.…
$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…
Butler Bay Windermere Club
$603,900
2936 Butler Bay Drive N
4 bed / 3 bath Single Family Home
MLS #O5399777
3,137 sq. ft.
Windermere, FL 34786
Stunning Sunsets from your Pristine Pool and Lanai provide a calmness to help wind down your day. This warm and inviting home is situated on over a Half-Acre expansive lot overlooking designated Open Green Space.…
Marina Bay Estates
$1,595,000
11023 Clipper Court
4 bed / 3 bath Single Family Home
MLS #O5400183
4,048 sq. ft.
Windermere, FL 34786
Huge Price drop!! Seller motivated price reduced by 200K!!! Awesome one level elegant home with many custom features. Soaring ceilings allow lots of natural light to flow thru large multiple transom windows. Open floor…
Lake Cypress Cove Ph 03
$475,000
5558 Marleon Drive
Vacant Land
MLS #O5402106
0.94 acres
Windermere, FL 34786
***NEW PRICE - $20K PRICE REDUCTION*** Are you LOOKING for a LARGE (almost an acre 40,853 sq ft) lot to BUILD YOUR DREAM HOME in WINDERMERE? Do you want to USE YOUR OWN BUILDER? Well, you just found the lot you HAVE…
$555,397
11640 Hampstead Street
4 bed / 3 bath Single Family Home
MLS #O5402580
2,952 sq. ft.
Brand new energy-efficient home ready for move in Now! The Revere features a spacious kitchen with huge center island, granite countertops, walk in pantry, and eat in dining all open to the sprawling Great room and…
$899,000
2067 Roberts Point Drive
5 bed / 4 bath Single Family Home
MLS #O5404266
4,966 sq. ft.
Windermere, FL 34786
Beautiful ONE ACRE Windermere Estate home in the lovely guard-gated community of Waterford Pointe! Solid wood French doors provide an elegant entry to the foyer of this professionally decorated 5 bedroom 4 bath home,…
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…
Sawyer Sound
$1,750,000
5024 Sawyer Cove Way
5 bed / 7 bath Single Family Home
MLS #O5406851
5,000 sq. ft.
Windermere, FL 34786
Welcome to 5024 Sawyer Cove Way nestled in the community of Sawyer Sound beside the sparkling shores of Little Lake Sawyer. Unpretentiously carved into the robust natural setting, you’ll discover this unique luxury…
$745,000
12128 McKinnon Road
3 bed / 2 bath Single Family Home
MLS #O5408217
2,789 sq. ft.
Windermere, FL 34786
Become the owner of this brand new home that will be built on this amazing lakefront property. This beautiful 3 bedroom 2 bathroom home has an open floor plan with plenty of room! This is a split floor plan with the…
$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…
$658,245
6103 Orta Court
Vacant Land
MLS #O5412730
1.81 acres
Windermere, FL 34786
Hurry, for the Last Lakefront Lot in Waterstone. Come build your Dream Home on this oversized property with frontage on beautiful Lake Cypress.
$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…
$748,580
6326 Swanson Street
4 bed / 4 bath Single Family Home
MLS #O5413808
3,290 sq. ft.
Windermere, FL 34786
Brand new never lived in model now available! This Oleander, with incredible curb appeal due to highly upgraded landscaping, features an incredible gourmet kitchen with espresso cabinets with hardware, built in SS…
Westover Club Ph 02 47/71
$399,900
1928 Pamlynne Place
4 bed / 3 bath Single Family Home
MLS #O5413932
2,970 sq. ft.
Windermere, FL 34786
"Short Sale" This great home offers you endless possibilities. Windermere pool home located in the sought after gated community of Westover Club. The home is diagonally tiled throughout the common areas, and wood floors…
$1,825,000
5524 Worsham Court
4 bed / 8 bath Single Family Home
MLS #O5414866
7,671 sq. ft.
Windermere, FL 34786
Reduced $125,000 Superb Views of Isleworth's Championship Golf Course on the 15th Hole is this meticulously maintained 7,607 square feet of living space designed for comfortable living and formal entertaining in mind.…
Lake Roberts
$1,120,000
1813 Lake Roberts Court
5 bed / 5 bath Single Family Home
MLS #O5415732
5,030 sq. ft.
Windermere, FL 34786
Privacy and luxury living in the gated community of Windermere Club on Lake Roberts. In this beautiful Dave Konkol custom home, no detail was left undone. Starting with an incredible gourmet kitchen with stainless…
Reserve At Belmere Ph 02 48 144
$391,500
11006 Galway Isles Court
3 bed / 3 bath Single Family Home
MLS #O5416343
2,190 sq. ft.
Windermere, FL 34786
!! HOME RECENTLY APPRAISED !!! PRICED $20,000 BELOW APPRAISAL VALUE (MUST SEE) STUNNING HOME!! Inside this 24/7 guard gated community you will find a private pool home offering a custom open floor plan, newer interior…
$830,000
6239 Foxfield Court
4 bed / 4 bath Single Family Home
MLS #O5416766
3,954 sq. ft.
Windermere, FL 34786
Bordered by lush greenery and golf course views on three sides, this exceptionally designed Keene's Pointe courtyard villa features 4 potential bedrooms and 3.5 baths, and 3954 SF. Located on a quiet cul-de-sac, the…
$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…
$399,000
612 Oakdale Street
Vacant Land
MLS #O5417706
0.44 acres
Windermere, FL 34786
AMAZING DOUBLE LOT (2 LOTS IN ONE PARCEL) IN TOWN OF WINDERMERE. Build your dream home on this huge lot with gorgeous oaks and magnolias. Ideal location allows you to stroll to all that the town has to offer: Town…
$619,000
5831 Caymus Loop
5 bed / 4 bath Single Family Home
MLS #O5417797
3,347 sq. ft.
