Lake Butler Orange, FL Homes for Sale with Pool

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  $759,900

  • 4 Beds
  • 3 Baths
  • 2,622 Sq Ft

  11450 Arborside Bend Way, Windermere, FL 34786

  Beautifully maintained 4BR/3BA pool home in gated Glenmuir, Windermere. Open floor plan with high ceilings, formal dining, and spacious family room. Kitchen with breakfast nook overlooks screened pool/lanai. Primary suite features dual closets, spa bath, and pool access. Home includes water softener system, water heater from 2022 and air handler from 2020. Enjoy a private 0.25-acre lot in a

  David Sanchez LOKATION

  11450 Arborside Bend Way, Windermere, FL 34786
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  $1,999,000

  • 4 Beds
  • 4.5 Baths
  • 4,550 Sq Ft

  12235 Montalcino Cir, Windermere, FL 34786

  Casa del Lago gated community in Windermere, Florida. Exquisite 4 bedroom/4.5 bath luxury residence showcasing exceptional craftsmanship and high-end finishes throughout. As you arrive you are welcomed by a circular driveway and quaint courtyard entrance. The first floor boasts a formal dining room,and a spacious gathering room anchored by a stunning stone two-sided fireplace. A dedicated

  Teresa Stewart SOUTHERN REALTY GROUP LLC

  12235 Montalcino Cir, Windermere, FL 34786
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  /38

  $1,545,000

  • 4 Beds
  • 3.5 Baths
  • 3,844 Sq Ft

  2509 Ridgewind Way, Windermere, FL 34786

  If you’ve dreamed of a home that feels both timeless and tailor-made for modern living, welcome to 2509 Ridgewind Way in the gated Estates at Windermere. Set on .75 acre this updated Southern estate combines architectural charm and every day comfort. A wrap-around front porch framed by copper lanterns and stately oaks sets the tone for the relaxed elegance inside. Flooded with natural light, the

  Hilary Hall COMPASS FLORIDA LLC

  2509 Ridgewind Way, Windermere, FL 34786
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  /98

  $1,989,999

  • 3 Beds
  • 3.5 Baths
  • 3,240 Sq Ft

  13137 Lake Butler Blvd, Windermere, FL 34786

  Welcome to your very own slice of Windermere paradise—where luxury meets laid-back country living and yes, HORSES are welcome! Nestled on over an ACRE with NO HOA or DEED RESTRICTIONS, this stunning 3-bedroom, 3.5-bath home is perfect for anyone craving space, style, and a little bit of saddle time. Step through the oversized double wood doors and you feel the openness with gable ceiling

  Tricia Davis KELLER WILLIAMS REALTY SMART

  13137 Lake Butler Blvd, Windermere, FL 34786
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  $2,499,000

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

  6102 S Hampshire Ct, Windermere, FL 34786

  PRICE REDUCED $150K This elegant single-story Rick Watson home, located at 6102 S Hampshire Court, Windermere, FL 34786, sits on a private Jack Nicklaus–designed golf course lot in the exclusive, 24-hour manned and gated community of Keene’s Pointe. Enjoy uninterrupted views of the 6th hole by day and Disney Fireworks at night from key living areas and the outdoor lanai. The home features 4

  Jessica Dessire Cueva PA CHARLES RUTENBERG REALTY ORLANDO

  6102 S Hampshire Ct, Windermere, FL 34786
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  /90

  $1,599,000

  • 5 Beds
  • 4.5 Baths
  • 3,868 Sq Ft

  11015 Hawkshead Ct, Windermere, FL 34786

  REDUCED - Dream home in Windermere! Nestled inside the gates of the luxurious community of Reserve at Lake Sound. Move-in ready home! Tile roof replaced in 2021. Heated area of 3868 sqft built with high quality material and finishing, tall ceilings and travertine floors in the common areas. The refurbishment, done 4 years ago, resulted in adding modern sophistication to the home. The double door

  Ahmed Elkomy CENTURY 21 CARIOTI

  11015 Hawkshead Ct, Windermere, FL 34786
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  $3,190,000

  • 5 Beds
  • 5.5 Baths
  • 7,561 Sq Ft

  13125 Casabella Dr, Windermere, FL 34786

  HUGE PRICE IMPROVEMENT – SELLER MOTIVATED Welcome to Your Fully Automated Home in Casabella at WindermereIntroducing a spectacular 7,561 sq. ft. estate home perfectly positioned on a half-acre lot with tranquil pond views at both the front and rear. This 5-bedroom, 5.5-bath masterpiece offers total privacy, elegance, and cutting-edge technology. Fully integrated with Alexa and smart home

