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Winter Garden, FL 2-Story Homes for Sale

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  • /9

    $5,995,000 New Construction

    • 5 Beds
    • 6 Baths
    • 6,000 Sq Ft

    13377 Lake Butler Blvd, Winter Garden, FL 34787

    Pre-Construction. To be built. To be Built, Rendering provided by master custom home builder, David Konkol of Konkol Custom Homes. However, buyer can work with builder to build any design buyer prefers (pricing to adjust accordingly). The property is spectacular waterfront acreage with boat dock on boatable, skiable Lake Roper. Acreage is 12.4 +/- with some conservation. Zoned A-1 (agricultural

    Dawn Briggs BLUE MAGNOLIA REALTY LLC

    13377 Lake Butler Blvd, Winter Garden, FL 34787
  • /56

    $1,650,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 3,438 Sq Ft

    284 Donald Dr, Winter Garden, FL 34787

    Welcome to your dream home in the heart of Winter Garden's Golf cart Community! This stunning 4 bedroom 4.5 baths residence offers a perfect blend of luxury and comfort, ideal for families and entertaining. This home features: Spacious Layout: Enjoy an expansive open floor plan that seamlessly connects the living, dining, and Kitchen area, perfect for gatherings and family activities. Game

    Jane Lee HOMEVEST REALTY

    284 Donald Dr, Winter Garden, FL 34787
  • /55

    $1,100,000 New Construction

    • 5 Beds
    • 5 Baths
    • 4,442 Sq Ft

    226 Woodfall Ln, Winter Garden, FL 34787

    Pictures and furnishings are for illustrative purposes only. Elevations, colors and options may vary. Furniture is for model home staging only.Welcome to Winter Grove in the charming city of Winter Garden. Located 1 mile from Winter Garden Village and 3 miles from historic downtown Winter Garden. This intimate gated new community features single-family homes on large homesites without a CDD.

    Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

    226 Woodfall Ln, Winter Garden, FL 34787
  • /4

    $796,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 3,101 Sq Ft

    Cumberland Plan at Harvest at Ovation, Winter Garden, FL 34787

    The Cumberland is a spacious two-story floor plan with 5 bedrooms and 4.5 bathrooms. The foyer flows through to the open-concept living space, which includes a large great room, dining area, and chef-inspired kitchen. The great room overlooks two sliding doors that leads out to the lanai. Tucked away right off the dining area and kitchen is a primary suite with a large primary bathroom with dual

    Builder Photo

    Taylor Morrison

    Builder

    15069 Summer Harvest St Unit 36664492, Winter Garden, FL 34787
  • /4

    $500,999 New Construction

    • 2 - 3 Beds
    • 2.5 - 4.5 Baths
    • 1,992 Sq Ft

    Ashwood Plan at Harvest at Ovation, Winter Garden, FL 34787

    Enter the charming oasis that lies within the Ashwood bungalow floor plan. The 1,992 sq. ft. two-story home with 2 bedrooms, 2.5 bathrooms, and a 2-car detached garage boasts both spacious living areas and the welcoming comfort that you deserve. Just passed the foyer is the capacious great room that is overlooked by the beautifully appointed gourmet kitchen. This space is also complemented by an

    Builder Photo

    Taylor Morrison

    Builder

    15069 Summer Harvest St Unit 36664490, Winter Garden, FL 34787
  • /6

    $899,990 New Construction

    • 4 - 6 Beds
    • 3.5 Baths
    • 3,471 Sq Ft

    Michigan Plan at Northlake at Ovation - Northlake Estate, Winter Garden, FL 34787

    The Michigan is a spacious two-story home offering four bedrooms, three full bathrooms, one half bathroom, and a two-car garage. Designed for both everyday living and entertaining, this plan features a large open-concept kitchen and family room, a private first-floor primary suite, and multiple flexible spaces including a second-floor loft and bonus room. Additional highlights include abundant

    Builder Photo

    Ashton Woods

    Builder

    17551 Lake Star Rd Unit 36646290, Winter Garden, FL 34787
  • /48

    $1,098,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 3,878 Sq Ft

    6221 Argent Wood Dr, Winter Garden, FL 34787

    ***BRAND NEW*** 2025 and just deliverd! Wonderfull location with beautiful view for the water back house. Are more then 3,800 s.f. with 5 beds, 4.5 baths, office, 2 cars garage, loft, and much more! The house is full of upgrades. This home truly has a high standard in terms of finishes. Future amenities in the community include a pool, gym, and clubhouse. Come and own this stunning property in

