Windermere, FL Homes

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  /2

  $1,236,498 Sold Mar 21, 2025

  • 3,404 Sq Ft
  • $363/SF
  • 0 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2025

  14262 Crest Palm Ave, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Under Construction. SAMPLE IMAGE The Baldwin floor plan is a thoughtfully designed two-story home featuring 4 spacious bedrooms and 3.5 bathrooms, offering over 3,404 square feet of living space. The first floor boasts an inviting open-concept design, with a large great room adjacent to a dining room, perfect for gatherings and entertaining. The

  Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  14262 Crest Palm Ave, Windermere, FL 34786
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  /38

  Est $446,957 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,584 Sq Ft

  11685 Water Run Alley, Windermere, FL 34786

  11685 Water Run Alley, Windermere, FL 34786
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  /13

  $310,000

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

  11446 Jasper Kay Terrace Unit 202, Windermere, FL 34786

  Welcome to your dream condo in the serene Lakeside community of Windermere, FL! This charming 2-bedroom, 2-bathroom residence offers a perfect blend of comfort and style. Step inside to discover an open-concept living space flooded with natural light, ideal for both relaxing and entertaining.The well-appointed kitchen features modern appliances and ample counter space, making meal prep a breeze.

  Gonzalo Senior IRM INVEST., REAL EST.& MGMT.

  11446 Jasper Kay Terrace Unit 202, Windermere, FL 34786
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  /2

  $2,850,000 Sold Mar 21, 2025

  • 3,149 Sq Ft
  • $905/SF
  • 242 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1964

  7 1st Ct, Windermere, FL 34786

  Just like brand new, fully renovated by Davila Homes, this gorgeous home on Wauseon Bay in the Lake Butler Chain is taking shape. Featuring 4 bedrooms and 3 bathrooms, this home offers an amazing lakefront view and everything BRAND NEW plumbing, AC, electrical, septic system, top-of-the-line appliances and more. The modern, sophisticated design extends to the stunning backyard, which includes a

  Fernanda Negromonte NOVA REAL ESTATE SERVICES INC

  7 1st Ct, Windermere, FL 34786
• 

  

  

  /6

  Est $412,929 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,826 Sq Ft

  2216 Bear Peak Rd, Minneola, FL 34715

  2216 Bear Peak Rd, Minneola, FL 34715
• 

  

  /89

  $1,795,000

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

  1424 Kelso Blvd, Windermere, FL 34786

  Welcome to 1424 Kelso Boulevard, a stunning luxury waterfront estate that seamlessly blends elegance and modern comfort. This 4-bedroom, 2.5 bathroom masterpiece offers unparalleled craftsmanship and breathtaking water views, creating the perfect sanctuary for refined living.? Upon approaching the home you are greeted by the recently brick paved circular driveway with ample parking for all the

  Carmen Aridas RE/MAX PRIME PROPERTIES

  1424 Kelso Blvd, Windermere, FL 34786
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  /2

  $549,000 Sold Mar 20, 2025

  • 1,709 Sq Ft
  • $321/SF
  • 2 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2012

  7736 Brofield Ave, Windermere, FL 34786

  Welcome to your private tropical paradise, backing onto protected conservation land with no rear neighbors! This immaculate, energy-efficient home, built in 2012, features a custom heated saltwater pool & oversized Jacuzzi, perfect for relaxation or entertaining. Recent pool upgrades include a new pool heater (2023), new pump (2024), and resealed drains (2024). The travertine deck, oversized

  Rustin Davis MARKET CONNECT REALTY LLC

  7736 Brofield Ave, Windermere, FL 34786
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  /16

  Not Listed For Sale

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

  8256 Maritime Flag St Unit 1725, Windermere, FL 34786

  8256 Maritime Flag St Unit 1725, Windermere, FL 34786
• 

  

  /79

  $4,698,000

  • 5 Beds
  • 6 Baths
  • 4,783 Sq Ft

  805 W 2nd Ave, Windermere, FL 34786

  Welcome to perhaps the best outdoor location on the entire Butler Chain with a nearly 300 square-foot-enclosed boathouse, custom beach and a fully landscaped yard with plenty of space and enhancements for entertainment. The outside space includes hot tubs, 170 square-foot outdoor gym, uniquely designed pool with back of the home built around it, over 100+ outdoor lights (multiple underwater

