Winter Garden/Oakland Homes with None Exterior Features

Winter Garden/Oakland Homes with None Exterior Features

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 rich history, natural beauty, and modern conveniences, making it a perfect place to call home.

Winter Garden boasts a charming downtown area, where you can stroll along picturesque streets lined with unique shops, delightful cafes, and local eateries. The weekly farmers' market is a must-visit, offering fresh produce and handmade goods that reflect the local flavor. Surrounded by lush landscapes and scenic parks, residents enjoy an active lifestyle with plenty of outdoor activities, from biking along the West Orange Trail to exploring the serene shores of Lake Apopka.

Oakland, just a stone's throw away, is known for its quaint small-town charm and friendly atmosphere. With its historic homes and tree-lined streets, Oakland is a peaceful retreat while still being conveniently close to the amenities of Winter Garden.

When it comes to housing, Winter Garden and Oakland offer a variety of options, including homes with none exterior features, allowing for a focus on the interior space and design. These homes provide a blank canvas for personalization, ensuring you can create your dream living environment without the distraction of extensive outdoor maintenance. Whether you’re seeking a cozy bungalow or a spacious family home, this region has something to suit every taste and lifestyle.

Discover the magic of Winter Garden and Oakland—where community spirit, natural beauty, and comfortable living come together to create an idyllic Florida lifestyle. Your dream home awaits!

Newest Winter Garden/Oakland Homes with None Exterior Features

8 Beds ⋅ 3 Baths ⋅ Twin City Dev Co Sub SubDv. ⋅ 34787 Zip Code

8 bedrooms. 3 full baths. Approximately 1,750 SF. Just blocks from Plant Street. Space and location set this property apart. Offering 8 bedrooms and 3 full baths across approximately 1,750 SF, the home sits on a 9,431 SF fully fenced lot—a combination of interior space and land increasingly difficult to find this close to Historic Downtown Winter Garden. Built in 1925 and sold as-is, the home presents an opportunity to update and personalize to your own vision. The flexible room count provides options for bedrooms, guest space, home offices, or additional living needs, while the generous 75' x 125' lot leaves plenty of outdoor space to create a garden, entertaining area, or backyard retreat. No HOA, city utilities, and R-2 zoning add to the property's flexibility and long-term appeal. Location is the part that cannot be renovated. Enjoy being just blocks from Plant Street, the Saturday farmers market, restaurants, cafés, shops, entertainment, and the West Orange Trail, with Lake Apopka, SR-429, and Florida's Turnpike conveniently nearby. Currently income producing, the property offers the flexibility to maintain its existing rental use or be delivered vacant upon request. 8 Bedrooms. 3 Full Baths. Approx. 1,750 SF. 0.22 Acres. 9,431 SF Lot. 75' x 125'. No HOA. Bring your vision and make the space your own in a location that's increasingly difficult to replicate. Schedule your private showing today.

208 3rd Street, Winter Garden

Twin City Dev Co Sub SubDv. ⋅ 34787 Zip Code

Most Winter Garden listings sell on charm. This one sells on the rent roll. Eight rooms currently rented — seven at $175 weekly and one at $200 — generating $1,425 per week / $74,100 annualized gross income at current rents. In place, occupied, and income producing. The land adds another layer to the opportunity. Situated on approximately 0.22 acres / 9,500+ SF with a 75' x 125' lot, the fully fenced property offers R-2 zoning, no HOA, city water and city sewer, along with ample yard space and future flexibility. Hold the existing income while exploring the property's longer-term expansion or redevelopment potential, subject to applicable zoning requirements and City approvals. The location carries its own value. Just a few blocks from Historic Downtown Winter Garden, Plant Street, the West Orange Trail, shops, restaurants and the farmers market, with SR-429, Florida's Turnpike and Lake Apopka nearby. The surrounding area continues to evolve with renovated properties and new construction. 0.22 Acres. 9,500+ SF Lot. R-2. Eight Rented Rooms. $1,425/Week Gross. Income in place. Land underneath. Future upside ahead. A rare opportunity to own all three near Downtown Winter Garden—schedule your private showing today.

