Windermere, FL Homes

• 

  

  

  /41

  Est $467,412 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,912 Sq Ft

  13760 Calera Alley, Windermere, FL 34786

  13760 Calera Alley, Windermere, FL 34786
• 

  

  

  /56

  $459,000

  • 3 Beds
  • 2.5 Baths
  • 2,001 Sq Ft

  5892 Soter Ln, Windermere, FL 34786

  Welcome home to this charming townhouse in the heart of Windermere in Horizon West! Nestled in a highly sought-after community, this move-in ready home offers the perfect blend of comfort and convenience. Step inside to find a bright and open-concept living space with brand-new carpet on stairs and upper level, creating a fresh and inviting feel. The kitchen boasts solid surface countertops,

  Claire Jesso SERHANT

  5892 Soter Ln, Windermere, FL 34786
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  /15

  $1,144,870 Sold Mar 12, 2025

  • 3,199 Sq Ft
  • $358/SF
  • 0 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2025

  14428 Crest Palm Ave, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Under Construction. The Tidewater with Bonus floorplan offers a versatile and spacious two-story layout, featuring 4 bedrooms and 3.5 bathrooms. Spanning 3,199 sq. ft., this home includes a large two-car garage for ample storage and convenience. The first floor boasts an inviting great room connected to an open kitchen and dining area, perfect for

  Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  14428 Crest Palm Ave, Windermere, FL 34786
• 

  

  

  /29

  Est $559,863 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,152 Sq Ft

  12273 Joshua Tree Trail, Windermere, FL 34786

  12273 Joshua Tree Trail, Windermere, FL 34786
• 

  

  

  /42

  $999,000

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

  11314 Ledgement Ln Unit 1, Windermere, FL 34786

  Nestled among the Butler chain of lakes, within Windermere's prestigious Glenmuir gated community, this stunning residence is a true gem. The neighborhood’s grand entrance ushers you into a world of casual elegance. Glenmuir features tiled roof homes and large manicured lawns, and also offers a community park, basketball court, and play area. Ideally situated near ‘A rated’ public schools,

  David Welch CHARLES RUTENBERG REALTY ORLANDO

  11314 Ledgement Ln Unit 1, Windermere, FL 34786
• 

  

  /38

  $400,000 Sold Mar 12, 2025

  • 2,067 Sq Ft
  • $194/SF
  • 159 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2013

  14450 Desert Haven St Unit GE, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Welcome to your dream home! This property features a stylish neutral color scheme that adds elegance to every room. The kitchen, equipped with stainless steel appliances, is a chef's delight. The primary bedroom offers a spacious walk-in closet, while the primary bathroom includes double sinks for convenience. Recent upgrades, including partial

  GREGORY BLACKALL OPENDOOR BROKERAGE LLC

  14450 Desert Haven St Unit GE, Windermere, FL 34786
• 

  

  /33

  Est $1,373,847 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,493 Sq Ft

  1109 Estancia Woods Loop, Windermere, FL 34786

  1109 Estancia Woods Loop, Windermere, FL 34786
• 

  

  /64

  $515,000

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

  12109 Silverlake Park Dr, Windermere, FL 34786

  LOCATION, LOCATION! Nestled in the highly sought-after Windermere Trails community, this stunning home has been meticulously cared for by its original owner, who purchased it new. It has exclusively served as a vacation home and has seen minimal use, making it feel almost like new! This spacious 4-bedroom, 2.5-bathroom home features a large loft and a 2-car attached garage. Step inside to an

  Renan Serretiello FLORIDA CONNEXION PROPERTIES

  12109 Silverlake Park Dr, Windermere, FL 34786
• 

  

  /33

  $550,000 Sold Mar 11, 2025

  • 1,492 Sq Ft
  • $369/SF
  • 27 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1985

  9228 Palm Tree Dr, Windermere, FL 34786

  Discover a delightful Windermere gem where you can truly plant your roots and grow! Step into this charming 3 bedroom home, filled with natural light, where the open-concept living space invites you in with its beautiful hardwood floors and high ceilings, creating an airy, welcoming vibe. Step outside to embrace Florida living at its best. French doors from the main living area open up to a

