Lake Butler Orange, FL Homes

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  $550,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,159 Sq Ft

  11322 Rapallo Ln, Windermere, FL 34786

  One or more photo(s) has been virtually staged. ***Back on Market due to Buyer not depositing Escrow*** “Mortgage savings may be available for buyers of this listing.” Located in the gated Windermere community of Belmere Village, this beautifully maintained 4-bedroom, 2-bathroom home offers both comfort and convenience. Residents enjoy low HOA fees and a wealth of amenities including a clubhouse,

  John Callahan REDFIN CORPORATION

  11322 Rapallo Ln, Windermere, FL 34786
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  /8

  $16,000 per month

  • 5 Beds
  • 5.5 Baths
  • 5,507 Sq Ft
  • House for Rent

  4326 Isabella Cir, Windermere, FL 34786

  Welcome to Windermere! The designer-decorated Villa Milano model home presents the utmost in luxury at the exclusive and gated Casabella Community. This corner lot, spacious residence is full with high-end features throughout the home, including solar panels, custom built-ins in the family room, wet bar and private study. Stone and wood flooring, soaring windows with custom window treatments.

  Robert Arnold SAND DOLLAR REALTY GROUP INC

  4326 Isabella Cir, Windermere, FL 34786
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  $670,000 Sold Nov 14, 2025

  2015 Woody Dr, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 2,042 Sq Ft
  • Built 1978

  Last Sold Summary

  • 4% Below List Price
  • $328/SF
  • 28 Days On Market

  Current Estimated Value $674,513

  Last Listing Agent Darrell Nunnelley VINTAGE REALTY GROUP LLC

  2015 Woody Dr, Windermere, FL 34786
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  /2

  Est $801,635 Not Listed For Sale

  5332 Water Creek Dr, Windermere, FL 34786

  5332 Water Creek Dr, Windermere, FL 34786

  Last Sold Summary

  • 1% Below List Price
  • 83 Days On Market

  Last Sold Price $810,000

  Last Listing Agent Ronald Ziolkowski RE/MAX
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  $3,300,000 Pending

  • 4 Beds
  • 6 Baths
  • 5,138 Sq Ft

  12120 Montalcino Cir, Windermere, FL 34786

  Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Experience elevated lakefront luxury living in Windermere with this professionally designed former model home ideally positioned on the shores of Lake Burden. Showcasing 4 bedrooms, 4 full baths, and 2 half baths — including a dedicated pool bath and club room bath — this stunning estate blends timeless

  Stephanie Pitts KELLER WILLIAMS CLASSIC

  12120 Montalcino Cir, Windermere, FL 34786
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  $6,000 per month

  • 5 Beds
  • 4 Baths
  • 3,659 Sq Ft
  • House for Rent

  11539 Brickyard Pond Ln, Windermere, FL 34786

  A truly gorgeous and meticulously maintained lakefront residence located in the highly desirable Lake Burden community in Windermere, this stunning home is completely move-in ready and offers an exceptional Florida lifestyle. Wake up every morning to breathtaking lake views and peaceful sunrises from your backyard, while enjoying nightly views of Disney fireworks right from the front of the home

  Jonathan Casique PM ELITE REALTY LLC

  11539 Brickyard Pond Ln, Windermere, FL 34786
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  /2

  $680,000 Sold Feb 20, 2026

  4825 Palm Tree Ct, Windermere, FL 34786

  • 4 Beds
  • 2.5 Baths
  • 2,100 Sq Ft
  • Built 1985

  Last Sold Summary

  • $324/SF
  • 9 Days On Market

  Current Estimated Value $668,486

  Last Listing Agent Alex Vastardis COLDWELL BANKER REALTY

  4825 Palm Tree Ct, Windermere, FL 34786
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  /2

  Est $1,383,532 Not Listed For Sale

  7431 Lake Albert Dr, Windermere, FL 34786

  • 6 Beds
  • 6.5 Baths
  • 4,634 Sq Ft
  • Built 2014

  7431 Lake Albert Dr, Windermere, FL 34786

  Last Sold Summary

  • 1% Below List Price
  • $302/SF
  • 56 Days On Market

  Last Sold Price $1,400,000

  Last Listing Agent Andy Neal THE AGENCY FL
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  /22

  $399,900 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
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  /41

  $13,500 per month

  • 7 Beds
  • 5.5 Baths
  • 5,221 Sq Ft
  • House for Rent

  6219 Tiroco Way, Windermere, FL 34786

  Rare Opportunity to lease in Exclusive and Gated Waterstone Subdivision in Windermere! This home is furnished and has 7 total bedrooms and 5.5 Baths although some bedrooms are currently being used as Media/Office. As you enter the home you will see the expansive Living room with sky high ceilings and view of the stunning pool area. Primary Bedroom is downstairs and offers a large primary bath

