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Winter Garden, FL Homes for Sale under $400,000

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  • /21

    $389,000

    • 3 Beds
    • 2.5 Baths
    • 1,996 Sq Ft

    16180 Arbor Crest Aly, Winter Garden, FL 34787

    Enjoy this beautiful and spacious townhouse with a garage and a huge driveway, located in a charming full of nature neighborhood with a pool, gym, putt-putt golf,BBQ/Picnic area, dog park, tennis courts, beach volleyball court and many amazing lakes just 5 minutes walking from home! Feel the magic of Disney by being only minutes away and experiencing some of its fireworks at home! More than a

    Moe Mossa SAVVY AVENUE, LLC

    16180 Arbor Crest Aly, Winter Garden, FL 34787
  • /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

    Bill Traback MBI REALTY LLC

    14501 Grove Resort Ave Unit 3712, Winter Garden, FL 34787
  • /53

    $322,500

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

    14501 Grove Resort Ave Unit 3741, Winter Garden, FL 34787

    Welcome to this luxurious 3 bedroom, 2 bath vacation condo at the Grove Resort and Waterpark. This top floor condo is an ideal retreat for those looking to experience the Magic of Disney World and enjoy a wide range of amenities. Its proximity to Disney (just 6 miles away) and the shuttle service provided make it a convenient choice for guests. The inclusion of a water park, flow rider surf

    Troy Griffin COLDWELL BANKER REALTY

    14501 Grove Resort Ave Unit 3741, Winter Garden, FL 34787
  • /51

    $390,000

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

    14501 Grove Resort Ave Unit 2623, Winter Garden, FL 34787

    6th Floor Water View – Fully Furnished, Modern Condo at The Grove Resort!Experience the best of Orlando vacation living in this fully furnished 2-bedroom, 2-bath condo in the newest tower at The Grove Resort. This rare layout features two beds in the second bedroom, perfect for families or groups.Enjoy convenient access to the resort’s restaurants, lounge, coffee bar, fitness center,

    Bill Traback MBI REALTY LLC

    14501 Grove Resort Ave Unit 2623, Winter Garden, FL 34787
  • /42

    $399,900

    • 3 Beds
    • 2.5 Baths
    • 1,584 Sq Ft

    15519 Honeybell Dr, Winter Garden, FL 34787

    Welcome to Hamlin Reserve in Winter Garden!Discover this impeccably cared-for, move-in-ready townhome located in one of Horizon West’s most desirable communities. Designed with today’s lifestyle in mind, this interior unit combines stylish finishes, smart functionality, and an unbeatable location just moments from shopping, dining, parks, and everyday conveniences. Outdoor and fitness lovers

    Hector Leon LPT REALTY, LLC

    15519 Honeybell Dr, Winter Garden, FL 34787
  • /25

    $369,900

    • 3 Beds
    • 2.5 Baths
    • 2,010 Sq Ft

    1224 Priory Cir, Winter Garden, FL 34787

    Welcome to this beautiful townhome in the highly sought-after community of Westbrook at Stoneybrook West in Winter Garden—now FHA-eligible! This 3-bedroom, 2.5-bath residence combines an open-concept design with thoughtful details and an unbeatable location. Inside, the bright and spacious layout features warm finishes, generous storage, and a covered lanai—perfect for relaxing. Upstairs, all

    Jeff Jones MARK SPAIN REAL ESTATE

    1224 Priory Cir, Winter Garden, FL 34787
  • /34

    $329,900

    • 2 Beds
    • 2 Baths
    • 1,434 Sq Ft

    14501 Grove Resort Ave Unit 3735, Winter Garden, FL 34787

    Welcome to your dream getaway and or perfect investment located at The Grove Resort & Water Park, recognized as one of the exclusive premier condo hotels located in the beautiful Winter Garden area just 5 miles to Disney and easily accessible to all the major theme parks! This elegantly appointed fully furnished 2 bed, 2 bath condo offers the perfect blend of comfort, convenience, and world-class

    Carmen Aridas RE/MAX PRIME PROPERTIES

    14501 Grove Resort Ave Unit 3735, Winter Garden, FL 34787
  • /25

    $399,690 New Construction

    • 2 Beds
    • 2 Baths
    • 1,579 Sq Ft

    15843 Gem View St, Winter Garden, FL 34787

    Under Construction. All photos and videos shown are of model homes. All homes are sold unfurnished. Del Webb Oasis offers the famous 55+ lifestyle and a location just minutes away from world-famous Orlando attractions! This world-class, resort-style luxurious boutique community features natural gas single-family and villa homes nestled in wooded conservation. Del Webb Oasis offers an abundance of

    Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

    15843 Gem View St, Winter Garden, FL 34787
  • /43

    $369,000

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

    14501 Grove Resort Ave Unit 3218, Winter Garden, FL 34787

    *****A very RARE opportunity to purchase one of the very few 3-bedroom/3-bathroom condos that overlook the Surfari Water Park at The Grove Resort! This unit is only steps from the water park, which has a large pool, lazy river, water slides, splash area, the Flowrider surf simulator, and the Longboard Bar and Grill!! On the first floor nearby is Flip Flops, the 6000 sf games arcade with Glow in

    Lesley O'Neal FLARE PROPERTIES LLC

    14501 Grove Resort Ave Unit 3218, Winter Garden, FL 34787
  • /49

    $345,000 Open Sun 12PM - 3PM

    • 2 Beds
    • 2.5 Baths
    • 1,088 Sq Ft

    14421 Vashons Way, Winter Garden, FL 34787

    Experience the best of Florida living just 20 minutes from Disney! This move-in ready 2 bedroom, 2.5 bath townhome with a spacious 2-car garage is ideal as a full-time residence, vacation retreat, or second home. Just minutes to world-renowned theme parks and highly rated schools. Step inside to find quartz countertops, stainless steel appliances and durable laminate and ceramic tile flooring.

    Diana Costantino LIPPLY REAL ESTATE

    14421 Vashons Way, Winter Garden, FL 34787
  • /32

    $380,900

    • 3 Beds
    • 2.5 Baths
    • 1,626 Sq Ft

    9790 Amber Chestnut Way, Winter Garden, FL 34787

    NEW energy-efficient home, This Glendale model home, features covered front porch and spacious, open first floor .Full all new kitchen beta white granite countertops, ceramic flooring, and all natural taupe carpeting upstairs .Large living room open to kitchen with views of the green space in front and sliding doors which lead out to the fenced private patio. Upstairs is bright and white, utility

    Scott Butts KIMBRIDGE REALTY, LLC

    9790 Amber Chestnut Way, Winter Garden, FL 34787
  • /48

    $304,000

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

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

    Take Advantage of the Best Deal at The Grove!Excellent financials this year. This first-floor, fully furnished 2-bedroom split plan offers soaring ceilings, a spacious layout, and one of the most convenient locations in the resort. Just steps from the pools, waterpark, and amenities—no waiting for elevators.The Grove Resort Orlando is a world-renowned vacation destination and a top choice

    Bill Traback MBI REALTY LLC

    14501 Grove Resort Ave Unit 1105, Winter Garden, FL 34787
  • /52

    $325,890

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

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

    Great Location – Steps from Resort Amenities at The Grove!Enjoy the ultimate Orlando vacation experience in this fully managed, income-producing condo where you can relax and earn money with zero effort when you’re not using it. The Grove Resort & Waterpark is a world-famous, private Florida enclave designed for family fun and unforgettable memories, offering spacious accommodations,

    Bill Traback MBI REALTY LLC

    14501 Grove Resort Ave Unit 1220, Winter Garden, FL 34787
  • /35

    $360,000

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

    14501 Grove Resort Ave Unit 2423, Winter Garden, FL 34787

    PRICE IMPROVEMENT. WOODS AND WATER – THE ELEVATED VIEW EVERYONE WANTS! This amazing 2 bedroom, 2 bathroom split plan features a KING SIZED bed in the primary suite and 2 QUEEN BEDS in the secondary suite. Sliding doors from the living room open to a large screen enclosed balcony for restful evenings after a day at the water park, or nearby theme parks. Both bedrooms and the living room enjoy the

    Christopher Bauman REVEL REALTY LLC

    14501 Grove Resort Ave Unit 2423, Winter Garden, FL 34787
  • /44

    $399,000

    • 4 Beds
    • 2.5 Baths
    • 1,657 Sq Ft

    13820 Orchard Leaf Way, Winter Garden, FL 34787

    Charming Two-Story Home in Winter Garden – Gated Community with Pool! This beautiful, fully renovated 4-bedroom home is unique in the community and offers a perfect combination of comfort, style, and functionality. Located in a gated community with a pool, the property features a two-car garage equipped with a Tesla charger, adding convenience for electric vehicle owners. On the ground floor,

    Vanessa Albuquerque WRA BUSINESS & REAL ESTATE

    13820 Orchard Leaf Way, Winter Garden, FL 34787
  • /29

    $359,000

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

    14501 Grove Resort Ave Unit 2129, Winter Garden, FL 34787

    HUGE PRICE REDUCTION! Don’t miss this rare opportunity to own a fully furnished, turn-key 3-bedroom, 2-bath resort condo at the world-famous Grove Resort & Water Park, just minutes from Disney. Located in Building 2, Unit #2129 offers tranquil conservation views from your private balcony and quick access to the resort’s incredible amenities. Whether you’re seeking a personal vacation retreat or a

