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Newest Homes for Sale in Winter Garden, FL

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  • /22

    $469,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,510 Sq Ft

    17311 Beachgrass Aly, Winter Garden, FL 34787

    Discover this stunning new construction home at 17311 Beachgrass Alley in Winter Garden, built by M/I Homes. This thoughtfully designed single-story home offers 1,510 square feet of comfortable living space with an open-concept layout that seamlessly connects the main living areas. The home features: 3 bedrooms, including an owner's bedroom conveniently located on the main floor 2 full bathrooms

    M/I Homes Builder
    17311 Beachgrass Aly, Winter Garden, FL 34787
  • /82

    $765,000

    • 4 Beds
    • 3 Baths
    • 2,970 Sq Ft

    14046 Fox Glove St, Winter Garden, FL 34787

    Stunning golf course frontage home in the highly desirable Stoneybrook West gated community of Winter Garden! This spacious residence over looks the 15th hole of the golf course and features 4 bedrooms, 3 full baths, and a screen enclosed pool with spa overlooking serene golf course views, with direct access to Black Lake — perfect for Florida living and entertaining. Recent 2026 updates include

    Laura Senzamici ENGEL & VOLKERS ORLANDO DR PHILLIPS

    14046 Fox Glove St, Winter Garden, FL 34787
  • /40

    $494,000

    • 3 Beds
    • 2 Baths
    • 1,916 Sq Ft

    224 Black Springs Ln, Winter Garden, FL 34787

    Just minutes from Downtown Winter Garden, this charming 3-bedroom, 2-bathroom corner-lot home in the gated Cobblestone community offers convenience and a vibrant lifestyle. Enjoy boutiques, cafés, and the weekend farmers market on Plant Street, along with access to parks, the West Orange Trail, and community events. The bright, open floor plan features upgraded flooring, a modern kitchen with

    Brian Smith ERA GRIZZARD REAL ESTATE

    224 Black Springs Ln, Winter Garden, FL 34787
  • /46

    $250,000

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

    14501 Grove Resort Ave Unit 3128, Winter Garden, FL 34787

    Location, location. location, Spacious 3-bedroom, 3-bathroom condo inside the highly desirable The Grove Resort & Spa Condominium. This well-designed unit offers a comfortable and functional layout, this is the largest unit available at the resort, ideal for personal use or as a short-term rental investment in the Orlando vacation market. The resort features an impressive array of world-class

    Yudy Lopez Hincapie EXP REALTY LLC

    14501 Grove Resort Ave Unit 3128, Winter Garden, FL 34787
  • /47

    $650,000

    • 4 Beds
    • 3 Baths
    • 2,952 Sq Ft

    14008 Jomatt Loop, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Welcome to 14008 Jomatt Loop, located in the sought-after Cypress Reserve community of Winter Garden. This beautifully maintained residence offers 4 bedrooms, 3 full bathrooms, and a versatile den, with close to 3,000 square feet of thoughtfully designed living space situated on a .19-acre homesite. Built in 2019, the home showcases modern

    David Fontana THE AGENCY FL

    14008 Jomatt Loop, Winter Garden, FL 34787
  • /30

    $550,000

    • 4 Beds
    • 3 Baths
    • 2,352 Sq Ft

    8906 Doddington Way, Winter Garden, FL 34787

    Discover the ideal blend of modern comfort and family-friendly living in this beautifully maintained 2016-built home in the highly desirable Latham Park North community of Winter Garden’s Horizon West. Offering 4 spacious bedrooms, 2 full bathrooms plus a convenient half bath, and 2,352 sq ft of well-designed living space on a corner lot, this residence is perfect for growing families or savvy

    Tyler Somers KELLER WILLIAMS REALTY AT THE PARKS

    8906 Doddington Way, Winter Garden, FL 34787
  • /15

    $215,000

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

    14051 Grove Resort Ave Unit 1705, Winter Garden, FL 34787

    Welcome to Unit 1705 at 14051 Grove Resort Avenue, a well maintained condominium located inside Grove Resort and Water Park Orlando, just minutes from Walt Disney World and major area attractions.As you enter the condo, you are welcomed by a bright and open layout. To the left is the kitchen with cherry cabinets and granite countertops. Straight ahead, the kitchen flows into the family room,

