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344 Properties

344 Properties Available In Windermere

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FL >Windermere >
Market Insights
9648 WEATHERSTONE CT, Windermere, FL 34786
1/65 65

$2,290,000

Active

Single Family Home

6 Beds 4 Baths 4,482 SqFt

9648 WEATHERSTONE CT, Windermere, FL 34786

Set within the private gates of Weatherstone on Lake Olivia, this stunning spring fed lakefront residence offers a rare ...

Listed by Andy Neal THE AGENCY FL

Stellar MLS
2925 BUTLER BAY DR N, Windermere, FL 34786
1/63 63

$2,200,000

Open 11/14 1PM-3PM

Single Family Home

5 Beds 5 Baths 3,839 SqFt

2925 BUTLER BAY DR N, Windermere, FL 34786

Virtually Staged. LUXURY LAKEFRONT ESTATE | 0.64-ACRE LOT | PRIVATE DOCK | PRIVATE POOL | OUTDOOR SUMMER KITCHEN | 3-CAR...

Listed by Fernanda Pizzamiglio WRA BUSINESS & REAL ESTATE

Stellar MLS
14500 BRIDGEWATER CROSSINGS BLVD, Windermere, FL 34786
1/45 45

$400,000

Open Sun 12PM-2PM

Townhouse

4 Beds 3 Baths 1,706 SqFt

14500 BRIDGEWATER CROSSINGS BLVD, Windermere, FL 34786

Morning coffee at Foxtail, an evening walk for Kelly's Homemade Ice Cream, and a move-in-ready home waiting when you get...

Listed by Tiffany Hall, PA NOVA REAL ESTATE SERVICES INC

Stellar MLS
9601 AMBLESIDE DR, Windermere, FL 34786
1/69 69

$1,160,000

Open Sun 12PM-3PM

Single Family Home

4 Beds 3 Baths 3,018 SqFt

9601 AMBLESIDE DR, Windermere, FL 34786

Virtually Staged. Move in. Reimagine. Or build new. Welcome to the Lake Down Shores lifestyle, where one-acre homesites ...

Listed by David Dorman CENTURY 21 CARIOTI

Stellar MLS
1815 WINDERMERE RD, Windermere, FL 34786
1/97 97

$3,150,000

Open Sun 1PM-3PM

Single Family Home

4 Beds 5 Baths 4,290 SqFt

1815 WINDERMERE RD, Windermere, FL 34786

ONE-STORY, NEW CONSTRUCTION, MODERN FARMHOUSE ELEGANCE ON 1.3 PRIVATE ACRES IN WINDERMERE. Experience an unparalleled sy...

Listed by Brian Cirillo BALDWIN PARK REALTY LLC

Stellar MLS
104 E 1ST AVE, Windermere, FL 34786
1/53 53

$1,280,000

Open Sun 11AM-2PM

Single Family Home

4 Beds 3 Baths 2,441 SqFt

104 E 1ST AVE, Windermere, FL 34786

Experience the charm of Old Windermere at 104 E 1st Ave, ideally situated in the heart of one of Central Florida's most ...

Listed by Fernanda Negromonte NOVA REAL ESTATE SERVICES INC

Stellar MLS
12809 HOLDENBURY LN, Windermere, FL 34786
1/100 100

$625,000

Open 11/14 11AM-2PM

Single Family Home

4 Beds 3 Baths 2,683 SqFt

12809 HOLDENBURY LN, Windermere, FL 34786

The best sought-after WINDERMERE location! This beautiful Lakes of Windermere 4 bedroom 2.5 bath home was just updated t...

Listed by Lois Ann Cox, PA WATSON REALTY CORP

Stellar MLS
8291 PROCIDA ISLE LN, Windermere, FL 34786
3D

$775,000

Open Thu 5PM-7PM

Single Family Home

4 Beds 3 Baths 2,224 SqFt

8291 PROCIDA ISLE LN, Windermere, FL 34786

SELLER IS OFFERING A $10,000 CREDIT TO THE BUYER that can be used toward a rate buy-down, closing costs, or paying off t...

Listed by Anastasiia Zbihla KELLER WILLIAMS REALTY AT THE LAKES

Stellar MLS
800 W 2ND AVE, Windermere, FL 34786
1/78 78

$5,600,000

Open Sat 12PM-2PM

Single Family Home

5 Beds 5 Baths 5,511 SqFt

800 W 2ND AVE, Windermere, FL 34786

Set beneath a canopy of majestic live oaks along the shores of the Butler Chain of Lakes, this timeless estate has been ...