208 3rd Street, Winter Garden

3 Beds ⋅ 3 Baths ⋅ Winding Bay Preserve SubDv. ⋅ 34787 Zip Code

Move-in ready 3-bedroom, 2.5-bath townhome in Winding Bay Preserve, built in 2020 with 1,868 heated square feet across two stories. Carpet and ceramic tile flooring throughout, and the washer, dryer, range, microwave and refrigerator all convey. A rear-facing two-car garage with alley access adds everyday convenience. Community amenities include a pool, playground, park and dog park. Located in Horizon West, minutes from Winter Garden shopping and dining, with quick access to SR-429, Avalon Road and the Central Florida attractions corridor. A rare find in one of Horizon West’s most convenient locations.

11102 Hanlon Terrace Alley, Winter Garden

1 Beds ⋅ 1 Baths ⋅ Loveless J S Add 01 SubDv. ⋅ 34787 Zip Code

ATTENTION CONTRACTORS, BUILDERS and INVESTORS! Rare, low-priced opportunity JUST MINUTES from highly sought after Downtown Winter Garden! This is a rare chance to secure a spacious solid building and lot with endless possibilities in a great location with NO HOA. City water and sewer. Zoned RNC-2, this property is a blank canvas perfect for savvy investors or builders. Maximize your investment by exploring options for a duplex. The current structure requires a complete buildout inside making it the perfect site for your next project. Cash buyers only. Opportunities at this price point ($199,000) in 34787 are rare. Schedule your showing today!

844 Klondike Street, Winter Garden

3 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 2e SubDv. ⋅ 34787 Zip Code

Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhome located in the highly sought-after Waterleigh community in Winter Garden. Built in 2021, this move-in ready home features an open-concept floor plan with a spacious living area, a modern kitchen with stainless steel appliances, granite countertops, and a large island perfect for entertaining. Upstairs, the primary suite offers a walk-in closet and a private en-suite bathroom, while two additional bedrooms provide plenty of space for family, guests, or a home office. Enjoy a private patio, attached one-car garage, and low-maintenance living. Waterleigh offers resort-style amenities including multiple pools, fitness center, clubhouse, playgrounds, walking trails, tennis courts, beach volleyball, mini golf, and scenic lakes. Conveniently located near Hamlin Town Center, shopping, dining, top-rated schools, major highways, and Walt Disney World. Don't miss this incredible opportunity to own a home in one of Winter Garden's most desirable communities!

10108 Salt Point Drive, Winter Garden

2 Beds ⋅ 2 Baths ⋅ Arrowhead Lakes SubDv. ⋅ 34787 Zip Code

Rare opportunity to own TWO lakefront lots in the 34787 zip code with an A2 zoning! This property has a beautiful old florida feel with an array of large oak trees, cypress trees, and cabbage palms sprinkled all around the land. Lot 1 features a 2 story wood frame home 2 bedroom 2 bathroom and Lot 2 has electric and well on site. This home is situated in an A rated school district with NO HOA and allows horses, chickens, goats. The zoning allows each lot to have a main home plus ADU (accessory dwelling unit) close to many amenities and easy commute close to the 429! Freshly paved road and fully fenced yards.

16950 Arrowhead Boulevard, Winter Garden

2 Beds ⋅ 2 Baths ⋅ Del Webb Oasis Ph 3 SubDv. ⋅ 34787 Zip Code

2 bedrooms plus den, 2 bathroom.. Built in 2024, this like-new home is located on a premium cul-de-sac lot within a sought-after community in Winter Garden. Offering exceptional privacy with no rear neighbors, the backyard provides a peaceful setting to relax and enjoy Florida's outdoor lifestyle. The community is designated as 55+; however, buyers of 25 years old are permitted to purchase within the community. This beautifully maintained residence combines modern construction, energy-efficient features, and a desirable open floor plan with access to outstanding community amenities. Conveniently located near shopping, dining, entertainment, and major roadways, this home offers the perfect blend of comfort, privacy, and convenience.

