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Windermere, Windermere, FL
Map
384 Properties Available

384 Properties Available

The average price in the selected areas has remained stable. Learn more
  • Default
  • Price-High To Low
  • Price-Low To High
  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
6288 BLAKEFORD DR, Windermere, FL 34786
1/90
Active

$2,600,000

5 Beds7 Baths5,366 SqFt

6288 BLAKEFORD DR, Windermere, FL 34786

Listed by Ken Pozek REAL BROKER, LLC

Stellar MLS
8764 LOOKOUT POINTE DR, Windermere, FL 34786
1/53
Pending

$1,085,000

4 Beds4 Baths3,423 SqFt

8764 LOOKOUT POINTE DR, Windermere, FL 34786

Listed by Ken Pozek REAL BROKER, LLC

Stellar MLS
14242 DESERT HAVEN ST #GE, Windermere, FL 34786
1/32
Active

$2,550

3 Beds3 Baths1,534 SqFt

14242 DESERT HAVEN ST #GE, Windermere, FL 34786

Listed by James Goodyear REAL BROKER, LLC

Stellar MLS
2 CHASE RD, Windermere, FL 34786
1/3
Active

$3,200,000

4 Beds5 Baths3,889 SqFt

2 CHASE RD, Windermere, FL 34786

Listed by Matthew Hughes REAL BROKER, LLC

Stellar MLS
2107 WESTOVER RESERVE BLVD, Windermere, FL 34786
1/51
Active

$1,060,000

4 Beds4 Baths4,676 SqFt

2107 WESTOVER RESERVE BLVD, Windermere, FL 34786

Listed by Ken Pozek REAL BROKER, LLC

Stellar MLS
8259 MARITIME FLAG ST #4, Windermere, FL 34786
1/34
Active

$330,000

3 Beds3 Baths1,460 SqFt

8259 MARITIME FLAG ST #4, Windermere, FL 34786

Listed by Lindsey Hudson REAL BROKER, LLC

Stellar MLS
11520 VIA LUCERNA CIR, Windermere, FL 34786
1/87
Active

$599,000

4 Beds2 Baths2,505 SqFt

11520 VIA LUCERNA CIR, Windermere, FL 34786

Listed by Gretchen Carlson, PA REAL BROKER, LLC

Stellar MLS
14242 DESERT HAVEN ST #GE, Windermere, FL 34786
1/28
Active

$330,000

3 Beds3 Baths1,534 SqFt

14242 DESERT HAVEN ST #GE, Windermere, FL 34786

Listed by James Goodyear REAL BROKER, LLC

Stellar MLS
4047 ISABELLA CIR, Windermere, FL 34786
1/81
Pending

$2,850,000

6 Beds8 Baths8,372 SqFt

4047 ISABELLA CIR, Windermere, FL 34786

Listed by Ken Pozek REAL BROKER, LLC

Stellar MLS
11025 LEDGEMENT LN, Windermere, FL 34786
1/57
Pending

$949,000

4 Beds4 Baths3,024 SqFt

11025 LEDGEMENT LN, Windermere, FL 34786

Listed by Christina Fata REAL BROKER, LLC

Stellar MLS
2 CHASE RD, Windermere, FL 34786
Active

$650,000

0.44 Acres

2 CHASE RD, Windermere, FL 34786

Listed by Matthew Hughes REAL BROKER, LLC

Stellar MLS
1516 HEMPEL AVE, Windermere, FL 34786
1/30
Active

$675,000

0.49 Acres

1516 HEMPEL AVE, Windermere, FL 34786

Listed by Matthew Hughes REAL BROKER, LLC

Stellar MLS
6718 ROMNEY LN, Windermere, FL 34786
1/56
Open Sat 2PM-4PM

$600,000

4 Beds3 Baths2,460 SqFt

6718 ROMNEY LN, Windermere, FL 34786

Listed by Tyler Gibson LLC LPT REALTY, LLC

Stellar MLS
7545 RIPPLEPOINTE WAY, Windermere, FL 34786
1/15
Open Sat 11AM-3PM

$429,900

3 Beds3 Baths1,620 SqFt

7545 RIPPLEPOINTE WAY, Windermere, FL 34786

Listed by Rob Jones OFFERPAD BROKERAGE FL, LLC

Stellar MLS
17521 BLACK RAIL ST, Windermere, FL 34786
1/29
Open Sun 12PM-3PM

$1,575,000

6 Beds5 Baths5,316 SqFt

17521 BLACK RAIL ST, Windermere, FL 34786

Listed by Rebecca Puig CHARLES RUTENBERG REALTY ORLANDO

Stellar MLS
5844 SOTER LN, Windermere, FL 34786
1/39
Open Sat 1PM-3PM

$449,000

3 Beds3 Baths1,976 SqFt

5844 SOTER LN, Windermere, FL 34786

Listed by Silvia Kinkela, PA SERHANT

Stellar MLS
6146 GOLDEN DEWDROP TRL, Windermere, FL 34786
1/73
Open Sat 12PM-4PM

$1,225,000

7 Beds5 Baths4,751 SqFt

6146 GOLDEN DEWDROP TRL, Windermere, FL 34786

Listed by Simi Lakhani KELLER WILLIAMS CLASSIC

Stellar MLS
6343 MERRICK LANDING BLVD, Windermere, FL 34786
1/42
Open Sat 11AM-1PM
3D