    Anderson Ramos AUTHENTIC REAL ESTATE TEAM

    6221 Argent Wood Dr, Winter Garden, FL 34787
  • /16

    $487,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,833 Sq Ft

    Windham II Plan at Tribute at Ovation, Winter Garden, FL 34787

    Make yourself at home in the Windham II, a meticulously crafted townhome full of charming design features! The Rutland II includes 1,833 square feet, 3 bedrooms, 2.5 bathrooms, and a 2-car, rear-load, detached garage. Contact us today for more information on this new construction floorplan in Winter Garden, FL.

    Builder Photo

    M/I Homes

    Builder

    15212 Tribute Ovation Way Unit 36475722, Winter Garden, FL 34787
  • /10

    $541,990 New Construction

    • 3 - 4 Beds
    • 2 Baths
    • 2,200 Sq Ft

    Nicola II Plan at Osprey Ranch, Winter Garden, FL 34787

    Optional Extra Suite for multi-generational living. Stunning kitchen overlooking great room and dining area. Spacious great room with access to covered lanai. Laundry room in proximity to bedrooms on second floor. Relaxing primary suite with tray ceiling and walk-in closet. Primary bath with seated shower and dual sinks.

    Builder Photo

    K. Hovnanian Homes

    Builder

    15221 Blue Peacock Ln Unit 36454104, Winter Garden, FL 34787
  • /17

    $462,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,691 Sq Ft

    Rutland Plan at Tribute at Ovation, Winter Garden, FL 34787

    Welcome to the Rutland, a meticulously crafted townhome at an affordable price! The Rutland includes 1,691 square feet, 3 bedrooms, 2.5 bathrooms, and a 2-car, rear-load, detached garage. For more information on this new construction home in Winter Garden, FL, contact us today.

    Builder Photo

    M/I Homes

    Builder

    15212 Tribute Ovation Way Unit 36472575, Winter Garden, FL 34787
  • /7

    $1,700,000 New Construction

    • 5 Beds
    • 3.5 Baths
    • 3,909 Sq Ft

    1207 Ridge Lake Way, Winter Garden, FL 34787

    Pre-Construction. To be built. This is a pre-construction, to be built, custom home located in the final phase (The Reserve) of the Oakland Park community. This two-story custom RCB home can be customized! All finish selections can be made by the buyer; even change/customize the floor plan! This two story floor plan offers 5 bedrooms, 3.5 baths, an office and 3-car garage. This home can be yours

    Chris Herlihy NEW HOMES REAL ESTATE, INC.

    1207 Ridge Lake Way, Winter Garden, FL 34787
  • /32

    $444,990 New Construction

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

    16353 Lakelet Alley, Winter Garden, FL 34787

    "Welcome to your charming townhome located at Waterleigh. The Ibis townhome is where comfort, style, and modern convenience come together to create the perfect haven for you and your family. This delightful residence features 1,567 square feet, three spacious bedrooms, 2 1/2 baths, a convenient one-car garage, ample loft space, and cutting-edge smart home technology.Step inside to

    Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

    16353 Lakelet Alley, Winter Garden, FL 34787
  • /33

    $472,000 Open Sun 12PM - 5PM

    • 3 Beds
    • 2.5 Baths
    • 1,817 Sq Ft

    16341 Lakelet Alley, Winter Garden, FL 34787

    "Welcome to your charming townhome located at Waterleigh. The Sandhill townhome is where comfort, style, and modern convenience come together to create the perfect haven for you and your family. This delightful residence features 1,816 square feet, three spacious bedrooms, 3 1/2 baths, a convenient one-car garage, ample loft space, and cutting-edge smart home technology.Step inside to

    Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

    16341 Lakelet Alley, Winter Garden, FL 34787
  • /9

    $495,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,536 Sq Ft

    15038 Windflower Alley, Winter Garden, FL 34787

    The townhouse at 15038 Windflower Aly is a newly constructed property located in the Osprey Ranch Community near Disney in Winter Garden, Florida. This corner-lot home features 3 spacious bedrooms, 2.5 bathrooms, and a 1-car garage. The open, airy layout is designed for both relaxing and entertaining. ?Residents of the Osprey Ranch Community enjoy proximity to shopping centers, with

