Windermere Homes for Sale

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Rental

WINDERMERE, Florida 34786

5Bedroom(s)
5Bathroom(s)
3Parking(s)
10Picture(s)
3,340Sqft
ONE OF THE LARGEST 5 bedroom, 4 ½ bath homes IN THE ENTIRE AREA for rent that accepts a pet!! LARGE FIRST FLOOR GUEST BEDROOM and BATH! This huge, lakeview home features an old-fashioned FRONT PORCH! There's plenty of room to roam in this home with an office in the front part of the home as well as a gorgeous formal dining room with chandelier.
$2,700

Single Family

WINDERMERE, Florida 34786

3Bedroom(s)
3Bathroom(s)
2Parking(s)
10Picture(s)
1,965Sqft
Windermere home built by Ashton Woods. Great location, no rear neighbors!!! New exterior paint. Two-story home, welcoming front porch. Enter the foyer to living room, dining room area. Open floor plan. The gourmet kitchen features 42" wood cabinets with stone counters and island. Master bedroom downstairs with tray ceiling, walk-in closet, and spa-like bathroom.
$345,000

Lots And Land

RIDGEWOOD DRIVE, WINDERMERE, Florida 34786

6Picture(s)
0.07Acre
BUTLER CHAIN BOATHOUSE FOR SALE. Enjoy lakefront living without moving and high taxes!! This gorgeous park setting is a tranquil get away and offers a recreational place for easy access to all your watercraft. Covered dock with sitting area, boat and jet ski lifts, landscape lighting and irrigation.
$450,000

Lots And Land

4008 DOWNEAST LANE, WINDERMERE, Florida 34786

5Picture(s)
1.46Acre
Spectacular opportunity to own LAKE DOWN lakefront property on the Butler Chain of Lakes! With approximately 100 ft +/- of waterfront, this is a great chance to develop or build your dream home on Lake Down. Enjoy gorgeous western lakefront views and evening sunsets. Plus, this locale offers privacy and peacefulness as the property is tucked away on a quiet dead-end road.
$975,000

Single Family

9449 Woodbreeze Blvd., Windermere, Florida 34786

3Bedroom(s)
2Bathroom(s)
10Picture(s)
1,723Sqft
Great Silver Woods home perfect for first time home buyers or down sizing. Enjoy these hot Florida summer days next to your pool and then relax on the huge screened in porch in the evenings. This home is ready for its new owner.
$332,500

Single Family

13722 DARCHANCE ROAD- WINDERMERE- Florida 34786

3Bedroom(s)
2Bathroom(s)
1Picture(s)
1,835Sqft
Looking for a great home in a charming neighborhood? Look no further. Enjoy the springtime weather sitting on the front porch. When you are ready to go inside, enter into the foyer and go to the guest bedrooms and bathroom or travel down the hall to the living area. The open floor plan is ideal for entertainment with the dining room, living room, kitchen, and eat-in area all together.
$329,900

Single Family

10898 Wonder Lane- Windermere- Florida 34786

7Bedroom(s)
7Bathroom(s)
10Picture(s)
8,413Sqft
Mediterranean custom built home, is located on a private street within the Windermere city limits, sited over one acre, boasts 5, 815 square feet of elegant living space with 7 bedrooms and 7 full bathrooms, 4500 square feet of screen enclosed, lighted and paved outdoor space,featuring a large covered lanai, a large pool, summer kitchen, gas fireplace and espetacular views of Lake Down, ideal for
$1,399,000

Single Family

5085 LATROBE DRIVE, WINDERMERE, Florida 34786

4Bedroom(s)
5Bathroom(s)
3Parking(s)
10Picture(s)
4,024Sqft
Nestled along the front nine of Isleworth’s renowned championship golf course, this lovely golf-front residence offers a backdrop of beautiful views of the 5th hole. The single-story home boasts an open and airy interior spanning more than 3,800 square feet of living space, with elegant stone and hardwood floors throughout.
$1,549,000

Residential

6474 DEACON CIRCLE, WINDERMERE, Florida 34786

6Bedroom(s)
7Bathroom(s)
3Parking(s)
10Picture(s)
5,859Sqft
Nestled along beautiful Lake Chase within the gates of Isleworth Golf & Country Club, this exquisite estate offers the best of Florida waterfront living. The six-bedroom home sits adjacent to the driving range, racquet center and close proximity to Isleworth’s renowned clubhouse, pool, fitness center and dining.
$3,700,000

