Oldsmar Homes with Tennis Court(s) Community Features

Oldsmar Homes with Tennis Court(s) Community Features

Welcome to Oldsmar, Florida – a hidden gem nestled in the heart of Pinellas County. This charming city effortlessly blends the allure of small-town living with the vibrant energy of nearby urban life. Known for its lush parks, scenic waterfront views, and a welcoming community spirit, Oldsmar is the perfect place for those seeking a serene lifestyle without sacrificing convenience.

Oldsmar boasts a variety of outdoor recreational activities, making it a paradise for nature lovers and sports enthusiasts alike. With stunning landscapes and numerous parks, residents can enjoy hiking, biking, and picnicking amidst the beautiful surroundings. For those who appreciate the finer things in life, Oldsmar’s proximity to Tampa Bay provides easy access to world-class dining, shopping, and entertainment options.

One of the standout features of homes in Oldsmar is the availability of properties with tennis courts. Imagine waking up and stepping out to your private court, ready to serve up a match with friends or family. These homes are designed for those who value an active lifestyle, combining luxury living with opportunities for fitness and fun right at your doorstep. Whether you’re a seasoned player or just looking to enjoy a casual game, having a tennis court in your backyard enhances your living experience.

In Oldsmar, you’ll find a community that cherishes both leisure and recreation, making it an ideal place for families, retirees, and everyone in between. Come explore the charm of Oldsmar and discover your dream home with a tennis court today!

Newest Oldsmar Homes with Tennis Court(s) Community Features

210 Woodlake Wynde, Oldsmar
$177,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Woodlake Run SubDv. ⋅ 34677 Zip Code
Welcome to this inviting 2-bedroom, 2-bathroom condo in the gated Woodlake Run community, in the coveted East Lake area, offering a comfortable layout and a peaceful pond view. This 2nd floor unit provides a spacious living room area, ample storage, vaulted ceilings, tile flooring, and transom windows on both sides that bring in an abundance of natural light. A convenient dry bar with recessed lighting adds a great touch for entertaining. Sliding glass doors lead to the screened-in patio, creating a relaxing outdoor space overlooking the pond. The patio also features a dedicated washer and dryer closet for added convenience. The primary suite offers a tranquil retreat with his-and-hers closets, a sliding glass door providing direct access to the screened patio and pond view, plus an extended vanity and tub/shower combination. The second bedroom is generously sized and is complemented by a full bathroom. Tile flooring runs throughout the main living areas, while the bedrooms feature newer Luxury vinyl plank flooring. Recent major updates include a 2024 HVAC system and 2021 water heater. The HOA includes gate access with guard, access to the community pool, cable TV, internet, exterior maintenance, grounds maintenance, sewer, water, trash, and designated parking & guest parking. Conveniently located in Oldsmar, this condo offers a great combination of comfort, low-maintenance living, and desirable community amenities. Enjoy easy access to many of the area's popular attractions, including Oldsmar's waterfront, parks, recreation areas, and nearby shopping and dining. The area's location also provides convenient access to Tampa, making it easy to enjoy the city's restaurants, entertainment, sporting events, and cultural attractions. Tampa International Airport is also within convenient driving distance, adding to the appeal for travelers and those looking for an accessible Tampa Bay location.