  Matt Davies COLDWELL BANKER REALTY

  9228 Palm Tree Dr, Windermere, FL 34786
• 

  

  /71

  Est $626,390 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,374 Sq Ft

  6769 Merrick Landing Blvd, Windermere, FL 34786

  6769 Merrick Landing Blvd, Windermere, FL 34786
• 

  

  /86

  $4,899,000

  • 7 Beds
  • 10.5 Baths
  • 5,935 Sq Ft

  225 Magnolia St, Windermere, FL 34786

  LAKEFRONT GRANDEUR IN WINDERMERE | A MASTERPIECE ON LAKE DOWNUnveiling a rare opportunity to own an architectural masterpiece on the famed Butler Chain of Lakes—a residence that redefines lakefront luxury in the exclusive town of Windermere. Custom-built in 2019, this Mediterranean-inspired estate is a sanctuary of sophistication, offering unparalleled waterfront living with direct frontage

  George Doulamis COMPASS FLORIDA LLC

  225 Magnolia St, Windermere, FL 34786
• 

  

  /39

  $440,000 Sold Mar 11, 2025

  • 1,997 Sq Ft
  • $220/SF
  • 52 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2016

  7645 Fordson Ln, Windermere, FL 34786

  Welcome to this beautifully maintained townhouse featuring 4 spacious bedrooms, 2 full bathrooms, and 1 half bath, perfect for family living and entertaining. The inviting kitchen boasts granite countertops, a stylish backsplash, and a functional island—ideal for preparing meals or enjoying casual dining. You'll love the abundant natural light that fills the home, creating a bright and welcoming

  Astrid Rivas COLDWELL BANKER REALTY

  7645 Fordson Ln, Windermere, FL 34786
• 

  

  /25

  Est $476,215 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,976 Sq Ft

  13752 Bressler Alley, Windermere, FL 34786

  13752 Bressler Alley, Windermere, FL 34786
• 

  

  /47

  $4,500,000

  • 6 Beds
  • 6.5 Baths
  • 8,942 Sq Ft

  3120 Downs Cove Rd, Windermere, FL 34786

  Stunning Butler Chain lakefront estate nestled on over 2 acres of meticulously manicured grounds that epitomizes the pinnacle of luxury waterfront living. From the moment you enter this stunning property, you are greeted by expansive views of Lake Down, visible from nearly every room. Every detail in this home has been thoughtfully curated, from the gleaming wood floors to the soaring ceilings

  Julie Christensen COMPASS FLORIDA LLC

  3120 Downs Cove Rd, Windermere, FL 34786
• 

  /2

  $1,870,000 Sold Mar 11, 2025

  • 4,291 Sq Ft
  • $436/SF
  • 105 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 2007

  8260 Tibet Butler Dr, Windermere, FL 34786

  Welcome to your dream retreat in the highly sought-after Keenes Pointe neighborhood of Windermere, FL! This exquisite residence boasts five spacious en suite bedrooms, ensuring ultimate comfort and privacy for family and guests alike. With three of the bedrooms conveniently located on the first floor, this home is perfect for easy living.Step inside to discover an updated kitchen that is

  Brynn Munro CORCORAN PREMIER REALTY

  8260 Tibet Butler Dr, Windermere, FL 34786
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  /55

  Est $1,189,168 Not Listed For Sale

  • 6 Beds
  • 4.5 Baths
  • 4,511 Sq Ft

  8388 Lookout Pointe Dr, Windermere, FL 34786

  8388 Lookout Pointe Dr, Windermere, FL 34786
• 

  

  /55

  $794,000

  • 4 Beds
  • 3.5 Baths
  • 2,876 Sq Ft

  6799 Helmsley Cir, Windermere, FL 34786

  Welcome to 6799 Helmsley Circle, a stunning 4-bedroom, 3.5-bathroom home in the charming Preston Square community in Windermere. This spacious 2,876 sq. ft. residence offers an extra-large upstairs bonus room, a den with French doors, a downstairs guest suite, and a screened-in porch overlooking a private greenbelt—providing the perfect blend of luxury and comfort. No rear neighbors! As you

