Winter Garden, FL Homes for Sale

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  /42

  $779,000 Open Sat 12PM - 3PM

  • 4 Beds
  • 3.5 Baths
  • 3,074 Sq Ft

  14399 Wabasso Loop, Oakland, FL 34787

  Your New Home in Tilden Place!..From the moment you walk through the front door, you'll feel like you've arrived. This beautiful 4Bedroom, 3.5Bathroom home in the cozy, gated community of Tilden Place is more than just a place to live it’s a place to make memories. A Warm Welcome. As you step inside, you'll be greeted by soaring vaulted ceilings that fill the space with light and warmth. The

  

  Carmelo Nuccio

  RE/MAX EXCLUSIVE COLLECTION

  (321) 541-4279

  14399 Wabasso Loop, Oakland, FL 34787
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  Explore Winter Garden

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  /30

  $390,000

  • 3 Beds
  • 2 Baths
  • 1,396 Sq Ft

  14501 Grove Resort Ave Unit 3733, Winter Garden, FL 34787

  Experience the ultimate vacation retreat just 6 miles from Walt Disney World! This top-floor penthouse condo offers three spacious bedrooms, two bathrooms, and a fully furnished, turnkey personal and investment experience designed for comfort and luxury.Located within The Grove Resort & Waterpark, this sought-after Jasmine floor plan boasts modern décor, quartz countertops, and elegant stone

  

  Lester Remhof

  LA ROSA REALTY CW PROPERTIES L

  (321) 352-4966

  14501 Grove Resort Ave Unit 3733, Winter Garden, FL 34787
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  /59

  $2,750,000

  • 3 Beds
  • 2.5 Baths
  • 2,178 Sq Ft

  2827 Sanctuary Ln, Winter Garden, FL 34787

  Great Opportunity that you wont find in winter garden 9 acres available for you. Home has been remodeled and can be build home at every 4 acres . You can build your dream home , no hoa.

  

  Elaine Garcia

  GARCIA REALTY GROUP

  (321) 256-1998

  2827 Sanctuary Ln, 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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  /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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  /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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  /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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  /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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  /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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  /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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  /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
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  /85

  $1,246,100

  • 5 Beds
  • 4 Baths
  • 3,850 Sq Ft

  15208 Lake Claire Overlook Dr, Winter Garden, FL 34787

  Experience unmatched Privacy and Serenity on your own Peninsula Surrounded by Lake Claire, Lake Burnett and Johns Lake. This stunning, One-of-a-Kind Home is tucked away at the end of a Cul-De-Sac with Water and Natural Conservation on 3 sides. Located in the highly sought-after, Gated Community of Hickory Hammock, this unique residence offers Panoramic Water Views from EVERY Window and combines

  

  Denise Gregorie

  CLOCK TOWER REALTY

  (321) 252-6544

  15208 Lake Claire Overlook Dr, Winter Garden, FL 34787
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  $1,380,000 Open Sat 12PM - 2PM

  • 5 Beds
  • 3.5 Baths
  • 3,465 Sq Ft

  17117 Heartwood Loop, Winter Garden, FL 34787

  Luxury estate with new roof and windows (2025), pool, acreage no HOA, and minutes from Disney! Welcome to your private paradise in the heart of Winter Garden, where luxury living meets country-style privacy on 5.3 fully fenced acres. This rare, move-in-ready five-bedroom, three-and-a-half-bath estate has been thoughtfully renovated and is in Avalon Estates, a gated community with no HOA and

  

  Linda O'Grady

  PREMIER SOTHEBYS INT'L REALTY

  (321) 607-7062

  17117 Heartwood Loop, Winter Garden, FL 34787
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  /38

  $1,090,000

  • 5 Beds
  • 6 Baths
  • 4,025 Sq Ft

  10472 Petrillo Way, Winter Garden, FL 34787

  LEASE-PURCHASE OPTION AVAILABLE—flexible terms to fit your path to ownership. Welcome to 10472 Petrillo Way in the tranquil Winding Bay Preserve community of Winter Garden, a stunning K Hovnanian Grayson Model custom home meticulously designed to embody luxury living. Built in 2022, this spacious 5-bedroom, 6-bathroom home stands on a premier corner lot, featuring an expansive layout crafted for

