Winter Garden, FL Homes

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  /72

  $1,049,000 Pending

  • 6 Beds
  • 4.5 Baths
  • 4,667 Sq Ft

  14778 Ellingsworth Ln, Winter Garden, FL 34787

  Under contract-accepting backup offers. Architecturally Distinctive and Thoughtfully Designed – “The Yorkshire” in the popular Oxford Chase community. From the moment you arrive, this executive-style residence immediately distinguishes itself as one of a kind. Designed with impact and elegance, the entry welcomes you with a charming front patio that creates a natural and inviting transition into

  

  Denise Gregorie

  CLOCK TOWER REALTY

  (321) 496-8876

  14778 Ellingsworth Ln, Winter Garden, FL 34787
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  Explore Winter Garden

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  /32

  $3,250 per month

  • 4 Beds
  • 3.5 Baths
  • 2,853 Sq Ft
  • House for Rent

  5922 Grassy Point Rd, Winter Garden, FL 34787

  Experience effortless living in this captivating 4-bedroom home, perfectly situated at the highly desirable crossroads of Windermere and Winter Garden. Enjoy immediate access to a vibrant, established community brimming with local shopping, dining, and easy connections to interstate highways just moments away. Settle in by the weekend and revel in the simplicity of having cable, internet, and

  

  Bruce Kalin

  JC FLORIDA REALTY LLC

  (321) 414-9885

  5922 Grassy Point Rd, Winter Garden, FL 34787
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  /26

  $974,990 Sold Sep 12, 2025

  • 3,327 Sq Ft
  • $293/SF

  • 4 Beds
  • 3.5 Baths
  • Built 2025

  11057 Hollow Bay Dr, Winter Garden, FL 34787

  The property is located at 11057 Hollow Bay Drive WINTER GARDEN FL 34787 priced at 974990, the square foot and stories are 3327, 2.The number of bath is 3, halfbath is 1 there are 4 bedrooms and 2 garages. For more details please, call or email.

  D.R. Horton

  11057 Hollow Bay Dr, Winter Garden, FL 34787
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  /2

  Est $545,228 Not Listed For Sale

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

  8926 Bismarck Palm Dr, Winter Garden, FL 34787

  8926 Bismarck Palm Dr, Winter Garden, FL 34787
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  /21

  $419,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,639 Sq Ft

  14433 Pleach St, Winter Garden, FL 34787

  Under contract-accepting backup offers. END-UNIT IN HIGHLY SOUGHT-AFTER INDEPENDENCE! This beautifully maintained townhome offers a perfect blend of comfort, convenience, and modern updates. Featuring an open floor plan and a private, fenced courtyard, this home is ideal for both everyday living and entertaining. Upon entering, you’re welcomed by a spacious Living Room dining room combo with a

  

  Thomas Longmoore

  SELLSTATE INNOVATION REALTY

  (321) 341-2304

  14433 Pleach St, Winter Garden, FL 34787
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  /27

  $1,444 - $3,016 per month

  Integra Avalon

  1 - 3 Beds

  17825 Avalon Grove Loop, Winter Garden, FL 34787

  Experience the pinnacle of modern living at Integra Avalon, where every apartment blends sophistication and elegance. Nestled in the serene Four Corners Winter Garden, Florida, Integra Avalon embodies a refined lifestyle enhanced by premium amenities, state-of-the-art facilities, and a vibrant community atmosphere. Indulge in an unparalleled living experience where comfort and luxury seamlessly

  17825 Avalon Grove Loop, Winter Garden, FL 34787
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  $480,500 Sold Sep 12, 2025

  • 1,817 Sq Ft
  • $264/SF

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  16341 Lakelet Alley, Winter Garden, FL 34787

  The property is located at 16341 Lakelet Alley WINTER GARDEN FL 34787 priced at 480500, the square foot and stories are 1817, 2.The number of bath is 2, halfbath is 1 there are 3 bedrooms and 1 garages. For more details please, call or email.