Residential

5518 WORSHAM CT, WINDERMERE, Florida 34786

5Bedroom(s)
6Bathroom(s)
3Parking(s)
10Picture(s)
5,781Sqft
One or more photo(s) has been virtually staged. Overlooking the 15th fairway of Isleworth’s renowned championship golf course, this haven of privacy and comfort sits on a 1-ACRE lot on a quiet cul-de-sac.
$2,299,000

Single Family

13316 BELLARIA CIRCLE, WINDERMERE, Florida 34786

6Bedroom(s)
8Bathroom(s)
3Parking(s)
10Picture(s)
7,268Sqft
One or more photo(s) has been virtually staged. Luxury living and at home comfort come together at this stunning Mediterranean style property! This beautiful home sits on a 3/4 acre lot in the 24-hour guard gated community of Bellaria. Arrive and be in awe of the elegant exterior and landscaping, as well as the convenient large circular driveway.
$1,785,000

Residential

9649 MCCORMICK PLACE, WINDERMERE, Florida 34786

5Bedroom(s)
6Bathroom(s)
3Parking(s)
10Picture(s)
7,270Sqft
Overlooking the 3rd fairway of Isleworth’s renowned championship golf course, this Southern-style home sits on an oversized lot with beautiful golf views. A private drive, mature landscaping and a gracious front porch lead to the more than 6,500-square-foot interior.
$1,495,000

Lots And Land

WOODY DRIVE- WINDERMERE- Florida 34786

2Picture(s)
3.48Acre
What a Great Piece of Land!! 3.4 Acres in Windermere FL you could put 1 or 2 or 3 Houses Beautiful pond inside the property. Location! Location! Location! Next to Lake Olivia inside the Windermere Downs subdivision.
$800,000

Single Family

9648 MCCORMICK PLACE, WINDERMERE, Florida 34786

3Bedroom(s)
4Bathroom(s)
3Parking(s)
10Picture(s)
4,889Sqft
A fabulous golf and lakefront location and a beautifully updated interior are hallmarks of this elegant Isleworth estate. Nestled along the front nine along Isleworth’s 2nd fairway overlooking beautiful Lake Chase, this two-story home spans more than 4,800 square feet and features modern finishes and updates throughout.
$1,990,000

Single Family

13502 BELLARIA CIRCLE, WINDERMERE, Florida 34786

5Bedroom(s)
7Bathroom(s)
3Parking(s)
10Picture(s)
5,667Sqft
This elegant home is located at Bellaria, a guard-gated community on beautiful Windermere area. It features 5 bedrooms including a Master Suite downstairs, 5 full bathrooms and 2 half baths, plus a Media Room, an Office, upstairs Loft.
$1,499,000

Residential

14473 Yellow Butterfly Road, Windermere, Florida 34786

5Bedroom(s)
3Bathroom(s)
10Picture(s)
3,211Sqft
Live the Windermere Lifestyle! Here is your opportunity to own a Five (5) bedroom, Three (3) bathroom, 3,211 square foot, Two (2) car garage, pool home in Windermere for under 500K. The list price reflects the home’s current condition and it is being sold in AS IS. The master suite and three (3) other bedrooms are located on the second floor.
$460,000

Single Family

6464 DEACON CIRCLE, WINDERMERE, Florida 34786

4Bedroom(s)
6Bathroom(s)
3Parking(s)
10Picture(s)
6,605Sqft
Welcome to this gorgeous lake front home! Lake views compliment this spectacular Isleworth home that has a completely redesigned 2nd floor with world class finishes. As you step through the front entrance, you are led to a grand living area with floor to ceiling windows filling the space with natural light and giving you an amazing view of the lake.
$2,995,000

Rental

5181 LATROBE DRIVE, WINDERMERE, Florida 34786

4Bedroom(s)
4Bathroom(s)
4Parking(s)
10Picture(s)
3,645Sqft
Set behind the manned gates of Central Florida’s most exclusive neighborhood and on the 4th hole of the Isleworth Golf Course, this executive pool home offers peace and privacy in a sought-after main phase location.
$10,000

Single Family

12809 WATER POINT BOULEVARD, WINDERMERE, Florida 34786

4Bedroom(s)
4Bathroom(s)
1Picture(s)
4,040Sqft
Exclusive gated community! Spectacular sunrises greet you each morning from this stunning Windermere Lakefront home offering 4 bedrooms and 4 baths on beautiful Lake Roberts. This 1 1/2+ acre lot allows 75+ feet of frontage on this large ski lake! Upon entering the beveled glass doors you are welcomed with a tranquil water view through expansive formal room windows.
$1,050,000

