Winter Garden/Oakland Homes with Other Amenities

Winter Garden/Oakland Homes with Other Amenities

Welcome to Winter Garden and Oakland, two vibrant communities nestled in the heart of Central Florida! Known for their picturesque landscapes, rich history, and a strong sense of community, these charming towns offer a perfect blend of suburban tranquility and urban convenience.

Winter Garden is celebrated for its historic downtown area, where you can stroll along beautifully preserved streets lined with quaint shops, delightful eateries, and a lively farmers market. The stunning West Orange Trail, perfect for biking or walking, weaves through the area, providing residents with a scenic escape into nature. Meanwhile, Oakland, with its serene lakes and lush greenery, offers a peaceful retreat just minutes away from the hustle and bustle of Orlando.

When it comes to homes in Winter Garden and Oakland, you'll find a diverse range of options to suit every lifestyle. From modern single-family homes with spacious backyards to charming bungalows with character, the real estate market here features properties that boast a variety of amenities. Many homes come equipped with state-of-the-art kitchens, luxurious master suites, and energy-efficient features, ensuring comfort and convenience for all residents.

Additionally, the communities are known for their family-friendly atmosphere, with top-rated schools and numerous parks and recreational facilities. Whether you're looking for a place to raise a family or a peaceful retreat, Winter Garden and Oakland offer a warm welcome and a vibrant lifestyle. Come and discover the perfect blend of comfort, community, and charm in these remarkable Florida towns!

Newest Winter Garden/Oakland Homes with Other Amenities

3 Beds ⋅ 3 Baths ⋅ Summerlake Pd Ph 3b SubDv. ⋅ 34787 Zip Code

Welcome to this well-maintained, move-in-ready two-story home in the sought-after Summerlake community of Horizon West at Winter Garden. Low-maintenance living with HOA-included lawn care. Beautiful home featuring living space with 3 bedrooms, 2.5 bathrooms, 1 versatile main-level den/office/flex room, 2-car garage and covered patio. A-rated school zone. The functional open floor plan features a modern kitchen that flows into the dining and living areas. Downstairs main-level den/office is ideal for remote work, guests, or a home gym. Upstairs spacious primary suite with en-suite bath. Two additional bedrooms upstairs. Covered patio. Summerlake is an amazing Resort-Style Lifestyle community amenities including a resort-style pool with splash pad, clubhouse with lake views, state-of-the-art fitness center, tennis & basketball courts, zipline, dog park, playgrounds, sports fields, walking trails, and more. Conveniently located in the heart of Horizon West, minutes from Orange County National Golf Center, Hamlin Town Center (shopping, dining, cinema), Winter Garden Village, major highways (SR 429, 535, US 192), Walt Disney World, and Universal Orlando. Schedule a showing today!

15101 Purple Martin Street, Winter Garden

4 Beds ⋅ 2 Baths ⋅ Hamlin Reserve SubDv. ⋅ 34787 Zip Code

Privacy is a rare find in the highly sought-after Hamlin area of Winter Garden, and this move-in ready 4-bedroom, 2-bath home delivers just that. With no rear neighbors and only one adjacent neighbor, you'll enjoy peaceful sunset views from the fully fenced backyard while being just minutes from Hamlin Town Center, Horizon West, top-rated schools, SR 429, shopping, dining, and Walt Disney World Resort.Inside, luxury vinyl plank flooring flows throughout the home, complemented by custom plantation shutters, recessed lighting, and an elegant tray ceiling in the Owner's Suite that adds warmth and architectural character. The well-appointed kitchen is designed for everyday living and effortless entertaining, featuring quartz countertops, a gas range, stainless steel appliances, a tile backsplash, and a reverse osmosis drinking water system. Additional upgrades include double-pane Low-E windows and sliding glass doors, a tankless water heater, and a programmable smart irrigation system for added comfort, efficiency, and convenience.Designed for year-round Florida living, the inviting front porch, covered lanai, and fully fenced backyard provide the perfect setting to entertain guests, relax with family, or simply unwind while taking in breathtaking Florida sunsets. With no rear neighbors, you'll appreciate the added sense of privacy that's becoming increasingly difficult to find in Horizon West.Ideally located in the heart of Hamlin and Horizon West, you'll be minutes from Hamlin Town Center, Publix, local restaurants, boutique shopping, Cinépolis Luxury Cinemas, Orange County National Golf Center, scenic parks and trails, Winter Garden Village, Historic Downtown Winter Garden, Flamingo Crossings, Walt Disney World Resort, and major commuter routes including SR 429.Offering an exceptional combination of privacy, modern upgrades, energy-efficient features, and one of Central Florida's most desirable locations, this Winter Garden home truly captures the best of Florida living. Schedule your private showing today and experience everything this exceptional property has to offer.

