Newest Homes for Sale in Windermere, FL

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  /15

  $989,990

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,226 Sq Ft

  Plant at Lake Cawood Cove - Traditional, Windermere, FL 34786

  The Plant is a one-story home offering three bedrooms, two full bathrooms, one half bathroom, and a two-car garage. The spacious kitchen features a large island and flows seamlessly into the dining and family rooms. A private primary suite includes a walk-in closet, while a generously sized den and covered lanai provide versatile living spaces for work, relaxation, and outdoor enjoyment. Modern

  Ashton Woods Builder

  5432 Winter Garden Vineland Rd Unit 37932781, Windermere, FL 34786
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  /45

  $839,500

  $99K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,315 Sq Ft

  8724 Peachtree Park Ct, Windermere, FL 34786

  Recent pricing adjustment creates an exceptional opportunity to own a thoughtfully designed home in one of Windermere’s most sought-after hidden gems. With bonus spaces including a loft, mudroom, screened outdoor patio that goes around the house and a well-appointed this residence offers both refined living and everyday practicality. Experience the magic of Windermere living at Peachtree Park, a

  Marcelo Machado LA ROSA REALTY LLC

  8724 Peachtree Park Ct, Windermere, FL 34786
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  /48

  $699,000

  $40K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 3,050 Sq Ft

  6965 Tettenhall Ln, Windermere, FL 34786

  Beautiful updated windermere home featuring 5 bedrooms 3 full bathrooms , with major upgrades already completed for a peace of mind . Enjoy a brand new roof 05/26 , a brand new Ac 2 Units 05/26 and a brand new water heater 05/26 . Marble floor through downstairs and laminate upstairs , along with remodeled Bathrooms . The house is looking over a stunning view of a pond with a water fountain and

  Nabil Chakrouni VISION HOME REAL ESTATE, LLC

  6965 Tettenhall Ln, Windermere, FL 34786
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  /63

  $1,875,000

  $75K PRICE DROP

  • 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 dual-zoned AC system in August 2025 including Nest smart thermostat. Situated across from the community park and tennis on one of the best

  Frank Ferrell FERRELL REALTY, INC.

  13420 Bonica Way, Windermere, FL 34786
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  /65

  $3,200,000

  $50K PRICE DROP

  • 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
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  /53

  $2,399,000

  $251K PRICE DROP

  • 4 Beds
  • 5.5 Baths
  • 4,810 Sq Ft

  6102 S Hampshire Ct, Windermere, FL 34786

  Virtually Staged. This custom-built residence by Rick Watson is located in the sought-after community of Keene’s Pointe, positioned on a private lot overlooking the Jack Nicklaus Golden Bear Club golf course. The home offers consistent views of the 6th hole, along with the added bonus of nightly Disney fireworks visible from multiple areas, including the living room, primary bedroom, kitchen, and

  Jessica Dessire Cueva PA CHARLES RUTENBERG REALTY ORLANDO

  6102 S Hampshire Ct, Windermere, FL 34786
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  /3

  $2,200,000

  New Construction $1M PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 3,889 Sq Ft

  2 Chase Rd, Windermere, FL 34786

  Pre-Construction. To be built. Pre-Construction. To be built. Pre-Construction | To Be Built | Designed for Unparalleled Luxury Discover an extraordinary opportunity to own a masterfully designed luxury residence in this Windermere community. This exquisite estate, crafted by the renowned Supreme Construction, offers a perfect blend of sophistication, innovation, and timeless elegance. Property

  Matthew Hughes REAL BROKER, LLC

  2 Chase Rd, Windermere, FL 34786
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  /38

  $1,775,000

  • 3 Beds
  • 3 Baths
  • 3,135 Sq Ft

  12001 Lake Butler Blvd, Windermere, FL 34786

  Exceptional Contemporary Estate in the Heart of Windermere! Discover the perfect blend of modern design, timeless comfort, and unmatched location with this beautifully updated estate home, ideally situated on a 1-acre lot in the desirable Town of Windermere. Surrounded by multi-million-dollar residences, and just moments from the famed Butler Chain of Lakes, this property offers a rare

  Michael Julian JULIAN PROPERTIES, INC.

