Winter Garden, FL Homes for Sale with Garage

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  $1,800,000

  • 3 Beds
  • 2.5 Baths
  • 3,507 Sq Ft

  241 N Dillard St, Winter Garden, FL 34787

  Seller financing opportunity!!! Welcome to a Once-in-a-Lifetime Opportunity in the Heart of Downtown Winter GardenNestled beneath the shade of enchanting oak trees, this stately residence sits proudly on a rare triple lot in one of Central Florida’s most coveted locations — the Golf Cart District of Historic Downtown Winter Garden. Blending timeless character with modern comfort, this

  Erica Diaz HOMEVEST REALTY

  241 N Dillard St, Winter Garden, FL 34787
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  $1,199,000

  • 5 Beds
  • 5 Baths
  • 3,416 Sq Ft

  17850 Hither Hills Cir, Winter Garden, FL 34787

  Exquisite Lakefront Residence: 5 Beds, 5 Baths! This striking home, constructed by DR Horton in 2023, sits on over half an acre, boasting panoramic views of the picturesque Lake Apopka. This property sits directly on the 5th Largest Lake in the entire state and the lot is already approved for a full dock and a pool!!! A chef's dream, the kitchen is luxuriously equipped, seamlessly flowing into

  Ben Becton KELLER WILLIAMS REALTY SMART

  17850 Hither Hills Cir, Winter Garden, FL 34787
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  $698,000

  • 5 Beds
  • 3.5 Baths
  • 2,934 Sq Ft

  15143 Kirsty Aly, Winter Garden, FL 34787

  Welcome to this beautifully maintained 5-bedroom, 3.5-bathroom move in ready home, ideally situated on a desirable corner lot in the heart of Hamlin, Winter Garden. With a thoughtfully designed layout, this home features one bedroom on the main floor—perfect for guests or multi generational living—and three additional bedrooms upstairs, offering plenty of space and privacy for the whole

  Jin Cheng ARION REALTY

  15143 Kirsty Aly, Winter Garden, FL 34787
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  $739,000

  • 3 Beds
  • 2 Baths
  • 2,092 Sq Ft

  15607 Sylvester Palm Dr, Winter Garden, FL 34787

  Welcome to this beautiful, modern single-story with CRESTRON WHOLE HOME SMART SYSTEM located in the desirable Lakeshore Preserve community in Winter Garden. Built in 2017, thisresidence offers approximately 2,092 sq ft of living space on a 7,719 sq ft lot. Inside you’ll find 3 bedrooms and 2 full bathrooms, along with aspacious open floor plan that blends living, dining, and kitchen areas

  Corey Smith THE C SMITH REAL ESTATE GROUP LLC

  15607 Sylvester Palm Dr, Winter Garden, FL 34787
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  $539,000

  • 3 Beds
  • 2.5 Baths
  • 2,052 Sq Ft

  8915 Fountain Palm Aly, Winter Garden, FL 34787

  This is it! Welcome to Lakeshore Preserve, a prestigious Toll Brothers–built community where timeless elegance meets everyday comfort. This Spanish Colonial and Italianate–inspired townhome is being offered for the first time since its original purchase in 2018 and showcases exceptional design and thoughtful upgrades throughout. Step inside to soaring 10-foot ceilings on the first floor and

  Micaela Navarra M2M REALTY

  8915 Fountain Palm Aly, Winter Garden, FL 34787
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  $629,900

  • 4 Beds
  • 2 Baths
  • 1,487 Sq Ft

  113 W Division St, Winter Garden, FL 34787

  Welcome to 113 W Division St — a beautifully remodeled Winter Garden home that seamlessly blends classic charm with modern upgrades! step inside to discover an open-concept kitchen, top appliances, quartz countertops, sleek modern bathrooms, new windows, and durable waterproof laminate floors, excellent screen porch. Perfect for everyday living and entertaining alike. New windows flood the

  Bernardo Carrasquel B EXP REALTY LLC

  113 W Division St, Winter Garden, FL 34787
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  $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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  $752,000