  D.R. Horton

  16341 Lakelet Alley, Winter Garden, FL 34787
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  /2

  Est $583,698 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,332 Sq Ft

  15154 Alder Chase Alley, Winter Garden, FL 34787

  15154 Alder Chase Alley, Winter Garden, FL 34787
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  /49

  $774,900

  • 5 Beds
  • 4 Baths
  • 4,258 Sq Ft

  15165 Heron Hideaway Cir, Winter Garden, FL 34787

  A home that invites you to bring vacation home. Tucked inside the desirable Johns Lake Pointe community in Winter Garden, this spacious and thoughtfully designed residence offers the kind of everyday ease and elevated living that’s hard to come by. From the moment you step inside, you're greeted by soaring ceilings, warm natural light, and spaces that were made to linger, whether it’s hosting

  

  Heather Unger, PA

  ACME REAL ESTATE FLORIDA LLC

  (321) 333-4338

  15165 Heron Hideaway Cir, Winter Garden, FL 34787
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  /19

  $2,550 per month

  • 3 Beds
  • 2.5 Baths
  • 2,036 Sq Ft
  • Townhouse for Rent

  13921 Easdale Alley, Winter Garden, FL 34787

  Discover your new home in the heart of Winter Garden! This stunning townhome offers modern living with a perfect blend of comfort and style.Key Features:Spacious Layout: Enjoy an open family/dining room combo with elegant tile and plush carpet flooring throughout.Gourmet Kitchen: Featuring all stainless steel appliances, a convenient breakfast bar, and a spacious pantry, this kitchen

  Nancy Guadagnino SPECIALIZED PROPERTY MANAGEMENT

  13921 Easdale Alley, Winter Garden, FL 34787
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  /37

  $464,990 Sold Sep 12, 2025

  • 2,072 Sq Ft
  • $224/SF

  • 3 Beds
  • 3.5 Baths
  • Built 2025

  15453 Hamlin Park Dr, Winter Garden, FL 34787

  Receive up to $20,000 in closing costs! Experience elevated living in this stunning three-story townhome located in the sought-after community of Parkview at Winter Garden. Thoughtfully designed and inspired by the Timeless Collection by the Ashton Woods Studio, this home blends classic finishes with modern functionality. Featuring three private suites, including a convenient first-floor guest

  Ashton Woods

  15453 Hamlin Park Dr, Winter Garden, FL 34787
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  /2

  Est $213,265 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 918 Sq Ft

  68 Windtree Ln Unit 201, Winter Garden, FL 34787

  68 Windtree Ln Unit 201, Winter Garden, FL 34787
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  /56

  $725,000

  • 4 Beds
  • 3.5 Baths
  • 2,795 Sq Ft

  17938 Hither Hills Cir, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. Welcome to your dream home in one of Winter Garden’s most serene and sought-after communities! Tucked away on a quiet street overlooking Lake Apopka, this beautifully upgraded 4-bedroom, 3.5-bath residence offers both elegance and practicality—complete with a private mother-in-law suite and no rear neighbors.Key Features:Mother-in-law suite

  

  Vincent Cordaro

  SERHANT

  (321) 344-8411

  17938 Hither Hills Cir, Winter Garden, FL 34787
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  /24

  $1,630 - $2,095 per month

  Prose Horizons Village

  1 - 2 Beds

  16810 Easthampstead Rd, Winter Garden, FL 34787

  Welcome home to Prose Horizons Village, a brand-new multifamily community located in Winter Garden, FL. Our spacious one and two-bedroom apartment homes feature modern stainless steel appliances, walk-in closets, dining-sized kitchen islands, premium plank flooring throughout, and full-sized washers and dryers in every apartment home. With convenient, must-have amenities like a fitness center,

  16810 Easthampstead Rd, Winter Garden, FL 34787
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  /2

  $530,000 Sold Sep 12, 2025

  • 2,535 Sq Ft
  • $209/SF
  • 18 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2005

  13224 Fox Glove St, Winter Garden, FL 34787

  Welcome Home to 13224 Fox Glove Street, in the gated golfing community of StoneyBrook West. This 4 bedroom 2 Bath popular Berkshire model is situated on a premium lot, backing onto the golf course with no rear neighbors. The community offers so many amenities and this property is just a short walk away to them, including a Jr Olmpic swimming pool, splash zone, playground, lighted

  Sarah Gholami THE FLORIDA PROPERTY SHOP SALE

  13224 Fox Glove St, Winter Garden, FL 34787
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  /2

  Est $458,093 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,853 Sq Ft

  8180 Wood Sage Dr, Winter Garden, FL 34787

  8180 Wood Sage Dr, Winter Garden, FL 34787
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  /72

  $725,000

  • 5 Beds
  • 3.5 Baths
  • 3,568 Sq Ft

  1073 Vinsetta Cir, Winter Garden, FL 34787

  LEASE OPTION CONSIDERED! This established community is located between Historic Downtown Winter Garden & Hamlin, with convenient access to Orlando and all the attractions, restaurants, schools and world renowned healthcare! This neighborhood of well manicured lawns ensures your biggest investment is a good one! The Hawthorne model has an inviting coziness with an office/bedroom and formal living

