Location: Oldsmar
Do Not Show Listings
1008 MANGO CT, OLDSMAR, FL 34677
$369,00016 Days on yellowkey MLS ID: TB8487471
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1667 Built: 2018Monthly Fee: $580 Tax: $5,187 (2025)Community: Bayside TerraceTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,187
Elementary School: Oldsmar Elementary-PN
High School: East Lake High-PN
Tax Year: 2025
Middle School: Carwise Middle-PN
Remarks: THE SELLER IS OFFERING CONCESSIONS TO THE BUYER UP TO $9000 - LUXURY and COMFORT in the exclusive GATED WATERFRONT COMMUNITY of BAYSIDE TERRACE. SUPERIOR LOCATION nestled deep in the community with WATER VIEW from the side of the FRONT YARD. This 3 bedroom 2 1/2 bath townhome offers an ideal open concept living. Step inside to the welcoming floorplan with high ceilings seamlessly connecting the kitchen, dining and living rooms featuring elegant luxury laminate throughout, NO CARPET. The stairway risers have been upgraded with textured mosaic tile in between each step. The heart of the home includes a FULLY RENOVATED KITCHEN, a culinary dream, showcasing SOFT CLOSE SHAKER STYLE CABINETRY with crown molding and under-cabinet lighting. UPGRADED STAINLESS STEEL APPLIANCES include Cafe Microwave, Cafe Stove/Double Oven and BOSCH DISHWASHER. The gorgeous QUARTZ COUNTERTOPS and large island provide plenty of space for prep work or casual dining. There's a custom tiled backsplash and a huge walk-in pantry for storage. Don't miss the coffee bar and wine fridge. The spacious living room seamlessly connects to the Oversized Screened Lanai through sliding glass doors. Here you can enjoy your morning coffee or relax and unwind while enjoying the surrounding lush green space and mature trees. The luxurious COMPLETELY UPGRADED primary suite is a true sanctuary featuring; sliding barn door, tray ceiling and custom accent wall, a unique chandelier with a hidden fan, 3 closets, one walk-in closet and 2 additional closets. The ENSUITE BATHROOM has a Custom Tile and Frameless Glass Walk-in Shower and expansive elegant GRANITE double vanity. Bedroom 1 has a custom organizational closet system with built-ins. Bedroom 2 has a large walk-in closet. The laundry room also located upstairs for added convenience features premier heavy-duty washer and dryer and ample storage. The LOFT also has additional storage. Completing this exceptional home is a single-car garage offering secure parking and custom organization system. Other added features include Hurricane Shutters, an in wall Pest System, and Upgraded A/C with mold mitigation system and High End Lighting throughout the home. This home perfectly combines modern amenities, thoughtful design and a prime location for a truly comfortable and convenient living experience. The Seller also has a TRANSFERABLE FLOOD POLICY. A townhome offers a free maintenance lifestyle and the community offers an array of resort-style amenities including; a gorgeous infinity swimming pool, grill terrace, and access to gather around the fire pit overlooking the bay for memorable evenings. for WATER ENTHUSIASTS - enjoy the community dock with kayak, paddle board and canoe launch providing direct access to water. Staying active is easy thanks to the well-equipped gym. The HOA fee includes the community amenities, maintenance of the gorgeous landscaping and exterior of your home as well as cable, internet, water ,sewer and trash removal. Ideally located you're close Tampa International Airport, quaint Safety Harbor and Dunedin, Gulf beaches, shopping and fabulous restaurants. The seller is offering the buyer concessions up to $9,000
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Whitney Cook (614-813-6729)
235 WOODS LANDING TRL #235, OLDSMAR, FL 34677
$299,90049 Days on yellowkey MLS ID: TB8474969
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
Tax Year: 2024
Middle School: None
Remarks: 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 townhome offers low-maintenance living with peaceful pond views and thoughtful updates throughout. 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)
1001 STARBOARD CT, OLDSMAR, FL 34677
$534,9004 Days on yellowkey MLS ID: TB8492967
0 Days Off yellowkey (back on 4/3/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1928 Built: 2019Monthly Fee: $580 Tax: $5,109 (2025)Community: Bayside TerraceTownhouse
Taxes:$5,109