  • 5 Beds
  • 4 Baths
  • 2,867 Sq Ft

  15807 Sweet Lemon Way, Winter Garden, FL 34787

  Welcome to your dream home in the prestigious SummerLake community, perfectly positioned on a corner lot for ultimate privacy and curb appeal. This stunning residence features fully owned solar panels, offering energy savings with no monthly payments and sustainable living at its finest. Step inside to discover spacious, integrated living areas filled with natural light, ideal for entertaining or

  Isabel Sirizzotti SUNNY 365 REALTY GROUP

  15807 Sweet Lemon Way, Winter Garden, FL 34787
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  $589,990 New Construction

  • 3 Beds
  • 3 Baths
  • 2,083 Sq Ft

  Winter Garden, FL 34787

  Under Construction. Sample Image This beautiful 4-bedroom, 3-bath bungalow-style single-family home offers the perfect combination of comfort, functionality, and modern upgrades. With 2,083 sq. ft. of living space, the open-concept layout is designed for both everyday living and entertaining, highlighted by oversized windows that bring in an abundance of natural light. The thoughtfully designed

  Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  Winter Garden, FL 34787
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  $800,000

  • 5 Beds
  • 4 Baths
  • 3,598 Sq Ft

  13848 Peach Orchard Way, Winter Garden, FL 34787

  Spacious 5-bedroom, 4-bath home on an oversized corner lot with a fully fenced vinyl backyard and 3-car garage in sought-after Orchard Park, Winter Garden! Fresh interior paint and a flexible floor plan make this home move-in ready. The main level features an open living area, well-sized kitchen, private office, and a downstairs bedroom with a full bath perfect for guests. Upstairs offers a large

  Phillip Mariani EXP REALTY LLC

  13848 Peach Orchard Way, Winter Garden, FL 34787
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  $729,990 New Construction

  • 4 Beds
  • 3 Baths
  • 2,726 Sq Ft

  Arlington Plan at Avalon Woods - 60' Homesites, Winter Garden, FL

  Welcome to the Arlington! This single-story floor plan features 4 bedrooms, 3 bathrooms, and a 2-car garage, offering 2,726 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

  0 Avalon Woods St Unit 37162104, Winter Garden, FL
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  $1,324,950

  • 5 Beds
  • 3.5 Baths
  • 3,910 Sq Ft

  10291 Atwater Bay Dr, Winter Garden, FL 34787

  OFFERED with a 2021 LOWE PONTOON BOAT! Lakefront Luxury in Waterleigh with Private Dock and Fireworks Views. Welcome to the perfect blend of comfort, function, and lakeside living in the highly sought-after Waterleigh community. This spacious home sits on a fully fenced 1/3-acre lot with over 100' fronting the lake in the back and 90'+ of open green space to the side; featuring a private dock

  Chris Sapp REVEL REALTY LLC

  10291 Atwater Bay Dr, Winter Garden, FL 34787
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  $517,000

  • 3 Beds
  • 2.5 Baths
  • 1,990 Sq Ft

  15013 Valverse Aly, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. Welcome to The Cove at Hamlin, part of the highly desirable Overlook at Hamlin community in Winter Garden! This beautifully maintained Hancock model by Taylor Morrison (built in 2017) offers just under 2,000 sq. ft. of open living space with 3 bedrooms, 2.5 baths, and a flexible bonus room/office. Enjoy the bright interior featuring a gourmet

  Rembert Vonk BRIDGE REALTY GROUP

  15013 Valverse Aly, Winter Garden, FL 34787
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  $409,999 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,456 Sq Ft

  14804 Coscester St, Winter Garden, FL 34787

  Welcome to your dream home in the highly sought-after community of Winter Garden! This beautiful New Constitution home with NO HOA maintained 3-bedroom, 2.5- bathroom residence offers the perfect blend of comfort, style, and convenience. Featuring an open-concept layout with abundant natural light, the home boasts a spacious modern kitchen with granite countertops, stainless steel appliances, and

