37,463

Winter Garden, FL Homes

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  • /68

    $1,950,000

    • 5 Beds
    • 5 Baths
    • 4,365 Sq Ft

    2450 Dahlgren Way, Winter Garden, FL 34787

    Rare Gated Lakefront Retreat with Grandfathered Boat Access on Lake Luntz Discover resort-style living in this one-of-a-kind gated lakefront home in the heart of Winter Garden. Nestled on a quiet, tree-lined cul-de-sac, this 5-bedroom, 5-bathroom, 4,365 Sq Ft home offers a smart layout designed for both everyday living and entertaining. The first-floor bedroom and full bath are ideal for guests

    Agent Photo

    Keegan Siegfried

    LPT REALTY, LLC

    (321) 252-6500

    2450 Dahlgren Way, Winter Garden, FL 34787
  • /39

    $5,500 per month

    • 6 Beds
    • 4 Baths
    • 4,704 Sq Ft
    • House for Rent

    17987 Gourd Neck Loop, Winter Garden, FL 34787

    Prepare to be amazed by this expansive, newly renovated rental in a charming sub-division of Winter Garden, Florida! Offering a rare SIX bedrooms and FOUR bathrooms, this is the perfect solution for a large family or corporate housing. Best of all, the home is fully furnished and ready for immediate move-in, with a preferred lease start of August 1st. The entire home has been spectacularly

    Joel Parrott EXPERT REALTY SOLUTIONS INC.

    17987 Gourd Neck Loop, Winter Garden, FL 34787
  • /2

    $575,000 Sold Dec 12, 2025

    14700 Spotted Sandpiper Blvd, Winter Garden, FL 34787

    • 3 Beds
    • 2 Baths
    • 2,340 Sq Ft
    • Built 2014

    Last Sold Summary

    • $246/SF
    • 5 Days On Market

    Current Estimated Value $577,910

    Last Listing Agent Eve Metlis WATSON REALTY CORP

    14700 Spotted Sandpiper Blvd, Winter Garden, FL 34787
    • /42

      Est $538,072 Not Listed For Sale

      5608 Thomas Square Dr, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,990 Sq Ft
      • Built 2018
      5608 Thomas Square Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 6% Below List Price
      • $286/SF
      • 20 Days On Market
      • Last Sold Price $570,000
      • Jul 21, 2023

      Last Listing Agent Ken Pozek REAL BROKER, LLC

  • /9

    $299,000

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

    Unlisted Address

    Come One, Come All! This is perfect for a family or anyone looking to use as an investment home. This beautiful home comes 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 swimming pools with food and drink

    Agent Photo

    Consuelo Vilar

    WELCOME HOME REALTY GROUP LLC

    (321) 386-1360

    Unlisted Address
  • /23

    $1,460 - $1,950 per month

    Inland Seas Apartments

    1 - 3 Beds

    1301 Inland Seas Blvd, Winter Garden, FL 34787

    1301 Inland Seas Blvd, Winter Garden, FL 34787
  • /2

    $725,000 Sold May 02, 2025

    15233 Night Heron Dr, Winter Garden, FL 34787

    • 4 Beds
    • 2.5 Baths
    • 2,803 Sq Ft
    • Built 2017

    Last Sold Summary

    • 5% Below List Price
    • $259/SF
    • 66 Days On Market

    Current Estimated Value $723,354

    Last Listing Agent Ronald Ziolkowski RE/MAX PRIME PROPERTIES

    15233 Night Heron Dr, Winter Garden, FL 34787
    • /55

      Est $519,420 Not Listed For Sale

      10196 Storey Grove Way, Winter Garden, FL 34787

      • 4 Beds
      • 3 Baths
      • 2,030 Sq Ft
      • Built 2016
      10196 Storey Grove Way, Winter Garden, FL 34787

      Last Sold Summary

      • 1% Below List Price
      • $259/SF
      • 4 Days On Market
      • Last Sold Price $525,000
      • Jun 23, 2023