  

  Alexis Bress

  EXP REALTY LLC

  (321) 467-7710

  10472 Petrillo Way, Winter Garden, FL 34787
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  /36

  $598,000

  • 4 Beds
  • 3 Baths
  • 3,027 Sq Ft

  731 Brooks Field Dr, Winter Garden, FL 34787

  Welcome to this spacious 4-bedroom, 3-bathroom single-story home located in the McAllister Landing community of Winter Garden. Just off the foyer, you’ll find a private office with French doors, ideal for working from home. The formal living and dining rooms provide plenty of space for gatherings, while the open-concept kitchen and family room form the heart of the home with granite counters,

  

  Cui Li

  RATIO REAL ESTATE, LLC

  (321) 396-1850

  731 Brooks Field Dr, Winter Garden, FL 34787
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  /100

  $1,690,000

  • 4 Beds
  • 5 Baths
  • 4,046 Sq Ft

  16653 Broadwater Ave, Winter Garden, FL 34787

  Imagine a home where lakefront serenity merges seamlessly with modern design and the energy of Central Florida’s most celebrated destinations. At 16653 Broadwater Avenue in Winter Garden’s Twinwaters community, that’s exactly what you get. Set on a 0.33-acre lot overlooking the 2,500-acre Johns Lake, this 4,046-square-foot residence features four bedrooms, five full bathrooms, and a layout d for

  

  Bent Danholm

  MAXIM REALTY ORLANDO

  (321) 352-4095

  16653 Broadwater Ave, Winter Garden, FL 34787
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  /33

  $720,000 Open Sun 11AM - 3PM

  • 5 Beds
  • 3.5 Baths
  • 2,868 Sq Ft

  4918 Wildwood Pointe Rd, Winter Garden, FL 34787

  Located in the highly sought-after community of Orchard Hills, this stunning home offers the epitome of Central Florida living. Orchard Hills is a community that attracts buyers from all walks of life, making it an ideal investment. This spacious, single-story residence boasts 5 bedrooms, 3 full bathrooms, and one half-bath, ready for you to move in. From the moment you step inside, you'll be

  

  Carlos Hernandez Franquet

  AGENT TRUST REALTY CORPORATION

  (321) 486-8964

  4918 Wildwood Pointe Rd, Winter Garden, FL 34787
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  /37

  $320,000

  • 3 Beds
  • 2 Baths
  • 1,396 Sq Ft

  14501 Grove Resort Ave Unit 2438, Winter Garden, FL 34787

  Perfect as a family getaway or a high-performing investment property, this beautifully designed fully furnished 3-bedroom, 2-bath condo is located in the luxurious Grove Resort & Water Park in Winter Garden, FL. Thoughtfully outfitted with every comfort, this turn-key home welcomes you with style and convenience. Enjoy resort-style living with world-class amenities including a thrilling water

  

  Rick Brown

  KELLER WILLIAMS ADVANTAGE 2 REALTY

  (321) 382-2706

  14501 Grove Resort Ave Unit 2438, Winter Garden, FL 34787
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  /38

  $758,000

  • 5 Beds
  • 4 Baths
  • 2,878 Sq Ft

  14345 Wabasso Loop, Winter Garden, FL 34787

  Price adjustment... Discover the charm of this incredible gated community home in Tilden Place, one of Winter Garden’s most sought-after neighborhoods. At first glance, you will notice a covered porch area ideal for some morning coffee. From the moment you step inside, you'll be captivated by the stunning home with 5 bedrooms and 4 full baths, 2 car garage and plenty of space for entertaining.