  Emilia Faria KARDOSH REALTY

  6799 Helmsley Cir, Windermere, FL 34786
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  /43

  $1,175,000 Sold Mar 10, 2025

  • 3,295 Sq Ft
  • $357/SF
  • 61 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 2014

  6326 Swanson St, Windermere, FL 34786

  Rare Opportunity to buy the Former Model Home! Tons of designer upgrades throughout. Lots of extra recessed lights in rooms, 24" Ceramic Tile floors, 8' interior doors on both floors. Kitchen features Jenn Aire appliances including built-in refrigerator, cabinets that go to the ceiling with glass front doors, Quartz counters, coffee bar. Two story Family Room ceiling, Dual Accordion-Style Patio

  Thomas Moffett BHHS FLORIDA REALTY

  6326 Swanson St, Windermere, FL 34786
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  /43

  Est $542,427 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,089 Sq Ft

  11560 Charnock Dr, Windermere, FL 34786

  11560 Charnock Dr, Windermere, FL 34786
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  /7

  $1,995,000

  • Land
  • 0.68 Acre
  • $2,933,824 per Acre

  5235 W Lake Butler Rd, Windermere, FL 34786

  A rare opportunity to own over half an acre of direct lakefront property on prestigious Lake Butler. This prime vacant lot offers breathtaking views of Lake Butler and Bird Island.Design and build your custom dream estate in Windermere, one of Orlando’s most desirable communities. With direct access to the renowned Butler Chain of Lakes, enjoy unparalleled waterfront living—boating, fishing, and

  Andrew Burgard CHARLES RUTENBERG REALTY ORLANDO

  5235 W Lake Butler Rd, Windermere, FL 34786
• 

  

  /31

  $415,000 Sold Mar 10, 2025

  • 1,861 Sq Ft
  • $223/SF
  • 71 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2012

  14237 Desert Haven St, Windermere, FL 34786

  WELCOME HOME TO THIS BEAUTIFUL CONDOMINIUM IN THE DESIREABLE OASIS COVE COMMUNITY. This home is a RARE FIND IN THIS COMMUNITY WITH TWO MASTER SUITES, A THIRD BEDROOM, THREE AND A HALF BATHS AND A LOFT. The first floor has an open floor plan with Brazilian Hardwood Floors and tile in the wet areas. NEW ROOF COMPLETED JANUARY 2025! A/C REPLACED 2024. The kitchen has granite counter tops with

  Pam Eddy COLDWELL BANKER TONY HUBBARD REALTY

  14237 Desert Haven St, Windermere, FL 34786
• 

  

  /52

  Est $729,592 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,943 Sq Ft

  12961 Holdenbury Ln, Windermere, FL 34786

  12961 Holdenbury Ln, Windermere, FL 34786
• 

  

  /77

  $2,995,000

  • 3 Beds
  • 3 Baths
  • 3,255 Sq Ft

  5243 W Lake Butler Rd, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Stunning Windermere Lakefront Retreat on the Butler Chain. Experience the epitome of lakefront living in this beautifully remodeled home, nestled on over half an acre with breathtaking views of Lake Butler and Bird Island. Whether you're boating, fishing, or simply relaxing by the pool, this retreat offers the perfect combination of luxury and

  Andrew Burgard CHARLES RUTENBERG REALTY ORLANDO

  5243 W Lake Butler Rd, Windermere, FL 34786
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  /70

  $1,800,000 Sold Mar 10, 2025

  • 4,475 Sq Ft
  • $402/SF
  • 168 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 2001

  8130 Tibet Butler Dr, Windermere, FL 34786

  This exceptional two-story custom-built (Stonebridge Homes) residence is now available for new ownership. The original owner has meticulously maintained the property. The first floor features a spacious office/den, while the second floor offers a media room with a balcony that overlooks a sparkling pool, serene water view, and the golf course beyond. A generously sized circular driveway ensures