210 Woodlake Wynde, Oldsmar

1332 Preservation Way, Oldsmar
$1,700,000
4 Beds ⋅ 4 Baths ⋅ Preserve, The SubDv. ⋅ 34677 Zip Code
Pre-Construction. To be built. TO-BE-BUILT CUSTOM HOME- An exceptional opportunity to build your dream home in the prestigious East Lake Woodlands community. Located within The Preserve, this proposed custom residence is situated on a beautiful homesite in a double-gated, private golf community, offering an unparalleled combination of privacy, security, and an exceptional lifestyle. This proposed custom home offers approximately 3,530 square feet of heated living space and 4,465 square feet total under roof, featuring 4 bedrooms, 4 full bathrooms, a private den, and a 2-car garage. The thoughtfully designed floor plan showcases spacious living areas and a modern custom-home concept designed to complement this exceptional homesite. The property is offered as a to-be-built custom home package, including the lot. The floor plan, renderings, and images are provided as a representation of the proposed residence and are intended to showcase the potential of this custom-home opportunity. However you can choose the paint, finishes, cabinets and flooring. OR----- Create your own home, floorplan, size, dimensions and layout! Minimum square footage is 3500sf. Please note: This is a proposed home and has not yet been constructed. Floor plans, renderings, dimensions, finishes, features, and specifications are conceptual and subject to change. Final design, construction, selections, and approvals are subject to builder, buyer, architectural review, association requirements, and applicable governmental approvals. A rare opportunity to secure a beautiful homesite and create a brand-new custom residence in one of Oldsmar's most desirable communities.

1332 Preservation Way, Oldsmar

4914 Augusta Avenue, Oldsmar
$649,000
3 Beds ⋅ 2 Baths ⋅ Worthington SubDv. ⋅ 34677 Zip Code
Nestled in the highly desirable gated community of East Lake Woodlands, this 3 bedroom 2 bath waterfront home provides experiences that showcase the beauty of old Florida. The Panasonic view of plush natural surroundings and a tranquil pond, provides a private setting of relaxing water views and abundant wildlife. This two car garage home has vibrant landscaping, a new black aluminum fence, fruit trees, new sodded backyard with mature trees that provide shade, and a travertine patio. The stunning pool with waterfall spa, screened in lanai and safety fence provides an oasis to create long-lasting memories. The open floor plan showcases the gorgeous views of your backyard retreat. Upon entry, the family and dining room are spacious and inviting with windows that give natural lighting to complement the new light fixtures. Off the entry to you left is your primary suite which has private sliding door access to your lanai with beautiful plantain shutters. This large space boasts a wall and walk-in closest off the hallway to your updated private en-suite. Walk in closet has built-ins and en-suite has an oversized step in shower with built in bench, rain shower head, dual sinks, linen closet, and separate water closet. Step back into your main living area where your kitchen is open to the bright family room that both have sliding doors to access the lanai. There is a large island with beautiful quartz countertops, stainless steel appliances, and wood cabinets with pantry for ample storage. Off the kitchen is your laundry room with extra cabinets and a bar for hanging clothes. From the family room is your hallway that leads to a second full bathroom and two bedrooms with closets and new ceiling fans. Your first bedroom has built ins that includes a Murphy bed and office niche. Your third bedroom enjoys a beautiful view of the backyard and golf course. The shared bathroom has a new vanity with storage, linen closet, tub/shower combination and new toilet. Out on the brick paved lanai you have plenty of space for outdoor living and dining while enjoying the picturesque pool with spa, pond, and fully fenced in yard. This home is located outside of a flood zone and within a top rated A rated school zone. This sought after gated golf community has resort style amenities that provides the opportunity to become a social, golf, or racquet sport member at Ardea and Countryside Country Clubs, adding an optional lifestyle component to an already remarkable property. Make this home yours as it’s only a few miles away from shopping, restaurants, recreation sports complex, and Honeymoon Island Beach.

