Displaying: For Sale
Location: Oldsmar
Property Type(s): Townhomes
Do Not Show Listings
Oldsmar - 29 properties found
202 HEMINGWAY DR, OLDSMAR, FL 34677
$269,00022 Days on yellowkey MLS ID: TB8514350
1 Days Off yellowkey (back on 6/23/2026)
REDUCED by $30,000 (10.0%) on 06/13/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1452 Built: 1997Monthly Fee: $240 Tax: $2,197 (2025)Community: Sun Ketch Twnhms At Cypress LakesSpa: NoTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,197
Elementary School: Forest Lakes Elementary-PN
High School: East Lake High-PN
Tax Year: 2025
Middle School: Carwise Middle-PN
Remarks: AS IS – Owner selling due to health concerns! This spacious 3-bedroom, 2.5 bath, townhome in the highly desirable community of Sun Ketch Townhomes of Cypress Lakes needs some cosmetic attention, but the structure and amenities are already there: vaulted ceilings, an inside laundry room, a kitchen pantry, a walk-in bathtub in the primary bathroom, and an enclosed porch, and much more. A new A/C unit was installed in October 2017. The HOA Fee is only $240 monthly. HOA Documents are available for review - contact the listing agent.
Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Mark Ganier (727-403-5611)
382 COUNTRYSIDE KEY BLVD, OLDSMAR, FL 34677
$240,00047 Days on yellowkey MLS ID: TB8506337
5 Days Off yellowkey (back on 6/23/2026)
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1105 Built: 1997Monthly Fee: $433 Tax: $3,294 (2025)Community: Countryside KeyTownhouse
Taxes:$3,294
Elementary School: Curlew Creek Elementary-PN
Remarks: Under contract-accepting backup offers. Spectacular carefree living… Welcome to the gated community of Countryside Key. This lovely 2 story waterfront townhome perfectly combines luxury, style and functionality. This home offers 2 bedrooms, 1.5 baths with just over 1,100 sq ft of fine Florida living. The modern open floor plan is ideal for family gatherings and entertaining. The main living area boasts tile flooring and a convenient floor plan. Fabulous, spacious kitchen overlooks the great room and offers a raised breakfast bar, white cabinetry, granite countertop, dual undermount stainless steel sink and SS appliances including a ceran top range, built-in microwave, dishwasher and 3-door refrigerator. A perfectly situated half bath is freshly painted (4/2026) and ready for ease of living and accessibility for guests. Extend your living and entertaining outdoors through the sliding glass doors to the screened lanai overlooking the serene pond. The first floor also includes a laundry closet and the seller is generously including the washer and dryer. The second-floor features laminate flooring and offers a split bedroom plan for ultimate privacy. The primary bedroom has a private entrance to the bathroom featuring new plank tile flooring, dual vanity with granite countertops, undermount sink, tub/shower combination and plenty of additional cabinetry for storage. Additional features and updates include a new garbage disposal (2026). The water heater is 9 yrs old, and AC was replaced in 2011. Low monthly HOA fee includes grounds & building maintenance, cable, Internet, water, sewer, trash, community pool, and tennis courts. Convenient location with a short drive to TIA and close to shops, restaurants and our beautiful beaches …. true carefree Florida living!
