37,947

Winter Garden, FL Homes

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  • /56

    $559,000

    $6K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,216 Sq Ft

    15741 Fountain Springs Rd, Winter Garden, FL 34787

    Welcome to this beautifully maintained home in the master-planned community of Waterleigh community of Horizon West in Winter Garden. This popular Bellake floor plan offers over 2,200 square feet of beautifully maintained living space. Rare concrete block construction on both the first and second floors, thoughtful updates by the current owner, and a functional open-concept layout make this home

    Agent Photo

    Tiffany Pantozzi

    ALIGN REAL ESTATE LLC

    15741 Fountain Springs Rd, Winter Garden, FL 34787
  • /16

    $2,650 Per Month

    • 4 Beds
    • 2 Baths
    • 1,990 Sq Ft
    • House for Rent

    747 Citrus Dr, Winter Garden, FL 34787

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home is priced to rent and won't be around for long. Apply now, while we make this home ready for you, or call to arrange a meeting with your local Progress Residential leasing specialist

    747 Citrus Dr, Winter Garden, FL 34787
  • /36

    $567,990

    Sold Apr 14, 2026

    13169 Calming Breeze Way, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 2,078 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 4% Above List Price
    • $273/SF
    • 19 Days On Market

    Current Estimated Value $551,345

    Dream Finders Homes Serenade at Ovation - Bungalows

    13169 Calming Breeze Way, Winter Garden, FL 34787
    • /2

      Est $2,260,891

      Not Listed For Sale

      16779 Broadwater Ave, Winter Garden, FL 34787

      • 7 Beds
      • 5.5 Baths
      • 6,289 Sq Ft
      • Built 2021
      16779 Broadwater Ave, Winter Garden, FL 34787

      Last Sold Summary

      • 213 Days On Market

  • /47

    $351,450

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

    14501 Grove Resort Ave Unit 3538, Winter Garden, FL 34787

    Motivated Seller – Spacious 3-Bedroom Condo on the 5th Floor!Step into the popular Jasmine plan, a roomy 3-bedroom condo featuring modern decor, quartz countertops, and full furnishings — everything you need for a perfect vacation. Fully equipped and turnkey, this condo allows for effortless ownership: enjoy it anytime, and let the resort’s professional management team handle guest services

    Agent Photo

    Bill Traback

    MBI REALTY LLC

    14501 Grove Resort Ave Unit 3538, Winter Garden, FL 34787
  • /19

    $2,700 Per Month

    • 3 Beds
    • 2.5 Baths
    • Townhouse for Rent

    15254 Sunrise Grove Ct, Winter Garden, FL 34787

    Property Id: 1816737 This beautiful 3-bedroom, 2.5-bath townhome located in the highly sought-after gated Hickory Hammock community in Winter Garden. This well-maintained home offers an open-concept floor plan with abundant natural light, a spacious living and dining area, a modern kitchen featuring stainless steel appliances, ample cabinet space, and a breakfast bar perfect for everyday

    15254 Sunrise Grove Ct, Winter Garden, FL 34787
  • /40

    $780,000

    Sold Dec 26, 2025

    12886 Harvest Rain Ave, Winter Garden, FL 34787

    • 5 Beds
    • 4.5 Baths
    • 3,101 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $252/SF
    • 62 Days On Market

    Current Estimated Value $778,000

    Taylor Morrison Harvest at Ovation

    12886 Harvest Rain Ave, Winter Garden, FL 34787
    • /2

      Est $436,298

      Not Listed For Sale

      525 Garden Heights Dr, Winter Garden, FL 34787

      • 3 Beds
      • 2 Baths
      • 1,693 Sq Ft
      • Built 1981
      525 Garden Heights Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 14 Days On Market

  • /52

    $248,000

    $52K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,544 Sq Ft

    14501 Grove Resort Ave Unit 1407, Winter Garden, FL 34787

    Waterpark View- NEW PRICE! Enjoy sweeping waterpark views from this spacious Sable floor plan, the largest 3-bedroom, 3-bath condominium available at The Grove Resort Orlando. Fully furnished and professionally outfitted, this expansive condo-hotel residence offers the perfect blend of vacation comfort and investment potential just 15 minutes from Walt Disney World®. Located in the amenity tower,

    Agent Photo

    Bill Traback

    MBI REALTY LLC

    14501 Grove Resort Ave Unit 1407, Winter Garden, FL 34787
  • /20

    $3,100

    Total Monthly Price

    • 4 Beds
    • 3 Baths
    • 2,360 Sq Ft
    • House for Rent

    1424 Mistflower Ln, Winter Garden, FL 34787

    Now offering 19-month leases. Sign today and lock in today’s low rate for the next 19 months! Offer valid for new applicants who sign a 19-month lease and move-in by August 31, 2026. Base rent will remain at the 12-month lease rate for the duration of the 19-month term. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This

