Filters Reset
Save Search (1)
Save your search to get Alerts
20 Properties

20 Properties Available In Isleworth

  • Default
  • Price-High To Low
  • Price-Low To High
  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
Map
Grid
FL >Windermere >Isleworth >
Market Insights
5073 LATROBE DR, Windermere, FL 34786
1/34 34

$2,999,000

New

Single Family Home

4 Beds 6 Baths 4,706 SqFt

5073 LATROBE DR, Windermere, FL 34786

Set on an elevated corner homesite within Isleworth, this four-bedroom residence presents a unique opportunity to secure...

Listed by Michelle Corbin ISLEWORTH REALTY LLC

Stellar MLS
5199 LATROBE DR, Windermere, FL 34786
1/64 64

$5,300,000

Active

Single Family Home

6 Beds 7 Baths 4,665 SqFt

5199 LATROBE DR, Windermere, FL 34786

Set within the gates of renowned Isleworth, this beautifully reimagined golf-front estate presents an exceptional opport...

Listed by Monica Lochmandy ISLEWORTH REALTY LLC

Stellar MLS
4806 ALEXANDRA GARDEN CT, Windermere, FL 34786
1/67 67

$4,200,000

Pending

Single Family Home

5 Beds 7 Baths 5,695 SqFt

4806 ALEXANDRA GARDEN CT, Windermere, FL 34786

Under contract-accepting backup offers. Located within the Gardens Villas enclave of Isleworth Golf & Country Club, this...

Listed by Michelle Corbin ISLEWORTH REALTY LLC

Stellar MLS
6462 DEACON CIR, Windermere, FL 34786
1/46 46

$6,950,000

Active

Single Family Home

5 Beds 6 Baths 7,178 SqFt

6462 DEACON CIR, Windermere, FL 34786

Within the gates of Isleworth Golf & Country Club, along the shores of Lake Chase, this exceptional lakefront offers a r...

Listed by Michelle Corbin ISLEWORTH REALTY LLC

Stellar MLS
5138 FAIRWAY OAKS DR, Windermere, FL 34786
1/51 51

$5,500,000

Active

Single Family Home

4 Beds 5 Baths 4,330 SqFt

5138 FAIRWAY OAKS DR, Windermere, FL 34786

Set along Isleworth's signature 12th fairway, this fully reimagined estate captures the essence of refined golf course l...

Listed by Monica Lochmandy ISLEWORTH REALTY LLC

Stellar MLS
9144 ISLEWORTH GARDENS DR, Windermere, FL 34786
1/63 63

$4,450,000

Active

Single Family Home

3 Beds 5 Baths 5,004 SqFt

9144 ISLEWORTH GARDENS DR, Windermere, FL 34786

Experience refined luxury living in this extraordinary 5,004-square-foot garden villa estate nestled within Isleworth Go...

Listed by Megan Dowdy MEGAN DOWDY REALTY, LLC

Stellar MLS
5151 LATROBE DR, Windermere, FL 34786
1/57 57

$3,900,000

Active

Single Family Home

4 Beds 5 Baths 5,301 SqFt

5151 LATROBE DR, Windermere, FL 34786

Positioned along the stunning 4th fairway of the renowned Isleworth Golf & Country Club, this exceptional single-story e...

Listed by Monica Lochmandy ISLEWORTH REALTY LLC

Stellar MLS
5001 LATROBE DR, Windermere, FL 34786
1/40 40

$3,299,999

Active

Single Family Home

5 Beds 5 Baths 4,417 SqFt

5001 LATROBE DR, Windermere, FL 34786

One or more photo(s) has been virtually staged. Traditional five-bedroom four and a half bath pool home with an open lay...

Listed by Laura Diss Q BOUTIQUE SPECIALTY REALTY INC

Stellar MLS
9701 LAKE ISLEWORTH CT, Windermere, FL 34786
1/60 60

$12,500

Active

Single Family Home

3 Beds 3 Baths 3,535 SqFt

9701 LAKE ISLEWORTH CT, Windermere, FL 34786

Within the gates of Isleworth Golf and Country Club on a lovely cul-de-sac, you will discover this Golf Villa, boasting ...

Listed by Michelle Corbin ISLEWORTH REALTY LLC

Stellar MLS
5145 LATROBE DR, Windermere, FL 34786
1/73 73

$3,299,000

Active

Single Family Home

4 Beds 5 Baths 4,512 SqFt

5145 LATROBE DR, Windermere, FL 34786

Welcome to Isleworth Golf & Country Club. This home features a grand entrance that welcomes you with a spacious open fo...

Listed by Teresa Stewart SOUTHERN REALTY GROUP LLC

Stellar MLS
9323 GLADYS GARDEN CT, Windermere, FL 34786
1/84 84

$11,900,000

Active

Single Family Home

6 Beds 10 Baths 9,770 SqFt

9323 GLADYS GARDEN CT, Windermere, FL 34786

Brand new construction and fully furnished! Architecturally refined and intentionally designed by Ashley Martin Home, th...

Listed by Steve Healy CORCORAN PREMIER REALTY

Stellar MLS
5074 ISLEWORTH COUNTRY CLUB DR, Windermere, FL 34786
1/80 80

$7,250,000

Active

Single Family Home

5 Beds 7 Baths 7,099 SqFt

5074 ISLEWORTH COUNTRY CLUB DR, Windermere, FL 34786

A masterfully reimagined golf-front estate, this residence offers an unparalleled standard of luxury within the acclaime...

