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

625 Magnolia Street, Windermere $649,000

Be prepared to be wowed by the beautiful lush and tropical setting of this home! Situated in the heart of downtown Windermere among towering majestic oaks and a sparkling...

3 Beds
2 Baths
Windermere Town SubDv.
34786 Zip Code

12818 Cragside Lane, Windermere $650,000

Welcome home to beautiful Lakes of Windermere! This well maintained 4 bedroom 3 bathroom home has plenty of curb appeal with Victorian finishes and a nice front porch wit...

4 Beds
2.5 Baths
Lakes/Windermere Ph 02a SubDv.
34786 Zip Code

9715 Wyland Ct, Windermere $1,749,000

Keene's Pointe, gated/24-hour attended community featuring The Golden Bear Club. A Jack Nicklaus designed Course with golf, tennis, fitness, dining and swimming. This c...

5 Beds
4.5 Baths
Keenes Pointe SubDv.
34786 Zip Code

11413 Camden Park Drive, Windermere image

11413 Camden Park Drive, Windermere $979,000

Gorgeous Single-Family Pool Home at Keene’s Pointe Gate Golf Community in Windermere. This house features a convenient and spacious over 3,770 SqFt floor plan with 5 bedr...

5 Beds
3.5 Baths
Keenes Pointe SubDv.
34786 Zip Code

3302 Just A Mere Court, Windermere image

3302 Just A Mere Court, Windermere $1,370,000

Location!!! Located at the end of the only cul-de-sac lot off Lake Butler Blvd, between Lake Butler Blvd and Park Avenue in the heart of Windermere. An amazing opportunit...

4 Beds
3.5 Baths
Lake Butler Estates SubDv.
34786 Zip Code

4831 River Gem Avenue, Windermere $749,000

HIGHLY SOUGHT AFTER SUMMERPORT location has an ideal opportunity that is just waiting for YOU! This WINDERMERE POOL HOME features 4 bedrooms, 2.5 bathrooms PLUS an Office...

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

6707 Valhalla Way, Windermere $2,498,900

Exquisite luxury estate located within guard-gated Keene's Pointe Golf and Country Club! This elegant Mediterranean-style home was exquisitely designed, exhibiting exempl...

5 Beds
4.5 Baths
Keenes Pointe Unit 03 46/104 SubDv.
34786 Zip Code

7249 Rambling Water Way, Windermere image

7249 Rambling Water Way, Windermere $599,900

You will be amazed at this gorgeous and lovely two-story home in the sought-after community of Ashlin Park. The property is set on a corner lot with an appealing landscap...

3 Beds
2.5 Baths
Ashlin Park Ph 1 SubDv.
34786 Zip Code

11906 Silverlake Park Drive, Windermere image

11906 Silverlake Park Drive, Windermere $549,000

AMAZING LOCATION! Located in the desirable Windermere Trails this SINGLE OWNED single-family home offers 4 bedrooms, 2.5 bathrooms, and a 2-car garage. The kitchen featur...

4 Beds
2.5 Baths
Windermere Trls Ph 1c SubDv.
34786 Zip Code

11423 Waterstone Loop, Windermere $3,150,000

BEAUTIFUL CUSTOM HOME , WATERSTONE SUBDIVISION WITH SECURITY GUARD , AMAZING FLOOR PLAN. an amazing oversized kitchen with island, huge laundry downstairs , top of t...

4 Beds
4.5 Baths
Waterstone SubDv.
34786 Zip Code

6241 S Hampshire Court, Windermere image

6241 S Hampshire Court, Windermere $2,100,000

Beautiful two story custom home located on the 7th fairway in the sought after guard gated community of Keene's Pointe. This completely remodeled 5 bedroom, 4.5 bathroom...

5 Beds
4.5 Baths
Keenes Pointe SubDv.
34786 Zip Code

1615 Whitney Isles Drive, Windermere image

1615 Whitney Isles Drive, Windermere $689,900

One or more photo(s) has been virtually staged. Incredible opportunity to own this 4 bedroom, 4 bathroom single-family home in the highly sought-after Belmere Villages co...