  Stephanie Li KARDOSH REALTY

  14804 Coscester St, Winter Garden, FL 34787
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  $729,999 New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,101 Sq Ft

  Cumberland Plan at Harvest at Ovation, Winter Garden, FL 34787

  The Cumberland is a spacious two-story floor plan with 5 bedrooms and 4.5 bathrooms. The foyer flows through to the open-concept living space, which includes a large great room, dining area, and chef-inspired kitchen. The great room overlooks two sliding doors that leads out to the lanai. Tucked away right off the dining area and kitchen is a primary suite with a large primary bathroom with dual

  Taylor Morrison Builder

  15069 Summer Harvest St Unit 36664492, Winter Garden, FL 34787
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  $329,000

  • 2 Beds
  • 2 Baths
  • 1,375 Sq Ft

  14501 Grove Resort Ave Unit 1612, Winter Garden, FL 34787

  EXCEPTIONAL Fully Furnished 6th floor Vacation Condo unit with WATER AND CONSERVATION VIEWS plus Evening Fireworks views from your private South-facing Balcony at The Grove Resort and Spa/Water Park in Orlando near Walt Disney World! Experience the Resort FUN yourself and enjoy the income-producing option to rent out your unit when you are away. This Full-service Fully-furnished Luxury Resort

  Lois Cox WATSON REALTY CORP

  14501 Grove Resort Ave Unit 1612, Winter Garden, FL 34787
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  $920,000

  • 4 Beds
  • 4.5 Baths
  • 3,779 Sq Ft

  14321 Hampshire Bay Cir, Winter Garden, FL 34787

  Beautifully maintained pool home in the gated community of Bay Isle. This spacious home is set on a luscious lot offering ample privacy and has that true Florida feel. This home has a lot of space and the floor plan is fully functional for a family, and great for entertaining. The Primary Suite is located on the main floor. Once you enter the 2nd floor you will find yourself in the cinema, where

  Paul Richards CORCORAN PREMIER REALTY

  14321 Hampshire Bay Cir, Winter Garden, FL 34787
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  $1,225,000

  • 4 Beds
  • 3.5 Baths
  • 3,214 Sq Ft

  17556 Deer Isle Cir, Winter Garden, FL 34787

  Welcome to 17556 Deer Isle Circle in the gated community of Deer Island. This beautifully maintained 4-bedroom, 3.5-bath home sits on over an acre and features an inviting front porch, an updated kitchen, and a private screened-in pool—perfect for Florida living. The flexible layout includes a detached guest room, ideal for visitors, a home office, or studio space. Enjoy the privacy and space of

  Kevin Sullivan LAKESIDE REALTY WINDERMERE INC

  17556 Deer Isle Cir, Winter Garden, FL 34787
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  $850,805 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,075 Sq Ft

  Thoreau Plan at Silverleaf Reserve - 50' Homesites, Winter Garden, FL 34787

  This functional floorplan has a spacious family room that's open to an expansive kitchen. A combination dining and living room provides ideal space for indoor entertaining or moving the party outdoors to the private lanai.

  Meritage Homes Builder

  5115 Citrus Leaf Blvd Unit 37076730, Winter Garden, FL 34787
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  $735,000

  • 4 Beds
  • 2.5 Baths
  • 2,708 Sq Ft

  5220 Lake Washington St, Winter Garden, FL 34787

  MASSIVE PRICE IMPROVEMENT! Located a car drive away from downtown Winter Garden, now available is one of Dream Finders luxurious floor plans labeled the Tidewater. With a little over 2700 sqft all on one floor, this spacious home home features high end options at every corner. As you enter through the front porch and into the home. You will immediately notice tall 10 foot ceilings throughout

  Calvin Ngo Realtor BLOOM HOME GROUP REALTY LLC

  5220 Lake Washington St, Winter Garden, FL 34787
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  $1,050,000

  • 4 Beds
  • 3 Baths
  • 3,182 Sq Ft

  100 Temple Grove Dr, Winter Garden, FL 34787

  Welcome home to a true Winter Garden gem that perfectly blends modern comfort, timeless design, and small-town charm. Nestled on a spacious private lot with no HOA, this beautifully expanded and reimagined residence captures the spirit of historic Winter Garden while delivering every modern luxury. Step inside and feel the warmth of a home lovingly transformed from its original 3-bedroom ranch

