36,879

Winter Garden, FL Homes

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  • /59

    $159,000

    • 3 Beds
    • 2 Baths
    • 1,360 Sq Ft

    14236 El Pico St Unit 4208, Winter Garden, FL 34787

    Welcome to the vibrant lifestyle you've earned! This charming 3-bedroom, 2-bathroom home is in a highly sought-after all-age community in Winter garden, offering the perfect blend of comfort and convenience. Imagine being just 5 miles from the magic of Walt Disney World - ideal for visiting family or enjoying a spontaneous day out! Enjoy true peace of mind with key updates already handled. The

    Lisa Dobbs LISA DOBBS LLC

    14236 El Pico St Unit 4208, Winter Garden, FL 34787
  • /19

    $2,925 per month

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

    6566 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 $3022.90. That covers your base rent, $2925.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Community

    6566 Breeze Filled Ln, Winter Garden, FL 34787
  • /2

    $310,000 Sold Jul 28, 2025

    1552 Broken Oak Dr Unit B, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,544 Sq Ft
    • Built 2007

    Last Sold Summary

    • 15% Below List Price
    • $201/SF
    • 115 Days On Market

    Current Estimated Value $310,426

    Last Listing Agent Paulo Silva CHARLES RUTENBERG REALTY ORLANDO

    1552 Broken Oak Dr Unit B, Winter Garden, FL 34787
    • /70

      Est $1,805,847 Not Listed For Sale

      • 6 Beds
      • 6 Baths
      • 5,022 Sq Ft

      6723 Point Hancock Dr, Winter Garden, FL 34787

      6723 Point Hancock Dr, Winter Garden, FL 34787
  • /2

    $1,029,335 Pending

    • 6 Beds
    • 4 Baths
    • 4,222 Sq Ft

    15261 Maritime Pine Dr, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Pre-Construction. To be built. Welcome to the Arlington with Bonus! This stunning two-story floor plan boasts 6 bedrooms, 4 bathrooms, and a spacious 2-car garage. Experience the ultimate in open-concept living on the main level, perfect for entertaining family and friends. The garage includes an extra hobby/work space for all your creative

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    15261 Maritime Pine Dr, Winter Garden, FL 34787
  • /30

    $3,450 per month

    • 4 Beds
    • 3.5 Baths
    • 2,689 Sq Ft
    • House for Rent

    7711 Tangerine Knoll Loop, Winter Garden, FL 34787

    Sanctuary at Hamlin represents an exquisite and tranquil emerging residential enclave, conveniently positioned just 25 minutes from Downtown Orlando and only 10 minutes from the Winter Garden Village shopping district. Residents enjoy the luxury of a short stroll to a wide variety of dining and entertainment options, including upscale movie theaters, popular grocery stores, family-friendly

    Patricia Mascarenhas Bonina Zimath CHARLES RUTENBERG REALTY ORLANDO

    7711 Tangerine Knoll Loop, Winter Garden, FL 34787
  • /2

    $469,990 Sold Mar 20, 2025

    15393 Burgtheater Dr, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,835 Sq Ft
    • Built 2024

    Last Sold Summary

    • 4% Below List Price
    • $256/SF
    • 89 Days On Market

    Current Estimated Value $467,974

    Last Listing Agent Stacie Brown Kelly KELLER WILLIAMS ADVANTAGE REALTY

    15393 Burgtheater Dr, Winter Garden, FL 34787
    • /18

      Est $330,544 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,544 Sq Ft

      1466 Broken Oak Dr Unit 27, Winter Garden, FL 34787

      1466 Broken Oak Dr Unit 27, Winter Garden, FL 34787
  • /8

    $576,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,983 Sq Ft

    17347 Beachgrass Aly, Winter Garden, FL 34787

    Welcome to this charming 2-story home nestled at 17347 Beachgrass Alley in the beautiful Winter Garden, FL. This inviting home is now available for sale, offering a comfortable and spacious living experience in a serene neighborhood. Featuring 3 bedrooms and 2.5 bathrooms, this 1,983 square foot home provides ample space for your family to grow and create lasting memories. The home also boasts a

    M/I Homes Builder
    17347 Beachgrass Aly, Winter Garden, FL 34787
  • /60

    $3,107 per month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    9276 Vintage Hills Way Unit ID1314634P, Winter Garden, FL 34787

    Feel at home in this modern 1-bedroom, 1-bathroom apartment in Winter Garden, FL. This stylish and cozy apartment is the perfect home base for your Florida getaway, offering a relaxing atmosphere and convenient access to nearby theme parks, shopping, and dining.The comfortable living area features a bright and spacious layout with upgraded flooring, modern tile accents, and ceiling fans in