    Pedro Stuart AUTHENTIC REAL ESTATE TEAM

    15038 Windflower Alley, Winter Garden, FL 34787
  • /84

    $470,000 New Construction

    • 3 Beds
    • 3 Baths
    • 1,785 Sq Ft

    13536 Autumn Harvest Ave, Winter Garden, FL 34787

    Luxurious new townhome by RockWell Homes offers a stunning blend of elegance and functionality. Enjoy the convenience of a covered front lanai, a private covered balcony, and a covered back lanai, perfect for outdoor relaxation. This home features two primary bedroom suites, each with its own full bathroom, along with a guest suite and full bath located on the first floor. The two-car garage and

    Abigail Belchick OLYMPUS EXECUTIVE REALTY INC

    13536 Autumn Harvest Ave, Winter Garden, FL 34787
  • /75

    $975,000 New Construction

    • 5 Beds
    • 3.5 Baths
    • 3,256 Sq Ft

    15060 Brodie Ln, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. We invite you to experience luxury and comfort with this BRAND NEW move-in-ready 5 Bedrooms/3.5 Baths home built by Toll Brothers, America's Luxury Home Builder. Located in the beautiful community of Westhaven at Ovation—part of the sought-after Horizon West area of Winter Garden—the home sits on a quarter-acre corner lot adjacent to the future

    Carmen Gonzalez, Pa HORIZON WEST REALTY

    15060 Brodie Ln, Winter Garden, FL 34787
  • /32

    $439,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,640 Sq Ft

    16323 Lakelet Alley, Winter Garden, FL 34787

    The Ibis townhome is where comfort, style, and modern convenience come together to create the perfect haven for you and your family. This delightful residence features 1,567 square feet, three spacious bedrooms, 2 1/2 baths, a convenient one-car garage, ample loft space, and cutting-edge smart home technology.Step inside to discover a bright and inviting living area, where natural light

    Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

    16323 Lakelet Alley, Winter Garden, FL 34787
  • /78

    $1,395,000 New Construction

    • 6 Beds
    • 5 Baths
    • 4,152 Sq Ft

    13217 Tollcross Way, Winter Garden, FL 34787

    *****BRAND NEW HOUSE***** construction 2025! Wonderfull location with beautiful view for the water back and front house. Are more then 4,000 s.f. with 6 beds, 5 baths, office, 2 cars garage, loft, private pool with spa and much more! The designer studio invested $386,000 in upgrades. This home truly has a high standard in terms of finishes. Future amenities in the community include a pool, gym,

    Jose Ricardo Cerqueira JR CERQUEIRA REALTY CORP

    13217 Tollcross Way, Winter Garden, FL 34787
  • /22

    $434,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,553 Sq Ft

    6424 Tabebuia Pkwy, Winter Garden, FL 34787

    Under Construction. Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining - Now

    Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

    6424 Tabebuia Pkwy, Winter Garden, FL 34787
  • /22

    $434,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,553 Sq Ft

    6394 Tabebuia Pkwy, Winter Garden, FL 34787

    Under Construction. Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining - Now

    Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

    6394 Tabebuia Pkwy, Winter Garden, FL 34787
  • /5

    $1,996,500 New Construction

    • 4 Beds
    • 4 Baths
    • 4,557 Sq Ft

    1258 Ridge Lake Way, Winter Garden, FL 34787

    Pre-Construction. To be built. Welcome 1258 Ridge Lake Way, nestled in the final phase of the sought-after Oakland Park community. This custom-built modern farmhouse by RCB Homes offers a perfect blend of style and comfort. Spanning just under 6,280 square feet, this two-story residence features four spacious bedrooms and four luxurious bathrooms, providing ample space for relaxation and

    Matt McKee COMPASS FLORIDA LLC

    1258 Ridge Lake Way, Winter Garden, FL 34787
  • /18

    $559,000 New Construction

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

    12500 Encore at Ovation Way, Winter Garden, FL 34787

    Desirable corner lot with stones at the front entrance and around the house. This beautiful home has 3 bedrooms and 2 1/2 baths. It is located in the town of Winter Garden which has great schools within a few miles. This community is only 5 miles from Disney. Location, location, location. Motivated seller, don't miss this opportunity.

