Oakleaf Village Homes with Sidewalks Community Features

Welcome to Oakleaf Village, a charming subdivision nestled in the heart of Tarpon Springs, Florida, within the picturesque Pinellas County. This delightful community offers a perfect blend of suburban tranquility and vibrant local culture, making it an ideal place for families, retirees, and everyone in between.

One of the standout features of Oakleaf Village is its commitment to community living, highlighted by the extensive network of sidewalks that weave throughout the neighborhood. These inviting pathways encourage leisurely strolls, morning jogs, and evening bike rides, fostering a sense of camaraderie among residents. Whether you’re walking your dog, pushing a stroller, or simply enjoying a peaceful evening under the stars, the sidewalks create a welcoming environment that connects neighbors and promotes an active lifestyle.

The homes in Oakleaf Village are thoughtfully designed, offering a variety of styles and sizes to suit diverse preferences and needs. Many residences boast spacious yards, perfect for family gatherings or quiet afternoons in the sun. With the lush Florida landscape as your backdrop, you’ll find that each home is a sanctuary of comfort and style.

Beyond the beautiful homes and community features, Oakleaf Village is conveniently located near Tarpon Springs’ renowned attractions. From the stunning beaches of the Gulf Coast to the historic Sponge Docks, residents enjoy easy access to outdoor adventures, dining, and shopping.

In Oakleaf Village, you’re not just buying a home; you’re investing in a lifestyle filled with warmth, community, and endless opportunities for enjoyment. Come discover your new home in this enchanting subdivision today!

Newest Oakleaf Village Homes with Sidewalks Community Features

$430,000

3 Beds ⋅ 2 Baths ⋅ TB8520520 MLS

Situated at the end of a peaceful cul-de-sac on a spacious quarter-acre lot in desirable Oakleaf Village, this 3-bedroom, 2-bath ranch-style home offers a rare opportunity to create the home of your dreams. Owned and lovingly maintained by one family, this property is ready for its next chapter and offers exceptional potential for buyers looking to add their own personal touches and updates. With 1,932 square feet of living space and a desirable split-bedroom floor plan, the home features generously sized rooms throughout. A covered front entry welcomes you inside through double doors into a spacious foyer. The large living room and separate dining room provide plenty of space for entertaining and everyday living. The kitchen offers abundant cabinetry, a closet pantry, and a separate dinette area, while the adjacent laundry room adds convenience and functionality. The primary suite includes a private en-suite bathroom, while two additional bedrooms and a second full bath provide comfortable accommodations for family and guests. A two-car garage offers ample storage, and one of the property's most desirable features is the ability to park your boat, RV, camper, or other recreational vehicles right on-site—a rare find in this area. Surrounded by mature oak trees, the property offers a wonderful sense of privacy and charm. The roof was replaced in 2018, providing a solid foundation for future improvements. While the home does need some TLC, it presents an outstanding opportunity to renovate and customize the space to suit your style and needs. Conveniently located just one mile from both US-19 and Alternate 19, you'll enjoy easy access to Innisbrook Resort, historic downtown Tarpon Springs, the world-famous Sponge Docks, Sunset Beach, Fred Howard Park Beach, Lake Tarpon, shopping, dining, and top-rated schools. Best of all, this high-and-dry property is located outside the flood zone, so flood insurance is not required. With no CDD fees and an optional HOA, this home offers flexibility, value, and an unbeatable location in one of Tarpon Springs' most desirable communities.

505 Village Oak Drive, Tarpon Springs

$420,000

3 Beds ⋅ 2 Baths ⋅ TB8519183 MLS

Spacious home with rare boat/RV parking in desirable Oakleaf Village offers the perfect combination of space, updates, and location. Finally—room for all your toys—this beautifully maintained 3-bedroom, 2-bath ranch-style home sits on over a ¼-acre lot at the end of a quiet cul-de-sac in sought-after Oakleaf Village in Tarpon Springs. Surrounded by mature oak canopies, the property blends privacy, charm, and functionality, with no CDD, optional HOA, and no flood insurance required. Key updates include windows and doors (2021), water heater (2020), exterior paint (2024), A/C (2018 with fan motor replaced in 2025), roof (2012), and solid block construction, offering peace of mind for years to come. Inside, the home features high ceilings and an open, versatile floor plan with both a great room and a separate family room with french doors which lead to backyard, ideal for entertaining or flexible living arrangements. There is no carpet, mostly 18” ceramic tile throughout, laminate in 2 bedrooms, and stained concrete in the third bedroom with access to the rear screened & covered porch. The flooring provides durability and easy maintenance. The spacious kitchen offers abundant cabinetry and counter space, snack bar and a new side-by-side refrigerator (2025), and direct views of the backyard with access to the screened porch. The large primary suite includes a stylish barn door entry and en suite bath with a walk-in shower, updated vanity and faucet, while the secondary bedrooms are generously sized and supported by a fully remodeled guest bathroom. Outdoor living is a standout, with a backyard designed for entertaining featuring a swim spa with deck and a screened porch for year-round enjoyment and a PVC fence along the back yard for privacy. The oversized 2-car garage, extended driveway, and additional parking pad provide ample parking, while double-gate backyard access allows easy storage for a boat, RV, camper, or work vehicle. The location is equally appealing, with close proximity to St. Petersburg College, the Downtown area, Howard Park Beach, Sunset Beach, the Pinellas Trail, Tarpon Springs Sponge Docks, Innisbrook Golf Resort, shopping, dining, and medical facilities, plus convenient access to Belcher Road, US-19, and Alt-19. A unique bonus is that the home is located on the same electrical grid as a nearby hospital, which can help minimize power interruptions during storms. This is a rare opportunity to own a move-in ready home with space, updates, and flexibility in one of the area’s most desirable neighborhoods—schedule your showing today.

505 Whispering Oak Drive, Tarpon Springs

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