  12001 Lake Butler Blvd, Windermere, FL 34786
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  /66

  $3,699,000

  • 3 Beds
  • 5 Baths
  • 4,262 Sq Ft

  4812 Alexandra Garden Ct, Windermere, FL 34786

  Luxury villa living within the exclusive Gardens of Isleworth, part of the Isleworth Golf & Country Club. This exceptional Southpoint built residence boasts a captivating courtyard floor plan that provides breathtaking views from every corner of the home. The rear of the residence presents serene views of a picturesque pond and the tranquil Isleworth Gardens, while interior windows reveal a

  Rob Rahter STOCKWORTH REALTY GROUP

  4812 Alexandra Garden Ct, Windermere, FL 34786
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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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  /61

  $475,000

  $45K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,092 Sq Ft

  10624 Reams Rd, Windermere, FL 34786

  Welcome to this beautiful 4-bedroom, 2.5-bath home in the highly desirable Windermere Trails community. Just minutes from Disney World, you can enjoy nightly fireworks right from your front porch. The kitchen features 42" maple cabinets, granite countertops, and under-cabinet lighting. An open-concept design seamlessly connects the spacious living area with the kitchen, creating the perfect space

  Jeff Taulbee CHARLES RUTENBERG REALTY ORLANDO

  10624 Reams Rd, Windermere, FL 34786
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  /81

  $5,000,000

  $489K PRICE DROP

  • 6 Beds
  • 9 Baths
  • 8,305 Sq Ft

  9721 Carillon Park Dr, Windermere, FL 34786

  Welcome to 9721 Carillon Park Dr, Windermere, FL 34786, a stunning estate inside the guard-gated community of Keene’s Pointe.This extraordinary residence offers 8,305 square feet of luxury living space with refined architectural details, elegant wood beams, and designer finishes throughout. MAIN FEATURES: • Five bedrooms plus DETACHED GUEST HOUSE and OFFICE— providing exceptional space and

  Dianna Desboyaux DOUGLAS ELLIMAN

  9721 Carillon Park Dr, Windermere, FL 34786
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  /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
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  /50

  $670,000

  $25K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,297 Sq Ft

  8582 Powder Ridge Trail, Windermere, FL 34786

  AN IRRESISTIBLE INVESTMENT OPPORTUNITY — OR YOUR FIRST HOME!Welcome to this stunning Kipling model offering serene lake views and a host of exceptional upgrades. This home features fully paid-off solar panels, electric vehicle charging outlets, and a whole-house water filtration system for maximum efficiency and comfort. Step inside and enjoy the spacious loft above the garage, new carpeting,

  Mariana Rondon LPT REALTY, LLC

  8582 Powder Ridge Trail, Windermere, FL 34786
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  /81

  $2,899,000

  $251K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 3,737 Sq Ft

  10203 Trout Rd, Orlando, FL 32836

  Discover this exquisite lakefront property nestled on over 1.9 acres with more than 100 feet of water frontage on LAKE TIBET and part of the Butler Chain of Lakes. This home offers breathtaking views and absolutely stunning sunsets. As you drive onto the winding paver circular driveway with lovely fountain and beautiful landscaping, you will notice the terracotta tile roof and the undeniable

  Darlene O'Hara HOMEVEST REALTY

  10203 Trout Rd, Orlando, FL 32836
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  /44

  $3,200,000

  • 4 Beds
  • 4.5 Baths
  • 3,745 Sq Ft

  4819 Alexandra Garden Ct, Windermere, FL 34786

  Discover the effortless blend of luxury, privacy, and modern design in this lovely Gardens of Isleworth villa. Featuring timeless elegance, this beautiful four-bedroom, four-bathroom custom villa, where every detail has been thoughtfully curated to create a refined sanctuary for everyday living and entertaining. Beyond the stately arched main entry door lies a secluded courtyard oasis—a private

