36,879

Winter Garden, FL Homes

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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 for

    Agent Photo

    Nayane Seabra

    WRA BUSINESS & REAL ESTATE

    (321) 321-2089

    14501 Grove Resort Ave Unit 2340, Winter Garden, FL 34787
  • /43

    $4,800 per month

    • 5 Beds
    • 4 Baths
    • 3,800 Sq Ft
    • House for Rent

    15373 Lake Killarney Ct, Winter Garden, FL 34787

    Step into your dream home in the heart of Winter Garden! This brand-new beauty sits on a 3,700 sqft corner lot in a quiet cul-de-sac inside the sought-after Hamlin community. With 5 bedrooms, 4 bathrooms, a spacious bonus room, and a 2.5-car garage, fenced backyard, there’s plenty of room for family, guests, and more. The open gourmet kitchen comes with quartz countertops, sleek 42-inch cabinets,

    Agent Photo

    Sanjeev Malik

    EXP REALTY LLC

    (321) 490-4146

    15373 Lake Killarney Ct, Winter Garden, FL 34787
  • /2

    $662,000 Sold Feb 25, 2025

    9693 Lost Creek Dr, Winter Garden, FL 34787

    • 4 Beds
    • 3 Baths
    • 2,117 Sq Ft
    • Built 2021

    Last Sold Summary

    • 2% Below List Price
    • $313/SF
    • 6 Days On Market

    Current Estimated Value $673,382

    Last Listing Agent Mike Spicer LPT REALTY, LLC

    9693 Lost Creek Dr, Winter Garden, FL 34787
    • /2

      Est $437,583 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,644 Sq Ft

      13253 Peaceful Melody Dr, Winter Garden, FL 34787

      13253 Peaceful Melody Dr, Winter Garden, FL 34787
  • /72

    $724,900

    • 5 Beds
    • 3.5 Baths
    • 3,568 Sq Ft

    1073 Vinsetta Cir, Winter Garden, FL 34787

    PRIME Winter Garden location off Hardwood Marsh and Avalon! It’s not often a home hugs you when you walk through the door, the hint of warmth through the window and the enveloping feeling of home. A true place of stillness that is so hard to find nowadays. The Hawthorne model is really the perfect floor plan! With space for everyone still managing to embody an inviting coziness with over 3,500 sq

    Agent Photo

    Autumn Makin

    LAKEFIELD REALTY GROUP LLC

    (321) 395-5514

    1073 Vinsetta Cir, Winter Garden, FL 34787
  • /14

    $2,900 per month

    • 4 Beds
    • 2.5 Baths
    • 1,770 Sq Ft
    • Townhouse for Rent

    6433 Breeze Filled Ln, Winter Garden, FL 34787

    Step into elevated living at 6433 Breeze Filled Ln, a beautifully crafted townhouse nestled in the vibrant, master-planned community of Waterleigh in Winter Garden, FL. This spacious home offers four generously sized bedrooms, two full bathrooms, and a convenient half bath—perfectly balancing comfort, privacy, and functionality for families, guests, or a home office. The open-concept floor plan

    Agent Photo

    Ursula Garcia Moraes

    PRISTINE INTERNATIONAL REALTY LLC

    (321) 321-6914

    6433 Breeze Filled Ln, Winter Garden, FL 34787
  • /31

    $469,990 Sold Oct 17, 2025

    • 2,072 Sq Ft
    • $227/SF
    • 3 Beds
    • 3.5 Baths
    • Built 2025

    15405 Hamlin Park Dr, Winter Garden, FL 34787

    Welcome to this beautifully designed three-story townhome inspired by the Coastal Collection. Featuring three private suites, this home offers flexibility and comfort with a convenient first-floor suite and a luxurious third-floor primary suite. The open-concept second floor is perfect for entertaining, showcasing a spacious living room,dining area, and a chef-inspired kitchen with 42 cabinets,

