Winter Garden/Oakland Homes with No Truck/RV/Motorcycle Parking Community Features

Winter Garden/Oakland Homes with No Truck/RV/Motorcycle Parking Community Features

Welcome to the enchanting communities of Winter Garden and Oakland, Florida, where charm meets modern living in a picturesque setting. Nestled just west of Orlando, this vibrant region boasts a rich history, stunning landscapes, and a welcoming atmosphere that makes it a perfect place to call home.

Winter Garden is renowned for its beautifully preserved historic downtown, featuring quaint shops, delightful eateries, and a bustling farmers market that draws locals and visitors alike. The area is surrounded by lush greenery and scenic lakes, offering an abundance of outdoor activities such as hiking, biking, and boating. With its close-knit community vibe and family-friendly amenities, Winter Garden is ideal for those seeking a peaceful yet active lifestyle.

In addition to its charming atmosphere, Winter Garden and Oakland are home to exclusive communities that prioritize tranquility and aesthetics. Many of these neighborhoods feature homes with strict regulations on parking, ensuring a pristine environment free from the clutter of trucks, RVs, and motorcycles. This commitment to maintaining a serene and attractive neighborhood enhances the overall quality of life for residents.

With top-rated schools, a variety of recreational parks, and easy access to major highways, Winter Garden and Oakland are perfectly positioned for both relaxation and convenience. Whether you're a young family, a retiree, or anyone in between, you'll find that these communities offer a unique blend of comfort, charm, and modern living. Come discover the magic of Winter Garden and Oakland – your dream home awaits!

Newest Winter Garden/Oakland Homes with No Truck/RV/Motorcycle Parking Community Features

$574,900
3 Beds ⋅ 2 Baths ⋅ Signature Lks-Pcl 01b SubDv. ⋅ 34787 Zip Code
Discover refined living in this charming 3-bedroom, 2-bathroom home located in the desirable Independence community. This property offers a serene backdrop, backing directly onto a tranquil pond and conservation area. Relax on your screened-in rear porch overlooking the water, or enjoy the classic appeal of the L-shaped front porch—complete with a swing for those quiet afternoons. Inside, you will find an expansive formal dining area seamlessly connected to the living room, ideal for entertaining. The home features a recently replaced A/C system in 2025, premium tile and laminate flooring throughout, providing a clean, low-maintenance, and modern aesthetic in every room. The heart of the home is the open kitchen, featuring 42-inch cabinetry, granite countertops, a functional breakfast bar, and a cozy casual dining nook. The primary suite serves as a true retreat, boasting double-door entry, a spacious walk-in closet, and a bath equipped with a garden tub and dual vanities. Independence living offers unmatched value, with HOA fees covering your Spectrum cable and high-speed internet. Residents enjoy a premium lifestyle with access to two clubhouses, two resort-style pools, fitness centers, tennis and basketball courts, dog parks, and boat access to both Lake Speer and Lake Hancock.

14543 Whittridge Drive, Winter Garden
$610,000
5 Beds ⋅ 3 Baths ⋅ Panther View 40 SubDv. ⋅ 34787 Zip Code
Nestled in the sought-after Innovation at Panther View community of Horizon West, this 5-bedroom, two-story home delivers the space, style, and flexibility today's buyers are looking for, with solar and a Tesla EV charger already in place to keep your monthly energy costs working in your favor. Step inside to rich wood-look tile flooring that flows throughout the entire first floor, setting a warm yet sophisticated tone. The heart of the home is a show-stopping gourmet kitchen featuring white shaker cabinets, quartz countertops, a dramatic shiplap island with seating for four, subway tile backsplash, stainless appliances, and statement black pendant lighting. It opens seamlessly to the dining area and living spaces, making it a true chef's dream and the natural gathering point of the home. A formal sitting room with beadboard wainscoting and a gorgeous chandelier adds an elegant touch perfect for entertaining. This home gives you more than just 5 bedrooms. A flexible den on the first floor works beautifully as a home office, a study, or a playroom, and the first-floor guest bedroom is ideal for multigenerational living or visiting family. Upstairs, a spacious loft with custom board-and-batten accent walls offers a true second living space, perfect as a media room, kids' hangout, or upstairs lounge. Retreat to the grand primary suite with a tray ceiling, custom wainscoting wall, and a en-suite bath complete with a garden soaking tub, dual vanities, and a walk-in glass shower. Three additional bedrooms with thoughtful character round out the upper level. Step outside to the screened lanai and enjoy easy, low-maintenance Florida living year-round. Innovation at Panther View is a boutique 152-home community wrapped by the Panther Lake golf course, with amenities including a playground, dog park, outdoor amphitheater, covered BBQ pavilion, and walking trails. Just minutes from SR-429, Hamlin Town Center, top-rated Orange County schools, and Walt Disney World, with the new Horizon West Regional Park.

