42,055

Homes in ZIP Code 34787

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  • /52

    $749,000

    $46K PRICE DROP
    • 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

    14050 Fairway Willow Ln, Winter Garden, FL 34787
  • /14

    $2,750

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,682 Sq Ft
    • House for Rent

    16279 Taliesin St, Winter Garden, FL 34787

    Hawksmoor is nestled within Winter Garden’s beautiful Horizon West area. The unique architectural details and mix of modern, craftsman and prairie-inspired designs add to the unique streetscapes of this community. Just minutes away from historic downtown Winter Garden, the magic of Disney and other world-class theme parks, a wide-variety of shopping, dining, and entertainment, plus, convenient

    16279 Taliesin St, Winter Garden, FL 34787
  • /27

    $659,420

    Sold Oct 31, 2025

    12595 Grape Chardonnay Aly, Winter Garden, FL 34787

    • 4 Beds
    • 3.5 Baths
    • 2,693 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $245/SF
    • 9 Days On Market

    K. Hovnanian Homes Osprey Ranch

    12595 Grape Chardonnay Aly, Winter Garden, FL 34787
    • /42

      Est $535,844

      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

      • 20 Days On Market

  • /37

    $495,000

    • 2 Beds
    • 2 Baths

    15806 Gem View St, Winter Garden, FL 34787

    Built in 2024, this like-new home is located on a premium cul-de-sac lot within a sought-after community in Winter Garden. Offering exceptional privacy with no rear neighbors, the backyard provides a peaceful setting to relax and enjoy Florida's outdoor lifestyle. The community is designated as 55+; however, buyers of 25 years old are permitted to purchase within the community. This beautifully

    Agent Photo

    Yanely Fernandez

    Fast Action Realty Inc

    15806 Gem View St, Winter Garden, FL 34787
  • /11

    $1,550

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    1547 Spring Ridge Cir Unit 1, Winter Garden, FL 34787

    Welcome to your new home in the heart of Winter Garden! This charming apartment offers all the amenities you need for comfortable living and is perfectly situated in a wonderful neighborhood. You’ll also enjoy a shared, fully-fenced yard where you can pick fresh fruit or let your dog out to roam free!Located in a beautiful and friendly neighborhood, this apartment is in the golf cart

    1547 Spring Ridge Cir Unit 1, Winter Garden, FL 34787
  • /2

    $578,310

    Sold Feb 12, 2026

    4759 Forest Haven Way, Oakland, FL 34787

    • 4 Beds
    • 2 Baths
    • 1,882 Sq Ft
    • Built 2025

    Last Sold Summary

    • $307/SF

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    4759 Forest Haven Way, Oakland, FL 34787
    • /55

      Est $518,397

      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

      • 4 Days On Market

  • /61

    $1,799,000

    $100K PRICE DROP
    • 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

    68 N Park Ave, Winter Garden, FL 34787
  • /6

    $1,750

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 950 Sq Ft
    • Condo for Rent

    122 Windtree Ln Unit 122 - O, Winter Garden, FL 34787

    2026 newly renovated condo, 2bd / 2ba, $1750./mo. in Winter Garden available today for a 1 year lease. Brand new kitchen appliances and w/d, 2 reserved parking spots, pool, bb courts and extra storage space. Farmhouse style, 20 minutes to the Magic Kingdom and 5 min to historical downtown and bike trails. No pets. Disney cast member special includes 1/2 deposit with Disney ID. Call or text PJ

    122 Windtree Ln Unit 122 - O, 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 $576,129

    Last Listing Agent Eve Metlis WATSON REALTY CORP

    14700 Spotted Sandpiper Blvd, Winter Garden, FL 34787
    • /2

      Est $436,975

      Not Listed For Sale

      9513 Amber Chestnut Way, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,789 Sq Ft
      • Built 2018
      9513 Amber Chestnut Way, Winter Garden, FL 34787

      Last Sold Summary

      • 13 Days On Market

  • /7

    $1,224,900

    • 6 Beds
    • 4 Baths
    • 5,277 Sq Ft

    3399 Buoy Cir, Winter Garden, FL 34787

    Experience luxury waterfront living in one of Winter Garden's most desirable communities! This stunning home offers the perfect blend of elegant design, spacious living, and breathtaking water views. From the moment you arrive, you'll appreciate the attractive curb appeal, paver driveway, and spacious three-car garage. Inside, you'll find an expansive open floor plan designed for both everyday

