Windermere Homes for Sale

Orange County has a stunning reputation for its high-end communities that provide exceptional amenities to its residents. The Orange County community of Windermere has a population of 2,500 and is located in the Orlando-Kissimmee Metropolitan area. Windermere has the appeal of being a small, safe, cozy town with convenient access to the big city. MAny Windermere residents use the neighborhood as a bedroom town, or in other words a place that residents typically travel outside of to work. Since the year 2000 Windermere has seen significant growth due to its ideal location.

The town of Windermere became established in the year 1925 and was approximately 1.57 square miles but after the annexed community of Butler Bay in 2007, Windermere became slightly larger. Windermere sees a ton of fluctuations in population due to the large number of tourists that travel through to visit Orlando, however, Windermere als benefits from tourists for several reasons. Reason number one: The beautiful historic buildings that line the streets in Windermere making it not only a picturesque place to live and visit but a historically fascinating place as well. For example, The Windermere Town Hall is located on Main street and is also known as the Old Windermere Women’s Club. Another place is the 1890 Windermere School also known as the Armstrong-Parramore House.

Wondering what types of homes are for sale in Windermere? Houses for purchase here vary in size, price, age etc. but come in all forms whether you are looking for a luxurious home or a small simple one. Homes in Windermere can range in price anywhere from $250,000 to over $1 million. The cozy town of Windermere is not only stunning but it is also a wonderful place to raise a family. The Orange County School District provides excellent educators and mentors to guide children through the challenges of a variety of subjects. There is much to be said on the quality and appearance of Windermere but another noteworthy subject is recreation. There are so many community events like art shows and parades that residents are encouraged to attend but there are also a wide variety of activities that all residents and visitors alike can take advantage of. Windermere is extremely close to Butler Bay Recreational Area where visitors may hike, bike, swim and so much more! If you would like more information or help finding a home in Windermere, Florida, please don’t hesitate to contact us today!

Latest Windermere Homes and Condos for Sale

8180 Boat Hook Loop Unit 201, Windermere image

8180 Boat Hook Loop Unit 201, Windermere — 3 $223,000

Fantastic 3 bedroom condo in extremely popular Lakeside at Lakes of Windermere. Located on the second floor (Don't worry about walking, there's an elevator) right across...

3 Beds
2 Baths
Lakeside At Lakes Of Windermere SubDv.
34786 Zip Code

9317 Westover Club Circle, Windermere image

9317 Westover Club Circle, Windermere $618,500

As you enter this meticulously maintained exquisite home, you will be immediately impressed by the beautifully detailed soaring ceilings. The open floorpan allows for eve...

4 Beds
4 Baths
Westover Club Ph 02 47/71 SubDv.
34786 Zip Code

7357 Brightland Street, Windermere image

7357 Brightland Street, Windermere — 7357 $269,900

This beautiful end unit townhome is located in the fantastic community of Lake Burden. As you enter the spacious home, you are welcomed with soaring celings and beautiful...

3 Beds
2.5 Baths
Lake Burden South Ph I SubDv.
34786 Zip Code

12851 Westside Village Loop, Windermere image

12851 Westside Village Loop, Windermere $520,000

BEAUTIFUL POND & FOUNTAIN VIEW 5 BED 3.5 BATH HOME IN WINDERMERE ! LOT OF UP GRADES. GRANITE COUNTER TOP, STAINLESS -STEEL APPLIANCES ,TILE FLOOR ! WINDERMERE WEST SIDE...

5 Beds
3.5 Baths
Westside Village SubDv.
34786 Zip Code

6709 Helmsley Circle, Windermere — 6709 $319,000

Beautiful well maintained end unit Townhouse located in Windermere just minutes from Walt Disney World Resort. Conveniently located between I-4 and SR429 with easy access...

4 Beds
3 Baths
Preston Square SubDv.
34786 Zip Code

8426 Vivaro Isle Way, Windermere $580,000

Gorgeous 4 bedroom, 3 bathroom home located in Windermere Isle. Conveniently near major highway 429, restaurants, shopping, Windermere schools, Orlando attractions, views...

4 Beds
3 Baths
Windermere Isle Ph 2 SubDv.
34786 Zip Code

11249 Camden Park Drive, Windermere image

11249 Camden Park Drive, Windermere $715,000

READY TO MOVE IN. **NEW INTERIOR PAINT THROUGHOUT THE HOUSE AND GARAGE IN FEB,2020. ***PRESSURE WASHED EXTERIOR, SWIMMING POOL, AND FENCE IN FEB,2020. ***NEW KITCHEN FAUC...

5 Beds
4 Baths
Keenes Pointe Un 07 SubDv.
34786 Zip Code

5108 Fairway Oaks Drive, Windermere image

5108 Fairway Oaks Drive, Windermere $1,650,000

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 com...

4 Beds
4 Baths
Isleworth SubDv.
34786 Zip Code

5031 River Gem Avenue, Windermere $339,900

This three bedroom, two bath home in the gorgeous Summerport community will impress from the moment you see it! With beautiful landscaping out front to draw your eye in r...