    Ashton Woods

    15405 Hamlin Park Dr, Winter Garden, FL 34787
    • /2

      Est $296,189 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,216 Sq Ft

      1670 Scarlet Oak Loop Unit A, Winter Garden, FL 34787

      1670 Scarlet Oak Loop Unit A, Winter Garden, FL 34787
  • /45

    $895,000

    • 5 Beds
    • 3.5 Baths
    • 4,497 Sq Ft

    4940 Palmetto Park Dr, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Elegant and spacious living awaits at 4940 Palmetto Park Drive in the desirable community of Orchard Hills. This beautifully appointed 5-bedroom, 4-bath residence offers a thoughtfully designed floor plan featuring a formal living and dining room, a loft, private home office/den, and a dedicated media room – perfect for work, relaxation, or

    Agent Photo

    Francine Arroyo Santowski

    BHHS FLORIDA REALTY

    (321) 382-0168

    4940 Palmetto Park Dr, Winter Garden, FL 34787
  • /101

    $1,586 - $2,563 per month

    Vida Winter Garden

    1 - 3 Beds

    1223 E Plant St, Winter Garden, FL 34787

    Indulge in modern and spacious living at Vida Winter Garden, offering 15 thoughtfully designed floor plans tailored to suit various lifestyles. Choose from studio, 1, 2, and 3-bedroom options, where open-concept designs create optimum space and comfort in every home. The authentic lifestyle you're after and the perfect place to put down your own roots. Enjoy life in a welcoming and diverse Winter

    1223 E Plant St, Winter Garden, FL 34787
  • /2

    $616,990 Sold Jan 17, 2025

    16019 Ridge Haven Aly, Winter Garden, FL 34787

    • 4 Beds
    • 3.5 Baths
    • 2,500 Sq Ft
    • Built 2024

    Last Sold Summary

    • $247/SF
    • 0 Days On Market

    Current Estimated Value $625,959

    Last Listing Agent Jay Love DR HORTON REALTY OF CENTRAL FLORIDA LLC

    16019 Ridge Haven Aly, Winter Garden, FL 34787
    • /2

      Est $535,609 Not Listed For Sale

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

      16800 Hamlin Oasis Loop, Winter Garden, FL 34787

      16800 Hamlin Oasis Loop, Winter Garden, FL 34787
  • /41

    $699,000

    • 4 Beds
    • 3 Baths
    • 2,117 Sq Ft

    9723 Lost Creek Dr, Winter Garden, FL 34787

    Beautiful 4-bedroom, 3 bath water view home in Waterleigh, Horizon West’s Premier Community! Welcome to your next chapter in Waterleigh, where resort-style amenities and thoughtful design come together in one of Horizon West’s most desirable neighborhoods. This impeccably maintained 4-bedroom, 3-bath home offers 2,117 sq. ft. of single-story comfort, ideal for families, first-time buyers, or

    Ping Ma

    CHARLES RUTENBERG REALTY ORLANDO

    (321) 478-2658

    9723 Lost Creek Dr, Winter Garden, FL 34787
  • /27

    $2,750 per month

    • 3 Beds
    • 2.5 Baths
    • 2,295 Sq Ft
    • Townhouse for Rent

    1085 W Orange Trail, Winter Garden, FL 34787

    Location ! Location ! Location !New Construction Townhome in Prime Ocoee Location!Discover this beautiful 3-bedroom, 2.5-bath townhome featuring a spacious living room and modern design. Conveniently located near West Orange Trails, shopping plazas, and dining options, this home offers both comfort and accessibility. Key Features:*All appliances included*1-car garage*Zoned for