7542 Summerlake Groves Street, Winter Garden
$865,000
4 Beds ⋅ 4 Baths ⋅ Watermark SubDv. ⋅ 34787 Zip Code
Former model home now available for sale in the highly desirable Watermark community of Horizon West! This nearly new residence has been lightly used as a second home and remains in pristine condition, offering the perfect blend of luxury, comfort, and convenience—without the wait for new construction. This beautifully upgraded home showcases custom designer finishes throughout, including extensive wood wall paneling, modern vinyl flooring with no carpet, and fully renovated bathrooms that elevate the overall design. The thoughtfully designed layout features a spacious gourmet kitchen with quartz countertops, elegant cabinetry, and a large center island—ideal for entertaining and everyday living. The main level offers a private guest suite, a half bath with direct access to the pool area, and a versatile flex space currently used as a gym, easily adaptable as a formal dining room or home office. An additional open area near the living room provides the perfect setting for a workspace or playroom. Upstairs, the owner’s suite serves as a relaxing retreat, complemented by two additional bedrooms, a shared bathroom, and ample storage space. Step outside to your private outdoor oasis featuring a north-facing pool that allows for natural sunlight throughout the day while maintaining a shaded and comfortable lanai area. The fully fenced backyard provides added privacy—perfect for enjoying Florida living year-round. Located in the heart of Winter Garden, within the sought-after Horizon West area, residents of Watermark enjoy resort-style amenities including a pool, splash pad, playground, tennis courts, recreational center, and outdoor amphitheater. Conveniently situated just minutes from Disney and with easy access to SR-429, offering seamless connectivity throughout Central Florida.

9942 Summerlake Groves Street, Winter Garden
$2,850,000
7 Beds ⋅ 7 Baths ⋅ Lakeshore Preserve Ph 4 SubDv. ⋅ 34787 Zip Code
Welcome to an extraordinary estate in Lakeshore Preserve, this exceptional lakefront estate represents a rare convergence of scale, sophistication, and resort-inspired living. Crafted by Toll Brothers, this expanded Santa Bella model stands as one of the largest and most distinguished residences in the community, offering over 6,400 square feet, 7 bedrooms, and 6.5 bathrooms. A stately tile roof crowns the home, enhancing its timeless architectural presence. A grand sense of arrival gives way to interiors defined by volume, light, and intentional design. Formal and informal living spaces flow effortlessly, anchored by an expansive dining area and a showpiece gourmet kitchen. Outfitted with stacked cabinetry, striking quartz surfaces, a natural gas cooktop with pot filler, and an oversized walk-in pantry, the kitchen is designed to perform as beautifully as it presents. The great room is both inviting and dramatic, centered around a natural gas fireplace and framed by expansive glass sliders that dissolve the boundary between indoors and out—revealing a private outdoor setting designed for both grand entertaining and quiet retreat. The floor plan is curated for both elegance and flexibility. The main level hosts the primary suite along with the home’s core living spaces, creating a refined yet functional everyday experience. A private multi-generational suite offers its own living area, kitchenette, full bath, and spacious bedroom—ideal for extended family or long-term guests. A well-appointed laundry room with dual washers and gas dryers adds an additional layer of convenience. Upstairs, the home extends its sense of scale and comfort, offering generously sized secondary bedrooms, a versatile bonus space, and a dedicated theater room—perfectly suited for elevated leisure and entertainment. Outdoors, a true resort-style environment unfolds. The lakefront backdrop sets the stage for a custom pool with cascading waterfall, an 8-person spa, and an expansive covered lanai adorned with coffered ceilings. Lounging and dining areas invite both vibrant gatherings and serene, private moments—all framed by tranquil water views. This home also offers nightly views of Walt Disney World Resort fireworks—an iconic backdrop to your private outdoor retreat. Residents of Lakeshore Preserve enjoy an amenity-rich lifestyle with access to a state-of-the-art clubhouse, fitness center, activity spaces, zero-entry pool, kayaking and paddleboarding, beach volleyball, playgrounds, and scenic parks. HOA includes full lawn and landscaping maintenance along with 1-gig high-speed internet. Enjoy unmatched convenience with quick access to Walt Disney World and Universal Studios, along with championship golf at Orange County National Golf Center and the vibrant atmosphere of Downtown Winter Garden. Families benefit from a premier school zone, including Horizon High School just across the community, Panther Lake Elementary School a short walk away, and Water Spring Middle School nearby. With exceptional scale, thoughtful design, and a premier setting, this home stands as a true expression of luxury living and distinction. Private showings available by appointment.

