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 perfectly blends suburban tranquility with vibrant community life, making it an ideal place to call home. With its picturesque parks, scenic waterfront views, and a friendly atmosphere, Oldsmar offers a welcoming environment for families, retirees, and everyone in between.

One of the standout features of Oldsmar is its rich array of recreational opportunities, particularly for tennis enthusiasts. Imagine stepping outside your door to find a community that not only embraces an active lifestyle but also boasts homes with private tennis courts. These residences provide the perfect setting for both casual matches with friends and serious practice sessions. The lush surroundings and well-maintained courts create an inviting atmosphere, encouraging residents to engage in friendly competition or simply enjoy the sport in the comfort of their own backyard.

Beyond tennis, Oldsmar is known for its community spirit, with regular events and activities that foster connections among neighbors. The local parks offer playgrounds, picnic areas, and walking trails, perfect for family outings or leisurely strolls. Plus, with easy access to nearby beaches, shopping, and dining, you’ll find everything you need just a short drive away.

Whether you’re an avid tennis player or simply seeking a vibrant community with plenty of amenities, Oldsmar’s homes with tennis courts provide an exceptional lifestyle tailored to your interests. Come discover the perfect balance of leisure and community in this delightful Florida city!

Newest Oldsmar Homes with Tennis Court(s) Community Features

121 Cypress Lane Unit 121, Oldsmar
$160,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cypress Estates SubDv. ⋅ 34677 Zip Code
Welcome to your own little slice of Florida paradise! Nestled within the highly desirable, gated community of East Lake Woodlands, this charming, move-in-ready first-floor condo offers the perfect blend of comfort, style, and peaceful surroundings. Featuring 2 bedrooms, 2 full bathrooms, and beautiful conservation views, this inviting home makes you feel right at home from the moment you walk through the door. The open and airy floor plan is designed for both everyday living and entertaining. The spacious living and dining area features luxury vinyl flooring, a beautiful candle-style chandelier, and decorative wall sconces that create a warm and welcoming ambiance. The kitchen flows seamlessly into the living space and is sure to please, offering granite countertops, an island with bar seating, stainless steel appliances, a double sink, and a convenient pantry closet. A charming breakfast nook provides the perfect spot to enjoy your morning coffee or a casual meal. The thoughtfully designed split-bedroom floor plan offers added privacy for owners and guests alike. The spacious primary suite is a relaxing retreat, complete with two walk-in closets, additional linen storage, and an updated en-suite bathroom featuring granite countertops, a stylish square sink, framed mirror, and modern lighting. The secondary bedroom is tucked away at the front of the home and offers a wall of closets, with the second full bathroom conveniently located just across the hall. This guest bath features a tub/shower combination, cultured marble vanity, and warm wood cabinetry. Love outdoor living? You'll appreciate having not one, but two outdoor spaces! Enjoy the tranquility of the lush conservation and landscape views from your screened-in patio, or step out to the open patio to soak up the beautiful Florida sunshine. Whether you're starting your day with coffee, enjoying a good book, or unwinding after a long day, these outdoor spaces make it easy to embrace the Florida lifestyle. East Lake Woodlands is a sought-after gated golf course community offering a beautiful setting and an array of optional membership opportunities, including golf, tennis, swimming, fitness, and clubhouse amenities. Conveniently located near shopping, dining, recreation, and the beautiful Gulf beaches, this location offers the best of Florida living right at your fingertips. Whether you're searching for a full-time residence, a seasonal getaway, or the perfect place to enjoy a low-maintenance Florida lifestyle, this adorable condo checks all the boxes. Peaceful views, inviting living spaces, and a wonderful community make this one a must-see. Come see all that this special home has to offer and schedule your private showing today!

121 Cypress Lane Unit 121, Oldsmar
2063 Warwick Drive, Oldsmar
$895,000
4 Beds ⋅ 3 Baths ⋅ Warwick Hills SubDv. ⋅ 34677 Zip Code
SPECTACULAR PRESERVE VIEW! Enjoy the privacy and solitude of this beautiful home backing to the 8500 acre Brooker Creek Preserve with frequent sightings of dear and wildlife. Great curb appeal with custom glass front doors, landscaping and lighting. The interior of the home features a split floor plan with 4 bedrooms, an office and 3 full baths. The back bedrooms would also make a great in-law suite or media room. Entertain formally in the living and dining room with preserve view or casually poolside with heated pool and spa. The gourmet kitchen is the heart of the home with granite counters, abundant cabinets and counter space, stainless appliances and a breakfast nook. The kitchen opens to the family room and the outdoor pool and preserve view. The owner’s suite is a retreat with pool and patio access, walk in closet with custom shelving, crown molding and plantation shutters. The en-suite bath is complete with granite counters, double sinks, garden tub and walk in shower. Additional features include a security system, crown molding, in home vacuum, motorized window coverings, gas fireplace, outdoor lighting and plantation shutters. Live the Florida lifestyle! Take a dip in the heated salt pool, soak in the spa or unwind on the expansive deck overlooking the preserve. The outdoor kitchen has a gas grill and sink. An additional patio in the backyard is great for entertaining. The expansive backyard is private and perfect for sports, children and pets. LOCATION! Live on a quiet street in the Warwick Hills subdivision of Eastlake Woodlands. Eastlake Woodlands is a golf and tennis community with two renowned golf courses and clubhouse. Membership in the newly remodeled premiere Ardea Country Club is required to enjoy golf, tennis, pickle ball, swimming pools, child activity center and newly refurbished gym. Eastlake Woodlands is central to all dining, shopping and highly rated schools. A short drive will take you to all area beaches, activities and the Tampa International Airport. Be sure to watch the video and look at the 360 interior views!