Lots And Land

12128 MCKINNON ROAD- WINDERMERE- Florida 34786

3Picture(s)
0.74Acre
HUGE PRICE REDUCTION For IMMEDIATE SALE!!! Seller VERY Motivated! Lake Crescent is a true private ski lake, one of the cleanest lakes in Windermere. "A" rated Windermere Elementary School District and minutes from freeways, shopping and restaurant’s.
$294,000

Single Family

13323 BELLARIA CIRCLE, WINDERMERE, Florida 34786

6Bedroom(s)
7Bathroom(s)
3Parking(s)
10Picture(s)
6,768Sqft
This stunning 6 bedroom, 6/1 bathroom home boasts over 6,700 sq.ft. of living space, 2 masters, an open floor plan, and a spectacular resort-style pool. As you enter the home through intricate iron doors and make your way into the formal living space, you are instantly met with views of the pool and backyard through two-story windows.
$1,599,000

Single Family

9807 WALZER COURT, WINDERMERE, Florida 34786

7Bedroom(s)
10Bathroom(s)
3Parking(s)
10Picture(s)
7,875Sqft
Set along the back nine of Isleworth’s renowned championship golf course, this elegant estate delivers stylish interiors and more than 7,800 square feet across the main home and detached guest house. The stunning curved staircase in the foyer creates a grand first impression and is accented by white Venetian plaster walls and a beautiful chandelier.
$3,200,000

Rental

6474 DEACON CIRCLE, WINDERMERE, Florida 34786

6Bedroom(s)
7Bathroom(s)
3Parking(s)
10Picture(s)
5,859Sqft
Nestled along beautiful Lake Chase within the gates of Isleworth Golf & Country Club, this exquisite estate offers the best of Florida waterfront living. The six-bedroom home sits adjacent to the driving range, racquet center and close proximity to Isleworth’s renowned clubhouse, pool, fitness center and dining.
$13,000

Single Family

5181 LATROBE DRIVE, WINDERMERE, Florida 34786

4Bedroom(s)
4Bathroom(s)
4Parking(s)
10Picture(s)
3,645Sqft
Set behind the manned gates of Central Florida’s most exclusive neighborhood and on the 4th hole of the Isleworth Golf Course, this executive pool home offers peace and privacy in a sought-after main phase location.
$1,395,000

Single Family

9746 WYLAND COURT, WINDERMERE, Florida 34786

5Bedroom(s)
5Bathroom(s)
4Parking(s)
10Picture(s)
6,761Sqft
NEWLY RENOVATED KITCHEN, FAMILY ROOM, FORMAL DINING & LIVING ROOM!!! - Privacy and tranquility with PANORAMIC POND AND GOLF views can be found at this 5 bed/5 bath home, located on a premium cul de sac lot within the gates of Keene’s Pointe. Large double doors welcome you into the home where you are greeted by breathtaking views of the resort-style pool and water.
$1,595,000

Single Family

0 DINGENS AVENUE, WINDERMERE, Florida 34786

4Bedroom(s)
3Bathroom(s)
3Parking(s)
10Picture(s)
4,000Sqft
Enjoy a tour any time, 24-hours a day with a Visual Verbal Tour http://view.paradym.com/showvt.asp?sk=301&t=4189908 - Pre-Construction. To be built. Energy Saving, Excellent location, and Custom made with Pride of Craftsmanship; that is what to expect when choosing to custom-build with a "hands-on" local builder. Located in the Olympia HS.
$900,000

Residential

6186 LOUISE COVE DRIVE, WINDERMERE, Florida 34786

4Bedroom(s)
6Bathroom(s)
3Parking(s)
10Picture(s)
4,849Sqft
Within the gates of Isleworth West, this elegant estate is nestled on a large corner home site and spans more than 4,800 square feet of living space. Beautiful custom doors reveal a lovely formal living room with an expansive bay window that frames the sparkling open-air pool, spa and lush landscaping.
$1,500,000

Rental

9742 GREEN ISLAND COVE, WINDERMERE, Florida 34786

3Bedroom(s)
3Bathroom(s)
2Parking(s)
10Picture(s)
3,083Sqft
Nestled along the shores of beautiful Lake Louise within the gates of the renowned Isleworth Golf & Country Club, this charming golf villa offers a prime lakefront location in proximity to the Clubhouse. The interior boasts more than 3,000 square feet of living space, with an open floor plan set against a backdrop of picturesque water views.
$8,000

Residential

4913 AVIVA GARDEN COURT, WINDERMERE, Florida 34786

4Bedroom(s)
6Bathroom(s)
3Parking(s)
10Picture(s)
4,676Sqft
Under Construction. With a light and neutral transitional interior designed by Steele Street Studios, The Henri by Goehring & Morgan presents a modern and relaxed lifestyle with the latest in interior finishes. Similar to the airy coastal homes of California, fresh bright white finishes and volume ceilings offer a feast for the eye with chic and beautiful living spaces.
$2,849,000