    9276 Vintage Hills Way Unit ID1314634P, Winter Garden, FL 34787
  • /2

    $539,000 Sold Aug 14, 2025

    218 Black Springs Ln, Winter Garden, FL 34787

    • 4 Beds
    • 2 Baths
    • 2,238 Sq Ft
    • Built 2007

    Last Sold Summary

    • 3% Below List Price
    • $241/SF
    • 7 Days On Market

    Current Estimated Value $539,924

    Last Listing Agent Theresa Sau CENTURY 21 CARIOTI

    218 Black Springs Ln, Winter Garden, FL 34787
    • /26

      Est $508,139 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,838 Sq Ft

      14749 Crimson Bluff Aly, Winter Garden, FL 34787

      14749 Crimson Bluff Aly, Winter Garden, FL 34787
  • /19

    $599,000

    • 4 Beds
    • 3.5 Baths
    • 2,477 Sq Ft

    16137 Wind View Ln, Winter Garden, FL 34787

    Price Improvement! This beautiful home offers the best value in the neighborhood with a perfect balance of comfort, style and convenience in one of Winter Garden's most sought-after communities-Waterleigh....offering the best resort-like amenities in all of Winter Garden! This 4 Bedroom, 3.5 Bathroom Cleardon model home is truly turn-key. Fantastic location in calm & peaceful phase 1 with no

    leslie weeks IRON VALLEY REAL ESTATE CENTRAL FLORIDA

    16137 Wind View Ln, Winter Garden, FL 34787
  • /42

    $2,850 per month

    • 3 Beds
    • 2.5 Baths
    • 1,717 Sq Ft
    • Townhouse for Rent

    13850 Title Way, Winter Garden, FL 34787

    Beautiful 2 story Townhouse situated in Storey Grove Community at Winter Garden close to Disney. The Lancaster floor plan features 3 Bedrooms, 2.5 Bathrooms, 2-car garage and a spacious open concept combination of living room and dining room. Fully equipped kitchen, with stainless steel appliances, quartz countertops and eating space. Storey Grove offers a variety of onsite amenities, including a

    Hanzel Vides SUNNY 365 REALTY GROUP

    13850 Title Way, Winter Garden, FL 34787
  • /15

    $640,852 Sold Aug 04, 2025

    • 2,725 Sq Ft
    • $235/SF
    • 4 Beds
    • 4.5 Baths
    • Built 2025

    16192 Honey Harvest St, Winter Garden, FL 34787

    REPRESENTATIVE PHOTOS ADDED. Welcome to the Newberry bungalow at Harvest at Ovation, where modern design meets effortless entertaining. Step through the foyer into the expansive gathering room, passing a secondary bedroom and full bath along the way. The designer kitchen overlooks the main living area, seamlessly connecting to the sunny lanai. Upstairs, the primary suite offers a spacious bath

    Taylor Morrison

    16192 Honey Harvest St, Winter Garden, FL 34787
    • /9

      Est $217,670 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 838 Sq Ft

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

      225 Southern Pecan Cir Unit 106, Winter Garden, FL 34787
  • /17

    $608,990 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,780+ Sq Ft

    Wekiva Plan at Lake Star at Ovation - Avenue Collection, Winter Garden, FL 34787

    Fall in love with this 4 bedroom, 3 1⁄2 bath, with 2-car ally-load garage home. The Wekiva offers 3 elevations, each with various sized front porches and accents of stone, shutters, siding, or shaker shingles.

    M/I Homes Builder
    12025 Encore at Ovation Way Unit 36456346, Winter Garden, FL 34787
  • /60

    $3,099 per month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    9276 Vintage Hills Way Unit ID1314645P, Winter Garden, FL 34787

    Feel at home in this modern 1-bedroom, 1-bathroom apartment in Winter Garden, FL. Located on the second floor with only one ramp of stairs to reach the unit, this stylish and cozy apartment is the perfect home base for your Florida getaway, offering a relaxing atmosphere and convenient access to nearby theme parks, shopping, and dining.The bright and spacious living area features ceiling fans

    9276 Vintage Hills Way Unit ID1314645P, Winter Garden, FL 34787
  • /2

    $775,000 Sold Dec 11, 2025

    6244 Argent Wood Dr, Winter Garden, FL 34787

    • 4 Beds
    • 3 Baths
    • 3,017 Sq Ft
    • Built 2025

    Last Sold Summary

    • 10% Below List Price
    • $257/SF
    • 72 Days On Market

    Last Listing Agent Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

    6244 Argent Wood Dr, Winter Garden, FL 34787
    • /30

      Est $274,026 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,276 Sq Ft

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

      142 Southern Pecan Cir Unit 206, Winter Garden, FL 34787
  • /43

    $434,990 New Construction

    • 3 - 4 Beds
    • 2.5 - 3.5 Baths
    • 1,846+ Sq Ft

    Lantana Plan at Parkview at Hamlin, Winter Garden, FL 34787

    Spacious 3 Level Townhome with 2-Car Rear Garage and up to 1,881 Sq. Ft.! Adjacent the front entry is a spacious flex space with the option to choose either a private study or a 4th bedroom and full bathroom. The 2nd floor offers an expansive living room and a rear kitchen with the option of a chef's kitchen and large island that overlooks to the cafe area. The 3rd floor boasts a primary suite

