Oakleaf Village Real Estate

Oakleaf Village Real Estate

Welcome to Oakleaf Village, a hidden gem nestled in the heart of Tarpon Springs, Florida. This charming subdivision in Pinellas County offers residents a perfect blend of tranquility and convenience, making it an ideal place to call home.

Oakleaf Village boasts beautifully landscaped streets lined with mature oak trees, creating a picturesque setting that invites leisurely strolls and outdoor gatherings. The community is characterized by its well-maintained homes, each reflecting a unique charm that enhances the overall aesthetic of the neighborhood. With a variety of architectural styles, prospective homeowners will find options that suit their tastes and lifestyles.

One of the standout features of Oakleaf Village is its proximity to the stunning Gulf Coast beaches. Residents can enjoy a short drive to the sandy shores, where they can soak up the sun, indulge in water sports, or simply unwind with a book while listening to the gentle waves. Additionally, the area is rich in cultural heritage, with the historic Tarpon Springs Sponge Docks just around the corner, offering delightful shops, restaurants, and the famous Greek culture that the city is known for.

Families will appreciate the excellent schools nearby, along with numerous parks and recreational facilities that cater to all ages. Whether you're looking for a peaceful retreat or an active lifestyle, Oakleaf Village provides the perfect backdrop for a vibrant community life.

Discover the charm of Oakleaf Village today, and see why so many are drawn to this enchanting subdivision in Tarpon Springs, Florida. Your dream home awaits!

Newest Listings in Oakleaf Village

1440 Red Oak Drive, Tarpon Springs
$589,900
3 Beds ⋅ 2 Baths ⋅ Oakleaf Village SubDv. ⋅ 34689 Zip Code
HIGH AND DRY NO FLOOD REQUIRED! Beautifully renovated home in desirable Oakleaf Village - Across from Innisbrook Resort! Welcome to this stunning, completely renovated 3-bedroom, 2-bathroom open floor plan home featuring an additional game room and an exceptional location directly across the street from the word-famous Innisbrook Resort, home of the prestigious Valspar Championship Golf tournament! Located in the highly desirable Oakleaf Village neighborhood, this beautiful home offers a split-bedroom floor plan, spacious living area, and quality upgrades throughout. The gorgeous kitchen is the heart of the home, featuring an brand new oversized island, elegant quartz countertops, shaker cabinets, floating hood over the flat top stove, oversized farm sink, and brand-new Samsung appliances 2026 still wrapped in plastic, perfect for entertaining and everyday living. The spacious primary suite is a true retreat, complete with a huge walk in closet, and a luxurious en suite bathroom featuring double quartz sinks, a glass-enclosed shower with a rain shower head and a relaxing jetted soaking tub for after those long work days. Enjoy peace of mind with a brand-new roof 2026 still under warranty, HVAC system 2025 just one year old, upgraded electrical, and a brand-new gutter system to ensure rain water flows away from the home. The property also offers underground electrical and high elevation and is located in a non-flood zone. Oakleaf Village is a highly desirable golf cart-friendly community, offering a park and convenient access to beautiful Gulf Coast beaches just minutes away. Also just minutes away are outstanding restaurants, shopping, and the world-renowned Tarpon Springs Sponge Docks. Weather your looking for a beautiful full-time residence, a vacation home, or the perfect florida lifestyle, this exceptional property checks all the boxes! Completely renovated, ideally located, and ready for its new owners. Dont miss this opportunity!

1440 Red Oak Drive, Tarpon Springs
214 Hollow Oak Court, Tarpon Springs
$475,000
4 Beds ⋅ 3 Baths ⋅ Oakleaf Village SubDv. ⋅ 34689 Zip Code
Welcome to 214 Hollow Oak Ct, tucked away on a quiet cul-de-sac in the desirable community of Oakleaf Village! This spacious 4-bedroom, 3-bath home offers a versatile floor plan featuring TWO primary bedroom suites, each with its own private en-suite bathroom, plus two additional bedrooms that share a full bath. Perfect for accommodating guests, multigenerational living, or added privacy. The inviting family room features soaring ceilings, a wood-burning fireplace, and sliding glass doors overlooking the screened-in pool and expansive lanai, creating the perfect setting for relaxing or entertaining. The beautifully updated eat-in kitchen offers wood cabinetry, tile flooring, and a generous breakfast bar with plenty of counter space. Step outside to enjoy the screened pool and spacious outdoor living area, complete with a NEW pool pump. Additional features include gutters, a deep well for irrigation to help reduce water costs, and a large yard with ample room for boat or RV parking. Enjoy the added benefits of a NON-FLOOD ZONE location and minimal deed restrictions. Conveniently located near Innisbrook, home of the PGA TOUR's Valspar Championship, is right across the street, and the Pinellas Trail is less than a half-mile bike ride away by sidewalk and dedicated bike lane, connecting you to the world-famous Tarpon Springs Sponge Docks. Sunset Beach is just 4 miles away. Fred Howard Park, and A.L. Anderson Park on Lake Tarpon is just few miles away. Close to Shopping, Restaurants, Beaches, Downtown Dunedin, Downtown Palm Harbor, Tampa International & St. Pete–Clearwater International airport. This home offers a wonderful combination of space, flexibility, and Florida living. Don't miss the opportunity to make this versatile pool home your own!