  Billy Cannon, Jr BHHS FLORIDA REALTY

  6219 Tiroco Way, Windermere, FL 34786
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  $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 $2,417,544

  Last Listing Agent Chad Going SERHANT

  1724 Windermeredown Place, Windermere, FL 34786
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  Est $2,413,270 Not Listed For Sale

  13334 Bellaria Cir, Windermere, FL 34786

  • 5 Beds
  • 7 Baths
  • 5,734 Sq Ft
  • Built 2014

  13334 Bellaria Cir, Windermere, FL 34786

  Last Sold Summary

  • 1% Below List Price
  • $427/SF
  • 189 Days On Market

  Last Sold Price $2,450,000

  Last Listing Agent María Gabriela Lara CENTURY 21 CARIOTI
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  $2,450,000 Pending

  • 5 Beds
  • 6 Baths
  • 5,291 Sq Ft

  9204 Tibet Pointe Cir, Windermere, FL 34786

  Under contract-accepting backup offers. Your stunning Keene’s Pointe custom home by Stonebridge was built for luxurious everyday living and effortless entertaining. The grand first floor features travertine and hardwood floors throughout, a formal living room with gas fireplace and stone mantle, elegant dining room with adjoining dry bar, and a private office with French doors. The secluded

  Simon Simaan THE SIMON SIMAAN GROUP

  9204 Tibet Pointe Cir, Windermere, FL 34786
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  /29

  $2,600 per month

  • 3 Beds
  • 2.5 Baths
  • 1,920 Sq Ft
  • Townhouse for Rent

  7605 Ripplepointe Way, Windermere, FL 34786

  Move in ready!! Exterior of building just painted. 3-Bedroomm, 2.5-Bath, family room open to kitchen, separate dining room that can be an office. Fenced in patio between townhome and garage. Ceramic tile downstairs in general areas, new washer and dryer, new interior paint, and new vinyl on stairs, hallway, and bedrooms. Lake Burden is a sought-after community offering tennis courts, playgrounds,

  Brigitte Elzarki COLDWELL BANKER REALTY

  7605 Ripplepointe Way, Windermere, FL 34786
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  $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 $1,763,902

  Last Listing Agent Carmen Aridas RE/MAX PRIME PROPERTIES

  1424 Kelso Blvd, Windermere, FL 34786
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  Est $2,510,203 Not Listed For Sale

  11628 Waterstone Loop Dr, Windermere, FL 34786

  • 5 Beds
  • 7 Baths
  • 5,161 Sq Ft
  • Built 2015

  11628 Waterstone Loop Dr, Windermere, FL 34786

  Last Sold Summary

  • 2% Above List Price
  • $475/SF
  • 9 Days On Market

  Last Sold Price $2,450,000

  Last Listing Agent Patricia Mascarenhas Bonina Zimath CHARLES RUTENBERG REALTY ORLANDO
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  /98

  $1,400,000

  • 5 Beds
  • 5.5 Baths
  • 3,383 Sq Ft

  1625 Down Lake Dr, Windermere, FL 34786

  One or more photo(s) has been virtually staged. A rare opportunity in Windermere's established Lakes / Lake Down neighborhood — an exceptional builder's home offering the quality & finishes typically found at much higher price points. Set on a beautifully manicured ONE-ACRE LOT with BOAT ACCESS to the BUTLER CHAIN OF LAKES, this residence blends comfort, sophistication & the true Central Florida

  Cindy Rosenbloom THE ROSENBLOOM TEAM

  1625 Down Lake Dr, Windermere, FL 34786
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  /22

  $12,000 per month

  • 3 Beds
  • 3 Baths
  • 2,646 Sq Ft
  • House for Rent

  6131 Payne Stewart Dr, Windermere, FL 34786

  Looking for Luxurious home in a prime location? Look no further! Located in the Isleworth Country Club, this stunning single-family home at 6131 Payne Stewart Drive is now available for rent. Situated in a fantastic waterfront location on Lake Chase, which is part of the Butler Chain of Lakes, this home is a short walk away from the world-renowned Isleworth Golf and Country Club. With breath

  Jill Irwin IRWIN REALTY GROUP LLC

  6131 Payne Stewart Dr, Windermere, FL 34786
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  $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 $838,211