    Vickie Canto EXP REALTY LLC

    14051 Grove Resort Ave Unit 1705, Winter Garden, FL 34787
  • /47

    $630,000

    • 5 Beds
    • 3.5 Baths
    • 2,868 Sq Ft

    915 Westcliffe Dr, Winter Garden, FL 34787

    Beautifully appointed and thoughtfully updated, this 5-bedroom, 3.5-bath residence offers 2,868 sq. ft. of well-designed living space on an oversized cul-de-sac lot with serene retention pond views. Formal living and dining rooms create elegant spaces for entertaining, while the inviting family room flows seamlessly into the kitchen, making it ideal for everyday living. The kitchen is both

    Brandie Mathison-Klein KELLER WILLIAMS ELITE PARTNERS III REALTY

    915 Westcliffe Dr, Winter Garden, FL 34787
  • /53

    $549,000

    • 4 Beds
    • 3 Baths
    • 2,180 Sq Ft

    12456 Westfield Lakes Cir, Winter Garden, FL 34787

    Welcome home to this stunning residence in the highly desirable Westfield Lakes community, perfectly situated in the heart of Winter Garden. This home offers an unbeatable location—just minutes from shopping and dining at Winter Garden Village, charming downtown Winter Garden, and West Orange High School directly across the street. With easy access to all major highways and Central Florida

    Mark Hide CLOCK TOWER REALTY

    12456 Westfield Lakes Cir, Winter Garden, FL 34787
  • /62

    $625,000

    • 4 Beds
    • 3 Baths
    • 2,204 Sq Ft

    5531 Cypress Hill Rd, Winter Garden, FL 34787

    Exquisitely upgraded 4-bedroom, 3-bath smart home in the highly sought-after Orchard Hills community of Winter Garden. Situated on a premium lot with no rear neighbors, this move-in-ready home offers a peaceful pond view and exceptional privacy. Soaring ceilings, elegant 20" tile flooring, and abundant natural light enhance the open-concept design. The designer kitchen features upgraded mocha

    Olga Kaza OLYMPUS EXECUTIVE REALTY INC

    5531 Cypress Hill Rd, 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. The modern kitchen impresses with new cabinets, natural quartz countertops, and an elegant island with

    Vanessa Albuquerque WRA BUSINESS & REAL ESTATE

    13820 Orchard Leaf Way, Winter Garden, FL 34787
  • /38

    $625,000

    • 4 Beds
    • 2.5 Baths
    • 1,916 Sq Ft

    1556 Coluso Dr, Winter Garden, FL 34787

    Experience modern Winter Garden living in this 2022-built home on a rare 0.28-acre corner lot with NO HOA, located just a 5-minute walk to Downtown Winter Garden and golf cart–accessible to the shops and dining of historic Plant Street. The open-concept layout features high ceilings, custom built-ins, and a gourmet kitchen with a large quartz island, modern cabinetry, and a custom tile

    Lesly Hijar REAL BROKER, LLC

    1556 Coluso Dr, Winter Garden, FL 34787
  • /46

    $969,000

    • 5 Beds
    • 4.5 Baths
    • 3,787 Sq Ft

    17231 Melogold Way, Winter Garden, FL 34787

    Stunning Upgraded Two-Story Home in Prime Winter Garden Location Welcome to this exceptional two-story residence in the heart of Winter Garden, thoughtfully designed to impress even the most discerning buyers. Featuring 5 spacious bedrooms and 4.5 bathrooms, this home offers comfort, functionality, and style in every detail. The primary suite is a true retreat, complete with a generous walk-in