Listing Agent: Nancy Leslie (727-789-5555)
138 BRENT CIR, OLDSMAR, FL 34677
$725,00068 Days on yellowkey MLS ID: TB8496402
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2258 Built: 2002Monthly Fee: $475 Tax: $9,980 (2025)Community: Seaside EstatesSpa: YesTownhouse
Taxes:$9,980
Elementary School: Oldsmar Elementary-PN
Remarks: Welcome to 138 Brent Circle in desirable gated Seaside Estates—an exceptional opportunity to own the largest corner townhome in this sought-after waterfront community in Oldsmar. Perfectly positioned to capture panoramic views of Tampa Bay, this residence offers a rare combination of space, scenery, and coastal lifestyle, complete with a private boat slip for easy access to the water. This spacious 4-bedroom, 3-bath home features a thoughtfully designed layout with abundant natural light and comfortable living areas ideal for both everyday living and entertaining. The inviting living room is anchored by a cozy fireplace, creating a warm focal point while showcasing the stunning water views beyond. A second fireplace in the primary bedroom adds an extra layer of comfort and charm, creating a relaxing private retreat. The kitchen offers ample cabinetry and workspace, seamlessly connecting to the dining and living areas for a functional, open feel. Each bedroom provides flexibility for a variety of living arrangements, while the three full bathrooms add convenience and comfort. An oversized garage delivers generous storage and parking space—an added benefit rarely found in townhome living. As a corner unit, the home enjoys enhanced privacy and additional natural light. Step outside and take in the tranquil waterfront setting, where you can relax, entertain, or set out for a day on Tampa Bay directly from your own boat slip. Conveniently located near parks, shopping, dining, and major roadways, this property offers the perfect blend of peaceful coastal living and everyday accessibility. Don’t miss your chance to own a premier waterfront residence in Seaside Estates—schedule your private showing today.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Kathy Grams (727-259-9247)
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
Taxes:$5,151
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)
62 EMERALD BAY DR, OLDSMAR, FL 34677
$190,000158 Days on yellowkey MLS ID: TB8465225
REDUCED by $9,000 (4.5%) on 06/20/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1264 Built: 1994Monthly Fee: $283 Tax: $3,024 (2024)Community: Emerald BayTownhouse
Taxes:$3,024
Tax Year: 2024
Remarks: Heart of Oldsmar convenient to restaurants, shopping and Tampa. 2 Story, 2 Bedroom / 2.5 Bathroom Townhome in Oldsmar, AC 7/23, newer luxury vinyl flooring and newer paint.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Lin Huang (727-417-5186)
244 COUNTRYSIDE KEY BLVD, OLDSMAR, FL 34677
$200,000158 Days on yellowkey MLS ID: TB8465176
REDUCED by $10,000 (4.8%) on 06/20/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1110 Built: 1996Monthly Fee: $454 Tax: $3,637 (2024)Community: Countryside KeyTownhouse
Taxes:$3,637
Remarks: Cozy 2-Bedroom, 2.5-Bath Townhome in the heart of Oldsmar. Brand new fresh carpets. The monthly HOA fees cover a wide range of services, including water, sewer, trash, cable, wifi, community pool, lawn and landscaping, roof maintenance and replacement, exterior pest control, and exterior building maintenance. Enjoy the convenience of being just minutes from the shopping, dining, a movie theater, parks, bike trail and more.
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
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)
388 COUNTRYSIDE KEY BLVD, OLDSMAR, FL 34677
$246,000123 Days on yellowkey MLS ID: TB8478422
0 Days Off yellowkey (back on 4/24/2026)
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1105 Built: 1997Monthly Fee: $433 Tax: $1,771 (2025)Community: Countryside KeyTownhouse
Taxes:$1,771
Remarks: Under contract-accepting backup offers. 2025 HVAC! Assumable FHA Loan! Welcome to 388 Countryside Key, a charming 2-bedroom, 1.5-bathroom townhome located in the highly sought-after Oldsmar, FL community. This delightful two-story residence boasts an open-concept first floor with a spacious kitchen, ample cabinetry, a generous pantry, and a convenient laundry/utility closet with a full-size washer and dryer. The living and dining areas flow seamlessly, enhanced by a kitchen bar and a convenient first-floor half bath. Upstairs, you'll find two generously sized bedrooms, each featuring vaulted ceilings that create an airy ambiance. Step outside to your enclosed screened patio, a serene retreat perfect for unwinding and enjoying the Florida weather year-round. This pet-friendly community offers a wealth of amenities including a secure gate, sparkling pool, tennis courts, sidewalks, and a car-wash station, with recreational storage for your RV, boat, or trailer available for a nominal fee. You'll have an assigned parking spot right at your doorstep with ample guest parking. Monthly HOA fees cover water, sewer, trash, cable, wifi, community pool, lawn and landscaping, roof maintenance and replacement, exterior pest control, and exterior building maintenance. Located in an area known for its highly-regarded school districts, buyers are encouraged to verify current school assignments and ratings. Situated near Tampa International Airport, St. Petersburg, and the area's stunning beaches, this gorgeous property offers an exceptional opportunity to create your dream home in a prime location. Don't miss out on this fantastic opportunity! Notable Features & Upgrades: HVAC-2025; Interior Paint-2025; Carpet-2017; Primary Bathroom Renovation-2016; Granite Countertops & Cabinets (Kitchen & Primary Bath)-2013; Upgraded Fixtures & Handles, Lights, Ceiling Fans.