    Yogini Bhave CHARLES RUTENBERG REALTY ORLANDO

    1085 W Orange Trail, Winter Garden, FL 34787
  • /46

    $915,000 Sold May 14, 2025

    15143 Ovation Dr, Winter Garden, FL 34787

    • 7 Beds
    • 4 Baths
    • 4,692 Sq Ft
    • Built 2010

    Last Sold Summary

    • 2% Below List Price
    • $195/SF
    • 22 Days On Market

    Current Estimated Value $922,034

    Last Listing Agent Evie Anderson PREFERRED REAL ESTATE BROKERS

    15143 Ovation Dr, Winter Garden, FL 34787
    • /2

      Est $334,140 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,228 Sq Ft

      14189 Avenue of the Groves, Winter Garden, FL 34787

      14189 Avenue of the Groves, Winter Garden, FL 34787
  • /81

    $1,399,000 Pending

    • 4 Beds
    • 4.5 Baths
    • 4,123 Sq Ft

    15332 Johns Lake Pointe Blvd, Winter Garden, FL 34787

    Under contract-accepting backup offers. Spectacular Lakefront Living on Johns Lake in Winter Garden, Florida - Pool, Spa & Stunning Sunset Views - Welcome to this extraordinary Standard Pacific executive home, perfectly positioned on over a quarter acre with 87 feet of pristine lakefront along beautiful Johns Lake. From the instant you walk in, the openness, elegance, and sweeping lake view

    Agent Photo

    Denise Gregorie

    CLOCK TOWER REALTY

    (321) 450-4345

    15332 Johns Lake Pointe Blvd, Winter Garden, FL 34787
  • /56

    $1,453 - $2,978 per month

    Integra Avalon

    1 - 3 Beds

    17825 Avalon Grove Loop, Winter Garden, FL 34787

    Experience the pinnacle of modern living at Integra Avalon, where every apartment blends sophistication and elegance. Nestled in the serene Four Corners Winter Garden, Florida, Integra Avalon embodies a refined lifestyle enhanced by premium amenities, state-of-the-art facilities, and a vibrant community atmosphere. Indulge in an unparalleled living experience where comfort and luxury seamlessly

    17825 Avalon Grove Loop, Winter Garden, FL 34787
  • /2

    $1,017,957 Sold Mar 07, 2025

    16004 Barkly Ridge Ct, Winter Garden, FL 34787

    • 5 Beds
    • 4.5 Baths
    • 3,987 Sq Ft
    • Built 2025

    Last Sold Summary

    • $255/SF

    Current Estimated Value $1,000,499

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

    16004 Barkly Ridge Ct, Winter Garden, FL 34787
    • /2

      Est $514,866 Not Listed For Sale

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

      16878 Hamlin Vista Aly, Winter Garden, FL 34787

      16878 Hamlin Vista Aly, Winter Garden, FL 34787
  • /100

    $2,249,000

    • 7 Beds
    • 6.5 Baths
    • 5,283 Sq Ft

    16689 Broadwater Ave, Winter Garden, FL 34787

    Perfectly positioned within Twinwaters, one of Winter Garden’s most sought-after communities, this remarkable 7-bedroom, 6.5-bath residence captures the essence of refined Florida living. Built in 2016 and extensively upgraded, it now combines modern sophistication with timeless design — offering over 5,200 square feet of thoughtfully curated space designed for both relaxation and entertaining.

    Agent Photo

    Bent Danholm

    MAXIM REALTY ORLANDO

    (321) 517-0933

    16689 Broadwater Ave, Winter Garden, FL 34787
  • /29

    $2,150 per month

    • 3 Beds
    • 2.5 Baths
    • 1,544 Sq Ft
    • Townhouse for Rent

    1532 Broken Oak Dr Unit B, Winter Garden, FL 34787

    Fantastic open concept floor plan for this end unit which has been freshly painted, stainless steal appliances, washer/dryer, and 2 car garage. The gated community, Tucker Oaks, offers wonderful amenities such as pool, parks, playgrounds, dog park, and this particular unit backs up to wooded area for additional privacy. Tucker Oaks in Winter Garden is close to all the theme parks, major

