Displaying: For Sale
Location: Oldsmar
Property Type(s): Townhomes
Price: $300,000 to $399,000
Do Not Show Listings
Oldsmar - 8 properties found
108 BRENT CIR, OLDSMAR, FL 34677
$384,000104 Days on yellowkey MLS ID: TB8483935
REDUCED by $5,000 (1.3%) on 06/21/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1834 Built: 2002Monthly Fee: $476 Tax: $5,151 (2025)Community: Seaside EstatesTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,151
Elementary School: Oldsmar Elementary-PN
High School: East Lake High-PN
Tax Year: 2025
Middle School: Carwise Middle-PN
Remarks: 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.
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Bernie Lutz (813-855-4982)
423 AURORA WAY, OLDSMAR, FL 34677
$320,00016 Days on yellowkey MLS ID: TB8516678
0 Days Off yellowkey (back on 6/19/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1365 Built: 2016Monthly Fee: $255 Tax: $2,410 (2025)Community: Hayes Park VillageTownhouse
Taxes:$2,410
Elementary School: Forest Lakes Elementary-PN
Remarks: Under contract-accepting backup offers. Welcome to Hays Park in the heart of Oldsmar, one of Tampa Bay’s most central and convenient locations. This beautifully maintained 3-bedroom, 2.5-bath townhome with a garage feels bright and welcoming with high ceilings, tile flooring downstairs, and updated laminate flooring upstairs. The open kitchen features granite countertops and shaker-style cabinetry, flowing easily into the main living space. Shiplap details add the perfect touch of charm, while the upstairs primary suite offers two closets, including a large walk-in. Start your mornings on the adorable front porch overlooking the courtyard, one of the sweetest settings in the community. With parks, shopping, dining, Tampa International Airport, Downtown Tampa, Downtown St. Pete, and the Gulf beaches all within easy reach, this home makes it simple to enjoy the best of Tampa Bay.
Listing is courtesy of: LIPPLY REAL ESTATE (727-314-1000)
Listing Agent: Megan Pargov (727-459-8997)
106 BRENT CIR, OLDSMAR, FL 34677
$399,000126 Days on yellowkey MLS ID: TB8476573
REDUCED by $1,000 (0.3%) on 06/18/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1834 Built: 2002Monthly Fee: $473 Tax: $3,513 (2025)Community: Seaside EstatesTownhouse
Taxes:$3,513
Remarks: NEW PRICE!!! Enjoy all the features this home has to offer at a more attractive price. The perfect opportunity for buyers ready to make a move! Welcome to this stunning gated luxury townhome in the highly sought-after waterfront community of Seaside Estates! This beautifully maintained residence offers an exceptional blend of comfort, style, and coastal living. The open-concept main level features gorgeous bamboo hardwood flooring, a cozy fireplace, and a private balcony with scenic views, while the expanded kitchen (extended by 3 feet in 2021) provides extra functional space for everyday living and entertaining. This spacious floor plan includes 3 full baths and a flexible main-level third bedroom perfect for a home office, study, or guest retreat. The impressive primary suite features a private balcony, soaring ceilings, dual walk-in closets, and a spa-like bath, while bedroom two offers an ensuite bath and tranquil water views of Tampa Bay. The oversized 2–3 car tandem garage offers abundant storage and sliding doors to a ground-level patio with access to the dog walking trail. Residents enjoy a resort-style pool and spa, tennis courts, scenic boardwalk, and a community day dock with direct Tampa Bay access for kayaking or small boats, all just minutes to top dining, shopping, beaches, Tampa International Airport, and only a short walk to R.E. Olds Waterfront Park. Extensive updates include bamboo flooring (2021), kitchen expansion (2021), updated light fixtures and interior paint (2021), roof (2017), A/C (2013), water heater (2019), new toilets (2025), new faucets (2026), new washer (2025), blinds including electric living room blinds (2016), balcony floors painted (2025), balcony railing painted (2024), and quality appliances including GE washer (2024), GE cooktop (2021), LG refrigerator (2021), Bosch microwave drawer (2021), Blomberg dishwasher with panel (2021), and Hauslane range hood (2021). Immaculate and move-in ready — schedule your private showing today!
