7,326

Lake Butler Orange, FL Homes

Section Image
  • 11025 Ledgement Ln, Windermere, FL 34786
    11025 Ledgement Ln, Windermere, FL 34786
    /2

    $900,000

    Sold Jan 12, 2026

    11025 Ledgement Ln, Windermere, FL 34786

    • 4 Beds
    • 3.5 Baths
    • 3,024 Sq Ft
    • Built 2003

    Last Sold Summary

    • 9% Below List Price
    • $298/SF
    • 222 Days On Market

    Current Estimated Value $891,407

    Last Listing Agent Christina Fata REAL BROKER, LLC

    11025 Ledgement Ln, Windermere, FL 34786
    • 8168 Boat Hook Loop Unit 707, Windermere, FL 34786
      8168 Boat Hook Loop Unit 707, Windermere, FL 34786
      /2

      Est $293,057

      Not Listed For Sale

      8168 Boat Hook Loop Unit 707, Windermere, FL 34786

      • 3 Beds
      • 2 Baths
      • 1,332 Sq Ft
      • Built 2006
      8168 Boat Hook Loop Unit 707, Windermere, FL 34786

      Last Sold Summary

      • 147 Days On Market

      Last Listing Agent Wende Landt BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

  • 9316 Gladys Garden Ct, Windermere, FL 34786
    9316 Gladys Garden Ct, Windermere, FL 34786
    9316 Gladys Garden Ct, Windermere, FL 34786
    /73

    $6,500,000

    New Construction
    • 5 Beds
    • 6.5 Baths
    • 5,471 Sq Ft

    9316 Gladys Garden Ct, Windermere, FL 34786

    Virtually Staged. An exceptional new construction offering within The Gardens of Isleworth, this newly completed residence by premier custom homebuilder Goehring & Morgan presents a rare opportunity to enjoy the ease of modern luxury within one of the world's most distinguished golf club communities. Thoughtfully designed and never lived in, the home combines timeless architecture with

    Monica Lochmandy ISLEWORTH REALTY LLC

    9316 Gladys Garden Ct, Windermere, FL 34786
  • 1125 Kelso Blvd, Windermere, FL 34786
    1125 Kelso Blvd, Windermere, FL 34786
    /2

    $1,375,000

    Sold Jul 13, 2026

    1125 Kelso Blvd, Windermere, FL 34786

    • 4 Beds
    • 3.5 Baths
    • 3,660 Sq Ft
    • Built 1992

    Last Sold Summary

    • 4% Below List Price
    • $376/SF
    • 14 Days On Market

    Current Estimated Value $1,507,317

    Last Listing Agent Ken Teixeira WEICHERT REALTORS HALLMARK PROPERTIES

    1125 Kelso Blvd, Windermere, FL 34786
    • 8168 Boat Hook Loop Unit 102, Windermere, FL 34786
      8168 Boat Hook Loop Unit 102, Windermere, FL 34786
      8168 Boat Hook Loop Unit 102, Windermere, FL 34786
      /38

      Est $286,109

      Not Listed For Sale

      8168 Boat Hook Loop Unit 102, Windermere, FL 34786

      • 2 Beds
      • 2 Baths
      • 1,161 Sq Ft
      • Built 2006
      8168 Boat Hook Loop Unit 102, Windermere, FL 34786

      Last Sold Summary

      • 50 Days On Market

      Last Listing Agent Belkys Zambrano METROPOLITAN R.E SOLUTIONS INC

  • 0 Dingens Ave Unit MFRO6441380, Windermere, FL 34786
    0 Dingens Ave Unit MFRO6441380, Windermere, FL 34786
    0 Dingens Ave Unit MFRO6441380, Windermere, FL 34786
    /23

    $500,000

    Under Contract
    • Land
    • 19,166 Sq Ft
    • $1,136,364 per Acre

    0 Dingens Ave Unit MFRO6441380, Windermere, FL 34786

    Under contract-accepting backup offers. Build your dream home in Windermere. Opportunity is knocking in one of Central Florida’s most desirable areas! This spacious nearly half-acre vacant lot on Dingens Avenue in Windermere offers the perfect opportunity to bring your vision to life and build the home you have always wanted. One of the biggest advantages of this property is NO HOA! Enjoy the