Residential

5139 FAIRWAY OAKS DRIVE, WINDERMERE, Florida 34786

6Bedroom(s)
9Bathroom(s)
4Parking(s)
10Picture(s)
11,163Sqft
Seller Requirement: Buyer must produce proof of funds at full listing price. Nestled on a picturesque home site along the shores of Lake Bessie, this commanding waterfront residence blends a Spanish Mediterranean exterior with a modern transitional interior.
$4,745,000

Single Family

11467 CLAYMONT CIRCLE- WINDERMERE- Florida 34786

5Bedroom(s)
4Bathroom(s)
2Parking(s)
10Picture(s)
3,400Sqft
THIS IS A MUST SEE HOME Located in the desirable Keene's Pointe Neighbor with 24 hour guard attended gated community in Beautiful Windermere The home of the Golden Bear Club an 18-hole Golf Course designed by Jack Nicklaus. This Gorgeous home has been completely renovated with stunning custom upgrades throughout.
$724,900

Single Family

11443 WATERSTONE LOOP DRIVE, WINDERMERE, Florida 34786

7Bedroom(s)
8Bathroom(s)
3Parking(s)
10Picture(s)
7,734Sqft
Windermere luxurious lakefront living at it’s best! This grand estate built in 2014 is perfectly sited along the shores of Lake Butler with unparalleled and unobstructed water views in the guard gated community of Waterstone.
$3,675,000

Single Family

1560 BELFIORE WAY, WINDERMERE, Florida 34786

5Bedroom(s)
5Bathroom(s)
3Parking(s)
10Picture(s)
4,946Sqft
https://tour.vht.com/433886424/IDXS From the moment you enter this majestic and spacious executive home with a superb location, A-rated Olympia High School and enough room for everyone in the family to relax, play, entertain, work and rest you'll know you're home! Enter handsome leaded glass front doors to a light filled home and living room with a soaring 2 story ceiling. This 5 bedroom 4.
$935,000

Single Family

17557 BLACK RAIL STREET, WINDERMERE, Florida 34786

5Bedroom(s)
4Bathroom(s)
2Parking(s)
10Picture(s)
3,910Sqft
Welcome to this beautiful home located in The Enclave at Windermere Landing. Upon entry you are greeted by impressive 10ft ceilings leading onto a open floor-plan. This stunning 5 bed, 4 bath home has a spacious Gourmet kitchen with large center island, granite counter tops, 42" solid wood cabinet, Walk in pantry and Kitchen Aid Stainless Steel appliances.
$646,900

Single Family

6908 TRELLIS VINE LOOP, WINDERMERE, Florida 34786

5Bedroom(s)
5Bathroom(s)
2Parking(s)
10Picture(s)
3,972Sqft
Please copy and paste link for 3D tour. https://www.nodalview.com/Gundvg4mFaSTrqK9fLoFHoQq?viewer=mls MOTIVATED SELLER, 35k PRICE REDUCTION! Welcome to the home that has everything on your wish list! 5 bedrooms, 4.
$615,000

Single Family

8051 WHITFORD CT- WINDERMERE- Florida 34786

3Bedroom(s)
3Bathroom(s)
3Parking(s)
10Picture(s)
2,615Sqft
Custom built by Osprey Homes this "French Country Style Villa" on the 9th fairway of renowned Golden Bear Club private golf course is bound to impress. 3 way split bedroom suites with private bath access.
$785,000

Single Family

7 1ST COURT, WINDERMERE, Florida 34786

5Bedroom(s)
4Bathroom(s)
2Parking(s)
4Picture(s)
2,992Sqft
SOLD "AS IS" - Ranch home built in 1964 one owner -GREAT VIEWS - ROOM for POOL - Single Boat House with lift and jet ski slip. Home definite redo - open floor plan - Living and Dining Room combination. Family room with fireplace opens to a large screen porch over looking lake - efficient kitchen with Dinette .Master Bedroom and 3 bedrooms on first floor.
$1,150,000

Lots And Land

HARBOR ISLE DRIVE, WINDERMERE, Florida 34786

10Picture(s)
0.67Acre
Final opportunity to build your dream home on this last remaining lot within the exclusive gated community of Harbor Isle, a private 32 home community located on the banks of the Butler Chain of Lakes. Bring your own builder. This 0.67 acre lot is surrounded by community common area that will not be built on. Minutes from theme parks, restaurant row and shopping.
$495,000

