37,760

Winter Garden, FL Homes

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  • /23

    $594,000

    $6K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,695 Sq Ft

    15043 Pigeon Plum Ln, Winter Garden, FL 34787

    Welcome to this beautifully maintained 4-bedroom, 3.5-bath home located in the desirable Winter Garden area. This spacious residence offers a well-designed floor plan with generous living areas, ideal for both everyday living and entertaining. The home features a bright and open layout with abundant natural light, a large kitchen with ample cabinetry and counter space, and a seamless flow into

    Agent Photo

    Ceila Morales

    EXP REALTY LLC

    (321) 475-1948

    15043 Pigeon Plum Ln, Winter Garden, FL 34787
  • /20

    $3,120

    Total Monthly Price

    • 4 Beds
    • 2.5 Baths
    • 2,834 Sq Ft
    • House for Rent

    593 First Cape Coral Dr, Winter Garden, FL 34787

    Now offering 22-month leases. Sign today and lock in today’s low rate for the next 22 months! Offer valid for new applicants who sign a 22-month lease by June 30th, 2026. Base rent will remain at the 12-month lease rate for the duration of the 22-month term. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This property is

    (321) 392-6292

    593 First Cape Coral Dr, Winter Garden, FL 34787
  • /2

    $650,000

    Sold Feb 27, 2026

    14525 Sabal Crest Way, Winter Garden, FL 34787

    • 4 Beds
    • 3 Baths
    • 2,527 Sq Ft
    • Built 2017

    Last Sold Summary

    • $257/SF
    • 5 Days On Market

    Current Estimated Value $645,634

    Last Listing Agent Fran Zvaigzne COLDWELL BANKER REALTY

    14525 Sabal Crest Way, Winter Garden, FL 34787
    • /2

      Est $971,733

      Not Listed For Sale

      427 Egret Place Dr, Oakland, FL 34787

      • 6 Beds
      • 5 Baths
      • 4,693 Sq Ft
      • Built 2013
      427 Egret Place Dr, Oakland, FL 34787

      Last Sold Summary

      • 5 Days On Market

  • /52

    $750,000

    • 5 Beds
    • 3 Baths
    • 3,747 Sq Ft

    2205 Wintermere Pointe Dr, Winter Garden, FL 34787

    Located in the GATED community of Wintermere Pointe in Winter Garden, FL, this spacious .25 acre, 5-bedroom, 3-bath pool home for sale in Winter Garden offers nearly 3,750 square feet of well-designed living space just minutes from Winter Garden Village, Windermere, Walt Disney World, AdventHealth Winter Garden, SR 429, and the Florida Turnpike. Designed for both everyday living and entertaining,

    Agent Photo

    Alexis Bress

    EXP REALTY LLC

    (321) 463-7756

    2205 Wintermere Pointe Dr, Winter Garden, FL 34787
  • /2

    $2,895 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,760 Sq Ft
    • Townhouse for Rent

    14095 Lochend Way, Winter Garden, FL 34787

    Property Id: 2574642Welcome to your new home at 14095 Lochend Way in Winter Garden, FL! This stunning property offers a wide range of amenities including a dishwasher, washer/dryer, private courtyard, garage, fitness center, swimming pool, and more. Pets are welcome, and utilities are included. Don't miss out on this beautiful rental opportunity for $2850.00/month. Contact us today!

    (561) 609-1455

    14095 Lochend Way, Winter Garden, FL 34787
  • /2

    $875,000

    Sold May 06, 2026

    16554 Raven Rock Place, Winter Garden, FL 34787

    • 4 Beds
    • 3 Baths
    • 3,032 Sq Ft
    • Built 2015

    Last Sold Summary

    • $289/SF
    • 16 Days On Market

    Current Estimated Value $887,381

    Last Listing Agent Andrew Philippone INDEPENDENCE REALTY GROUP LLC

    16554 Raven Rock Place, Winter Garden, FL 34787
    • /2

      Est $320,325

      Not Listed For Sale

      112 Southern Pecan Cir Unit 201, Winter Garden, FL 34787

      • 3 Beds
      • 2 Baths
      • 1,499 Sq Ft
      • Built 2005
      112 Southern Pecan Cir Unit 201, Winter Garden, FL 34787