  Last Listing Agent Frank Del Toro REVEL REALTY LLC

  1735 Maple Leaf Dr, Windermere, FL 34786
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  Est $1,352,224 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

  • 1% Above List Price
  • $272/SF
  • 44 Days On Market

  Last Sold Price $1,335,000

  Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC
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  /29

  $650,000

  • 4 Beds
  • 2 Baths
  • 2,063 Sq Ft

  9426 Palm Tree Dr, Windermere, FL 34786

  This is it! Welcome home to this updated, showstopper in Windermere with an oversized pool. From the moment you walk in the door, you will be impressed with how open and expansive the home feels- the kitchen, dining, family and living areas are included in one great space. The family and living room share a double-sided wood burning fireplace and both overlook the pool area. The kitchen has been

  Richard Alpizar IRON VALLEY REAL ESTATE CENTRAL FLORIDA

  9426 Palm Tree Dr, Windermere, FL 34786
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  /23

  $2,095 per month

  • 2 Beds
  • 2 Baths
  • 1,161 Sq Ft
  • Condo for Rent

  8264 Maritime Flag St Unit 1419, Windermere, FL 34786

  Beautiful Lakeside at Lakes of Windermere 2nd floor 2 bedroom condo with an open floor open, 42" cabinets, under cabinet lighting, breakfast bar and crown molding. Master bedroom has a large walk in closet and the master bath comes with a large vanity and walk in shower. All appliances including washer and dryer are included, along with water, sewer and valet trash. World class amenities include

  Amanda Beckman RED DOOR INVESTMENT GRP LLC

  8264 Maritime Flag St Unit 1419, Windermere, FL 34786
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  $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 $935,232

  Last Listing Agent Ziad El Aryan FLORIDA REALTY INVESTMENTS

  11508 Delwick Dr, Windermere, FL 34786
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  /22

  Est $1,026,194 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

  • 4% Above List Price
  • $317/SF
  • 20 Days On Market

  Last Sold Price $989,000

  Last Listing Agent MELANIE BIGIO OLYMPUS EXECUTIVE REALTY INC
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  $1,390,000

  • 4 Beds
  • 3.5 Baths
  • 3,809 Sq Ft

  8375 Bowden Way, Windermere, FL 34786

  "Price Improvement". This charming four-bedroom, three-and-a-half-bath home in the highly sought-after Keene’s Pointe community perfectly combines elegance, comfort, and character. Designed with a timeless French-inspired décor, every space feels warm, inviting, and beautifully curated.The highlight of this home is its backyard oasis — a peaceful retreat overlooking the sparkling pool and

  Oscar Rodriguez B LIVE COMMERCIAL AND RESIDENT

  8375 Bowden Way, Windermere, FL 34786
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  /18

  $4,500 per month

  • 5 Beds
  • 4 Baths
  • 3,536 Sq Ft
  • House for Rent

  1351 Glenwick Dr, Windermere, FL 34786

  POOL HOME!!! WITH MOTHER IN LAW SUIT!!! 5 BEDROOMS 4 FULL BATHS!!! MAN-GATED COMMUNITY IN WINDERMERE!!! Stunning Windermere home at 1351 Glenwick Dr! Spacious open floor plan, modern kitchen, and elegant finishes throughout. Perfect for entertaining or relaxing in the private backyard. Close to top schools, shopping, and dining. A must-see blend of luxury, comfort, and location!

  Adriana Montes MBA FLORIDA DREAMS REALTY GRP INC

  1351 Glenwick Dr, Windermere, FL 34786
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  $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 $1,845,415

  Last Listing Agent Shane Croft COLDWELL BANKER REALTY

  9922 Brentford Ct, Windermere, FL 34786
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  Est $502,636 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

  • 1% Above List Price
  • $252/SF
  • 46 Days On Market

  Last Sold Price $500,000

  Last Listing Agent Sandy Jones CLOCK TOWER REALTY
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  $3,500,000

  • 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
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  /33

  $4,332 per month

  • 4 Beds
  • 3 Baths
  • 2,738 Sq Ft
  • House for Rent

  2533 Ridgewind Way, Windermere, FL 34786

  4 Bedroom Home For Rent In Windermere3-Car Garage, Pool View, Screened-in Pool, Screened-in Patio, Master Bedrm Downstairs, Huge Master Suite, Huge Family Room, Hardwood Flooring, Tile in Wet Areas, Additional $150 charge for Pool Maintenance. The deposit amount is based upon the application results. Pets: OK - Medium 50lbs (Dangerous Pets are not permitted, Pit Bulls, etc.) Priced $3,999.00