    Joao De Souza Freitas, Jr WRA BUSINESS & REAL ESTATE

    17231 Melogold Way, Winter Garden, FL 34787
  • /40

    $705,990 Open Sat 1PM - 5PM

    • 5 Beds
    • 4.5 Baths
    • 2,908 Sq Ft

    15026 Summer Harvest St, Winter Garden, FL 34787

    Motivated seller! Exceptional opportunity in Horizon West, located in Winter Garden. This modern, open-concept home features a thoughtfully designed layout with abundant natural light and a seamless flow between the kitchen, dining room, and living area. With 5 bedrooms and 4.5 bathrooms, plus an annex with a private entrance and flexible use options, the property offers both comfort and

    Keyla Chirinos Sivira AROD PARTNERS REALTY

    15026 Summer Harvest St, Winter Garden, FL 34787
  • /62

    $295,000

    • 3 Beds
    • 2 Baths
    • 1,453 Sq Ft

    1300 Eastern Pecan Place Unit 208, Winter Garden, FL 34787

    This second-floor condo with ground-level entry offers the feel of a townhome, combining privacy, space, and convenience. With 1,453 sqft, the unit features 3 bedrooms, all with walk-in closets, and 2 full bathrooms, providing a comfortable and functional layout. The home offers a spacious living area, a kitchen with breakfast bar seating, brand-new vinyl flooring, and all appliances included —

    Roberta Melo SELECTA REALTY LLC

    1300 Eastern Pecan Place Unit 208, Winter Garden, FL 34787
  • /62

    $585,000

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft

    13360 Sunny Retreat Ln, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Experience the renowned 55+ lifestyle at Del Webb Oasis, a world-class, resort-style boutique community offering exclusive amenities, a prime Horizon West location, and natural gas single-family and villa homes nestled in wooded conservation. Residents enjoy a full calendar of social events led by a full-time Lifestyle Director, all centered around

    Alan Martin FRONTLINE FLORIDA REALTY, INC.

    13360 Sunny Retreat Ln, Winter Garden, FL 34787
  • /24

    $700,000

    • 5 Beds
    • 3 Baths
    • 3,524 Sq Ft

    2425 Prairie View Dr, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. ****Welcome to 2425 Prairie View Drive in the desirable Winter Garden! This spacious, light-filled 5-bedroom home offers beautiful flooring throughout—no carpet anywhere—and a highly flexible layout. Really, there is a space and place for everyone and everything! All main living areas and bedrooms are conveniently located downstairs, with the

    Amaal Barakat KELLER WILLIAMS ADVANTAGE III

    2425 Prairie View Dr, Winter Garden, FL 34787
  • /52

    $505,000

    • 3 Beds
    • 2.5 Baths
    • 2,027 Sq Ft

    10697 Atwater Bay Dr, Winter Garden, FL 34787

    SELLER MOTIVATED Seller is offering 5,000 TOWARD BUYER CLOSING COST OR RATE BUYDOWN.2019 Home with 3-bedroom, 2.5-bath offers over 2,000 sqft of modern living, plus valuable improvements already completed, INCLUDING SOLAR PANELS that significantly reduce monthly utility expenses. PRIME LOCATION within the community, across from the RESORT STYLE CLUBHOUSE. The first floor features ceramic tile

    Jhoana Loyo Urrutia LA ROSA REALTY LLC

    10697 Atwater Bay Dr, Winter Garden, FL 34787
  • /2

    $179,000

    • 4 Beds
    • 1 Bath
    • 880 Sq Ft

    1422 Basin St, Winter Garden, FL 34787

    Property offers 4 bedrooms and 1 bath room.