15522 Shorebird Lane, Winter Garden
$339,500
3 Beds ⋅ 3 Baths ⋅ Tucker Oaks SubDv. ⋅ 34787 Zip Code
***SELLER MOTIVATED*** Wonderful primary residence or rental investment opportunity! This beautifully maintained 3-bedroom, 2.5-bath condo in the central and peaceful Tucker Oaks community offers the perfect blend of comfort and convenience with a spacious and practical layout. The main level offers a well-appointed kitchen with granite countertops, 42” cabinetry, and a newer refrigerator, seamlessly connected to the living and dining areas, plus a generous laundry room and half bath. The second level offers three generously sized bedrooms, including a comfortable owner’s suite featuring high-velocity impact windows for added efficiency and peace of mind, along with a spacious primary bathroom complete with a relaxing garden tub. The two additional bedrooms share a well-maintained hall bath. Major updates provide peace of mind: NEW A/C (2025), NEW roof (2024), and hot water heater (2023). The attached two-car garage offers secure parking and valuable additional storage space. Residents enjoy access to the community pool — ideal for relaxing weekends or cooling off on warm Florida days. Centrally located just off Route 50 with easy access to major highways, this home is minutes from historic downtown Winter Garden, known for its charming shops, dining options, weekly Farmers Market, and events throughout the year. Outdoor enthusiasts will love the proximity to the West Orange Trail and Oakland Nature Preserve as well as the Arts and Heritage Center in Town of Oakland. The new Costco in Clermont adds even more convenience. Move-in ready and waiting for its next owner, this condo offers low-maintenance living in a prime location. Schedule your private showing today!

1532 Scarlet Oak Loop Unit 70B, Winter Garden
$539,000
3 Beds ⋅ 2 Baths ⋅ Lakeview Preserve Ph 2 SubDv. ⋅ 34787 Zip Code
Built in 2021, this stunning single-family, single-story home is located in the highly sought-after gated community of Lakeview Preserve, in one of Winter Garden's most desirable areas. The property features 3 bedrooms and 2 bathrooms, plus a huge office that can easily be converted into a 4th bedroom, offering rare flexibility and adding immediate value to the home. The open, integrated floor plan creates spacious, light-filled living areas, ideal for everyday living and entertaining. A standout feature of this property is the already-installed solar panel system, which delivers real energy savings and lowers monthly utility costs from day one. Living in Lakeview Preserve means enjoying a full resort-style lifestyle, with a swimming pool, complete fitness center, clubhouse for events, splash pad, lake access with a dedicated kayaking area, and beautiful outdoor green spaces, all within a secure, gated community surrounded by nature. The location is strategic, with easy access to major roadways, top-rated schools, shopping, and dining. A home with this combination of features won't stay on the market long, making it an excellent choice for homeowners and investors seeking long-term value in one of Central Florida's fastest-growing areas.

4620 Gliding Wave St, Winter Garden
$240,000
3 Beds ⋅ 3 Baths ⋅ Grove Residence & Spa Hotel Condo Il SubDv. ⋅ 34787 Zip Code
Back to the market. Financing fell through. This property is attractively priced for a quick sale and represents a rare opportunity to acquire the largest floor plan at The Grove Resort & Water Park. Located in building 3, just steps from the water park, residents will enjoy convenient access to amenities including a large pool, lazy river, water slides, splash area, Flowrider surf simulator, and the Longboard Bar and Grill. The unit is also close to FlipFlops, an entertainment area designed for family activities. Three distinct swimming pool areas provide a variety of leisure options for both owners and guests. The dock on Lake Austin offers a tranquil setting to appreciate the natural surroundings. On-site restaurants and a convenience store enhance the overall experience, while complimentary transportation to nearby theme parks is available for both guests and owners. Owners may utilize their property for up to 179 nights each year. We invite you to explore this exceptional vacation retreat.

14501 Grove Resort Avenue Unit 3228, Winter Garden
$270,000
3 Beds ⋅ 3 Baths ⋅ Grove Residence & Spa Hotel Condo Ii SubDv. ⋅ 34787 Zip Code
Short Sale. Short Sale Opportunity – Fully Furnished 3BR/3BA Condo at The Grove Resort – Vacation Rental Only / No Full-Time Residency Investor Alert! Rare opportunity to own a FULLY FURNISHED and equipped 3-bedroom, 3-bath condo in the sought-after The Grove Resort, one of Orlando’s top vacation-only condo-hotel communities, just minutes from Disney. Turnkey for immediate rental. Large balcony, modern kitchen, and in-unit washer/dryer. High occupancy potential through the on-site rental program. Resort Amenities (included for guests): Surfari Water Park, surf simulator, water slides, laser river. Multiple resort-style pools, hot tubs & cabanas. Lake Austin access with fishing and water sports. Fitness center, arcade, full-service spa, on-site restaurants, bars, market, and conference center, 24/7 front desk, concierge, and gated community security. Prime Location, located in Winter Garden, FL, just minutes to Walt Disney World® and major Orlando attractions. Close to shopping, dining, and major highways. This unit is part of a condo-hotel program: no full-time residency allowed. Short-term rentals only. SHORT SALE – priced to sell fast! A great chance to secure a unit below market value in a high-demand tourist location. Ideal for investors looking for short-term rental income with professional management available on-site. Not suitable for full-time occupancy. Contact us today to schedule a showing and take advantage of this exceptional income-generating property!

14501 Grove Resort Avenue Unit 2527, Winter Garden
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