Listed by Julie Christensen ONE LUXURY INTERNATIONAL LLC

Stellar MLS
14353 CREST PALM AVE, Windermere, FL 34786
1/73 73

$919,990

Open Sat 1PM-5PM

Single Family Home

4 Beds 3 Baths 2,740 SqFt

14353 CREST PALM AVE, Windermere, FL 34786

GORGEOUS 4-BEDROOM, 3-BATH NEW CONSTRUCTION HOME IN AN EXCLUSIVE BOUTIQUE WINDERMERE COMMUNITY! <br> <br>Welcome to this...

Listed by Nancy Pruitt, PA OLYMPUS EXECUTIVE REALTY INC

Stellar MLS
14371 CREST PALM AVE, Windermere, FL 34786
1/67 67

$939,990

Open Sat 1PM-5PM

Single Family Home

4 Beds 4 Baths 3,153 SqFt

14371 CREST PALM AVE, Windermere, FL 34786

Virtually Staged. GORGEOUS 4-BEDROOM, 4-BATH NEW CONSTRUCTION HOME IN AN EXCLUSIVE BOUTIQUE WINDERMERE COMMUNITY! <br> <...

Listed by Nancy Pruitt, PA OLYMPUS EXECUTIVE REALTY INC

Stellar MLS
713 MAIN ST, Windermere, FL 34786
1/69 69

$1,999,000

Open Thu 4PM-6:30PM

Single Family Home

6 Beds 6 Baths 5,031 SqFt

713 MAIN ST, Windermere, FL 34786

SIGNIFICANT PRICE IMPROVEMENT! Come experience the character and charm of Historic Olde Windermere in a home that simply...

Listed by Kari Fleck THE REAL ESTATE COLLECTION LLC

Stellar MLS
11617 WATERSTONE LOOP DR, Windermere, FL 34786
1/78 78

$3,000,000

Active Under Contract

Single Family Home

4 Beds 5 Baths 4,957 SqFt

11617 WATERSTONE LOOP DR, Windermere, FL 34786

Under contract-accepting backup offers. Under Contract, Accepting Backup Offers. Beautifully appointed and thoughtfully ...

Listed by Monica Lochmandy ISLEWORTH REALTY LLC

Stellar MLS
6850 VALHALLA WAY, Windermere, FL 34786
1/57 57

$2,790,000

New

Single Family Home

5 Beds 7 Baths 5,225 SqFt

6850 VALHALLA WAY, Windermere, FL 34786

Welcome to Valhalla Way, an absolutely turn-key home, in the highly sought-after guard-gated community of Keene's Pointe...

Listed by Shane Croft COLDWELL BANKER REALTY

Stellar MLS
5509 MARLEON DR, Windermere, FL 34786
1/80 80

$3,350,000

Coming Soon

Single Family Home

5 Beds 6 Baths 5,483 SqFt

5509 MARLEON DR, Windermere, FL 34786

Timeless elegance and distinctive lakefront luxury unite in perfect harmony in this custom-built waterfront masterpiece....

Listed by Rob Rahter STOCKWORTH REALTY GROUP

Stellar MLS
6024 GREATWATER DR, Windermere, FL 34786
3D

$3,250,000

New

Single Family Home

5 Beds 6 Baths 6,370 SqFt

6024 GREATWATER DR, Windermere, FL 34786

Ideally located within the highly desirable, guard-gated Keene's Pointe community and situated on the 17th fairway of th...

Listed by Alice Anne Jackson CORCORAN PREMIER REALTY

Stellar MLS
12930 VENNETTA WAY, Windermere, FL 34786
1/30 30

$349,000

New

Townhouse

3 Beds 3 Baths 1,644 SqFt

12930 VENNETTA WAY, Windermere, FL 34786

Exceptional value in Windermere! Backing directly onto conservation land and green space, this 3-bedroom, 2.5-bath townh...

Listed by Laura Leigh Wood RE/MAX TOWN & COUNTRY REALTY

Stellar MLS
11545 BRICKYARD POND LN, Windermere, FL 34786
1/96 96

$2,200,000

New

Single Family Home

8 Beds 9 Baths 4,735 SqFt

11545 BRICKYARD POND LN, Windermere, FL 34786

Experience Lakefront Luxury in the Heart of Windermere! Nestled on a peaceful cul-de-sac in the desirable Lake Burden So...

Listed by Fernanda Pereira NOVA REAL ESTATE SERVICES INC

Stellar MLS
14038 BLUEBIRD PARK RD, Windermere, FL 34786
3D

$1,100,000

New

Single Family Home

4 Beds 4 Baths 3,348 SqFt

14038 BLUEBIRD PARK RD, Windermere, FL 34786

Rare Windermere opportunity with water on TWO sides... Direct waterfront on one, and scenic water views on the other. Se...