4914 Augusta Avenue, Oldsmar

624 Kingsmill Court, Oldsmar
$550,000
3 Beds ⋅ 2 Baths ⋅ Kingsmill SubDv. ⋅ 34677 Zip Code
Welcome to 624 Kingsmill Court, a thoughtfully updated 3-bedroom, 2-bathroom home featuring high 9-foot ceilings and an attached 2-car garage, tucked inside the gated East Lake Woodlands community. Set on a peaceful conservation lot, this home offers privacy, natural views and beautifully redesigned living spaces throughout. At the heart of the home is an impressive updated kitchen featuring abundant cabinetry, expansive stone countertops, stainless steel appliances, a statement range hood and brass accents. A spacious center island provides additional prep and storage space, while the separate breakfast-bar peninsula offers generous seating and plenty of room for entertaining guests. The kitchen flows seamlessly into the open living and dining areas, where a modern fireplace with a warm wood-slat accent wall creates an inviting focal point. Wood flooring carries throughout the main living spaces and bedrooms. The spacious primary suite features shutters, tranquil backyard views, a walk-in closet and a private en-suite bathroom. Two additional bedrooms provide flexibility for guests, a home office, nursery or playroom. The updated secondary bathroom includes a walk-in shower, stylish vanity, decorative lighting and built-in open shelving. Just beyond the main living area, the glass-enclosed lanai offers a relaxing extension of the home and the perfect place to enjoy your morning coffee while overlooking the lush conservation setting. Additional features include a dedicated interior laundry room, generous storage and an attached 2-car garage. Even better, two of the home’s major systems have already been updated, with a NEW ROOF installed in 2023 and NEW AC in 2022! Residents may also explore optional membership opportunities at Ardea Country Club at East Lake Woodlands. Separate club memberships may provide access to golf, tennis, pickleball, swimming pools, a fitness center, clubhouse dining, social events and recreational programming. Membership is not included with the home or HOA and is subject to separate fees, availability and club approval. Conveniently located near restaurants, shopping, trails, beaches and both Tampa International and St. Pete-Clearwater International airports, this beautifully updated home combines peaceful gated-community living with easy access to everything Tampa Bay has to offer. Bonus: The seller’s preferred lender is offering 1.25% toward the buyer’s closing costs or a rate buydown, creating an excellent opportunity for qualified buyers. NO FLOODING DURING 2024 HURRICANES. The owner’s lender did not require flood insurance and identified the property as being located in Flood Zone X500. Please see the attached documentation for reference. Buyer is advised to independently verify the property’s flood zone designation and any applicable flood insurance requirements with their lender.

624 Kingsmill Court, Oldsmar

106 Brent Circle, Oldsmar
$379,900
3 Beds ⋅ 3 Baths ⋅ Seaside Estates SubDv. ⋅ 34677 Zip Code
THE KITCHEN SETS THIS ONE APART. Step into a brighter, more open 3-bedroom, 3-bathroom townhome with over 1,800 square feet in the gated waterfront community of Seaside Estates. Bamboo flooring, a fireplace, high ceilings, and a private balcony create a light-filled, open-concept main level. The kitchen was extended 3 feet and the original dropped ceiling was removed, so the space feels tall and open to the living room -- a difference most of the 67 units in this community still don’t have. Quartz counters, new white cabinetry, stainless appliances, and a built-in pantry finish the update. A flexible bedroom on this level works as an office or guest suite. Upstairs, the primary suite offers soaring vaulted ceilings, dual walk-in closets, skylights, its own balcony, and a spacious ensuite, with laundry and a third bedroom with an ensuite bath on the same level. The oversized tandem garage adds storage and sliding-door access to a patio and green space. This building sits closer to the tennis court and main entrance, and farther from the pool noise. Residents share a resort-style pool/spa, tennis, boardwalk, and a floating dock for kayaks and paddleboards, with slips and boat lifts typically available to rent. Inclusive HOA fees cover the roof (2017), water, sewer, trash, and interior fire sprinklers. Just steps from R.E. Olds Park, a 15-acre waterfront park with the city pier, playgrounds, trails, beach volleyball and more, plus convenient access to Gulf Coast beaches, Tampa International Airport, Clearwater, and Tampa/St. Pete. Schedule your showing today!