  Eduardo Pavone ON ME REALTY

  13125 Casabella Dr, Windermere, FL 34786
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  /33

  $839,900

  • 4 Beds
  • 3 Baths
  • 2,594 Sq Ft

  10216 Trout Rd, Orlando, FL 32836

  Premium space and privacy await at 10216 Trout Road. Situated on an oversized half-acre corner lot in the highly desirable Cypress Isle community bordering Windermere, this 4 Bedroom, 3 Bath screened pool estate offers an exceptional blend of elegance, comfort, and functionality. Surrounded by majestic trees and beautifully landscaped custom homes, this is a neighborhood that offers both serenity

  

  Bethanne Baer

  BEAR TEAM REAL ESTATE

  (321) 850-2911

  10216 Trout Rd, Orlando, FL 32836
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  $2,950,000

  • 4 Beds
  • 4 Baths
  • 3,479 Sq Ft

  5410 Bay Side Dr, Orlando, FL 32819

  Welcome to 5410 Bay Side Dr — a fully renovated showpiece by Davila Homes that offers the perfect blend of modern design, comfort, and resort-style outdoor living. One of the most beautiful sunsets you will ever see. With over $1M in renovations, this stunning Lake Front home feels like brand new, with sophisticated finishes and clean, contemporary lines throughout. Step inside to an inviting

  

  Fernanda Negromonte

  NOVA REAL ESTATE SERVICES INC

  (321) 351-3274

  5410 Bay Side Dr, Orlando, FL 32819
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  /63

  $1,075,000

  • 4 Beds
  • 3 Baths
  • 2,743 Sq Ft

  2125 Kane Park Way, Windermere, FL 34786

  Welcome to this beautifully updated residence on one of the largest lots in the highly sought-after Willows at Lake Rhea in Windermere. Set on a 0.71-acre cul-de-sac lot surrounded by lush landscaping, the home offers exceptional privacy and a tranquil setting. Custom built by renowned local builder Richard Watson, known for his craftsmanship, thoughtful design, and quality construction, this

  Deb Schroeder INFINITY REALTY GROUP LLC

  2125 Kane Park Way, Windermere, FL 34786
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  /98

  $4,200,000

  • 5 Beds
  • 6 Baths
  • 4,600 Sq Ft

  9916 Lone Tree Ln, Orlando, FL 32836

  Located on the world-renowned Butler Chain of Lakes, this extraordinary lakefront retreat at 9916 Lone Tree Lane is set on a private peninsula with 270-degree water views across Lake Tibet, Lake Sheen, and the scenic connecting canal. Perfectly oriented to the south, this rare residence captures spectacular sunrises, radiant sunsets, and nightly views of Disney’s fireworks over the water. This

  Chad Going SERHANT

  9916 Lone Tree Ln, Orlando, FL 32836
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  /50

  $695,000

  • 5 Beds
  • 3.5 Baths
  • 2,976 Sq Ft

  6712 Thornhill Cir, Windermere, FL 34786

  With timeless curb appeal and a front porch built for slow mornings, this Windermere home blends classic charm with the upgrades that make everyday life easier. Step inside and the ceilings rise, sunlight floods through, and hardwood floors (2021) lead you through open living and dining spaces that flow seamlessly into a remodeled kitchen with quartz countertops, updated cabinetry, and dual

  Brad Young HOMEVEST REALTY

  6712 Thornhill Cir, Windermere, FL 34786
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  /30

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,888 Sq Ft

  Unlisted Address

  This exceptional Fenwick Cove residence offers approximately 2,530 gross square feet of space, including three bedrooms, a two-car attached garage, and a spacious driveway that can accommodate an additional four to six vehicles. Located in a gated community near the Westbrook neighborhood and Starlake communities, this home is surrounded by mature trees and beautiful gardens and falls within the

  Herb Rodriguez, Jr REMORA GLOBAL CONSULTING

  Unlisted Address
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  /52

  $829,900

  • 4 Beds
  • 3 Baths
  • 3,245 Sq Ft

  84 Braelock Dr, Ocoee, FL 34761

  Set behind a gated entrance on a prime waterfront lot, this elegant 4-bedroom, 3-bath, 3,245 sq ft residence is set in one of Ocoee’s most desirable enclaves bordering Windermere. A beautiful entry foyer with tall ceilings sets the tone, leading into a dedicated dining room accented with crown molding and custom drapery. Beyond, the formal living room showcases crystal-clear views of the lanai,

  Ahmad Hassan COMPASS FLORIDA LLC

  84 Braelock Dr, Ocoee, FL 34761
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  $1,224,000

  • 4 Beds
  • 3.5 Baths
  • 2,791 Sq Ft

  109 E 12th Ave, Windermere, FL 34786

  Modern sophistication and timeless Windermere charm come together in this fully reimagined residence located just steps from Lake Bessie and the heart of Windermere Town. Set on a beautifully landscaped corner lot with no HOA, this home offers a rare blend of luxury comfort and walkable small town living in one of Central Florida’s most desirable communities. Every detail has been thoughtfully