15395 Sugar Citrus Drive, Winter Garden

2 Beds ⋅ 2 Baths ⋅ Southern Pines Condo SubDv. ⋅ 34787 Zip Code

This first-floor condo in the gated Southern Pines community offers 1,216 square feet of well-designed living space with an open floor plan, private outdoor area, and two full bathrooms. Making it a strong fit for first-time buyers, down-sizers, or investors. The layout connects the living area directly to the outdoor space, and both bedrooms provide solid closet storage. The kitchen offers ample counter space and cabinetry for everyday living. Southern Pines residents enjoy access to a pool and spa, fitness center, indoor basketball and racquetball courts, tennis and pickleball courts, a media room, billiards lounge, business center, BBQ area, car wash station, and playground. All within a secure, gated community. Located minutes from the West Orange Trail, Johns Lake, SR 408, and the Florida Turnpike, with top-rated Orange County schools nearby and Orlando International Airport 23 miles away. Winter Garden’s dining and retail corridors are within easy reach. Low-maintenance living with resort-style amenities in a location that works. Schedule your showing today.

1300 Eastern Pecan Place Unit 102, Winter Garden

4 Beds ⋅ 4 Baths ⋅ Harvest/Ovation Ph 2 SubDv. ⋅ 34787 Zip Code

Move right into one of the most sought-after floor plans in Harvest at Ovation. This just-completed Taylor Morrison Baldwin model offers the rare opportunity to skip the build timeline and step into a never fully lived-in home loaded with designer upgrades and timeless style. Originally purchased as a long-term move, the sellers had a change of plans, creating an incredible opportunity for the next owner. With soaring 20-foot ceilings in the main living area, this home makes an immediate impression the moment you walk through the door. Natural light pours into the open-concept layout, highlighting the upgraded flooring, custom window treatments, and carefully curated finishes throughout. The kitchen was designed to be the centerpiece of the home, featuring white and chrome GE Café appliances, a gas cooktop, oversized island, designer lighting, and striking blue cabinetry that brings warmth and character to the space. It flows seamlessly into the dining and living areas, making it ideal for entertaining or everyday living. The first-floor ensuite bedroom with a walk-in closet offers flexibility for guests, multigenerational living, or a private office setup. Upstairs, the spacious primary suite feels like a retreat with a spa-inspired bath and elevated design selections, while the additional bedrooms and bathrooms continue the same high-end aesthetic throughout the home. Additional upgrades include an epoxy-coated garage floor, elevated bathroom finishes throughout, covered lanai, and premium design selections that would be costly and time-consuming to recreate in a new build today. Located in the highly desirable Harvest at Ovation community, residents enjoy resort-style amenities including a pool, playground, walking trails, and green spaces, all just minutes from Flamingo Crossings, Walt Disney World, Horizon West dining, shopping, and major roadways. Why wait months for construction when this designer-finished Baldwin is available now?

16186 Honey Harvest Street, Winter Garden

3 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 1a SubDv. ⋅ 34787 Zip Code