106 Brent Circle, Oldsmar

129 Brent Circle, Oldsmar
$460,000
3 Beds ⋅ 3 Baths ⋅ Seaside Estates SubDv. ⋅ 34677 Zip Code
HUGE PRICE IMPROVEMENT - WATERVIEWS from All 3 Floors, This UPDATED 3Bed 3Bath townhome is situated in the exclusive gated community of SEASIDE ESTATES in picturesque and historic Oldsmar. Nestled within a Townhome Complex of 67 units, this particular unit stands out as truly unique. The magnificent sunsets are breathtaking. The kitchen has STONE COUNTERTOPS, STAINLESS STEEL APPLIANCES, and offers ease with the CENTRAL VACUUM SYSTEM. Additional highlights include custom-built shelving in both His and Her Primary Closets. The primary suite, located on the third level, boasts a generously sized UPDATED BATHROOMS. The spacious floor plan ensures ample natural light and stunning water views. Enjoy the Florida lifestyle in this golf cart-friendly community, offering amenities such as a swimming pool, Jacuzzi and tennis/pickleball courts. The dock area provides good fishing opportunities, and the residence is only a few minutes away from waterfront public parks, shopping, restaurants, and various recreational facilities. The community hosts more than 20 events annually, with monthly dinners strategically planned around the scenic Tampa Bay. Minutes from downtown Oldsmar and Safety Harbor which offer a variety of restaurants, nightlife, street and music festivals, walking and biking trails, kayaking, This complex is PET FRIENDLY. 20 minutes to Tampa Airport and 30 minutes to downtown Clearwater and world-famous Clearwater Beach, 20 min to Caladesi State Park and the pristine Honeymoon Island.

129 Brent Circle, Oldsmar

1330 Preservation Way, Oldsmar
$2,300,000
7 Beds ⋅ 5 Baths ⋅ Preserve The SubDv. ⋅ 34677 Zip Code
Welcome to an exceptional 7-bedroom, 4½-bath estate nestled within the prestigious double-gated community of East Lake Woodlands in Oldsmar. Set on over half an acre and backing directly to a peaceful preserve, this remarkable property offers an unparalleled sense of privacy, tranquility, and security. Recently updated and beautifully refreshed, the home features a newly renovated kitchen, newly renovated bathrooms, newly renovated laundry room, newly refinished floors, and fresh interior paint throughout. The spacious and versatile floor plan provides abundant room for comfortable living and entertaining, with generously sized bedrooms and a dedicated office and fitness room with a built-in sauna, creating your own private space to work, exercise, and relax. Step outside to your private Florida retreat, complete with a sparkling pool and expansive deck, surrounded by lush greenery and the natural beauty of the preserve. The peaceful preserve backdrop creates a rare feeling of seclusion while providing a beautiful setting for morning coffee, outdoor dining, entertaining, or simply enjoying the Florida sunshine. Located within a premier golf community, East Lake Woodlands offers an exceptional lifestyle surrounded by mature landscaping and natural beauty, with championship golf, tennis, pickleball, fitness facilities, resort-style amenities, dining, and social activities. Conveniently located near local shops, restaurants, cafés, grocery stores, parks, and everyday conveniences, while offering easy access to some of the area's most beautiful Gulf Coast beaches, including Honeymoon Island, Clearwater Beach, and Caladesi Island. Tampa International Airport is also easily accessible for convenient travel. With seven bedrooms, 4½ bathrooms, over half an acre, preserve frontage, a private pool, dedicated office and gym, built-in sauna, newly renovated kitchen and laundry room, updated bathrooms, refinished floors, and fresh paint, this extraordinary estate offers the perfect combination of luxury, privacy, space, and Florida lifestyle.