    Dawn Briggs BLUE MAGNOLIA REALTY LLC

    1532 Broken Oak Dr Unit B, Winter Garden, FL 34787
  • /2

    $249,000 Sold Feb 28, 2025

    1170 Westside Dr, Winter Garden, FL 34787

    • 2 Beds
    • 2 Baths
    • 814 Sq Ft
    • Built 1986

    Last Sold Summary

    • $306/SF
    • 46 Days On Market

    Current Estimated Value $234,332

    Last Listing Agent Carina Davis LAKESIDE REALTY WINDERMERE INC

    1170 Westside Dr, Winter Garden, FL 34787
    • /2

      Est $750,349 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 3,224 Sq Ft

      12817 Charmed Dr, Winter Garden, FL 34787

      12817 Charmed Dr, Winter Garden, FL 34787
  • /70

    $1,000,000

    • 5 Beds
    • 4 Baths
    • 3,863 Sq Ft

    1711 Amsel Falls Park Terrace, Winter Garden, FL 34787

    Welcome to this stunning architectural masterpiece nestled in the heart of Twinwaters, one of Winter Garden’s most sought-after communities. This elegant two-story home seamlessly blends sophistication and comfort, offering over 3,600 square feet of beautifully designed living space. Step through the grand entryway to find soaring ceilings, expansive windows that fill the home with natural light,

    Agent Photo

    Jamil C. Winston (Jay)

    COLDWELL BANKER RESIDENTIAL RE

    (321) 273-8188

    1711 Amsel Falls Park Terrace, Winter Garden, FL 34787
  • /96

    $1,535 - $2,730 per month

    Ascend Waterleigh Village

    1 - 3 Beds

    16200 Ascend Village Ln, Winter Garden, FL 34787

    Retreat to a life of ultimate luxury at Ascend Waterleigh Village, a brand-new community offering one, two, and three bedroom apartments in a beautiful lakeside neighborhood. Our open floor plans offer the perfect mix of form and function, with features ranging from modern kitchens with stainless steel appliances and prep islands to spacious bedrooms with oversized walk-in closets. As a resident,

    16200 Ascend Village Ln, Winter Garden, FL 34787
  • /2

    $645,000 Sold Sep 19, 2025

    1208 Castleport Rd, Winter Garden, FL 34787

    • 5 Beds
    • 3.5 Baths
    • 3,074 Sq Ft
    • Built 2001

    Last Sold Summary

    • 8% Below List Price
    • $210/SF
    • 85 Days On Market

    Current Estimated Value $646,705

    Last Listing Agent Barbara Waltman KELLER WILLIAMS CLASSIC

    1208 Castleport Rd, Winter Garden, FL 34787
    • /2

      Est $542,667 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,083 Sq Ft

      16938 Hamlin Oasis Loop, Winter Garden, FL 34787

      16938 Hamlin Oasis Loop, Winter Garden, FL 34787
  • /37

    $289,000

    • 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

    Agent Photo

    Rick Brown

    KELLER WILLIAMS ADVANTAGE 2 REALTY

    (321) 382-2706

    14501 Grove Resort Ave Unit 2438, Winter Garden, FL 34787
  • /33

    $3,000 per month

    • 4 Beds
    • 3.5 Baths
    • 2,492 Sq Ft
    • House for Rent

    1458 Waverunner Ln, Winter Garden, FL 34787

    Built in 2022 and now gently lived-in, this beautifully maintained Sage model by Lennar offers a thoughtful layout with two primary bedroom suites, ideal for flexible living arrangements. The open-concept first floor seamlessly connects the kitchen, dining, and family room, creating a comfortable and functional living space. The kitchen features 42" upper cabinets, quartz countertops, stainless

    Evan Caulfield STOCKWORTH REALTY GROUP

    1458 Waverunner Ln, Winter Garden, FL 34787
  • /2

    $550,568 Sold Feb 19, 2025

    16374 Hamlin Vista Aly, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 2,078 Sq Ft
    • Built 2024

    Last Sold Summary

    • $265/SF
    • 0 Days On Market

    Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    16374 Hamlin Vista Aly, Winter Garden, FL 34787
    • /2