3 Beds
2 Baths
Summerport Ph 02 SubDv.
34786 Zip Code

13173 Kegan Street, Windermere — 13173 $279,970

Beautiful 3 bedroom 2,5 bathroom town home in the highly desirable Windermere area. This unit features granite counter tops, hightend cabinetry, stainless steel applianc...

3 Beds
2.5 Baths
Windermere Sound SubDv.
34786 Zip Code

11584 Claymont Circle, Windermere $691,000

Welcome to what the Florida lifestyle is all about. This impeccably well maintained home is located in one of Central Florida's sought after neighborhoods. Offering an id...

5 Beds
4 Baths
Keenes Pointe Ut 04 Sec 31 48 82 SubDv.
34786 Zip Code

9733 Carillon Park Drive, Windermere image

9733 Carillon Park Drive, Windermere $2,299,000

Keene's Pointe - 24-hour gated/attended community located among the Butler Chain of Lakes. This stunning estate home boasts over 7,200 sq ft. on .85 acres in the highly-d...

5 Beds
6.5 Baths
Keenses Pointe SubDv.
34786 Zip Code

6984 Smithshire Lane, Windermere $334,900

Pride of ownership shows throughout this better than new home in desirable Lakes of Windermere! Enjoy the lakeview from your front porch or spend your afternoon in your ...

3 Beds
2 Baths
Lakes/Windermere Ph 03 P & Q SubDv.
34786 Zip Code

12652 Arley Drive, Windermere $399,900

Location! Windermere! Location! Move in ready 4 bedroom home features living and dining rooms with laminate floors, centerpiece kitchen with 42" cabinets, center island a...

4 Beds
2.5 Baths
Lakes Of Windermere SubDv.
34786 Zip Code

4633 Blue Major Drive, Windermere $455,000

Beautiful home located in the desirable Summerport in Windermere! This elegant Home is only a few miles away the famous Winter Garden and Disney entertainment complexes. ...

6 Beds
4 Baths
Summerport Ph 05 SubDv.
34786 Zip Code

13543 Riggs Way, Windermere $389,000

Come home to your Ashton Woods-built home at Berkshire Park in Windermere where you will enjoy the walking/running trails, community pool/basketball/tennis, easy access t...

3 Beds
3 Baths
Enclave/Berkshire Park SubDv.
34786 Zip Code

6245 Cartmel Lane Unit 2, Windermere image

6245 Cartmel Lane Unit 2, Windermere $604,000

Come see this Beautifully Accented, Mediterranean Style Home located within the desirable Lake Butler Sound. Take in the home as you enter through the french doors lead...

4 Beds
4.5 Baths
Reserve At Lake Butler Sound SubDv.
34786 Zip Code

6126 Payne Stewart Drive, Windermere image

6126 Payne Stewart Drive, Windermere $1,595,000

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. Be...

3 Beds
3.5 Baths
Isleworth SubDv.
34786 Zip Code

8309 Bowden Way, Windermere $729,990

Move-in Ready in Keenes Pointe Windermere! Well-known Golden Bear Golf Club! Spacious Lot. Private Pool & SPA. 4 Beds + 4 Full Baths + Den/Office with Closet&French Door ...

4 Beds
4 Baths
Keenes Pointe Unit 1 SubDv.
34786 Zip Code

12985 Borland Street, Windermere — 12985 $267,000

BEAUTIFUL REMODELED MODERN TOWNHOME IN WINDERMERE AT AN EXCELLENT PRICE! Don't miss this. Fully remodeled with upscale, elegant & modern features: Laminate floors, stainl...

3 Beds
2.5 Baths
Wickham Park 04 05 06 09 10 11 12 01 SubDv.
34786 Zip Code

8176 Jailene Drive, Windermere $459,900

Beautiful Home located in Berkshire park, Windermere !!! With 3,454 SqFt living space ,4 bedroom 3.5 bath home offers you all the comfort and luxury you are looking for...

4 Beds
3.5 Baths
Lake Sawyer South Ph 5 SubDv.
34786 Zip Code

8423 Woburn Court, Windermere $649,000

Wow! Wait until you see this kitchen! Owners have completely renovated the kitchen with beautiful new cabinets, granite, new stainless appliances, and very tasteful ston...

4 Beds
2.5 Baths
Keenes Pointe SubDv.
34786 Zip Code

10663 Village Lake Road, Windermere image

10663 Village Lake Road, Windermere — 8 $314,000

This lovely 3 BR/2.5 Ba end-unit townhome has 10 ft. ceilings on its first floor along with a gourmet's kitchen at the center of its well-planned gathering space. Upgrade...

3 Beds
2.5 Baths
Lakeside Village Twnhms SubDv.
34786 Zip Code

7343 Ella Lane, Windermere $357,500 ▲

Like new!!! Beautiful house 3 Bedrooms & 2 1/2 Bathrooms located in the desirable community of WINDERMERE SOUND. The house features a spacious Family room and bright open...

3 Beds
2.5 Baths
Windermere Sound SubDv.
34786 Zip Code

9010 Via Di Canti Drive, Windermere image

9010 Via Di Canti Drive, Windermere — 9010 $375,990

Under Construction. Beautiful and bright 3 bedroom 3.5 bathroom townhome available in Windermere's newest townhome community. This huge townhome has 2381 square feet of l...