      Last Listing Agent Nicholas Troth SOUTHERN REALTY GROUP LLC

  • /53

    $615,000

    • 3 Beds
    • 2.5 Baths
    • 2,684 Sq Ft

    393 Lake Amberleigh Dr, Winter Garden, FL 34787

    Located in a quiet, gated community within a highly rated school zone, this well-maintained home offers comfort, privacy, and thoughtful upgrades. The home features two AC systems, including a main unit with an electronic air cleaner, a high-efficiency water heater, and a whole-house reverse osmosis and water softening system, along with updated double-pane windows on the back of the home. A NEW

    Agent Photo

    Yusuf Gencay

    RE/MAX Town & Country Realty

    (321) 252-5917

    393 Lake Amberleigh Dr, Winter Garden, FL 34787
  • /28

    $3,000 per month

    • 3 Beds
    • 2.5 Baths
    • 1,567 Sq Ft
    • Townhouse for Rent

    16593 Barbours Creek Way, Winter Garden, FL 34787

    Welcome to this stunning brand-new 2026 townhouse nestled in the sought-after Waterleigh community in Winter Garden! This beautifully designed 3-bedroom, 2.5-bathroom home offers 1,567 sq ft of modern living space with premium finishes throughout. Step inside and enjoy an open-concept floor plan featuring high ceilings, a bright living/dining combo, and a gourmet kitchen equipped with solid wood

    Manuella Benrhanem, PA KAZA REAL ESTATE LLC

    16593 Barbours Creek Way, Winter Garden, FL 34787
  • /2

    $1,650,000 Sold Mar 12, 2026

    9 E Newell St, Winter Garden, FL 34787

    • 4 Beds
    • 4.5 Baths
    • 3,686 Sq Ft
    • Built 2025

    Last Sold Summary

    • $448/SF
    • 11 Days On Market

    Current Estimated Value $321,741

    Last Listing Agent Alexis Anderson REGENCY REAL ESTATE LLC

    9 E Newell St, Winter Garden, FL 34787
    • /42

      Est $1,201,251 Not Listed For Sale

      15106 Canoe Place, Winter Garden, FL 34787

      • 5 Beds
      • 4.5 Baths
      • 3,815 Sq Ft
      • Built 2018
      15106 Canoe Place, Winter Garden, FL 34787

      Last Sold Summary

      • 5% Above List Price
      • $299/SF
      • 6 Days On Market
      • Last Sold Price $1,140,000
      • Jun 12, 2023

      Last Listing Agent Eduardo Pavone CELEBRITY GLOBAL REALTY LLC

  • /56

    $539,900 Pending

    • 3 Beds
    • 2 Baths
    • 1,863 Sq Ft

    6421 New Independence Pkwy, Winter Garden, FL 34787

    Under contract-accepting backup offers. Stop your search, this is the home you have been looking for! MOVE-IN READY, fully renovated, located at the well established master planned Independence Community, this stunning 3-bedroom, 2-bathroom residence looks like a model home! This open and split floor-plan offers both, comfort and functionality. Fully upgraded, this home features new LUXURY VINYL

    Agent Photo

    Francine Arroyo Santowski

    BHHS FLORIDA REALTY

    (321) 216-9673

    6421 New Independence Pkwy, Winter Garden, FL 34787
  • /28

    $2,048 - $2,763 total monthly price

    Overture Hamlin 55+ Active Adult Apartment...

    1 - 2 Beds

    5795 Citrus Village Blvd, Winter Garden, FL 34787

    Schedule your in-person or virtual tour today! Walk-ins are also welcome!

    5795 Citrus Village Blvd, Winter Garden, FL 34787
  • /25

    $459,990 Sold Sep 03, 2025

    9404 Bolshoi Aly, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,833 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $251/SF
    • 12 Days On Market

    Current Estimated Value $434,500

    9404 Bolshoi Aly, Winter Garden, FL 34787
    • /72

      Est $782,774 Not Listed For Sale

      7554 Tangerine Knoll Loop, Winter Garden, FL 34787

      • 4 Beds
      • 2.5 Baths
      • 2,254 Sq Ft
      • Built 2018
      7554 Tangerine Knoll Loop, Winter Garden, FL 34787

      Last Sold Summary

      • 13% Below List Price
      • $397/SF
      • 0 Days On Market
      • Last Sold Price $895,000
      • Oct 31, 2024

