Displaying: For Sale
Location: Oldsmar
Property Type(s): Townhomes
Living Area Square Feet: 1000 to 1499
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Oldsmar - 10 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)
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
Elementary School: Oldsmar Elementary-PN
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)
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)
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
Elementary School: None
High School: None
Middle School: None
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)
209 HEMINGWAY DR, OLDSMAR, FL 34677
$294,900109 Days on yellowkey MLS ID: TB8483445
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1086 Built: 1997Monthly Fee: $240 Tax: $672 (2024)Community: Sun Ketch Twnhms At Cypress LakesTownhouse
Taxes:$672
Remarks: Stunning Sun Ketch Townhome | Bright, Airy & Move-In Ready! Welcome to your slice of paradise in the highly sought-after Sun Ketch community of Oldsmar! This meticulously maintained 2-bedroom, 2-bathroom townhome offers the perfect blend of style, comfort, and convenience. Step inside to find gorgeous, rich cherry floors that flow through the living spaces, adding warmth and a touch of luxury through out. Large sliders, skylights and a thoughtful layout ensure the entire home feels light-filled and spacious. It is exceptionally clean and move-in ready. This unit includes a one-car garage perfect for parking, extra storage, or a home hobby space. Outdoor Living: Enjoy the Florida sunshine at the beautiful community pool, just a short stroll from your front door. Located in the heart of Oldsmar, you’re minutes away from restaurants shopping, scenic waterfront parks, walking trails, 2 airports and easy commutes to both Tampa and the Gulf beaches. Live the easy life in a community known for its charm and quiet atmosphere.
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (813-839-3800)
Listing Agent: Melissa Hinchliffe (813-928-0269)
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