Remarks: Under contract-accepting backup offers. WATERFRONT CORNER UNIT with very LOW, TRANSFERABLE Flood Policy! Don’t miss this once-in-a-lifetime opportunity to own the highly sought-after SANTA ROSA CORNER MODEL in the gated waterfront community of Bayside Terrace. This is the only model of its kind currently available, offering stunning water views of Tampa Bay, unmatched privacy, and an abundance of natural light throughout. This upgraded 3 bedroom, 2.5 bathroom, 2 car garage townhome has been meticulously maintained with attention to every detail. As a corner unit, it enjoys extra windows and sunlight, creating a bright and inviting atmosphere from the moment you walk in. Soaring 18 foot ceilings and an open floor plan showcase breathtaking water and sunset views from the entire main living area. The modern kitchen is both functional and elegant, featuring granite countertops, stainless steel appliances, under cabinet lighting, ample cabinetry, a large island, and a spacious walk-in pantry. Tile flooring spans the main living areas, while upgraded luxury vinyl plank flooring flows through the primary suite, stairs, and entire upstairs, combining style with easy maintenance. Additional upgrades include plantation shutters, sliding blinds, and a water filtration system. Step outside to your private screened lanai and enjoy spectacular sunsets over the bay, all while watching dolphins swim by. The first floor primary suite is a true retreat, offering coffered ceilings, serene water views, a spacious walk-in closet, and a conveniently located laundry area inside the master closet. The spa-like en suite includes dual sinks, a granite vanity, and a walk in shower. Upstairs, a large loft provides a flexible space for a game room, media room, home office, or family room, with partial water views. The two additional bedrooms are generously sized, each with walk-in closets, and share a beautifully updated full bathroom that is perfect for family or guests. The two car garage includes extra shelving and space for kayak storage. Hurricane shutters are included, and this home has never experienced storm surge or water damage from Hurricane Helene, offering rare peace of mind on the water. Bayside Terrace offers resort-style, maintenance-free living with a heated salt water infinity pool, fitness center, clubhouse, fire pit, BBQ area, and a waterfront dock with kayak and canoe launch. Ideally located near Tampa International and St Pete airports, award winning beaches, shopping, dining, and just minutes from Safety Harbor, Dunedin, and Honeymoon Island. Washer and dryer convey. This is a rare, one-of-a-kind opportunity, and the only Santa Rosa Corner Model currently available with the master room downstairs. Schedule your private showing today and secure your dream waterfront home before it’s gone.
Listing is courtesy of: TOM TUCKER REALTY (727-692-3997)
Listing Agent: Dave Doherty (727-639-2371)
140 BRENT CIR, OLDSMAR, FL 34677
$600,000156 Days on yellowkey MLS ID: O6357016
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 1791 Built: 2002Monthly Fee: $475 Tax: $3,527 (2024)Community: Seaside EstatesTownhouse
Taxes:$3,527
Remarks: Seller Motivated! Asking price is under last appraisal value. Come take a look at this beautiful 3 bedroom, 3 bath bay front townhome overlooking Old Tampa Bay and Safety Harbor. Seaside Estates is a gated community, located in the heart of Oldsmar, which offers may options for access to the water, as well as major thoroughfares. 3 Car tandem garage that walks out to a beautiful view, the common area and boat docks. This unit owns Slip 12, with a cover and lift. Stainless Steel appliances, wood flooring, renovated spare bathrooms, and spacious balconies from the great room, and the primary bedroom as well. A wood burning fireplace is also located in the primary bedroom for those cosy nights overlooking the water. The spacious floor plan beautiful water views. Seaside estates is a golf cart-friendly community, offering amenities such tennis and pickelball courts, a swimming pool and Jacuzzi. There is a dock area that offers fishing opportunities and houses the particular residents that own boat docks. Located on a few minutes away from waterfront public parks, recreational facilities, and restaurants. 20 events annually are hosted by the community annually, with monthly dinners strategically planned around the scenic Tampa Bay. This neighborhood is just minutes from downtown Oldsmar and Safety Harbor which have a variety of restaurants, nightlife, street and music festivals, walking and biking trails, kayaking, Seaside estates is also pet friendly. 20 min to Caladesi State Park and the pristine Honeymoon Island and 20 minutes to Tampa Airport and 30 minutes to downtown Clearwater. Come take a look at this waterfront gem. Some of these photos have been virtually staged.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Nicci Meyer, Pa (407-913-1131)