      Last Listing Agent Michael blank FL PRO BROKERS LLC

  • /53

    $1,065,000

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

    10472 Petrillo Way, Winter Garden, FL 34787

    Welcome to 10472 Petrillo Way in Winding Bay Preserve, one of Winter Garden’s most desirable communities in Horizon West. Built in 2022, this stunning K. Hovnanian Grayson Model sits on a premium corner, EAST-FACING lot with DISNEY FIREWORK VIEWS and the rare opportunity to watch Space Coast ROCKET LAUNCHES right from your front porch. This home offers 5 bedrooms, 6 bathrooms, a private office,

    Agent Photo

    Alexis Bress

    EXP REALTY LLC

    (321) 346-4225

    10472 Petrillo Way, Winter Garden, FL 34787
  • /33

    $2,950 per month

    • 3 Beds
    • 2.5 Baths
    • 1,850 Sq Ft
    • Townhouse for Rent

    15883 Tollington Aly, Winter Garden, FL 34787

    ALMOST NEW townhome available to lease in Winter Garden, Florida. This 2-story property offers a beautiful and spacious living space with 3 bedrooms, 2 bathrooms, and a 2-car garage. With a total size of 1,833 square feet, this house provides plenty of room for you and your family. This beautiful model open-concept layout creates a seamless flow between the living room, dining area, and kitchen,

    ChandraMohan Narayana Swamy DALTON WADE INC

    15883 Tollington Aly, Winter Garden, FL 34787
  • /2

    $415,000 Sold Jan 12, 2026

    8105 Red Stopper Ln, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,725 Sq Ft
    • Built 2017

    Last Sold Summary

    • 2% Below List Price
    • $241/SF
    • 7 Days On Market

    Current Estimated Value $419,633

    Last Listing Agent Heather Carr, PA BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

    8105 Red Stopper Ln, Winter Garden, FL 34787
    • /70

      Est $850,410 Not Listed For Sale

      942 Civitas Way, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 2,260 Sq Ft
      • Built 2018
      942 Civitas Way, Winter Garden, FL 34787

      Last Sold Summary

      • 1% Above List Price
      • $372/SF
      • 0 Days On Market
      • Last Sold Price $840,000
      • Apr 28, 2023

      Last Listing Agent Rema Perras CORCORAN PREMIER REALTY

  • /52

    $749,000

    • 3 Beds
    • 2 Baths
    • 2,027 Sq Ft

    14050 Fairway Willow Ln, Winter Garden, FL 34787

    Welcome to this beautifully maintained home in the highly sought-after Woodbridge on the Green community, overlooking West Orange Country Club and perfectly situated in the hub of Winter Garden. This waterfront home offers a blend of comfort, style, and convenience—ideal for anyone looking to enjoy the best of Central Florida living. Step inside to an inviting, light-filled layout featuring

    Agent Photo

    Drew Ross

    LAKEFIELD REALTY GROUP LLC

    (321) 384-9257

    14050 Fairway Willow Ln, Winter Garden, FL 34787
  • /21

    $1,564 - $1,979 total monthly price

    Country Gardens

    1 - 3 Beds

    15122 W Colonial Dr, Winter Garden, FL 34787

    Learn more about our current specials! Stylish design at a price thats right! Country Gardens Apartment Homes is located in Winter Garden, Florida, with easy access to Florida's Turnpike and SR-50/Colonial Drive. You'll experience a top selection of amenities and features at this community, like a resort-style pool with sundeck,

    15122 W Colonial Dr, Winter Garden, FL 34787
  • /2

    $540,000 Sold Dec 02, 2025

    14342 White Moss Way, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 2,368 Sq Ft
    • Built 2015

    Last Sold Summary

    • 9% Below List Price
    • $228/SF
    • 81 Days On Market

    Current Estimated Value $541,273

    Last Listing Agent Silvia Kinkela SERHANT

    14342 White Moss Way, Winter Garden, FL 34787
    • /2

      Est $431,544 Not Listed For Sale

      11049 Suspense Dr, Winter Garden, FL 34787

      • 4 Beds
      • 2.5 Baths
      • 2,000 Sq Ft
      • Built 2017
      11049 Suspense Dr, Winter Garden, FL 34787

      Last Sold Summary

      • $215/SF
      • 173 Days On Market
      • Last Sold Price $430,000
      • Mar 03, 2025