  Rob West ENGEL & VOLKERS NEW SMYRNA

  100 Temple Grove Dr, Winter Garden, FL 34787
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  $649,900

  • 4 Beds
  • 3 Baths
  • 2,648 Sq Ft

  15452 Firelight Dr, Winter Garden, FL 34787

  Welcome to this stunning 4 bedroom, 3 bathroom home nestled in the highly sought-after gated community of Belle Meade. Boasting a brand new roof (2025) and freshly painted exterior, this home offers a perfect blend of elegance, comfort, and thoughtful upgrades throughout. A charming paver walkway leads to a cozy front porch and inviting foyer. Just off the entryway, you’ll find a formal dining

  Beverly Amerman LPT REALTY, LLC

  15452 Firelight Dr, Winter Garden, FL 34787
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  $459,000

  • 3 Beds
  • 3 Baths
  • 2,032 Sq Ft

  8166 Mosaic Ln, Winter Garden, FL 34787

  Welcome to this beautiful modern townhome located in the desirable Ravenna community of Winter Garden, Florida. This thoughtfully designed residence offers 3 bedrooms and 3 full bathrooms, providing flexibility and comfort for a variety of lifestyles.The first floor features a private bedroom with a full bathroom, perfect for guests, a home office, or multigenerational living. Upstairs,

  Martonio Pinto AMERICAN HORIZONS REALTY

  8166 Mosaic Ln, Winter Garden, FL 34787
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  $490,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 1,920 Sq Ft

  7363 Mezzano Ln, Winter Garden, FL 34787

  Welcome to your chance to own one of the most desirable residences in this vibrant community! This spacious 4-bedroom, 4-bath corner townhome is truly special—not only does it feature a thoughtful two-story layout with the primary suite on the main floor, but it’s also one of the very first resale opportunities since the builder completely sold out. That means you can move in now without waiting

  Erica Diaz HOMEVEST REALTY

  7363 Mezzano Ln, Winter Garden, FL 34787
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  $1,280,000

  • 4 Beds
  • 3 Baths
  • 2,517 Sq Ft

  11400 Lovers Ln, Winter Garden, FL 34787

  If you've ever dreamed of country living, but don't want to give up your conveniences, then welcome to your DREAM property in desirable Winter Garden! This spacious 2,571 sq ft custom home sits on 4.6 acres and includes a 3 stall horse barn with a tack room, as well as an additional 10x20 garage. The home has so much natural light and views out of every window. The kitchen has been recently

  Brad Bolton LPT REALTY, LLC

  11400 Lovers Ln, Winter Garden, FL 34787
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  $666,985 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,802 Sq Ft

  6351 Wild Persimmon Way, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Discover the newest community by Dream Finders Homes in highly sought-after Hamlin, Winter Garden. Welcome to the Davis, a thoughtfully designed 4-bedroom, 2.5-bathroom bungalow with 2,807 sq. ft. of living space. This brand-new home offers charm, functionality, and modern comfort all in

  Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  6351 Wild Persimmon Way, Winter Garden, FL 34787
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  $899,000

  • 4 Beds
  • 3.5 Baths
  • 3,448 Sq Ft

  501 E Oakland Ave, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. Welcome to your private retreat in the heart of Oakland! This stunning 4-bedroom, 3.5-bathroom home offers 3,448 sq. ft. of beautifully designed living space on an oversized 0.34-acre lot with no rear neighbors, providing peace and privacy in a serene setting. Enjoy the best of both worlds with a quiet neighborhood just steps from Oakland Avenue

  Erica Diaz HOMEVEST REALTY

  501 E Oakland Ave, Winter Garden, FL 34787
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  $1,675,000 New Construction