  Brian Hyser THE AGENCY ORLANDO

  109 E 12th Ave, Windermere, FL 34786
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  /42

  $799,900

  • 5 Beds
  • 3.5 Baths
  • 3,390 Sq Ft

  6615 Helmsley Cir, Windermere, FL 34786

  Beautifully remodeled and impeccably maintained, this spacious 3,390 sq. ft. two-story home offers 5 bedrooms, 3.5 bathrooms, an office, and an attached 2-car garage in the highly desirable community of Preston Square in Windermere. Perfectly situated on a premium lot with no rear neighbors, the home features a charming front porch and covered balcony overlooking the serene, tree-lined

  Angela Gann KELLER WILLIAMS ELITE PARTNERS III REALTY

  6615 Helmsley Cir, Windermere, FL 34786
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  $1,624,900

  • 4 Beds
  • 3 Baths
  • 3,145 Sq Ft

  10370 Trout Rd, Orlando, FL 32836

  Welcome to 10370 Trout Road, a fully renovated modern oasis nestled on a private half-acre in the sought-after Cypress Isle community near Windermere. This 4-bedroom, 3-bath home blends timeless elegance with contemporary design, featuring an open-concept layout, a chef’s kitchen with quartz countertops and stainless-steel appliances, and a spacious living area overlooking the serene pool and

  Micaela Almeda DJ & LINDSEY REAL ESTATE

  10370 Trout Rd, Orlando, FL 32836
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  /61

  $699,000

  • 4 Beds
  • 3.5 Baths
  • 2,615 Sq Ft

  6799 Helmsley Cir, Windermere, FL 34786

  Stunning 4-Bedroom Home with Lake View in Prime Windermere Location! Welcome to your dream home! This beautiful 4-bedroom, 3.5-bathroom residence offers the perfect blend of elegance, comfort, and convenience — ideally located in one of Windermere’s most sought-after communities with top-rated “A” schools. Enjoy breathtaking views of the lake and conservation area right from your spacious covered

  Maqueli Gewehr WRA BUSINESS & REAL ESTATE

  6799 Helmsley Cir, Windermere, FL 34786
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  $4,200,000

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

  11002 Lake Butler Blvd, Windermere, FL 34786

  Back on the Market! 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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  $2,999,500

  • 5 Beds
  • 4 Baths
  • 3,461 Sq Ft

  5067 Sawyer Cove Way, Windermere, FL 34786

  STUNNING CUSTOM estate in the exclusive GATED community of Sawyer Sound - a private enclave of just 20 luxury homes, ideally located near top-rated public and private schools, excellent dining, and premiere entertainment. Built under the meticulous supervision of its owners, one of whom is an accomplished interior designer, this home showcases exceptional quality and attention to detail. With

  Denise Crabbe REVEL REALTY LLC

  5067 Sawyer Cove Way, Windermere, FL 34786
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  $800,000

  • 4 Beds
  • 3 Baths
  • 2,544 Sq Ft

  9179 Dollanger Ct, Orlando, FL 32819

  Welcome to North Bay, one of the most coveted pockets of Bay Hill and Dr Phillips, where golf cart living, lakeside beauty, and world-class convenience define everyday life. This is the first time ever this waterfront home has been offered for sale, giving you a rare opportunity to live in one of Central Florida’s most iconic communities. Step through the double glass doors and feel the openness

  Jacquie Sosa EXP REALTY LLC

  9179 Dollanger Ct, Orlando, FL 32819
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  /75

  $3,700,000

  • 4 Beds
  • 3 Baths
  • 5,365 Sq Ft

  2844 Marquesas Ct, Windermere, FL 34786

  Welcome to your private sanctuary, where every sunrise and sunset dances over the shimmering waters of Lake Crescent. Nestled within the exclusive gated community of Lake Crescent Reserve, this lakefront masterpiece offers just under 6,000 square feet of newly remodeled, reimagined luxury living. Positioned on a pristine oversized lot surrounded by lush landscaping and majestic oak trees, the

  Dianna Desboyaux DOUGLAS ELLIMAN

  2844 Marquesas Ct, Windermere, FL 34786
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  /35

  $525,000

  • 4 Beds
  • 2 Baths
  • 1,975 Sq Ft

  457 Mickleton Loop, Ocoee, FL 34761

  Welcome Home to The Village of Wesmere 457 Mickleton Loop, Ocoee, FL 34761 4 Bedrooms | 2 Bathrooms | Screened Pool | Gated Community. Experience the perfect blend of modern life and resort-style living in the highly sought-after Cheshire Woods subdivision of Wesmere. This meticulously maintained residence offers a peaceful lifestyle within a premier gated community, designed for those who value