  Ye Kang ONE STOP SERVICE REALTY INC

  8130 Tibet Butler Dr, Windermere, FL 34786
• 

  

  /21

  Est $554,581 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,222 Sq Ft

  11019 Bagley Alley, Windermere, FL 34786

  11019 Bagley Alley, Windermere, FL 34786
• 

  

  /18

  $410,000

  • 3 Beds
  • 2.5 Baths
  • 1,720 Sq Ft

  7407 Ripplepointe Way, Windermere, FL 34786

  Discover this beautiful 3-bedroom, 2.5-bath townhome in the desirable Lake Burden community of Windermere. This spacious home features an open living area and a modern eat-in kitchen with elegant granite countertops. Upstairs, you’ll find all three bedrooms along with a convenient laundry room.Enjoy outdoor living with a covered front porch just a short walk from the lake, plus a private fenced

  Eduardo Pavone ON ME REALTY

  7407 Ripplepointe Way, Windermere, FL 34786
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  /3

  $1,250,000 Sold Mar 10, 2025

  • Land
  • 20 Acres
  • $61,912 per Acre

  • 27 Days On Market

  7861 Ficquette Rd, Windermere, FL 34786

  Fabulous opportunity to purchase 20 acres located in thriving Horizon West area. Highly sought after location next to a brand new single family home community currently being built. Just around the corner from Disney. Minutes to shopping, restaurants and roadways for easy access around Orlando. 7 minutes to Orange County National Golf. Property may have wetlands. Buyer is responsible for their

  Sherri Palmer EXP REALTY LLC

  7861 Ficquette Rd, Windermere, FL 34786
• 

  

  /20

  Est $854,751 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,677 Sq Ft

  11722 Gray Rock Trail, Windermere, FL 34786

  11722 Gray Rock Trail, Windermere, FL 34786
• 

  

  /44

  $4,395,000

  • 5 Beds
  • 6.5 Baths
  • 5,639 Sq Ft

  801 W 2nd Ave, Windermere, FL 34786

  Experience the epitome of lakefront living on the Butler Chain of Lakes with this exceptional Windermere estate. On one of the area’s desirable streets, this home offers over $350,000 of recent luxurious upgrades, including a new kitchen and fireplace, new windows and doors, landscape lighting, new landscaping, a newly painted exterior and roof. The home also boasts a newly added $85,000 dock,

  Harif Hazera PREMIER SOTHEBY'S INTL. REALTY

  801 W 2nd Ave, Windermere, FL 34786
• 

  

  /25

  $393,000 Sold Mar 07, 2025

  • 1,560 Sq Ft
  • $252/SF
  • 72 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2011

  7608 Billingham St, Windermere, FL 34786

  Elevate Your Windermere Lifestyle. Discover the charm of a welcoming 3-bedroom, 3-bathroom townhouse nestled in the heart of Windermere, Florida. This thoughtfully designed home boasts an open-concept floor plan, a modern kitchen, and spacious bedrooms. Enjoy the Florida sunshine on your private patio or take a refreshing dip in the community pool. With easy access to top-rated schools, shopping,

  Abigail Padro EXP REALTY LLC

  7608 Billingham St, Windermere, FL 34786
• 

  

  /45

  Est $878,144 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,680 Sq Ft

  7016 Kiwano Way, Windermere, FL 34786

  7016 Kiwano Way, Windermere, FL 34786
• 

  

  /54

  $2,170,000

  • 6 Beds
  • 5.5 Baths
  • 6,601 Sq Ft

  1984 Windermere Rd, Windermere, FL 34786

  Your private gated estate home awaits, now with a NEW ROOF installed in February 2025. Almost a full acre (.89) and NO HOA means you have the freedom and room for RV/boat parking or to build your own pickle ball court. An expansive paver motor court with decorative fountain and side entrance three-car garage sets the stage for this 6,601 sq. ft. custom abode featuring six bedrooms, five and a

  Steven Ritz KELLER WILLIAMS WINTER PARK

  1984 Windermere Rd, Windermere, FL 34786
• 

  