    Simon Simaan THE SIMON SIMAAN GROUP

    0 Dingens Ave Unit MFRO6441380, Windermere, FL 34786
  • 10915 Ledgement Ln, Windermere, FL 34786
    10915 Ledgement Ln, Windermere, FL 34786
    /2

    $1,010,000

    Sold May 27, 2026

    10915 Ledgement Ln, Windermere, FL 34786

    • 4 Beds
    • 3.5 Baths
    • 2,818 Sq Ft
    • Built 2003

    Last Sold Summary

    • 3% Below List Price
    • $358/SF
    • 113 Days On Market

    Current Estimated Value $993,225

    Last Listing Agent Eric Zimmerman RE/MAX ADVANTAGE

    10915 Ledgement Ln, Windermere, FL 34786
    • 8192 Boat Hook Loop Unit 104, Windermere, FL 34786
      8192 Boat Hook Loop Unit 104, Windermere, FL 34786
      8192 Boat Hook Loop Unit 104, Windermere, FL 34786
      /18

      Est $298,778

      Not Listed For Sale

      8192 Boat Hook Loop Unit 104, Windermere, FL 34786

      • 3 Beds
      • 2 Baths
      • 1,332 Sq Ft
      • Built 2006
      8192 Boat Hook Loop Unit 104, Windermere, FL 34786

      Last Sold Summary

      • 36 Days On Market

      Last Listing Agent Jackie Yuan JHY REALTY INVESTMENTS, LLC

  • 13327 Lake Clarice Dr, Windermere, FL 34786
    13327 Lake Clarice Dr, Windermere, FL 34786
    13327 Lake Clarice Dr, Windermere, FL 34786
    /45

    $2,090,000

    $90K PRICE DROP Under Contract
    • 5 Beds
    • 4 Baths
    • 4,867 Sq Ft

    13327 Lake Clarice Dr, Windermere, FL 34786

    Under contract-accepting backup offers. Huge Price Improvement of $90,000! Seller is motivated! Nestled on 1.26 pristine lakefront acres within the exclusive Estates at Lake Clarice community and zoned for top-rated public schools, this custom-built estate offers an extraordinary blend of luxury, privacy, and lifestyle in the heart of Windermere. With expansive lake frontage and the opportunity

    Rita Phillips FLORIDA REALTY INVESTMENTS

    13327 Lake Clarice Dr, Windermere, FL 34786
  • 11044 Hawkshead Ct Unit 2, Windermere, FL 34786
    11044 Hawkshead Ct Unit 2, Windermere, FL 34786
    /2

    $1,335,000

    Sold May 11, 2026

    11044 Hawkshead Ct Unit 2, Windermere, FL 34786

    • 5 Beds
    • 4.5 Baths
    • 4,257 Sq Ft
    • Built 2004

    Last Sold Summary

    • 5% Below List Price
    • $314/SF
    • 31 Days On Market

    Current Estimated Value $1,347,891

    Last Listing Agent Jennie Ho MAY HO REALTY

    11044 Hawkshead Ct Unit 2, Windermere, FL 34786
    • 8180 Boat Hook Loop Unit 108, Windermere, FL 34786
      8180 Boat Hook Loop Unit 108, Windermere, FL 34786
      /2

      Est $312,657

      Not Listed For Sale

      8180 Boat Hook Loop Unit 108, Windermere, FL 34786

      • 3 Beds
      • 2 Baths
      • 1,442 Sq Ft
      • Built 2006
      8180 Boat Hook Loop Unit 108, Windermere, FL 34786

      Last Sold Summary

      • 197 Days On Market

      Last Listing Agent Hans Welbergen WINDERMERE INTERNATIONAL REALTY

  • 0 Windy Ridge Rd Unit MFRO6439497, Windermere, FL 34786
    0 Windy Ridge Rd Unit MFRO6439497, Windermere, FL 34786
    0 Windy Ridge Rd Unit MFRO6439497, Windermere, FL 34786
    /4

    $5,250,000

    • Land
    • 2.9 Acres
    • $1,810,345 per Acre

    0 Windy Ridge Rd Unit MFRO6439497, Windermere, FL 34786

    Exceptional lakefront opportunity to build on one of the most coveted sites along The Butler Chain of Lakes. This prime and elevated lot is 215 feet wide and one of three being carved out of a larger compound to create an extraordinary and private home site being offered for the first time. No time frame to build, no HOA approval, and a convenient location in East Windermere, bypassing downtown

    Rob Rahter STOCKWORTH REALTY GROUP

    0 Windy Ridge Rd Unit MFRO6439497, Windermere, FL 34786
  • 5148 Sun Palm Dr, Windermere, FL 34786
    5148 Sun Palm Dr, Windermere, FL 34786
    /2

    $555,000

    Sold Nov 07, 2025

    5148 Sun Palm Dr, Windermere, FL 34786

    • 3 Beds
    • 2 Baths
    • 1,819 Sq Ft
    • Built 1987

    Last Sold Summary

    • 3% Below List Price
    • $305/SF
    • 33 Days On Market

    Current Estimated Value $564,513

    Last Listing Agent Amanda Salazar PREMIER SOTHEBYS INT'L REALTY

    5148 Sun Palm Dr, Windermere, FL 34786
    • 8180 Boat Hook Loop Unit 105, Windermere, FL 34786
      8180 Boat Hook Loop Unit 105, Windermere, FL 34786
      8180 Boat Hook Loop Unit 105, Windermere, FL 34786
      /28

      Est $303,400

      Not Listed For Sale

      8180 Boat Hook Loop Unit 105, Windermere, FL 34786

      • 3 Beds
      • 2 Baths
      • 1,332 Sq Ft
      • Built 2006
      8180 Boat Hook Loop Unit 105, Windermere, FL 34786

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Darryl Donkel HOME WISE REALTY GROUP, INC.

  • 5199 Latrobe Dr, Windermere, FL 34786
    5199 Latrobe Dr, Windermere, FL 34786
    5199 Latrobe Dr, Windermere, FL 34786
    /64

    $5,300,000

    • 6 Beds
    • 6.5 Baths
    • 4,665 Sq Ft

    5199 Latrobe Dr, Windermere, FL 34786

    Virtually Staged. Set within the gates of renowned Isleworth, this beautifully reimagined golf-front estate presents an exceptional opportunity to experience refined Central Florida living at its finest. Perfectly positioned along Isleworth’s celebrated championship golf course, the residence captures sweeping views of the fourth fairway while offering the privacy, comfort, and sophistication

    Monica Lochmandy ISLEWORTH REALTY LLC

    5199 Latrobe Dr, Windermere, FL 34786
  • 9139 Tibet Pointe Cir, Windermere, FL 34786
    9139 Tibet Pointe Cir, Windermere, FL 34786
    /2

    $4,800,000

    Sold Oct 10, 2025

    9139 Tibet Pointe Cir, Windermere, FL 34786

    • 6 Beds
    • 9 Baths
    • 10,341 Sq Ft
    • Built 2007

    Last Sold Summary

    • 3% Below List Price
    • $464/SF
    • 0 Days On Market

    Current Estimated Value $5,483,698

    Last Listing Agent Angela Durruthy KEENE'S POINTE REALTY

    9139 Tibet Pointe Cir, Windermere, FL 34786
    • 8180 Boat Hook Loop Unit 103, Windermere, FL 34786
      8180 Boat Hook Loop Unit 103, Windermere, FL 34786
      /2

      Est $305,297

      Not Listed For Sale

      8180 Boat Hook Loop Unit 103, Windermere, FL 34786

      • 3 Beds
      • 2 Baths
      • 1,442 Sq Ft
      • Built 2006
      8180 Boat Hook Loop Unit 103, Windermere, FL 34786

      Last Sold Summary

      • 124 Days On Market

      Last Listing Agent Jennifer McCarty ORCHARD BROKERAGE, LLC

  • 9527 Queensbury Ct, Windermere, FL 34786
    9527 Queensbury Ct, Windermere, FL 34786
    9527 Queensbury Ct, Windermere, FL 34786
    /44

    $1,375,000

    $125K PRICE DROP
    • 5 Beds
    • 6 Baths
    • 5,378 Sq Ft

    9527 Queensbury Ct, Windermere, FL 34786

    PRICE IMPROVEMENT!!!! UPDATED PHOTOS! Rare opportunity to purchase in the Windermere's Windsor Hill community on a quiet cul-de-sac. This spacious 5-bedroom home offers over 5,300 square feet of flexible living space designed for both everyday living and entertaining. Situated on nearly half an acre, the property features a functional layout with large gathering spaces, high ceilings, and plenty

    Tamar Hill THE PROPERTY PROS REAL ESTATE, INC

    9527 Queensbury Ct, Windermere, FL 34786
  • 11472 Center Lake Dr, Windermere, FL 34786
    11472 Center Lake Dr, Windermere, FL 34786
    /2

    $429,000

    Sold Aug 14, 2026

    11472 Center Lake Dr, Windermere, FL 34786

    • 4 Beds
    • 2.5 Baths
    • 1,898 Sq Ft
    • Built 2014

    Last Sold Summary

    • 10% Below List Price
    • $226/SF
    • 30 Days On Market

    Current Estimated Value $438,531

    Last Listing Agent Erika Gao RC GROUP REALTY LLC

    11472 Center Lake Dr, Windermere, FL 34786
    • 8180 Boat Hook Loop Unit 205, Windermere, FL 34786
      8180 Boat Hook Loop Unit 205, Windermere, FL 34786
      /2

      Est $313,246

      Not Listed For Sale

      8180 Boat Hook Loop Unit 205, Windermere, FL 34786

      • 3 Beds
      • 2 Baths
      • 1,332 Sq Ft
      • Built 2006
      8180 Boat Hook Loop Unit 205, Windermere, FL 34786

      Last Sold Summary

      • 28 Days On Market

      Last Listing Agent Jennifer Harned MAINFRAME REAL ESTATE

  • 1238 Lake Whitney Dr, Windermere, FL 34786
    1238 Lake Whitney Dr, Windermere, FL 34786
    1238 Lake Whitney Dr, Windermere, FL 34786
    /55

    $1,900,000

    $200K PRICE DROP
    • 4 Beds
    • 5.5 Baths
    • 5,515 Sq Ft

    1238 Lake Whitney Dr, Windermere, FL 34786

    Stunning Lakefront Mediterranean Retreat on Lake Whitney! Discover this spacious, breathtaking lakefront home nestled along the banks of Lake Whitney. Enjoy spectacular views from your private dock, deck, boat lift, & open-air boathouse, perfect for water sports, lake-side entertaining, BBQs, & catching mesmerizing sunsets. Ski friendly Lake Whitney is a great spot for wakeboarding, jet skiing or

    Jason Crane JASON CRANE REAL ESTATE LLC

    1238 Lake Whitney Dr, Windermere, FL 34786
  • 3013 Seigneury Dr, Windermere, FL 34786
    3013 Seigneury Dr, Windermere, FL 34786
    /2

    $1,575,000

    Sold Aug 31, 2026

    3013 Seigneury Dr, Windermere, FL 34786

    • 4 Beds
    • 5 Baths
    • 5,130 Sq Ft
    • Built 2002

    Last Sold Summary

    • 17% Below List Price
    • $307/SF
    • 181 Days On Market

    Current Estimated Value $1,760,990

    Last Listing Agent Rob Rahter STOCKWORTH REALTY GROUP

    3013 Seigneury Dr, Windermere, FL 34786
    • 11562 Amidship Ln Unit 106, Windermere, FL 34786
      11562 Amidship Ln Unit 106, Windermere, FL 34786
      /2