Listing is courtesy of: TROPIC SHORES REALTY LLC (352-684-7371)
Listing Agent: Kevin Baker (352-777-1507)
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)
137 BRENT CIR, OLDSMAR, FL 34677
$774,90088 Days on yellowkey MLS ID: O6394251
REDUCED by $24,100 (3.0%) on 05/13/2026
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2309 Built: 2002Monthly Fee: $473 Tax: $5,236 (2025)Community: Seaside EstatesTownhouse
Taxes:$5,236
Middle School: None
Remarks: Set within a gated, waterfront community in Oldsmar, this expansive townhouse at 137 Brent Circle offers a rare combination of space, thoughtful upgrades, and true Florida coastal living, complete with your own private, recently upgraded boat slip just steps out the back door. Featuring 3 bedrooms, 2 bathrooms, and approximately 2,300 square feet, this is one of the largest units in the neighborhood, ideally positioned at the end of a cul-de-sac for added privacy. The layout is both functional and versatile, offering expansive living areas, a large dining room, and flexible spaces perfect for a rec room, home office, or art studio, all enhanced by abundant natural light and gorgeous water views throughout. What truly sets this home apart is its direct connection to Upper Tampa Bay, where dolphins, manatees, and native wildlife are often seen. Enjoy ridiculously beautiful water views from dual balconies, perfectly positioned for both sunrise and sunset, because here, the lifestyle is just as important as the home itself. The kitchen has been professionally remodeled and architecturally designed, with renovations thoughtfully planned by an architect and interior designer, serving as a stunning focal point of the home. Additional interior upgrades include luxury flooring throughout, fresh interior paint, custom stair railing, and beautiful ceiling fans that elevate both style and comfort. The primary suite features a dramatic bath with travertine tile and oversized closets, while a generous laundry room adds everyday convenience. Practical upgrades provide peace of mind, including a new air conditioning system exceeding current codes and hurricane shutters on every window. The home also features a 3-car tandem garage, offering ample space for vehicles, storage, or recreational gear, with the option to add an elevator in the future if desired. Step outside to enjoy freshly painted balconies and a newly updated screened enclosure, creating the perfect setting to relax, entertain, and take in the views, because yes, wine really does taste better out here. The community enhances the lifestyle even further with a pool and hot tub, kayak launch, lighted boardwalk, and an active social committee. Located just minutes from the Safety Harbor boat launch, as well as a variety of restaurants, bars, parks, and entertainment, this home offers both tranquility and convenience. Oldsmar itself is known for its abundance of parks and natural beauty, making it a hidden gem along the Gulf Coast. **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.**
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
112 BRENT CIR, OLDSMAR, FL 34677
$499,000169 Days on yellowkey MLS ID: TB8461018
0 Days Off yellowkey (back on 6/16/2026)
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 1834 Built: 2004Monthly Fee: $473 Tax: $4,946 (2025)Community: Seaside EstatesTownhouse
Taxes:$4,946
Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT! LUXURY MEETS UNBEATABLE VALUE. Skip the rehab and move right in to the most updated waterfront townhome in the gated community of Seaside Estates. This beautifully maintained three-story home radiates pride of ownership and offers three bedrooms, three bathrooms, and over 1,800 square feet of thoughtfully designed living space. Premium features include IMPACT WINDOWS, IMPACT SLIDERS, and PLANTATION SHUTTERS, providing extra security, energy savings, and a whisper-quiet interior. Inside, this immaculate townhouse shines with high ceilings, skylights, an open-concept layout, luxury waterproof flooring, and modern updates in the kitchen and all three bathrooms. The inclusive HOA fee covers your roof (replaced in 2017), water, sewer, trash, and fire sprinklers, making this one of the most affordable and low-maintenance lifestyles available. The DEEDED SLIP is perfect for kayaks, jet skis, or a flats boat. Complete with a new AC (2023), 3-car garage, and resort-style pool/spa/tennis, every detail is covered. Located in the heart of Oldsmar, you’ll enjoy easy access to all the best of the Tampa Bay area, including sparkling Gulf Coast beaches, Tampa International Airport, Westshore, Clearwater, and Tampa/St Pete. You’re also just steps away from R.E. Olds Park, a 15-acre waterfront park with the city pier, amphitheater, playgrounds, trails, beach volleyball and more. Whether it’s your primary residence or Florida getaway, this waterfront gem delivers the lifestyle you’ve been waiting for. Schedule your showing today!
