677

2-Story Homes for Sale in 34787

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  • /79

    $1,800,000 New Construction

    • 6 Beds
    • 5 Baths
    • 3,911 Sq Ft

    102 Hammock Preserve Loop, Oakland, FL 34787

    Welcome to 102 Hammock Preserve Loop—a beautifully crafted custom, J&J Home tucked away in the heart of Oakland Park, one of Winter Garden's most sought-after communities. Owners never fully moved into this new home due to change in family circumstances. This spacious corner-lot property is framed by mature oak trees that make you feel like you're living in your own forest oasis. Inside, the

    Ken Pozek KELLER WILLIAMS ELITE PARTNERS III REALTY

    102 Hammock Preserve Loop, Oakland, FL 34787
  • /2

    $434,990 New Construction

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

    Ibis Plan at Waterleigh - Townhomes, Winter Garden, FL 34787

    Welcome to your charming townhome located at Waterleigh, in Winter Garden Florida. 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.

    Builder Photo

    D.R. Horton

    Builder

    10482 Atwater Bay Dr Unit 36202692, 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

    $449,500 New Construction

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

    16353 Lakelet Alley, Winter Garden, FL 34787

    Under Construction. "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

    Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

    16353 Lakelet Alley, Winter Garden, FL 34787
  • /48

    $877,356 New Construction

    • 5 Beds
    • 4.5 Baths
    • 3,225 Sq Ft

    16164 Point Rock Dr, Oakland, FL 34787

    Under Construction. Waterleigh presents the Torrey. This two-story all concrete block construction single-family home features 5 bedrooms and 4.5 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 and butler’s pantry. The well-appointed gourmet kitchen overlooks the

    Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

    16164 Point Rock Dr, Oakland, FL 34787
  • /14

    $949,000 New Construction

    • 4 Beds
    • 4 Baths
    • 3,489 Sq Ft

    15569 Orchid Rose Ct, Winter Garden, FL 34787

    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 will offer an abundance of resort-style

    Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

    15569 Orchid Rose Ct, Winter Garden, FL 34787
  • /46

    $439,500 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,688 Sq Ft

    12190 Plumpton Dr, Winter Garden, FL 34787

    Beautiful 3-Bedroom Townhome in Winter Garden, FL – Move-In Ready!Welcome to your future home! This spacious 3-bedroom, 2.5-bathroom townhouse offers 1,688 sq ft of stylish, modern living in the heart of Winter Garden, just minutes from major highways, local parks, shopping, and dining.Step inside to an open-concept layout filled with natural light, perfect for entertaining or

    Ricardo Pulido KELLER WILLIAMS ADVANTAGE III

    12190 Plumpton Dr, Winter Garden, FL 34787
  • /33

    $480,500 New Construction

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

    16341 Lakelet Alley, Winter Garden, FL 34787

    Under Construction. "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

    Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

    16341 Lakelet Alley, Winter Garden, FL 34787
  • /16

    $850,805 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,075 Sq Ft

    5284 Citrus Leaf Blvd, Horizon West, FL 34787

    This functional floorplan has a spacious family room that's open to an expansive kitchen. A combination dining and living room provides ideal space for indoor entertaining or moving the party outdoors to the private lanai.

    Builder Photo

    Meritage Homes

    Builder

    5284 Citrus Leaf Blvd, Horizon West, FL 34787
  • /13

    $577,745 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,114 Sq Ft

    16418 Silver Brook Way, Winter Garden, FL 34787

    Open first floor boasts a spacious great room and dining area that flow seamlessly together. Upstairs primary suite features an oversized walk-in closet, dual sinks, and a standing shower.

    Builder Photo

    Meritage Homes

    Builder

    16418 Silver Brook Way, Winter Garden, FL 34787
  • /13

    $522,000 New Construction

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

    14250 Braemar St, 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

    14250 Braemar St, Winter Garden, FL 34787
  • /15

    $2,295,000 New Construction

    • 6 Beds
    • 5.5 Baths
    • 4,859 Sq Ft

    1244 Water Maple Dr, Oakland, FL 34787

    Pre-Construction. To be built. Introducing the Hamlin model by Element Home Builders—a stunning 4,859 square-foot residence designed for luxurious living and modern comfort. With 6 spacious bedrooms and 5.5 beautifully appointed bathrooms, this home offers ample space for families of all sizes and lifestyles.Step inside and experience an open-concept layout that combines elegance with