      Last Sold Summary

      • 6 Days On Market

  • /69

    $1,200,000

    Open Sat 12PM - 3PM
    • 6 Beds
    • 4 Baths
    • 4,247 Sq Ft

    1812 Lake Roberts Landing Dr, Winter Garden, FL 34787

    Experience elevated living perfectly situated on a private conservation homesite with no rear neighbors in the gated community of Lake Roberts Landing in Winter Garden. This fully renovated luxury pool home offers an exceptional blend of privacy, elegance, and convenience in the heart of Winter Garden. Spanning over 4,200 square feet, this move-in-ready home features 6 bedrooms, 4 bathrooms, a

    Agent Photo

    Alexis Bress

    EXP REALTY LLC

    (321) 379-8194

    1812 Lake Roberts Landing Dr, 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
  • /2

    $1,000,000

    Sold Aug 21, 2025

    15900 Citrus Knoll Dr, Winter Garden, FL 34787

    • 5 Beds
    • 3 Baths
    • 3,844 Sq Ft
    • Built 2015

    Last Sold Summary

    • 13% Below List Price
    • $260/SF
    • 48 Days On Market

    Current Estimated Value $1,014,049

    Last Listing Agent Ronald Ziolkowski RE/MAX PRIME PROPERTIES

    15900 Citrus Knoll Dr, Winter Garden, FL 34787
    • /2

      Est $1,322,534

      Not Listed For Sale

      14906 Speer Lake Dr, Winter Garden, FL 34787

      • 4 Beds
      • 3.5 Baths
      • 3,640 Sq Ft
      • Built 2015
      14906 Speer Lake Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 19 Days On Market

  • /62

    $444,000

    $21K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,725 Sq Ft

    8113 Red Stopper Ln, Winter Garden, FL 34787

    Perfectly positioned in the heart of Horizon West, this impeccably maintained 3-bedroom, 2.5-bath townhome in the highly sought-after Summerlake community offers the rare blend of style, efficiency, and everyday magic — including a two car garage with an attached oversized patio to enjoy nightly views of the Disney fireworks. Move-in ready and thoughtfully upgraded with a newer HVAC system, this

    Agent Photo

    Kassandra Lopez

    EXP REALTY LLC

    (321) 475-7518

    8113 Red Stopper Ln, 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

    $613,160

    Sold May 19, 2026

    6309 Wild Persimmon Way, Winter Garden, FL 34787

    • 4 Beds
    • 3.5 Baths
    • 2,515 Sq Ft
    • Built 2026

    Last Sold Summary

    • 14% Below List Price
    • $244/SF
    • 0 Days On Market

    Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    6309 Wild Persimmon Way, Winter Garden, FL 34787
    • /2

      Est $802,474

      Not Listed For Sale

      16694 Olive Hill Dr, Winter Garden, FL 34787

      • 4 Beds
      • 2.5 Baths
      • 2,862 Sq Ft
      • Built 2019
      16694 Olive Hill Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 43 Days On Market

  • /40

    $289,500

    $31K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,396 Sq Ft

    14501 Grove Resort Ave Unit 2334, Winter Garden, FL 34787

    Escape to your own luxurious, fully furnished condo-hotel residence at the prestigious Grove Resort & Water Park—just minutes from Walt Disney World. Designed for both personal enjoyment and investment, this exceptional unit offers the perfect combination of a turnkey vacation retreat and high-performing income asset. Located on the third floor of Condominium II, the sought-after Jasmine floor

