Oldsmar Homes with Garage

Oldsmar Homes with Garage

Welcome to Oldsmar, a charming city located in Pinellas County, Florida. Known for its picturesque landscapes and vibrant community, Oldsmar offers a perfect blend of small-town charm and modern amenities.

If you are looking for homes with garages in Oldsmar, you are in the right place. Whether you prefer a cozy one-car garage or a spacious three-car garage, you will find a variety of options to suit your needs. From traditional to contemporary styles, these homes are not only functional but also stylish, providing the perfect space to protect your vehicles and store your belongings.

Living in a home with a garage in Oldsmar offers convenience and peace of mind. You can easily park your car, organize your tools, and even create a workshop or hobby space. Plus, having a garage can increase your home's value and appeal to potential buyers in the future.

Explore the real estate market in Oldsmar and discover the perfect home with a garage that meets your criteria. Whether you are a first-time homebuyer or looking to upgrade to a larger space, Oldsmar has something for everyone. Don't miss the opportunity to find your dream home in this beautiful city with homes featuring garages.

Newest Oldsmar Homes with Garage

4 Beds ⋅ 4 Baths ⋅ TB8541470 MLS

Welcome to luxury living in the highly sought-after Wellington Estates community of Oldsmar. This stunning ENERGY STAR® certified residence offers over 3,000 square feet of thoughtfully designed living space featuring 4 bedrooms, a private den/office, 3.5 bathrooms, and an expansive bonus room that can easily serve as a media room, game room, home gym, or fourth bedroom. The home also includes a spacious 3-car garage and a resort-style outdoor living area. A dramatic two-story foyer with a designer crystal chandelier sets the tone upon entry. The open-concept floor plan showcases soaring ceilings, elegant crown molding, plantation shutters, and abundant natural light throughout. The gourmet kitchen is the centerpiece of the home, featuring rich espresso cabinetry, quartz countertops, stainless steel appliances, double ovens, a large center island, and a spacious dining area that seamlessly connects to the great room—perfect for entertaining. The spacious primary suite offers a luxurious retreat with a custom walk-in closet and spa-inspired bath complete with dual vanities, a soaking tub, and a walk-in shower. Upstairs, the oversized bonus room provides exceptional flexibility for today's lifestyle needs while the additional bedrooms offer comfort and privacy for family and guests. Step outside to your private backyard oasis featuring a screened-in pool with tranquil rock waterfall feature and an impressive outdoor kitchen complete with granite countertops, built-in grill, refrigerator, and ample prep space—ideal for year-round Florida entertaining. Mature landscaping and privacy hedges create a peaceful setting for relaxation and gatherings. Additional highlights include hurricane shutters, reclaimed water irrigation, in-wall pest defense system, abundant storage, and premium finishes throughout. Located just minutes from top-rated schools, shopping, dining, parks, beaches, and Tampa International Airport, this exceptional Wellington Estates home combines luxury, comfort, and convenience in one remarkable package.