  

  Autumn Makin

  LAKEFIELD REALTY GROUP LLC

  (321) 395-5514

  1073 Vinsetta Cir, Winter Garden, FL 34787
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  /14

  $1,950 per month

  • 2 Beds
  • 2 Baths
  • 1,216 Sq Ft
  • Condo for Rent

  1546 Broken Oak Dr Unit 201, Winter Garden, FL 34787

  Look no more! You have just found your home. This beautiful 2 bedroom and 2 bath with 1 car garage condo. No Carpets!!! Open floor plan with a living room/dining room combo. No neighbors above you or below you. This one you can't miss! Located in the gated community of Tucker Oaks, featuring a huge community pool. basketball courts, playground, BBQ & picnic area, fenced dog park, and walking

  Elisa Seixas WRA BUSINESS & REAL ESTATE

  1546 Broken Oak Dr Unit 201, Winter Garden, FL 34787
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  /2

  $1,195,000 Sold Sep 12, 2025

  • 3,892 Sq Ft
  • $307/SF
  • 2 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2020

  15576 Shorebird Ln, Winter Garden, FL 34787

  GORGEOUS, MOVE IN READY, fully upgraded home in Winter Garden’s desirable Lakeshore Preserve. Located on a premium waterfront lot with green space on one side, this Toll Brothers “Madeira” floor plan features 5 beds, 4.5 baths, with the expanded option, making the kitchen and owner’s suite larger and adding a balcony off the owner’s suite, in addition to a formal dining room, large upstairs loft,

  Eve Metlis WATSON REALTY CORP

  15576 Shorebird Ln, Winter Garden, FL 34787
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  /2

  Est $517,937 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,689 Sq Ft

  16154 Taro Pond Alley, Winter Garden, FL 34787

  16154 Taro Pond Alley, Winter Garden, FL 34787
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  /49

  $699,900

  • 4 Beds
  • 2.5 Baths
  • 2,617 Sq Ft

  2454 Black Lake Blvd, Winter Garden, FL 34787

  Elegant Pool Home in Exclusive Stoneybrook West Guard-Gated Golf CommunityEnjoy privacy and tranquility in this spacious 4-bedroom, 2.5-bath home with a 3-car garage, set on a serene pond for ultimate privacy. From the moment you enter, you'll appreciate the formal living and dining spaces, ideal for sophisticated entertaining. The gourmet kitchen opens seamlessly to a spacious family room

  

  Kristi Matthew

  CENTURY 21 CARIOTI

  (321) 336-7340

  2454 Black Lake Blvd, Winter Garden, FL 34787
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  /101

  $1,621 - $2,556 per month

  Vida Winter Garden

  1 - 3 Beds

  1223 E Plant St, Winter Garden, FL 34787

  Indulge in modern and spacious living at Vida Winter Garden, offering 15 thoughtfully designed floor plans tailored to suit various lifestyles. Choose from studio, 1, 2, and 3-bedroom options, where open-concept designs create optimum space and comfort in every home. The authentic lifestyle you're after and the perfect place to put down your own roots. Enjoy life in a welcoming and diverse Winter

  1223 E Plant St, Winter Garden, FL 34787
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  /2

  $555,000 Sold Sep 12, 2025

  • 2,306 Sq Ft
  • $241/SF
  • 3 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2018

  15283 Shonan Gold Dr, Winter Garden, FL 34787

  Welcome to The Cove at Hamlin, a portion of the Resort Style Community of Overlook at Hamlin, Winter Garden! This lovely home is the Sheen Model, built in 2018 by Taylor Morrison Builders. The Front Porch beckons you inside with its warm and breezy Coastal and Cottage Vibe. As you enter the bright Foyer, there is an Ensuite Bedroom and Full Bath to the right of the Foyer. From the Foyer,