Listing Agent: James Wheeler, Pa (813-285-1229)
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
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)
30 INGRID PL, OLDSMAR, FL 34677
$299,00040 Days on yellowkey MLS ID: TB8508886
1 Days Off yellowkey (back on 6/16/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1755 Built: 1978Monthly Fee: $450 Tax: $1,464 (2025)Community: East Lake Woodlands Cluster HomesTownhouse
Taxes:$1,464
Remarks: Under contract-accepting backup offers. Virtually Staged. This spacious townhome offers generous room sizes for everyday living & standout outdoor space, including a large private patio bordered by lush landscaping for added privacy. With three bedrooms and 2 full baths upstairs, you will enjoy a quiet separation between the sleeping quarters and the main living areas below. The first floor features an expansive living room, dining room, convenient half bath & a large updated kitchen with solid wood cabinetry & stainless steel appliances. Granite countertops, under cabinet lighting & wood look laminate flooring complete the kitchen with a clean traditional finish. Each level of the home includes an enclosed lanai, providing flexible bonus space for a home office, hobby area or additional lounging. All bathrooms have been tastefully updated with granite countertops & quality vanities. The primary suite includes an en-suite bath with double sinks, two closets plus a linen closet, & a separate toilet & shower area. The upstairs guest bath also features updated finishes and a large soaking tub. Ideally located near shopping, restaurants, entertainment, airports, & world class Gulf beaches, this home delivers convenience in the heart of Pinellas County. East Lake Woodlands is a premier private golf community offering membership to the Ardea Country Club with two 18-hole championship golf courses, clubhouse, fitness center, pools, restaurant, pickleball & tennis; just contact Ardea Country Club for membership details. Membership is optional and not included with the sale of this home. Major updates include: roof 2025, hvac 2022, water heater 2026, electric panel 2026, with exterior painting scheduled by the HOA for summer of 2026. This home is well positioned to pass a four point inspection.
Listing Agent: Cathy Mccarthy (727-452-9339)
9009 PALM KEY AVE, OLDSMAR, FL 34677
$649,900167 Days on yellowkey MLS ID: TB8461356
REDUCED by $5,000 (0.8%) on 06/15/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2587 Built: 2018Monthly Fee: $580 Tax: $6,740 (2025)Community: Bayside TerraceTownhouse
Taxes:$6,740
Remarks: Searching for a low-maintenance waterfront escape in Tampa Bay? Whether you’re looking for a full-time residence, seasonal escape, or the perfect “Lock Up & Go” second home, this property offers the ideal blend of low-maintenance living and resort-style amenities. An added bonus — the flood insurance is ASSUMABLE to new buyers at currently only $1,101 annually. The HOA includes cable, internet, water, trash, roof and grounds maintenance, and gated access, leaving electricity as the only additional utility needed. This rare oversized waterfront unit stands out as one of the few in the community with expanded water views from the main living areas, creating a brighter, more open feel throughout the home. Enjoy stunning bay and conservation views from the kitchen, dining, living room, and even the primary suite upstairs. High ceilings and an open-concept layout make the home feel spacious and inviting, while the upgraded kitchen was designed with entertaining in mind. Features include an extended island, side coffee/bar station with glass-front cabinetry, spacious walk-in pantry, and over $57,000 in builder upgrades throughout the home. Upstairs, the waterfront owner’s suite feels like a private retreat with beautiful water views, dual vanities, soaking tub, separate