    Veksy Fernandez FLORIDA REALTY MARKETPLACE

    12500 Encore at Ovation Way, Winter Garden, FL 34787
  • /46

    $664,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,448 Sq Ft

    634 Burch Ave, Winter Garden, FL 34787

    Welcome to your dream home in the heart of Downtown Winter Garden’s golf cart district—where small-town charm meets modern living. This newly built home is packed with thoughtful design and high-end finishes. Step inside to wide plank luxury vinyl floors, an airy open-concept layout, and sunlight pouring through every window. The chef-inspired kitchen is a showstopper with crisp shaker cabinets,

    Ken Pozek KELLER WILLIAMS ELITE PARTNERS III REALTY

    634 Burch Ave, Winter Garden, FL 34787
  • /65

    $749,000 New Construction

    • 4 Beds
    • 3 Baths
    • 2,924 Sq Ft

    18102 Adrift Rd, Winter Garden, FL 34787

    HUGE PRICE REDUCTION! MOTIVATED SELLER! CONSERVATION & WATER VIEW! No Rear neighbor, This home invites you in from the time you enter! Great for entertaining with the café just off the kitchen for casual dining and includes stainless steel appliances and granite counter tops.The master bedroom is conveniently located on the first floor, with a luxurious master bathroom boasting his/her vanities,

    Yujie Jiang INTOP REALTY LLC

    18102 Adrift Rd, Winter Garden, FL 34787
  • /2

    $746,650 Open Sun 1PM - 3PM

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

    5943 Flower Cherry Bend, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Discover the newest community by Dream Finders Homes in highly sought-after Hamlin, Winter Garden. Welcome to the Anna Maria w/ Bonus, an award-winning open-concept home designed for modern living and effortless entertaining. The thoughtfully designed layout flows seamlessly from the great

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    5943 Flower Cherry Bend, Winter Garden, FL 34787
  • /2

    $591,830 Open Sun 1PM - 3PM

    • 4 Beds
    • 3 Baths
    • 2,102 Sq Ft

    6339 Wild Persimmon Way, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Discover the newest community by Dream Finders Homes in highly sought-after Hamlin, Winter Garden. Welcome to the Berkley, a thoughtfully designed bungalow that blends charm, functionality, and modern comfort. This brand-new home offers 4 bedrooms, 3 bathrooms, and 2,102 sq. ft. of living

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    6339 Wild Persimmon Way, Winter Garden, FL 34787
  • 16454 Silver Brook Way, Winter Garden, FL 34787

    $538,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,788 Sq Ft

    16454 Silver Brook Way, Winter Garden, FL 34787

    Beautiful open kitchen features a large island that overlooks the combo spacious dining area and family room. Upstairs loft offers extra space to be configured to best fit your needs.

    Builder Photo

    Meritage Homes

    Builder

    16454 Silver Brook Way, Winter Garden, FL 34787
  • 16514 Silver Brook Way, Winter Garden, FL 34787

    $536,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,788 Sq Ft

    16514 Silver Brook Way, Winter Garden, FL 34787

    Beautiful open kitchen features a large island that overlooks the combo spacious dining area and family room. Upstairs loft offers extra space to be configured to best fit your needs.

    Builder Photo

    Meritage Homes

    Builder

    16514 Silver Brook Way, Winter Garden, FL 34787
  • 16490 Silver Brook Way, Winter Garden, FL 34787

    $535,460 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,678 Sq Ft

    16490 Silver Brook Way, Winter Garden, FL 34787

    An open, spacious kitchen overlooks the great room and dining area making it perfect for entertaining friends and family. The second floor loft provides extra space to use the way you want to.

