Oldsmar Homes with Three+ Story Property Description

Oldsmar Homes with Three+ Story Property Description

Welcome to Oldsmar, Florida, a hidden gem nestled in the heart of Pinellas County! This vibrant city, located just a short drive from the stunning Gulf Coast beaches, boasts a unique blend of suburban charm and modern convenience. With its lush parks, scenic waterfront, and a friendly community spirit, Oldsmar is perfect for those seeking a tranquil lifestyle without sacrificing access to urban amenities.

Oldsmar offers a diverse selection of real estate options, but for those in search of spacious living, homes with three or more stories are particularly appealing. These multi-level properties not only provide ample room for families but also offer breathtaking views of the surrounding landscape. Imagine waking up to panoramic vistas of the serene waters of Old Tampa Bay or enjoying sunsets from your private balcony.

The architectural styles of these homes vary, from contemporary designs to classic Florida charm, ensuring that there’s something to suit every taste. Many of these properties come equipped with modern amenities, expansive living areas, and luxurious features such as gourmet kitchens and outdoor entertaining spaces.

Living in Oldsmar means enjoying a wealth of recreational opportunities—from jogging along the scenic trails of the nearby parks to indulging in water sports at the local marina. With excellent schools, shopping, and dining options just around the corner, it’s easy to see why Oldsmar is a desirable destination for families and professionals alike.

Explore the allure of Oldsmar and discover your dream home in this enchanting city today!

Newest Oldsmar Homes with Three+ Story Property Description

303 Vaudeville Row, Oldsmar
$666,625
3 Beds ⋅ 4 Baths ⋅ Odeon SubDv. ⋅ 34677 Zip Code
Under Construction. The Soprano is a three-story townhome offering modern luxury in the heart of Downtown Oldsmar. Thoughtfully designed for a flexible lifestyle, this beautifully appointed residence features luxury vinyl plank flooring throughout the entire home, including all staircases, creating a seamless design. The first floor welcomes you to a spacious two-car garage and a unique live/work space perfect for a home office, fitness room, or guest space. The first-floor half bath also has the option to convert into a full bathroom, adding more flexibility. The main living level showcases an expansive open-concept design with a spacious living and dining area flowing effortlessly into a gourmet kitchen. The space features a large center island, quartz countertops, gray cabinetry, tile backsplash, and Kohler fixtures. A generous flex room and full bath provide possibilities for a home office, fitness space, or media room. Two spacious outdoor living spaces create additional space for hosting or relaxing. The third floor offers a primary suite complete with a walk-in closet, private balcony, and spa-inspired bath featuring floor-to-ceiling tile, quartz countertops, and gray cabinetry. Two additional bedrooms share a well-appointed full bath with designer finishes, while a conveniently located laundry room adds everyday convenience. This home is under construction, and the photos shown are of a previously built home. For more details, please contact our sales team.

303 Vaudeville Row, Oldsmar
411 Vaudeville Row, Oldsmar
$586,746
3 Beds ⋅ 3 Baths ⋅ Odeon SubDv. ⋅ 34677 Zip Code
Under Construction. The Baritone is an elegant three-story townhome offering modern luxury and versatility in the heart of Downtown Oldsmar. Thoughtfully designed for today's lifestyle, this beautifully appointed residence features luxury vinyl plank flooring throughout the entire home, including all staircases, creating a seamless design from top to bottom. A welcoming covered front porch and foyer entry lead to a garage and additional covered parking. The main living level showcases an expansive open-concept design with a spacious living and dining area flowing effortlessly into a gourmet kitchen. The space features a large center island, quartz countertops, gray cabinetry, a tile backsplash, pot filler, and striking Kohler fixtures. A generous flex room and full bath on this level provide possibilities for a home office, fitness space, or media room. The third floor offers a luxurious primary suite complete with a walk-in closet and spa-inspired bath featuring floor-to-ceiling tile, quartz countertops, gray cabinetry, and sleek Kohler fixtures. Two additional bedrooms share a well-appointed full bath with designer finishes and Kohler faucets, while a conveniently located laundry room adds everyday convenience. This home is under construction, and the photos shown are of a previously built home. For more details or to schedule a visit, please contact our sales team.