  

  William Navarro

  CENTERGATE REALTY LLC

  (321) 467-7964

  14345 Wabasso Loop, Winter Garden, FL 34787
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  /31

  $270,000

  • 2 Beds
  • 2 Baths
  • 1,265 Sq Ft

  14501 Grove Resort Ave Unit 2340, Winter Garden, FL 34787

  **Modern 2-Bedroom, 2-Bathroom Condo for Short-Term Rental at The Grove in Winter Garden**Welcome to unit 2340 at The Grove, a beautifully furnished 2-bedroom, 2-bathroom condo, perfectly located in Winter Garden. Ideal for those seeking a short-term rental with all the comforts of home, this property combines convenience, style, and a resort-like atmosphere, making it an excellent choice

  

  Nayane Seabra

  WRA BUSINESS & REAL ESTATE

  (321) 321-2089

  14501 Grove Resort Ave Unit 2340, Winter Garden, FL 34787
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  /8

  $319,000

  • 2 Beds
  • 2 Baths
  • 1,434 Sq Ft

  14501 Grove Resort Ave Unit 3135, Winter Garden, FL 34787

  The RARE Cypress Plan is the largest of the 2-bedroom condos at The Grove. The advantages of this ground-floor location include HIGH ceilings and No waiting for elevators!! The many amenities are just steps away and you can completely bypass the lobby and get right to the fun. The ceilings in this condo are 14' high! The bedrooms are HUGE! The primary bedroom has a sitting area and the second

  

  Consuelo Vilar

  WELCOME HOME REALTY GROUP LLC

  (321) 321-2155

  14501 Grove Resort Ave Unit 3135, Winter Garden, FL 34787
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  /8

  $599,000

  • 3 Beds
  • 2 Baths
  • 1,396 Sq Ft

  14501 Grove Resort Ave Unit 2716, Winter Garden, FL 34787

  Easy to show!! Come One, Come All! This is perfect for a family or anyone looking to use as an investment home. This beautiful home comes FULLY FURNISHED with really thought-out details to make you feel right at home. The Community also offers TONS of recreational items to choose from: You can choose from relaxing at the spa, working out in one or both of the two fitness centers provided. 3

  

  Consuelo Vilar

  WELCOME HOME REALTY GROUP LLC

  (321) 359-7160

  14501 Grove Resort Ave Unit 2716, Winter Garden, FL 34787
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  $290,000

  • 3 Beds
  • 3 Baths
  • 1,544 Sq Ft

  14501 Grove Resort Ave Unit 3642, Winter Garden, FL 34787

  Luxury Condo for Sale at The Grove Resort & Water Park, Just 5 Minutes from Walt Disney World!3 Bedrooms / 3 Bathrooms | Fully Furnished | Ideal 1031 Exchange PropertyDiscover the height of vacation luxury in Orlando's newest and most exclusive community, The Grove Resort & Water Park. This spacious sixth-floor unit (#3642) features 3 bedrooms and 3 bathrooms, designed for comfort

  

  Jose Carnero

  URBAN REAL ESTATE US

  (321) 334-5198

  14501 Grove Resort Ave Unit 3642, Winter Garden, FL 34787
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  /34

  $430,000

  • 3 Beds
  • 2 Baths
  • 1,868 Sq Ft

  307 Grand Royal Cir, Winter Garden, FL 34787

  Live the Winter Garden lifestyle in this beautifully maintained home with lakefront living in a quiet community, just minutes from downtown Winter Garden! Enjoy a fenced backyard right on the lake, perfect for morning coffee, evening sunsets, or weekend BBQs. The screened patio with vinyl panels offers year-round comfort. Located in a beautiful deed-restricted community with a

  

  Carlos German

  EXP REALTY LLC

  (321) 655-2273

  307 Grand Royal Cir, Winter Garden, FL 34787
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  /89

  $700,000

  • 4 Beds
  • 3.5 Baths
  • 2,292 Sq Ft

  11045 Bostwick Alley, Winter Garden, FL 34787

  LOCATION, LOCATION, LOCATION!!! This amazing single family home located in most desirable prime location in winter garden has it all, from privacy with no back up neighborhood to the front porch facing beautiful landscaping view just few steps from the Elementary school and all the resort amenitiesThe home has solar panel for extra energy saving and the seller will take care of remaining

  

  Khadija Webber

  CHARLES RUTENBERG REALTY ORLANDO

  (321) 472-4298

  11045 Bostwick Alley, Winter Garden, FL 34787
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  /74

  $500,000 Open Sat 12PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 2,058 Sq Ft

