37,760

Winter Garden, FL Homes

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  • /3

    $469,000

    • 4 Beds
    • 3.5 Baths
    • 1,920 Sq Ft

    7030 Twilight Bay Dr, Winter Garden, FL 34787

    Short Sale. Great home, great shape, let's talk

    Richard Cazeau EXP REALTY LLC

    7030 Twilight Bay Dr, Winter Garden, FL 34787
  • /15

    $3,249 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,908 Sq Ft
    • House for Rent

    12899 Westhaven Oak Dr, Winter Garden, FL 34787

    MODERN SINGLE-FAMILY HOME • FENCED BACKYARD • DETACHED 2-CAR GARAGE • MOVE-IN READY Welcome to this beautifully maintained 3 BEDROOM, 2.5 BATH home built in 2025, located in the highly desirable Westhaven at Ovation community, offering a perfect blend of comfort, style, and functionality. This thoughtfully designed home features an OPEN-CONCEPT LAYOUT with a bright living and dining area that

    Marisol Goncalvez De Ayala AGENT TRUST REALTY CORPORATION

    12899 Westhaven Oak Dr, Winter Garden, FL 34787
  • /2

    $235,000

    Sold Dec 03, 2025

    1326 Winter Green Way, Winter Garden, FL 34787

    • 3 Beds
    • 1.5 Baths
    • 1,200 Sq Ft
    • Built 1985

    Last Sold Summary

    • 4% Above List Price
    • $196/SF
    • 6 Days On Market

    Current Estimated Value $232,927

    Last Listing Agent Anthony O'Reilly Brookes WINTER GARDEN REAL ESTATE

    1326 Winter Green Way, Winter Garden, FL 34787
    • /2

      Est $213,786

      Not Listed For Sale

      430 Southern Pecan Cir Unit 207, Winter Garden, FL 34787

      • 1 Bed
      • 1 Bath
      • 942 Sq Ft
      • Built 2005
      430 Southern Pecan Cir Unit 207, Winter Garden, FL 34787

      Last Sold Summary

      • 20 Days On Market

  • /22

    $215,000

    • 2 Beds
    • 2 Baths
    • 814 Sq Ft

    1008 Stucki Terrace, Winter Garden, FL 34787

    FULLY RENOVATED 2 BED / 2 BATH UNIT! This beautifully updated home features a modern kitchen and completely renovated bathrooms, offering a clean, move-in-ready feel. The split floor plan provides privacy with both bedrooms designed as en-suite retreats, positioned on *opposite ends of the unit. Enjoy low-maintenance living with tile flooring throughout the entire home. A newer sliding glass door

    Gabriella Philippone INDEPENDENCE REALTY GROUP LLC

    1008 Stucki Terrace, Winter Garden, FL 34787
  • /47

    $2,700 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,624 Sq Ft
    • Townhouse for Rent

    17332 Sweet Moro Dr, Winter Garden, FL 34787

    EXCEPTIONAL TOWNHOME FOR RENT IN NORTHLAKE AT OVATION – HORIZON WEST, WINTER GARDEN – JUST 10 MIN FROM DISNEY! Welcometo this beautifully maintained 3-bedroom, 2.5-bath townhouse located in one of Winter Garden’s most desirable communities: Northlake atOvation in the heart of Horizon West. Offering style, comfort, and an unbeatable location, this home is move-in ready and perfect for

    Alfredo Meyer ALTIS REALTY

    17332 Sweet Moro Dr, Winter Garden, FL 34787
  • /2

    $446,490

    Sold Sep 17, 2025

    13241 Calming Breeze Way, Winter Garden, FL 34787

    • 3 Beds
    • 3.5 Baths
    • 1,715 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $260/SF
    • 14 Days On Market

    Current Estimated Value $443,403

    Dream Finders Homes Serenade at Ovation - Townhomes

    13241 Calming Breeze Way, Winter Garden, FL 34787
    • /9

      Est $216,839

      Not Listed For Sale

      225 Southern Pecan Cir Unit 106, Winter Garden, FL 34787

      • 1 Bed
      • 1 Bath
      • 838 Sq Ft
      • Built 2005
      225 Southern Pecan Cir Unit 106, Winter Garden, FL 34787

