Lake Butler Orange, FL Homes for Sale

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  $1,700,000

  • 6 Beds
  • 4.5 Baths
  • 4,572 Sq Ft

  5106 Tildens Grove Blvd, Windermere, FL 34786

  PARADISE...FOUND. Welcome to this incredible custom-built executive home in Windermere’s esteemed & highly desired Tildens Grove community which welcomes you with 24-hour guard gated security and beautiful quiet tree-lined streets. Get ready for LUXURY around every corner of this home spanning nearly 6,000 square feet of indoor & outdoor living space. Starting with one-of-a-kind curb appeal, this

  Tara Moore TARA MOORE REAL ESTATE

  5106 Tildens Grove Blvd, Windermere, FL 34786
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  $880,000

  • 5 Beds
  • 3 Baths
  • 3,063 Sq Ft

  1925 Breezy Hill Dr, Windermere, FL 34786

  Modern luxury meets resort-style living in this stunning 5-bedroom estate located in the highly desirable Westover Club community. From the moment you step inside, you’re greeted by soaring ceilings and dramatic second-story windows that flood the home with natural light, creating a bright and inviting atmosphere.Just off the entry, a custom-designed office features hardwood flooring,

  Michelle Melo FLORIDA REALTY INVESTMENTS

  1925 Breezy Hill Dr, Windermere, FL 34786
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  $749,901

  • 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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  $4,100,000

  • 4 Beds
  • 4.5 Baths
  • 5,301 Sq Ft

  5151 Latrobe Dr, Windermere, FL 34786

  Positioned along the stunning 4th fairway of the renowned Isleworth Golf & Country Club, this exceptional single-story estate offers four bedrooms and more than 5,300 square feet of meticulously crafted living space. Every detail of this residence reflects the owner’s exceptional craftsmanship, with bespoke woodwork woven throughout the home, culminating in the crown jewel: the primary suite’s

  Monica Lochmandy ISLEWORTH REALTY LLC

  5151 Latrobe Dr, Windermere, FL 34786
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  $1,498,000

  • 5 Beds
  • 4.5 Baths
  • 3,835 Sq Ft

  7231 Sangalla Dr, Windermere, FL 34786

  Located in the gated community of Casa Del Lago in Windermere, featuring just 88 luxury homes surrounding Lake Burden, this neighborhood offers an exceptional setting near top-rated schools and only minutes from Orlando’s most popular destinations, including major highways, airports, shopping, dining, and world-renowned attractions. Built by one of the nation’s top private homebuilders, David

  Matt Kester THE REAL ESTATE COLLECTION LLC

  7231 Sangalla Dr, 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

  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 outdoor living

  Jessica Dessire Cueva PA CHARLES RUTENBERG REALTY ORLANDO

  6102 S Hampshire Ct, 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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  $1,250,000

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

  715 Magnolia St, Windermere, FL 34786

  ADU A beautiful home located in the heart of downtown Windermere offering 4-bedrooms, 3-bathrooms, with a perfect blend of comfort and convenience. The house features hardwood floors throughout, and large sliders that open to a beautiful backyard. This is a great home for entertaining or relaxing. This property features a fully equipped ADU with one-bedroom, one-bathroom space, ideal for in-laws,

  Robert Trien IRIS INTERNATIONAL

  715 Magnolia St, Windermere, FL 34786
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  /41

  $1,539,900

  • 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

  Ken Pozek REAL BROKER, LLC

  10370 Trout Rd, Orlando, FL 32836
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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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  /47

  $900,000

  • 3 Beds
  • 2 Baths
  • 2,386 Sq Ft

  4 Chase Rd, Windermere, FL 34786

  FULLY RENOVATED DREAM HOME. This home is located right in the heart of the Town of Windermere. Welcome to 4 Chase Rd, Windermere - a refined expression of luxury living where elevated design, privacy, and lifestyle converge.Set within one of Windermere’s most desirable areas, this exceptional residence delivers a seamless blend of sophistication and comfort. From its striking curb appeal to

  Matthew Hughes REAL BROKER, LLC

  4 Chase Rd, Windermere, FL 34786
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  $680,000

  • 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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  $975,000