shower, and an oversized walk-in closet. Two additional bedrooms plus a generous bonus room provide flexible space for a media room, game room, second living area, or hosting guests. The oversized upstairs laundry room located just off the primary suite adds everyday convenience. Downstairs, the current office can easily be converted back into a fourth bedroom if desired. Step outside to your screened lanai and enjoy peaceful mornings or sunset evenings overlooking the water. Bayside Terrace offers RESORT-STYLE amenities including an infinity pool overlooking Old Tampa Bay, waterfront fire pit, fitness center, outdoor grills, kayak launch and storage, and a waterfront pier perfect for fishing or relaxing by the water. LOCATION, LOCATION, LOCATION — conveniently located just minutes to downtown Oldsmar, approximately 10 minutes to Safety Harbor, 20 minutes to Dunedin and Honeymoon Island, 25 minutes to Tampa International Airport, and 30 minutes to Clearwater Beach. This is waterfront living designed for both everyday enjoyment and effortless second-home ownership. You truly have to see it in person.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Nisa Gonzalez Smook (813-400-3680)
117 BRENT CIR, OLDSMAR, FL 34677
$475,00025 Days on yellowkey MLS ID: TB8513394
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 1834 Built: 2004Monthly Fee: $473 Tax: $4,404 (2025)Community: Seaside EstatesSpa: YesTownhouse
Taxes:$4,404
Remarks: Come and tour this cozy 3 bedroom, 3 bathroom waterfront townhouse and you will quickly see how easy it is to embrace the lifestyle that makes Florida living so desirable. This 1834 sq ft, 3 level townhouse delivers comfortable maintenance free living in a space where you can be in for years to come. Soak in endless water views as you sip your morning coffee or unwind with a good book, from 2 balconies to choose from. Sky lights brighten up multiple spaces in the home capturing natural night. Enjoy a slice of your own paradise with this sensible buy!” Not only does it give you endless water views, private tennis courts, playground, community pool area, this gated community also Includes your own deeded dock with a new seawall. The garage can fit up to 3 vehicles providing abundant storage.
Listing is courtesy of: BLAKE REAL ESTATE INC (727-359-0388)
Listing Agent: Jaybee Racaza-Benitez (847-660-3256)
110 INGRID PL, OLDSMAR, FL 34677
$294,90053 Days on yellowkey MLS ID: TB8502559
0 Days Off yellowkey (back on 5/8/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1755 Built: 1978Monthly Fee: $450 Tax: $2,149 (2025)Community: East Lake Woodlands Cluster HomesTownhouse
Taxes:$2,149
Elementary School: None
High School: None
Remarks: Under contract-accepting backup offers. Nature lovers! Enjoy the abundant wildlife and tranquil creek/preserve views from the patio and 2nd floor balcony of this fabulous FURNISHED townhome nestled in the heart of East Lake Woodlands, among the premier gated country club communities in northern Pinellas County! The primary suite—created by combining what was originally two bedrooms—feels exceptionally spacious, with plenty of room to unwind, and it can easily be reconfigured if a total of 3 bedrooms are needed. Many terrific features, including a huge great-room floor plan, roof (2025).... all in 2024: new luxury vinyl plank flooring in main areas, new kitchen cabinets/ granite countertops along with all new appliances, kitchen lights, washer/dryer, hot water heater, water softener, A/C (2018), painting exterior will be done May 2026, designated carport with storage, very large screened lanai, and so much more! Fantastic location, close to award winning beaches, airports, Pinellas Trail, golf courses, tennis club, St Pete, Tampa, restaurants, hospitals, and shopping! Don't pass up this special gem of a home in a special community at a great price!