      Last Sold Summary

      • 144 Days On Market

  • /34

    $489,000

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

    9318 Mclaren Aly, Winter Garden, FL 34787

    Beautiful corner-lot home in a highly desirable location and excellent condition featuring 3 spacious bedrooms, 2 full bathrooms, a 2-car garage, and a long driveway with space for 2 additional vehicles. This well-maintained, move-in ready property also includes solar panels and a water purification system, offering both comfort and energy efficiency. With great natural lighting and located in a

    Jorge Sanchez Nunez MD3 HOMES LLC

    9318 Mclaren Aly, Winter Garden, FL 34787
  • /13

    $2,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,264 Sq Ft
    • Condo for Rent

    304 Southern Pecan Cir Unit 208, Winter Garden, FL 34787

    For rent: Spacious 2-bedroom, 2-bath, fully renovated corner unit 1264 sq.ft. Featuring fresh paint, modern vinyl flooring, and a peaceful wooded view. Located in a resort-style subdivision with top-notch amenities: indoor basketball and racquet ball courts, a full gym, and a barbecue pavilion. Available now for a quick move-in.

    Maria Lloret HOMESMART

    304 Southern Pecan Cir Unit 208, Winter Garden, FL 34787
  • /2

    $764,005

    Sold Jun 12, 2026

    5931 Flowering Cherry Bend, Winter Garden, FL 34787

    • 4 Beds
    • 3.5 Baths
    • 2,688 Sq Ft
    • Built 2026

    Last Sold Summary

    • 8% Below List Price
    • $284/SF
    • 0 Days On Market

    Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    5931 Flowering Cherry Bend, Winter Garden, FL 34787
    • /30

      Est $263,542

      Not Listed For Sale

      142 Southern Pecan Cir Unit 206, Winter Garden, FL 34787

      • 2 Beds
      • 2 Baths
      • 1,276 Sq Ft
      • Built 2005
      142 Southern Pecan Cir Unit 206, Winter Garden, FL 34787

      Last Sold Summary

      • 21 Days On Market

  • /13

    $99,000

    $11K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,248 Sq Ft

    14816 Sugura Dr Unit 2111, Winter Garden, FL 34787

    This nicely maintained two-bedroom, two-bathroom home offers the perfect blend of comfort and convenience. Step inside to discover a spacious layout with a separate Florida room and plenty of natural light. The French doors open up to the main living space with built in cabinet and dining area. The spacious bedrooms are very comfortable for anyone. The screened in porch offers a lovely outdoor

    Kim Unger CFL PROPERTY GROUP

    14816 Sugura Dr Unit 2111, Winter Garden, FL 34787
  • /23

    $1,995 Per Month

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Condo for Rent

    Unlisted Address

    Prime Location & Resort-Style Living! Welcome home to this beautifully appointed first-floor, 2-bedroom, 2-bath condo in the highly sought-after GATED community of Southern Pines. The desirable open, split floor plan offers both space and privacy, enhanced by wood laminate flooring throughout the living, dining, and kitchen, tile in the baths, and plush carpeted bedrooms. The kitchen features