    1424 Mistflower Ln, Winter Garden, FL 34787
  • /2

    $510,000

    Sold Oct 31, 2025

    706 Grandhaven Way, Winter Garden, FL 34787

    • 4 Beds
    • 3 Baths
    • 1,904 Sq Ft
    • Built 2010

    Last Sold Summary

    • 5% Below List Price
    • $268/SF
    • 37 Days On Market

    Current Estimated Value $503,135

    Last Listing Agent Amy Moline EXP REALTY LLC

    706 Grandhaven Way, Winter Garden, FL 34787
    • /2

      Est $284,549

      Not Listed For Sale

      1469 Broken Oak Dr Unit 43A, Winter Garden, FL 34787

      • 2 Beds
      • 2 Baths
      • 1,216 Sq Ft
      • Built 2007
      1469 Broken Oak Dr Unit 43A, Winter Garden, FL 34787

      Last Sold Summary

      • 60 Days On Market

  • /57

    $325,000

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

    14501 Grove Resort Ave Unit 3712, Winter Garden, FL 34787

    Penthouse-level Jasmine floor plan at The Grove Resort and Waterpark. This spacious 3 bedroom, 2 bath condo features a large great room and a split-bedroom layout designed for privacy and comfort. Fully furnished and move-in ready. Owners may use the condo anytime, and when not in use, the on-site resort operator manages all marketing, guest services, and maintenance, generating revenue with no

    Agent Photo

    Bill Traback

    MBI REALTY LLC

    14501 Grove Resort Ave Unit 3712, Winter Garden, FL 34787
  • /20

    $5,600 Per Month

    • 6 Beds
    • 4 Baths
    • 3,210 Sq Ft
    • House for Rent

    3425 Turningwind Ln, Winter Garden, FL 34787

    Welcome to your potential new home in the charming city of Winter Garden, Florida. This well-positioned property offers both comfort and convenience, making it an ideal choice for anyone looking to enjoy the vibrant community life while having essential amenities just moments away.This property features spacious bedrooms and well-appointed bathrooms, providing ample room for relaxation

    3425 Turningwind Ln, Winter Garden, FL 34787
  • /2

    $526,000

    Sold Oct 15, 2025

    13029 Tranquil Water Aly, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,836 Sq Ft
    • Built 2024

    Last Sold Summary

    • 2% Below List Price
    • $286/SF
    • 0 Days On Market

    Current Estimated Value $524,416

    Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    13029 Tranquil Water Aly, Winter Garden, FL 34787
    • /2

      Est $763,000

      Not Listed For Sale

      708 Valencia Ct, Winter Garden, FL 34787

      • 4 Beds
      • 2 Baths
      • 2,652 Sq Ft
      • Built 1973
      708 Valencia Ct, Winter Garden, FL 34787

      Last Sold Summary

      • 14 Days On Market

  • /45

    $550,000

    $124K PRICE DROP Under Contract
    • 3 Beds
    • 3.5 Baths
    • 2,571 Sq Ft

    15456 Gilligan Ct, Winter Garden, FL 34787

    Under contract-accepting backup offers. Disney fireworks views, single-story living, low HOA — just 3.9 miles from Disney. Welcome to Winding Bay in Winter Garden, where location, lifestyle, and long-term value come together in one beautifully maintained home. This pristine 3-bedroom, 3.5-bath residence with a flexible bonus room offers the perfect setup for everyday living, visiting guests,

    Agent Photo

    Loren Rosenthal

    NEXTHOME CASA BELLA ELITE

    15456 Gilligan Ct, Winter Garden, FL 34787
  • /20

    $2,949 Per Month

    • 4 Beds
    • 2.5 Baths
    • 1,913 Sq Ft
    • House for Rent

    6463 Breeze Filled Ln, Winter Garden, FL 34787

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $3046.90. That covers your base rent, $2949.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Community

    6463 Breeze Filled Ln, Winter Garden, FL 34787
  • /2

    $555,000

    Sold Jun 12, 2026

    723 Sunburst Cove Ln, Winter Garden, FL 34787

    • 4 Beds
    • 2.5 Baths
    • 2,189 Sq Ft
    • Built 2000

    Last Sold Summary

    • $254/SF
    • 22 Days On Market

    Current Estimated Value $553,706

    Last Listing Agent Lois Cox WATSON REALTY CORP

    723 Sunburst Cove Ln, Winter Garden, FL 34787
    • /2

      Est $364,774

      Not Listed For Sale

      1470 Daniels Cove Dr, Winter Garden, FL 34787

      • 3 Beds
      • 2 Baths
      • 1,371 Sq Ft
      • Built 1999
      1470 Daniels Cove Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 25 Days On Market