      Last Listing Agent Liang Liu PINEYWOODS REALTY LLC

  • /61

    $1,899,000

    • 4 Beds
    • 5 Baths
    • 3,555 Sq Ft

    68 N Park Ave, Winter Garden, FL 34787

    Experience the ultimate in luxury urban living at 68 N Park Ave, a stunning 3-story townhome with rooftop deck located in the heart of Historic Downtown Winter Garden. This sophisticated 4-bedroom, 4.5-bathroom residence offers over 3,500 sq. ft. of meticulously designed space, seamlessly blending modern elegance with the charm of the historic district. The open-concept main level features

    Agent Photo

    Mauro Costa

    VISTA CAY REALTY COMPANY

    (321) 463-3834

    68 N Park Ave, Winter Garden, FL 34787
  • /14

    $2,900 per month

    • 4 Beds
    • 2.5 Baths
    • 1,868 Sq Ft
    • House for Rent

    9143 Grand Island Way, Winter Garden, FL 34787

    Welcome home! This beautiful residence is located just a few miles from Disney attractions and features 4 bedrooms, 2.5 bathrooms, and access to wonderful community amenities. Situated in Watermark, a beautiful community in the heart of the Winter Garden area, you’ll be just minutes from shopping, dining, and everyday conveniences. Enjoy top-rated schools nearby and easy access to major highways,

    Karine Nascimento K REALTY

    9143 Grand Island Way, Winter Garden, FL 34787
  • /2

    $584,000 Sold Oct 06, 2025

    15249 Purple Martin St, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 2,186 Sq Ft
    • Built 2017

    Last Sold Summary

    • 3% Below List Price
    • $267/SF
    • 29 Days On Market

    Current Estimated Value $566,394

    Last Listing Agent Diana Basch Connery MS LAND & BUILDING LLC

    15249 Purple Martin St, Winter Garden, FL 34787
    • /2

      Est $564,479 Not Listed For Sale

      15485 Murcott Blossom Blvd, Winter Garden, FL 34787

      • 4 Beds
      • 3 Baths
      • 2,425 Sq Ft
      • Built 2015
      15485 Murcott Blossom Blvd, Winter Garden, FL 34787

      Last Sold Summary

      • 3% Below List Price
      • $239/SF
      • 143 Days On Market
      • Last Sold Price $580,000
      • Oct 01, 2024

      Last Listing Agent Alessandra Gräfin Kamensky THE FLORIDA LOUNGE REALTY LLC

  • /44

    $669,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 2,334 Sq Ft

    14005 Aldford Dr, Winter Garden, FL 34787

    **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 14005 Aldford Drive in Winter Garden, a beautifully designed two-story home offering 3 bedrooms, 2 full baths, and 1 half bath, with a layout that blends everyday comfort with inviting indoor and outdoor living

    Agent Photo

    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    (689) 272-3634

    14005 Aldford Dr, Winter Garden, FL 34787
  • /20

    $2,997 per month

    • 2 Beds
    • 2 Baths
    • 1,280 Sq Ft
    • Condo for Rent

    14200 Avalon Rd Unit SI ID1244709P, Winter Garden, FL 34787

    The advertised rate of $2,997/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 8, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    14200 Avalon Rd Unit SI ID1244709P, Winter Garden, FL 34787
  • /2

    $1,700,000 Sold Jan 21, 2026

    9072 Bradleigh Dr, Winter Garden, FL 34787

    • 5 Beds
    • 4.5 Baths
    • 3,750 Sq Ft
    • Built 2019

    Last Sold Summary

    • 10% Below List Price
    • $453/SF
    • 74 Days On Market

    Current Estimated Value $1,676,364

    Last Listing Agent Ronald Ziolkowski RE/MAX PRIME PROPERTIES

    9072 Bradleigh Dr, Winter Garden, FL 34787
    • /22

      Est $533,996 Not Listed For Sale

      15668 Honeybell Dr, Winter Garden, FL 34787

      • 3 Beds
      • 2 Baths
      • 1,979 Sq Ft
      • Built 2018
      15668 Honeybell Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 1% Below List Price
      • $273/SF
      • 3 Days On Market
      • Last Sold Price $539,900
      • Jul 13, 2023