      Est $752,106 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,327 Sq Ft

      12841 Charmed Dr, Winter Garden, FL 34787

      12841 Charmed Dr, Winter Garden, FL 34787
  • /83

    $2,150,000

    • 5 Beds
    • 6 Baths
    • 4,478 Sq Ft

    15783 Tangerine Dream Ct, Winter Garden, FL 34787

    LUXURY ISLAND HOME IN POPULAR GATED COMMUNITY. Experience modern lakefront luxury in Emerald Point, an exclusive gated island of only 28 homes within the desirable Hickory Hammock community, offering a rare blend of luxury, privacy and premium lakefront living. Perfectly positioned on Johns Lake, this contemporary two-story home showcases clean architectural lines, sophisticated finishes, and

    Agent Photo

    Denise Gregorie

    CLOCK TOWER REALTY

    (321) 351-3610

    15783 Tangerine Dream Ct, Winter Garden, FL 34787
  • /60

    $1,655 - $3,310 per month

    The Haven at Lake Britt

    Studio - 3 Beds

    15145 Havencrest Cir, Winter Garden, FL 34787

    Winter Move-In Magic! Cold Outside, Hot Savings Inside! 50% OFF 4 Months, Plus Get an Extra $500 Off When You Move-in by 12/31/25!Now leasing luxury apartments and two-car garage townhomes for rent in Winter Garden, FL, near Disney! Discover The Haven at Lake Britt, a brand-new upscale apartment community surrounded by the peaceful beauty of Horizon West, Florida. Nestled in the vibrant Flamingo

    15145 Havencrest Cir, Winter Garden, FL 34787
  • /33

    $422,000 Sold Apr 04, 2025

    14029 Title Way, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,636 Sq Ft
    • Built 2020

    Last Sold Summary

    • 2% Below List Price
    • $258/SF
    • 53 Days On Market

    Current Estimated Value $423,407

    Last Listing Agent Mario Arroyo Invierta Group LLC

    14029 Title Way, Winter Garden, FL 34787
    • /2

      Est $460,283 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,685 Sq Ft

      16743 Harper Cove Dr, Winter Garden, FL 34787

      16743 Harper Cove Dr, Winter Garden, FL 34787
  • /97

    $1,600,000

    • 6 Beds
    • 5 Baths
    • 5,177 Sq Ft

    16636 Broadwater Ave, Winter Garden, FL 34787

    Set within Winter Garden’s desirable Twinwaters community, this expansive residence blends Mediterranean-inspired architecture with modern comfort, energy efficiency, and thoughtful upgrades throughout. Offering 5,177 square feet of living space and 6,132 total square feet under roof, the home provides six bedrooms, five full bathrooms, generous gathering areas, and an outdoor setting designed

    Agent Photo

    Bent Danholm

    MAXIM REALTY ORLANDO

    (321) 406-3622

    16636 Broadwater Ave, Winter Garden, FL 34787
  • /21

    $3,200 per month

    • 4 Beds
    • 2 Baths
    • 1,915 Sq Ft
    • House for Rent

    14645 Magnolia Ridge Loop, Winter Garden, FL 34787

    Single-family home featuring 4 bedrooms and 2 bathrooms located in the desirable city of Winter Garden, Florida. This residence offers a functional floor plan with open living and dining areas, ideal for everyday living. The kitchen provides ample cabinet space and efficient workflow, seamlessly connecting to the main living areas. The primary bedroom includes a private bathroom and a spacious

    Ramses Gonzalez LA ROSA REALTY KISSIMMEE

    14645 Magnolia Ridge Loop, Winter Garden, FL 34787
  • /2

    $510,000 Sold Nov 14, 2025

    16394 Silver Brook Way, Winter Garden, FL 34787

    • 4 Beds
    • 2.5 Baths
    • 2,114 Sq Ft
    • Built 2025

    Last Sold Summary

    • $241/SF

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

    16394 Silver Brook Way, Winter Garden, FL 34787
    • /2

      Est $1,176,599 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 3,285 Sq Ft

      14054 Larkspur Lake Dr, Winter Garden, FL 34787

      14054 Larkspur Lake Dr, Winter Garden, FL 34787

Showing Results 41 - 80, Page 2 of 18

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