Listed by Armaan Memarpouri MEM REALTY GROUP

Stellar MLS
5050 ISLEWORTH COUNTRY CLUB DR, Windermere, FL 34786
1/40 40

$3,390,000

Active

Single Family Home

4 Beds 5 Baths 3,365 SqFt

5050 ISLEWORTH COUNTRY CLUB DR, Windermere, FL 34786

Situated on the 6th fairway along the course of Isleworth Golf & Country Club, this updated golf front sparkles with new...

Listed by Toni Cafferty COMPASS FLORIDA LLC

Stellar MLS
9725 CHESTNUT RIDGE DR, Windermere, FL 34786
1/61 61

$6,000,000

Active

Single Family Home

7 Beds 7 Baths 8,000 SqFt

9725 CHESTNUT RIDGE DR, Windermere, FL 34786

Newly renovated, this private Isleworth residence offers a rare balance of architectural authority, thoughtful design, a...

Listed by Dianna Desboyaux DOUGLAS ELLIMAN

Stellar MLS
5243 ISLEWORTH COUNTRY CLUB DR, Windermere, FL 34786
1/65 65

$5,100,000

Active

Single Family Home

4 Beds 6 Baths 6,424 SqFt

5243 ISLEWORTH COUNTRY CLUB DR, Windermere, FL 34786

Presenting a magnificent Isleworth golf front estate with sweeping lake views, perched above holes #2 and #9 and Lake Ch...

Listed by Rob Rahter STOCKWORTH REALTY GROUP

Stellar MLS
5036 LATROBE DR, Windermere, FL 34786
1/47 47

$4,900,000

Pending

Single Family Home

5 Beds 5 Baths 5,548 SqFt

5036 LATROBE DR, Windermere, FL 34786

Under contract-accepting backup offers. Within the gates of the renowned Isleworth Golf & Country Club, this beautiful l...

Listed by Monica Lochmandy ISLEWORTH REALTY LLC

Stellar MLS
9648 MCCORMICK PL, Windermere, FL 34786
1/61 61

$3,800,000

Pending

Single Family Home

3 Beds 4 Baths 4,751 SqFt

9648 MCCORMICK PL, Windermere, FL 34786

Stunning golf and lake views and beautifully updated grounds are hallmarks of this elegant Isleworth estate. Nestled alo...

Listed by Michelle Corbin ISLEWORTH REALTY LLC

Stellar MLS
4812 ALEXANDRA GARDEN CT, Windermere, FL 34786
1/66 66

$3,699,000

Active

Single Family Home

3 Beds 5 Baths 4,262 SqFt

4812 ALEXANDRA GARDEN CT, Windermere, FL 34786

Luxury villa living within the exclusive Gardens of Isleworth, part of the Isleworth Golf & Country Club. This exception...

Listed by Rob Rahter STOCKWORTH REALTY GROUP

Stellar MLS
9731 CHESTNUT RIDGE DR, Windermere, FL 34786
1/57 57

$3,400,000

Active

Single Family Home

4 Beds 4 Baths 4,877 SqFt

9731 CHESTNUT RIDGE DR, Windermere, FL 34786

Nestled within the gates of the renowned Isleworth Golf & Country Club, this beautiful four-bedroom estate offers nearly...

Listed by Monica Lochmandy ISLEWORTH REALTY LLC

Stellar MLS
4819 ALEXANDRA GARDEN CT, Windermere, FL 34786
1/44 44

$3,200,000

Active

Single Family Home

4 Beds 5 Baths 3,745 SqFt

4819 ALEXANDRA GARDEN CT, Windermere, FL 34786

Discover the effortless blend of luxury, privacy, and modern design in this lovely Gardens of Isleworth villa.  Featurin...

Listed by Michelle Corbin ISLEWORTH REALTY LLC

Stellar MLS
  • 1

explore listings near Isleworth

  • Open House
  • Price Reduced
  • Virtual Tour
  • 3D Tour
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

      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. Clermont
      2. Winter Park
      3. Winter Garden
      4. Davenport
      5. Gotha
      6. Lakeland
      7. Orlando
      8. Groveland
      9. Ocoee
      10. Deltona
      11. Oviedo
      12. Kissimmee
      About Andy Neal
      1. About Me
      2. Contact Me
      3. My Reviews
      4. Real Estate Blog
      5. Frequently Asked Questions
default

The Agency Orlando

Andy Neal

+1(407) 619-3517 andy.neal@theagencyre.com

Windermere, FL, 34786, 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

QUICK SEARCH
  • Homes For Sale in Dade City, FL
  • Homes For Sale in Lady Lake, FL
  • Homes For Sale in Orlando, FL
  • Homes For Sale in Groveland, FL
  • Homes For Sale in Windermere, FL
  • Homes For Sale in Deltona, FL
  • Homes For Sale in Lakeland, FL
  • Homes For Sale in Kissimmee, FL
  • Homes For Sale in Gotha, FL
  • Homes For Sale in Howey in the Hills, FL
  • Homes For Sale in Oviedo, FL
  • Homes For Sale in Winter Park, FL
  • Homes For Sale in Ocoee, FL
  • Homes For Sale in Winter Garden, FL
  • Homes For Sale in Davenport, FL
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

      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. Clermont
      2. Winter Park
      3. Winter Garden
      4. Davenport
      5. Gotha
      6. Lakeland
      7. Orlando
      8. Groveland
      9. Ocoee
      10. Deltona
      11. Oviedo
      12. Kissimmee
      About Andy Neal
      1. About Me
      2. Contact Me
      3. My Reviews
      4. Real Estate Blog
      5. Frequently Asked Questions
default

The Agency Orlando

Andy Neal

+1(407) 619-3517 andy.neal@theagencyre.com

Windermere, FL, 34786, 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