    Alexis Anderson REGENCY REAL ESTATE LLC

    1244 Water Maple Dr, Oakland, FL 34787
  • /15

    $2,175,000 New Construction

    • 5 Beds
    • 8 Baths
    • 4,433 Sq Ft

    1232 Water Maple Dr, Oakland, FL 34787

    Pre-Construction. To be built. Presenting the Citrus plan by Element Home Builders—a spacious home designed for modern living. With 5 bedrooms and 5 bathrooms, and 3 powder bathrooms, this expansive layout provides the perfect combination of comfort, style, and functionality. Every inch of this home is thoughtfully designed to create ample space for both private retreats and vibrant social

    Alexis Anderson REGENCY REAL ESTATE LLC

    1232 Water Maple Dr, Oakland, FL 34787
  • /15

    $2,150,000 New Construction

    • 5 Beds
    • 5.5 Baths
    • 4,388 Sq Ft

    1238 Water Maple Dr, Oakland, FL 34787

    Pre-Construction. To be built. Welcome to the Blossom home plan by Element Home Builders, where elegance meets functionality in a spacious, open layout. Boasting soaring ceilings and an expansive 12-foot kitchen island with abundant storage, this home is designed for both family living and entertaining. Enjoy seamless transitions between the gourmet kitchen, dining, and living areas, perfect for

    Heather Spirazza REGENCY REAL ESTATE LLC

    1238 Water Maple Dr, Oakland, FL 34787
  • /13

    $559,775 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,114 Sq Ft

    16520 Silver Brook Way, Winter Garden, FL 34787

    Open first floor boasts a spacious great room and dining area that flow seamlessly together. Upstairs primary suite features an oversized walk-in closet, dual sinks, and a standing shower.

    Builder Photo

    Meritage Homes

    Builder

    16520 Silver Brook Way, Winter Garden, FL 34787
  • /13

    $552,065 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,114 Sq Ft

    16496 Silver Brook Way, Winter Garden, FL 34787

    Open first floor boasts a spacious great room and dining area that flow seamlessly together. Upstairs primary suite features an oversized walk-in closet, dual sinks, and a standing shower.

    Builder Photo

    Meritage Homes

    Builder

    16496 Silver Brook Way, Winter Garden, FL 34787
  • /15

    $521,000 New Construction

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

    16484 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

    16484 Silver Brook Way, Winter Garden, FL 34787
  • /13

    $584,085 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,114 Sq Ft

    16466 Silver Brook Way, Winter Garden, FL 34787

    Open first floor boasts a spacious great room and dining area that flow seamlessly together. Upstairs primary suite features an oversized walk-in closet, dual sinks, and a standing shower.

    Builder Photo

    Meritage Homes

    Builder

    16466 Silver Brook Way, Winter Garden, FL 34787
  • /15

    $542,385 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,114 Sq Ft

    16508 Silver Brook Way, Winter Garden, FL 34787

    Open first floor boasts a spacious great room and dining area that flow seamlessly together. Upstairs primary suite features an oversized walk-in closet, dual sinks, and a standing shower.

    Builder Photo

    Meritage Homes

    Builder

    16508 Silver Brook Way, Winter Garden, FL 34787
  • /15

    $500,000 New Construction

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

    16460 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

    16460 Silver Brook Way, 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 Open Fri 10AM - 6PM

    • 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
  • /61

    $490,000 Open Fri 10AM - 6PM

    • 3 Beds
    • 3 Baths
    • 1,955 Sq Ft

    13528 Autumn Harvest Ave, Winter Garden, FL 34787

    New Luxurious Townhome by RockWell Homes. Welcome to this exquisite new Edison townhome where luxury meets convenience (lot 37). This spacious home offers 3 bedrooms, 3 bathrooms, and a versatile loft, perfect for your lifestyle needs. The townhome also includes a 2-car garage, a covered front lanai, a private second-floor balcony, and a covered back yard lanai, providing abundant outdoor living