743 Wellington Court, Oldsmar

4 Beds ⋅ 2 Baths ⋅ TB8540121 MLS

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

3 Beds ⋅ 3 Baths ⋅ TB8539671 MLS ⋅ 216 BLDG.

Welcome home to this beautifully updated pond front three-bedroom, 2½-bath townhome with a one-car garage in the desirable Sun Ketch community of Oldsmar! Best of all, the low $265/month HOA fee covers exterior maintenance, grounds care, the roof, and offering truly low-maintenance living. Residents also enjoy a community pool just steps from the home, making it easy to relax and enjoy the Florida lifestyle. Step inside to a welcoming foyer with a convenient half bath for guests. Continue into the bright, open-concept main living area, which boasts Travertine tile flooring, and where the beautifully updated kitchen features white cabinetry, quartz countertops, a breakfast bar, ample storage, and a fantastic corner pantry with built-in shelving. The kitchen flows seamlessly into the living and dining room, creating an ideal space for everyday living and entertaining. Pocket sliding doors lead to the screened-in lanai and brick-paver patio, where you can enjoy peaceful pond views and a private, fenced outdoor space. Upstairs, the spacious primary suite is positioned at the front of the home and features vaulted ceilings, an oversized wall closet, and a private en-suite bath with a step-in shower. Down the hall, the beautifully updated guest bath offers a tub/shower combination, while a linen closet provides additional storage. The two secondary bedrooms are located at the rear of the home, with one featuring a sizable walk-in closet and the other offering a generous wall closet. The entire second floor is light and bright with high-volume ceilings and attractive wood-look luxury vinyl plank flooring. Thoughtful storage continues throughout the home, including great under-stair storage, a laundry room with cabinetry, and direct access to the one-car garage. Recent updates in 2023 include quartz kitchen countertops, luxury vinyl plank flooring upstairs, carpeting on the staircase, reglazing of the guest bathtub, four new PGT hurricane rated windows (two double hung in the primary and sliding windows in the rear bedrooms), and a vinyl-coated chain-link fence enclosing the rear patio area overlooking the water. With these improvements already completed, there is truly nothing left to do but move in and start enjoying your new home. Located in a convenient Oldsmar location near Tampa Road, approximately 20 minutes to Tampa International Airport (TPA), St. Pete-Clearwater International Airport (PIE) and popular Honeymoon Island, you’ll also have easy access to restaurants, shopping, and so much more. Add in the community pool, peaceful pond setting, garage, and low-maintenance HOA lifestyle, and this wonderful townhome offers the perfect blend of comfort, convenience, and Florida living. Come see it for yourself!

216 Hemingway Drive, Oldsmar

4 Beds ⋅ 3 Baths ⋅ TB8538123 MLS

Welcome to an exceptional 2,736-square-foot luxury home nestled within Cross Pointe, a gated community inside the prestigious guard gated golf community of East Lake Woodlands . Offering 4 bedrooms, 3 baths, a spacious 2-car garage,with workbench area. and bonus space. This beautifully appointed residence blends elegant finishes, thoughtful design, and exceptional outdoor living. Pool access & views from almost every room. Desirable split-bedroom floor plan features soaring ceilings and travertine flooring complemented by engineered hardwood & tile floors. The updated gourmet kitchen is designed for both everyday living and entertaining, featuring Bosch and Frigidaire appliances, (Range has induction cooktop & convection/air fry oven) quartz tops, crisp white cabinetry, and a striking navy island. Breakfast area overlooking pool. The family room offers a warm wood-burning fireplace (updated 2020) and a sophisticated navy wine bar, creating an inviting gathering space. Spacious primary suite includes a comfortable sitting area and sliders that open directly to the screened porch, offering beautiful views of the private pool and backyard . Walk-in closet with organizers. Primary bath has soaking tub, large marble shower, private water closet & dual sink vanities. 3 guest bedrooms, with one having an ensuite bath also providing convenient access to the pool area—perfect for effortless poolside living. Bonus/Flex room with its own A/C (2026) is perfect for an office, hobby room, studio, gym, etc. Outdoor living is truly exceptional. The screened rear porch features paver flooring and overlooks the Saltwater PebbleTec pool , complete with Caribbean blue tile, a charming, soothing waterfall and gazebo. Pool pump & new salt system (2025). An expanded paver patio (2025) extends into the private backyard, providing ample space for entertaining, relaxing, and enjoying the peaceful surroundings. Many updates include tile roof (2019), HVAC (2017), Paver patio (2022), Kitchen updated (2020) with professional kitchen cabinet refinishing (2026), Bosch refrigerator (2025), Frigidaire appliances (2026). All ceiling fans updated (2024 & 2025). Newly textured ceilings (2022), modern lighting. With its luxurious finishes, spacious layout, updated kitchen, resort-style pool, and prime location within two prestigious gated communities, this home offers an exceptional Florida lifestyle with privacy, comfort, and elegance at every turn. Centrally located to Tampa International and St . Pete/Clearwater Airport, award winning beaches, boating and fishing, professional sporting events, historic Dunedin and Safety Harbor, Pinellas and Duke Energy Bike Trails, restaurants, shopping, and hospitals. East Lake Woodlands is a golf community with an optional membership available to the nationally renowned ELW Country Club, featuring outstanding amenities including two championship golf courses, sixteen tennis courts, pickleball, fully-equipped fitness center, lap & freeform pools, splash pad, dining, full social calendar/club, and is also part of ClubCorp/Invited with reciprocal rights to 300+ clubs. Low HOA and NO flood insurance required. A fantastic value! Call today for your private tour!

