Windermere, FL Homes

• 

  

  /2

  $1,270,000 Sold Apr 10, 2025

  6228 Lecco Way, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,755 Sq Ft
  • Built 2012

  Last Sold Summary

  • 5% Below List Price
  • $461/SF
  • 41 Days On Market

  Current Estimated Value $1,277,447

  Last Listing Agent Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

  6228 Lecco Way, Windermere, FL 34786
• 

  

  

  /21

  Est $783,672 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,775 Sq Ft

  8736 Peachtree Park Ct, Windermere, FL 34786

  8736 Peachtree Park Ct, Windermere, FL 34786
• 

  

  

  /57

  $3,400,000

  • 4 Beds
  • 4 Baths
  • 4,877 Sq Ft

  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 5,000 square feet and showcases an elegant transitional style. The main level welcomes you with gracious formal living and dining rooms, each crowned with sparkling chandeliers and framed by oversized windows that capture elevated views of the resort-style pool and spa below.

  Monica Lochmandy ISLEWORTH REALTY LLC

  9731 Chestnut Ridge Dr, Windermere, FL 34786
• 

  

  /2

  $923,000 Sold Apr 08, 2025

  5516 Remsen Cay Ln, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,070 Sq Ft
  • Built 2006

  Last Sold Summary

  • 3% Below List Price
  • $301/SF
  • 92 Days On Market

  Current Estimated Value $941,623

  Last Listing Agent Angela Magac THE PROPERTY STOP LLC

  5516 Remsen Cay Ln, Windermere, FL 34786
• 

  

  /2

  Est $535,858 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,136 Sq Ft

  6322 Golden Dewdrop Trail, Windermere, FL 34786

  6322 Golden Dewdrop Trail, Windermere, FL 34786
• 

  

  /65

  $3,200,000

  • 6 Beds
  • 6.5 Baths
  • 6,308 Sq Ft

  13448 Bellaria Cir, Windermere, FL 34786

  Buyer walked days before closing due to personal reasons! All inspections and milestones clean/clear!! - This exceptional Florida residence is perfectly sited on an acre within the exclusive guard-gated community of Bellaria. Thoughtfully designed to balance sophistication with comfort, the home welcomes you with an abundance of natural light streaming through broad front windows, highlighting

  Shawn Kennedy KENNEDY REALTY GROUP LLC

  13448 Bellaria Cir, Windermere, FL 34786
• 

  /2

  $370,000 Sold Nov 06, 2025

  13550 Carroway St, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 1,471 Sq Ft
  • Built 2003

  Last Sold Summary

  • 3% Below List Price
  • $252/SF
  • 26 Days On Market

  Last Listing Agent Ricardo Diaz WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC

  13550 Carroway St, Windermere, FL 34786
• 

  /2

  Est $1,204,348 Not Listed For Sale

  • 8 Beds
  • 5 Baths
  • 4,740 Sq Ft

  6020 Golden Dewdrop Trail, Windermere, FL 34786

  6020 Golden Dewdrop Trail, Windermere, FL 34786
• 

  

  /37

  $345,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,181 Sq Ft

  12716 Langstaff Dr, Windermere, FL 34786

  Under contract-accepting backup offers. One or more photo(s) has been virtually staged. BACK ON THE MARKET!( due to Financial issues) . Take ADVANTAGE of this OPPORTUNITY ! LUXURY TOWNHOME LIVING IN PRIME WINDERMERE LOCATION! Call today to secure this pristine 2-bedroom, 2.5-bathroom townhouse offering the ideal central Florida lifestyle! Located in a highly sought-after Windermere community,

  Ann Wargo UPSIDE REAL ESTATE INC

  12716 Langstaff Dr, Windermere, FL 34786
• 

  /2

  $1,000,000 Sold May 29, 2025

  9224 Legado Dr, Windermere, FL 34786

  • 5 Beds
  • 3 Baths
  • 3,407 Sq Ft
  • Built 2021

  Last Sold Summary

  • 17% Below List Price
  • $294/SF
  • 30 Days On Market

  Current Estimated Value $996,387

  Last Listing Agent Iluska Kruse ORLANDO BROTHERS REAL ESTATE LLC

  9224 Legado Dr, Windermere, FL 34786
• 

  /2

  Est $591,351 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,322 Sq Ft

  8014 Jailene Dr, Windermere, FL 34786

  8014 Jailene Dr, Windermere, FL 34786
• 

  