    Agent Photo

    Regan Jackson

    ACME REAL ESTATE FLORIDA LLC

    3399 Buoy Cir, Winter Garden, FL 34787
  • /24

    $2,600 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,584 Sq Ft
    • Townhouse for Rent

    15537 Honeybell Dr, Winter Garden, FL 34787

    Beautiful and well-maintained townhome located in the highly sought-after Hamlin area of Winter Garden. This inviting home features stainless steel appliances and a fully fenced backyard with pavers, creating the perfect outdoor space to relax, entertain, or enjoy Florida living year-round. Enjoy an unbeatable location just minutes from Orlando Health Horizon West Hospital, Hamlin Town Center,

    Niloana Carrasco MY REALTY GROUP, LLC.

    15537 Honeybell Dr, 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 $1,529,784

    Last Listing Agent Alexis Anderson REGENCY REAL ESTATE LLC

    9 E Newell St, Winter Garden, FL 34787
    • /72

      Est $787,421

      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

      • 0 Days On Market

  • /44

    $520,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 2,082 Sq Ft

    1979 Standing Rock Cir, Oakland, FL 34787

    BUY THIS HOME WITH 100% FINANCING! LOCATION, LOCATION, LOCATION! Welcome to Your Trailside Oasis in Historic Oakland/Winter Garden! Nestled directly along the scenic West Orange Trail, this meticulously maintained, lightly lived-in bungalow offers the ultimate Florida lifestyle. Cycle straight into vibrant, historic downtown Winter Garden, or retreat to your own peaceful haven under the towering

    Agent Photo

    Ariel Vargas

    EXP REALTY LLC

    1979 Standing Rock Cir, Oakland, FL 34787
  • /25

    $2,937

    Total Monthly Price

    • 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 $2,937/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 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 be

    14200 Avalon Rd Unit SI ID1244709P, 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 $454,770

    9404 Bolshoi Aly, Winter Garden, FL 34787
    • /2

      Est $434,878

      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

      • 173 Days On Market

  • /66

    $869,990

    $15K PRICE DROP Pending
    • 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

    12529 Dallington Terrace, Winter Garden, FL 34787
  • /32

    $2,995 Per Month

    • 4 Beds
    • 2 Baths
    • 2,459 Sq Ft
    • House for Rent

    273 Avalon Rd, Winter Garden, FL 34787

    Welcome home to 273 Avalon Road, a stunningly beautiful 4 Bedroom, 2 Bath home with 2,459 sqft of living space on almost a 1/2 acre lot !!! Just minutes from Down Town Winter Garden, this is a one of a kind property that was remodeled giving a modern flair to a farmhouse style property. The kitchen has a large center Island, with granite counter tops, stainless steel appliances, custom cabinets,

    Sarah Gholami THE FLORIDA PROPERTY SHOP SALE

    273 Avalon Rd, 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 $417,605

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

    8105 Red Stopper Ln, Winter Garden, FL 34787
    • /30

      Est $862,468

      Not Listed For Sale

      8460 Elba Isle Ct, Windermere, FL 34786

      • 4 Beds
      • 3 Baths
      • 2,690 Sq Ft
      • Built 2018
      8460 Elba Isle Ct, Windermere, FL 34786

      Last Sold Summary

      • 26 Days On Market

  • /42

    $515,000

    $20K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,197 Sq Ft

    14075 Lochend Way, Winter Garden, FL 34787

    Gorgeous, pristine and clean, four-bedroom, three-bath, like-new townhome, is approximately 20 minutes to the Disney area and approximately 35 minutes to Universal and on a prime corner lot in the desirable West Haven Ovation community of Winter Garden. Built by Toll Brothers, this nearly new townhome offers an opportunity to move in now so why wait to build! This two-story townhome features an

    Agent Photo

    Wendy Fischer

    PREMIER SOTHEBYS INT'L REALTY

    14075 Lochend Way, Winter Garden, FL 34787
  • /25

    $2,856

    Total Monthly Price

    • 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 $2,856/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 7, 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 be