1723 Captiva Drive, Oldsmar

4 Beds ⋅ 2 Baths ⋅ TB8537441 MLS

Pristine Updated 4-Bedroom home in the Heart of Oldsmar. Discover exceptional value in this 4-bedroom, 2-bath home, thoughtfully updated with quality finishes and modern features throughout. Located in downtown Oldsmar, this move-in-ready home combines stylish updates, comfortable living spaces, and an outstanding location in downtown Oldsmar. From the moment you arrive, the inviting front porch and beautifully refreshed landscaping create a warm first impression. The exterior features durable HARDIE BOARD SIDING accented by fixed-mount shutters, while NEW sod and landscaping enhance the front yard. Inside, you'll find an impressive list of recent updates, including NEW solid wood kitchen cabinets, NEW stainless steel appliances, NEW fixtures, NEW luxury laminate flooring, NEW lighted ceiling fans, and lighting throughout. The kitchen is finished with stunning NEW quartz countertops that overlook the dining and living areas, creating an open and inviting space for everyday living and entertaining. A convenient coffee bar adds both style and function to the dining area. The AC and condenser were totally overhauled (2020) and updated. Vaulted and tray ceilings enhance the spacious feel of the home. The flexible front bedroom offers an ideal space for a HOME OFFICE or sitting room. Bedroom 3 enjoys PRIVACY IN ITS' OWN HALLWAY and features an adjoining bathroom and walk-in closet. Bedroom 4 is generously sized, bright, and airy. The SPACIOUS PRIMARY SUITE provides abundant natural light and a vaulted ceiling. The primary bathroom includes a roomy linen closet and walk-in closet, offering excellent storage and convenience. The garage features extra-high ceilings, providing valuable POTENTIAL FOR OVERHEAD STORAGE and maximizing usable space. Beyond the home, enjoy everything that makes Oldsmar such a DESIRABLE PLACE TO LIVE. You'll be minutes from beautiful parks, playgrounds, biking and walking trails, schools, restaurants, historical museum, ZIP-line adventures, and more. Downtown Oldsmar offers a unique golf-cart-friendly community atmosphere along with an impressive array of recreation and entertainment. Residents enjoy access to a world-class BMX racing facility, approximately 10 miles of bike paths, movie theater, ice skating rink, fishing pier, eleven beautiful parks, waterfront event areas and stages, a boat ramp, athletic facilities, numerous restaurants, and highly regarded schools, including Oldsmar Elementary's K–8 campus. With almost half of Oldsmar's land area dedicated to green space and parks, this home offers more than beautiful updates—it offers an exceptional lifestyle. Quality updates, thoughtful design, abundant storage, and a convenient Oldsmar location make this a home that delivers outstanding value