Listed by Allison Day RE/MAX TOWN & COUNTRY REALTY

Stellar MLS
8271 MARITIME FLAG ST #105, Windermere, FL 34786
1/36 36

$2,600

New

Townhouse

3 Beds 3 Baths 1,476 SqFt

8271 MARITIME FLAG ST #105, Windermere, FL 34786

Villa/townhome at lakeside at Windermere is a 3 bedroom and 2.5 bathroom, large kitchen with cabinets 42" and granite co...

Listed by Brigitte Elzarki COLDWELL BANKER REALTY

Stellar MLS
11103 BRIDGE HOUSE RD, Windermere, FL 34786
1/80 80

$6,750,000

New

Single Family Home

5 Beds 8 Baths 9,403 SqFt

11103 BRIDGE HOUSE RD, Windermere, FL 34786

Elegance defines this lakefront estate perched along the shores of Lake Butler, set behind the guarded-gates of the cove...

Listed by Rob Rahter STOCKWORTH REALTY GROUP

Stellar MLS
8325 VIVARO ISLE WAY, Windermere, FL 34786
1/44 44

$799,900

New

Single Family Home

4 Beds 3 Baths 3,038 SqFt

8325 VIVARO ISLE WAY, Windermere, FL 34786

Virtually Staged. **POND VIEWS & DISNEY FIREWORKS!** Prepare to be impressed by this beautifully appointed 4-bedroom, 3-...

Listed by Alex Vastardis COLDWELL BANKER REALTY

Stellar MLS
4302 ISABELLA CIR, Windermere, FL 34786
1/24 24

$13,800

New

Single Family Home

5 Beds 7 Baths 5,362 SqFt

4302 ISABELLA CIR, Windermere, FL 34786

WELCOME HOME TO CASABELLA. A LUXURIOUS WINDERMERE FLORIDA, GATED COMMUNITY, SOLAR HOME. <br>Nestled on CLOSE TO AN ACRE ...

Listed by Bruce Kalin JC FLORIDA REALTY LLC

Stellar MLS
727 MAGNOLIA ST, Windermere, FL 34786
1/7 7

$2,200

New

Single Family Home

2 Beds 1 Bath 891 SqFt

727 MAGNOLIA ST, Windermere, FL 34786

**LOCATION, LOCATION, LOCATION! EXPERIENCE THE CHARM OF LIVING IN THE HEART OF WINDERMERE!** Discover the opportunity to...

Listed by Ronald Fuenmayor EXP REALTY LLC

Stellar MLS
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The Agency FL
Andy Neal
+1(407) 619-3517
andy.neal@theagencyre.com
4757 The Grove Dr, Suite 124, Windermere, FL 34786, USA
  • Move to Windermere, FL
    1. I am ready to buy
    2. Best Neighborhoods in Windermere
    3. Bike Paths in Windermere, FL
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    8. Pros and Cons Living in Windermere
    9. Raising a Family in Windermere
    10. Top-Rated Schools in Windermere
    11. Retire in Windermere
    12. Watersports in Windermere
  • Sell My Home
    1. I'm Ready to Sell
    2. Our Process
    3. Housing Market Trends
  • Other Neighborhoods
    1. Winter Park
    2. Winter Garden
    3. Gotha
    4. Orlando
    5. Ocoee
  • About Andy Neal
    1. About Me
    2. Contact Me
    3. My Reviews
    4. Real Estate Blog
    5. Frequently Asked Questions
    6. Case Studies
IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

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Get My App

The Agency FL
Andy Neal
+1(407) 619-3517
andy.neal@theagencyre.com
4757 The Grove Dr, Suite 124, Windermere, FL 34786, USA
  • Move to Windermere, FL
    1. I am ready to buy
    2. Best Neighborhoods in Windermere
    3. Bike Paths in Windermere, FL
    4. Events & Festivals in Windermere
    5. Golf Courses in Windermere
    6. Homes For Sale in Windermere
    7. Property Taxes in Windermere
    8. Pros and Cons Living in Windermere
    9. Raising a Family in Windermere
    10. Top-Rated Schools in Windermere
    11. Retire in Windermere
    12. Watersports in Windermere
  • Sell My Home
    1. I'm Ready to Sell
    2. Our Process
    3. Housing Market Trends
  • Other Neighborhoods
    1. Winter Park
    2. Winter Garden
    3. Gotha
    4. Orlando
    5. Ocoee
  • About Andy Neal
    1. About Me
    2. Contact Me
    3. My Reviews
    4. Real Estate Blog
    5. Frequently Asked Questions
    6. Case Studies
IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility