7,337

Lake Butler Orange, FL Homes

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  • /80

    $2,650,000

    • 5 Beds
    • 5.5 Baths
    • 5,433 Sq Ft

    1408 Lake Whitney Dr, Windermere, FL 34786

    Presenting this stunning LAKEFRONT RESIDENCE showcasing spectacular PANORAMIC VIEWS and ideally located within the premier GUARD GATED COMMUNITY of Reserve at Belmere in WINDERMERE. The property is approached by a circular driveway with centerpiece WATER FOUNTAIN set in mature landscaping alongside an adjoining 3 car garage with side entry. Upon arrival, an impressive entryway opens to the foyer

    Agent Photo

    Alice Anne Jackson

    CORCORAN PREMIER REALTY

    1408 Lake Whitney Dr, Windermere, FL 34786
  • /15

    $2,950 Per Month

    • 3 Beds
    • 2 Baths
    • 1,492 Sq Ft
    • House for Rent

    9142 Sabal Palm Cir, Windermere, FL 34786

    For Rent 9142 Sabal Palm Circle, Windermere, FLDeposit: $2950 Rent: $2950Beautiful 3-bedroom, 2-bath pool home featuring an open floor plan, updated kitchen with stainless steel appliances, tile flooring throughout, a split-bedroom layout, 2-car garage, and a fully fenced backyard with a screened-in pool.Ideally located just minutes from Walt Disney World, Winter Garden

    9142 Sabal Palm Cir, Windermere, FL 34786
  • /2

    $2,404,000

    Sold Jan 15, 2026

    1724 Windermeredown Place, Windermere, FL 34786

    • 6 Beds
    • 6.5 Baths
    • 6,000 Sq Ft
    • Built 1995

    Last Sold Summary

    • 4% Below List Price
    • $401/SF
    • 46 Days On Market

    Current Estimated Value $2,363,359

    Last Listing Agent Chad Going SERHANT

    1724 Windermeredown Place, Windermere, FL 34786
    • /2

      Est $1,364,443

      Not Listed For Sale

      17550 Black Rail St, Windermere, FL 34786

      • 5 Beds
      • 4 Baths
      • 4,908 Sq Ft
      • Built 2015
      17550 Black Rail St, Windermere, FL 34786

      Last Sold Summary

      • 44 Days On Market

  • /46

    $975,000

    Open Fri 5PM - 7PM $225K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,618 Sq Ft

    3629 Lake Buynak Rd, Windermere, FL 34786

    Now offered at an exceptional value, this 1.3-acre property in Lake Buynak Estates presents a rare opportunity to enjoy acreage, privacy and flexibility in one of Central Florida's most desirable locations. Located within the highly sought-after Windermere ZIP code, this 4-bedroom, 3.5-bath residence offers more than 2,600 square feet of living space with a thoughtfully designed split floor plan,

    Agent Photo

    Tania Matthews

    KELLER WILLIAMS ELITE PARTNERS III REALTY

    3629 Lake Buynak Rd, Windermere, FL 34786
  • /32

    $6,990 Per Month

    • 4 Beds
    • 3 Baths
    • 2,817 Sq Ft
    • House for Rent

    11820 Waterstone Loop Dr, Windermere, FL 34786

    Welcome to this beautifully maintained single-story home located in the highly sought-after Waterstone community in Windermere. Offering 4 bedrooms and 3 full bathrooms, this residence combines comfort, functionality, and elegant living in a prime Central Florida location.The spacious floor plan features a large living room with a cozy fireplace, a centrally located dining area, and an

    Charles Kohlinger BHHS FLORIDA REALTY

    11820 Waterstone Loop Dr, Windermere, FL 34786
  • /2

    $1,655,000

    Sold Aug 15, 2025

    1424 Kelso Blvd, Windermere, FL 34786

    • 4 Beds
    • 2.5 Baths
    • 3,104 Sq Ft
    • Built 1975

    Last Sold Summary

    • 12% Below List Price
    • $533/SF
    • 112 Days On Market

    Current Estimated Value $1,789,339

    Last Listing Agent Carmen Aridas RE/MAX PRIME PROPERTIES

    1424 Kelso Blvd, Windermere, FL 34786
    • /22

      Est $1,060,121

      Not Listed For Sale

      12525 Montalcino Cir, Windermere, FL 34786

      • 4 Beds
      • 3.5 Baths
      • 3,117 Sq Ft
      • Built 2013
      12525 Montalcino Cir, Windermere, FL 34786

      Last Sold Summary

      • 20 Days On Market

  • /86

    $1,680,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,962 Sq Ft

    1924 Down Hollow Ln, Windermere, FL 34786

    Under contract-accepting backup offers. Escape the ordinary! This charming Windermere cottage on the Butler Chain, is set on a beautiful and private wooded lot with a rare opportunity for lake and boat frontage on Lake Down! This inviting residence is nestled on nearly two acres in a serene, Florida-style setting, offering the perfect blend of privacy and convenience. Thoughtfully renovated, this

    Agent Photo

    Kari Fleck

    THE REAL ESTATE COLLECTION LLC

    1924 Down Hollow Ln, Windermere, FL 34786
  • /10

    $2,300 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,460 Sq Ft
    • House for Rent

    8265 Maritime Flag St, Windermere, FL 34786

    Now Leasing: 3BR/2.5BA Townhome in Amenity-Rich Lakeside Community - Just Minutes from Disney!This beautiful 3-bedroom, 2.5-bath townhome is officially on the market and won't last long. Located in the highly desirable, amenity-rich Lakeside community, this gated property offers the perfect blend of comfort, convenience, and lifestyle.The monthly rent includes water and access to

    8265 Maritime Flag St, Windermere, FL 34786
  • /2

    $825,000

    Sold Feb 11, 2026

    1735 Maple Leaf Dr, Windermere, FL 34786

    • 4 Beds
    • 2.5 Baths
    • 2,771 Sq Ft
    • Built 1989

    Last Sold Summary

    • 3% Below List Price
    • $298/SF
    • 3 Days On Market

    Current Estimated Value $825,460

    Last Listing Agent Frank Del Toro REVEL REALTY LLC

    1735 Maple Leaf Dr, Windermere, FL 34786
    • /2

      Est $541,512

      Not Listed For Sale

      6315 Golden Dewdrop Trail, Windermere, FL 34786

      • 3 Beds
      • 2.5 Baths
      • 1,984 Sq Ft
      • Built 2012
      6315 Golden Dewdrop Trail, Windermere, FL 34786

      Last Sold Summary

      • 46 Days On Market

  • /3

    $7,999,000

    New Construction
    • 6 Beds
    • 9 Baths
    • 8,038 Sq Ft

    9317 Gladys Garden Ct, Windermere, FL 34786

    Under Construction. Currently under construction in the renowned golf course community of Isleworth, this exceptional residence by Goehring & Morgan, thoughtfully designed by Ashley Martin, offers 8,038 square feet of refined luxury living. Featuring 6 bedrooms, 6 full bathrooms, 3 half bathrooms, and a 4-car garage, this custom home showcases timeless architecture paired with elevated finishes

    Agent Photo

    Robert Welker, III

    CORCORAN PREMIER REALTY

    9317 Gladys Garden Ct, Windermere, FL 34786
  • /58

    $13,000 Per Month

    • 5 Beds
    • 5.5 Baths
    • 5,498 Sq Ft
    • House for Rent

    11051 Coniston Way, Windermere, FL 34786

    A rare opportunity to lease a furnished executive estate in the prestigious guard-gated community of Lake Butler Sound. Perfect for corporate relocations, executive families, or those building, renovating, or transitioning between homes, this turnkey residence offers flexible lease terms in one of Windermere's most sought-after communities. Thoughtfully designed for comfortable everyday living

    Julian Correa THE SIMON SIMAAN GROUP

    11051 Coniston Way, Windermere, FL 34786
  • /2

    $1,500,000

    Sold Apr 29, 2026

    11821 Waterstone Loop Dr, Windermere, FL 34786

    • 4 Beds
    • 4.5 Baths
    • 3,447 Sq Ft
    • Built 2012

    Last Sold Summary

    • 3% Below List Price
    • $435/SF
    • 7 Days On Market

    Current Estimated Value $1,514,934

    Last Listing Agent Mauricio Penha VOLKE REAL ESTATE LLC

    11821 Waterstone Loop Dr, Windermere, FL 34786
    • /2

      Est $3,076,203

      Not Listed For Sale

      4124 Isabella Cir, Windermere, FL 34786

      • 6 Beds
      • 8 Baths
      • 6,842 Sq Ft
      • Built 2016
      4124 Isabella Cir, Windermere, FL 34786

      Last Sold Summary

      • 59 Days On Market

  • /100

    $3,350,000

    Open Sat 11AM - 1PM $150K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 5,273 Sq Ft

    10577 Down Lakeview Cir, Windermere, FL 34786

    Experience true lakefront living on the famed Butler Chain of Lakes. This exceptional custom home offers 137 feet of pristine shoreline and sits on nearly one acre of high, dry land with sweeping panoramic water views and nightly Disney fireworks. Arrive via a circular paved drive framed by mature oaks and step onto the covered porch through an impressive 8 inch solid cedar entry door with

    Simon Simaan THE SIMON SIMAAN GROUP

    10577 Down Lakeview Cir, Windermere, FL 34786
  • /30

    $2,200 Per Month

    • 3 Beds
    • 2 Baths
    • 1,332 Sq Ft
    • Condo for rent

    8277 Maritime Flag St Unit 1315, Windermere, FL 34786

    Lakeside At Lakes Of Windermere Community: 3/2 condo for rent located in the desirable Windermere, Florida area. This beautifully maintained second-floor condo offers 3 spacious bedrooms and 2 full bathrooms, providing plenty of room for comfortable living. The open-concept layout features a bright and airy living space, perfect for relaxing or entertaining. The kitchen is

    8277 Maritime Flag St Unit 1315, Windermere, FL 34786
  • /2

    $966,400

    Sold Oct 17, 2025

    11508 Delwick Dr, Windermere, FL 34786

    • 4 Beds
    • 3 Baths
    • 3,206 Sq Ft
    • Built 2003

    Last Sold Summary

    • 12% Below List Price
    • $301/SF
    • 144 Days On Market

    Current Estimated Value $959,324

    Last Listing Agent Ziad El Aryan FLORIDA REALTY INVESTMENTS

    11508 Delwick Dr, Windermere, FL 34786
    • /43

      Est $552,835

      Not Listed For Sale

      11650 Black Rail St, Windermere, FL 34786

      • 3 Beds
      • 2.5 Baths
      • 2,139 Sq Ft
      • Built 2012
      11650 Black Rail St, Windermere, FL 34786

      Last Sold Summary

      • 1 Day On Market

  • /51

    $1,575,000

    Open Sat 12PM - 3PM $114K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 3,300 Sq Ft

    13124 Filly Ct, Windermere, FL 34786

    Welcome to a rare opportunity in one of Windermere’s most exquisite communities where luxury living meets farmland feel. The Farms community consists of 12 properties of one or more acres each. The community also has a horse stable that homeowners can keep horses. Nestled at the end of a cul-de-sac, this gorgeous estate offers sophistication, premium finishes and a quaint feeling throughout.As

    Marcelo Brandao HOME N OFFICES INTERNATIONAL

    13124 Filly Ct, Windermere, FL 34786
  • /42

    $3,995 Per Month

    • 4 Beds
    • 2 Baths
    • 2,373 Sq Ft
    • House for Rent

    17514 Black Rail St, Windermere, FL 34786

    Luxury one-level Mediterranean Style home located in the highly desirable Enclave community at WINDERMERE. This elegant home is Energy Star Certified and also come with Solar Panels, monthly electric bill is only around $33! Step into the grand entryway with extensive natural light throughout, this 4 bedrooms, 2 baths with an office home deliver a bright open atmosphere.Open floor open, well

    Eleanor Wong SUNSHINE REALTY & PROP. MGNT

    17514 Black Rail St, Windermere, FL 34786
  • /2

    $1,650,000

    Sold Feb 17, 2026

    9922 Brentford Ct, Windermere, FL 34786

    • 6 Beds
    • 4 Baths
    • 3,894 Sq Ft
    • Built 2000

    Last Sold Summary

    • 13% Below List Price
    • $424/SF
    • 164 Days On Market

    Current Estimated Value $1,677,475

    Last Listing Agent Shane Croft COLDWELL BANKER REALTY

    9922 Brentford Ct, Windermere, FL 34786
    • /59

      Est $2,696,955

      Not Listed For Sale

      13340 Bellaria Cir, Windermere, FL 34786

      • 6 Beds
      • 8 Baths
      • 6,803 Sq Ft
      • Built 2015
      13340 Bellaria Cir, Windermere, FL 34786