$339,775

2 Beds2 Baths1,068 SqFt

6343 MERRICK LANDING BLVD, Windermere, FL 34786

Listed by Wendell Landt BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

Stellar MLS
109 E 12TH AVE, Windermere, FL 34786
1/73
Open Sat 1AM-3PM

$1,224,000

4 Beds4 Baths2,791 SqFt

109 E 12TH AVE, Windermere, FL 34786

Listed by Robert Larkan, Jr THE AGENCY ORLANDO

Stellar MLS
7777 MOSER AVE, Windermere, FL 34786
1/32
Open Sat 12PM-2PM

$399,000

3 Beds3 Baths1,670 SqFt

7777 MOSER AVE, Windermere, FL 34786

Listed by Rebekah McDaniel CREEGAN GROUP

Stellar MLS
2125 KANE PARK WAY, Windermere, FL 34786
1/63
Open Sun 11:30AM-2:30PM

$1,075,000

4 Beds3 Baths2,743 SqFt

2125 KANE PARK WAY, Windermere, FL 34786

Listed by Deb Schroeder INFINITY REALTY GROUP LLC

Stellar MLS
12530 CLIMBING VINE CT, Windermere, FL 34786
1/68
Open Fri 4PM-8PM

$999,000

5 Beds4 Baths3,407 SqFt

12530 CLIMBING VINE CT, Windermere, FL 34786

Listed by Andy Neal THE AGENCY ORLANDO

Stellar MLS
12060 VIA CASELLI LN, Windermere, FL 34786
1/45
Open Sun 11:30AM-2:30PM

$489,999

4 Beds3 Baths1,786 SqFt

12060 VIA CASELLI LN, Windermere, FL 34786

Listed by Avani Shah COLDWELL BANKER REALTY

Stellar MLS
6799 HELMSLEY CIR, Windermere, FL 34786
1/61
Open Sat 1PM-4PM

$691,000

4 Beds4 Baths2,615 SqFt

6799 HELMSLEY CIR, Windermere, FL 34786

Listed by Maqueli Gewehr WRA BUSINESS & REAL ESTATE

Stellar MLS
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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.

SITE MAP

      Home
      Buy
      1. Featured Listings
      2. All Listings
      3. Looking for New Construction
      4. Sold Listings
      5. Buyer Information
      6. Mortgage Calculator
      Sell
      1. Sell My Home
      2. Home Valuation
      3. Seller Information
      About
      1. About Us
      2. Meet the Team
      3. Contact Us
      4. Local Partners
      5. Reviews
      6. Our Blogs
      Orlando Area Home Listings
      Neighborhoods
      1. Highlands Reserve
      2. Celebration
      3. Windermere
      4. Four Corners
      5. Lindfields
      6. Winter Garden
      7. ChampionsGate
      Area Search
      1. Central Florida Search
      2. Space Coast Search
      3. New Construction Search
      Vacation Rental Homes
      1. ChampionsGate Resort
      2. Encore Club Resort
      3. Reunion Resort
      4. Solara Resort
      5. Solterra Resort
      6. Storey Lake Resort
      7. Windsor at Westside Resort
      8. Windsor Island Resort
      Resources
      1. Market Snapshot
      2. Web Accessibility Help
      3. Real Estate Glossary
JCP Team White with Real Horizontal A

The JC Penny Team

Jon Penny License ID: BK3055942

+1(863) 899-0830 jon@jcpennyteam.com

8291 Champions Gate Blvd, Davenport, FL, 33896, USA

Get My App

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

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

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.

SITE MAP

      Home
      Buy
      1. Featured Listings
      2. All Listings
      3. Looking for New Construction
      4. Sold Listings
      5. Buyer Information
      6. Mortgage Calculator
      Sell
      1. Sell My Home
      2. Home Valuation
      3. Seller Information
      About
      1. About Us
      2. Meet the Team
      3. Contact Us
      4. Local Partners
      5. Reviews
      6. Our Blogs
      Orlando Area Home Listings
      Neighborhoods
      1. Highlands Reserve
      2. Celebration
      3. Windermere
      4. Four Corners
      5. Lindfields
      6. Winter Garden
      7. ChampionsGate
      Area Search
      1. Central Florida Search
      2. Space Coast Search
      3. New Construction Search
      Vacation Rental Homes
      1. ChampionsGate Resort
      2. Encore Club Resort
      3. Reunion Resort
      4. Solara Resort
      5. Solterra Resort
      6. Storey Lake Resort
      7. Windsor at Westside Resort
      8. Windsor Island Resort
      Resources
      1. Market Snapshot
      2. Web Accessibility Help
      3. Real Estate Glossary
JCP Team White with Real Horizontal A

The JC Penny Team

Jon Penny License ID: BK3055942

+1(863) 899-0830 jon@jcpennyteam.com

8291 Champions Gate Blvd, Davenport, FL, 33896, USA

Get My App

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

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