Lake Butler Orange, FL Homes for Sale with Pool

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  $850,000

  • 4 Beds
  • 4 Baths
  • 3,435 Sq Ft

  9669 Westover Club Cir, Windermere, FL 34786

  Behind the gates of Westover Club, 9669 Westover Club Circle presents a timeless expression of Windermere living — where privacy, established beauty, and effortless indoor-outdoor flow come together on nearly half an acre of lush, mature grounds. Thoughtfully designed for gracious entertaining and everyday comfort, this residence balances understated sophistication with the warmth of a true

  Regina Ferdinand FIRST WORLD REALTY GROUP

  9669 Westover Club Cir, Windermere, FL 34786
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  $3,495,000

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

  5538 W Lake Butler Rd, Windermere, FL 34786

  Welcome to 5538 W Lake Butler Road—an expansive, newly renovated estate set on 1.9 acres of lush, lakefront land in arguably one of Central Florida’s most coveted locations, Kelso on Lake Butler. What distinguishes this property is its remarkable dual lake access. Your own private boat dock provides direct skiable waterfront on Lake Davis, while exclusive community privileges grant you gated

  Julie Bettosini STOCKWORTH REALTY GROUP

  5538 W Lake Butler Rd, Windermere, FL 34786
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  $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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  $1,219,000 Open Thu 4PM - 7PM

  • 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

  Robert Larkan THE AGENCY FL

  109 E 12th Ave, Windermere, FL 34786
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  $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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  $1,549,900

  • 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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  $6,890,000

  • 6 Beds
  • 5.5 Baths
  • 6,706 Sq Ft

  1002 Down Reserve Ct, Windermere, FL 34786

  Luxury, architectural elegance, and an unparalleled lakefront lifestyle on the Butler Chain of Lakes in Windermere. Set on a sprawling lot of over one acre, this extraordinary waterfront estate offers direct access to the prestigious Butler Chain of Lakes — a rare interconnected system of 12 private lakes, providing one of the most exclusive boating lifestyles in Central Florida. From the moment

  Jennifer Olmeda WRA BUSINESS & REAL ESTATE

  1002 Down Reserve Ct, Windermere, FL 34786
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  $1,720,000

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

  13734 Lake Cawood Dr, Windermere, FL 34786

  Don’t miss out on this one !!!Welcome to this stunning single-story luxury estate located in the highly sought-after gated community of Lake Cawood Estates in Windermere, Florida. Situated on nearly a full acre at the end of a cul-de-sac, this beautifully maintained four-bedroom, three-and-a-half-bathroom home offers over 4,400 square feet of spacious, thoughtfully designed living with a

  Angela Schifano CHARLES RUTENBERG REALTY ORLANDO

  13734 Lake Cawood Dr, Windermere, FL 34786
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  $4,500,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 7,621 Sq Ft

  5727 Emerington Crescent, Orlando, FL 32819

  Pre-Construction. To be built. New to build custom estate on this 1.20± acre vacant corner lot with lake views, located within the distinguished Emerson Pointe at Bay Hill enclave. The property fronts Lake Tibet, the second-largest lake on the renowned Butler Chain of Lakes, offering privacy, prestige, and access to one of Central Florida’s most sought-after waterfront lifestyles. Lake views and

  Bobby Luthra PROPERTY INVESTMENT BROKERS

  5727 Emerington Crescent, Orlando, FL 32819
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  $890,000

  • 5 Beds
  • 3 Baths
  • 3,747 Sq Ft

  2205 Wintermere Pointe Dr, Winter Garden, FL 34787

  Welcome to beautiful Winter Garden. Check out this exceptional 5-bedroom, 3-bathroom home is located in a gated community that blends comfort with a friendly neighborhood atmosphere. Thoughtfully designed, the home features four bedrooms upstairs and a flexible downstairs bedroom ideal for guests or a home office. The spacious primary suite serves as a private escape, complete with a soaking tub,

  Heron Patel HP GLOBAL REALTY LLC

  2205 Wintermere Pointe Dr, Winter Garden, FL 34787
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  $670,000

  • 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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  $3,999,999

  • 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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  $3,200,000 New Construction

  • 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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  $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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  $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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  $4,150,000

  • 6 Beds
  • 7.5 Baths
  • 5,441 Sq Ft

  6208 Winter Garden Vineland Rd, Windermere, FL 34786

  We present a luxury residence in Windermere, Florida, that combines modern design, spacious areas, and a prime location. Situated at 6208 Winter Garden Vineland Road, this property is strategically positioned in front of Windermere Preparatory School, one of the best private schools in Florida. With 5,441 sqft of climate-controlled living space and a total area of 8,091 sqft, this home impresses

  Daniel Pavel WRA BUSINESS & REAL ESTATE

  6208 Winter Garden Vineland Rd, Windermere, FL 34786
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  $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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  /19