  Michelle Corbin ISLEWORTH REALTY LLC

  4819 Alexandra Garden Ct, Windermere, FL 34786
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  /46

  $975,000

  $225K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,618 Sq Ft

  3629 Lake Buynak Rd, Windermere, FL 34786

  Now offered at an exceptional value, this 1.3-acre property in Lake Buynak Estates presents a rare opportunity to enjoy acreage, privacy and flexibility in one of Central Florida's most desirable locations. Located within the highly sought-after Windermere ZIP code, this 4-bedroom, 3.5-bath residence offers more than 2,600 square feet of living space with a thoughtfully designed split floor plan,

  

  Tania Matthews

  KELLER WILLIAMS ELITE PARTNERS III REALTY

  3629 Lake Buynak Rd, Windermere, FL 34786
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  /9

  $5,995,000

  New Construction

  • 5 Beds
  • 6 Baths
  • 6,000 Sq Ft

  13377 Lake Butler Blvd, Winter Garden, FL 34787

  Pre-Construction. To be built. To be Built, Rendering provided by master custom home builder, David Konkol of Konkol Custom Homes. However, buyer can work with builder to build any design buyer prefers (pricing to adjust accordingly). The property is spectacular waterfront acreage with boat dock on boatable, skiable Lake Roper. Acreage is 12.4 +/- with some conservation. Zoned A-1 (agricultural

  Dawn Briggs BLUE MAGNOLIA REALTY LLC

  13377 Lake Butler Blvd, Winter Garden, FL 34787
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  /19

  $809,000

  $111K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,068 Sq Ft

  6631 Crestmont Glen Ln Unit 1, Windermere, FL 34786

  Welcome to 6631 Crestmont Glen Lane, a beautifully maintained executive home in the gated community of Glenmuir. Set on a large and spacious, landscaped lot, this 4-bedroom, 3.5-bath residence offers an ideal blend of space, comfort, and everyday functionality.Step inside to soaring ceilings, abundant natural light, and an open-concept layout designed for both entertaining and relaxed living.

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

  6631 Crestmont Glen Ln Unit 1, Windermere, FL 34786
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  /62

  $1,151,000

  $344K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 3,449 Sq Ft

  11333 Camden Park Dr Unit 7, Windermere, FL 34786

  Virtually Staged. "HUGE PRICE REDUCTION" - Nestled within highly sought after guard gated community, this exceptionally maintained two-story residence combines timeless elegance offering the ideal blend of style, comfort, and functionality. The home features 5 spacious bedrooms, 4.5 bathrooms, dinning room, separate living room from family room and a generously sized loft—ideal for a secondary

  Cynthia Noto KARDOSH REALTY

  11333 Camden Park Dr Unit 7, Windermere, FL 34786
• 

  

  /3

  $1,172,945

  New Construction

  • 5 Beds
  • 3.5 Baths
  • 3,764 Sq Ft

  Deerfield Plan at Palms at Windermere, Windermere, FL 34786

  The Deerfield floorplan is a spacious two-story home designed for growing families, featuring 5 bedrooms and 3.5 bathrooms. This layout offers an ideal combination of private retreats and open gathering spaces. The first floor includes the primary bedroom suite, complete with a luxurious bathroom and walk-in closet, a separate study perfect for working from home, and an expansive great room

  Dream Finders Homes Builder

  14207 Crest Palm Ave Unit 36467792, Windermere, FL 34786
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  /3

  $1,069,989

  New Construction

  • 6 - 7 Beds
  • 4.5 Baths
  • 4,443 Sq Ft

  Sweetwater Plan at Palms at Windermere, Windermere, FL 34786

  The Sweetwater floorplan offers expansive living with its thoughtfully designed two-story layout. This home features six spacious bedrooms and four and a half bathrooms, perfectly accommodating larger households or guests. With over 4,400 square feet of living space, the Sweetwater includes both a flex room and multiple bonus spaces, offering flexibility for hobbies, workspaces, or entertainment

  Dream Finders Homes Builder

  14207 Crest Palm Ave Unit 36469004, Windermere, FL 34786
• 

  