  9404 Woodcrane Dr, Winter Garden, FL 34787

  Welcome to 9404 Woodcrane Drive in Winter Garden’s highly sought-after Horizon West area! Featuring 3 bedrooms, 2.5 bathrooms and over 2,000 square feet, this home is situated on a premium corner lot. The first floor is perfect for entertaining, featuring a stylish kitchen with espresso cabinetry, quartz countertops, backsplash, and stainless steel appliances. The formal dining room is

  

  Nick Nelson

  EXP REALTY LLC

  (321) 379-8876

  9404 Woodcrane Dr, Winter Garden, FL 34787
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  /65

  $899,000

  • 5 Beds
  • 4.5 Baths
  • 4,182 Sq Ft

  7930 Summerlake Pointe Blvd, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. Ideally situated in the highly desirable community of SUMMERLAKE, this spacious two-story 5-bedroom, 4.5 bathroom property with flexible layout allows for a multi-generational family. Sitting on a PRIME LOT with WATER views and located on a quiet, tree lined street, this residence shows like new - why wait to build when you can move in here

  

  Alice Anne Jackson

  CORCORAN PREMIER REALTY

  (321) 328-4352

  7930 Summerlake Pointe Blvd, Winter Garden, FL 34787
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  /45

  $1,099,000

  • 3 Beds
  • 3.5 Baths
  • 2,938 Sq Ft

  149 S Park Ave, Winter Garden, FL 34787

  Gorgeous former model in this beautiful masonry wrapped complex in the heart of Winter Garden! Only 4 of these large 2900 SF units in entire complex which have a separate golf cart garage in addition to the two-car garage. Click on virtual tour for Matterport walk through and floorplan. This unit is elevator ready!! Ground level features a nice en-suite bedroom with walk in closet, full bath

  

  Brigitte Knott

  CHARLES RUTENBERG REALTY ORLANDO

  (321) 321-5397

  149 S Park Ave, Winter Garden, FL 34787
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  /36

  $449,999

  • 4 Beds
  • 2.5 Baths
  • 1,992 Sq Ft

  14089 Title Way, Winter Garden, FL 34787

  Spacious 4-Bed, 2.1-Bath Townhome with First-Floor Primary Suite & Detached Garage in Sought-After Winter Garden Community!Step into this light-filled, well-appointed townhome offering a thoughtfully designed open floor plan with modern finishes throughout. The chef-inspired kitchen features updated stainless steel appliances, ample cabinetry, and a spacious breakfast bar—perfect for casual

  

  Manoj Patel

  APPLE REALTY

  (321) 382-1807

  14089 Title Way, Winter Garden, FL 34787
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  /5

  $320,000

  • 3 Beds
  • 2 Baths
  • 1,396 Sq Ft

  14501 Grove Resort Ave Unit 3708, Winter Garden, FL 34787

  Easy to show!! Come One, Come All! This is perfect for a family or anyone looking to use as an investment home. This beautiful home comes FULLY FURNISHED with really thought-out details to make you feel right at home. The Community also offers TONS of recreational items to choose from: You can choose from relaxing at the spa, working out in one or both of the two fitness centers provided. 3

  

  Consuelo Vilar

  WELCOME HOME REALTY GROUP LLC

  (321) 248-9113

  14501 Grove Resort Ave Unit 3708, Winter Garden, FL 34787
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  /7

  $289,000

  • 3 Beds
  • 2 Baths
  • 1,396 Sq Ft

  14501 Grove Resort Ave Unit 2212, Winter Garden, FL 34787

  24 horas security. fully furnishing condo hotel

  

  Consuelo Vilar

  WELCOME HOME REALTY GROUP LLC

  (321) 490-3652

  14501 Grove Resort Ave Unit 2212, Winter Garden, FL 34787
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  /96

  $555,000

  • 4 Beds
  • 2.5 Baths
  • 2,082 Sq Ft

  12259 Bracco St, Winter Garden, FL 34787

  LOCATION, LOCATION, LOCATION!!!!This beautiful modern and contemporary look Home has very welcoming facade with nice light gray railing fence at the porch area. 4 bedrooms and 2.5 Bathrooms plus the loft area open Gourmet kitchen features a large island that overlooks the combo spacious dining area and family room , tons of upgrades , hardwood flooring , beautiful cabinets as well as custom