15806 Gem View St, Winter Garden

5 Beds ⋅ 3 Baths ⋅ Cambridge Crossing Ph 01a 45/21 SubDv. ⋅ 34787 Zip Code

Beautifully updated home featuring an open-concept layout with soaring high ceilings and tile flooring throughout the main living areas. The bedrooms are upgraded with luxury vinyl flooring, while the spacious loft showcases elegant bamboo flooring. The gourmet kitchen is a true showpiece, equipped with premium Thermador appliances, including a built-in refrigerator, cooktop, hood, oven, and microwave. A massive cook’s island with abundant storage underneath makes this space perfect for cooking and entertaining. This home offers 5 bedrooms and 3 full bathrooms, including a stunning primary suite with a double shower head and a separate soaking tub, separate vanities. Step outside to a private outdoor patio ideal for relaxing, grilling, or enjoying Florida evenings with family and friends. Located in the highly desirable Cambridge Crossing community, this home is zoned for excellent schools, including Lake Whitney Elementary, SunRidge Middle School, and West Orange High School. The neighborhood offers a prime Winter Garden location just minutes from Winter Garden Village, downtown Winter Garden, major highways, and an abundance of shopping, dining, and entertainment options. A rare gem to find. **This property is staged.

12513 Scarlett Sage Court, Winter Garden

2 Beds ⋅ 2 Baths ⋅ East Garden Manor Add 03 SubDv. ⋅ 34787 Zip Code

Seller its offering $6,000 for buyers closing costs. Move in ready, completed renovated, property offers two bedrooms and 2 bathrooms, brand new bathrooms, brand new kitchen, new appliances, new windows, ceramic trough the house, new roof, new plumbing, close to major roads, schools, minutes to Winter Garden dawn town.

483 Pennsylvania Avenue, Winter Garden

5 Beds ⋅ 5 Baths ⋅ Highlands/Summerlake Grvs Ph 2 SubDv. ⋅ 34787 Zip Code

Stunning 5-bedroom, 4.5-bath home located in the highly sought-after Highlands at Summerlake Groves in Horizon West. Built in 2018, this spacious two-story residence offers over 3,600 square feet of living space with an open-concept layout, a gourmet kitchen with oversized island, and a large upstairs loft perfect for entertainment or a home office. The primary suite features a walk-in closet and spa-style bathroom. Conveniently located near Hamlin Town Center, top-rated schools, and major highways including 429, this home combines modern comfort with prime location.

15518 Honey Mandarin Way, Winter Garden

3 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 2e SubDv. ⋅ 34787 Zip Code

It can be negotiated along with the furniture. Welcome to this beautifully maintained 3-bedroom, 3-bathroom townhouse located in the highly desirable Waterleigh community. This modern home offers a functional and inviting open-concept layout, perfect for both everyday living and entertaining. The property features spacious bedrooms, well-appointed bathrooms, and a thoughtfully designed living area filled with natural light. The kitchen stands out with contemporary finishes, ample cabinetry, and a seamless flow into the dining and living spaces. Furniture can be negotiated, providing a convenient move-in-ready opportunity. Residents of Waterleigh enjoy a resort-style lifestyle, including multiple clubhouses, sparkling pools, fully equipped fitness centers, scenic walking trails, playgrounds, sports courts, and beautifully maintained green spaces. The community is known for its welcoming atmosphere and well-planned design. Ideally located, this home offers easy access to everyday essentials and top destinations, including Horizon West, Hamlin Town Center, and the popular Walt Disney World Resort. Enjoy a wide variety of nearby shopping, dining, and entertainment options, along with convenient access to major highways. This is an excellent opportunity to enjoy comfort, convenience, and one of the most sought-after communities in the area.

10089 Salt Point Drive, Winter Garden

4 Beds ⋅ 2 Baths ⋅ Mt Park Orange Grove SubDv. ⋅ 34787 Zip Code

LAKEFRONT • 1.16 ACRES • NO HOA • A-1 ZONING • HORIZON WEST / WINTER GARDEN • CUSTOM HOME OPPORTUNITY! Rare lakefront property with over 1 acre in the highly desirable Horizon West/Winter Garden area. An exceptional opportunity for a custom home buyer, luxury home builder, developer or investor looking for a large waterfront homesite with NO HOA. Bring your custom home builder and create the lakefront home you've been dreaming about. The property offers exciting potential for a new construction luxury home, including the possibility of a multi-story modern home with balconies and a rooftop terrace designed to capture lake views, Florida sunsets, stargazing and Disney fireworks views. Existing home is located on the property. Buyer and builder to independently verify zoning, setbacks, building requirements, rooftop terrace feasibility, lakefront restrictions and intended use with the appropriate governing authorities.

17134 Lake Ingram Road, Winter Garden

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