411 Vaudeville Row, 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
3090 Phoenix Avenue, Oldsmar
$689,000
3 Beds ⋅ 3 Baths ⋅ West Oldsmar Sec 1 SubDv. ⋅ 34677 Zip Code
Imagine waking up to sparkling water views and having the ultimate Tampa Bay lifestyle right in your backyard. Situated in one of the area’s most desirable coastal pockets, this waterfront property offers direct boat access, giving you the freedom to set sail from your private dock and cruise straight to Downtown Tampa or St. Petersburg for dinner and weekend adventures.This is a rare opportunity to secure a prime waterfront canvas and bring your personal vision to life. Whether you dream of crafting a sophisticated coastal retreat or an effortless open-concept sanctuary, this home gives you the freedom to design every detail to your exact taste. Don’t just buy a house—create your dream waterfront lifestyle. Schedule your private tour today and start imagining the possibilities!

3090 Phoenix Avenue, Oldsmar
3825 Shore Boulevard, Oldsmar
$1,910,000
4 Beds ⋅ 4 Baths ⋅ West Oldsmar Sec 1 SubDv. ⋅ 34677 Zip Code
Pre-Construction. To be built. ***Pre-Construction Waterfront Opportunity | Oldsmar, Florida Build Your Vision on Wide-Open Tampa Bay A rare opportunity to create a brand-new luxury waterfront residence overlooking the wide-open waters of Tampa Bay. This pre-construction offering combines an exceptionally Large Oldsmar waterfront homesite with a thoughtfully designed three-level residence created to maximize the views, outdoor living, and Florida waterfront lifestyle. The proposed home features approximately 3,700 square feet of cooled living space with 4 bedrooms, 3.5 bathrooms, and a four-car tandem garage. The three-level design features concrete block construction and an open great-room floor plan with a spacious kitchen, oversized center island, dining area, and expansive living space designed to take advantage of the Open Tampa Bay setting. Covered porches and balconies extend the living areas outdoors, while the upper-level primary suite is positioned to capture the waterfront views. Buyers will also have the opportunity to personalize the home with a choice of beautiful exterior architectural styles, including West Indies, Coastal Contemporary, and Modern Mediterranean. Additional options include a residential elevator and custom pool package at an additional cost. Following the proposed lot split, the homesite is estimated to provide approximately 90 feet of street frontage, 180 feet of depth, and an impressive 99 feet of waterfront frontage on wide-open Tampa Bay. The waterfront land is to be purchased separate from the cost of constructing the home but can be packaged together with a CP Loan allowing buyers to secure the homesite and then move forward with their selected home design, finishes, and available options. All 3 lots are offered at an asking price of $466k each. The build cost is estimated at $1,449,000 without optional Elevator Package (+$80k) & Pool Package (+120K). This Package is for Lot 6 Blk 8 only. *Supplied Home Construction Virtual Renderings are for example only*

3825 Shore Boulevard, 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
158 Brent Circle, Oldsmar
$490,000
3 Beds ⋅ 3 Baths ⋅ Seaside Estates SubDv. ⋅ 34677 Zip Code
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
117 Brent Circle, Oldsmar
$445,000
3 Beds ⋅ 3 Baths ⋅ Seaside Estates SubDv. ⋅ 34677 Zip Code
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 ⋅ Seaside Estates SubDv. ⋅ 34677 Zip Code
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
402 Shore Drive W, Oldsmar
$695,000
4 Beds ⋅ 3 Baths ⋅ Oldsmar Rev Map SubDv. ⋅ 34677 Zip Code
Virtually Staged. PRICE ADJUSTMENT October 14th. Gorgeous water views of Old Tampa Bay from this custom-built, original-owner home in a prime Oldsmar location, directly across from popular R.E. Olds Park with its amphitheater, fishing pier, playgrounds, sand volleyball and annual fireworks you can enjoy from your front porch. The resort-style backyard features a large in ground pool with spa, kiddie pool, spillover fountain and fiberoptic lighting, all within a screened enclosure with covered area for dining and parties would cost well over $100k to install today. A spacious concrete pad doubles as a basketball court and offers room to store a boat or add a shed, plus parking for 2 cars under carports and a deep driveway that has accommodated 10+ vehicles, with overflow available at the park. Upstairs, the main living level welcomes you through double hurricane-rated doors to beautiful Brazilian hand-scraped wood floors, abundant windows, and an eat-in kitchen with granite counters and arched opening to the living room, along with a formal dining room. An office or bedroom on this level opens via sliding glass doors to a balcony overlooking the pool, and a convenient half bath completes the floor. The bedroom level begins with a newer washer/dryer closet for easy access to all bedrooms. The primary suite offers stunning water views from sliders, the third-level deck and multiple windows, and its ensuite bath was updated in 2017 with new cabinetry, tile and quartz counters; the second full bath was also updated. Major updates include a 2016 roof and 2023 A/C, making this well-maintained home ideal for both everyday living and large gatherings.

402 Shore Drive W, Oldsmar
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