  Jay Myers ORLANDO REALTY & PROPERTY MGNT

  2533 Ridgewind Way, Windermere, FL 34786
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  $550,000 Sold Mar 11, 2025

  9228 Palm Tree Dr, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 1,492 Sq Ft
  • Built 1985

  Last Sold Summary

  • 4% Below List Price
  • $369/SF
  • 27 Days On Market

  Current Estimated Value $543,714

  Last Listing Agent Matt Davies COLDWELL BANKER REALTY

  9228 Palm Tree Dr, Windermere, FL 34786
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  Est $3,143,544 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

  • 6% Below List Price
  • $490/SF
  • 59 Days On Market

  Last Sold Price $3,350,000

  Last Listing Agent Sean Flatley KELLER WILLIAMS REALTY AT THE PARKS
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  /62

  $1,875,000

  • 5 Beds
  • 4 Baths
  • 4,489 Sq Ft

  13420 Bonica Way, Windermere, FL 34786

  Experience the Florida lifestyle in this stunning FULLY FURNISHED 5-Bed/4-Bath pool home on over 1/2-acre, with a welcoming open floor plan spanning 4,500 square feet, spectacular Theater Room, custom upgrades and designer accents throughout, and new AC system in August 2025. Situated across from the community park and tennis on one of the best waterfront lots in sought-after gated Tildens Grove,

  Frank Ferrell FERRELL REALTY, INC.

  13420 Bonica Way, Windermere, FL 34786
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  /21

  $5,500 per month

  • 3 Beds
  • 2 Baths
  • 2,056 Sq Ft
  • House for Rent

  8447 Bowden Way, Windermere, FL 34786

  Welcome to Keenes Point - Windermere, a stunning 3-bedroom, 2-bathroom home located in the desirable Windermere, FL. This property is nestled within a secure gated community, offering an added layer of peace and security. The home boasts a private pool, perfect for cooling off during those hot Florida summers. The private backyard provides ample space for outdoor activities or simply enjoying the

  Julien Silva JOHN SILVA REALTY & ASSOCIATES

  8447 Bowden Way, Windermere, FL 34786
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  $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 $331,531

  Last Listing Agent Gisele Abrantes Trautman DALTON WADE INC

  11565 Mizzon Dr Unit 208, Windermere, FL 34786
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  Est $529,587 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

  • 2% Above List Price
  • $243/SF
  • 1 Day On Market

  Last Sold Price $520,000

  Last Listing Agent Julie Fernandez OAK AVENUE REAL ESTATE LLC
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  /30

  $3,200,000

  • 5 Beds
  • 5 Baths
  • 4,500 Sq Ft

  13161 Lake Butler Blvd, Windermere, FL 34786

  Extraordinary lake front opportunity in Windermere on 1.75 acres! PRIVATE GATES! NO HOA! SPECTACULAR LAKE VIEWS, PRIVACY, SPORTS COURT, AND GAZEBO ON LAKE ROPER - A WATER SKI FRIENDLY LAKE! A grand entryway leads you to magnificent two story ceilings and welcomes you into a separate living and family room. Beautiful 5-bedroom, 3/2-bathroom Mediterranean-style home with inlaid marble medallion

  Karolina Taylor EPIQUE REALTY, INC.

  13161 Lake Butler Blvd, Windermere, FL 34786
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  $10,999 per month

  • 3 Beds
  • 3 Baths
  • 3,255 Sq Ft
  • House for Rent

  5243 W Lake Butler Rd, Windermere, FL 34786

  Experience Lakefront Luxury Living - where every day feels like a vacation. Prepare to be captivated by this fully renovated three-bedroom, three-bath lakefront home on the highly sought-after Lake Butler. Part of the Butler Chain of Lakes, featuring 13 connected lakes. A true retreat that blends resort-style amenities with refined design. Nestled on pristine waterfront, this property offers

  Steve Simpson 407 PROPERTIES

  5243 W Lake Butler Rd, Windermere, FL 34786
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  $960,000 Sold May 30, 2025

  10986 Ledgement Ln Unit 2, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,080 Sq Ft
  • Built 2003

  Last Sold Summary

  • 4% Below List Price
  • $312/SF
  • 30 Days On Market

  Current Estimated Value $953,642

  Last Listing Agent Mandy Morgan TEAM DONOVAN

  10986 Ledgement Ln Unit 2, Windermere, FL 34786
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  Est $2,851,359 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

  • 12% Above List Price
  • $375/SF
  • 5 Days On Market

  Last Sold Price $2,550,000

  Last Listing Agent Matt Tomaszewski CORCORAN PREMIER REALTY

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