  Betsy Bayram SPHERA REALTY LLC

  15283 Shonan Gold Dr, Winter Garden, FL 34787
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  /2

  Est $1,059,982 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,416 Sq Ft

  10453 Atwater Bay Dr, Winter Garden, FL 34787

  10453 Atwater Bay Dr, Winter Garden, FL 34787
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  /18

  $274,000

  • 2 Beds
  • 1.5 Baths
  • 1,190 Sq Ft

  1350 Winter Green Way, Winter Garden, FL 34787

  Simply Perfect Home or Investment Opportunity in Winter Garden!Welcome to 1350 Winter Green Way—a beautifully updated 2-bedroom, 1.5-bathroom townhome located in one of Central Florida’s most desirable communities. Whether you're a first-time homebuyer, downsizing, or seeking a smart investment, this property checks all the boxes.Step inside to discover a well-maintained interior with

  

  Mesner Belidor

  KELLER WILLIAMS LEGACY REALTY

  (321) 329-1588

  1350 Winter Green Way, Winter Garden, FL 34787
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  /50

  $6,000 per month

  • 5 Beds
  • 4.5 Baths
  • 3,829 Sq Ft
  • House for Rent

  6232 Argent Wood Dr, Winter Garden, FL 34787

  Be the FIRST OCCUPANT of this STUNNING home in the Desired Silver Leaf Oaks, a family-friendly Community, with amenities, outdoor living, and community interaction. Playgrounds, trails, green spaces help foster a neighborhood feel. This beautiful Scarlett floorpan features 5 bedrooms + office, a huge loft, 4 full baths + 1 powder bath, complete laundry room with sink and cabinets, 3 car garage

  Nicole Duque Estrada Almeida Per TALENT REALTY SOLUTIONS

  6232 Argent Wood Dr, Winter Garden, FL 34787
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  /32

  $615,870 Sold Sep 11, 2025

  • 2,500 Sq Ft
  • $246/SF

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  15125 Blue Peacock Ln, Winter Garden, FL 34787

  First-floor Extra Suite with private bath for guests. Open kitchen, dining area & great room create a bright main level. Caledonia granite island offers prep space & casual seating. Covered lanai extends living outdoors in any season. Primary suite highlighted by an elegant tray ceiling. Private bath with dual sinks & sleek finishes. Second-floor loft adds flexible living space.

  K. Hovnanian Homes

  15125 Blue Peacock Ln, Winter Garden, FL 34787
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  /2

  Est $582,218 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,461 Sq Ft

  9220 Cut Shot Dr, Winter Garden, FL 34787

  9220 Cut Shot Dr, Winter Garden, FL 34787
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  /60

  $2,750,000

  • 5 Beds
  • 5.5 Baths
  • 4,286 Sq Ft

  340 Lakeview Rd, Winter Garden, FL 34787

  Welcome to your own private retreat in the heart of Downtown Winter Garden, just steps from the 22-mile West Orange Trail and nestled within the coveted Golf Cart District. This stunning single-story custom home offers the perfect blend of upscale living, natural beauty, and small-town charm. Set on an oversized fenced lot just under 1 acre, this turnkey estate features 5 bedrooms one with

  

  Kim Diaz

  CORCORAN PREMIER REALTY

  (321) 321-8571

  340 Lakeview Rd, Winter Garden, FL 34787
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  /75

  $1,754 - $2,482 per month

  Windermere Cay

  1 - 3 Beds

  8200 Jayme Dr, Winter Garden, FL 34787

  So close yet a world away. Windermere Cay, the premier luxury and 100% Smoke-Free community is NOW OPEN! We are conveniently located on Reams Road, adjacent to Walt Disney World, just minutes from Orlando International airport, area theme parks, Winter Garden Village, Millenia Mall, and much more. Our four-story buildings offer elevators, high-end details, finishes, and an exclusive resident

  8200 Jayme Dr, Winter Garden, FL 34787
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  /2

  $437,490 Sold Sep 11, 2025

  • 1,683 Sq Ft
  • $260/SF

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  6409 Breeze Filled Ln, Winter Garden, FL 34787

  Pre-Construction. To be built. Beautifully appointed Townhome in HIGHLY SOUGHT-AFTER Silverleaf. This move-in-ready home is new construction, located in one of Central Florida’s fastest-growing areas. The community offers Resort-style pool and cabana, playgrounds, trails, a dog park and more. Conveniently located near all the best Winter Garden: HAMLIN TOWN CENTER – shopping, dining, Publix,