214 Hollow Oak Court, Tarpon Springs
505 Village Oak Drive, Tarpon Springs
$379,900
3 Beds ⋅ 2 Baths ⋅ Oakleaf Village SubDv. ⋅ 34689 Zip Code
Whoa Nellie! You have to stop and check this out. Best deal in town for Tarpon Springs. Look at this solid built family home that has been well maintained by the same owner for 35 years. It must be something special for someone to love it for that long. Could it be the location, snuggled at the end of a cul-d-sac under live oak trees in Oakleaf Village. A sought-after neighborhood of well-kept homes and tree lined streets with it's own city park where children can play without having to worry about traffic. Speaking of traffic, there is none. Not on this street. When you drive up, you're gonna find a family home with a newer roof, central a/c, and water heater. See what I mean, the bones are all there. The big ticket items have all been replaced. A little cosmetics and you're off and runnin. Don't let it pass you by. This home is in the perfect location with a short jaunt to shopping, medical, beaches, and the world famous Sponge Docks. Don't take my word for it, "come on down" and see for yourself. You'll be glad you did. Roof 2018 and a/c 2023. .

505 Village Oak Drive, Tarpon Springs
504 Bamboo Court, Tarpon Springs
$479,000
4 Beds ⋅ 3 Baths ⋅ Oakleaf Village SubDv. ⋅ 34689 Zip Code
Welcome to 504 Bamboo Court in the sought-after Oakleaf Village community of Tarpon Springs! Tucked away on a peaceful cul-de-sac, this spacious 4-bedroom, 3-bathroom, 2- car garage home offers the perfect blend of comfort, functionality, and Florida living. Inside, you’ll find a thoughtfully designed floor plan with generously sized bedrooms that feature walk-in closets for ample storage. The kitchen boasts newer stainless steel appliances and opens seamlessly to the breakfast area, creating a welcoming space for casual dining and everyday living. The spacious living areas are perfect for entertaining family and friends. The screened in pool area offers more opportunities for family and friends to gather. The pool pump is new and the roof only 10 years old. No Flood zone, optional homeowner's association for only $25.00 per year. Step outside to your own private backyard oasis featuring a screened pool and a large, fully fenced backyard—ideal for relaxing, entertaining, or enjoying the Florida sunshine year-round. Conveniently located near shopping, dining, parks, top-rated schools, and the charming waterfront of Tarpon Springs, this home offers both tranquility and convenience. Don’t miss the opportunity to make this beautiful home your own. Schedule your private showing today!

504 Bamboo Court, Tarpon Springs
1435 Burning Tree Road, Tarpon Springs
$395,000
3 Beds ⋅ 2 Baths ⋅ Oakleaf Village SubDv. ⋅ 34689 Zip Code
Welcome to this stunning 3-bedroom, 2-bathroom pool home located at 1435 Burning Tree Road in the sought after community of Oakleaf Village. As you step inside, you'll notice the tasteful updates and attention to detail throughout. This property has been completely upgraded to include, new roof, new HVAC system and duct work, windows, complete drip and sprinkler system laid with St. Augustine sod landscaping, and offers an array of desirable features like cordless blinds and Bluetooth stereo in both bathrooms to name a couple. The kitchen is sure to impress with its sleek high end quartz countertops, providing ample space for meal preparation and entertaining guests along with a separate wet bar. With two spacious living room, dining room areas or office space whichever you choose there is plenty of room for relaxation and gathering with friends and loved ones. The convenience of an interior laundry room and spacious pantry adds to the functionality of this home. Situated one block North off of Klosterman Road nearby Innisbrook championship golf course this property offers privacy and plenty of outdoor space in a quiet well maintained community. You'll find an extended crushed shell driveway perfect for parking extra vehicles or toys. Additionally, there is an outdoor storage space attached to the home providing ample space for additional storage or pool equipment. The interior features luxury vinyl plank flooring throughout, offering both durability and style. The bathrooms are beautifully tiled and feature glass-enclosed showers with Bluetooth fans to enjoy a good tune while utilizing this space. The primary bedroom is generously sized, providing a peaceful retreat at the end of the day. Cordless blinds adorn all windows throughout adding a touch of elegance while allowing for easy light control. Conveniently located near Downtown Tarpon Springs, this property offers easy access to a variety of award winning dining, shopping, hospitals and entertainment options, nearby aquarium, boat docks and marinas and the Pinellas Trail. It is also in close proximity to nearby beaches, Tarpon Springs Sponge Docks and a community park Roof 2024, HVAC 2023 Water heater 2023

1435 Burning Tree Road, Tarpon Springs
505 Whispering Oak Drive, Tarpon Springs
$420,000
3 Beds ⋅ 2 Baths ⋅ Oakleaf Village SubDv. ⋅ 34689 Zip Code
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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