  • 4 Beds
  • 3 Baths
  • 3,516 Sq Ft

  1002 Oakdale St, Windermere, FL 34786

  Set on a prominent corner lot in one of Windermere’s most sought-after enclaves, this thoughtfully updated residence blends timeless character with modern upgrades, enormous walk out bottom level, massive multiple garages and a lifestyle that is uniquely local to this area. Relax on the expansive front porch and take in the surroundings as neighbors and nature pass by. Recent improvements include

  Frank Smith KELLER WILLIAMS SUBURBAN TAMPA

  1002 Oakdale St, Windermere, FL 34786
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  /2

  $3,000,000 New Construction

  • 5 Beds
  • 5 Baths
  • 2,565 Sq Ft

  19 Main St, Windermere, FL 34786

  Under Construction. New Construction in Downtown Windermere Waterfront on the Butler Chain of Lakes!Experience modern lakefront living in the heart of the golf cart–friendly Town of Windermere. This brand-new construction home is currently under construction with an anticipated completion date of late Summer 2026. The residence will offer approximately 2,500 square feet of living space and

  Milena Fernandes GOLDEN GROUP REALTY LLC

  19 Main St, Windermere, FL 34786
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  /21

  $1,600,000

  • Land
  • 0.32 Acre
  • $5,000,000 per Acre

  212 W 1st Ave, Windermere, FL 34786

  Positioned along the coveted Butler Chain of Lakes, this waterfront residence offers an exceptional opportunity in the Town of Windermere. Boasting approximately 65 feet of private frontage and a dedicated boat dock, the property captures sweeping views across Wauseon Bay. There is an option to build a new home and boat dock, Permits have been approved to build a new modern home and 900sf covered

  Eric Powell HOME WISE REALTY GROUP, INC.

  212 W 1st Ave, Windermere, FL 34786
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  /2

  $562,095 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,649 Sq Ft

  13411 Lemon Orchard Bend, Windermere, FL 34786

  Under Construction. This stylish two-story townhome features three spacious suites, including a second-floor primary suite and two additional bedrooms. The open-concept first floor offers a bright living area and a gourmet kitchen with 42” cabinets, quartz countertops, stainless steel appliances, and luxury vinyl plank flooring. Enjoy a private courtyard and detached two-car garage. Located in

  Reed Williams ASHTON WOODS FLORIDA REALTY LLC

  13411 Lemon Orchard Bend, Windermere, FL 34786
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  $658,000

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

  6799 Helmsley Cir, Windermere, FL 34786

  Windermere Lake View Home with Disney Fireworks - Best Value in the Area!Recent price improvement - now one of the best opportunities in Windermere. 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

  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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  /21

  $15,000,000

  • 3 Beds
  • 3 Baths
  • 2,496 Sq Ft

  8822 Winter Garden Vineland Rd, Golden Oak, FL 32836

  Privately positioned on Lake Mabel, this rare lakefront offering includes two contiguous parcels sold together, totaling approx. 9.47± acres, with direct lake frontage and estate-level privacy in a tightly held luxury waterfront setting. A private-lake environment supporting a premier watersports lifestyle, surrounded by premier estates and a protected natural shoreline. No public boat ramp is

  Jessica George OLYMPUS EXECUTIVE REALTY INC

  8822 Winter Garden Vineland Rd, Golden Oak, FL 32836
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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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  $515,000

  • 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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  $3,900,000

  • 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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  $17,250,000

  • 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

  $464,000

  • 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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  /22

  $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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  $6,700,000 New Construction

  • 5 Beds
  • 5 Baths
  • 4,723 Sq Ft

  11 Main St, Windermere, FL 34786

  Under Construction. Brand New Construction in the Heart of Downtown Windermere – Currently Under Construction! Walking distance to downtown events, the farmers market, food trucks, and the local brewery. Historic Windermere is golf cart friendly and known for its outdoor lifestyle with parks, recreation areas, tennis courts, public docks, and swimming areas. Bring your boat! This waterfront

  Milena Fernandes GOLDEN GROUP REALTY LLC

  11 Main St, Windermere, FL 34786
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  /2

  $599,999

  • Land
  • 0.44 Acre
  • $1,363,634 per Acre

  2 Chase Rd, Windermere, FL 34786

  Almost half an acre located on Main Street in the Town of Windermere

  Matthew Hughes REAL BROKER, LLC

  2 Chase Rd, 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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  /85