  Nick Cotton FOREVER MAGIC REALTY INC

  805 W 2nd Ave, Windermere, FL 34786
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  /30

  $699,900 Sold Mar 20, 2025

  • 2,224 Sq Ft
  • $315/SF
  • 88 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2019

  8267 Procida Isle Ln, Windermere, FL 34786

  Discover this stunning 4-bedroom, 3-full-bathroom home with 2,224 sq. ft. of living space. Located just 5 minutes from Magic Kingdom and close to all other attractions, this home lets you enjoy the magic from your porch, living room, or even the master bedroom with a nightly display of Disney fireworks—perfect for when you don’t feel like driving. Meticulously maintained, this home comes with a

  Chris Creegan CREEGAN GROUP

  8267 Procida Isle Ln, Windermere, FL 34786
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  /24

  Not Listed For Sale

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

  14348 Desert Haven St Unit 14348, Windermere, FL 34786

  14348 Desert Haven St Unit 14348, Windermere, FL 34786
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  /9

  $600,000

  • 4 Beds
  • 2.5 Baths
  • 3,103 Sq Ft

  12880 Holdenbury Ln, Windermere, FL 34786

  Discover the exceptional potential of this spacious 4-bedroom, 2.5-bathroom Victorian-style home, offering over 3,100 square feet of living space on a desirable corner lot in Windermere. While the property requires some renovation, it presents a unique opportunity for buyers to customize and create their dream residence in a sought-after location. The kitchen offers 42-inch cabinets, and an

  Jacquie Sosa EXP REALTY LLC

  12880 Holdenbury Ln, Windermere, FL 34786
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  /18

  $1,086,000 Sold Mar 19, 2025

  • 3,100 Sq Ft
  • $350/SF
  • 38 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 2025

  14268 Crest Palm Ave, Windermere, FL 34786

  Under Construction. This luxurious home offers a seamless blend of elegance, functionality, and modern design, thoughtfully crafted to cater to discerning tastes. From private consultations with a professional design consultant to ceilings soaring to 9'4" or 10' on the first floor and 9' on the second, every detail reflects thoughtful planning.An 8' entry door and sliding glass door

  Mark Raumaker SERHANT

  14268 Crest Palm Ave, Windermere, FL 34786
• 

  

  /23

  Est $459,543 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,631 Sq Ft

  8650 Wellington Blue Ln, Windermere, FL 34786

  8650 Wellington Blue Ln, Windermere, FL 34786
• 

  

  /29

  $559,500

  • 3 Beds
  • 2 Baths
  • 1,875 Sq Ft

  8839 Abbotsbury Dr, Windermere, FL 34786

  Welcome to your dream home! Nestled in a highly desirable location, this newly renovated gem is ready to embrace its lucky new owners. Step inside and be captivated by the seamless blend of modern updates and classic charm. The heart of this home is the renovated kitchen, exuding elegance and functionality. Adorned with sleek countertops, stainless steel appliances open floor concept. This

  Monza Adnan OLYMPUS EXECUTIVE REALTY INC

  8839 Abbotsbury Dr, Windermere, FL 34786
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  /2

  $1,555,000 Sold Mar 19, 2025

  • 3,922 Sq Ft
  • $396/SF
  • 106 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1999

  5939 Blakeford Dr, Windermere, FL 34786

  Beautiful Victorian style home with gorgeous pond and golf views has been nicely updated...and it’s ready for a new family to enjoy!!!!This home is located overlooking the 13th hole in the desirable golf community of Keene's Pointe, home of the Jack Nicklaus designed Golden Bear Club! 24 Hour guard gated community !This home features 5 bedrooms and 5 full baths. Walking into the front door,

  Daniela de Rodriguez B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE

  5939 Blakeford Dr, Windermere, FL 34786
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  /36

  Est $440,129 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,584 Sq Ft

  11618 Water Run Alley, Windermere, FL 34786

  11618 Water Run Alley, Windermere, FL 34786
• 

  

  /63

  $2,299,000

  • 5 Beds
  • 4.5 Baths
  • 4,345 Sq Ft

  4279 Isabella Cir, Windermere, FL 34786

  Welcome to 4279 Isabella Cir, Windermere, FL 34786. This 5-bedroom, 4/2-bathroom home has been completely remodeled and upgraded, perfectly marrying luxury with comfort. As you enter, you are greeted by an impressive formal living room with 30’ ceilings and two stories of windows that offer a stunning view of the sparkling swimming pool. Within the foyer, you will find the office to your left and

