Lake Butler Orange, FL Homes

• 

  

  /2

  Est $6,196,544

  Not Listed For Sale

  9301 Tibet Pointe Cir, Windermere, FL 34786

  • 5 Beds
  • 7 Baths
  • 7,405 Sq Ft
  • Built 2008

  9301 Tibet Pointe Cir, Windermere, FL 34786

  Last Sold Summary

  • 225 Days On Market

  Last Listing Agent Angela Durruthy KEENE'S POINTE REALTY
• 

  

  

  /82

  $6,900,000

  $100K PRICE DROP

  • 5 Beds
  • 5.5 Baths
  • 7,158 Sq Ft

  6055 Louise Cove Dr, Windermere, FL 34786

  Stately and elegant lakefront estate showcasing the best of Isleworth West. This grand home spans more than 7,000 square feet with 5 bedrooms- of which, four are on the ground floor – plus office, gym, library, storage room, upstairs media room and downstairs bonus room, perched along Lake Louise, the only lake on the Butler Chain surrounded by Isleworth. Expansive formal and living spaces are

  Rob Rahter STOCKWORTH REALTY GROUP

  6055 Louise Cove Dr, Windermere, FL 34786
• 

  

  /2

  $2,100,000

  Sold Sep 08, 2026

  5624 W Lake Butler Rd, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,736 Sq Ft
  • Built 2016

  Last Sold Summary

  • 18% Below List Price
  • $562/SF
  • 79 Days On Market

  Current Estimated Value $2,312,940

  Last Listing Agent Ronald Ziolkowski RE/MAX PRIME PROPERTIES

  5624 W Lake Butler Rd, Windermere, FL 34786
• 

  

  /2

  Est $745,580

  Not Listed For Sale

  11207 Roberson Rd, Winter Garden, FL 34787

  • 3 Beds
  • 2 Baths
  • 1,976 Sq Ft
  • Built 1967

  11207 Roberson Rd, Winter Garden, FL 34787

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Lisa Bennett WINDSOR REALTY GROUP INC
• 

  

  

  /55

  $5,975,000

  $975K PRICE DROP

  • 7 Beds
  • 7 Baths
  • 8,000 Sq Ft

  9725 Chestnut Ridge Dr, Windermere, FL 34786

  Newly renovated, this private Isleworth residence offers a rare balance of architectural authority, thoughtful design, and quiet indulgence.Spanning approximately 8,000 square feet, the home unfolds with intention. Rich walnut cabinetry and wood detailing create warmth and continuity throughout, while the fireplace and wine cellar anchor the living spaces with understated elegance. Every room

  Dianna Desboyaux DOUGLAS ELLIMAN

  9725 Chestnut Ridge Dr, Windermere, FL 34786
• 

  /2

  $11,100,000

  Sold Dec 02, 2025

  9935 Lake Louise Dr, Windermere, FL 34786

  • 7 Beds
  • 10 Baths
  • 16,257 Sq Ft
  • Built 2012

  Last Sold Summary

  • 15% Below List Price
  • $683/SF
  • 59 Days On Market

  Current Estimated Value $8,106,307

  Last Listing Agent Jill Irwin IRWIN REALTY GROUP LLC

  9935 Lake Louise Dr, Windermere, FL 34786
• 

  /2

  Est $882,052

  Not Listed For Sale

  12435 Montalcino Cir, Windermere, FL 34786

  • 3 Beds
  • 3 Baths
  • 2,345 Sq Ft
  • Built 2009

  12435 Montalcino Cir, Windermere, FL 34786

  Last Sold Summary

  • 50 Days On Market

  Last Listing Agent Mike Borah COLDWELL BANKER REALTY
• 

  

  /57

  $1,275,000

  $125K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,427 Sq Ft

  1554 Lake Rhea Dr, Windermere, FL 34786

  Price Improvement! Located behind the gates of the prestigious Reserve at Belmere in sought-after Windermere, this exceptional Mediterranean-inspired estate offers a rare blend of timeless architecture, modern luxury and thoughtful custom enhancements. Built in 2004 by the original owners and expanded during construction, the residence offers more than 3,427 square feet of refined living space

