Winter Garden/Oakland Homes with Two Story Property Description

Winter Garden/Oakland Homes with Two Story Property Description

Welcome to the enchanting region of Winter Garden and Oakland, nestled in the heart of Orange County, Florida. This vibrant community is a delightful blend of small-town charm and modern conveniences, making it an ideal place for families and individuals alike. With its rich history, picturesque landscapes, and a strong sense of community, Winter Garden and Oakland offer a unique lifestyle that is hard to resist.

Winter Garden is renowned for its beautiful downtown area, filled with quaint shops, delicious eateries, and a bustling farmers market that showcases local produce and crafts. The scenic West Orange Trail weaves through the area, perfect for walking, biking, or simply enjoying the lush surroundings. Meanwhile, Oakland provides a serene escape, characterized by its historic homes and stunning views of Lake Apopka, inviting residents to relish in nature's beauty.

For those seeking spacious living, our two-story homes in Winter Garden and Oakland are truly exceptional. These properties are designed with modern families in mind, offering ample space for both relaxation and entertainment. With open floor plans, gourmet kitchens, and inviting living areas, these homes are perfect for hosting gatherings or enjoying cozy family nights. The second story often features generously sized bedrooms, providing privacy and comfort for everyone in the household.

Imagine waking up in a home that not only meets your needs but also reflects the beauty of the surrounding area. With the charm of Winter Garden and Oakland at your doorstep, your dream home awaits. Discover the perfect blend of community, convenience, and comfort in these stunning two-story properties today!

Newest Winter Garden/Oakland Homes with Two Story Property Description

$398,000
3 Beds ⋅ 3 Baths ⋅ Osprey Ranch Ph 1 SubDv. ⋅ 34787 Zip Code
Excellent opportunity for homeowners or investors in the highly desirable Winter Garden area! This bright corner-unit townhome in Osprey Ranch offers 3 bedrooms, 2.5 bathrooms and 1,536 sq ft of comfortable living space, with added privacy and abundant natural light. The open-concept main floor features tile flooring, a spacious living and dining area, and a kitchen with granite countertops, clear cabinetry, stainless steel appliances and a large island. Decorative details include a custom TV accent wall and a stone-look accent panel on the kitchen island. Upstairs, all three bedrooms provide privacy, along with a versatile landing area that can be used as a home office or study space. Residents enjoy Osprey Ranch amenities including a resort-style community pool, splash pad, playground and dog park. Ideally located near Hamlin, SR-429, shopping, dining, top-rated schools and Walt Disney World, with convenient access throughout Horizon West and the Orlando area. An exceptionally well-priced opportunity for homeowners or investors looking to own in one of Winter Garden’s growing communities.

15056 Windflower Alley, Winter Garden
$560,000
4 Beds ⋅ 3 Baths ⋅ John Lake Pointe SubDv. ⋅ 34787 Zip Code
Motivated seller! Located in the community of Johns Lake Pointe, this beautifully designed 4-bedroom, 2.5-bath home offers a desirable split floor plan and a spacious 2-car garage. A welcoming front porch sets the tone for this inviting residence. The living room overlooks the private fenced backyard, creating the perfect setting for relaxing or entertaining. The kitchen features chestnut cabinetry, stainless steel appliances, a center island with a sit-in bar, and a separate dining area ideal for gatherings. The primary suite includes a well-appointed primary bathroom with dual sinks, a garden tub, and a walk-in shower. The back porch is protected by a screen. With a recent price improvement, this home presents outstanding value, flexibility, and the opportunity to personalize to your taste. Ideally located less than 20 minutes from Disney, Johns Lake Pointe is a beautifully maintained community offering resort-style amenities, including a clubhouse with a pool and kitchen, fitness center, yoga room, tennis courts, and playground. Enjoy an exceptional lifestyle in a prime location, priced to allow the next owner to create a private oasis. Don’t miss the opportunity to make this remarkable house your home!

745 Marsh Reed Drive W, Winter Garden
$365,000
2 Beds ⋅ 3 Baths ⋅ Orchard A1-A26 B1 B2 C D1-D4 SubDv. ⋅ 34787 Zip Code
Welcome to this beautiful Winter Garden townhome located in a desirable gated community with a community pool. This bright 2-bedroom, 2.5-bath end-unit townhome features a dedicated office that could easily be converted into a third bedroom, offering added flexibility for guests or a home workspace. An upstairs loft provides additional living space, perfect for a second living area, media room, playroom, or flex space. Interior features include tile flooring, tray ceilings, granite countertops, stainless steel appliances, plantation shutters, and newer wood-look laminate flooring upstairs. A new energy-efficient A/C system with warranty provides added comfort, efficiency, and peace of mind, while the newer roof adds even more value. The townhome also features a two-car rear-entry garage and is ideally located close to top-rated schools, shopping, dining, and Central Florida's world-famous attractions. With its desirable Winter Garden location, gated setting, community amenities, and versatile floor plan, this townhome is a must-see!