      Last Listing Agent Monica Duran MD3 HOMES LLC

  • /38

    $680,000

    • 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

    Agent Photo

    Carlos Hernandez Franquet

    AGENT TRUST REALTY CORPORATION

    (321) 419-1970

    4918 Wildwood Pointe Rd, Winter Garden, FL 34787
  • /34

    $2,650 per month

    • 3 Beds
    • 2.5 Baths
    • 1,888 Sq Ft
    • Townhouse for Rent

    11062 Great Rock St, Winter Garden, FL 34787

    Charming 3 bedroom 2 and half bathroom home located in Horizon West Waterleigh Community. Once you step in you will fall in love with the open floor-plan concept. The thoughtfully designed layout with spacious living area fits the need of every one. The kitchen is equipped with Stainless steel appliances from backless range, dishwasher, refrigerator, and microwave Along with the large island. On

    Kris Ibrahim HOME WISE REALTY GROUP, INC.

    11062 Great Rock St, Winter Garden, FL 34787
  • /2

    $390,000 Sold Aug 18, 2025

    15574 Murcott Blossom Blvd, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,868 Sq Ft
    • Built 2017

    Last Sold Summary

    • 13% Below List Price
    • $209/SF
    • 155 Days On Market

    Current Estimated Value $396,603

    Last Listing Agent Erica Diaz HOMEVEST REALTY

    15574 Murcott Blossom Blvd, Winter Garden, FL 34787
    • /59

      Est $751,956 Not Listed For Sale

      16103 Johns Lake Overlook Dr, Winter Garden, FL 34787

      • 4 Beds
      • 3 Baths
      • 2,457 Sq Ft
      • Built 2015
      16103 Johns Lake Overlook Dr, Winter Garden, FL 34787

      Last Sold Summary

      • $305/SF
      • 1 Day On Market
      • Last Sold Price $750,000
      • Jun 28, 2024

      Last Listing Agent Denise Gregorie CLOCK TOWER REALTY

  • /66

    $884,990

    • 5 Beds
    • 3.5 Baths
    • 3,519 Sq Ft

    12529 Dallington Terrace, Winter Garden, FL 34787

    Welcome to 12529 Dallington Terrace, a beautifully upgraded 5 bedroom, 3.5 bathroom POOL HOME offering over 3,500 square feet of thoughtfully designed living space and the perfect blend of comfort, functionality, and RESORT-STYLE OUTDOOR LIVING in one of Winter Garden’s most desirable locations. From the moment you arrive, the home makes a strong impression with its manicured landscaping and

    Agent Photo

    Andrew Kincaid

    BHHS FLORIDA REALTY

    (321) 385-8528

    12529 Dallington Terrace, Winter Garden, FL 34787
  • /20

    $3,237 per month

    • 2 Beds
    • 2 Baths
    • 1,280 Sq Ft
    • Condo for Rent

    14200 Avalon Rd Unit SI ID1244719P, Winter Garden, FL 34787

    The advertised rate of $3,237/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 8, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    14200 Avalon Rd Unit SI ID1244719P, Winter Garden, FL 34787
  • /2

    $1,700,000 Sold Sep 11, 2025

    557 Lake Cove Pointe Cir, Winter Garden, FL 34787

    • 5 Beds
    • 4.5 Baths
    • 4,176 Sq Ft
    • Built 2015

    Last Sold Summary

    • 6% Below List Price
    • $407/SF
    • 90 Days On Market

    Current Estimated Value $1,662,031

    Last Listing Agent Erica Diaz HOMEVEST REALTY

    557 Lake Cove Pointe Cir, Winter Garden, FL 34787
    • /2

      Est $671,123 Not Listed For Sale

      15089 Night Heron Dr, Winter Garden, FL 34787

      • 4 Beds
      • 2.5 Baths
      • 2,683 Sq Ft
      • Built 2018
      15089 Night Heron Dr, Winter Garden, FL 34787

      Last Sold Summary

      • $250/SF
      • 9 Days On Market
      • Last Sold Price $670,000
      • Apr 11, 2025

      Last Listing Agent Sammi Li TOPSKY REALTY INC

Showing Results 161 - 200, Page 5 of 18

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