    Builder Photo

    Meritage Homes

    Builder

    16490 Silver Brook Way, Winter Garden, FL 34787
  • 13274 Serene Glade Rd, Winter Garden, FL 34787

    $460,872 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,715 Sq Ft

    13274 Serene Glade Rd, Winter Garden, FL 34787

    The Porter floorplan is an inviting two-story townhome designed with thoughtful spaces throughout. Featuring three bedrooms and two full bathrooms, the layout offers a smooth flow between living spaces. The first floor boasts a bright great room that opens into the dining area and lanai, perfect for entertaining or relaxation. Upstairs, all three bedrooms are thoughtfully arranged alongside a

    Builder Photo

    Dream Finders Homes

    Builder

    13274 Serene Glade Rd, Winter Garden, FL 34787
  • 13270 Serene Glade Rd, Winter Garden, FL 34787

    $457,540 New Construction

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

    13270 Serene Glade Rd, Winter Garden, FL 34787

    The Harbor floor plan offers a smartly designed two-story townhome that caters to both convenience and space. With three bedrooms and two and a half bathrooms, this home ensures comfort on every level. All three bedrooms are located upstairs, providing privacy and quiet from the main living areas. The second floor also features a spacious primary suite with a walk-in closet and private bath,

    Builder Photo

    Dream Finders Homes

    Builder

    13270 Serene Glade Rd, Winter Garden, FL 34787
  • 13278 Serene Glade Rd, Winter Garden, FL 34787

    $457,235 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,715 Sq Ft

    13278 Serene Glade Rd, Winter Garden, FL 34787

    The Porter floorplan is an inviting two-story townhome designed with thoughtful spaces throughout. Featuring three bedrooms and two full bathrooms, the layout offers a smooth flow between living spaces. The first floor boasts a bright great room that opens into the dining area and lanai, perfect for entertaining or relaxation. Upstairs, all three bedrooms are thoughtfully arranged alongside a

    Builder Photo

    Dream Finders Homes

    Builder

    13278 Serene Glade Rd, Winter Garden, FL 34787
  • 13282 Serene Glade Rd, Winter Garden, FL 34787

    $457,229 New Construction

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

    13282 Serene Glade Rd, Winter Garden, FL 34787

    The Harbor floor plan offers a smartly designed two-story townhome that caters to both convenience and space. With three bedrooms and two and a half bathrooms, this home ensures comfort on every level. All three bedrooms are located upstairs, providing privacy and quiet from the main living areas. The second floor also features a spacious primary suite with a walk-in closet and private bath,

    Builder Photo

    Dream Finders Homes

    Builder

    13282 Serene Glade Rd, Winter Garden, FL 34787
  • 13037 Serene Glade Rd, Winter Garden, FL 34787

    $582,923 New Construction

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

    13037 Serene Glade Rd, Winter Garden, FL 34787

    Discover the charm of the Brantley Floor Plan, a bungalow perfect for families and entertaining. This plan features 3 bedrooms, 2.5 bathrooms, a loft, and a 2-car garage. The gourmet kitchen boasts top-end designer finishes and flows seamlessly into the living areas, ideal for gatherings. An extra-large corner pantry provides ample storage for bulk purchases, enhancing functionality. Check out

    Builder Photo

    Dream Finders Homes

    Builder

    13037 Serene Glade Rd, Winter Garden, FL 34787
  • 13386 Peaceful Melody Dr, Winter Garden, FL 34787

    $831,761 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,843 Sq Ft

    13386 Peaceful Melody Dr, Winter Garden, FL 34787

    The Captiva floorplan offers a spacious two-story design with 4 bedrooms, 2.5 bathrooms, and plenty of extra room for customization. This thoughtfully laid-out home includes a flex space on the first floor, which can be transformed into a guest suite or home office, adding versatility to the design. A bonus room on the second floor provides additional living space, perfect for a media room or

    Builder Photo

    Dream Finders Homes

    Builder

    13386 Peaceful Melody Dr, Winter Garden, FL 34787
  • 13013 Serene Glade Rd, Winter Garden, FL 34787

    $585,389 New Construction

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

    13013 Serene Glade Rd, Winter Garden, FL 34787

    Discover the charm of the Brantley Floor Plan, a bungalow perfect for families and entertaining. This plan features 3 bedrooms, 2.5 bathrooms, a loft, and a 2-car garage. The gourmet kitchen boasts top-end designer finishes and flows seamlessly into the living areas, ideal for gatherings. An extra-large corner pantry provides ample storage for bulk purchases, enhancing functionality. Check out

    Builder Photo

    Dream Finders Homes

    Builder

    13013 Serene Glade Rd, Winter Garden, FL 34787

Showing Results 441 - 480, Page 12 of 13

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