  Stellar Non-Member Agent Stellar Non-Member Office

  6409 Breeze Filled Ln, Winter Garden, FL 34787
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  /2

  Est $949,995 Not Listed For Sale

  • 7 Beds
  • 4 Baths
  • 5,111 Sq Ft

  17945 Gourd Neck Loop, Winter Garden, FL 34787

  17945 Gourd Neck Loop, Winter Garden, FL 34787
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  /93

  $1,149,000 Open Sat 12PM - 3PM

  • 4 Beds
  • 4.5 Baths
  • 4,027 Sq Ft

  15344 Johns Lake Pointe Blvd, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. The Time is Now to Act! Homes Like This are Rarely Available-Nestled on a Peninsula with Direct Western Views of Johns Lake and Surrounded by Conservation, it offers a Truly Unique Setting. Every evening brings Breathtaking Sunsets and the Tranquil Sounds of Florida Wildlife, capturing the essence of Classic Lakefront Living. Paired with the

  

  Denise Gregorie

  CLOCK TOWER REALTY

  (321) 216-9616

  15344 Johns Lake Pointe Blvd, Winter Garden, FL 34787
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  /36

  $2,900 per month

  • 3 Beds
  • 2 Baths
  • 1,372 Sq Ft
  • House for Rent

  2628 Balforn Tower Way, Winter Garden, FL 34787

  Welcome to this beautiful home located in a highly sought after gated community with 24 hour security. Residents enjoy a wide array of resort style amenities including a sparkling community pool, basketball courts, beach volleyball, clubhouse, fitness center, and a scenic golf course. The neighborhood also offers walking trails, playgrounds, and plenty of outdoor recreational spaces. Conveniently

  Karina Bencomo LPT REALTY, LLC

  2628 Balforn Tower Way, Winter Garden, FL 34787
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  /2

  $645,000 Sold Sep 11, 2025

  • 2,701 Sq Ft
  • $239/SF
  • 0 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2014

  14664 Spotted Sandpiper Blvd, Winter Garden, FL 34787

  Beautifully Renovated Home in Prime Winter Garden Location! This stunning 4-bedroom, 2.5-bath home has been recently updated with new interior paint (2025) and all-new light fixtures and mirrors—offering modern comfort and style. The office space was just converted back into a loft, providing the perfect open-concept design that flows throughout. The spacious backyard is ideal for a future pool,

  Andreia Beraldo TALENT REALTY SOLUTIONS

  14664 Spotted Sandpiper Blvd, Winter Garden, FL 34787
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  /2

  Est $523,207 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,030 Sq Ft

  17130 Salty Dog Rd, Winter Garden, FL 34787

  17130 Salty Dog Rd, Winter Garden, FL 34787
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  /49

  $620,000

  • 4 Beds
  • 3 Baths
  • 2,295 Sq Ft

  15531 Waterleigh Cove Dr, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. We just dropped the price to $620K. Take advantage of a 1% of the loan amount lender credit towards buy downs or closing costs when utilizing our preferred lender. Welcome to 15531 Waterleigh Cove Dr., a stunning 4-bedroom, 3-bathroom home located in the highly sought-after Horizon West community. of Waterleigh. This beautifully maintained

  

  Vincent Cordaro

  SERHANT

  (321) 455-0589

  15531 Waterleigh Cove Dr, Winter Garden, FL 34787
• 

  

  /23

  $1,670 - $3,182 per month

  Corban Horizon West

  1 - 3 Beds

  15000 Stratus Loop, Winter Garden, FL 34787

  Take the next step in life at Corban Horizon West. A place that draws inspiration from the warmth of the neighborhood and the endless possibilities that surround it, our homes offer a refreshing experience guaranteed to exceed your expectations for modern living. Timeless yet contemporary. Comfortable yet connected. Our residences are a wonderful blend of tasteful design, thoughtful amenities and

  15000 Stratus Loop, Winter Garden, FL 34787
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  /2

  $483,000 Sold Sep 11, 2025

  • 1,678 Sq Ft
  • $288/SF
  • 309 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2024

  11960 Bracco St, Winter Garden, FL 34787

  Under Construction. Brand new, energy-efficient home available NOW! An open, spacious kitchen overlooks the great room and dining area making it perfect for entertaining friends and family. The second floor loft can be configured as a home office or a play area. Visit the Highland Ridge community and explore new bungalow homes for sale in Winter Garden, FL. This neighborhood offers easy access to

  Tatiana Souza MERITAGE HOMES OF FL REALTY

  11960 Bracco St, Winter Garden, FL 34787
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  /2

  Est $567,784 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,308 Sq Ft

  909 Chapel Oaks Ct, Winter Garden, FL 34787

  909 Chapel Oaks Ct, Winter Garden, FL 34787

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