    DRB Homes Builder
    6684 Juneberry Way Unit 36475876, Winter Garden, FL 34787
  • /27

    $2,800 per month

    • 3 Beds
    • 2.5 Baths
    • 1,745 Sq Ft
    • House for Rent

    10432 Austrina Oak Loop, Winter Garden, FL 34787

    FOR RENT LOOKS LIKE NEW!Beautiful 3-bedroom, 2.5-bathroom home with an attached 2-car garage. This energy-efficient, Energy Star certified property offers great insulation that helps keep your electric bills low. Enjoy the amazing community amenities including 2 tennis courts, clubhouse, fitness center, playground, kid’s splash pad, park, lake, outdoor amphitheater, and a resort-style pool.

    Denise Batista ALLUX REAL ESTATE LLC

    10432 Austrina Oak Loop, Winter Garden, FL 34787
  • /2

    $1,200,000 Sold Jan 09, 2025

    914 Tilden Oaks Trail, Winter Garden, FL 34787

    • 5 Beds
    • 3.5 Baths
    • 3,803 Sq Ft
    • Built 2022

    Last Sold Summary

    • 11% Below List Price
    • $316/SF
    • 114 Days On Market

    Current Estimated Value $1,224,343

    Last Listing Agent Matt McKee COMPASS FLORIDA LLC

    914 Tilden Oaks Trail, Winter Garden, FL 34787
    • /28

      Est $571,382 Not Listed For Sale

      17686 Deer Isle Cir, Winter Garden, FL 34787

      17686 Deer Isle Cir, Winter Garden, FL 34787
  • 13011 Tranquil Water Aly, Winter Garden, FL 34787

    $599,989 New Construction

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

    13011 Tranquil Water Aly, Winter Garden, FL 34787

    Discover the Copper, an open bungalow floor plan that will enhance your living experience with its spacious layout, including 3 bedrooms, 2.5 bathrooms, a loft, and a 2-car garage. The moment you walk through the front door, the openness of the home welcomes you, leading directly to a show-stopping gourmet kitchen with a long island ideal for entertaining friends and other guests. Upstairs, the

    Dream Finders Homes Builder
    13011 Tranquil Water Aly, Winter Garden, FL 34787
  • /62

    $3,091 per month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    9244 Vintage Hills Way Unit ID1314685P, Winter Garden, FL 34787

    Feel at home in this modern 1-bedroom, 1-bathroom apartment in Winter Garden, FL. Located on the second floor with only one ramp of stairs to reach the unit, this stylish and cozy apartment is the perfect home base for your Florida getaway, offering a relaxing atmosphere and convenient access to nearby theme parks, shopping, and dining.The bright and spacious living area features ceiling fans

    9244 Vintage Hills Way Unit ID1314685P, Winter Garden, FL 34787
  • /2

    $1,025,000 Sold Dec 22, 2025

    14085 Jomatt Loop, Winter Garden, FL 34787

    • 6 Beds
    • 4 Baths
    • 4,857 Sq Ft
    • Built 2018

    Last Sold Summary

    • 2% Below List Price
    • $211/SF
    • 7 Days On Market

    Last Listing Agent Heather Unger, PA ACME REAL ESTATE FLORIDA LLC

    14085 Jomatt Loop, Winter Garden, FL 34787
    • /46

      Est $1,038,629 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 3,897 Sq Ft

      9225 Holliston Creek Place, Winter Garden, FL 34787

      9225 Holliston Creek Place, Winter Garden, FL 34787
  • 13169 Calming Breeze Way, Winter Garden, FL 34787

    $549,990 New Construction

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

    13169 Calming Breeze Way, Winter Garden, FL 34787

    Discover the Copper, an open bungalow floor plan that will enhance your living experience with its spacious layout, including 3 bedrooms, 2.5 bathrooms, a loft, and a 2-car garage. The moment you walk through the front door, the openness of the home welcomes you, leading directly to a show-stopping gourmet kitchen with a long island ideal for entertaining friends and other guests. Upstairs, the

    Dream Finders Homes Builder
    13169 Calming Breeze Way, Winter Garden, FL 34787
  • /33