  Adam Shuler, II PREMIER SOTHEBYS INT'L REALTY

  1554 Lake Rhea Dr, Windermere, FL 34786
• 

  /2

  $1,350,000

  Sold Apr 17, 2026

  11802 Waterstone Loop Dr, Windermere, FL 34786

  • 4 Beds
  • 4.5 Baths
  • 3,396 Sq Ft
  • Built 2012

  Last Sold Summary

  • 3% Below List Price
  • $398/SF
  • 20 Days On Market

  Current Estimated Value $1,362,370

  Last Listing Agent Catherine Lambert BHHS FLORIDA REALTY

  11802 Waterstone Loop Dr, Windermere, FL 34786
• 

  /2

  Est $2,597,054

  Not Listed For Sale

  1140 Kelso Blvd, Windermere, FL 34786

  • 6 Beds
  • 6 Baths
  • 6,003 Sq Ft
  • Built 2009

  1140 Kelso Blvd, Windermere, FL 34786

  Last Sold Summary

  • 80 Days On Market

  Last Listing Agent Ellen Bessette CHARLES RUTENBERG REALTY ORLANDO
• 

  

  /59

  $1,549,000

  $48K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 3,486 Sq Ft

  11027 Hawkshead Ct, Windermere, FL 34786

  Back on market due to buyer non-performance. Exceptional value in Lake Butler Sound! Welcome to 11027 Hawkshead Court, a beautifully updated luxury home in Windermere, FL offering 4 bedrooms, a dedicated office, 4 bathrooms, approximately 3,500 square feet, and a private 0.4-acre corner lot within one of Central Florida's premier guard-gated communities with 24-hour roving

  Justyna Tchorni KENNEDY REALTY GROUP LLC

  11027 Hawkshead Ct, Windermere, FL 34786
• 

  /2

  $1,150,000

  Sold May 15, 2026

  6012 Roseate Spoonbill Dr, Windermere, FL 34786

  • 8 Beds
  • 5 Baths
  • 4,758 Sq Ft
  • Built 2013

  Last Sold Summary

  • 4% Below List Price
  • $242/SF
  • 3 Days On Market

  Current Estimated Value $1,159,014

  Last Listing Agent Nicole Dege REDFIN CORPORATION

  6012 Roseate Spoonbill Dr, Windermere, FL 34786
• 

  /2

  Est $2,039,583

  Not Listed For Sale

  1916 Lake Roberts Ct, Windermere, FL 34786

  • 5 Beds
  • 5 Baths
  • 4,675 Sq Ft
  • Built 2008

  1916 Lake Roberts Ct, Windermere, FL 34786

  Last Sold Summary

  • 203 Days On Market

  Last Listing Agent Mark Allen REALTY INTERNATIONAL LLC
• 

  

  /20

  $327,000

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

  8156 Boat Hook Loop Unit 623, Windermere, FL 34786

  Welcome to your new home! This beautifully maintained, newly listed 3-bedroom, 2-bathroom, third-floor condo is located in the highly desirable Lakeside at Lakes of Windermere community. Offering a perfect blend of comfort, style, and convenience, this move-in-ready home is an exceptional opportunity in one of Central Florida’s most sought-after areas.Step inside to discover a

  Walter Taylor KELLER WILLIAMS REALTY AT THE PARKS

  8156 Boat Hook Loop Unit 623, Windermere, FL 34786
• 

  /2

  $2,948,000

  Sold Apr 07, 2026

  11255 Macaw Ct, Windermere, FL 34786

  • 5 Beds
  • 5.5 Baths
  • 5,845 Sq Ft
  • Built 2003

  Last Sold Summary

  • 1% Below List Price
  • $504/SF
  • 24 Days On Market

  Current Estimated Value $2,927,000

  Last Listing Agent Ken Pozek REAL BROKER, LLC

  11255 Macaw Ct, Windermere, FL 34786
• 

  

  /44

  Est $1,898,521

  Not Listed For Sale

  5409 Tildens Grove Blvd, Windermere, FL 34786

  • 6 Beds
  • 6 Baths
  • 5,457 Sq Ft
  • Built 2004

  5409 Tildens Grove Blvd, Windermere, FL 34786

  Last Sold Summary

  • 41 Days On Market

  Last Listing Agent Steve Healy CORCORAN PREMIER REALTY
• 

  