1330 Preservation Way, Oldsmar

279 Countryside Key Boulevard, Oldsmar
$275,000
2 Beds ⋅ 2 Baths ⋅ Countryside Key SubDv. ⋅ 34677 Zip Code
Virtually Staged. Welcome home to this beautiful END UNIT & FULLY UPDATED 2BR/1.5BA townhome in the gated Countryside Key community, offering the rare benefit of an extra-large side yard for addl. outdoor space & privacy. Even better, assoc. fees INCLUDE water, trash, cable & internet! With extensive improvements, an enclosed patio, reserved parking directly in front, & an outstanding Pinellas County location (NON-FLOOD ZONE), this home is truly move-in ready. Step inside to an inviting open first floor designed for comfortable everyday living & entertaining. The kitchen features quartz countertops, custom cabinetry installed in '22, including larger cabinets providing excellent storage. The owners thoughtfully removed the upper cabinetry around the sink & counter area, creating a more open feel and better connection between the kitchen & adjoining living space. Updated appliances, lighting & ceiling fans complement the space, while no popcorn ceilings on either the first or second floor give the home a clean, updated look. Fresh interior paint was completed in August '26. Just beyond the main living area, the enclosed patio creates additional flexible space to relax, entertain, work from home, or just enjoy throughout the year. As an end unit, this home also possesses an extra-large side yard, providing additional outdoor space & separation rarely found with townhome living. Upstairs, the spacious primary suite features large dual closets, built-in bookshelves (providing both character & functional storage), while the generous windows bring an abundance of natural light into the space. Relax in the large private upgraded bathroom to complete the suite! The home has also benefited from an impressive list of improvements. HVAC, water heater & appliances were replaced in '22, along with new attic insulation in '22, washer & dryer in '24, & new light fixtures & ceiling fans. A new impact-rated rear door window was added in '22 for enhanced security, & exterior doorknobs, deadbolts & keys were also replaced. More recently, the home received new exterior paint in '26 & new interior paint in '26. Enjoy the everyday convenience of reserved parking directly in front of the unit's door, along with ample guest parking throughout the gated community & specifically near this unit! Countryside Key also offers a community pool overlooking the pond, tennis courts, & a designated storage area for camper vehicles, boats, trailers, &/or commercial vehicles (subject to association requirements - see HOA). This INCREDIBLE LOCATION is conveniently positioned near the Hillsborough County line & just minutes from the charm, restaurants, waterfront parks & activities of Safety Harbor. You're also only 8.7 miles from beautiful Honeymoon Island State Park and its Gulf beaches, with convenient access to Tampa International Airport, shopping, dining, entertainment and major roadways connecting you throughout the Tampa Bay area (all points). This Countryside Key townhome offers an exceptional combination of privacy, convenience, value & move-in-ready living.

279 Countryside Key Boulevard, Oldsmar

550 Palmdale Drive, Oldsmar
$587,000
4 Beds ⋅ 2 Baths ⋅ East Lake Woodlands SubDv. ⋅ 34677 Zip Code
A True Find for exceptional living in the highly desirable Gated Golf Community of East Lake Woodlands! Perfectly positioned on a Private Golf Course Lot overlooking the 7th fairway of the South Course, this spacious 4-Bedroom, 2-Bath home with a Sparkling Pool and Spa offers more than 2,200 square feet of comfortable living, beautiful views and outstanding value in one of North Pinellas County’s premier communities – plus Top-Rated Schools. Designed for indoor-outdoor living, the large living room and dining room combination features Glass Sliders that frame views of the Gorgeous Pool and Spa, Covered Lanai with Pavers and Lush Golf Course backdrop. This lot provides privacy and creates a peaceful retreat ideal for relaxing, entertaining and enjoying the best of East Lake Woodlands. The Well-Equipped Kitchen includes an inviting Eat-in Area, Ample Storage and Pass-Thru Window to the outdoor patio. Updates include Stainless Steel Appliances with LG Refrigerator (2022), LG Dishwasher (2022), LG Microwave (2024) and the bonus of a Euhomy Wine Cooler (2024). Additional major updates include a New Shingle Roof (2023) and Flat Roof (2023), Water Heater (2024), A/C Unit (2019) and Pool Sweep (2022). So many possibilities to meet your needs with this Flexible Floor Plan! The 4th bedroom offers plenty of options as a Home Office, Den, Guest Room, Hobby Space or Media Room and the 3rd bedroom comes complete with a murphy bed. Generously sized bedrooms provide comfortable accommodation with the Primary Suite measuring 23 ft. long and featuring a dedicated Extra Space ideal for lounging, reading, exercising or working from home, plus 2 Walk-In Closets and a Spacious Bath with Large Walk-In Shower, Dual Sinks and abundant Vanity Counter space. East Lake Woodlands offers a much sought-after setting tucked away and surrounded by beautiful landscaping, golf course scenery along with convenient access to everyday amenities. For additional fees, optional memberships are available to Ardea Country Club, featuring two Golf Courses, a Fitness Center, Tennis, Pickle Ball, Heated Lap Pool, Freeform Pool and Poolside Café as well as Dining and a full host of Special Events and Activities. Enjoy a Premier Location currently zoned for top rated East Lake High School, Joseph L. Carwise Middle School and Forest Lakes Elementary. Plus this East Lake Woodlands address provides convenient access to Tampa International Airport, award-winning Gulf Beaches, Parks, Medical Facilities, Shopping, Fine Dining, Professional Sporting Events and all that the Tampa Bay area has to offer - while providing the privacy and serenity of a gated golf course setting. Overall, an amazing opportunity to own a 4-Bedroom Retreat with Beautiful Pool and Spa and Sweeping Golf Course Views with the peace of mind of a Newer Shingle and Flat Roof and many other updates and the chance to make this home your own!