    Marti Purdy MARTI PURDY PROPERTIES INC

    Unlisted Address
  • /2

    $495,000

    Sold May 12, 2026

    242 Black Springs Ln, Winter Garden, FL 34787

    • 3 Beds
    • 2 Baths
    • 1,909 Sq Ft
    • Built 2007

    Last Sold Summary

    • 3% Below List Price
    • $259/SF
    • 9 Days On Market

    Current Estimated Value $504,366

    Last Listing Agent Asif (Steven) Kassim LIBERTY HOME SALES INC

    242 Black Springs Ln, Winter Garden, FL 34787
    • /28

      Est $538,525

      Not Listed For Sale

      17686 Deer Isle Cir, Winter Garden, FL 34787

      17686 Deer Isle Cir, Winter Garden, FL 34787

      Last Sold Summary

      • 1 Day On Market

  • /44

    $575,000

    Pending
    • 4 Beds
    • 3.5 Baths
    • 2,488 Sq Ft

    8016 Atlantic Puffin St, Winter Garden, FL 34787

    Under contract-accepting backup offers. **SUMMERLAKE WINTER GARDEN MOVE-IN READY HOME** **4 BEDROOMS -- 3.5 BATHROOMS** **ONE BEDROOM + FULL BATHROOM ON FIRST FLOOR** **NATURAL GAS APPLIANCES** **ENGINEERED WOOD & TILE FLOORS THROUGHOUT LIVING AREAS** **LONG DRIVEWAY WITH EXTRA PARKING SPACE** **HOA WITH RESORT-STYLE AMENITIES -- EASY LIVING WITH LAWNCARE INCLUDED** Welcome to this stunning

    Tara Moore TARA MOORE REAL ESTATE

    8016 Atlantic Puffin St, Winter Garden, FL 34787
  • /32

    $2,765 Per Month

    • 3 Beds
    • 2 Baths
    • 1,591 Sq Ft
    • House for Rent

    224 Faulkner St, Winter Garden, FL 34787

    Welcome to 224 Faulkner St, a well-maintained 3-bedroom, 2-bathroom single-story home located within the golf cart district of desirable Winter Garden.As you enter the home, you're welcomed into a spacious living and dining area featuring vaulted ceilings, abundant natural light, and direct access to the backyard. The kitchen includes a breakfast bar, refrigerator, oven, and dishwasher, and

    Anthony O'Reilly Brookes WINTER GARDEN REAL ESTATE

    224 Faulkner St, Winter Garden, FL 34787
  • /2

    $1,400,000

    Sold Jul 31, 2025

    15644 Panther Lake Dr, Winter Garden, FL 34787

    • 5 Beds
    • 6 Baths
    • 4,453 Sq Ft
    • Built 2019

    Last Sold Summary

    • 17% Below List Price
    • $314/SF
    • 117 Days On Market

    Current Estimated Value $1,434,288

    Last Listing Agent Crystal Grohowski CORCORAN PREMIER REALTY

    15644 Panther Lake Dr, Winter Garden, FL 34787
    • /46

      Est $1,103,915

      Not Listed For Sale

      9225 Holliston Creek Place, Winter Garden, FL 34787

      • 5 Beds
      • 4 Baths
      • 3,897 Sq Ft
      • Built 2017
      9225 Holliston Creek Place, Winter Garden, FL 34787

      Last Sold Summary

      • 47 Days On Market

  • /53

    $549,990

    $9K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,042 Sq Ft

    16153 Water Spring Blvd, Winter Garden, FL 34787

    Single Family bungalow, 4 bedrooms and 3 full bathrooms, with backyard is rare. Designed for comfort and modern living, this property offers no carpet throughout, creating a clean and elegant look with luxury vinyl plank flooring. All pictures are real, no virtual staging or AI. The home includes a dedicated office space, thoughtfully designed and decorated, perfect for working from home. Enjoy

    Rodrigo Khoury Francisco WRA BUSINESS & REAL ESTATE

    16153 Water Spring Blvd, Winter Garden, FL 34787
  • /42

    $3,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,689 Sq Ft
    • House for Rent

    16236 Carraway Bay Aly, Winter Garden, FL 34787

    For Lease – Home in Waterleigh Beautifully 3-bedroom, 2-bathroom home located in the highly sought-after resort-style community of Waterleigh in Winter Garden. This charming home features an open-concept floor plan, a modern kitchen with stainless steel appliances, a large center island, a walk-in pantry, and a spacious covered lanai—perfect for relaxing or entertaining. The home also offers a

    Sheyla Fernandez Cardenas MELIN REALTY LLC

    16236 Carraway Bay Aly, Winter Garden, FL 34787
  • /46

    $574,990

    Sold Feb 27, 2026

    17329 Beachgrass Aly, Winter Garden, FL 34787

    • 4 Beds
    • 3 Baths
    • 2,510 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $229/SF
    • 59 Days On Market

    Current Estimated Value $602,500

    M/I Homes Lake Star at Ovation - Avenue Collection

    17329 Beachgrass Aly, Winter Garden, FL 34787
    • /11

      Est $364,173

      Not Listed For Sale

      15141 Sunrise Grove Ct, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,604 Sq Ft
      • Built 2017
      15141 Sunrise Grove Ct, Winter Garden, FL 34787

