Oldsmar Homes with Tennis Court(s) Exterior Features

Oldsmar Homes with Tennis Court(s) Exterior Features

Welcome to Oldsmar, Florida—a hidden gem nestled in the heart of Pinellas County. This charming city, located just a stone's throw from the vibrant beaches of the Gulf Coast, offers a perfect blend of suburban tranquility and urban convenience. With its lush parks, scenic waterfronts, and a welcoming community, Oldsmar is an ideal place for families, retirees, and anyone looking to enjoy a laid-back Florida lifestyle.

One of the standout features of homes in Oldsmar is the availability of properties with tennis courts. Imagine waking up each morning to the sun shining down on your private court, where you can enjoy a game of tennis with friends or family right in your backyard. These homes often boast expansive outdoor spaces, allowing you to not only indulge in your favorite sport but also to entertain guests or unwind in your own personal oasis.

Many of these residences come equipped with modern amenities and spacious interiors, making them perfect for both relaxation and entertaining. Whether you’re looking for a cozy retreat or a luxurious estate, Oldsmar’s real estate market has something to suit every taste and budget.

With its close-knit community feel and access to recreational activities, including parks, biking trails, and waterfront dining, Oldsmar is more than just a place to live—it's a lifestyle. Embrace the opportunity to call this delightful city home, where you can enjoy the luxury of having your own tennis court and the charm of Florida living at its finest.

Newest Oldsmar Homes with Tennis Court(s) Exterior Features

116 Brent Circle, Oldsmar
$405,000
3 Beds ⋅ 3 Baths ⋅ TB8558582 MLS ⋅ 116 BLDG.
Welcome to Seaside Estates! This is a 3 bedroom, 3 bathroom townhome on the canal with your own private dock. If you’ve been looking for a place to keep your jet ski or kayak right outside your door, this is it. The entry level gives you direct access to the garage, where sliders on the back open right out to the docks. Load up your gear and be on the water in minutes. The second floor features a large living room that opens onto a balcony overlooking the canal. This level also includes the kitchen, a full bathroom, and a bedroom, a great setup for guests or a home office. Head up to the third floor to find two more bedrooms, each with its own ensuite bathroom. The owner’s suite has a private balcony with views of the canal, the perfect spot for morning coffee or evening sunsets. Laundry is conveniently located on this level, right where you need it. This home is ready for a new owner to make it their own. With some fresh paint, new carpet, and your personal touches, you can build equity and create the waterfront retreat you’ve been dreaming of. Opportunities with private dock access like this don’t come along often. Call today to schedule your showing!

116 Brent Circle, Oldsmar
117 Brent Circle, Oldsmar
$445,000
3 Beds ⋅ 3 Baths ⋅ TB8513394 MLS ⋅ 120 BLDG.
PRICE IMPROVEMENT! Waterfront Living at Its Best! Live the Florida lifestyle you’ve been dreaming of in this inviting 3-bedroom, 3-bathroom waterfront townhouse offering 1,834 square feet of comfortable, maintenance-free living across three levels. With beautiful water views, two private balconies, and a thoughtfully designed layout, this home is the perfect place to relax, entertain, and enjoy the best of coastal living. Start your mornings overlooking the water, unwind with a good book, or simply take in the peaceful surroundings. Skylights bring in an abundance of natural light, creating a bright and welcoming atmosphere throughout the home. Located within a desirable gated community, this waterfront retreat offers an impressive collection of amenities, including private tennis courts, a playground, and a community pool. Even better, the property includes your own deeded dock and a new seawall, making it easy to embrace the waterfront lifestyle right from your doorstep. The spacious garage accommodates up to three vehicles, offering exceptional parking flexibility and not just additional storage but the ability to create your own home gym space and or workshop. With endless water views, desirable community amenities, and the added value of a deeded dock and new seawall, this is an opportunity to enjoy the Florida lifestyle in a home designed for years of enjoyment. NO OUTSTANDING ASSESSMENTS. Now offered with a price improvement—come see the possibilities and make this waterfront retreat your own!

117 Brent Circle, Oldsmar
108 Brent Circle, Oldsmar
$374,000
3 Beds ⋅ 3 Baths ⋅ TB8483935 MLS ⋅ 108 BLDG.
Welcome to coastal lifestyle living in one of Oldsmar’s most desirable gated waterfront communities called Seaside Estates. This beautifully maintained home offers the perfect blend of comfort, convenience, and outdoor living just minutes from Tampa Bay. Step inside to an open-concept floor plan filled with natural light, high ceilings, and spacious living areas designed for both everyday living and entertaining. Sliding glass doors create a seamless connection between indoor and outdoor spaces, while the private patio provides the perfect setting for relaxing evenings. The home features a spacious primary suite with ensuite bath, additional guest accommodations, and a flexible office or study space ideal for remote work or hobbies. The open kitchen flows naturally into the main living area, creating an inviting atmosphere for gatherings. Additional highlights include walk-in closets, a cozy fireplace, and an oversized tandem garage offering plenty of storage. Recent improvements include a new A/C system 2022 and water heater installed 2025, with roof updates completed in 2017, offering peace of mind for future homeowners. Residents enjoy exceptional community amenities including scenic waterfront boardwalks, fishing pier, kayak and small-boat access, and peaceful water views where dolphins and manatees are frequently seen. Walking trails, parks, playgrounds, and picnic areas create a relaxing park-like setting within the neighborhood. Conveniently located near Tampa International Airport, downtown Tampa, Ybor City, shopping, dining, and Gulf beaches, this home offers the perfect balance of tranquility and accessibility. Experience the best of Florida coastal living in Oldsmar.

108 Brent Circle, Oldsmar
140 Brent Circle, Oldsmar
$499,000
3 Beds ⋅ 3 Baths ⋅ O6357016 MLS ⋅ 140 BLDG.
Short Sale. Seller Motivated! Asking price is under last appraisal value. Assumable mortgage for qualified buyers. 6.25 interest rate. Come take a look at this beautiful 3 bedroom, 3 bath bay front townhome overlooking Old Tampa Bay and Safety Harbor. Seaside Estates is a gated community, located in the heart of Oldsmar, which offers may options for access to the water, as well as major thoroughfares. 3 Car tandem garage that walks out to a beautiful view, the common area and boat docks. Stainless Steel appliances, wood flooring, renovated spare bathrooms, and spacious balconies from the great room, and the primary bedroom as well. A wood burning fireplace is also located in the primary bedroom for those cozy nights overlooking the water. The spacious floor plan beautiful water views. Seaside estates is a golf cart-friendly community, offering amenities such tennis and pickleball courts, a swimming pool and Jacuzzi. There is a dock area that offers fishing opportunities and houses the particular residents that own boat docks. Located on a few minutes away from waterfront public parks, recreational facilities, and restaurants. 20 events annually are hosted by the community annually, with monthly dinners strategically planned around the scenic Tampa Bay. This neighborhood is just minutes from downtown Oldsmar and Safety Harbor which have a variety of restaurants, nightlife, street and music festivals, walking and biking trails, kayaking, Seaside estates is also pet friendly. 20 min to Caladesi State Park and the pristine Honeymoon Island and 20 minutes to Tampa Airport and 30 minutes to downtown Clearwater. Come take a look at this waterfront gem. Some of these photos have been virtually staged.

140 Brent Circle, Oldsmar
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