  /3

  $1,039,091

  New Construction

  • 4 Beds
  • 3 Baths
  • 2,687 Sq Ft

  Arlington Plan at Palms at Windermere, Windermere, FL 34786

  Welcome to the Arlington! This single-story floor plan features 3-4 bedrooms, 3 bathrooms, and a 2-car garage, offering 2,687 square feet of spacious living. Enjoy an open-concept design that seamlessly connects the dining, kitchen, and living areas. The garage also includes an extra hobby/work space. Relax on the large covered patio or create culinary masterpieces in the chef's kitchen. The

  Dream Finders Homes Builder

  14207 Crest Palm Ave Unit 36498773, Windermere, FL 34786
• 

  /2

  $855,990

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,712 Sq Ft

  Tidewater Plan at Palms at Windermere, Windermere, FL 34786

  The Tidewater floorplan offers a versatile and spacious two-story layout, featuring 4 bedrooms and 2.5 bathrooms. Spanning 2,712 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 entertaining. The owner’s suite provides a private retreat with a generous

  Dream Finders Homes Builder

  14207 Crest Palm Ave Unit 36489841, Windermere, FL 34786
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  /31

  $1,049,989

  New Construction

  • 4 Beds
  • 4 Baths
  • 3,100 Sq Ft

  Arlington w/ Bonus Plan at Palms at Windermere, Windermere, FL 34786

  Welcome to the Arlington with Bonus! This stunning 3,099 square foot, two-story floor plan boasts 4 bedrooms, 4 bathrooms, and a spacious 2-car garage. Experience the ultimate in open-concept living on the main level, perfect for entertaining family and friends. The garage includes an extra hobby/work space for all your creative projects. Step outside and unwind under the inviting covered patio,

  Dream Finders Homes Builder

  14207 Crest Palm Ave Unit 36493225, Windermere, FL 34786
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  /63

  $2,375,000

  $120K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 4,793 Sq Ft

  4224 Clarice Estates Dr, Windermere, FL 34786

  Welcome to The Estates at Lake Clarice—one of Windermere's best-kept secrets. If your dream home checklist includes private lake views, breathtaking sunsets, peace and tranquility, and a boutique neighborhood setting, your search may be over. Built in 2018 and recently refreshed with numerous upgrades, this immaculate custom lakefront residence offers an exceptional blend of luxury, comfort, and

  Paul Hickey FLORIDA GOLD REAL ESTATE LLC

  4224 Clarice Estates Dr, Windermere, FL 34786
• 

  

  /26

  $900,000

  $100K PRICE DROP

  • Land
  • 21,780 Sq Ft
  • $1,800,000 per Acre

  2504 Windermere Reserve Ct, Windermere, FL 34786

  Final Opportunity – Last Lot Available in The Reserve at Windermere! Build your dream home in the exclusive community of The Reserve at Windermere with acclaimed custom builder Element Home Builders. This final remaining homesite of 8 offers a rare opportunity to craft a one-of-a-kind luxury residence in one of Central Florida’s most prestigious neighborhoods. Surrounded by the natural beauty of

  Carolina Dumit CORCORAN PREMIER REALTY

  2504 Windermere Reserve Ct, Windermere, FL 34786
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  /31

  $1,630,000

  • 3 Beds
  • 2 Baths
  • 2,238 Sq Ft

  11923 Lake Butler Blvd, Windermere, FL 34786

  Nestled on one of Windermere’s most desirable streets, this charming home offers a rare opportunity to enjoy small-town living on a beautifully wooded one-acre lot. The property features a welcoming covered entry with double doors that open into a light-filled foyer and spacious family room with soaring vaulted ceilings and a cozy wood-burning fireplace. The open-concept kitchen includes a large

  Michael Julian JULIAN PROPERTIES, INC.