    Agent Photo

    Amy Moline

    EXP REALTY LLC

    (321) 343-3008

    14501 Grove Resort Ave Unit 2334, 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

    $345,000

    Sold Mar 25, 2026

    282 E Newell St, Winter Garden, FL 34787

    • Land
    • 7,840 Sq Ft
    • $1,916,667 per Acre

    Last Sold Summary

    • 14% Below List Price
    • 195 Days On Market

    Current Estimated Value $368,250

    Last Listing Agent Karen Jacobs COLDWELL BANKER REALTY

    282 E Newell St, Winter Garden, FL 34787
    • /2

      Est $529,810

      Not Listed For Sale

      14242 Murcott Blossom Blvd, Winter Garden, FL 34787

      • 4 Beds
      • 3 Baths
      • 2,088 Sq Ft
      • Built 2017
      14242 Murcott Blossom Blvd, Winter Garden, FL 34787

      Last Sold Summary

      • 5 Days On Market

  • /75

    $795,000

    Pending
    • 4 Beds
    • 3.5 Baths
    • 3,020 Sq Ft

    15239 Lake Lamonia St, Winter Garden, FL 34787

    Under contract-accepting backup offers. Your dream of homeownership starts here! Nestled in a sought-after community zoned for top-rated schools, this stunning 4-bedroom, 3-bathroom single-family home offers 3,020 square feet of beautifully designed living space — and it checks every box on your wish list.From the moment you step inside, you'll be captivated by the bright, open floor plan

    Agent Photo

    Kassandra Lopez

    EXP REALTY LLC

    (321) 333-4471

    15239 Lake Lamonia St, Winter Garden, FL 34787
  • /10

    $2,250

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,453 Sq Ft
    • Condo for Rent

    1300 Eastern Pecan Place Unit 1300 Eastern Pecan Pl #205, Winter Garden, FL 34787

    THREE BEDROOM TWO BATH CONDO IN GATED SOUTHERN PINES WITH GARAGEThis spacious three bedroom two bathroom condo at gated Southern Pines has a detached one car garage. Southern Pines offers a resort style pool, hot tub, state-of-the-art fitness center, indoor basketball, a great playground and tennis. Close to highways, Winter Garden Village and downtown Winter Garden.This unit features new

    1300 Eastern Pecan Place Unit 1300 Eastern Pecan Pl #205, Winter Garden, FL 34787
  • /2

    $439,990

    Sold Dec 30, 2025

    15451 Bay Bridge St, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,693 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Below List Price
    • $260/SF
    • 35 Days On Market

    Current Estimated Value $441,667

    Last Listing Agent Stacie Brown Kelly KELLER WILLIAMS ADVANTAGE REALTY

    15451 Bay Bridge St, Winter Garden, FL 34787
    • /2

      Est $451,747

      Not Listed For Sale

      Unlisted Address

      • 3 Beds
      • 2.5 Baths
      • 1,814 Sq Ft
      • Built 2019
      Unlisted Address

      Last Sold Summary

      • 70 Days On Market

  • /40

    $445,900

    New Construction $10K 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

    (321) 486-6916

    15157 Aqua Sol Ln, Oakland, 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

    $540,000

    Sold Oct 28, 2025

    660 Egret Place Dr, Winter Garden, FL 34787

    • 4 Beds
    • 2.5 Baths
    • 2,647 Sq Ft
    • Built 2014

    Last Sold Summary

    • 10% Below List Price
    • $204/SF
    • 171 Days On Market

    Current Estimated Value $562,071

    Last Listing Agent Gilbert Ramos EXP REALTY LLC

    660 Egret Place Dr, Winter Garden, FL 34787
    • /2

      Est $1,589,104

      Not Listed For Sale

      8774 Bayview Crossing Dr, Winter Garden, FL 34787

      • 5 Beds
      • 5.5 Baths
      • 3,739 Sq Ft
      • Built 2017
      8774 Bayview Crossing Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 75 Days On Market

  • /3

    $645,990

    New Construction
    • 3 - 4 Beds
    • 2 - 3 Baths
    • 2,066 Sq Ft

    Douglas II Plan at Northlake at Ovation - Traditional, Winter Garden, FL 34787

    The Douglas II is a one-story home offering three bedrooms, two full bathrooms, and a two-car garage. The open-concept layout connects the kitchen to the great room, creating a spacious and bright central living space. A private primary suite offers comfort and seclusion, while an oversized laundry room and a large, covered lanai enhance everyday functionality and outdoor living. Thoughtful