    14200 Avalon Rd Unit SI ID1244719P, 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 $539,512

    Last Listing Agent Silvia Kinkela SERHANT

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

      Est $567,720

      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

      • 143 Days On Market

  • /65

    $829,000

    Pending
    • 7 Beds
    • 4 Baths
    • 4,612 Sq Ft

    15232 Firelight Dr, Winter Garden, FL 34787

    Virtually Staged. FIRST TIME ON THE MARKET SINCE NEW! Located within the beautiful gated community of Belle Meade in Winter Garden, this exceptional 7-bedroom, 4-bathroom home offers the perfect combination of space, comfort, and lifestyle in one of Central Florida’s most sought-after locations. Freshly painted throughout and featuring a brand-new roof, this move-in ready residence provides peace

    Agent Photo

    Rodney Melendez

    CORCORAN PREMIER REALTY

    15232 Firelight Dr, Winter Garden, FL 34787
  • /57

    $6,250 Per Month

    • 5 Beds
    • 4.5 Baths
    • 4,199 Sq Ft
    • House for Rent

    8222 Topsail Place, Winter Garden, FL 34787

    STUNNING, well-maintained Executive estate home with everything you've been looking for! This gorgeous GARDENIA model by TOLL BROTHERS features 4200 square feet of living space with AMAZING VIEWS of a tranquil pond in the front, retention space in back in the desirable LAKESHORE community in HORIZON WEST, providing the perfect ONE OF A KIND idyllic space you've been looking for! You will enjoy

    Jonathan Jankowski CHASTAIN REAL ESTATE COMPANY LLC

    8222 Topsail Place, 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 $575,024

    Last Listing Agent Diana Basch Connery MS LAND & BUILDING LLC

    15249 Purple Martin St, Winter Garden, FL 34787
    • /22

      Est $535,916

      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

      • 3 Days On Market

  • /3

    $2,997,000

    $3M PRICE DROP
    • Land
    • 9.64 Acres
    • $310,892 per Acre

    17902 Seidner Rd, Winter Garden, FL 34787

    Probably the finest site for a huge estate home in Orange County! No need to move almost an hour away to Montverde just to find enough land to build your private estate or Equestrian estate when this gem is minutes to Windermere and everywhere you want to be. This highly sought after 10 acre property in the Lake Avalon rural settlement, is a declining citrus grove and sits on the highest

    Agent Photo

    Jessica McKinney

    FLORIDA REALTY EXCHANGE LLC

    17902 Seidner Rd, Winter Garden, FL 34787
  • /25

    $4,848

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 11,840 Sq Ft
    • Condo for Rent

    1231 E Plant St Unit SI ID1511056P, Winter Garden, FL 34787

    The advertised rate of $4,848/month is the lowest available price, based on a 30 day(s) stay with a move-in date of July 17, 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 be

    1231 E Plant St Unit SI ID1511056P, 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 $398,120

    Last Listing Agent Erica Diaz HOMEVEST REALTY

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

      Est $788,044

      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

      • 1 Day On Market

  • /40

    $439,900

    New Construction $16K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,574 Sq Ft

    15157 Aqua Sol Ln, Oakland, FL 34787

    Welcome to Del Webb Oasis, a gated community in Winter Garden's Horizon West, Get ready to live your best life in this vibrant, 55+ boutique community. It’s not just a home—it’s a feeling of pure community where every day is a chance to connect with your peers and jump into fun. Say goodbye to chores with our luxury, low-maintenance lifestyle and hello to endless activities! And the location?

    Agent Photo

    Jason Price

    RE/MAX SELECT GROUP

    15157 Aqua Sol Ln, Oakland, FL 34787
  • /38

    $3,965 Per Month

    • 3 Beds
    • 2 Baths
    • 2,210 Sq Ft
    • House for Rent

    720 Parkmont Place, Winter Garden, FL 34787

    Welcome to 720 Parkmont Place, a charming 3-bedroom, 2-bathroom, single-story home located in the desirable Covington Chase community, nestled along the West Orange Trail in the heart of Winter Garden. Fully furnished and move-in ready, this home offers generous living space and well-sized rooms throughout.Upon entering, you'll find French doors leading to a flexible bonus room currently set

    Anthony O'Reilly Brookes WINTER GARDEN REAL ESTATE

    720 Parkmont Place, 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 $1,685,061

    Last Listing Agent Ronald Ziolkowski RE/MAX PRIME PROPERTIES

    9072 Bradleigh Dr, Winter Garden, FL 34787
    • /2

      Est $649,605

      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

      • 9 Days On Market

Showing Results 201 - 240, Page 6 of 18

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