  /64

  $600,000 Sold Mar 07, 2025

  • 1,698 Sq Ft
  • $353/SF
  • 124 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1976

  426 E 6th Ave, Windermere, FL 34786

  Seller says sell! For a limited time they will lower the price so don’t miss this opportunity Town of Windermere Gem !!! The one you've been waiting for has just hit the market, this UNIQUE opportunity won't last. This is a Gorgeous and Charming home in the Heart of Downtown Windermere. This 3/2 home has been tastefully renovated with no expense spared, EVERYTHING is brand new! from the roof,

  Jaime Leizan EXP REALTY LLC

  426 E 6th Ave, Windermere, FL 34786
• 

  

  /25

  Est $410,591 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,028 Sq Ft

  14343 Oasis Cove Blvd Unit 2002, Windermere, FL 34786

  14343 Oasis Cove Blvd Unit 2002, Windermere, FL 34786
• 

  

  /16

  $195,000

  • Land
  • 4.00 Acres
  • $48,750 per Acre

  0 Windermere Rd Unit MFRO6290501, Winter Garden, FL

  Lot of potential in a great location.Explore the boundless possibilities with Parcel ID 312228000000032 located in the esteemed vicinity of Orange County. This expansive parcel embodies a predominantly WetlandClass 2 terrain, covering 99% of the land area. The lush wetlands offers a sanctuary of natural beauty and biodiversity , setting the stage for an eco-conscious development

  Gilbert Rivera GR REALTY EXPERTS

  0 Windermere Rd Unit MFRO6290501, Winter Garden, FL
• 

  /2

  $750,000 Sold Mar 04, 2025

  • 3,768 Sq Ft
  • $199/SF
  • 53 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2008

  12507 Overstreet Rd, Windermere, FL 34786

  One or more photo(s) has been virtually staged. PRICE REDUCTION One or more photo(s) has been virtually staged. HUGE PRICE REDUCED MOTIVATED SELLER. Beautiful home in Lakes of Windermere Exceptional Opportunity! Act Now! Step into this gorgeous home—this stunning 4-bedroom, 3.5-bathroom, 2-story residence offers 3,780 sq. ft. of luxurious living space. Ready for you to make it your own. Key

  Pablo Gutierrez Ramirez LINK PRO REAL ESTATE LLC

  12507 Overstreet Rd, Windermere, FL 34786
• 

  

  /15

  Est $419,957 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,046 Sq Ft

  Unlisted Address

  Unlisted Address
• 

  

  /57

  $2,599,000

  • 5 Beds
  • 4.5 Baths
  • 4,688 Sq Ft

  409 W 2nd Ave, Windermere, FL 34786

  Welcome to Second Avenue, a serene peninsula in the heart of Old Windermere. This modern masterpiece offers 5 bedrooms, 4.5 baths, including a detached poolside Guest House, seamlessly blending sleek architectural lines with the warmth of natural light.Designed for both comfort and sophistication, the home features cathedral ceilings and expansive windows, creating bright, airy living spaces that

  Amanda Black UPSIDE REAL ESTATE INC

  409 W 2nd Ave, Windermere, FL 34786
• 

  /2

  $1,500,000 Sold Mar 03, 2025

  • 4,979 Sq Ft
  • $301/SF
  • 12 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 2016

  11769 Hampstead St, Windermere, FL 34786

  Knock, knock, knock! Welcome to your forever home at 11769 Hampstead St., situated on one of the best lots in the center of the esteemed Enclave subdivision, offering stunning water views with a beautiful fountain. This 5-bedroom, 4-bathroom residence effortlessly combines modern luxury with character.Upon entering, you're greeted by a stylish office/den, and just across from it, a formal

  John Cunningham KELLER WILLIAMS CLASSIC

  11769 Hampstead St, Windermere, FL 34786
• 

  

  /51

  Est $395,197 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,852 Sq Ft

  8212 Tranquility Way Unit 3008, Windermere, FL 34786

  8212 Tranquility Way Unit 3008, Windermere, FL 34786

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