  • /51

    $190,000

    • 2 Beds
    • 2 Baths
    • 1,375 Sq Ft

    14501 Grove Resort Ave Unit 3231, Winter Garden, FL 34787

    TOWER 3 LOCATION CLOSEST TO THE WATERPARK! Exceptional opportunity to own at The Grove Resort & Water Park, one of Central Florida’s premier vacation ownership destinations just minutes from Walt Disney World. This condo is a beautifully furnished Birch Plan residence offering a comfortable, turnkey layout designed for personal enjoyment and income-producing vacation rental use. The open living

    Agent Photo

    Bill Traback

    MBI REALTY LLC

    14501 Grove Resort Ave Unit 3231, Winter Garden, FL 34787
  • /15

    $2,889 Per Month

    • 4 Beds
    • 2 Baths
    • 2,505 Sq Ft
    • House for Rent

    1078 Woodson Hammock Cir, Winter Garden, FL 34787

    Coming soon - this home is currently being enjoyed by another resident but will be available soon. Pre-lease this home now with Tricon Pre-Lease Guarantee. This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 4 bedrooms, 2.0 bathrooms, and approximately 2,505 square feet, this well-maintained home offers a high standard of rental living,

    1078 Woodson Hammock Cir, Winter Garden, FL 34787
  • /2

    $1,218,750

    Sold Jan 06, 2026

    7833 Freestyle Ln, Winter Garden, FL 34787

    • 4 Beds
    • 3 Baths
    • 3,364 Sq Ft
    • Built 2018

    Last Sold Summary

    • 13% Below List Price
    • $362/SF
    • 71 Days On Market

    Current Estimated Value $1,209,924

    Last Listing Agent Dennesha Leachman GLOBAL SAPPHIRE REALTY LLC

    7833 Freestyle Ln, Winter Garden, FL 34787
    • /2

      Est $552,746

      Not Listed For Sale

      97 Desiree Aurora St, Winter Garden, FL 34787

      • 4 Beds
      • 2 Baths
      • 1,853 Sq Ft
      • Built 2001
      97 Desiree Aurora St, Winter Garden, FL 34787

      Last Sold Summary

      • 38 Days On Market

  • /25

    $325,000

    $44K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,265 Sq Ft

    14501 Grove Resort Ave Unit 3205, Winter Garden, FL 34787

    Luxury vacation rental within The Grove Resort and Spa. Beautifully furnished with modern furniture and fixtures that make for a one-of-a-kind vacation property, this fully furnished 2-bedroom, 2-bath unit can sleep up to 8 people (room with1 king bed, room with 2 full beds and queen sleeper sofa) and has a gourmet kitchen with stainless steel appliances and quartz counters. The Grove Resort and

    Agent Photo

    Jamie Ampel

    ALL SELLERS & BUYERS REALTY INC

    14501 Grove Resort Ave Unit 3205, Winter Garden, FL 34787
  • /19

    $1,865 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,145 Sq Ft
    • House for Rent

    1198 Maxey Dr, Winter Garden, FL 34787

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and reserve

    1198 Maxey Dr, Winter Garden, FL 34787
  • /2

    $195,000

    Sold Jul 10, 2026

    168 Windtree Ln Unit 203, Winter Garden, FL 34787

    • 2 Beds
    • 2 Baths
    • 918 Sq Ft
    • Built 1985

    Last Sold Summary

    • 5% Above List Price
    • $212/SF
    • 252 Days On Market

    Current Estimated Value $184,370

    Last Listing Agent Erik McGinnis HOMEVEST REALTY

    168 Windtree Ln Unit 203, Winter Garden, FL 34787
    • /2

      Est $571,167

      Not Listed For Sale

      14016 Fox Glove St, Winter Garden, FL 34787

      • 4 Beds
      • 2 Baths
      • 2,608 Sq Ft
      • Built 2003
      14016 Fox Glove St, Winter Garden, FL 34787

      Last Sold Summary

      • 4 Days On Market

  • /48

    $304,000

    $35K PRICE INCREASE
    • 2 Beds
    • 2 Baths
    • 1,265 Sq Ft

    14501 Grove Resort Ave Unit 1105, Winter Garden, FL 34787

    Skip the Elevator. Start the Vacation.First-floor units in Tower 1 at The Grove Resort don't come up often — and when they do, they don't last. Guests love them. No elevator wait, instant access to the pools and waterpark, and the kind of easy resort flow that earns five-star reviews and repeat bookings.This fully furnished 2-bedroom split-plan features soaring ceilings and generous room

    Agent Photo

    Bill Traback

    MBI REALTY LLC

    14501 Grove Resort Ave Unit 1105, Winter Garden, FL 34787
  • /20

    $5,425

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • Condo for Rent

    1223 E Plant St Unit SI FL3-ID1511054P, Winter Garden, FL 34787

    The advertised rate of $5,425/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 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