  11923 Lake Butler Blvd, Windermere, FL 34786
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  /28

  $2,500,000

  • 4 Beds
  • 4.5 Baths
  • 4,961 Sq Ft

  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
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  /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
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  /51

  $1,575,000

  $114K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 3,300 Sq Ft

  13124 Filly Ct, Windermere, FL 34786

  Welcome to a rare opportunity in one of Windermere’s most exquisite communities where luxury living meets farmland feel. The Farms community consists of 12 properties of one or more acres each. The community also has a horse stable that homeowners can keep horses. Nestled at the end of a cul-de-sac, this gorgeous estate offers sophistication, premium finishes and a quaint feeling throughout.As

  Marcelo Brandao HOME N OFFICES INTERNATIONAL

  13124 Filly Ct, Windermere, FL 34786
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  /38

  $399,900

  $50K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,644 Sq Ft

  12930 Vennetta Way, Windermere, FL 34786

  Welcome to this beautifully renovated 3-bedroom, 2.5-bathroom townhouse in Berkshire Park, a highly desirable community in the heart of Windermere, Florida. With 1,644 sq ft of meticulously maintained living space, this move-in ready home is perfect for anyone seeking comfort, style, and convenience—just minutes from Walt Disney World, top-rated schools, and all that Central Florida has to offer.

  Albert Viamontes, Jr FLORIDA IN MOTION REALTY INC

  12930 Vennetta Way, Windermere, FL 34786
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  /71

  $3,999,999

  $200K PRICE DROP

  • 5 Beds
  • 8 Baths
  • 6,248 Sq Ft

  11002 Lake Butler Blvd, Windermere, FL 34786

  Price Adjustment! Lakefront Living in the Heart of Windermere – A Rare Opportunity for Multigenerational Luxury Situated along the tranquil, open waters of Wauseon Bay—part of the world-renowned Butler Chain of Lakes—this expansive estate on prestigious Lake Butler Boulevard is more than just a home: it’s a lifestyle destination, purposefully designed to inspire connection, relaxation, and

  Sean Oakley SERENDIPITY REALTY LLC

  11002 Lake Butler Blvd, Windermere, FL 34786
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  /91

  $17,250,000

  $3M PRICE DROP

  • 7 Beds
  • 8.5 Baths
  • 10,649 Sq Ft

  11900 Lake Butler Blvd, Windermere, FL 34786

  Presenting Sunset Isle: an iconic waterfront estate compound capturing timeless elegance on Windermere’s largest and most prestigious Lake Butler, offering captivating unobstructed views from its 700 feet of lake frontage, a private island with moat and drawbridge, sandy beaches, two story double residence guest house, and a majestic and stunning grand mansion with additional guest retreat, all

  Julie Bettosini STOCKWORTH REALTY GROUP

  11900 Lake Butler Blvd, Windermere, FL 34786
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  /62

  $749,000

  $31K PRICE DROP

  • 6 Beds
  • 5.5 Baths
  • 3,336 Sq Ft

  11410 Rapallo Ln, Windermere, FL 34786

  This stunning 6-bedroom Park Square home in Windermere combines elegance and functionality. The first floor features formal living and dining areas, a gourmet kitchen with stainless steel appliances and a gas stove, and a custom-designed patio garden with a water fountain and remote-controlled fans. Upstairs, enjoy luxury vinyl flooring, an oversized master suite with a walk-in closet, and

  Rebeca Lima VERANDAH PROPERTIES INC

  11410 Rapallo Ln, Windermere, FL 34786
• 

  

  /100

  $7,795,000

  $995K 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 completelyupdated. The modern exterior color brightens the façade and creates a unique transitional style. The wrought iron and glass doors add a refined entry. Opening to the two-story formal areas featuring timeless elements of stone

  Juan Delgado LA ROSA REALTY LLC

  9343 Tibet Pointe Cir, Windermere, FL 34786
• 

  

  /23

  $2,950,000

  $1M PRICE DROP

  • Land
  • 20.71 Acres
  • $142,443 per Acre

  7545 Ficquette Rd, Windermere, FL 34786

  Back On The Market! Huge Price Improvement! Approx 20 Acres in a very sought after area of Horizon West by many builders. This land is undeveloped and ready for you to put your stamp on it. Just minutes from Disney. Location, Location, Location!!!

  Susan Graves KELLER WILLIAMS REALTY AT THE LAKES

  7545 Ficquette Rd, Windermere, FL 34786

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