    Rosa Rodriguez STIRLING INTERNATIONAL REAL ES

    1422 Basin St, Winter Garden, FL 34787
  • /50

    $949,000

    • 4 Beds
    • 3.5 Baths
    • 4,136 Sq Ft

    13665 Killebrew Way, Winter Garden, FL 34787

    This stunning 4-bedroom, 3.5-bath residence offers an impressive 4,136 sq ft of thoughtfully designed living space, making it one of the best family floorplans available in Winter Garden.The open and airy layout features high ceilings and spacious rooms that create a welcoming, light-filled atmosphere perfect for everyday living and entertaining. The primary bedroom is conveniently located

    Paulo Silva CHARLES RUTENBERG REALTY ORLANDO

    13665 Killebrew Way, Winter Garden, FL 34787
  • /27

    $595,000

    • 4 Beds
    • 3.5 Baths
    • 2,474 Sq Ft

    16230 Carraway Bay Aly, Winter Garden, FL 34787

    Welcome to 16230 Carraway Bay Alley, a beautifully maintained home located in the heart of Winter Garden. Situated in a desirable community with convenient access to shopping, dining, and major highways, this property offers a perfect blend of comfort, style, and location. The home features a thoughtfully designed layout with spacious living areas, abundant natural light, and modern finishes

    Matthew Eads WATSON REALTY CORP

    16230 Carraway Bay Aly, Winter Garden, FL 34787
  • /15

    $423,999 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,660 Sq Ft

    16333 Ingram Hills Aly, Winter Garden, FL 34787

    PRICE REDUCTION!!! Rare opportunity to own the actual model home for this community. This corner-unit townhouse was professionally designed and built with premium upgrades that were not standard - and in some cases not available - in other homes within the neighborhood. Location truly sets this home apart. Situated directly next to the community park, this is the only townhouse with this

    Camilo Perez HOME SOLD REALTY LLC

    16333 Ingram Hills Aly, Winter Garden, FL 34787
  • /60

    $664,900

    • 5 Beds
    • 3 Baths
    • 2,647 Sq Ft

    730 River Grass Ln, Winter Garden, FL 34787

    Welcome to life in the Winter Garden Golf Cart District, where you can cruise to Downtown Winter Garden’s shops, restaurants, and famous farmers market in minutes, then come home to a cul-de-sac beauty on a premium conservation lot with no rear neighbors. This stunning 5-bedroom, 3-bath home delivers the space, layout, and upgrades buyers dream about. Downstairs, you’ll find a full bedroom

    Karen Tefft ASSIST2SELL BUYERS & SELLERS

    730 River Grass Ln, Winter Garden, FL 34787
  • /5

    $455,000

    • Land
    • 0.28 Acre
    • $1,625,000 per Acre

    1227 Ridge Lake Way, Winter Garden, FL 34787

    Lot 249 is located in the final phase of Oakland Park at The Reserve, a highly sought-after golf cart community nestled along the shores of Lake Apopka. Enjoy close proximity to the West Orange Trail and the charming Downtown Winter Garden, known for its local shops, dining, and events. This is a rare opportunity to build your FULLY CUSTOM dream home in one of the area’s most desirable

    Dawn Pickard THE C SMITH REAL ESTATE GROUP LLC

    1227 Ridge Lake Way, Winter Garden, FL 34787
  • /28

    $649,000

    • 4 Beds
    • 3 Baths
    • 2,136 Sq Ft

    16622 Parable Way, Winter Garden, FL 34787

    Located in the heart of Winter Garden, this beautiful home at 16622 Parable Way, Winter Garden, FL 34787 offers an excellent combination of top-rated schools, prime location, and natural surroundings. The property is situated in a highly desirable school district and is conveniently close to a nearby lake, providing a peaceful atmosphere and scenic views. Just a short drive to Disney and major

    Xiaoguang Ruan AAA GLOBAL VENTURES PA

    16622 Parable Way, Winter Garden, FL 34787
  • /44

    $2,299,990 New Construction

    • 5 Beds
    • 5.5 Baths
    • 4,988 Sq Ft

    17426 Glossy Pomelo Way, Winter Garden, FL 34787

    Discover this stunning new construction home located at 17426 Glossy Pomelo Way Winter Garden, built by M/I Homes. This impressive 4,988 square foot home features 5 bedrooms and 5 bathrooms, with the owner's bedroom conveniently located upstairs. Key features of this exceptional home include: Spacious open-concept living space perfect for entertaining 5 generously sized bedrooms providing ample

    M/I Homes Builder
    17426 Glossy Pomelo Way, Winter Garden, FL 34787
  • /26

    $845,651 New Construction

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

    11193 Hollow Bay Dr, Winter Garden, FL 34787

    The property is located at 11193 Hollow Bay Drive WINTER GARDEN FL 34787 priced at 845651, the square foot and stories are 3327, 2.The number of bath is 3, halfbath is 1 there are 4 bedrooms and 2 garages. For more details please, call or email.