  

  Khadija Webber

  CHARLES RUTENBERG REALTY ORLANDO

  (321) 483-3681

  12259 Bracco St, Winter Garden, FL 34787
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  /24

  $535,000

  • 4 Beds
  • 3 Baths
  • 2,042 Sq Ft

  10172 Storey Grove Way, Winter Garden, FL 34787

  Welcome to 10172 Storey Grove Way — a beautifully maintained 4-bedroom, 3-bathroom home in the desirable Storey Grove community! This spacious and functional layout is perfect for families or anyone looking for comfort, convenience, and peace of mind with modern upgrades already in place. Enjoy the confidence of a new roof (2024), along with recent updates including a new dishwasher (2023), new

  

  Jay Stewart

  SOUTHERN REALTY GROUP LLC

  (321) 342-2804

  10172 Storey Grove Way, Winter Garden, FL 34787
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  /30

  $575,000

  • 4 Beds
  • 2 Baths
  • 2,518 Sq Ft

  1319 Castleport Rd, Winter Garden, FL 34787

  Buyer lost financing! Back on the market! Welcome to this beautifully maintained 4-bedroom, 2-bath home in the highly sought-after gated community of Stoneybrook West in Winter Garden. Situated on an oversized lot, this spacious single-story residence offers comfortable living both inside and out. Enjoy Florida living on the screened-in lanai overlooking a serene backyard complete with a tranquil

  

  Kristi Matthew

  CENTURY 21 CARIOTI

  (321) 499-2280

  1319 Castleport Rd, Winter Garden, FL 34787
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  /12

  $689,000

  • Land
  • 0.39 Acre
  • $1,766,667 per Acre

  303 S Lakeview Ave, Winter Garden, FL 34787

  Come build your dream home on a beautiful cleared corner lot in Downtown Winter Garden. Only two blocks from the farmers market & Plant Street this oversized lot or potential double lot has endless possibilities for your desired development. Spanning 118 by 145 feet - 17,110 s.f. total (.39 acres). The property faces West offering ample natural lighting all day long. Enjoy the Walkable Winter

  

  Kayla Barnes

  LPT REALTY, LLC

  (321) 406-5916

  303 S Lakeview Ave, Winter Garden, FL 34787
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  /50

  $799,000

  • 5 Beds
  • 3.5 Baths
  • 4,620 Sq Ft

  3259 Buoy Cir, Winter Garden, FL 34787

  Presenting 3259 Buoy Cir, Winter Garden, FL 34787! The Valencia Model is one of the largest homes Pulte offers in Lakeshore Preserve! With 4,620sf, this 5 bedroom, 3.5 bath home offers you an incredible amount of living space! The main floor features a private den/office with French Doors, a formal dining room area that could be used as additional living space if needed. The kitchen is huge and

  

  Crystal Grohowski

  CORCORAN PREMIER REALTY

  (321) 621-3756

  3259 Buoy Cir, Winter Garden, FL 34787
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  /47

  $1,282,000

  • 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

  (321) 353-8727

  11400 Lovers Ln, Winter Garden, FL 34787
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  /26

  $735,000

  • 5 Beds
  • 3.5 Baths
  • 2,900 Sq Ft

  4535 Gliding Wave St, Winter Garden, FL 34787

  Currently occupied by tenants through March 31, 2026, this well-maintained Whitestone floorplan in the gated Lakeview Preserve community combines modern design, functionality, and a prime location. With upgrades throughout, this home offers an excellent investment opportunity and an ideal place to settle in a vibrant, family-friendly community. The first-floor exterior and most of the interior

  

  Rich Noto

  DALTON WADE INC

  (321) 677-7042

  4535 Gliding Wave St, Winter Garden, FL 34787
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  /28

  $299,000

  • 2 Beds
  • 2 Baths
  • 1,265 Sq Ft

  14501 Grove Resort Ave Unit 3630, Winter Garden, FL 34787

  Luxury condo hotel near Disney! The condo has EVERYTHING, just bring your suitcase! Fully and completely furnished, this is a paradise for family vacations. daily shuttles to close-by Walt Disney World means you can park your car and forget it. Make money when you're not using it. The professional onsite hotel operator and management company is first class! Enjoy the 3 pools, spa, waterpark,