  • 5 Beds
  • 5 Baths
  • 3,895 Sq Ft

  Custom Carrabelle Plan at Oakland Park, Winter Garden, FL 34787

  AR Homes Builder

  884 Tilden Oaks Trail Unit 37615294, Winter Garden, FL 34787
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  $1,675,000

  • 3 Beds
  • 4 Baths
  • 2,474 Sq Ft

  5526 Tiny Rd, Winter Garden, FL 34787

  A Rare Slice of Serenity in the Heart of Horizons West – 5526 Tiny Road Tucked away on nearly five peaceful, rolling acres, this one-of-a-kind property offers the perfect blend of natural beauty, privacy, and access to everything the Horizons West area has to offer — all without the restrictions of an HOA. Located within the boundaries of the desirable Independence/Summerport area, this estate

  Sean Popat BUYER REBATES REALTY

  5526 Tiny Rd, Winter Garden, FL 34787
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  $699,900

  • 4 Beds
  • 3 Baths
  • 2,117 Sq Ft

  10386 Atwater Bay Dr, Winter Garden, FL 34787

  Experience the best of resort-style living in the desirable Waterleigh community of Winter Garden. This beautifully designed home blends modern elegance with everyday comfort, offering thoughtfully curated details like crown molding, tray ceilings, and an open-concept layout that’s perfect for both relaxation and entertaining. At the heart of the home, the spacious kitchen features stainless

  Cassidy McWherter THE AGENCY ORLANDO

  10386 Atwater Bay Dr, Winter Garden, FL 34787
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  $1,100,000

  • 5 Beds
  • 4.5 Baths
  • 3,470 Sq Ft

  13235 Tollcross Way, Winter Garden, FL 34787

  Discover the perfect blend of comfort, convenience, and community in this immaculate 5-bedroom, 4-bathroom home in the desirable Westhaven at Ovation neighborhood. Designed with an open-concept layout filled with natural light, the spacious living areas and gourmet kitchen with a large island are ideal for entertaining and family living.Enjoy the luxurious primary suite with a spa-like

  Caroline Valentino GLASSTONE GROUP INC

  13235 Tollcross Way, Winter Garden, FL 34787
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  $704,999 New Construction

  • 4 Beds
  • 4.5 Baths
  • 2,837 Sq Ft

  Saint Clair Plan at Harvest at Ovation, Winter Garden, FL 34787

  The Saint Clair has it all from the gorgeous curb appeal to designer interior. With 4 bedrooms and 4.5 baths, each bedroom has a private bathroom. All 2,837 square feet were thoughtfully designed. Enter the home through the inviting foyer which is connected to two of the secondary bedrooms. Through the foyer you will enter the open-concept kitchen with center island that overlooks the great room

  Taylor Morrison Builder

  15069 Summer Harvest St Unit 36664495, Winter Garden, FL 34787
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  $849,000

  • 5 Beds
  • 4 Baths
  • 3,077 Sq Ft

  6360 Flat Lemon Dr, Winter Garden, FL 34787

  Beautiful 5-Bedroom + Office Corner Home in Prime Winter Garden Location Welcome to your dream home in the heart of Winter Garden! This stunning two-story residence offers the perfect blend of space, comfort, style, and convenience. Featuring 5 oversized bedrooms—each with its own closet—and a dedicated office with direct access to a full bathroom, this home is ideal for large families, remote

  Moacyr ???? WRA BUSINESS & REAL ESTATE

  6360 Flat Lemon Dr, Winter Garden, FL 34787
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  $320,000

  • 2 Beds
  • 2 Baths
  • 1,375 Sq Ft

  14501 Grove Resort Ave Unit 3439, Winter Garden, FL 34787

  This 2-bedroom, 2-bathroom condo is located in the highly desirable Winter Garden area of Orlando, Florida, within a luxury resort that offers top-notch amenities for ultimate guest comfort. The condo is designed for both elegance and functionality, making it an excellent investment opportunity for those looking to capitalize on Orlando's thriving real estate and vacation rental market.The