Single Family

9108 ISLEWORTH GARDENS DRIVE, WINDERMERE, Florida 34786

3Bedroom(s)
4Bathroom(s)
3Parking(s)
10Picture(s)
4,077Sqft
Stunning estate home with everything you’d expect in Central Florida’s premier luxury community–Isleworth. This custom built residence in the exclusive Gardens of Isleworth section features a beautiful courtyard style screened pool/lanai just off the foyer, with most common living areas in the back.
$1,749,000

Single Family

9109 TINTORI LANE, WINDERMERE, Florida 34786

5Bedroom(s)
5Bathroom(s)
3Parking(s)
10Picture(s)
3,516Sqft
Opportunity awaits you at this Mediterranean inspired luxury executive home boasting over 3500 square feet with tile roof, brick paver driveway and oversized 3 car garage. Gorgeous gourmet kitchen with 42" maple cabinets, backsplash, 5 burner natural gas range with built in wine rack and wine cooler, and all complimented by a high end stainless steel appliance package.
$674,900

Single Family

5108 FAIRWAY OAKS DRIVE, WINDERMERE, Florida 34786

4Bedroom(s)
4Bathroom(s)
4Parking(s)
10Picture(s)
4,144Sqft
Nestled on three-quarters of an acre, tucked away at the end of a quiet cul-de-sac, this rare one-story Isleworth residence offers a blissful retreat in a guard-gated community. A tropical pool and spa view greets you as you enter the open floor plan, and stunning chandeliers and marble and wood floors can be found throughout the home.
$1,500,000

Rental

2943 MARQUESAS COURT, WINDERMERE, Florida 34786

4Bedroom(s)
3Bathroom(s)
2Parking(s)
10Picture(s)
2,553Sqft
This incredible New England style pool home in the Town of Windermere sits on a meticulously manicured and over-sized corner lot on a serene, tree lined street in the gated community of Lake Crescent Reserve, a small community of only 21 custom homes on large, mostly waterfront lots on Lake Crescent. This 4/2.5 2553 sqft custom beauty sits on a 1.
$2,995

Single Family

6126 PAYNE STEWART DRIVE, WINDERMERE, Florida 34786

3Bedroom(s)
4Bathroom(s)
2Parking(s)
10Picture(s)
2,848Sqft
The desired Golf Villas of Isleworth offer the best in country club living, located just steps from the famed Clubhouse, amenities and renowned Butler Chain of Lakes.
$1,595,000

Single Family

6205 GREATWATER DRIVE, WINDERMERE, Florida 34786

5Bedroom(s)
5Bathroom(s)
3Parking(s)
10Picture(s)
7,768Sqft
Luxury abounds in this exquisite lakefront estate on the Butler Chain of Lakes in Keene's Pointe. Beyond the circular driveway with fountain & porte-Cohere entry, a pair of wood French doors open to the stunning 2 story living room, with natural light while capturing the lake views & stone fireplace.
$3,495,000

Single Family

8363 BOWDEN WAY, WINDERMERE, Florida 34786

4Bedroom(s)
3Bathroom(s)
2Parking(s)
10Picture(s)
2,666Sqft
Spacious pool home in guard gated Keene's Pointe community. 4 Bedrooms + bonus room and 3 Bathrooms. Heated Pool with Spa. Available for lease and lease to own. Tenant Occupied until June 1.
$535,000

Rental

8363 BOWDEN WAY, WINDERMERE, Florida 34786

4Bedroom(s)
3Bathroom(s)
2Parking(s)
10Picture(s)
2,666Sqft
spacious 4 bedroom and 3 bath in guard gated keenes pointe community
$3,800

Single Family

81 OAKDALE STREET, WINDERMERE, Florida 34786

4Bedroom(s)
5Bathroom(s)
3Parking(s)
10Picture(s)
4,284Sqft
A rare find! Extremely well appointed custom home in the heart of Downtown Windermere on one of the very few paved roads, with direct access to the Butler Chain of Lakes. Move right in, you don't have to do a thing! Sitting peacefully on a corner lot, adjoining a beautiful pond, you will find this one of a kind Canal front home.
$1,599,999

Single Family

225 FOREST STREET- WINDERMERE- Florida 34786

5Bedroom(s)
5Bathroom(s)
3Parking(s)
10Picture(s)
4,289Sqft
Gorgeous custom home in downtown Windermere is perfectly located to enjoy all that the downtown Windermere lifestyle has to offer! It's a short walk to the tennis courts, play park, boat ramp, farmers market, food truck events, and shops and restaurants! The beautiful stone and copper accents perfectly compliment the wood doors, expansive front porch and architectural features to set the stage for
$950,000
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