2063 Warwick Drive, Oldsmar
1334 Fallsmeade Court, Oldsmar
$899,000
3 Beds ⋅ 3 Baths ⋅ Aberdeen Unit Two SubDv. ⋅ 34677 Zip Code
Luxury, privacy and breathtaking water views come together exceptionally in this home located in the desirable subdivision of Aberdeen in the gated golf community of East Lake Woodlands. Nestled on a cul de sac and perfectly positioned to be set back and angled from other homes, this residence affords real privacy. An approximately 200-foot-deep lot with neighbors on only one side along with an extended driveway gives the feeling of your own resort-style retreat - and it's Zone X which does not require flood insurance. From its striking architecture and stone-accented columns, this stunning three-bedroom-plus-office, two-and-a-half-bath, three-car garage home offers an impressive blend of elegance and thoughtful design. Step inside through the elegant double-glass entry doors and travertine foyer and immediately enjoy serene views extending through the home to the pool and water beyond. Soaring ceilings, crown molding and beautiful hardwood flooring create a memorable impression. Located at the front of the home, the office or den exudes an elegant, comfortable style and is highly versatile with ample room for a home office, den, exercise room or other possibilities. Inviting describes the dining room with warm natural light, exquisite chandelier and open flow to the living room so perfect for gatherings. French doors from the living room, breakfast area and primary suite provide an effortless connection to the covered lanai and private backyard retreat. The well-appointed kitchen features custom wood cabinetry including built-in glass display cabinets with serving space, a center island with bar seating and copper vegetable sink plus gleaming granite countertops accented with beautiful sparkle. Open to the kitchen, the family room offers a custom-designed stone fireplace that adds warmth and ambiance. A custom-designed entertainment center is nestled in the corner and can be removed since the owners kept original additional windows in place. Two generously sized secondary bedrooms provide comfortable accommodations and have access to the full bath updated with wood cabinetry and stunning tile accents. Measuring approximately 29 feet long, the primary suite provides luxury complete with sitting area to feel truly pampered. Classic touches continue in the updated primary bath with expansive dual vanities, gorgeous tile selections and large soaking tub. Outside, the covered living area is ideal for relaxing, dining and enjoying the beautiful water views in complete privacy. A special waterfall highlights the pool and spa with Mexican tumbled marble, creating a calming atmosphere in the lushly landscaped backyard. Additional highlights include a tile roof installed in 2012 and sleek, special-order Clopay high-impact garage doors and propane gas for the fireplace, outdoor grill and water heater. As a second residence, this home has been gently lived in and well maintained. From the secluded setting to the elegant finishes and serene water views, this is a true sanctuary that must be seen to be fully appreciated. For additional fees, optional memberships are available to Ardea Country Club, featuring two golf courses, a fitness center, tennis and pickle ball and pools as well as dining and special events and activities. And enjoy a premier location providing convenient access to Tampa International Airport, award-winning Gulf beaches, medical facilities, fine dining, professional sporting events and all Tampa Bay area has to offer.