  /100

  $1,820,000

  • 4 Beds
  • 3.5 Baths
  • 4,437 Sq Ft

  13734 Lake Cawood Dr, Windermere, FL 34786

  Welcome to Lake Cawood Estate, a beautifully maintained residence built in 2004 and thoughtfully enhanced with extensive recent upgrades and major system improvements. Offering both comfort and peace of mind, this home features a brand-new roof (2024), new A/C system (2024), new well system (2025), and a new water filtration system—delivering efficiency, reliability, and long-term value. Fresh

  Angela Schifano CHARLES RUTENBERG REALTY ORLANDO

  13734 Lake Cawood Dr, Windermere, FL 34786
• 

  /2

  $670,000 Sold Jun 03, 2025

  12627 Salomon Cove Dr, Windermere, FL 34786

  • 5 Beds
  • 4 Baths
  • 2,886 Sq Ft
  • Built 2018

  Last Sold Summary

  • 4% Below List Price
  • $232/SF
  • 41 Days On Market

  Current Estimated Value $672,131

  Last Listing Agent Tennille Biggers KELLER WILLIAMS ELITE PARTNERS III REALTY

  12627 Salomon Cove Dr, Windermere, FL 34786
• 

  /2

  Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,840 Sq Ft

  8136 Serenity Spring Dr, Windermere, FL 34786

  8136 Serenity Spring Dr, Windermere, FL 34786
• 

  

  /91

  $3,725,000

  • 4 Beds
  • 4.5 Baths
  • 6,054 Sq Ft

  12812 Jacob Grace Ct, Windermere, FL 34786

  Experience Unmatched Lakeside Luxury in a Custom-Built MasterpieceDiscover the pinnacle of elegance and tranquility in this exquisite custom-built estate, ideally positioned on an expansive lot within an exclusive guard-gated community. With direct access to a crystal-clear spring-fed lake that permits private boat docks, this home offers a rare blend of relaxation, recreation, and refined

  Alireza Partovi EXP REALTY LLC

  12812 Jacob Grace Ct, Windermere, FL 34786
• 

  /2

  $498,000 Sold Aug 01, 2025

  4813 River Gem Ave, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 2,085 Sq Ft
  • Built 2006

  Last Sold Summary

  • 9% Below List Price
  • $239/SF
  • 55 Days On Market

  Current Estimated Value $513,213

  Last Listing Agent Suzanne Hosmer RE/MAX SELECT GROUP

  4813 River Gem Ave, Windermere, FL 34786
• 

  /2

  Est $426,756 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,692 Sq Ft

  8972 Matriarca Aly, Windermere, FL 34786

  8972 Matriarca Aly, Windermere, FL 34786
• 

  

  /31

  $930,000

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

  11314 Ledgement Ln Unit 1, Windermere, FL 34786

  Located in the exclusive Glenmuir community, this beautifully appointed residence delivers refined living with timeless elegance. A grand entrance through glass French doors welcomes you into an OPEN FLOOR PLAN enhanced by elegant ceramic tile throughout. The GOURMET KITCHEN is a chef’s dream, featuring 42" cabinetry, stainless steel appliances, an oversized island, custom tile backsplash, and a

  Mark Vescio MARK SPAIN REAL ESTATE

  11314 Ledgement Ln Unit 1, Windermere, FL 34786
• 

  /2

  $1,560,000 Sold Aug 11, 2025

  8437 Lake Burden Cir, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,797 Sq Ft
  • Built 2005

  Last Sold Summary

  • 16% Below List Price
  • $411/SF
  • 105 Days On Market

  Current Estimated Value $1,552,646

  Last Listing Agent Daniela de Rodriguez B LIVE COMMERCIAL AND RESIDENT

  8437 Lake Burden Cir, Windermere, FL 34786
• 

  /2

  Est $319,973 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,332 Sq Ft

  8256 Maritime Flag St Unit 305, Windermere, FL 34786

  8256 Maritime Flag St Unit 305, Windermere, FL 34786
• 

  

  /29

  $999,000 Pending

  • 5 Beds
  • 4 Baths
  • 3,516 Sq Ft

  2046 Westover Reserve Blvd, Windermere, FL 34786

  Under contract-accepting backup offers. Welcome to Westover Reserve, a gated Windermere enclave celebrated for its tree-lined streets, strong community identity, and central convenience. Inside, vaulted ceilings, expansive windows, and an open layout give this 5-bedroom, 4-bath WITH BONUS home an immediate sense of volume and light. The newly renovated kitchen anchors the main level with 42"