    Arturo Del Fierro UNITED REALTY GROUP INC

    14501 Grove Resort Ave Unit 2129, Winter Garden, FL 34787
  • /26

    $380,000

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

    14501 Grove Resort Ave Unit 3619, Winter Garden, FL 34787

    WELCOME TO THIS BEAUTIFUL 3 BEDROOM / 2 BATHROOM JASMINE LUXURY FULLY FURNISHED CONDO AT THE GROVE RESORT & WATER PARK. THIS UNIT IS LOCATED IN ONE OF THE BEST AND MOST DESIRABLE POSITIONS IN THE ENTIRE RESORT, FEATURING DIRECT VIEWS OF THE WATER PARK AND THE LAKE, MAKING IT ONE OF THE MOST SOUGHT-AFTER UNITS. GROUND-FLOOR UNIT WITH EASY ACCESS TO THE PARKING AREA, PROVIDING VERY CONVENIENT

    Juan Buitrago, Sr REALTY ONE GROUP ESTATES

    14501 Grove Resort Ave Unit 3619, Winter Garden, FL 34787
  • /29

    $390,000

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

    14501 Grove Resort Ave Unit 3733, Winter Garden, FL 34787

    Experience the ultimate vacation retreat just 6 miles from Walt Disney World! This top-floor penthouse condo offers three spacious bedrooms, two bathrooms, and a fully furnished, turnkey personal and investment experience designed for comfort and luxury.Located within The Grove Resort & Waterpark, this sought-after Jasmine floor plan boasts modern décor, quartz countertops, and elegant stone

    Lester Remhof LA ROSA REALTY CW PROPERTIES L

    14501 Grove Resort Ave Unit 3733, Winter Garden, FL 34787
  • /26

    $325,000

    • 2 Beds
    • 2.5 Baths
    • 1,152 Sq Ft

    14287 Avenue of the Groves, Winter Garden, FL 34787

    Beautiful 2-bedroom, 2.5-bath townhouse with a 2-car garage, located in the highly desirable Independence community. This home features a new roof, new A/C, and a newer water heater, offering peace of mind for years to come. Enjoy new laminate flooring throughout and a modern kitchen equipped with stainless steel appliances. Independence offers resort-style amenities including a fantastic

    Edouard Sarkissian COLDWELL BANKER REALTY

    14287 Avenue of the Groves, Winter Garden, FL 34787
  • /50

    $395,000

    • 3 Beds
    • 2.5 Baths
    • 1,567 Sq Ft

    13158 Bounty Ave, Winter Garden, FL 34787

    Welcome home to The Ibis Model at Waterleigh! This beautiful, spacious town home with 3 bedrooms, 2.5 baths Has all the space of a single family home, but with a carefree living. The kitchen is equipped with stainless steel appliances, granite countertops and a large walk in pantry that is equipped with extra storage! This home invites you from the time you enter! This lifestyle Community

    Sascha Davis EXP REALTY LLC

    13158 Bounty Ave, Winter Garden, FL 34787
  • /15

    $342,000

    • 2 Beds
    • 1 Bath
    • 914 Sq Ft

    636 Coke Ave, Winter Garden, FL 34787

    Updated 2 Bedroom, 1 Bath Home Near Downtown Winter Garden. Welcome to your dream home! This beautifully updated 2-bedroom, 1-bath home is located just minutes from the heart of downtown Winter Garden, Florida. Property Highlights: Fully updated with brand-new cabinetry throughout the home, giving it a sleek, modern look. Stylish bathroom completely renovated with updated fixtures and finishes.

    Otto Solis VALSTAR REALTY LLC

    636 Coke Ave, Winter Garden, FL 34787
  • /3

    $374,900

    • Land
    • 0.24 Acre
    • $1,562,083 per Acre

    1215 Ridge Lake Way, Winter Garden, FL 34787

    LOT 247: Don't miss your final opportunity to build your dream home in Oakland Park, a charming golf cart community along Lake Apopka and the West Orange Trail. These recently released lots are part the final phase of this coveted neighborhood and some of the best lots available. This is your chance to build an estate or lake front home that is only 2 miles for adorable Downtown Winter Garden,

    Tracey McFadden OAK AVENUE REAL ESTATE LLC

    1215 Ridge Lake Way, Winter Garden, FL 34787

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