9009 PALM KEY AVE, OLDSMAR, FL 34677
$674,90088 Days on yellowkey MLS ID: TB8461356
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: Seller is offering a $5,000 CREDIT towards closing costs or an interest rate buy down! — Experience elevated WATERFRONT LIVING in this beautifully upgraded townhome located within the gated community of Bayside Terrace. This spacious waterfront townhome presents a rare opportunity and an added bonus is that the flood insurance is ASSUMABLE to new buyers for currently $1,101 annually. Enjoy a low maintenance lifestyle and even a lock up and go ability if it's your second home as the HOA INCLUDES: cable, internet, water, trash, roof and grounds maintenance, gated access, with electricity as the only additional utility needed. This rare, oversized waterfront unit in this community is one of a kind as it has expanded water views from the main floor that most other units do not have. It also provides additional natural lighting in the unit. Enjoy these stunning bay views from the kitchen, living, dining and primary bedroom spaces. High ceilings and an open-concept floor plan make this space feel expansive while the upgraded kitchen is designed for both everyday living and entertaining. Featuring an extended island, side bar/coffee station with glass-front cabinetry, and a spacious walk-in pantry. This unit has OVER $57k IN BUILDER UPGRADES making it a truly unique unit. Upstairs, the waterfront owner’s suite offers a serene retreat with water views and a spa-inspired en suite bath complete with a soaking tub, separate shower, dual vanities, and a very large walk-in closet. Two additional bedrooms and a generous bonus room provide flexible living options for a media room, game room, or play space. An oversized laundry room conveniently located near the primary suite upstairs, so no need to drag clothes downstairs. The fourth bedroom is downstairs and is currently configured as a home office but can easily be converted back to a bedroom if desired. Enjoy peaceful mornings and sunset views from the screened lanai overlooking the water, or take advantage of the RESORT STYLE AMENITIES Bayside Terrace is known for, including an infinity pool overlooking Old Tampa Bay, fitness center, outdoor grills, fire pit, kayak launch and storage, and a waterfront pier ideal for fishing and relaxation. LOCATION, LOCATION, LOCATION -- Ideally situated just minutes from downtown Oldsmar, approximately 10 minutes from Safety Harbor, 20 minutes from Honeymoon Island and Dunedin, 25 minutes to Tampa International Airport, and 30 minutes from Clearwater Beach. You have to see this in person!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Nisa Gonzalez Smook (813-400-3680)
271 HEMINGWAY DR, OLDSMAR, FL 34677
$385,000202 Days on yellowkey MLS ID: TB8426952
REDUCED by $4,000 (1.0%) on 04/02/2026
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 LakesTownhouse
Taxes:$1,157
Elementary School: Forest Lakes Elementary-PN
Remarks: One or more photo(s) has been 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)
4007 PALM KEY AVE, OLDSMAR, FL 34677
$639,000180 Days on yellowkey MLS ID: TB8435073
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2587 Built: 2019Monthly Fee: $580 Tax: $7,398 (2024)Community: Bayside TerraceTownhouse
Taxes:$7,398
Remarks: Walk in the front door and look straight out to the water. Head out to the screened-in back porch to hang out and enjoy the views, from dolphins and mother duck with her ducklings, to the pink & orange glowing sunsets. This unit comes with floodplain X zoning tied to the title, which means you’re grandfathered in, and the cheap flood insurance is transferable to you (less than $800/yr.). Soaring ceilings, open floor plan, hard floors throughout, and a finished garage with a high-end epoxy floor that makes it feel like you’re parking in a showroom. Built in 2019, it looks and feels fresh and new. 1st floor bedroom with water views (great for guests!). Large media room upstairs with numerous possibilities. It could be a game room. It could be a gym or just a TV area. 3 bedrooms upstairs, including the master. The master bath overlooks the water with an oversized tub, a walk-in shower, dual vanities, and a custom walk-in closet. DirectTV, Frontier internet, water, recycling, and trash (2x/week) are included in the monthly HOA fee. The unit is far enough away from the gate, where you won't hear the road noise of 580. Bayside Terrace offers an array of amenities, including an infinity-edge swimming pool, BBQ area, a gym, a fire-pit, and a community dock with kayak, paddleboard, and canoe launch. This exceptional townhome provides the perfect blend of luxury, comfort, and Florida's natural beauty