      Last Sold Summary

      • 0 Days On Market

  • /49

    $310,000

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

    14501 Grove Resort Ave Unit 1518, Winter Garden, FL 34787

    BEST VIEW IN THE ENTIRE RESORT! A rare opportunity to own a beautifully appointed 5th-floor, 2-bedroom, 2-bath luxury residence in the MAIN BUILDING at The Grove Resort & Water Park—offering breathtaking, UNOBSTRUCTED PANORAMIC VIEWS of LAKE AUSTIN and the SPRING POOLS. This exceptional condo features an open, light-filled floor plan and a private screened balcony, creating the perfect setting to

    Edit Gabor FLORIDA CAPITAL REALTY

    14501 Grove Resort Ave Unit 1518, Winter Garden, FL 34787
  • /25

    $1,600 Per Month

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

    17102 Heartwood Loop, Winter Garden, FL 34787

    First floor 1 bedroom suite. Clean and spacious 1 bedroom, 1 bathroom, with seperate entrance, laundry shared. Unfurnished or can be furnished. Long or short term rental, This house sits on a huge lot with beautiful sunrise and sunset views. . parking spot on driveway.This apt is on the first floor, parking available

    Bibi Khan CHARLES RUTENBERG REALTY ORLANDO

    17102 Heartwood Loop, Winter Garden, FL 34787
  • /2

    $600,000

    Sold Mar 17, 2026

    10356 Atwater Bay Dr, Winter Garden, FL 34787

    • 4 Beds
    • 3 Baths
    • 2,181 Sq Ft
    • Built 2018

    Last Sold Summary

    • $275/SF
    • 4 Days On Market

    Current Estimated Value $595,515

    Last Listing Agent Simon Simaan THE SIMON SIMAAN GROUP

    10356 Atwater Bay Dr, Winter Garden, FL 34787
    • /2

      Est $601,447

      Not Listed For Sale

      14627 Winter Stay Dr, Winter Garden, FL 34787

      • 4 Beds
      • 3 Baths
      • 2,072 Sq Ft
      • Built 2017
      14627 Winter Stay Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 8 Days On Market

  • /3

    $475,000

    • Land
    • 22,215 Sq Ft
    • $931,373 per Acre

    17858 Hither Hills Cir, Winter Garden, FL 34787

    Discover the perfect blend of luxury and natural beauty with these stunning lakefront lots in the Lake Apopka Sound subdivision. Set along the shores of scenic Lake Apopka, these spacious homesites offer breathtaking water views, serene sunsets, and access to one of Central Florida’s most picturesque settings. Lake Apopka Sound provides the ideal backdrop for your custom dream home. With close

    Chris Kaminski FLORIDAY PROPERTIES INC

    17858 Hither Hills Cir, Winter Garden, FL 34787
  • /55

    $4,000 Per Month

    • 4 Beds
    • 3 Baths
    • 2,368 Sq Ft
    • House for Rent

    427 Tierra Verde Ln, Winter Garden, FL 34787

    Fully FURNISHED pristine custom home nestled in the sought-after gated community of Lake Cove Pointe! this stunning 4-bed, 3-bath house is a masterpiece of comfort and style. Located in the heart of the Winter Garden Golf Cart District, this residence offers a unique blend of luxury, convenience, and tranquility.Property Features: • Spacious 4 bedrooms with ample natural light; The

    Sherry Wang KELLER WILLIAMS CLASSIC

    427 Tierra Verde Ln, Winter Garden, FL 34787
  • /2

    $510,000

    Sold Mar 12, 2026

    14932 Porter Rd, Winter Garden, FL 34787

    • 3 Beds
    • 2 Baths
    • 1,708 Sq Ft
    • Built 2017

    Last Sold Summary

    • $299/SF
    • 13 Days On Market

    Current Estimated Value $507,184

    Last Listing Agent Cari Fitzgerald REAL BROKER, LLC

    14932 Porter Rd, Winter Garden, FL 34787
  • /26

    $599,000

    $31K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,484 Sq Ft

    17865 Adrift Rd, Winter Garden, FL 34787

    A home full of charm, comfort, and practicality. It features four bedrooms, including a spacious master suite, three full bathrooms, and a powder room, distributed in a clever layout that enhances each room. Right at the entrance, the balcony invites you to slow down and enjoy the home's cozy atmosphere. The kitchen is modern and functional, equipped with all essential appliances and a central