      Last Sold Summary

      • 5 Days On Market

  • /22

    $399,900

    $20K PRICE DROP Pending
    • 3 Beds
    • 2.5 Baths
    • 1,468 Sq Ft

    7361 Brightland St, Windermere, FL 34786

    Under contract-accepting backup offers. New Price! Nestled in the heart of Windermere, this two-story townhome is a perfect blend of charm, comfort, and modern living. As you approach, the cute front porch entrance welcomes you, hinting at the warmth that lies within. The exterior is adorned with stone columns and crowned with a stylish barrel-tiled roof, adding character to this inviting abode.

    Peter Luu REAL BROKER, LLC

    7361 Brightland St, Windermere, FL 34786
  • /11

    $7,500 Per Month

    • 6 Beds
    • 4 Baths
    • 3,916 Sq Ft
    • House for Rent

    3302 Butler Bay Dr N, Windermere, FL 34786

    Welcome home to this stunning two-story custom estate located in one of Orlando’s most sought-after communities, The Windermere Club. Set on over an acre and surrounded by natural landscape, this home offers exceptional privacy and space. An expansive driveway and impressive elevation lead to a grand foyer with a spiral staircase, formal dining room, and pass-through fireplace. The fully

    3302 Butler Bay Dr N, Windermere, FL 34786
  • /2

    $330,000

    Sold Oct 22, 2025

    11565 Mizzon Dr Unit 208, Windermere, FL 34786

    • 3 Beds
    • 2 Baths
    • 1,442 Sq Ft
    • Built 2006

    Last Sold Summary

    • 6% Below List Price
    • $229/SF
    • 10 Days On Market

    Current Estimated Value $327,103

    Last Listing Agent Gisele Abrantes Trautman DALTON WADE INC

    11565 Mizzon Dr Unit 208, Windermere, FL 34786
    • /2

      Est $533,199

      Not Listed For Sale

      6054 Roseate Spoonbill Dr, Windermere, FL 34786

      • 3 Beds
      • 2.5 Baths
      • 1,984 Sq Ft
      • Built 2011
      6054 Roseate Spoonbill Dr, Windermere, FL 34786

      Last Sold Summary

      • 26 Days On Market

  • /67

    $1,859,000

    $241K PRICE DROP
    • 6 Beds
    • 5.5 Baths
    • 5,430 Sq Ft

    9057 Balmoral Mews Square, Windermere, FL 34786

    Located within the prestigious gated community of Balmoral Estates, this spectacular 6-bedroom, 5.5-bath 4 car garage luxury estate sits on an expansive 3⁄4-acre homesite and has been completely renovated with exceptional custom upgrades throughout. From the moment you arrive, the property makes a striking impression with a brand-new circular paver driveway centered around a dramatic custom water

    Ryan Rogers REAL BROKER, LLC

    9057 Balmoral Mews Square, Windermere, FL 34786
  • /21

    $2,400 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,214 Sq Ft
    • Townhouse for Rent

    Unlisted Address

    Welcome to 7365 Brightland Street, a stunning 2-bedroom, 2.5-bathroom end-unit townhome nestled in the highly sought-after Lake Burden Townhome Community in Windermere, FL 34786. Offering 1,308 square feet of pristine living space, this home blends upscale comfort with effortless indoor-outdoor living, just moments from top-tier shopping and world-famous attractions. The second floor features two

    Nedy Trent LPT REALTY, LLC

    Unlisted Address
  • /2

    $700,000

    Sold Feb 13, 2026

    9792 Wild Oak Dr, Windermere, FL 34786

    • 3 Beds
    • 3.5 Baths
    • 3,102 Sq Ft
    • Built 1982

    Last Sold Summary

    • 26% Below List Price
    • $226/SF
    • 106 Days On Market

    Current Estimated Value $740,623

    Last Listing Agent Suzette Berkhalter KELLER WILLIAMS ADVANTAGE III

    9792 Wild Oak Dr, Windermere, FL 34786
    • /2

      Est $1,235,524

      Not Listed For Sale

      6228 Lecco Way, Windermere, FL 34786

      • 4 Beds
      • 3 Baths
      • 2,755 Sq Ft
      • Built 2012
      6228 Lecco Way, Windermere, FL 34786