  Laritza Torres EXP REALTY LLC

  14501 Grove Resort Ave Unit 3439, Winter Garden, FL 34787
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  $479,900

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft

  16253 Pebble Bluff Loop, Winter Garden, FL 34787

  ** Currently house has a tenant - opportunity for investors **Waterleigh is a resort-style living community. Situated on a picturesque setting of over 1,400 acres and more than a dozen lakes and clear water ponds, Waterleigh is located just a short drive to nearby shopping, dining and major entertainment attractions. Note: this is a SINGLE FAMILY HOME, not a Townhome.The community

  Steven Koleno BEYCOME OF FLORIDA LLC

  16253 Pebble Bluff Loop, Winter Garden, FL 34787
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  $1,249,900

  • 5 Beds
  • 3.5 Baths
  • 3,265 Sq Ft

  17117 Heartwood Loop, Winter Garden, FL 34787

  Welcome to your very own slice of Winter Garden paradise! This impressive 5.3-acre, high-and-dry property is fully fenced, offers no HOA, and is ready for its next owner. The custom-built 2003 ranch-style home now features a brand-new roof, new windows, and 2025 spray foam insulation, offering enhanced comfort, efficiency, and peace of mind. A 3-car garage, a spacious circular driveway, and a

  Dan Grieb KELLER WILLIAMS REALTY AT THE PARKS

  17117 Heartwood Loop, Winter Garden, FL 34787
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  /30

  $875,000

  • 4 Beds
  • 3.5 Baths
  • 3,225 Sq Ft

  15245 Blue Peacock Ln, Winter Garden, FL 34787

  Welcome to this exceptional luxury home in the highly sought-after Osprey Ranch community, where modern living meets cutting-edge technology. Motivated seller will assist with $20,000 towards buyers closing cost. Built in 2024, this stunning 4-bedroom, 3.5-bathroom residence offers 3,225 square feet of meticulously designed space, combining comfort with sophistication. Set on a spacious 50-foot

  Jorge Martinez, Jr KELLER WILLIAMS CLASSIC

  15245 Blue Peacock Ln, Winter Garden, FL 34787
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  $996,000

  • 2 Beds
  • 2 Baths
  • 2,049 Sq Ft

  15162 Canopy Cover Dr, Winter Garden, FL 34787

  This exceptional Mystique model by Pulte showcases one of the most impressive outdoor living spaces within Del Webb Oasis, a boutique 55+ resort-style community just minutes from Orlando’s top attractions. Situated on a premium conservation lot, this home offers privacy, tranquility, and unobstructed natural views—an ideal setting for those seeking an elevated and peaceful living experience. With

  Angela Camacho LA ROSA REALTY LLC

  15162 Canopy Cover Dr, Winter Garden, FL 34787
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  /96

  $1,000,000

  • 5 Beds
  • 4 Baths
  • 3,291 Sq Ft

  9207 Busaco Park Way, Winter Garden, FL 34787

  Discover refined living in this impressive 5-bedroom, 4-bathroom Spanish-style estate home, beautifully positioned on a serene waterfront lot with peaceful conservation views and nightly Disney fireworks from your own backyard. This exceptional home blends elegance, comfort, and energy efficiency throughout its thoughtfully designed layout. Step through the grand, elegant entrance into a soaring

  Linda Mieczkowski COLDWELL BANKER REALTY

  9207 Busaco Park Way, Winter Garden, FL 34787
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  $995,000

  • 5 Beds
  • 4.5 Baths
  • 3,602 Sq Ft

  9319 Bradleigh Dr, Winter Garden, FL 34787

  Beautifully appointed 5 bedroom 4.5 bath home located in the desirable Latham Park community. This home boasts designer features throughout; including gourmet kitchen, quartz countertops, elegant stonework, and recessed exterior LED lighting, just to name a few. Enjoy relaxing evenings in the spacious fenced in yard overlooking the scenic pond. The community amenities include pool, clubhouse,

  Angela Magac THE PROPERTY STOP LLC

  9319 Bradleigh Dr, Winter Garden, FL 34787

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