    1223 E Plant St Unit SI FL3-ID1511054P, Winter Garden, FL 34787
  • /27

    $639,990

    Sold Mar 25, 2026

    12445 Clear Sapphire Dr, Winter Garden, FL 34787

    • 4 Beds
    • 3.5 Baths
    • 2,693 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 1% Below List Price
    • $238/SF
    • 6 Days On Market

    K. Hovnanian Homes Osprey Ranch

    12445 Clear Sapphire Dr, Winter Garden, FL 34787
    • /2

      Est $416,359

      Not Listed For Sale

      15169 Harrowgate Way Unit 3, Winter Garden, FL 34787

      • 3 Beds
      • 2 Baths
      • 1,379 Sq Ft
      • Built 2003
      15169 Harrowgate Way Unit 3, Winter Garden, FL 34787

      Last Sold Summary

      • 22 Days On Market

  • /48

    $325,890

    • 2 Beds
    • 2 Baths
    • 1,375 Sq Ft

    14501 Grove Resort Ave Unit 1220, Winter Garden, FL 34787

    The Birch — 2 Bed / 2 Bath Condo-HotelThe only floorplan at The Grove with two true primary suites.Most two-bedroom resort units give you a primary suite and a noticeably smaller second room. Not the Birch. Both bedrooms are generously sized, both feature private en suite baths, and both feel like the primary suite — making this the ideal choice for two couples traveling together,

    Agent Photo

    Bill Traback

    MBI REALTY LLC

    14501 Grove Resort Ave Unit 1220, Winter Garden, FL 34787
  • /18

    $2,550

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,390 Sq Ft
    • House for Rent

    15333 Harrowgate Way, Winter Garden, FL 34787

    Now offering 19-month leases. Sign today and lock in today’s low rate for the next 19 months! Offer valid for new applicants who sign a 19-month lease and move-in by August 31, 2026. Base rent will remain at the 12-month lease rate for the duration of the 19-month term. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This

    15333 Harrowgate Way, Winter Garden, FL 34787
  • /2

    $915,000

    Sold Jul 24, 2026

    6221 Argent Wood Dr, Winter Garden, FL 34787

    • 5 Beds
    • 4.5 Baths
    • 3,878 Sq Ft
    • Built 2025

    Last Sold Summary

    • 8% Below List Price
    • $236/SF
    • 94 Days On Market

    Current Estimated Value $922,054

    Last Listing Agent Rubens Aranha MS LAND & BUILDING LLC

    6221 Argent Wood Dr, Winter Garden, FL 34787
    • /2

      Est $784,357

      Not Listed For Sale

      2842 Balforn Tower Way, Winter Garden, FL 34787

      • 4 Beds
      • 3 Baths
      • 3,219 Sq Ft
      • Built 2007
      2842 Balforn Tower Way, Winter Garden, FL 34787

      Last Sold Summary

      • 35 Days On Market

  • /42

    $530,000

    Under Contract
    • 3 Beds
    • 2.5 Baths
    • 2,195 Sq Ft

    7725 Purple Finch St, Winter Garden, FL 34787

    Under contract-accepting backup offers. **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 7725 Purple Finch Street in Winter Garden, a 2-story home offering 3 bedrooms, 2.5 bathrooms, an open floorplan, and a comfortable layout designed for everyday living, with

    Agent Photo

    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    7725 Purple Finch St, Winter Garden, FL 34787
  • /16

    $2,700 Per Month

    • 3 Beds
    • 2 Baths
    • 2,057 Sq Ft
    • House for Rent

    1052 Sadie Ln, Winter Garden, FL 34787

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the lease is signed by all applicants and security deposits are collected.Interested in this home? You clearly have exceptional taste. This charming 3-bedroom, 2.0-bathroom home is not only pet-friendly, but also equipped with smart home features to make everyday life more convenient and

    1052 Sadie Ln, Winter Garden, FL 34787
  • /2

    $275,000

    Sold Sep 15, 2025

    1300 Eastern Pecan Place Unit 104, Winter Garden, FL 34787

    • 3 Beds
    • 2 Baths
    • 1,340 Sq Ft
    • Built 2005

    Last Sold Summary

    • 8% Below List Price
    • $205/SF
    • 90 Days On Market

    Current Estimated Value $270,845

    Last Listing Agent Todd Schroth EXP REALTY LLC

    1300 Eastern Pecan Place Unit 104, Winter Garden, FL 34787
    • /2

      Est $406,336

      Not Listed For Sale

      15321 Beamleigh Rd, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,645 Sq Ft
      • Built 2001
      15321 Beamleigh Rd, Winter Garden, FL 34787

      Last Sold Summary

      • 190 Days On Market

Showing Results 121 - 160, Page 4 of 18

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