      Est $311,541

      Not Listed For Sale

      11562 Amidship Ln Unit 106, Windermere, FL 34786

      • 3 Beds
      • 2 Baths
      • 1,455 Sq Ft
      • Built 2006
      11562 Amidship Ln Unit 106, Windermere, FL 34786

      Last Sold Summary

      • 138 Days On Market

      Last Listing Agent Ross Magedoff DALTON WADE INC

  • 4226 Downeast Ln, Windermere, FL 34786
    4226 Downeast Ln, Windermere, FL 34786
    4226 Downeast Ln, Windermere, FL 34786
    /28

    $9,750,000

    $2M PRICE DROP
    • Land
    • 9.03 Acres
    • $1,079,734 per Acre

    4226 Downeast Ln, Windermere, FL 34786

    DRAMATIC PRICE IMPROVEMENT on this exceptional 5+ acre Lake Down development opportunity, offering 300 feet of pristine shoreline on the coveted BUTLER CHAIN of Lakes and positioned on the best side of WINDERMERE with unmatched convenience to SR-408 and downtown Orlando. This rare parcel, zoned R-CE, allows for the creation of up to THREE luxury lakefront homes or a single premier estate

    Thad Czapka COLDWELL BANKER REALTY

    4226 Downeast Ln, Windermere, FL 34786
  • 8168 Boat Hook Loop Unit 207/714, Windermere, FL 34786
    8168 Boat Hook Loop Unit 207/714, Windermere, FL 34786
    /2

    $305,000

    Sold Mar 30, 2026

    8168 Boat Hook Loop Unit 207/714, Windermere, FL 34786

    • 3 Beds
    • 2 Baths
    • 1,455 Sq Ft
    • Built 2006

    Last Sold Summary

    • 11% Below List Price
    • $210/SF
    • 39 Days On Market

    Current Estimated Value $312,924

    Last Listing Agent Corey Cannon BHHS FLORIDA REALTY

    8168 Boat Hook Loop Unit 207/714, Windermere, FL 34786
    • 11562 Amidship Ln Unit 102, Windermere, FL 34786
      11562 Amidship Ln Unit 102, Windermere, FL 34786
      11562 Amidship Ln Unit 102, Windermere, FL 34786
      /21

      Est $284,808

      Not Listed For Sale

      11562 Amidship Ln Unit 102, Windermere, FL 34786

      • 2 Beds
      • 2 Baths
      • 1,161 Sq Ft
      • Built 2006
      11562 Amidship Ln Unit 102, Windermere, FL 34786

      Last Sold Summary

      • 54 Days On Market

      Last Listing Agent Miguel Osorio CENTURY 21 CARIOTI

  • 5526 Marleon Dr, Windermere, FL 34786
    5526 Marleon Dr, Windermere, FL 34786
    5526 Marleon Dr, Windermere, FL 34786
    /98

    $2,500,000

    • 5 Beds
    • 5 Baths
    • 4,661 Sq Ft

    5526 Marleon Dr, Windermere, FL 34786

    A rare opportunity to own one of just 18 custom estate homes in this exclusive Windermere enclave of Lake Davis Reserve. Set on more than half an acre, this impressive five-bedroom residence spans over 4,600 square feet, offering a remarkable sense of privacy and seclusion while remaining right in the heart of Windermere.From the moment you enter through the custom iron doors, the

    Benjamin Attwood SERHANT

    5526 Marleon Dr, Windermere, FL 34786
  • 11514 Via Lucerna Cir, Windermere, FL 34786
    11514 Via Lucerna Cir, Windermere, FL 34786
    /2

    $715,000

    Sold Sep 26, 2025

    11514 Via Lucerna Cir, Windermere, FL 34786

    • 5 Beds
    • 4.5 Baths
    • 2,871 Sq Ft
    • Built 2006

    Last Sold Summary

    • 8% Below List Price
    • $249/SF
    • 483 Days On Market

    Current Estimated Value $725,596

    Last Listing Agent Humberto Cuevas LA ROSA REALTY LLC

    11514 Via Lucerna Cir, Windermere, FL 34786
    • 10556 Park Ridge Gotha Rd, Windermere, FL 34786
      10556 Park Ridge Gotha Rd, Windermere, FL 34786
      /2