  /49

  $679,000

  Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,177 Sq Ft

  2053 Woody Dr, Windermere, FL 34786

  Under contract-accepting backup offers. Welcome to 2053 Woody Drive, where timeless Windermere charm meets modern updates. From the moment you arrive, you’ll appreciate the mature trees, spacious homesite, and the peaceful lifestyle this sought-after community offers. Through Windermere Downs HOA you will have access to a private beach -Chain of Lakes-Step inside and you’ll find a beautifully

  Vivian Saavedra LPT REALTY, LLC

  2053 Woody Dr, Windermere, FL 34786
• 

  /2

  $1,950,000

  Sold Apr 10, 2026

  8160 Tibet Butler Dr, Windermere, FL 34786

  • 4 Beds
  • 5 Baths
  • 4,806 Sq Ft
  • Built 2003

  Last Sold Summary

  • 2% Below List Price
  • $406/SF
  • 2 Days On Market

  Current Estimated Value $1,949,890

  Last Listing Agent Teresa Stewart SOUTHERN REALTY GROUP LLC

  8160 Tibet Butler Dr, Windermere, FL 34786
• 

  /2

  Est $862,740

  Not Listed For Sale

  10903 Ledgement Ln, Windermere, FL 34786

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

  10903 Ledgement Ln, Windermere, FL 34786

  Last Sold Summary

  • 57 Days On Market

  Last Listing Agent Pamela Maria Ruiz OLYMPUS EXECUTIVE REALTY INC
• 

  

  /19

  $2,500,000

  • Land
  • 5 Acres
  • $500,000 per Acre

  13377 Lake Butler Blvd, Winter Garden, FL 34787

  Fantastic opportunity to purchase 12+ acres of private, quiet lake front property in Winter Garden/Windermere area on West Lake Butler Blvd. with 4+ acres high and dry and no HOA. Property currently boasts dock with electricity and boat lift on a skiable lake. There is an existing house that could be remodeled or torn down and start fresh. Home is 4961 square feet and built in 1990 with

  Dawn Briggs BLUE MAGNOLIA REALTY LLC

  13377 Lake Butler Blvd, Winter Garden, FL 34787
• 

  /2

  $1,230,000

  Sold Dec 03, 2025

  11721 Camden Park Dr, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 3,014 Sq Ft
  • Built 2005

  Last Sold Summary

  • 18% Below List Price
  • $408/SF
  • 5 Days On Market

  Current Estimated Value $1,219,496

  Last Listing Agent Shelley Dawson COMPASS FLORIDA LLC

  11721 Camden Park Dr, Windermere, FL 34786
• 

  

  /52

  Est $1,314,818

  Not Listed For Sale

  6006 Caymus Loop, Windermere, FL 34786

  • 5 Beds
  • 4 Baths
  • 3,530 Sq Ft
  • Built 2004

  6006 Caymus Loop, Windermere, FL 34786

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Nicholas Taylor REAL BROKER, LLC
• 

  

  /40

  $969,000

  • 5 Beds
  • 4.5 Baths
  • 3,797 Sq Ft

  9609 Westover Club Cir, Windermere, FL 34786

  WELCOME HOME ! WELL MAINTAINED , LARGE, 5 BEDROOM, 4 BATH HOME . ALSO INCLUDES OFFICE, MOVIE ROOM , STORAGE ROOM AND LOFT. OVERSIZE 3 CAR GARAGE,BRICK PAVER DRIVEWAY AND PATIO. FEATURES POOL AND POND WITH WATER FOUNTAIN. CLOSE TO MILLENNIA MALL,DOWNTOWN ORLANDO ,RESTAURANT ROW,DISNEY,UNIVERSAL,PARKS AND RECREATION. NO REAR NEIGHBORS AND QUIET NEIGHBORHOOD. KITCHEN FEAUTERES ISLAND, UPGRADED