508 Washington Avenue, Oldsmar

3 Beds ⋅ 2 Baths ⋅ TB8528046 MLS

Welcome home to this charming 3-bedroom, 2-bathroom home with a 2-car garage, ideally located in the desirable Bayside Meadows community with NO HOA or CDD fees. From the moment you step inside, you'll appreciate the open layout featuring a spacious living room that flows seamlessly into the dining area, creating the perfect space for both everyday living and entertaining. Just beyond the dining room is the well-appointed kitchen, complete with beautiful granite countertops, ample cabinetry, and a full appliance package, making meal preparation both convenient and enjoyable. Sliding glass doors lead to the backyard, offering plenty of space for outdoor entertaining, gardening, pets, or simply relaxing. The yard is partially fenced, providing added privacy while still allowing room to personalize the outdoor space. The two secondary bedrooms are generously sized and share a full bathroom with a tub/shower combination. The spacious primary suite serves as a peaceful retreat and features a private en-suite bathroom. Living in Oldsmar means enjoying an exceptional Florida lifestyle with nearby attractions including Tampa Bay Downs, the Oldsmar Ice Sports Complex, Sheffield Park, the Oldsmar BMX Supercross Track, Mobbly Bayou Beach Park, and the scenic Mobbly Bayou Wilderness Preserve. You'll also appreciate the home's convenient location near shopping, dining, entertainment, medical facilities, and major roadways, making commuting to Tampa, Clearwater, and the surrounding areas a breeze. Don't miss your opportunity to make this wonderful home your own. Schedule your private showing today!

1916 Hudson Court, Oldsmar

3 Beds ⋅ 1 Baths ⋅ TB8536069 MLS

CHARMING 3 bed, 1 bath impeccable home in downtown Oldsmar area. NEW interior doors, NEW stove, NEW baseboards, NEW bathroom vanity, lighting, mirror,, NEW remote control ceiling fans with lights, NEW carriage lights (front and back) NEW GFCI outlets, NEW paint interior, exterior, NEW paint garage, patio, NEWER windows and slider with integral blinds (2023, 2026), HWH 2025, DISHWASHER 2023, MICROWAVE 2022, ROOF 2022. Use your imagination with the oversized patio for a total outside living experience; large fenced yard. This home is located a short distance from Mobbly Bayou waterfront park, RE Olds park with fishing pier, event and picnic areas, playgrounds, volleyball, and Bicentennial Park with tennis and pickleboard courts, shaded walking paths, and home to Adventure Zip Line Tours. Shopping, restaurants, theater, athletic facilities, museum, school and library all only minutes away. WORLD CLASS BEACHES and TAMPA INTERNATIONAL AIRPORT are both nearby. Zoned for Oldsmar Elementary School (A rated) and NOW a K through 8 school. This home is HIGH AND DRY!

650 Timber Bay Circle W, Oldsmar

2 Beds ⋅ 2 Baths ⋅ TB8534748 MLS

Investor special with exceptional upside! This concrete block 2-bedroom, 2-bath, 2-car garage home is priced to sell and offers outstanding renovation potential. Situated on a nicely sized lot with beautiful lake views and no rear neighbors, the fully fenced backyard has plenty of room for a pool. The home has an updated electrical panel. The HVAC system was updated in 2019. The roof was last replaced in 2009. The office provides approximately 270 additional square feet beyond the heated living area, offering flexible space for a home office, hobby room, or future expansion. (The second bathroom is located in the garage.) Enjoy a great central location just a short walk to Sheffield Park and Harbor Palms Nature Park, featuring walking trails, a boardwalk, fishing pier, and kayak launch. No HOA and convenient access to Tampa, St. Petersburg, Gulf beaches, shopping, dining, and Tampa International Airport. Cash offers only. Property is being sold As Is with no repairs.

704 Lemonwood Drive, Oldsmar

5 Beds ⋅ 4 Baths ⋅ TB8534625 MLS

Exceptional builder or investor opportunity in a prime Oldsmar location! Situated on an oversized 11,347 sq. ft. lot directly across from scenic R.E. Olds Park, this property offers partial water views of Tampa Bay, park views, and outstanding redevelopment or renovation potential. The existing structure includes a 3-bedroom, 2-bath upper level plus two 1-bedroom, 1-bath lower-level units, offering multiple possibilities for redevelopment or renovation (buyer to verify permitted use). Additional features include a 2-car carport and a concrete block storage building. Enjoy a golf cart-friendly community with walking trails, fishing pier, playgrounds, picnic shelters, and year-round events just across the street. Cash offers only. Property is being sold As Is with no repairs. Conveniently located with easy access to Tampa, St. Petersburg, Tampa International Airport, and Gulf beaches.