  John Silva JOHN SILVA REALTY & ASSOCIATES

  4279 Isabella Cir, Windermere, FL 34786
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  /2

  $1,197,935 Sold Mar 19, 2025

  • 3,724 Sq Ft
  • $322/SF
  • 0 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2024

  14316 Crest Palm Ave, Windermere, FL 34786

  Pre-Construction. To be built. *Images shown are for illustrative purposes only* The Baldwin model with the Flex room. This home offers 4 Bedrooms, Study, Loft and Flex Room. Palms at Windermere by Dream Finders Homes, where luxury and convenience converge. Nestled near Reams Road and Ficquette Road, minutes from Disney World and Hamlin Town Center, our community offers spacious homesites and

  Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  14316 Crest Palm Ave, Windermere, FL 34786
• 

  

  /38

  Est $519,575 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,826 Sq Ft

  10750 Reams Rd, Windermere, FL 34786

  10750 Reams Rd, Windermere, FL 34786
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  /56

  $825,000

  • 5 Beds
  • 4 Baths
  • 3,506 Sq Ft

  2151 Tillman Ave, Winter Garden, FL 34787

  Nestled in the highly sought-after gated community of Bronson’s Landing, one of Winter Garden’s most desirable enclaves, this meticulously upgraded home stands out with modern features and thoughtful design. With just 126 homes, the community offers a private, charming atmosphere with convenient access to 535, 429, and the Turnpike.This spacious residence boasts five bedrooms and four full

  Andy Neal MAXIM REALTY ORLANDO

  2151 Tillman Ave, Winter Garden, FL 34787
• 

  /2

  $340,000 Sold Mar 18, 2025

  • 1,332 Sq Ft
  • $255/SF
  • 24 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2007

  8277 Maritime Flag St Unit 204, Windermere, FL 34786

  Discover modern living... This beautifully maintained 3 bedrooms, 2 baths condo offers 1,332 sqft of comfort, featuring new paint throughout the home and a prime second floor location with elevator access. New modern light fixtures and Owner's suite closet! Relax on the balcony with nightly Disney fireworks views and enjoy proximity to top-rated schools, dining, shopping, and theme parks. With

  Gisele Abrantes Trautman ASCENT REAL ESTATE INC.

  8277 Maritime Flag St Unit 204, Windermere, FL 34786
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  /45

  Est $1,863,525 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,585 Sq Ft

  9012 Pinnacle Cir, Windermere, FL 34786

  9012 Pinnacle Cir, Windermere, FL 34786
• 

  

  /13

  $319,000

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

  8276 Maritime Flag St Unit 201, Windermere, FL 34786

  Welcome to Lakeside at Lakes of Windermere! This stunning second-floor corner unit condo seamlessly combines comfort and convenience within one of Windermere’s most sought-after communities. Featuring 3 spacious bedrooms and 2 bathrooms, this home boasts an open-concept floor plan that is perfect for entertaining guests.The master bedroom serves as a private retreat with an ensuite bathroom

  Paulette Macias-Sedano KELLER WILLIAMS WINTER PARK

  8276 Maritime Flag St Unit 201, Windermere, FL 34786
• 

  /2

  $835,000 Sold Mar 18, 2025

  • 3,355 Sq Ft
  • $249/SF
  • 210 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1965

  11154 Park Ave, Windermere, FL 34786

  CERTIFIED PRE OWNED HOME. APPRAISAL COMPLETE NOV 2024! Unbeatable Opportunity to own this beautifully renovated home with Charming Character and DEEDED PRIVATE ACCESS TO BUTLER CHAIN OF LAKES! ROOF 2019- A true architectural masterpiece nestled in the reputable City of Windermere. This property is not just a home; its a chance to truly embark on a lifestyle of the town and the Lake! This 5

  Corinne Defilippis EXP REALTY LLC

  11154 Park Ave, Windermere, FL 34786
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  /39

  Est $762,857 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,136 Sq Ft

  13207 Orange Isle Dr, Windermere, FL 34786

  13207 Orange Isle Dr, Windermere, FL 34786
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  /71

  $2,897,000

  • 5 Beds
  • 6.5 Baths
  • 6,219 Sq Ft

  5067 Latrobe Dr, Windermere, FL 34786

  Set along the lush fairways of Isleworth’s exclusive golf course, this Mediterranean-inspired villa blends timeless elegance with an incredible opportunity to create something truly special. Freshly updated with a new roof, newer air conditioning units, most of the windows have been replaced. The home has new paint inside and out, and new wood flooring upstairs. Starting at the grand wooden doors