  $750,000

  • 5 Beds
  • 4 Baths
  • 3,412 Sq Ft

  3633 Turningwind Ln, Winter Garden, FL 34787

  One or more photos have virtual staging. Located in the sought-after WINDWARD CAY community, where homes rarely come onto the market – this Spacious Pool Home is now Winter Garden’s best buy! Homesite location is at the end of Turningwind Ln., on a Cul-de-Sac, POND-FRONT w/Wooded Area adjacent – a premium location within the community ** This home has been meticulously prepared for the market and

  Frank Plesko WATSON REALTY CORP

  3633 Turningwind Ln, Winter Garden, FL 34787
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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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  $395,000

  • 4 Beds
  • 3 Baths
  • 1,512 Sq Ft

  8484 Leeland Archer Blvd, Orlando, FL 32836

  **Investor Opportunity in Sought-After Newbury Park – Tenant in Place!** Great opportunity to own a **4-bedroom, 3-bath corner-unit townhome** in the desirable community of Newbury Park near Windermere. This **income-producing property already has a tenant in place**, making it ideal for investors looking for immediate rental income. The home features a **spacious layout with a primary bedroom

  Max Donzi IRM INVEST., REAL EST.& MGMT.

  8484 Leeland Archer Blvd, Orlando, FL 32836
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  /2

  $3,500,000 New Construction

  • 4 Beds
  • 4 Baths
  • 2,500 Sq Ft

  43 Main St, Windermere, FL 34786

  Under Construction. Modern New Construction on the Butler Chain Canal – Downtown WindermereExperience bright, modern waterfront living in the heart of the Town of Windermere. This brand-new construction single-story home is currently under construction with an anticipated completion date of late Summer 2026. The residence will offer approximately 2,500 square feet of living space and 4,280

  Milena Fernandes GOLDEN GROUP REALTY LLC

  43 Main St, 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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  /30

  $580,000

  • 3 Beds
  • 2.5 Baths
  • 2,078 Sq Ft

  248 Longhirst Loop, Ocoee, FL 34761

  Welcome to 248 Longhirst Loop — a beautifully updated 3-bedroom, 2.5-bath two-story home tucked inside the highly sought-after gated community of Wesmere in Ocoee. With income-producing tenants already in place, this is a turnkey investment opportunity you don't want to miss.Step inside to discover a bright, open layout featuring soaring high ceilings and brand-new laminate wood flooring

  Matt McKee COMPASS FLORIDA LLC

  248 Longhirst Loop, Ocoee, FL 34761
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  $930,000

  • 4 Beds
  • 2.5 Baths
  • 2,440 Sq Ft

  9115 Bay Side Ct, Orlando, FL 32819

  Nestled on a generous 0.34-acre cul-de-sac lot, this residence offers a rare combination of privacy, space, and an elevated indoor-outdoor lifestyle. The home opens and naturally divides into two expansive living areas, creating a sense of separation and functionality. To one side, the inviting family room, centered around a wood-burning fireplace, provides a warm and intimate gathering space. To

  MARIA JESUS KOVALENKO FLORIDA CONNEXION PROPERTIES

  9115 Bay Side Ct, Orlando, FL 32819
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  /11

  $1,889,000

  • Land
  • 1.2 Acres
  • $1,574,167 per Acre

  5727 Emerington Crescent, Orlando, FL 32819

  An exceptional opportunity to build your custom estate on this 1.20± acre vacant corner lot with lake views, located at 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 frontage along Lake

  Bobby Luthra PROPERTY INVESTMENT BROKERS

  5727 Emerington Crescent, Orlando, FL 32819
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  /50

  $792,500

  • 3 Beds
  • 2 Baths
  • 1,664 Sq Ft

  825 Oakdale St, Windermere, FL 34786

  Back on the market no fault of the home! ONLY HOME ON WINDERMERE’S ICONIC SANDY STREETS UNDER $800,000 — DON’T MISS YOUR CHANCE.Back on the market and better than ever, this charming traditional cottage now features thoughtful exterior enhancements that further showcase its incredible homesite and future potential. Nestled along one of Windermere’s signature sandy streets, this property

  Mildred Hershiser EXP REALTY LLC

  825 Oakdale St, Windermere, FL 34786
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  /57

  $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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