613 Chestnut Street, Oldsmar

3 Beds ⋅ 2 Baths ⋅ TB8534439 MLS

Investor special with exceptional upside! This 3-bedroom, 2-bath, 1-car garage home sits on a spacious quarter-acre corner lot directly across from scenic R.E. Olds Park, offering water views, walking trails, playgrounds, a fishing pier, picnic shelters, volleyball courts, seasonal events, and a dog park. The home features a split-bedroom floor plan with a primary suite that includes a walk-in closet, en-suite bath with a step-in shower, and sliding glass doors leading to a patio. The guest bath offers a tub/shower combination. The roof was replaced in 2016. Double-pane sliding glass doors open to two patios overlooking the park. No HOA or deed restrictions—bring your boat, RV, or golf cart! Great central location with convenient access to Tampa and St. Petersburg.

204 Shore Drive W, Oldsmar

3 Beds ⋅ 2 Baths ⋅ TB8535099 MLS

--SERIOUS SELLER-WILLING TO NEGOTIATE-- Check out this BEAUTIFUL 3-bedroom, 2-bath BLOCK home WITH GARAGE. located on a quiet cul-de-sac in the heart of Oldsmar. BEAUTIFUL HIGH GLOSS TILE FLOORING THROUGHOUT Featuring spacious living areas with vaulted ceilings, a primary bedroom with an ensuite, and a split bedroom layout for added privacy and a rear screened porch perfect for relaxing or entertaining. The home has been thoughtfully upgraded with a new electrical panel (2018), roof (2020), air conditioning system (2021), gutters (2022), garage door (2022), water heater (2022), and water softener tank (2024) Exterior Water Line (2025). along with fresh exterior paint. Situated just steps from Sheffield Park, residents enjoy access to hiking and running trails, tennis and basketball courts, a playground, and a covered pavilion for events. Conveniently close to shopping centers, restaurants, downtown Tampa, the international airport, Clearwater beaches, and St. Pete, this neighborhood offers a peaceful environment with NO HOA fees. This turnkey home combines modern comfort with an unbeatable location—great curb appeal, stop by and take a look you wont be disappointed! MOTIVATED SELLER! SUBMIT YOUR OFFER TODAY!

1909 Castle Bay Court, Oldsmar

3 Beds ⋅ 3 Baths ⋅ OM728969 MLS ⋅ 158 BLDG.

Endless sunsets create this picture-perfect location in Seaside Estates. Resting on the banks of Old Tampa Bay, where everyday living feels like a vacation. This townhome has 3 bedrooms, 3 bathrooms, and 1,834 square feet of thoughtfully designed living space. The main living level, high ceilings, skylights, and oversized windows frame breathtaking open-water views and unforgettable sunsets. A spacious bedroom with a full bath is also located on this level, ideal for guests or flexible living. The top floor is home to the owner’s retreat, complete with a private balcony, double walk-in closets, a garden tub, separate shower, and dual vanities. An additional bedroom with a full bath and a conveniently located laundry area complete the upper level. The first level features a tandem 3 car garage offering enough space to store your water toys and vehicles. There is newly installed epoxy flooring, extra storage under the stairs, and a covered patio perfect for a grill. A deeded boat slip with a new 7000lb. electric lift is right outside the unit. Just steps from the pool, spa, and tennis courts, this community invites an active waterfront lifestyle. Launch a kayak into nearby mangroves, stroll the expansive boardwalk while watching dolphins and manatees, or enjoy the heated pool, playground, picnic areas, and harbor views. With minimal pet restrictions and HOA fees that include roof, exterior paint, water, sewer, exterior insurance, trash and amenities, living here is truly effortless. Located in the heart of Oldsmar, you’re just steps from R.E. Olds Park, a 15-acre waterfront park offering sweeping views of Tampa Bay. From seasonal festivals and community events to a 400-foot fishing pier and playground, this vibrant park is truly an extension of your neighborhood. With Pinellas beaches, Tampa International Airport, and downtown Tampa all nearby, you’ll enjoy easy access to everything the Tampa Bay area has to offer.

158 Brent Circle, Oldsmar

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