  Todd Norwood BESPOKE REAL ESTATE

  5067 Latrobe Dr, Windermere, FL 34786
• 

  

  /3

  $1,233,197 Sold Mar 14, 2025

  • 3,100 Sq Ft
  • $398/SF
  • 0 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2025

  14410 Crest Palm Ave, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Under Construction. Sample Image Experience the perfect blend of elegance, comfort, and practicality with this beautifully crafted new home in Windermere. Every element of this residence has been thoughtfully designed to create a space that feels both luxurious and inviting. With soaring ceilings—up to 10 feet on the first floor and 9 feet on the

  Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  14410 Crest Palm Ave, Windermere, FL 34786
• 

  

  /23

  Est $1,933,055 Not Listed For Sale

  • 4 Beds

  65 Pine St, Windermere, FL 34786

  65 Pine St, Windermere, FL 34786
• 

  

  /52

  $1,570,000

  • 5 Beds
  • 6 Baths
  • 3,894 Sq Ft

  12706 S Lake Sawyer Ln, Windermere, FL 34786

  Nestled along the serene shores of Lake Sawyer within the highly desired Windermere community in Central Florida, this stunning property in Lake Sawyer Estates offers lakefront luxury and tranquility. With no HOA, this beautiful estate is located in proximity to the renowned Windermere Preparatory School and nearby shopping, restaurants and area theme parks. The exquisite two-story home features

  Michelle Corbin ISLEWORTH REALTY LLC

  12706 S Lake Sawyer Ln, Windermere, FL 34786
• 

  /2

  $1,407,279 Sold Mar 14, 2025

  • 4,443 Sq Ft
  • $317/SF
  • 0 Days On Market

  • 6 Beds
  • 4.5 Baths
  • Built 2024

  14416 Crest Palm Ave, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Under Construction. *Images shown are for illustrative purposes only* SWEETWATER I Our beautiful huge 2 story home with 6 Bedrooms and 4.5 Baths. This great floor plan boasts an open concept family/dining/kitchen area. The living area has an extension to the room, 9' hidden sliding glass doors and a huge lanai that runs the width of the home.

  Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  14416 Crest Palm Ave, Windermere, FL 34786
• 

  

  /48

  Est $816,380 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,834 Sq Ft

  13608 Gorgona Isle Dr, Windermere, FL 34786

  13608 Gorgona Isle Dr, 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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  /47

  $1,240,000 Sold Mar 13, 2025

  • 2,882 Sq Ft
  • $430/SF
  • 1 Day On Market

  • 3 Beds
  • 3 Baths
  • Built 2001

  6234 Foxfield Ct, Windermere, FL 34786

  This beautifully crafted home is located at Keene's Pointe, a well-known golf community since 1999. The house has three large bedrooms, with two of them as suites. Throughout the home, you can appreciate the craft details in each space. The master bedroom leads to the backyard through French doors with a calm pond view. The spacious kitchen with a breakfast area, built-in cabinets, and natural

  fernando moreira FSM REALTY INVESTMENTS

  6234 Foxfield Ct, Windermere, FL 34786
• 

  

  /23

  Est $750,705 Not Listed For Sale

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

  9216 Outlook Rock Trail, Windermere, FL 34786

  9216 Outlook Rock 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
• 

  

  /94

  $2,625,000 Sold Mar 12, 2025

  • 4,091 Sq Ft
  • $642/SF
  • 4 Days On Market

  • 6 Beds
  • 5.5 Baths
  • Built 1970

  407 W 1st Ave, Windermere, FL 34786

  Exceptional lakefront opportunity on the BUTLER CHAIN of Lakes! Nestled on the pristine shores of Wauseon Bay, this rare lakefront property offers an unparalleled opportunity to create the ultimate luxury retreat on the coveted Butler Chain. Set on a pristine, oversized lot (~1.26 acres) in one of the area’s most sought-after locations, this FENCED property offers a rare opportunity to create

  Ashley Boyd BHHS FLORIDA REALTY

  407 W 1st Ave, Windermere, FL 34786
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  /60

  Est $686,055 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,015 Sq Ft

  7949 Jailene Dr, Windermere, FL 34786

  7949 Jailene Dr, 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
• 

  

  /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

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