    Joao De Souza Freitas, Jr WRA BUSINESS & REAL ESTATE

    17865 Adrift Rd, Winter Garden, FL 34787
  • /19

    $1,875 Per Month

    • 2 Beds
    • 2 Baths
    • 1,276 Sq Ft
    • Condo for Rent

    143 Southern Pecan Cir Unit 207, Winter Garden, FL 34787

    For Lease – Updated 2 Bedroom, 2 Bathroom Condo in Southern Pines, Winter Garden.Welcome home to this beautifully updated 2-bedroom, 2-bathroom condo in the desirable Southern Pines community of Winter Garden. This move-in-ready residence offers a bright, open floor plan with modern finishes and comfortable living spaces designed for easy Florida living.The primary suite includes a

    Jim Kernohan SOUTHERN HERITAGE REALTY, INC

    143 Southern Pecan Cir Unit 207, Winter Garden, FL 34787
  • /2

    $850,000

    Sold Jun 16, 2025

    16781 Wingspread Loop, Winter Garden, FL 34787

    • 5 Beds
    • 4 Baths
    • 3,173 Sq Ft
    • Built 2020

    Last Sold Summary

    • 3% Below List Price
    • $268/SF
    • 37 Days On Market

    Current Estimated Value $862,406

    Last Listing Agent Amy Kidwell PA PREFERRED REAL ESTATE BROKERS

    16781 Wingspread Loop, Winter Garden, FL 34787
    • /2

      Est $1,091,571

      Not Listed For Sale

      14548 Winter Stay Dr, Winter Garden, FL 34787

      • 5 Beds
      • 5 Baths
      • 4,337 Sq Ft
      • Built 2018
      14548 Winter Stay Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 53 Days On Market

  • /39

    $525,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,990 Sq Ft

    3276 Sailing Pier Ave, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Welcome to 3276 Sailing Pier Ave. This beautifully maintained 3 bedroom, 2 bathroom residence also features a spacious office that can easily serve as a fourth bedroom, making it perfect for growing families, remote work, or hosting guests. Inside, you will find 9 foot ceilings that enhance the open, airy feel of the home, along with upgraded luxury

    Erica Diaz HOMEVEST REALTY

    3276 Sailing Pier Ave, Winter Garden, FL 34787
  • /35

    $2,950 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,840 Sq Ft
    • Townhouse for Rent

    1323 Priory Cir, Winter Garden, FL 34787

    Beautiful Fully Furnished end-unit townhome available now — move-in ready. • Premium lot with golf course views and no rear neighbors• End unit with extra privacy• Fully furnished – just bring your suitcase• Spacious layout with modern finishes• Saltwater pool• Playground• Walking distance to Publix, Walgreens & restaurants• Minutes to Fowler’s Grove shopping &

    Subhas C Sawh LIBERTY HOME SALES INC

    1323 Priory Cir, Winter Garden, FL 34787
  • /2

    $799,000

    Sold Jan 27, 2026

    6152 Meriwether Crescent, Winter Garden, FL 34787

    • 5 Beds
    • 3.5 Baths
    • 3,367 Sq Ft
    • Built 2011

    Last Sold Summary

    • 2% Below List Price
    • $237/SF
    • 10 Days On Market

    Current Estimated Value $797,712

    Last Listing Agent Ken Pozek REAL BROKER, LLC

    6152 Meriwether Crescent, Winter Garden, FL 34787
    • /2

      Est $434,331

      Not Listed For Sale

      15322 Murcott Blossom Blvd, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,875 Sq Ft
      • Built 2017
      15322 Murcott Blossom Blvd, Winter Garden, FL 34787

      Last Sold Summary

      • 83 Days On Market

Showing Results 641 - 680, Page 17 of 18

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