13855 Golden Russet Drive, Winter Garden
$380,000
3 Beds ⋅ 3 Baths ⋅ Stoneybrook West I SubDv. ⋅ 34787 Zip Code
Welcome to this charming and beautifully maintained home located in the desirable Winter Garden community! Featuring an open and functional floor plan, this property offers bright living spaces, a spacious kitchen perfect for everyday cooking and entertaining, and comfortable bedrooms designed for relaxation. Enjoy a private backyard space ideal for outdoor activities and quiet evenings. Conveniently situated near top-rated local schools, shopping centers, dining options, and major highways for an easy commute. Schedule your private showing today and discover everything this wonderful home!

1221 Priory Circle, Winter Garden
$455,000
3 Beds ⋅ 3 Baths ⋅ Osprey Ranch Ph 1 SubDv. ⋅ 34787 Zip Code
Discover an inviting 3-bedroom, 2.5-bath home in Winter Garden, offering a comfortable layout designed for both everyday living and entertaining. The main living areas create an open and welcoming environment, with natural light enhancing the sense of space and connecting the living, dining, and kitchen areas. Upstairs, the bedrooms are thoughtfully separated from the main gathering spaces, providing added privacy and a comfortable retreat at the end of the day. The primary suite offers its own private bath, while the additional bedrooms provide flexibility for family, guests, a home office, or whatever best fits your lifestyle. Beyond the home itself, the location puts you close to everything that makes the Winter Garden area so desirable. Enjoy convenient access to shopping, restaurants, schools, recreation, and major roadways, making it easy to explore Horizon West, greater Orlando, and the many attractions Central Florida has to offer. Whether you're searching for your next home or an investment opportunity in a growing area, this property delivers a combination of location, functionality, and Florida living that is hard to overlook. Schedule your private showing and come see the possibilities for yourself.

15038 Windflower Alley, Winter Garden
$689,000
4 Beds ⋅ 3 Baths ⋅ Stoneybrook West D SubDv. ⋅ 34787 Zip Code
Welcome to Stoneybrook West—a one-of-a-kind community in Winter Garden! This premier neighborhood offers 24-hour guarded entry, a massive town center, and resort-style amenities including an Olympic-sized pool with a splash zone, state-of-the-art fitness center, playground, tennis, basketball, and pickleball courts. Enjoy lakeside living with a fishing/viewing pier and private boat ramp, plus a full calendar of community events. Best of all, your HOA fees cover both internet and cable! Set on a tranquil pond with no rear neighbors, this home boasts irresistible curb appeal from the moment you arrive. Inside, the thoughtfully designed floor plan balances elegance and ease. The front of the home features formal living and dining areas—perfect for hosting—while the rear opens to a bright, open-concept kitchen and family room ideal for everyday living. The kitchen is a chef's delight with ample counter space, a walk-in pantry, stainless steel appliances, stylish tile backsplash, and a breakfast bar. Step through the sliding doors to a screened patio and fully fenced backyard—a private oasis for pets, play, or peaceful pond gazing. Need space for guests or extended family? A main-floor bedroom with a full bath offers flexibility and privacy. Upstairs, a generous loft awaits—use it as a media room, playroom, or second living area. Both the loft and the primary suite open to a screened balcony with serene views. The primary retreat itself is a showstopper, featuring a garden tub, separate walk-in shower, dual vanities with a makeup station, and an enormous walk-in closet. Convenience continues with an upstairs laundry room equipped with cabinets and a utility sink. Fresh new flooring has been installed throughout the entire upper level, and the home has been treated to a brand-new coat of paint, giving it a clean, modern feel throughout. Recent upgrades also include a new roof (2023), new water heater (2023), and AC (2019). You'll also appreciate surround sound pre-wiring in the family room and loft, ceiling fans throughout, and abundant storage. Located just steps from the resident gate, Balforn Tower Way places you minutes from the community town center, golf clubhouse, top-rated schools, dining, shopping, medical facilities, and entertainment. This is more than a home—it's a lifestyle.

2549 Balforn Tower Way, Winter Garden
$629,000
4 Beds ⋅ 4 Baths ⋅ Harvest At Ovation SubDv. ⋅ 34787 Zip Code
Welcome to this beautiful 2024 Taylor Morrison home in Harvest at Ovation. Offering 4 bedrooms, 3.5 bathrooms, and 2,332 square feet, this residence features a bright open-concept layout and modern finishes throughout. A standout feature is the covered front porch overlooking a beautiful community green space, with no residence directly in front, providing an open view and added privacy. The kitchen offers quartz countertops, a large island, and contemporary cabinetry. A first-floor bedroom with a full bathroom provides flexible space for guests or a home office. Additional highlights include a covered lanai, laundry room, natural gas, and a two-car garage. Residents enjoy a community pool with cabana, butterfly garden, nature play space, dog park, and walking trails. Conveniently located near shopping, dining, SR 429, and Central Florida attractions. The area also features the newly opened Ovation Elementary and the recently built Water Spring Middle campus. Buyers should independently verify school zoning.