      Last Sold Summary

      • 41 Days On Market

  • /98

    $1,799,000

    • 4 Beds
    • 3 Baths
    • 3,297 Sq Ft

    2503 Butler Bay Dr N, Windermere, FL 34786

    Set behind the gates of Windermere Club, this lakefront residence delivers everyday comfort with a resort-style backdrop on beautiful Lake Crescent. Offering 4 bedrooms and 3 baths, the home is designed for easy living and effortless entertaining, with bright, open gathering spaces that keep the water views front and center. At the heart of the home, the kitchen pairs generous prep space with a

    Simon Simaan THE SIMON SIMAAN GROUP

    2503 Butler Bay Dr N, Windermere, FL 34786
  • /28

    $7,995 Per Month

    • 4 Beds
    • 3 Baths
    • 3,062 Sq Ft
    • House for Rent

    8122 Whitford Ct, Windermere, FL 34786

    Keenes Pointe Golf front beauty!!. The home backs up to the driving This lovely 4 bed 3 bath home available is for rent in the popular and exclusive Keenes Pointe Golf Community. This is a gated community with manned security . Keenes Pointe is popular because of the strong community atmosphere. It has a restaurant on site, fitness and tennis courts . All the facilities are close to this

    8122 Whitford Ct, Windermere, FL 34786
  • /2

    $8,500,000

    Sold Sep 05, 2025

    5271 Isleworth Country Club Dr, Windermere, FL 34786

    • 7 Beds
    • 13 Baths
    • 11,403 Sq Ft
    • Built 2013

    Last Sold Summary

    • 3% Below List Price
    • $745/SF
    • 206 Days On Market

    Current Estimated Value $8,191,562

    Last Listing Agent Monica Lochmandy ISLEWORTH REALTY LLC

    5271 Isleworth Country Club Dr, Windermere, FL 34786
    • /26

      Est $316,241

      Not Listed For Sale

      11434 Jasper Kay Terrace Unit 208, Windermere, FL 34786

      • 3 Beds
      • 2 Baths
      • 1,442 Sq Ft
      • Built 2007
      11434 Jasper Kay Terrace Unit 208, Windermere, FL 34786

      Last Sold Summary

      • 11 Days On Market

  • /40

    $3,299,999

    $200K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 4,417 Sq Ft

    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 layout in Isleworth Golf & Country Club. Perfectly positioned on a quiet cul-de-sac along the 6th fairway with serene views of Lake Bessie. Offering 4,417 square feet of refined living space, this elegant two-story residence features two primary suites downstairs with private

    Laura Diss Q BOUTIQUE SPECIALTY REALTY INC

    5001 Latrobe Dr, Windermere, FL 34786
  • /19

    $3,195 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,925 Sq Ft
    • House for Rent

    11316 Rapallo Ln, Windermere, FL 34786

    Beautiful 3-bedroom, 2-bathroom home with a bonus office/flex room in a highly desirable Windermere community. This spacious home features separate living, dining, and family rooms, along with a large primary suite and a luxurious bathroom with a Jacuzzi tub. Enjoy relaxing on the screened patio, perfect for outdoor living year-round. Conveniently located near shopping, restaurants, grocery

    Wade Darius CITY CAPITAL GROUP INC

    11316 Rapallo Ln, Windermere, FL 34786
  • /2

    $930,000

    Sold Nov 10, 2025

    5141 Autumn Ridge Ln, Windermere, FL 34786

    • 4 Beds
    • 2.5 Baths
    • 2,390 Sq Ft
    • Built 1990

    Last Sold Summary

    • 2% Below List Price
    • $389/SF
    • 91 Days On Market

    Current Estimated Value $937,019

    Last Listing Agent Deb Schroeder INFINITY REALTY GROUP LLC

    5141 Autumn Ridge Ln, Windermere, FL 34786
    • /53

      Est $1,092,545

      Not Listed For Sale

      11708 Hampstead St, Windermere, FL 34786

      • 5 Beds
      • 4 Baths
      • 3,934 Sq Ft
      • Built 2015
      11708 Hampstead St, Windermere, FL 34786

      Last Sold Summary

      • 22 Days On Market

Showing Results 41 - 80, Page 2 of 18

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