550 Palmdale Drive, Oldsmar

80 Foxfire Lane, Oldsmar
$698,000
4 Beds ⋅ 2 Baths ⋅ East Lake Woodlands SubDv. ⋅ 34677 Zip Code
Tucked away in the highly desirable gated community of East Lake Woodlands, this one-of-a-kind 4-bedroom, 2-bath waterfront retreat offers a rare opportunity to experience the timeless beauty of Old Florida. With an extraordinary 180-degree view of lush natural surroundings and a tranquil waterway, this private setting feels like a world of its own—where trees, abundant wildlife, and peaceful water views create a backdrop that is both breathtaking and serene. A large circular driveway welcomes you to the home, where a new double-door entry opens to vaulted ceilings and an inviting, light-filled interior. The formal living room features French doors leading to the screened lanai, while the dining room is accented by a beautiful Tiffany-style light fixture. Throughout the home, tile flooring and roller shades provide a clean, timeless aesthetic. The updated kitchen features granite countertops and opens naturally to the family room, where one of two fireplaces creates a warm and inviting gathering space. The primary suite offers its own featured fireplace, creating a cozy retreat, along with an updated private bathroom featuring an oversized glass-enclosed shower and soaking tub. An updated guest bathroom provides additional modern convenience sandwiched between two of the additional bedrooms. Step outside and discover what truly sets this property apart. The expansive screened lanai surrounds a beautiful saltwater pool and spa, with a painted cool-deck surface and lush tropical landscaping creating your own private resort-style escape. Beyond the pool, a Trex dock and completely renovated seawall (2020) provide the perfect vantage point to take in the incredible natural setting and 180-degree views of Old Florida. Thoughtfully maintained and updated, the home features impact and double-pane windows with galvanized storm shutters, a hybrid water heater, water softener, new shingle roof (2024), gutters, French drains extending to the lake and exterior paint completed in August 2026. The wrought-iron fenced yard adds privacy and enhances the beautifully landscaped grounds. Located outside a flood zone and within a top-rated A-rated school zone, this exceptional home also offers the opportunity to become a social, golf, or tennis member at Ardea Country Club, adding an optional lifestyle component to an already remarkable property. Private waterfront, resort-style amenities, thoughtful updates, and an unmatched Old Florida setting—this is more than a home; it’s a rare opportunity to own your own piece of paradise in East Lake Woodlands.

80 Foxfire Lane, Oldsmar

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