Listing is courtesy of: HOMEFRONT REALTY (727-641-4444)
Listing Agent: Magdalena Paszkowski (727-364-7212)
271 HEMINGWAY DR, OLDSMAR, FL 34677
$370,000281 Days on yellowkey MLS ID: TB8426952
REDUCED by $5,000 (1.3%) on 06/16/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1452 Built: 1998Monthly Fee: $265 Tax: $1,157 (2024)Community: Sun Ketch Twnhms At Cypress LakesSpa: NoTownhouse
Taxes:$1,157
Tax Year: 2024
Remarks: Virtually Staged. Welcome to this inviting 3-bedroom, 2.5-bath townhome with a private garage, perfectly set on a premier conservation lot, in the quaint Oldsmar community of Sun Ketch Townhomes of Cypress Lakes. Step inside to find brand-new luxury vinyl plank flooring and a bright, open layout. The spacious great room features sliding glass doors leading to a sunroom, expanding your living area while offering serene views of the conservation! The kitchen is both functional and stylish, with white cabinetry, solid-surface countertops, tile flooring, a breakfast bar and a closet pantry. For added convenience, the inside laundry room—complete with full-size Bosch washer and dryer—is located just off the kitchen. Upstairs, the primary suite impresses with vaulted ceilings, a walk-in closet and a private bath, while the additional bedrooms are well-sized for family, guests, or office space. Enjoy the saltwater, community pool, a low HOA fee of only $265 per month and the unbeatable location! Oldsmar is the gateway to Tampa, offering easy access to shopping, dining, parks, Tampa Skating Academy, and highly rated schools including Forest Lakes Elementary, Carwise Middle, and East Lake High. Plus, Tampa International Airport is less than 30 minutes away!
Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)
Listing Agent: Marcy Daniels (727-560-8080)
510 CABERNET WAY, OLDSMAR, FL 34677
$349,90047 Days on yellowkey MLS ID: TB8506118
1 Days Off yellowkey (back on 5/29/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1525 Built: 2015Monthly Fee: $418 Tax: $2,501 (2025)Community: Tuscany Woods SouthTownhouse
Taxes:$2,501
Remarks: Under contract-accepting backup offers. Welcome to Tuscany Woods! This beautifully maintained 3-bedroom, 2.5 bath Taylor Morrison townhome, built in 2015, offers the perfect blend of style, comfort, and convenience in a gated Oldsmar community. Proudly owned by the original owner and located in a non-flood zone, this home sits high and dry with no history of flood or storm-related damage. Step inside to a light and airy open floor plan featuring crown molding and chair rail accents downstairs, upgraded Pottery Barn lighting throughout, updated ceiling fans, and all lighting on dimmer switches. The kitchen has been thoughtfully updated with quartz countertops, shaker wood cabinetry, stainless steel appliances, a larger upgraded kitchen sink. range with hood, solid wood shelving in walk-in pantry, and added lighting above the bar area. Additional upgrades include zebra blinds downstairs, a storm door with screen enclosure, custom closet system in the primary suite, and added cabinetry in the laundry room for extra storage and functionality. Enjoy relaxing on the screened-in patio and the convenience of a one-car garage. The HOA covers water, sewer, trash, roof maintenance, exterior paint, lawn care, and landscaping, offering low-maintenance living in a prime location close to shopping, dining, parks, beautiful Gulf beaches, and approximately 30 minutes to Tampa International Airport. This move-in ready gem is waiting to welcome it's next owners home!
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-799-2227)
Listing Agent: Julie Barnhardt (727-452-6741)
606 CABERNET WAY, OLDSMAR, FL 34677
$339,90027 Days on yellowkey MLS ID: TB8512784
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1525 Built: 2015Monthly Fee: $420 Tax: $4,894 (2025)Community: Tuscany Woods SouthTownhouse
Taxes:$4,894
Remarks: HERE IT IS! Located in the highly desirable Tuscany Woods community in Oldsmar, this impeccably maintained 3-bedroom, 2.5-bath townhome offers the perfect combination of comfort, convenience, and pride of ownership. Lovingly cared for by the original owner, this beautifully maintained home is truly move-in ready. Step inside to find fresh interior paint, like-new carpet, elegant crown molding downstairs, and custom trimmed windows throughout. The beautifully appointed kitchen features granite countertops, wood cabinetry, stainless steel appliances, and a stylish backsplash, creating the perfect blend of functionality and design. The nicely appointed floor plan features spacious living areas and a screened-in back porch overlooking a small yard — perfect for relaxing or entertaining. Every detail of this home reflects immaculate condition and thoughtful upkeep. Major updates include an HVAC system replaced in 2022, offering peace of mind for years to come. Located in a gated community with no flood insurance required, the HOA provides exceptional value by including water, sewer, trash, roof maintenance, exterior paint, lawn care, and landscaping. Situated within an A-rated school district and just minutes from top dining, shopping, Tampa International Airport, and the world-renowned Gulf beaches, Oldsmar continues to be one of the Tampa Bay area’s most sought-after locations. Don’t miss this rare opportunity to own a meticulously maintained home in a prime location!