    $3,900 per month

    • 4 Beds
    • 4.5 Baths
    • 2,927 Sq Ft
    • House for Rent

    15189 Summer Harvest St, Winter Garden, FL 34787

    LOOKS LIKE NEW!!! This single-family residence features a unique design with a detached in-law suite above the garage, perfect for guests or extended family or a big quiet home office. Situated on a desirable corner lot within a vibrant, newly developed community, this home offers both elegance and practicality. Property Highlights: Spacious Layout: 4 bedrooms including two master suites, one

    Denise Batista ALLUX REAL ESTATE LLC

    15189 Summer Harvest St, Winter Garden, FL 34787
  • /2

    $495,000 Sold Jan 08, 2025

    11024 Folklore St, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 2,138 Sq Ft
    • Built 2017

    Last Sold Summary

    • 6% Below List Price
    • $232/SF
    • 25 Days On Market

    Current Estimated Value $501,616

    Last Listing Agent Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

    11024 Folklore St, Winter Garden, FL 34787
    • /11

      Est $389,360 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,604 Sq Ft

      15141 Sunrise Grove Ct, Winter Garden, FL 34787

      15141 Sunrise Grove Ct, Winter Garden, FL 34787
  • /38

    $2,180,000 Pending

    • 4 Beds
    • 5 Baths
    • 3,836 Sq Ft

    60 N Park Ave, Winter Garden, FL 34787

    Experience Elevated Living in the Heart of Historic Downtown Winter Garden Welcome to 30 N Park Avenue—where luxury, location, and lifestyle converge in one of Central Florida’s most coveted addresses. Nestled in an exclusive enclave of just nine residences, this rarely available corner unit offers over 3,800 square feet of thoughtfully designed living space across four stunning levels. From the

    Lori Walker CENTURY 21 CARIOTI

    60 N Park Ave, Winter Garden, FL 34787
  • /20

    $3,053 per month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    9252 Vintage Hills Way Unit ID1314639P, Winter Garden, FL 34787

    Feel at home in this modern 1-bedroom, 1-bathroom apartment in Winter Garden, FL. Located on the second floor with one ramp of stairs to reach the unit, this stylish and cozy apartment is the perfect home base for your Florida getaway, offering a relaxing atmosphere and convenient access to nearby theme parks, shopping, and dining.The bright and spacious living area features ceiling fans and

    9252 Vintage Hills Way Unit ID1314639P, Winter Garden, FL 34787
  • /2

    $598,000 Sold Apr 21, 2025

    12703 Dallington Terrace, Winter Garden, FL 34787

    • 4 Beds
    • 3 Baths
    • 2,369 Sq Ft
    • Built 2006

    Last Sold Summary

    • 2% Below List Price
    • $252/SF
    • 10 Days On Market

    Current Estimated Value $606,886

    Last Listing Agent Camilo Perez HOME SOLD REALTY LLC

    12703 Dallington Terrace, Winter Garden, FL 34787
    • /10

      Est $580,475 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,138 Sq Ft

      7189 Summerlake Groves St, Winter Garden, FL 34787

      7189 Summerlake Groves St, Winter Garden, FL 34787
  • /29

    $661,990 New Construction

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

    SEA CLIFF Plan at Waterleigh, Winter Garden, FL 34787

    Waterleigh presents the Seacliff, available to build in Winter Garden, Florida. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room. Customize this area to meet your needs with an

    D.R. Horton Builder
    10482 Atwater Bay Dr Unit 36202694, Winter Garden, FL 34787
  • /47

    $2,475 per month

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

    316 Southern Pecan Cir Unit 205, Winter Garden, FL 34787

    Hurry, this desirable Winter Garden condo will not last.... What a wonderful place to call home. The largest three bedroom, two bath end unit with a private entry is a dream come true! As you look from your second floor out to conservation area you are footsteps to the community pool and clubhouse. If sand volleyball is your game, it is footsteps from your pool. The community clubhouse has

    Sharon O'malley MBA REALTY GROUP, INC

    316 Southern Pecan Cir Unit 205, Winter Garden, FL 34787
  • /2

    $600,000 Sold Mar 31, 2025

    16410 Taliesin St, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 2,020 Sq Ft
    • Built 2020

    Last Sold Summary

    • 3% Below List Price
    • $297/SF
    • 12 Days On Market

    Current Estimated Value $594,639

    Last Listing Agent Amy Kidwell PA PREFERRED REAL ESTATE BROKERS

    16410 Taliesin St, Winter Garden, FL 34787
    • /2

      Est $1,032,583 Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 4,337 Sq Ft

      14548 Winter Stay Dr, Winter Garden, FL 34787

      14548 Winter Stay Dr, Winter Garden, FL 34787

Showing Results 561 - 600, Page 15 of 18

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