  $479,000

  • 4 Beds
  • 2 Baths
  • 2,077 Sq Ft

  469 Mickleton Loop, Ocoee, FL 34761

  Nestled in the highly desirable Wesmere/Cheshire Woods community! This beautifully maintained 4-bedroom, 2-bath home offers comfort, space, and timeless appeal. Lovingly cared for by its original owner, it reflects true pride of ownership throughout. As you step inside, you’re welcomed by a formal living and dining room area that creates an elegant and inviting first impression. The layout then

  Fernando Orsini CT HOMES REALTY CORPORATION

  469 Mickleton Loop, Ocoee, FL 34761
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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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  $2,500,000 New Construction

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

  6606 Sawyer Shores Ln, Horizon West, FL 34786

  One or more photo(s) has been virtually staged. Pre-Construction. To be built. One or more photo(s) has been virtually staged. UNIQUE CANAL-FRONT PROPERTY ON LAKE SAWYER | BUILD-READY | NO HOA | WINDERMERE An extraordinary opportunity awaits on the shores of Lake Sawyer, tucked along a picturesque canal, this beautiful parcel delivers the perfect blend of privacy and possibility. With no HOA fees

  Nick Khela PREMIUM PROPERTIES R.E. SERVICE

  6606 Sawyer Shores Ln, Horizon West, FL 34786
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  $3,795,000

  • 5 Beds
  • 6 Baths
  • 5,772 Sq Ft

  1206 Sutter Ave, Gotha, FL 34734

  One or more photo(s) has been virtually staged. Welcome to 1206 Sutter Avenue, a truly exceptional estate and the crown jewel of Gotha, Florida—where refined luxury meets modern innovation. This 2025 build offers 5,772 square feet of thoughtfully designed living space, set on an expansive, nearly one-acre lot that provides privacy, presence, and sophistication.Recent enhancements elevate the

  Marlene De Cespedes DOUGLAS ELLIMAN

  1206 Sutter Ave, Gotha, FL 34734
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  $3,995,000

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

  801 W 2nd Ave, Windermere, FL 34786

  Priced below appraised value, this extraordinary Windermere estate presents a rare opportunity to enjoy refined lakefront living on the Butler Chain of Lakes. Set along one of the area’s most desirable streets, the residence has undergone more than $350,000 in recent luxurious upgrades, including a reimagined kitchen and fireplace, new windows and doors, upgraded landscape lighting, refreshed

  Harif Hazera LLC PREMIER SOTHEBY'S INTL. REALTY

  801 W 2nd Ave, Windermere, FL 34786
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  $5,000,000 New Construction

  • 5 Beds
  • 8 Baths
  • 7,940 Sq Ft

  1009 Down Reserve Ct, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Just completed | Never lived in | A rare opportunity to be the very first to call this architectural showpiece home! Positioned in the highly sought after Lake Down Reserve community of Windermere, this custom-built modern Mediterranean estate delivers nearly 8,000 square feet of elevated design, cutting-edge construction, and curated luxury. Built

  Jennifer Wemert WEMERT GROUP REALTY LLC

  1009 Down Reserve Ct, Windermere, FL 34786
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  $3,550,000

  • 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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  $3,725,000

  • 5 Beds
  • 4 Baths
  • 4,875 Sq Ft

  58 Main St, Windermere, FL 34786

  Nestled in the heart of Old Town Windermere, this exceptional lakefront residence offers direct access to the Butler Chain of Lakes from the tranquil waters of Wauseon Bay, prized for its reduced boat traffic and peaceful setting. Set on an oversized waterfront lot with western exposure, the home captures breathtaking lake views from nearly every room—delivering spectacular sunsets and a seamless

  Michelle Ingrassia LPT REALTY, LLC

  58 Main St, Windermere, FL 34786
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  $975,000

  • 3 Beds
  • 2.5 Baths
  • 2,475 Sq Ft

  735 Oakdale St, Windermere, FL 34786

  Fully Renovated Windermere Home. Move-In Ready!Discover 735 Oakdale St, a beautifully updated 3-bedroom, 2.5-bathroom home in the heart of Windermere Town. Over the past four years, no detail has been overlooked: new roof, new gutters, marble flooring, resurfaced pool, new fence and shed, windows, two independent HVAC systems, water filtration system, water heater, well pump, renovated

  nicoletta buonaccordo ALTIS REALTY

  735 Oakdale St, Windermere, FL 34786
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  $4,995,000

  • 6 Beds
  • 6.5 Baths
  • 7,349 Sq Ft

  5070 Down Point Ln, Windermere, FL 34786

  Nestled behind the gates in the heart of Windermere, this exceptional lakefront estate commands sweeping views across the renowned Butler Chain of Lakes. Designed for refined living and effortless entertaining, the residence offers six bedrooms, six full baths, and a powder bath — including a fully equipped private guest apartment ideal for extended family or long-term visitors. From the moment

  Isis Sarcos EXP REALTY LLC

  5070 Down Point Ln, Windermere, FL 34786

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