  

  Juliana Garcia Moraes

  PRISTINE INTERNATIONAL REALTY LLC

  (321) 613-7682

  14501 Grove Resort Ave Unit 3630, Winter Garden, FL 34787
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  /3

  $584,990 New Construction

  • 4 Beds
  • 3 Baths
  • 2,510+ Sq Ft

  Sandestin Plan at Lake Star at Ovation - Avenue Collection, Winter Garden, FL 34787

  Welcome home to the Sandestin! This beautiful home boasts 4 bedrooms, 3 full bathrooms, a loft, a spacious lanai, an open-concept main living area, and a 2-car garage. Contact us today to learn how to personalize the Sandestin to fit your wants and needs!

  

  M/I Homes

  Builder

  12025 Encore at Ovation Way Unit 36487165, Winter Garden, FL 34787

Showing Results 1 - 40, Page 1 of 18

Why Live in Winter Garden

Winter Garden, FL, a former citrus farming town, has evolved into a bustling suburban city with a population of 47,000. Located less than 15 miles from Walt Disney World and about 15 miles from downtown Orlando, Winter Garden is well-connected by major highways such as West Colonial Drive, Route 429, Florida's Turnpike, and Route 408, making commutes convenient. The city boasts a variety of housing options, from 1920s bungalows and ranch-style homes near downtown to modern lakefront estates and townhouses. The Orange County Public School District serves the area, with highly rated schools like West Orange High offering dual enrollment opportunities. Winter Garden's downtown area has expanded, featuring a walkable stretch of Plant Street with dining, shopping, and local events. The city is home to the 22-mile West Orange Trail, Newton Park, and Veterans Memorial Park, providing ample things to do for outdoor enthusiasts. AdventHealth Winter Garden Hospital and other medical facilities are easily accessible. The Winter Garden Farmers Market, Arts in April celebration, and Winter Garden Music Festival are popular local events. The city's crime rates are lower than the national average, contributing to its appeal. However, residents should be mindful of potential flooding and high winds during hurricane season.

Learn more about living in Winter Garden

Frequently Asked Questions

What is the average home price in Winter Garden, FL?

Homes for sale in Winter Garden, FL have an average home price of $699,341.

How many homes have sold over the last 12 months in Winter Garden, FL?

1,735 homes have sold in Winter Garden, FL over the last 12 months.

What are the most popular zip codes in Winter Garden, FL?

The most popular zip codes in Winter Garden, FL include 34787, 34760, 34711, 34756 and 34761.

How much do you need to make to afford a house in Winter Garden?

The median home price in Winter Garden is $600,000. If you put a 20% down payment of $120,000 and had a 30-year fixed mortgage with an interest rate of 6.35%, your estimated principal and interest payment would be $2,990 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $128K a year to afford the median home price in Winter Garden.

How are the schools in Winter Garden, FL?

Winter Garden, FL has highly rated public and private schools. Some of the best schools in Winter Garden based on Niche Grades are Foundation Academy - Plant Street Campus, Lake Whitney Elementary School and Whispering Oak Elementary. Browse all the schools in Winter Garden, FL to learn more.

Home Trends in Winter Garden, FL

On average, homes in Winter Garden, FL sell after 126 days on the market compared to the national average of 52 days. The median sale price for homes in Winter Garden, FL over the last 12 months is $571,000, down 1% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$571,000

Median Single Family Sale Price

$624,900

Median Townhouse Sale Price

$440,000

Median 2 Bedroom Sale Price

$241,500

Median 1 Bedroom Sale Price

$122,000

Average Price Per Sq Ft

$269

Number of Homes for Sale

753

Last 12 months Home Sales

1,735

Months of Supply

5.20

Median List Price

$600,000

Median Change From 1st List Price

3%

Median Home Sale Price YoY Change

-1%