Listing Agent: Rene Mailaender (727-789-5555)
405 WOODS LANDING TRL, OLDSMAR, FL 34677
$244,990169 Days on yellowkey MLS ID: A4676677
0 Days Off yellowkey (back on 6/8/2026)
REDUCED by $4,910 (2.0%) on 05/26/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1200 Built: 1984Monthly Fee: $591 Tax: $2,370 (2024)Community: East Lake Woodlands Woods Landing TwnhmsTownhouse
Taxes:$2,370
Remarks: Under contract-accepting backup offers. Short Sale. BANK APPROVED SHORT SALE - BANK SAYS WILL CLOSE WITHIN 60 DAYS OF BANK APPROVAL. Welcome to the coveted East Lake Woodlands Gated Community. One of the first things you will notice when you walk in the door is the views to the back, featuring woods, water, wildlife and serenity. This beautiful 2 bedroom 2.5 bath townhouse features a carport, outside storage shed and large enclosed Florida room that opens with sliding doors from living room. There is also sliders from the kitchen leading to an outside patio with pavers, perfect for BBQing or relaxing. Large living room/dining area, updated kitchen with stainless steel appliances and 1/2 bath complete the first floor. Upstairs the primary suite has a walk in closet as well as en-suite bathroom. The guest room also has it's own bath and walk in closet with laundry upstairs between the 2 rooms. Updates include new CAC, new range, dishwasher and hot water heater all in 2024. For an extra fee you can join the Ardea Country Club, which has two – 18-hole golf courses, restaurants, bar, fitness center, tennis courts, pickleball courts, Olympic size pool, splash pads, ping pong and more. Centrally located to shopping, restaurants, airport, excellent schools and Florida’s award-winning Gulf Beaches. All of these features makes East Lake Woodlands the perfect place to call home. NO FLOOD INSURANCE REQUIRED and no damage from any storms.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Loren Roye (516-446-3614)
235 WOODS LANDING TRL #235, OLDSMAR, FL 34677
$279,900128 Days on yellowkey MLS ID: TB8474969
0 Days Off yellowkey (back on 6/7/2026)
REDUCED by $20,000 (6.7%) on 04/07/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1201 Built: 1984Monthly Fee: $591 Tax: $4,279 (2024)Community: East Lake Woodlands Woods Landing TwnhmsTownhouse
Taxes:$4,279
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Move-in ready and tucked inside one of Oldsmar’s most established gated communities, East Lake Woodlands, this single story townhome offers low-maintenance living and peaceful pond views. . The kitchen features updated cabinetry, crisp white quartz countertops (2025), stainless steel appliances, and a dining area that flows seamlessly into the living space. The split-bedroom floor plan provides privacy, with both bedrooms offering wide-plank luxury vinyl flooring, built-in closet shelving, and brand-new doors. The primary suite includes a private en-suite bath with a fully tiled walk-in shower and glass enclosure. Neutral finishes and a pedestal sink create a clean, bright, and easy-to-maintain space. Large windows and sliding glass doors bring in natural light, while the enclosed lanai overlooking the pond offers a quiet spot for morning coffee or relaxed evenings. Located near the community pool and close to everything Oldsmar residents love; parks, restaurants, shopping, with convenient access to Tampa and Clearwater. Optional membership at Ardea Country Club provides access to championship golf, tennis, pickleball, fitness facilities, pools, and clubhouse dining.
Listing is courtesy of: SOUTHERN LIFE REALTY (727-642-1758)
Listing Agent: Kelsi Ward (727-488-7032)
119 BRENT CIR, OLDSMAR, FL 34677
$525,00021 Days on yellowkey MLS ID: TB8504789
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 1834 Built: 2004Monthly Fee: $473 Tax: $8,403 (2025)Community: Seaside EstatesTownhouse
Taxes:$8,403
Remarks: Are you dreaming of your own stylish urban OASIS surrounded by nature yet minutes from everywhere you want to be? Experience effortless coastal living in this exceptional waterfront townhome, perfectly designed for those who appreciate space, light and direct access to the water. Featuring two private boat slips, this residence offers a RARE opportunity to keep your vessels close and enjoy days on the water at a moment's notice. Inside, the home unfolds into an open, light-filled floor plan enhanced by soaring high ceilings and expansive windows that invite natural light throughout the day. The seemless flow between living, dining, and kitchen spaces creates an ideal setting for both RELAXED everyday LIVING and entertaining. Water views provide a constantly changing backdrop, adding a sense of CALM and CONNECTION to the outdoors. The generous layout offers flexibility for hosting family and guests, while the airy ceiling heights add architectural drama and a sense of openness rarely found in townhome living. Whether you're enjoying quiet mornings with coffee by the water or gathering with friends after a day on the boat, this home adapts effortlessly to your lifestyle. Outdoor living is just as compelling, with immediate access to the waterfront and your own boat slips just steps away - perfect for boating, paddleboarding, or sunset cruises. This is a home that blends convenience and luxury, offering the maintenance ease of a townhome with the experience of a private gated waterfront retreat. Ideally suited as a primary residence or a refined second home, this property delivers the best of waterfront living - space, light, and direct access to the water- all in one elegant package.
Listing is courtesy of: COMPASS FLORIDA LLC (727-339-7902)
Listing Agent: Darren Booth (813-310-0196)
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)
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