15154 Alder Chase Alley, Winter Garden
$663,065
4 Beds ⋅ 4 Baths ⋅ Osprey Ranch SubDv. ⋅ 34787 Zip Code
Under Construction. .

12331 Silk Mimosa Alley, Winter Garden
$369,500
3 Beds ⋅ 3 Baths ⋅ Stoneybrook West Unit 8 SubDv. ⋅ 34787 Zip Code
Welcome to Westbrook at Stoneybrook West, a well-established townhome community in the heart of Winter Garden! This spacious 3-bedroom, 2.5-bath townhome offers 1,650 square feet of comfortable living space along with an attached 2-car garage. The main level features an open living and dining area, while all three bedrooms are conveniently located upstairs, including a spacious primary suite with a private bath and walk-in closet. A covered outdoor patio provides additional space to relax and enjoy the Florida weather. The home is currently being refreshed with new interior paint and new flooring throughout, allowing the next owner to move in and enjoy a clean, updated space from day one. Westbrook offers residents a community pool, playground, sidewalks, and plenty of guest parking, all in a location that puts everyday conveniences close by. Publix, Walgreens, restaurants, and shopping are just minutes away, with Winter Garden Village and Historic Downtown Winter Garden also within easy reach. Spend the weekend exploring the brick-lined streets of Plant Street, visiting the Saturday Farmers Market, or enjoying miles of biking and walking along the West Orange Trail. With convenient access to SR-429, SR-50, and Florida’s Turnpike, commuting throughout Central Florida, Downtown Orlando, the airport, and the theme parks is a breeze. Enjoy low-maintenance townhome living in one of Winter Garden’s most convenient locations — schedule your private showing today!

1327 Priory Circle Unit 1327, Winter Garden
$350,000
2 Beds ⋅ 3 Baths ⋅ Signature Lks-Pcl 01a SubDv. ⋅ 34787 Zip Code
Welcome to this charming and spacious 2-bedroom, 2.5-bath town-home located in the highly sought-after Signature Lakes / Independence Community. This beautifully designed town-home features an open-concept floor plan that seamlessly connects the kitchen and family room, creating a bright and inviting living space. Upstairs, both bedrooms feature en-suite bathrooms for maximum privacy, with the oversized owner’s suite boasting a luxurious bath and a walk-in closet. The exterior of the home features a fenced paver patio in the backyard, providing a private outdoor retreat that connects to the detached two-car garage. Residents of Signature Lakes enjoy access to exceptional amenities, including two clubhouses with resort-style pools, fitness centers, tennis courts, basketball courts, and playgrounds. The community also offers boat ramps, scenic parks, nature trails, a business center, a community room, and well-maintained green spaces, creating the perfect setting for an active and vibrant lifestyle. Beyond its impressive amenities, Independence is known for its dynamic community atmosphere, enhanced by dedicated community event organizers who plan a variety of immersive events throughout the year. Residents enjoy seasonal festivals, fireworks displays, and food truck gatherings, fostering a true sense of connection and entertainment. Located just minutes from Walt Disney World, Universal Studios, and other major attractions, this town-home offers a unique blend of comfort, convenience, and resort-style living. Schedule your showing today!

14448 Pleach Street, Winter Garden
$419,999
3 Beds ⋅ 3 Baths ⋅ Storey Grove SubDv. ⋅ 34787 Zip Code
Storey Grove ** 2023 built ** Open floorplan **BACKS TO GREENSPACE!!** Beautiful wood ceramic tile entire 1st floor ** Attractive tv wall wood accent inlay in the family room ** White kitchen cabinetry with quartz counters and large cooking island ** All bedrooms are on the 2nd floor ** Nice size +/-16x20 brick paver patio area and 2 car detached garage ** Great RING security system, RING cameras, doorbell and door and window sensors ** Tesla EV power outlet is already in place in the garage ** Overhead storage racks in the garage are included ** Storey Grove community amenities include a huge resort style community pool, fitness center, basketball courts, children's playground and green space area. Room measurements are from builder floor plan. Buyers to verify all room measurements.

10648 Words Drive, Winter Garden
$560,000
4 Beds ⋅ 4 Baths ⋅ Storey Grove Ph 1b-3 SubDv. ⋅ 34787 Zip Code
This beautiful 4 bedroom, 3 1/2 bath home features an open layout with designer finishes that are light and bright throughout. There are 2 master bedroom one on the first floor and in the second floor Perfect for families. Large great room downstairs, bonus room/loft upstairs with vaulted ceiling and a beautiful backyard. Upgraded just like the model. Quartz counter top throughout, upgraded light cabinets, wood plank, tile floor. Upgraded GE Profile appliances and complete Smart Home Package with smart thermostats, smart switches Wireless range extenders built in Alexa smart home controls. Storey Grove is beautiful picturesque community with pool, fitness center, parks, playgrounds and more. It's a perfect location just minutes from Disney, Shopping, Dining, New Hamlin retail and theaters, Easy Access to 429 Expressway, and zoned for A rated schools . Come and check personally .

15163 Book Club Road, Winter Garden
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