1334 Fallsmeade Court, Oldsmar
131 Brent Circle, Oldsmar
$849,900
3 Beds ⋅ 3 Baths ⋅ Seaside Estates SubDv. ⋅ 34677 Zip Code
This rare, customized end unit townhome is located on Old Tampa Bay in Oldsmar in the sought after gated community of Seaside Estates. Enjoy breathtaking open water views from any of the floors largely due to the abundance of windows and 3 generous sized patios/decks. Relaxing will come naturally as you gaze out over the green space, seawall and open water. Home features 1834 sf and 3 bedrooms, 3 baths. There are 2 outside parking spaces within a few feet of the attractive entry to the unit. Upon entering the bottom floor you have a foyer and to the left an oversized 2+ car tandem parking garage with an abundance of storage and rear covered patio. Garage also has a vented portable air conditioner and a dehumidifier creating a perfect storage and work area. The ground entry foyer has stairs leading up to the main living area floor where you are greeted with great light from the multi windows and large deck/patio. It is truly a breathtaking view looking out on Old Tampa Bay. This floor features a living room, dining room, updated kitchen (2018/2019), one bedroom with a built-in murphy bed plus desk and a full bath. Ascending one more floor, there is the master suite with sliders leading to a spacious deck, a second en-suite bedroom with its private full bath. There is also a laundry area with double doors for easy access and stackable washer/dryer. Throughout the wooden floors are beautiful with some tile in the wet areas. Multiple outdoor spaces providing approximately 200sf of outdoor living on each floor and a screened patio on ground floor so you can enjoy the Florida lifestyle throughout this open unit. Don't let the multi-stories be an issue as this unit boasts an ELEVATOR installed 2025 to help you move yourself and your belongs easily throughout. As an added bonus, this unit comes with a DEEDED BOAT SLIP located behind the unit at the mouth of the channel. So whether you prefer fishing from the seawall, inshore fishing or shooting out in the Gulf for a little offshore fishing or just pleasure boating maybe to local restaurants/bars such as close by Jack Willie's, you're ready to go! While feeling very private, this unit offers it all . . . privacy yet close to shopping and restaurants for your daily needs.

131 Brent Circle, Oldsmar
116 Brent Circle, Oldsmar
$405,000
3 Beds ⋅ 3 Baths ⋅ Seaside Estates SubDv. ⋅ 34677 Zip Code
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
1558 E Lake Woodlands Parkway, Oldsmar
$739,000
3 Beds ⋅ 2 Baths ⋅ Greenhaven Unit-Four SubDv. ⋅ 34677 Zip Code
Virtually Staged. Discover an updated, move-in ready home with stunning design and finishes that flow beautifully throughout - all set on a desirable corner lot within the gated golf community of East Lake Woodlands. Offering 3 bedrooms, 2 full bathrooms, a 3-car garage and a landscaped, fenced backyard, this inviting home combines comfortable everyday living with a convenient Tampa Bay location. Complemented by abundant natural light, high ceilings, crown molding and an open, welcoming layout, this residence features beautiful hardwood and engineered wood flooring throughout the living areas and bedrooms - so no carpet! The bright living room and dining room combination provides an elegant setting for entertaining with a signature arched window complete with plantation shutters and glass sliders leading to the outdoors. Open to the family room, the updated kitchen provides a seamless space for gatherings and daily living and features stainless steel appliances including double GE convection ovens, induction cooktop, Bosch dishwasher and an expanse of updated cabinetry with convenient pull-outs and Lazy Susan, Cambria quartz countertops, large breakfast bar and pantry storage. Glass sliders and a wood burning fireplace accent the family room and provide an inviting place to relax. With a split floor plan, the primary suite is designed for privacy and pampering, featuring 2 closets with custom built-in cabinetry installed in 2025, glass sliders overlooking the tranquil backyard and a luxurious primary bath with gorgeous tile, large tub and double vanity with granite countertops. The secondary bathroom has been updated with attractive tile finishes and granite countertops as well, providing a polished complement to the home’s interior. Improvements include a Generac home generator with a buried 500-gallon propane tank, a 2023 water heater, 2022 water softener and 2010 tile roof. These updates add practical value and enhance the home’s functionality and peace of mind as well as a location in Zone X, the lower probability flood zone which does not require flood insurance by lenders. Outside, the landscaped corner-lot setting offers a wide driveway for plenty of parking for family and guests, mature trees and a fenced backyard with privacy and room to create a relaxing outdoor retreat. The 3-car garage provides generous parking and additional storage while the home’s layout and surrounding greenery add to its everyday ambiance. East Lake Woodlands offers a gated golf-community setting near top-rated schools, medical facilities, shopping, airports, professional sporting events and the many attractions of the Tampa Bay area. Optional memberships to Ardea Country Club provide access to 2 golf courses, tennis and pickle ball, a fitness center, heated lap pool and free form pool with a poolside café, casual and fine dining and a host of social events and activities.

1558 E Lake Woodlands Parkway, Oldsmar
4795 Pebble Brook Drive, Oldsmar
$485,000
2 Beds ⋅ 2 Baths ⋅ Cross Creek - Unit Two SubDv. ⋅ 34677 Zip Code
Warm. Inviting. Bright. A truly move in ready home in the sought out gated community of East Lake Woodlands. This 2 bedroom 2 bath plus den, features granite counters, wood cabinets, plantation shutters, crown molding, inside laundry room, screened lanai, high ceilings formal dining area, dinette in kitchen. Furnishings negotiable. The community itself is gated and offers 2 18 hole golf courses, fitness center, tennis and pickleball courts.