  John Petit ALPHA R.E. OF CENTRAL FL LLC

  9609 Westover Club Cir, Windermere, FL 34786
• 

  /2

  $1,115,000

  Sold May 11, 2026

  8350 Bowden Way, Windermere, FL 34786

  • 3 Beds
  • 3.5 Baths
  • 3,368 Sq Ft
  • Built 2001

  Last Sold Summary

  • 7% Below List Price
  • $331/SF
  • 5 Days On Market

  Current Estimated Value $1,118,184

  Last Listing Agent Teresa Stewart SOUTHERN REALTY GROUP LLC

  8350 Bowden Way, Windermere, FL 34786
• 

  /2

  Est $1,742,411

  Not Listed For Sale

  13463 Bonica Way, Windermere, FL 34786

  • 5 Beds
  • 5.5 Baths
  • 4,531 Sq Ft
  • Built 2007

  13463 Bonica Way, Windermere, FL 34786

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Heather Berrios REAL BROKER, LLC
• 

  

  /81

  $3,500,000

  • 4 Beds
  • 6 Baths
  • 7,669 Sq Ft

  5524 Worsham Ct, Windermere, FL 34786

  Welcome to the exclusive gates of Isleworth, golf front estate offers over 7,600 square feet of refined luxury living overlooking the fairway of the renowned Isleworth Golf & Country Club, one of the worlds most prestigious golf club communities, this championship course was designed by Arnold Palmer and set along the Butler Chain of Lakes. The neighborhood is defined by beautifully landscaped

  Ayoub Aitelhaj ATLIS REALTY GROUP LLC

  5524 Worsham Ct, Windermere, FL 34786
• 

  /2

  $317,000

  Sold Mar 09, 2026

  8180 Boat Hook Loop Unit 106/306, Windermere, FL 34786

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

  Last Sold Summary

  • 6% Below List Price
  • $218/SF
  • 107 Days On Market

  Last Listing Agent Steven Ritz KELLER WILLIAMS WINTER PARK

  8180 Boat Hook Loop Unit 106/306, Windermere, FL 34786
• 

  /2

  Est $833,533

  Not Listed For Sale

  2816 Tropic Ct, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 2,840 Sq Ft
  • Built 1996

  2816 Tropic Ct, Winter Garden, FL 34787

  Last Sold Summary

  • 130 Days On Market

  Last Listing Agent Patti-Jo Jungreis ALL REAL ESTATE & INVESTMENTS
• 

  

  /40

  $448,000

  $12K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 1,910 Sq Ft

  11429 Brownstone St, Windermere, FL 34786

  Virtually Staged. Seller may consider buyer concessions if made in an offer ~ Enjoy the best of Windermere living in this beautifully maintained 4-bedroom, 2.5-bath townhome with a rear facing 2-car garage in the sought-after Lake Burden South community! Offering a spacious, LOW MAINTENANCE LIFESTYLE, this home combines an ideal SPLIT BEDROOM floor plan with timeless finishes and an unbeatable

  Jennifer Wemert WEMERT GROUP REALTY LLC

  11429 Brownstone St, Windermere, FL 34786
• 

  /2

  $285,000

  Sold Feb 12, 2026

  11565 Mizzon Dr Unit 101/808, Windermere, FL 34786

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

  Last Sold Summary

  • 10% Below List Price
  • $198/SF
  • 38 Days On Market

  Current Estimated Value $303,021

  Last Listing Agent Erica Diaz HOMEVEST REALTY

  11565 Mizzon Dr Unit 101/808, Windermere, FL 34786
• 

  /2

  Est $1,757,626

  Not Listed For Sale

  3126 Seigneury Dr, Windermere, FL 34786

  • 5 Beds
  • 4.5 Baths
  • 5,002 Sq Ft
  • Built 2001

  3126 Seigneury Dr, Windermere, FL 34786

  Last Sold Summary

  • 251 Days On Market

  Last Listing Agent Otto Solis VALSTAR REALTY LLC
• 

  

  /100

  $7,695,000

  $1M PRICE DROP

  • 7 Beds
  • 10 Baths
  • 8,362 Sq Ft

  9343 Tibet Pointe Cir, Windermere, FL 34786

  PRICE Improvenent!! Perfectly sited on pristine Lake Tibet in Keene's Pointe Country Club, this stunning lakefront Stonebridge custom home has been completely updated. The modern exterior color brightens the façade and creates a unique transitional style. The wrought Brand New oversized GLASS DOOR add a refined entry. Opening to the two-story formal areas featuring timeless elements of newly