    Ashton Woods Builder
    17551 Lake Star Rd Unit 36470845, Winter Garden, FL 34787
  • /25

    $2,955

    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 $2,955/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 4, 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
  • /2

    $510,000

    Sold Jan 05, 2026

    12259 Bracco St, Winter Garden, FL 34787

    • 4 Beds
    • 2.5 Baths
    • 2,082 Sq Ft
    • Built 2024

    Last Sold Summary

    • 11% Below List Price
    • $245/SF
    • 176 Days On Market

    Current Estimated Value $513,420

    Last Listing Agent Khadija Webber EPIQUE REALTY INC.

    12259 Bracco St, Winter Garden, FL 34787
    • /2

      Est $496,750

      Not Listed For Sale

      6317 Hamlin Reserve Blvd, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,990 Sq Ft
      • Built 2018
      6317 Hamlin Reserve Blvd, Winter Garden, FL 34787

      Last Sold Summary

      • 175 Days On Market

  • /16

    $924,990

    New Construction
    • 4 - 5 Beds
    • 4.5 - 5.5 Baths
    • 4,714 Sq Ft

    Newport Xl Plan at Lake Star at Ovation - Manor Series, Winter Garden, FL 34787

    At almost 5,000 sq. ft. you will be glad this home is built to Energy Star 3.1 building standards, making this home more energy efficient than homes just built to code, and it is backed by M/I Homes’ Transferable Structural Warranty. To learn more about this home schedule your personal tour today!

    M/I Homes Builder
    12025 Encore at Ovation Way Unit 36464383, 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

    $485,000

    Sold Sep 23, 2025

    11960 Bracco St, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,678 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $289/SF
    • 326 Days On Market

    Current Estimated Value $482,294

    11960 Bracco St, Winter Garden, FL 34787
    • /31

      Est $443,300

      Not Listed For Sale

      15416 Blackbead St, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,853 Sq Ft
      • Built 2018
      15416 Blackbead St, Winter Garden, FL 34787

      Last Sold Summary

      • 191 Days On Market

  • /35

    $599,990

    Pending
    • 4 Beds
    • 2.5 Baths
    • 2,605 Sq Ft

    15025 Pigeon Plum Ln, Winter Garden, FL 34787

    Under contract-accepting backup offers. Disney Fireworks from your front window! This 4 bedroom home PLUS OFFICE/FLEX SPACE in the desirable Summerlake neighborhood is ready for you to call home! TOUR THE HOUSE WITH THE VIRTUAL TOUR LINK. One step in and the modern finishes will catch your eye, from the new luxury vinyl flooring (correction 6/6/2026, laminate flooring) throughout the downstairs

    Chris Winn BLOOM HOME GROUP REALTY LLC

    15025 Pigeon Plum Ln, Winter Garden, FL 34787
  • /25

    $2,930

    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 $2,930/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 11, 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

    $1,250,000

    Sold Mar 30, 2026

    14355 Black Lake Preserve St, Winter Garden, FL 34787

    • 6 Beds
    • 5 Baths
    • 5,296 Sq Ft
    • Built 2016

    Last Sold Summary

    • 5% Above List Price
    • $236/SF
    • 3 Days On Market

    Current Estimated Value $1,216,949

    Last Listing Agent Drew Belani COMPASS FLORIDA LLC

    14355 Black Lake Preserve St, Winter Garden, FL 34787
    • /17

      Est $536,703

      Not Listed For Sale

      9014 Pinch Shot Dr, Winter Garden, FL 34787

      • 3 Beds
      • 2 Baths
      • 2,089 Sq Ft
      • Built 2018
      9014 Pinch Shot Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 2 Days On Market

Showing Results 201 - 240, Page 6 of 18

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