    D.R. Horton Builder
    11193 Hollow Bay Dr, Winter Garden, FL 34787
  • /13

    $648,075 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,489 Sq Ft

    16827 Hobe Sound Ct, Winter Garden, FL 34787

    The property is located at 16827 Hobe Sound Court WINTER GARDEN FL 34787 priced at 648075, the square foot and stories are 2489, 2.The number of bath is 3, halfbath is 1 there are 4 bedrooms and 2 garages. For more details please, call or email.

    D.R. Horton Builder
    16827 Hobe Sound Ct, Winter Garden, FL 34787
  • /8

    $447,500 New Construction

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

    16545 Barbours Creek Way, Winter Garden, FL 34787

    The property is located at 16545 Barbours Creek Way WINTER GARDEN FL 34787 priced at 447500, the square foot and stories are 1567, 2.The number of bath is 2, halfbath is 1 there are 3 bedrooms and 1 garages. For more details please, call or email.

    D.R. Horton Builder
    16545 Barbours Creek Way, Winter Garden, FL 34787
  • 11223 Hollow Bay Dr, Winter Garden, FL 34787

    $829,736 New Construction

    • 5 Beds
    • 4 Baths
    • 2,866 Sq Ft

    11223 Hollow Bay Dr, Winter Garden, FL 34787

    The property is located at 11223 Hollow Bay Drive WINTER GARDEN FL 34787 priced at 829736, the square foot and stories are 2866, 2.The number of bath is 4, halfbath is 0 there are 5 bedrooms and 2 garages. For more details please, call or email.

    D.R. Horton Builder
    11223 Hollow Bay Dr, Winter Garden, FL 34787
  • 16857 Hobe Sound Ct, Winter Garden, FL 34787

    $577,670 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,216 Sq Ft

    16857 Hobe Sound Ct, Winter Garden, FL 34787

    The property is located at 16857 Hobe Sound Court WINTER GARDEN FL 34787 priced at 577670, the square foot and stories are 2216, 2.The number of bath is 2, halfbath is 1 there are 3 bedrooms and 2 garages. For more details please, call or email.

    D.R. Horton Builder
    16857 Hobe Sound Ct, Winter Garden, FL 34787
  • /79

    $869,900

    • 4 Beds
    • 3.5 Baths
    • 2,799 Sq Ft

    15672 Shorebird Ln, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Experience refined Florida living in this elegant Toll Brothers built residence, perfectly located on a premium corner homesite in the sought-after Lakeshore Preserve community. Distinguished by its Tuscan elevation, stone accents, and barrel tile roof, this 4-bedroom, 3.5-bath pool home offers timeless curb appeal and thoughtfully designed living

    Helen Thompson RE/MAX SELECT GROUP

    15672 Shorebird Ln, Winter Garden, FL 34787
  • /80

    $999,999

    • 5 Beds
    • 3 Baths
    • 3,557 Sq Ft

    16975 Wingspread Loop, Winter Garden, FL 34787

    Wake each morning to tranquil lake views and soft natural light that set a serene tone for the day. Built in 2021, this refined residence is positioned on an expansive premium lot within Winter Garden’s sought-after Hawksmoor community, offering the rare luxury of no rear or front neighbors—only open space, conservation views, and uninterrupted privacy.The paved driveway and oversized