Listing is courtesy of: THE SOMERDAY GROUP PL (813-520-9123)
Listing Agent: Josef Kochling (813-270-8153)
1505 SUNSET WIND LOOP, OLDSMAR, FL 34677
$380,000113 Days on yellowkey MLS ID: W7883526
REDUCED by $10,000 (2.6%) on 05/27/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1667 Built: 2018Monthly Fee: $580 Tax: $5,187 (2025)Community: Bayside TerraceTownhouse
Taxes:$5,187
Elementary School: None
High School: None
Middle School: None
Remarks: This beautiful townhouse (NEVER FLOODED) is located in the highly desirable waterfront gated community of Bayside Terrace. The home offers three bedrooms and two and a half bathrooms with a modern, open layout designed for comfortable living and entertaining. The 9 foot ceilings enhance the spacious feel and allow natural light to flow throughout the home. There is no immediate rear neighbor, providing added privacy and a more open feel from the lanai. Grilling is allowed in the backyard area, giving you the ability to enjoy outdoor cooking and entertaining. The home has been meticulously kept and shows true pride of ownership. It also includes a private 1 car garage for secure parking and additional storage. Upon entering, you immediately notice the ultra-modern feel and the exceptionally well-maintained condition of the property. The spacious kitchen features an extra-large island that is so generously sized it feels like it has its own zip code, along with an under-mount sink, quartz countertops, stainless steel appliances, and a walk-in pantry. The main living area has tile flooring throughout, creating a clean and seamless look, and opens to a screened-in lanai with brick pavers for easy indoor and outdoor living. Upstairs, the upgraded Berber-carpeted staircase with elegant railing leads to a loft area and all bedrooms. The primary suite is generously sized and includes multiple walk-in closets and a beautifully designed en-suite bathroom. Bedrooms two and three each feature carpeting and their own walk-in closets, offering excellent storage and flexibility. The home also includes hurricane shutters stored in the garage, providing added storm protection and peace of mind. Bayside Terrace offers resort-style amenities including a waterfront infinity heated salt-water pool, a covered pavilion overlooking the water, a cabana, two BBQ grills, a gas fire pit, a fitness center, clubhouse, and a dock with kayak and canoe launch access. The gated entrance and deed restrictions add an extra layer of privacy and security, while the waterfront setting allows residents to enjoy Florida sunsets and an active coastal lifestyle. Please view two videos: Tour 1 & Tour 2.
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Eric Jenkins, Pa (727-409-3484)
403 E TUSCAN LN E, OLDSMAR, FL 34677
$330,000430 Days on yellowkey MLS ID: TB8376561
1 Days Off yellowkey (back on 1/14/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1525 Built: 2015Monthly Fee: $333 Tax: $5,075 (2024)Community: Tuscany Woods SouthTownhouse
Taxes:$5,075
Remarks: Under contract-accepting backup offers. Welcome home in Oldsmar, FL! This two-story 1,525 square foot townhouse, located in the HIGHLY-desirable gated community of "Tuscany Woods", was built in 2015 and has 3 bedrooms and 2.5 bathrooms. The first floor offers an open floor plan, which seamlessly connects the living, dining, and kitchen areas, making it an ideal space for entertaining friends or simply relaxing. The tile flooring throughout the entire first floor provides both style and ease of cleanup. After a long day, retreat to the second floor, where you can find serenity in either of the large secondary bedrooms, which both share a full bathroom, or the huge primary bedroom, with its own ensuite bathroom and walk-in closet. For convenience, a laundry room, complete with washer and dryer, are also located upstairs. The upstairs and stairs has plush, upgraded wall-to-wall carpeting. The one-car garage offers a secure space for your vehicle and extra storage, and the private driveway provides additional parking. The townhome also has a screened-in lanai. Don't miss out on this incredible opportunity to make this townhouse your home. Located in the desirable Oldsmar area, you'll have convenient access to I-275, and be in close proximity to top-rated public and private schools. You're also only a stone's throw away from various amenities, including shopping centers, restaurants, parks, not to mention Florida's award-winning beaches! Whether you're a nature enthusiast or prefer the hustle and bustle of city life, this location offers the best of both worlds. Contact us today to schedule a viewing and start envisioning your new life in this fantastic home.
Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)
Listing Agent: Kirk Ray Smith (727-383-1871)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.