  Juan Delgado La Rosa Realty Llc

  9343 Tibet Pointe Cir, Windermere, FL 34786
• 

  /2

  $831,000

  Sold May 28, 2026

  1412 Glenheather Dr, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,903 Sq Ft
  • Built 2002

  Last Sold Summary

  • 1% Above List Price
  • $286/SF
  • 2 Days On Market

  Current Estimated Value $834,206

  Last Listing Agent Kim Arena COLDWELL BANKER REALTY

  1412 Glenheather Dr, Windermere, FL 34786
• 

  /2

  Est $1,227,613

  Not Listed For Sale

  13638 Sunset Lakes Cir, Winter Garden, FL 34787

  • 4 Beds
  • 3 Baths
  • 2,985 Sq Ft
  • Built 2000

  13638 Sunset Lakes Cir, Winter Garden, FL 34787

  Last Sold Summary

  • 35 Days On Market

  Last Listing Agent Tom Rumph SAND DOLLAR REALTY GROUP INC
• 

  

  /65

  $6,650,000

  • 5 Beds
  • 7 Baths
  • 6,970 Sq Ft

  9921 Lake Louise Dr, Windermere, FL 34786

  Positioned along the back nine of Isleworth’s renowned championship golf course, this exceptional estate spans nearly 7,000 square feet and has been thoughtfully reimagined through an extensive three-year renovation. Showcasing timeless architecture with a fresh, sophisticated aesthetic, the residence blends elegant European influences with light-filled interiors, superior craftsmanship and

  Monica Lochmandy ISLEWORTH REALTY LLC

  9921 Lake Louise Dr, Windermere, FL 34786
• 

  /2

  $1,300,000

  Sold May 22, 2026

  8375 Bowden Way, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,809 Sq Ft
  • Built 1999

  Last Sold Summary

  • 19% Below List Price
  • $341/SF
  • 158 Days On Market

  Current Estimated Value $1,314,239

  Last Listing Agent Oscar Rodriguez B LIVE COMMERCIAL AND RESIDENT

  8375 Bowden Way, Windermere, FL 34786
• 

  

  /51

  Est $1,945,343

  Not Listed For Sale

  2833 Butler Bay Dr N, Windermere, FL 34786

  • 5 Beds
  • 6 Baths
  • 4,265 Sq Ft
  • Built 1991

  2833 Butler Bay Dr N, Windermere, FL 34786

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Ginger Jarvis FOLIO REALTY LLC
• 

  

  /92

  $27,000,000

  • 7 Beds
  • 10 Baths
  • 22,108 Sq Ft

  5603 Marleon Dr, Windermere, FL 34786

  A rare legacy estate of extraordinary scale and architectural significance, this magnificent lakefront compound spans over 22,000 square feet across more than 11 private acres with over 440 feet of pristine frontage on Cypress Lake. Masterfully designed to deliver the ultimate blend of grandeur, privacy, and resort-inspired living, the residence is statement of uncompromising luxury. Beyond the

  Llin Lu PREMIER SOTHEBYS INT'L REALTY

  5603 Marleon Dr, Windermere, FL 34786
• 

  /2

  $6,700,000

  Sold Jun 09, 2026

  6507 Rosella Ct, Windermere, FL 34786

  • 7 Beds
  • 7.5 Baths
  • 10,485 Sq Ft
  • Built 2007

  Last Sold Summary

  • 14% Below List Price
  • $639/SF
  • 143 Days On Market

  Current Estimated Value $6,740,084

  Last Listing Agent DeAnna Sechrest DEANNA MARIE SECHREST

  6507 Rosella Ct, Windermere, FL 34786
• 

  

  /57

  Est $1,012,372

  Not Listed For Sale

  8335 Lake Burden Cir, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,410 Sq Ft
  • Built 2000

  8335 Lake Burden Cir, Windermere, FL 34786

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Karen Goulet FLORIDA REALTY INVESTMENTS

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