Nestled within the exclusive Marina Bay enclave of Waterleigh, one of Horizon West’s most sought-after luxury communities, this beautifully upgraded 3-bedroom, 3-full-bathroom single-story home built in 2018 offers a rare combination of privacy, tranquility, and resort-style living. Marina Bay is a completed, quiet hideaway tucked away from the newer phases of the community with ongoing home construction and through traffic, while still offering access to Waterleigh’s extensive luxury amenities. Positioned on a peaceful cul-de-sac with a charming garden park at its center, this home enjoys a serene setting where neighbors gather to enjoy nightly Walt Disney World Resort fireworks views visible from the park, front porch, and multiple scenic areas throughout the community. Freshly repainted in Spring 2026, the home showcases thoughtful upgrades throughout. Inside, luxury vinyl plank flooring installed in 2025 flows through the main living areas, complementing the open-concept design with both style and durability. One standout feature is the oversized 3-car tandem garage with overhead storage racks, offering exceptional storage space rarely found in comparable homes. But you won’t need to store lawn care equipment. The HOA provides professional lawn maintenance including mowing, edging, weeding, landscape care, and irrigation maintenance for truly low-maintenance living. Outdoor living is equally impressive. The fully fenced backyard offers exceptional privacy thanks to the premium corner lot location tucked away from major roads and traffic. In 2025, the screened lanai was expanded with an extended paver patio, creating the perfect setting for entertaining, outdoor dining, or relaxing while enjoying breathtaking sunset views over the lake to the west. A dedicated paver pad for trash and recycling bins hidden behind landscaping was also added in 2025. Life in Waterleigh is designed to feel like an upscale resort vacation year-round, with scenic lakes, trails, parks, and gathering spaces woven naturally throughout the community. Residents enjoy multiple resort-style amenity centers, fitness centers, pools, playgrounds, sports fields, fishing, beach volleyball, hammock beach areas, scenic walking trails, dog parks, and even a private mini-golf course — a rare feature that helps set Waterleigh apart. Located minutes from State Road 429, the home offers quick access to Universal Orlando Resort, Walt Disney World Resort, Downtown Orlando, and Orlando International Airport. Nearby Hamlin features upscale dining, entertainment, luxury cinemas, and top-rated schools, while Downtown Winter Garden offers charming boutiques, dining, farmers markets, and historic charm. From the peaceful cul-de-sac setting and nightly Disney fireworks to the lake views, luxury upgrades, oversized garage, and unmatched amenity package, this home offers an exceptional opportunity to enjoy one of Horizon West’s premier resort-style communities.

15518 Fountain Cove Court, Winter Garden

4 Beds ⋅ 3 Baths ⋅ Highland Rdg Ph 2 SubDv. ⋅ 34787 Zip Code

Beautiful and nearly new home in the quiet and friendly Highland Ridge community. This home was built only two years ago and is in perfect condition, offering over 2,114 sq. ft. of air-conditioned space. The layout is open and bright, with a modern kitchen that overlooks the large living and dining areas, perfect for family time and hosting friends. A big plus for this property is the oversized lot with no neighbors behind, giving you more space and total privacy. The house is energy-efficient. Highland Ridge is a great neighborhood with a community pool, parks and more. You are also in an amazing location, just 3 miles from Walt Disney World and very close to top schools, shopping, and restaurants. If you are looking for a newer home with more land and privacy in Winter Garden, It is also in a prime location within the community, situated on a quiet cul-de-sac with very little traffic, this is the one! Vacant, easy to show, and move-in ready. Watch the attached video.

12308 Bracco Street, Winter Garden

2 Beds ⋅ 2 Baths ⋅ Grove Resort SubDv. ⋅ 34787 Zip Code

Seller is offering $5,000 toward the buyer’s closing costs, making this fully furnished condo at The Grove Resort & Water Park Orlando an even better opportunity for a vacation home, Airbnb-style investment, or personal getaway. Just minutes from Walt Disney World Resort and close to Universal Orlando Resort and SeaWorld Orlando, this 4th-floor condo-hotel unit offers peaceful fountain and rotunda views inside one of Central Florida’s most popular resort destinations. Whether you use it for your own vacations or let the on-site management company handle rentals, this is a true turnkey investment with serious vacation vibes. The resort itself is packed with amenities that keep guests coming back year after year. Spend your days floating through the lazy river, riding the water slides, surfing the FlowRider, relaxing in a private cabana, or grabbing drinks and food without ever leaving the property. There’s also a full-service spa, multiple restaurants and bars, resort pools, aquatic splash areas, and access to Lake Austin for kayaking and paddle boating. Inside the condo, you’ll find a modern, comfortable space designed for easy stays. The full kitchen, spacious living area, private balcony, and in-unit washer and dryer make it feel more like a stylish apartment than a hotel room. Large bedrooms and thoughtful finishes make it ideal for both personal use and guest satisfaction. Owning at The Grove gives you the flexibility of a fully managed investment property while still having your own Orlando escape whenever you want it. With nonstop tourism demand and resort amenities guests actually want to use, this is one of the easiest ways to own a low-maintenance vacation property near Disney.

14501 Grove Resort Avenue Unit 1440, Winter Garden

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