4795 Pebble Brook Drive, Oldsmar
112 Cypress Court Unit 112, Oldsmar
$149,900
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cypress Estates SubDv. ⋅ 34677 Zip Code
MOTIVATED SELLER! This 2-bedroom, 2-bath condo in the golf course community of East Lake Woodlands is ready for its next owner. Brand-new LVP flooring was installed in 2026, and a fresh coat of paint is being finished now, so the unit shows bright, clean, and move-in minded. Low-maintenance condo living means more time to enjoy the community, which offers a golf course and a clubhouse right where you live. Location is a big part of the value here. US-19 is minutes away, with quick access to shopping, dining, and the rest of the Tampa Bay area. First-time buyer, downsizer, seasonal resident, or investor, this one fits a lot of plans. The seller is motivated and the price reflects it. Schedule your showing today.

112 Cypress Court Unit 112, Oldsmar
4798 Augusta Avenue, Oldsmar
$560,000
4 Beds ⋅ 3 Baths ⋅ Worthington SubDv. ⋅ 34677 Zip Code
Welcome to 4798 Augusta Ave, located within the desirable East Lake Woodlands community! Enjoy the peace and tranquility of a quiet, serene street where local wildlife sightings add to the charm of the neighborhood. Convenient resident entry provides quick access in and out of the community, making everyday travel a breeze. Inside, luxury vinyl plank flooring installed in 2023 offers a fresh, cohesive look throughout the home. The functioning fireplace adds warmth and character, while the whole-house water softener provides an added layer of everyday comfort. Major updates include a 2015 roof, 2019 A/C, impact-rated sliding glass doors installed in 2021, a rescreened lanai in 2021, and exterior paint completed in 2019 and interior painted in 2024. The home has never flooded. The community also features Ardea Country Club, where members can enjoy access to two 18-hole championship golf courses, a swimming pool, hard and soft tennis courts, pickleball courts, a playground, a gym, and Heron’s Bar and Grille With thoughtful updates, desirable community amenities, and a peaceful setting, this home is ready for its next owner to make it their own!

4798 Augusta Avenue, Oldsmar
St Petersburg Drive, Oldsmar
$355,000
34677 Zip Code
Two Adjoining Lots—Build Two Homes or One Triplex in Oldsmar! Offered together, these two originally platted vacant lots contain approximately 20,691 square feet, or 0.475 acre, along paved St. Petersburg Drive E. Written zoning guidance from the City of Oldsmar confirms a maximum density of three dwelling units and identifies two potential development options: retain the lots separately for one single-family residence on each originally platted lot under the applicable R-2 existing-lot standards, or combine the parcels for one triplex under R-3 zoning. The combined property exceeds the R-3 district’s minimum lot-width requirement. An existing survey covering both lots shows approximately 100 feet of combined frontage along St. Petersburg Drive E and outer side depths of approximately 172 and 185 feet. The mostly cleared property offers public water and sewer availability, an existing sidewalk, overhead electrical lines, no HOA, and no CDD. An established six-unit multifamily property consisting of two triplex buildings is located immediately adjacent. Convenient to downtown Oldsmar, R.E. Olds Park, waterfront recreation, public boat ramps, trails, shopping, restaurants, Tampa Road, Safety Harbor, and Tampa International Airport. An opportunity for a builder, developer, or investor seeking two homesites or a small multifamily infill project in an established Pinellas County community. The parcels are being sold together. City zoning correspondence and the existing survey are available.

St Petersburg Drive, 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
129 Camphor Circle Unit C, Oldsmar
$155,000
2 Beds ⋅ 2 Baths ⋅ Gardens Of Forest Lakes Condo The SubDv. ⋅ 34677 Zip Code
Welcome to The Gardens of Forest Lakes, one of Oldsmar’s well-kept secret communities. This 2 bedroom 2 bathroom condo is a true move-in ready home. The features and amenities are apparent upon entering this well-decorated unit. The newer luxury vinyl flooring set the stage for a great showing. The living room/dining room combination offers an open & spacious area you can call home. The kitchen was updated to include custom wood cabinets with hydraulic drawers; led area lighting; newer appliances including a brand new refrigerator & a double oven; brand new hot water heater (5/26); deep double steel sink; tile backsplash; granite-looking Formica countertops; Both bathrooms were updated to include wood-like tile; the guest bathroom offers a deep soaker tub; Enjoy the beautiful pond view from both bedrooms and the private balcony; An inside laundry room with a newer washer/dryer combo for your convenience; The master bedroom offers a walk-in closet; The balcony has a storage room for your extra stuff; The community has a recreation center that includes a swimming pool, tennis & racquetball courts, a playground and a fishing pier. Close to shopping, dining, entertainment and more. Schedule your private showing today. You’ll be glad you did.

129 Camphor Circle Unit C, Oldsmar
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