  Hilary Hall COMPASS FLORIDA LLC

  2046 Westover Reserve Blvd, Windermere, FL 34786
• 

  /2

  $3,350,000 Sold Jul 15, 2025

  5801 Marleon Dr, Windermere, FL 34786

  • 6 Beds
  • 6.5 Baths
  • 6,968 Sq Ft
  • Built 1997

  Last Sold Summary

  • 7% Below List Price
  • $481/SF
  • 5 Days On Market

  Current Estimated Value $3,397,246

  Last Listing Agent Michelle Brierley COLDWELL BANKER REALTY

  5801 Marleon Dr, Windermere, FL 34786
• 

  /2

  Est $477,328 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,837 Sq Ft

  10706 Reams Rd, Windermere, FL 34786

  10706 Reams Rd, Windermere, FL 34786
• 

  

  /18

  $788,000

  • 4 Beds
  • 3.5 Baths
  • 3,091 Sq Ft

  7211 Still Pond Ln, Windermere, FL 34786

  Welcome to this former model home in one of Windermere's coveted communities. This custom-designed model is situated on a premium corner lot and offers a combination of luxury, convenience and comfort. As you drive down beautifully manicured streets and past serene lakes, you will arrive at this charming home with its quaint covered porch. Upon entry, the foyer leads you to an inviting living

  Victor Barroeta MBT REALTY LLC

  7211 Still Pond Ln, Windermere, FL 34786
• 

  /2

  $740,000 Sold Jan 08, 2026

  11849 Cave Run Ave, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,414 Sq Ft
  • Built 2014

  Last Sold Summary

  • 11% Below List Price
  • $217/SF
  • 86 Days On Market

  Last Listing Agent Any Alves WRA BUSINESS & REAL ESTATE

  11849 Cave Run Ave, Windermere, FL 34786
• 

  

  /18

  Est $413,936 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,617 Sq Ft

  13179 Kegan St, Windermere, FL 34786

  13179 Kegan St, Windermere, FL 34786
• 

  

  /49

  $709,999 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,699 Sq Ft

  13912 Darchance Rd, Windermere, FL 34786

  Beautifully updated home with peaceful pond views from the front creates an idyllic setting to call home. High end finishes can be found throughout including: engineered white oak hardwood floors, designer light fixtures, fully remodeled transitional kitchen with quartz counters and stainless steel appliances, luxuriously updated baths, laundry room, and family room with custom built ins and

  Hojin Chang RE/MAX PRIME PROPERTIES

  13912 Darchance Rd, Windermere, FL 34786
• 

  /2

  $405,000 Sold Apr 30, 2025

  6367 Merrick Landing Blvd, Windermere, FL 34786

  • 3 Beds
  • 3 Baths
  • 1,387 Sq Ft
  • Built 2003

  Last Sold Summary

  • 1% Below List Price
  • $292/SF
  • 13 Days On Market

  Current Estimated Value $394,791

  Last Listing Agent Bobby Christiano COLDWELL BANKER RESIDENTIAL RE

  6367 Merrick Landing Blvd, Windermere, FL 34786
• 

  /2

  Est $538,918 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,156 Sq Ft

  12166 Canyon Sun Trail, Windermere, FL 34786

  12166 Canyon Sun Trail, Windermere, FL 34786
• 

  

  /91

  $3,950,000

  • 6 Beds
  • 7 Baths
  • 5,709 Sq Ft

  12132 Montalcino Cir, Windermere, FL 34786

  Experience the essence of luxury lakefront living in this stunning contemporary Mediterranean estate, ideally positioned on Lake Burden within the exclusive gated community of Casa Del Lago in Windermere. This elegant two-story residence combines refined design, functionality, and breathtaking panoramic lake views throughout.The gourmet kitchen features custom dark cabinetry, quartz

  Caroline Perotti BELLA VIEW REALTY LLC

  12132 Montalcino Cir, Windermere, FL 34786
• 

  /2

  $837,000 Sold Jun 05, 2025

  6550 Crestmont Glen Ln Unit 1, Windermere, FL 34786

  • 4 Beds
  • 5 Baths
  • 3,282 Sq Ft
  • Built 2002

  Last Sold Summary

  • 8% Below List Price
  • $255/SF
  • 14 Days On Market

  Current Estimated Value $867,163

  Last Listing Agent Cheryl Roda-Wu CENTURY 21 BE3

  6550 Crestmont Glen Ln Unit 1, Windermere, FL 34786
• 

  /2

  Est $896,812 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,968 Sq Ft

  8349 Torcello Isle Dr, Windermere, FL 34786

  8349 Torcello Isle Dr, Windermere, FL 34786
• 

  