      Est $867,849

      Not Listed For Sale

      10556 Park Ridge Gotha Rd, Windermere, FL 34786

      • 3 Beds
      • 2 Baths
      • 1,786 Sq Ft
      • Built 1979
      10556 Park Ridge Gotha Rd, Windermere, FL 34786

      Last Sold Summary

      • 124 Days On Market

      Last Listing Agent Eddie Otton OTTON REALTY LLC

  • 6124 Foxfield Ct, Windermere, FL 34786
    6124 Foxfield Ct, Windermere, FL 34786
    6124 Foxfield Ct, Windermere, FL 34786
    /48

    $1,250,000

    $45K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,887 Sq Ft

    6124 Foxfield Ct, Windermere, FL 34786

    Nestled on a quiet cul-de-sac in the desirable Hamilton Village section of Keene's Pointe, this beautifully maintained one-story Golf Villa offers the perfect blend of comfort, elegance, and low-maintenance living. Featuring 4 bedrooms, 3 bathrooms, and nearly 2,900 square feet of thoughtfully designed living space, this residence showcases extensive hardwood flooring, upgraded cabinetry, granite

    Michael Julian JULIAN PROPERTIES, INC.

    6124 Foxfield Ct, Windermere, FL 34786
  • 5837 Caymus Loop, Windermere, FL 34786
    5837 Caymus Loop, Windermere, FL 34786
    /2

    $1,265,000

    Sold Jun 29, 2026

    5837 Caymus Loop, Windermere, FL 34786

    • 4 Beds
    • 3 Baths
    • 2,937 Sq Ft
    • Built 2004

    Last Sold Summary

    • 6% Below List Price
    • $431/SF
    • 38 Days On Market

    Current Estimated Value $1,296,133

    Last Listing Agent Jay Stewart SOUTHERN REALTY GROUP LLC

    5837 Caymus Loop, Windermere, FL 34786
    • 9247 Tibet Pointe Cir, Windermere, FL 34786
      9247 Tibet Pointe Cir, Windermere, FL 34786
      9247 Tibet Pointe Cir, Windermere, FL 34786
      /50

      Est $4,744,036

      Not Listed For Sale

      9247 Tibet Pointe Cir, Windermere, FL 34786

      • 6 Beds
      • 6.5 Baths
      • 6,849 Sq Ft
      • Built 2013
      9247 Tibet Pointe Cir, Windermere, FL 34786

      Last Sold Summary

      • 70 Days On Market

      Last Listing Agent Angela Durruthy KEENE'S POINTE REALTY

  • 7327 Millstone St, Windermere, FL 34786
    7327 Millstone St, Windermere, FL 34786
    7327 Millstone St, Windermere, FL 34786
    /26

    $449,000

    $30K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,531 Sq Ft

    7327 Millstone St, Windermere, FL 34786

    Virtually Staged. This former model corner unit townhome (3 bed, 2.5 bath) offers maintenance free living in one of Windermere's most sought-after neighborhoods. It features an open floor plan, a bright corner kitchen with granite countertops, a spacious paved backyard, ample storage and a rear large attached 2 car garage. Enjoy nature views from the large front porch. Located in a highly

    Storm Miller COMPASS FLORIDA LLC

    7327 Millstone St, Windermere, FL 34786
  • 11531 Vicolo Loop, Windermere, FL 34786
    11531 Vicolo Loop, Windermere, FL 34786
    /2

    $575,000

    Sold May 05, 2026

    11531 Vicolo Loop, Windermere, FL 34786

    • 4 Beds
    • 2 Baths
    • 2,280 Sq Ft
    • Built 2003

    Last Sold Summary

    • 1% Below List Price
    • $252/SF
    • 93 Days On Market

    Current Estimated Value $579,911

    Last Listing Agent Cindy Rosenbloom THE ROSENBLOOM TEAM

    11531 Vicolo Loop, Windermere, FL 34786
    • 9205 Tibet Pointe Cir, Windermere, FL 34786
      9205 Tibet Pointe Cir, Windermere, FL 34786
      /2