  Anna Russu RUSSU REALTY & ASSOCIATES PA

  457 Mickleton Loop, Ocoee, FL 34761
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  /91

  $18,500,000

  • 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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  $985,000

  • 5 Beds
  • 5 Baths
  • 4,308 Sq Ft

  2009 Rickover Place, Winter Garden, FL 34787

  This meticulously maintained 5-bedroom, 5-bath residence offers 4,308 square feet of climate-controlled living space and a private, screen-enclosed heated pool—thoughtfully designed for comfort, flexibility, and entertaining. Recent improvements include two brand-new HVAC systems, ensuring modern efficiency throughout, along with a 3-car garage and a floor plan that balances generous scale with

  Amber Spiecher GOLDEN SAPPHIRE REAL ESTATE LLC

  2009 Rickover Place, Winter Garden, FL 34787
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  $4,925,000

  • 7 Beds
  • 8 Baths
  • 8,931 Sq Ft

  9575 Westover Roberts Rd, Windermere, FL 34786

  Discover “Bella Olivia”: a grand mediterranean estate perched high above Lake Olivia showcasing sweeping lake views, private gates, and an expansive luxury residence spanning over 8,900 square feet of living space across 7 bedrooms, including two primary suites, two guest apartments, garage space for 6 cars, an enormous screened enclosure with resort-style pool and spa, over 5.4 acres and no HOA.

  Rob Rahter STOCKWORTH REALTY GROUP

  9575 Westover Roberts Rd, Windermere, FL 34786
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  $1,485,000

  • 5 Beds
  • 4 Baths
  • 4,186 Sq Ft

  101 Lee St, Windermere, FL 34786

  A new long elegantly paved driveway leads up to this beautifully updated 5-bedroom, 4,200 sq. ft. home in the charming Town of Windermere. With lush views of established landscaping & surrounding trees, this home combines comfort, style, and plenty of space for family and friends. The bright, open kitchen is the heart of the home, featuring granite countertops, stainless steel appliances, and

  Carey Sheffield ISLEWORTH REALTY LLC

  101 Lee St, Windermere, FL 34786
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  $4,999,999 New Construction

  • 6 Beds
  • 8 Baths
  • 6,816 Sq Ft

  1003 Down Reserve Ct, Windermere, FL 34786

  Welcome to a rare modern estate in an intimate gated enclave, complete with your own social membership to Isleworth Golf & Country Club. Imagine 6,816 square feet of fully furnished luxury with six bedrooms, six full baths and two half baths. Every detail of this custom-built masterpiece was designed for those who value privacy, prestige and perfection. Go inside to discover European white oak

  Peyton Lewis PREMIER SOTHEBYS INT'L REALTY

  1003 Down Reserve Ct, Windermere, FL 34786
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  /75

  $3,600,000

  • 5 Beds
  • 6.5 Baths
  • 5,501 Sq Ft

  5024 Sawyer Cove Way, Windermere, FL 34786

  Welcome to “The Sounding:” a captivating lakefront estate residence with inviting water views and a serene and peaceful setting offering the best of Florida living. Tucked inside this privately gated and intimate enclave of estate homes across the street from Windermere Prep, Sawyer Sound offers an escape from the ordinary and this showplace residence sets the standard for lakefront living. A

  Rob Rahter STOCKWORTH REALTY GROUP

  5024 Sawyer Cove Way, Windermere, FL 34786
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  $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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  /38

  $675,000

  • 4 Beds
  • 3 Baths
  • 2,830 Sq Ft

  13413 Zori Ln, Windermere, FL 34786

  Welcome to this Charming and stunning home located in a quiet Windermere neighborhood where the Lake Front homes with valuesexceeding millions of dollars. This single story home contain 4-bedroom, 3 full bathroom, 3 car garage, screened lanai and fenced back yard. Formal dining room & living room/office combined, 12' high ceiling, open breakfast nook, kitchen, spacious large family room,

  Annie Kwan ORLANDO SUNSHINE REALTY

  13413 Zori Ln, Windermere, FL 34786
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  /27

  $495,000

  • 3 Beds
  • 2.5 Baths
  • 2,056 Sq Ft

  272 Longhirst Loop, Ocoee, FL 34761

  This stunning residence features 3 spacious bedrooms and 2 full baths in the highly sought-after gated community of Wesmere, ideally situated just off Maguire Road and minutes from Windermere. Meticulously maintained, the home blends elegant finishes with a thoughtfully designed floor plan. Step inside to be welcomed by soaring 20+ foot ceilings and an abundance of natural light that pours into

  David Johnston CREEGAN GROUP

  272 Longhirst Loop, Ocoee, FL 34761

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