    Kristin Duncan KELLER WILLIAMS ADVANTAGE REALTY

    16975 Wingspread Loop, Winter Garden, FL 34787
  • /40

    $719,000

    • 4 Beds
    • 3.5 Baths
    • 2,839 Sq Ft

    5966 Cypress Hill Rd, Winter Garden, FL 34787

    Welcome to 5966 Cypress Hill Rd, nestled in the highly sought-after Independence community of Winter Garden. This beautifully cared-for home offers a rare blend of privacy, space, and lifestyle amenities that truly make it stand out. One of the biggest highlights is the fully paid-off solar system, giving the next owner the benefit of extremely low electric bills—around $35 per month. It’s a huge

    Mahmoud Mango DALTON WADE INC

    5966 Cypress Hill Rd, Winter Garden, FL 34787
  • /57

    $505,000

    • 4 Beds
    • 3 Baths
    • 2,328 Sq Ft

    6524 Pasturelands Place, Winter Garden, FL 34787

    One full year of ***AHS HOME WARRANTY**This townhome is located in a highly desirable community offering exceptional amenities and long-term value. Featuring 4 bedrooms and 3 full bathrooms, this beautifully upgraded residence stands out with a spacious first-floor bedroom and full bath providing convenience, accessibility, and privacy ideal for guests, multigenerational living, or anyone wishing

    Maritza Jimenez WATSON REALTY CORP

    6524 Pasturelands Place, Winter Garden, FL 34787
  • /37

    $550,000

    • 4 Beds
    • 2 Baths
    • 2,398 Sq Ft

    707 Grassy Stone Dr, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Welcome to this single-story home in the highly sought-after Covington Chase community, perfectly positioned on a quiet cul-de-sac hilltop with peaceful lake views. The fully fenced .25-acre yard offers space, privacy, and room for a future pool or patio expansion, while the large covered lanai and expansive outdoor back patio seating areas create

    Erica Diaz HOMEVEST REALTY

    707 Grassy Stone Dr, Winter Garden, FL 34787
  • /86

    $589,000

    • 3 Beds
    • 2 Baths
    • 2,184 Sq Ft

    4620 Gliding Wave St, Winter Garden, FL 34787

    A STUNNING, ENERGY-EFFICIENT HOME LOCATED IN ONE OF WINTER GARDEN’S MOST DESIRABLE GATED COMMUNITIES. Located at the highly desirable gated community of Lakeview Preserve, this 2021-built residence offers a rare combination of modern design, comfort, and quality of life in one of Central Florida’s fastest-growing and most appreciated areas. The home features 3 bedrooms and 2 bathrooms with a

    Simone de Souza Nunes Silva WRA BUSINESS & REAL ESTATE

    4620 Gliding Wave St, Winter Garden, FL 34787
  • /42

    $825,000

    • 5 Beds
    • 3.5 Baths
    • 3,599 Sq Ft

    16377 Orange Seed Ln, Winter Garden, FL 34787

    Step into this beautifully maintained two-story, 2 car garage home in Wincey Groves, in the desirable Horizon West area. This home was designed for welcoming guests with a large, open concept layout. The main level features a standout gourmet kitchen—granite counters, pendant lights, tons of storage with an extra-large pantry, best of all it's equipped with a gas stove which is a rare upgrade for

    Dan Grieb KELLER WILLIAMS REALTY AT THE PARKS

    16377 Orange Seed Ln, Winter Garden, FL 34787
  • /85

    $2,250,000

    • 5 Beds
    • 5 Baths
    • 4,139 Sq Ft

    16038 Johns Lake Overlook Dr, Winter Garden, FL 34787

    Discover lakefront luxury at its finest in the coveted community of Hickory Hammock - where peaceful water views greet you from both the front and back of this extraordinary Winter Garden residence. Perfectly positioned on the shimmering shores of Johns Lake, this home offers a rare blend of elegance, privacy, and resort-style living that feels like a vacation every single day.Step inside and

    Brad Gruber WHEATLEY REALTY GROUP

    16038 Johns Lake Overlook Dr, Winter Garden, FL 34787

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