Windermere Real Estate

Windermere Real Estate

Some of the best housing options in Orange County are in the Windermere Real Estate market, with a variety of single family homes for sale priced between $459,000 and as high as $20 Million three to nine bedroom homes that range in size from 754 to 27,432 square feet. Options for Condos in Windermere range from $315,000 for an apartment with two bedrooms and two bathrooms to four bedrooms and two bathroom luxury condominiums that sell for up to $432,000. Suppose a Townhome for sale in Windermere is what you are looking for, a two-bedroom, two bathroom 1,335 square foot villa or a four-bed, three-bath home as large as 3,010 sq ft ranging in price from $335,000 to $598,000.

We have detailed information regarding 64 communities in Windermere, including 34 non-gated communities of single family homes, three condo buildings, 23 gated communities, and one country club including some new construction opportunities and open houses. Windermere real estate activity on the MLS indicates 329 properties are currently on the market (as of March 29th, 2025). Whether relocating to Windermere from another state or upsizing or downsizing, whichever of the many luxury homes for sale in Windermere and the entire Central Florida region you choose, our professional Realtors in Windermere Florida can guide you through the home-buying process.

Windermere Homes For Sale

11900 Lake Butler Blvd, WINDERMERE
$20 Million

MLS#MFRO6275556

11900 Lake Butler Blvd
Windermere, FL 34786

7

9

6

22,728 SqFt

Pool

Waterfront

3.75 Acres

9621 Windy Ridge Rd, WINDERMERE
$15.95 Million

Windsor Hill

9621 Windy Ridge Rd
Windermere, FL 34786

9

16

8

27,432 SqFt

Pool

2.5 Acres

New Construction

4200 Down Point Ln, WINDERMERE
Reduced
$11.9 Million
$13,900,000

Sunset Bay

4200 Down Point Ln
Windermere, FL 34786

6

9

4

17,712 SqFt

Pool

Waterfront

1.6 Acres

11301 Bridge House Rd, WINDERMERE
Reduced
$9.995 Million
$11,995,000

Lake Butler Sound

11301 Bridge House Rd
Windermere, FL 34786

5

9

3

15,739 SqFt

Pool

Waterfront

0.93 Acres

11103 Bridge House Rd, WINDERMERE
$9.95 Million

Lake Butler Sound

11103 Bridge House Rd
Windermere, FL 34786

5

6

4

11,948 SqFt

Pool

Waterfront

1.74 Acres

9832 Laurel Valley Dr, WINDERMERE
Reduced
$9.9 Million
$13,250,000

Isleworth

9832 Laurel Valley Dr
Windermere, FL 34786

6

10

4

12,796 SqFt

Pool

Waterfront

0.6 Acres

9343 Tibet Pointe Cir, WINDERMERE
$8,790,000

Keenes Pointe

9343 Tibet Pointe Cir
Windermere, FL 34786

8

10

4

11,280 SqFt

Pool

Waterfront

1.54 Acres

5271 Isleworth Country Club Drive, WINDERMERE
$8,775,000

Isleworth

5271 Isleworth Country Club Drive
Windermere, FL 34786

7

13

6

16,575 SqFt

Pool

1.17 Acres

6324 Deacon Cir, WINDERMERE
Under Contract
$8.5 Million
$10,000,000

Isleworth

6324 Deacon Cir
Windermere, FL 34786

5

9

5

14,572 SqFt

Pool

Waterfront

0.7 Acres

9313 Tibet Pointe Circle, Windermere
Under Contract
$7,999,000

Keenes Pointe

9313 Tibet Pointe Cir
Windermere, FL 34786

6

8

3

10,224 SqFt

Pool

Fixed Bridge

51 Days

5507 Worsham Court, WINDERMERE
Reduced
$7,850,000
$8,650,000

Isleworth

5507 Worsham Court
Windermere, FL 34786

5

11

4

17,196 SqFt

Pool

0.98 Acres

6126 Kirkstone Ln, WINDERMERE
$7,650,000

Lake Butler Sound

6126 Kirkstone Ln
Windermere, FL 34786

5

7

4

11,106 SqFt

Pool

1.42 Acres

Homes For Sale In Windermere, Florida

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Condominiums

Townhomes

Rentals

Living in Windermere affords you easy access to nearby golf courses, fine dining, entertainment venues and various other amenities and conveniences in the city of Windermere. The I-4 or Florida's Turnpike provide an easy transition to nearby cities such as Ocoee, Ocala, Auburndale, Oakland, Labelle, Apopka, Lehigh Acres, Winter Garden, Clermont, and Winter Park.

Boating and watersports are integral to the Central Florida lifestyle, offering year-round access to an abundance of lakes, vibrant marine life, and a culture centered around outdoor leisure and recreation. Windermere real estate prices are directly correlated to it's proximity to these amenities.

Additionally, four local airports are easily accessible - Kissimmee Gateway (ISM) in Orlando, Orlando Executive (ORL), Orlando International (MCO), and Orlando Sanford International (SFB).

Open House Schedule of Windermere

Mar 29
AddressDateTime Category Saturday, Mar 29 1:00 pm - 4:00 pm Homes for sale
Mar 29
AddressDateTime Category Saturday, Mar 29 1:00 pm - 4:00 pm Homes for sale
Mar 30
AddressDateTime Category Sunday, Mar 30 12:00 pm - 3:00 pm Townhouses for sale
Mar 30
AddressDateTime Category Sunday, Mar 30 1:00 pm - 4:00 pm Homes for sale

What Orange County Public Schools do Windermere residents attend?

Where you live in Windermere determines which Orange county public schools your children may attend, and this in turn effects property values. We make it possible to locate communities zoned for each Orange county school district.

Zev Freidus Realtor
Zev Freidus
Realtor
561-235-2161
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The data relating to homes for sale or lease or other real estate for sale or for rent on the ZFC website comes in part from a cooperative data exchange program of the MLS in which this Broker participates. The real estate displayed may not be all of the homes in the database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Homes for sale that are listed by Brokers other than this Broker are marked with either the listing Broker's name or the MLS name or a logo provided by the MLS and the details page about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. ZFC, the Florida Association of Realtors and its cooperating Multiple Listing Services do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law including the fair housing act prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. All listings featuring the BMLS logo are provided by Beaches Multiple Listing Service, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright © 2025 Beaches MLS, Inc. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

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