    Jasmine Martz OLYMPUS EXECUTIVE REALTY INC

    13528 Autumn Harvest Ave, Winter Garden, FL 34787
  • /69

    $470,000 Open Fri 10AM - 6PM

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

    13532 Autumn Harvest Ave, Winter Garden, FL 34787

    Luxurious New Townhome by RockWell Homes. Discover the perfect blend of luxury and convenience in this stunning new townhome 3 bedrooms, 3 baths, 2-car garage. Designed with modern living in mind, this townhome boasts an elegant exterior and an array of high-end features. Enjoy a covered front lanai, a private covered balcony, and a spacious covered back lanai – ideal for relaxing or

    Jasmine Martz OLYMPUS EXECUTIVE REALTY INC

    13532 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

    $449,500 New Construction

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

    16323 Lakelet Alley, Winter Garden, FL 34787

    Under Construction. 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,

    Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

    16323 Lakelet Alley, Winter Garden, FL 34787
  • /13

    $510,000 New Construction

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

    16526 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

    16526 Silver Brook Way, Winter Garden, FL 34787
  • /17

    $851,595 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,075 Sq Ft

    5260 Citrus Leaf Blvd, Horizon West, FL 34787

    This functional floorplan has a spacious family room that's open to an expansive kitchen. A combination dining and living room provides ideal space for indoor entertaining or moving the party outdoors to the private lanai.

    Builder Photo

    Meritage Homes

    Builder

    5260 Citrus Leaf Blvd, Horizon West, FL 34787
  • /16

    $549,065 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,114 Sq Ft

    16538 Silver Brook Way, Winter Garden, FL 34787

    Open first floor boasts a spacious great room and dining area that flow seamlessly together. Upstairs primary suite features an oversized walk-in closet, dual sinks, and a standing shower.

    Builder Photo

    Meritage Homes

    Builder

    16538 Silver Brook Way, Winter Garden, FL 34787
  • /16

    $851,415 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,075 Sq Ft

    16354 Silver Grove Blvd, Winter Garden, FL 34787

    This functional floorplan has a spacious family room that's open to an expansive kitchen. A combination dining and living room provides ideal space for indoor entertaining or moving the party outdoors to the private lanai.

    Builder Photo

    Meritage Homes

    Builder

    16354 Silver Grove Blvd, Winter Garden, FL 34787
  • /13

    $525,000 New Construction

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

    5223 Passion Flower Way, Horizon West, 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

    5223 Passion Flower Way, Horizon West, FL 34787
  • /16

    $862,705 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,075 Sq Ft

    5242 Citrus Leaf Blvd, Horizon West, FL 34787

    This functional floorplan has a spacious family room that's open to an expansive kitchen. A combination dining and living room provides ideal space for indoor entertaining or moving the party outdoors to the private lanai.

    Builder Photo

    Meritage Homes

    Builder

    5242 Citrus Leaf Blvd, Horizon West, FL 34787
  • /15

    $602,775 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,114 Sq Ft

    16544 Silver Brook Way, Winter Garden, FL 34787

    Open first floor boasts a spacious great room and dining area that flow seamlessly together. Upstairs primary suite features an oversized walk-in closet, dual sinks, and a standing shower.

    Builder Photo

    Meritage Homes

    Builder

    16544 Silver Brook Way, Winter Garden, FL 34787
  • /13

    $500,000 New Construction

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

    5099 Railroad Vine Alley, 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

    5099 Railroad Vine Alley, Winter Garden, FL 34787
  • /13

    $528,065 New Construction

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

    16532 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

    16532 Silver Brook Way, Winter Garden, FL 34787
  • /13

    $523,970 New Construction

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

    5133 Passion Flower Way, Horizon West, 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

    5133 Passion Flower Way, Horizon West, 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

    $449,590 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

    $449,590 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
  • /62

    $1,675,000 New Construction

    • 4 Beds
    • 4 Baths
    • 3,186 Sq Ft

    166 Hammock Preserve Loop, Oakland, FL 34787

    Under Construction. UPDATE: Ahead of schedule with an estimated completion in Sept.–Oct. 2025. Please see attached package for full renderings and finishes. 166 Hammock Preserve Loop offers one of the finest new construction custom homes in Winter Garden, FL. Built by AR Homes—celebrating over 40 years of luxury homebuilding—this Carrabelle model sits in the highly sought-after Oakland Park

    AJ Lash CORCORAN PREMIER REALTY

    166 Hammock Preserve Loop, Oakland, FL 34787

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