      Est $5,332,523

      Not Listed For Sale

      9205 Tibet Pointe Cir, Windermere, FL 34786

      • 5 Beds
      • 10 Baths
      • 8,259 Sq Ft
      • Built 2008
      9205 Tibet Pointe Cir, Windermere, FL 34786

      Last Sold Summary

      • 151 Days On Market

      Last Listing Agent Janet Allen PREMIER SOTHEBYS INT'L REALTY

  • 1452 Dingens Ave, Windermere, FL 34786
    1452 Dingens Ave, Windermere, FL 34786
    1452 Dingens Ave, Windermere, FL 34786
    /56

    $699,000

    $26K PRICE DROP Under Contract
    • 4 Beds
    • 2 Baths
    • 2,433 Sq Ft

    1452 Dingens Ave, Windermere, FL 34786

    Under contract-accepting backup offers. Virtually Staged. A rare opportunity to own one of the few oversized homesites remaining in the heart of prestigious Windermere. Nestled on a beautifully maintained .68-acre lot with no HOA, this exceptional property offers endless possibilities in one of Central Florida's most sought-after locations. The street itself is a perfect blend of timeless charm

    Brandie Mathison-Klein KELLER WILLIAMS ELITE PARTNERS III REALTY

    1452 Dingens Ave, Windermere, FL 34786
  • 9743 Chestnut Ridge Dr, Windermere, FL 34786
    9743 Chestnut Ridge Dr, Windermere, FL 34786
    /2

    $3,250,000

    Sold Sep 26, 2025

    9743 Chestnut Ridge Dr, Windermere, FL 34786

    • 5 Beds
    • 6.5 Baths
    • 6,328 Sq Ft
    • Built 1987

    Last Sold Summary

    • $514/SF
    • 6 Days On Market

    Current Estimated Value $3,279,934

    Last Listing Agent Carey Sheffield ISLEWORTH REALTY LLC

    9743 Chestnut Ridge Dr, Windermere, FL 34786
    • 9355 Tibet Pointe Cir, Windermere, FL 34786
      9355 Tibet Pointe Cir, Windermere, FL 34786
      9355 Tibet Pointe Cir, Windermere, FL 34786
      /8

      Est $5,452,874

      Not Listed For Sale

      9355 Tibet Pointe Cir, Windermere, FL 34786

      • 5 Beds
      • Built 2024
      9355 Tibet Pointe Cir, Windermere, FL 34786

      Last Sold Summary

      • 3,889 Days On Market

      Last Listing Agent Bob Hennen

  • 4201 Isabella Cir, Windermere, FL 34786
    4201 Isabella Cir, Windermere, FL 34786
    4201 Isabella Cir, Windermere, FL 34786
    /100

    $3,990,000

    $10K PRICE DROP
    • 6 Beds
    • 7 Baths
    • 6,896 Sq Ft

    4201 Isabella Cir, Windermere, FL 34786

    Welcome to this beautifully furnished luxury residence in the guard-gated community of Casabella in Windermere. Situated on a private half-acre homesite, this impressive Toll Brothers Villa Divina model offers approximately 6,881 square feet of thoughtfully designed living space featuring 6 bedrooms, and 7 full bathrooms. The home showcases elegant architectural details, soaring ceilings,

    Any Alves WRA BUSINESS & REAL ESTATE

    4201 Isabella Cir, Windermere, FL 34786
  • 1329 Glenheather Dr, Windermere, FL 34786
    1329 Glenheather Dr, Windermere, FL 34786
    /2

    $835,000

    Sold May 11, 2026

    1329 Glenheather Dr, Windermere, FL 34786

    • 3 Beds
    • 3 Baths
    • 2,519 Sq Ft
    • Built 2002

    Last Sold Summary

    • 2% Above List Price
    • $331/SF
    • 13 Days On Market

    Current Estimated Value $828,286

    Last Listing Agent Ronald Ziolkowski RE/MAX PRIME PROPERTIES

    1329 Glenheather Dr, Windermere, FL 34786

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