  /39

  $459,900 Open Sat 11AM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 1,767 Sq Ft

  13369 Gorgona Isle Dr, Windermere, FL 34786

  Wow! Gorgeous, newly updated three-bedroom luxury townhome with a scenic water and fountain view. This spacious, light-filled home is open, bright, clean and move-in ready. This home features a new HVAC system with programmable thermostat, new flooring, trim and fresh interior, exterior paint, and new designer light fixtures and mirrors. The first floor features a spacious open floor plan with

  Wendy Fischer PREMIER SOTHEBYS INT'L REALTY

  13369 Gorgona Isle Dr, Windermere, FL 34786
• 

  /2

  $704,000 Sold Sep 18, 2025

  1220 Glenheather Dr, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,695 Sq Ft
  • Built 2002

  Last Sold Summary

  • 3% Below List Price
  • $261/SF
  • 22 Days On Market

  Current Estimated Value $713,253

  Last Listing Agent Dominick Florio RE/MAX TOWN & COUNTRY REALTY

  1220 Glenheather Dr, Windermere, FL 34786
• 

  

  /12

  Est $503,997 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,047 Sq Ft

  8320 Bryce Canyon Ave, Windermere, FL 34786

  8320 Bryce Canyon Ave, Windermere, FL 34786
• 

  

  /40

  $625,000

  • 4 Beds
  • 3 Baths
  • 2,406 Sq Ft

  4533 River Gem Ave, Windermere, FL 34786

  BACK ON THE MARKET! NEW Roof being installed, expected by end of January 2026! Charming SUMMERPORT home in desirable Windermere! You'll love this lovely 1-story on an oversized corner lot, with 4 bedrooms, 3 full baths, 3-way open & split plan, with high ceilings throughout. Many upgrades include wood floors in all bedrooms, tile floors in all traffic areas, huge open Kitchen with breakfast bar,

  George Stringer COLDWELL BANKER RESIDENTIAL RE

  4533 River Gem Ave, Windermere, FL 34786
• 

  /2

  $2,460,000 Sold Dec 18, 2025

  11019 Ullswater Ln, Windermere, FL 34786

  • 5 Beds
  • 4.5 Baths
  • 5,916 Sq Ft
  • Built 2006

  Last Sold Summary

  • 2% Below List Price
  • $416/SF
  • 23 Days On Market

  Last Listing Agent Ken Pozek REAL BROKER, LLC

  11019 Ullswater Ln, Windermere, FL 34786
• 

  /2

  Est $1,784,534 Not Listed For Sale

  • 6 Beds
  • 5.5 Baths
  • 5,497 Sq Ft

  12408 Corso Ct, Windermere, FL 34786

  12408 Corso Ct, Windermere, FL 34786
• 

  

  /83

  $7,595,000

  • 5 Beds
  • 6.5 Baths
  • 6,937 Sq Ft

  5074 Isleworth Country Club Dr, Windermere, FL 34786

  Luxury living perfectly positioned along the 6th fairway in the world-renowned guard-gated community of Isleworth. This exceptional estate offers over 6,900 square feet of completely remodeled space which includes over 2,400 square foot addition upstairs thoughtfully reimagined by acclaimed architect Mark Nasrallah. Featuring 5 bedrooms and 6.5 bathrooms, the home sits on over half an acre and

  Armaan Memarpouri MEMARPOURI REALTY LLC

  5074 Isleworth Country Club Dr, Windermere, FL 34786
• 

  /2

  $315,000 Sold Apr 30, 2025

  11564 Mizzon Dr Unit 309, Windermere, FL 34786

  • 2 Beds
  • 2 Baths
  • 1,161 Sq Ft
  • Built 2006

  Last Sold Summary

  • 3% Below List Price
  • $271/SF
  • 135 Days On Market

  Current Estimated Value $308,291

  Last Listing Agent Matthew DeClue BROKER BRYANT REALTY

  11564 Mizzon Dr Unit 309, Windermere, FL 34786

Showing Results 401 - 440, Page 11 of 18