4 Beds
4 Baths
Belmere SubDv.
34786 Zip Code

4712 Blue Major Drive, Windermere $579,900

Welcome home to the picturesque and highly sought after Windermere community of Summerport. This meticulously maintained 4 bedroom 3 bathroom home features an open concep...

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

1519 Lake Rhea Drive, Windermere $1,100,000

This Immaculately Kept beautiful Mediterranean Style custom home in the much sort after Guard gated community in the Reserve of Belmere is a Must see. The home is in abso...

4 Beds
4 Baths
Reserve At Belmere Ph 02 48 144 SubDv.
34786 Zip Code

12746 S Lake Sawyer Lane, Windermere image

12746 S Lake Sawyer Lane, Windermere $1,600,000

More photos coming soon... A private lakeside oasis in Windermere, this property features a large four bedroom home with a HUGE BONUS ROOM situated on an OVERSIZED LOT (1...

4 Beds
3.5 Baths
Lake Sawyer Estates SubDv.
34786 Zip Code

12545 Cragside Lane, Windermere $520,000

Welcome to this beautiful 4 bedroom 2 bathroom home in the heart of the Lakes of Windermere community! As you walk through, you will feel the warmth of the perfect layout...

4 Beds
2 Baths
Lakes Windermere Ph 01 49 108 SubDv.
34786 Zip Code

Windermere $850,000

Beautifully designed floorplan flooded with natural light, featuring views of an inviting freshly painted and newly screened lanai overlooking the pool area. The Primary ...

4 Beds
3.5 Baths
Glenmuir 48 39 SubDv.
34786 Zip Code

6613 Merrick Landing Boulevard, Windermere image

6613 Merrick Landing Boulevard, Windermere $665,595

Beautiful 3 bed/3.5 bath house with a wonderful flow & everything one could want! This home even comes fully furnished! Open concept dining, living & kitchen. Interior re...

3 Beds
3.5 Baths
Vineyards/Horizons West Ph 1b SubDv.
34786 Zip Code

11330 Fenimore Court, Windermere $1,190,000

Distinctive, MOVE-IN READY, 5 Bedroom, 4 Full Bath, pool home, freshly painted inside and out! Located in beautiful Keene’s Point, a gated community on the Windermere Ch...

5 Beds
4 Baths
Keenes Pointe Ut 06 50 95 SubDv.
34786 Zip Code

3426 Cocard Court, Windermere $2,600,000

This grand transitionally styled home is perfectly located on about one acre. Featuring a spectacular entry opening to the formal living spaces highlighted by 30-foot cei...

4 Beds
4.5 Baths
Chaine De Lac SubDv.
34786 Zip Code

13508 Zori Lane, Windermere $600,000

You do not want to miss out on this BEAUTIFUL, completely RENOVATED and meticulously cared for Home!! Pride in ownership shows!! In addition, this home is in a SUPERB LOC...

3 Beds
3 Baths
Providence Ph 02 SubDv.
34786 Zip Code

2131 Kane Park Way, Windermere $875,000

OPEN HOUSE ,SATURDAY JULY 2 ,12-3. Executive Living awaits you in the TOWN of Windermere with access to it's private boat ramp on the Pristine Butler Chain of Lakes! Per...

4 Beds
3 Baths
Willows At Lake Rhea Ph 02 SubDv.
34786 Zip Code

13250 Strode Lane, Windermere $485,900

Like new home in quiet convenient Berkshire Park in Windermere. This move in ready home is loaded with features. In the kitchen there are 42" maple cabinets, stainless st...

3 Beds
2 Baths
Lake Sawyer South Ph 01 SubDv.
34786 Zip Code

6218 Andreozzi Lane, Windermere $719,000

Renovated home with outdoor kitchen and screen enclosure. New roof, New HVAC. New Gutters in the Providence neighborhood.

4 Beds
3 Baths
Providence Ph 01 50 03 SubDv.
34786 Zip Code

9026 Tavolini Terrace, Windermere $1,115,000

This beautiful mediterranean style pool home in gated Tuscany Ridge community is a home to get excited about! As you enter this community you will be greeted by the oak t...