Windermere, FL 34786
Freshly painted inside and out, this Keene's Pointe home has the floor plan, appointments and price to make it very appealing. The spacious kitchen is nicely appointed with stainless appliances, granite counter tops…
$614,900
6012 Caymus Loop
5 bed / 5 bath Single Family Home
MLS #O5419122
2,882 sq. ft.
Keene's Pointe - gated/attended community featuring The Golden Bear Club. This 5 bedroom/4 bath offers new exterior paint, new AC units, updated kitchen, hardwood flooring throughout the first floor, and new upstairs…
$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…
Lake Davis Reserve A & B
$1,299,900
5518 Marleon Drive
5 bed / 6 bath Single Family Home
MLS #O5419906
4,750 sq. ft.
Windermere, FL 34786
JUST COMPLETED.... This new Transitionally styled home is located in a privately gated enclave in Windermere. The formal entry grants stunning vistas of the beautiful sparkling pool and courtyard. The interior and…
Lake Burden South Ph I
$400,000
11532 Brickyard Pond Lane
4 bed / 3 bath Single Family Home
MLS #O5420198
2,853 sq. ft.
Windermere, FL 34786
Seller Motivated ! Recent Price drop. Immaculate former model home in the Lake Burden South Community, you have to come see this one! This elegant energy efficient home has a spacious layout with generous sized rooms,…
$325,000
6344 Earthgold Drive
4 bed / 4 bath Single Family Home
MLS #O5421063
2,854 sq. ft.
Windermere, FL 34786
Gorgeous 2 story home. Newly updated granite counter tops in kitchen and bathrooms. New wood laminate flooring in bedroom, dining area and stairs. Master Downstairs and maser upstairs with bonus. 4/3.5 plus office,…
$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…
$1,570,000
5002 Mellon Court
5 bed / 6 bath Single Family Home
MLS #O5423215
5,600 sq. ft.
Windermere, FL 34786
Located in Central Florida’s most prestigious neighborhood this spectacular Isleworth Estate is perfectly positioned on a private cul-de-sac overlooking a beautiful pond skirted by large mature oak trees. Imagine…
$532,623
6343 Swanson Street
5 bed / 3 bath Single Family Home
MLS #O5425369
3,621 sq. ft.
Windermere, FL 34786
Brand new energy efficient home ready for move in NOW! The Franklin features a spacious kitchen with large center island, granite countertops, under cabinet lighting, walk in pantry, and eat in dining all open to the…
Tuscany Ridge 50 141
$875,000
1342 Belfiore Way
5 bed / 5 bath Single Family Home
MLS #O5426748
4,963 sq. ft.
Windermere, FL 34786
Simply Stunning Home on Pond in Tuscany Ridge, a GATED WINDERMERE COMMUNITY in OLYMPIA HIGH SCHOOL DISTRICT! Upgrades abound from the 6 burner GAS COOKTOP, and Custom Cabinetry in the Kitchen to the CROWN MOLDINGS and…
Windermere Lndgs Ph 02
$285,000
11614 Black Rail Street
3 bed / 3 bath Single Family Home
MLS #O5426978
2,139 sq. ft.
Windermere, FL 34786
BEAUTIFUL house ready to MOVE-IN!!! Two story house with 2-car garage, a large open floor plan, kitchen has an island and granite counter-top, large loft area, laundry room upstairs with all bedrooms, half bath…
Harbor Isle
$1,398,000
9097 Harbor Isle Drive
5 bed / 6 bath Single Family Home
MLS #O5427029
6,404 sq. ft.
Windermere, FL 34786
REDUCED $200,000!! SELLERS MOTIVATED! AND here is a 24-hour 3-D VIRTUAL OPEN HOUSE! Click on the virtual tour at the top left of this screen!! This magnificent estate in gated Harbor Isle features 5 bedrooms, all with…
$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…
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…
$2,199,000
5025 Latrobe Drive
4 bed / 6 bath Single Family Home
MLS #O5427810
4,200 sq. ft.
Windermere, FL 34786
This Magnificent contemporary home is situated on a quiet tree-lined street with a circular driveway… completely remodeled and professionally decorated , being sold FULLY FURNISHED. Located on a cul-de-sac, home has…
Lake Down Cove
$785,000
9532 Hempel Cove Boulevard
5 bed / 4 bath Single Family Home
MLS #O5428029
4,590 sq. ft.
Windermere, FL 34786
Seller Motivation & NEW PRICE for this Huge 1 Acre Lot, Custom built, Chicago Brick 2 Story Pool Home with 5 Bdrms, (all over-sized) & 3.5 Baths. Circular Front Drive & Side 3 Car Garage, with interior 2nd Staircase.…
Lakeside Village Twnhms
$297,500
10721 Village Lake Road
4 bed / 4 bath Town Home
MLS #O5428105
1,834 sq. ft.
Windermere, FL 34786
TURN KEY! Beautiful, meticulously maintained 4 bedroom, 3.5 bath end unit townhome, in peaceful Windermere. Two master suites one on the first floor and another on the second floor. Luxury upgrades, including granite,…
Reserve At Lake Butler Sound 45/120
$1,890,000
11156 Bridge House Road
4 bed / 6 bath Single Family Home
MLS #O5428906
5,388 sq. ft.
Windermere, FL 34786
Beautiful, multiple awards winning home, located in the desirable guard - gated Lake Butler Sound. Arrive into a circular drive with a fountain center and look at the masterpiece in front of you. Enter the home through…
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