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Jacob Gross (727-303-2063)
120 BRENT CIR, OLDSMAR, FL 34677
$520,00014 Days on yellowkey MLS ID: TB8484780
0 Days Off yellowkey (back on 4/1/2026)
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 1834 Built: 2004Monthly Fee: $473 Tax: $8,930 (2025)Community: Seaside EstatesTownhouse
Taxes:$8,930
Remarks: Under contract-accepting backup offers. 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)
475 WOODS LANDING TRL, OLDSMAR, FL 34677
$255,00090 Days on yellowkey MLS ID: A4676723
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1200 Built: 1984Monthly Fee: $591 Tax: $4,082 (2024)Community: East Lake Woodlands Woods Landing TwnhmsTownhouse
Taxes:$4,082
Remarks: Welcome home to this beautifully updated Townhouse in the sought after East Lake Woodlands Gated Community. The views from the enclosed Florida room offering wooded pond view, wildlife and complete serenity. This home features 2 bedroom, 2.5 baths, private driveway with car port and storage shed, updated kitchen with granite countertops and stainless steel appliances. In the kitchen is a sliding door opening up to your private patio with jacuzzi hot tub and access to shed, a perfect spot to enjoy morning coffee or BBQing. Vinyl flooring throughout the first floor for a gorgeous seamless flow offering large living room/dining area combo. All New hurricane proof windows upstairs as well as the slider in the kitchen and in the updated 1/2 bath. Upstairs you will find the Primary suite which has a walk in closet and updated ensuite bath, the guest room also offers an additional walk in closet as well as it's own private bathroom. The laundry closet is conveniently located upstairs between the 2 bedrooms. There is a community pool in the neighborhood, heated and ready to use year round. 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.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Loren Roye (516-446-3614)
904 VINEYARD LN, OLDSMAR, FL 34677
$340,00041 Days on yellowkey MLS ID: TB8479523
REDUCED by $10,000 (2.9%) on 04/01/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1525 Built: 2017Monthly Fee: $418 Tax: $3,149 (2025)Community: Tuscany Woods PreserveTownhouse
Taxes:$3,149
Remarks: Luxury Living in Gated Tuscany Woods Preserve | Private Preserve Views | Designer Finishes. Welcome to this impeccably maintained 3-bedroom, 2.5-bath townhome with a 1-car garage in the highly sought-after, gated Tuscany Woods Preserve community. Offering a rare combination of privacy, upscale finishes, and a prime central location, this newer-built residence truly stands out. Step inside to an open-concept floor plan filled with natural light and elevated details throughout. The beautifully appointed kitchen features premium cabinetry, stone countertops, stainless steel appliances, modern lighting, and an inviting layout that flows seamlessly into the spacious living and dining areas — perfect for both entertaining and everyday living. Upstairs, the generous primary suite offers a peaceful retreat with a walk-in closet and a spa-inspired bath complete with dual vanities and a glass-enclosed shower. Two additional bedrooms provide flexibility for guests, a home office, or growing needs. One of the home’s most impressive features is the outdoor space — a covered and screened lanai that opens to an extended paver patio overlooking a tranquil preserve. Enjoy privacy, nature views, and the perfect setting for relaxing or hosting gatherings. The 1-car garage includes an added bonus: a built-in overhead storage system, maximizing organization and functionality while keeping the space clean and efficient (please see attached photo). Additional highlights: • Gated community for added security and exclusivity • Private preserve backdrop • Extended paver patio • Newer construction • Excellent condition — truly move-in ready Residents enjoy access to community amenities, nearby water park access, and a sports center. Centrally located close to shopping, dining, and major roadways, offering both convenience and lifestyle. This is an exceptional opportunity to own a private, luxury townhome in one of the area’s most desirable gated communities. Schedule your private showing today and be sure to review all photos to fully appreciate the finishes, setting, and added storage features. Home may be sold furnished—call for details.
Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (813-749-0875)
Listing Agent: Peter Gawienczuk (813-743-4178)
388 COUNTRYSIDE KEY BLVD, OLDSMAR, FL 34677
$246,00044 Days on yellowkey MLS ID: TB8478422
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1105 Built: 1997Monthly Fee: $433 Tax: $1,771 (2025)Community: Countryside KeyTownhouse
Taxes:$1,771
Elementary School: Curlew Creek Elementary-PN
Remarks: 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 (800-775-1302)
Listing Agent: Kevin Baker (352-777-1507)
908 VINEYARD LN, OLDSMAR, FL 34677
$385,00032 Days on yellowkey MLS ID: TB8481839
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1773 Built: 2017Monthly Fee: $418 Tax: $4,090 (2025)Community: Tuscany Woods PreserveTownhouse
Taxes:$4,090
Remarks: $14,000 PRICE REDUCTION! Welcome to elevated living in the heart of Oldsmar! This beautifully maintained 3-bedroom, 2.5-bath townhome by Taylor Morrison blends modern style, thoughtful upgrades, and a peaceful natural setting — all within a gated community. Step inside to a bright, open layout perfect for everyday living and entertaining. The stunning kitchen is a true centerpiece, featuring stainless steel appliances, granite countertops, 42-inch cabinets, and abundant storage, all flowing seamlessly into the spacious living and dining areas. Upstairs, brand-new carpet (Feb 2026) on the stairs and upper level adds warmth and a fresh, move-in-ready feel. This home is loaded with valuable upgrades, including a reverse osmosis system with electrolytes and a whole-home water softener, elevating your everyday comfort. Pride of ownership shines throughout in its pristine condition and meticulous care. Out back, enjoy rare privacy as the home backs to a tranquil conservation area — no rear neighbors, just peaceful nature views. The screened-in lanai is the perfect retreat for morning coffee or unwinding in the evening breeze. Location truly sets this home apart. Situated directly across from Cypress Forest Spray Park and Recreation Center and just minutes from parks, waterfront trails, shopping, dining, and easy access to Tampa and Clearwater, you get the best of convenience and serenity. Move-in ready, beautifully upgraded, and perfectly located — this is Oldsmar living at its finest. AC (2017); water heater (2025); reverse osmosis system with electrolytes and whole-home water softener (2024); new carpet (Feb 2026); NO flood insurance required; conservation view; gated
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Keegan Siegfried (813-670-7226)
209 HEMINGWAY DR, OLDSMAR, FL 34677
$294,90030 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)
2313 SUNSET WIND LOOP, OLDSMAR, FL 34677
$440,00084 Days on yellowkey MLS ID: TB8461950
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2230 Built: 2019Monthly Fee: $580 Tax: $7,434 (2025)Community: Bayside TerraceTownhouse
Taxes:$7,434
Remarks: Experience coastal luxury and step into a lifestyle of refinement in this stunning 3-bedroom, 2.5-bath, 2 car garage townhome, nestled within the impressive gated waterfront enclave of Bayside Terrace! Curb appeal draws you into an open-concept layout designed for seamless entertaining with 10’ ceilings and beautiful tile flooring. The gourmet kitchen is a showstopper, featuring tons of cabinets, endless gorgeous granite counters, top of the line appliances and a large center island. A butler’s pantry and a huge walk in pantry complete the kitchen. Enjoy casual meals at the breakfast bar and formal meals in the dining room, which is open to the living room. The great room is just perfect for entertaining large or small gatherings and is open to the screened lanai, where you can enjoy your morning coffee or a cocktail after dinner. Upstairs, you’ll find three well-appointed bedrooms, two full bathrooms, and a versatile loft area perfect for a home office, fitness space, or secondary living room. Plantation shutters grace the upper level, and ceiling fans are installed in every room. The primary suite features elegant tray ceilings and expansive his-and-hers walk-in closets, while the en suite bathroom offers dual vanities and a spacious walk-in shower. The guest bedrooms each include walk-in closets, and the guest bath is finished with granite countertops. An upstairs laundry room makes laundry day a breeze and adds everyday convenience. The desirable two-car garage includes durable epoxy flooring and custom built-in shelving. Low monthly maintenance fees cover cable and high-speed internet in addition to water, sewer and trash for added ease of living. Ideally located, Bayside Terrace offers quick access to Tampa, major highways, top-rated schools, dining, and shopping—along with spectacular sunrise and sunset views over the water. Flood insurance is required and can be assumable from the current owners at an affordable price. Experience true resort-style living with premier amenities including a clubhouse, a breathtaking saltwater infinity pool overlooking Tampa Bay, a gas fire pit, fully equipped fitness center, fishing pier, and kayak launch—all just steps from your door! Don’t miss the opportunity to enjoy waterfront resort living every day—schedule your private showing today!
Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Nicole Harmon (727-385-1357)
403 E TUSCAN LN E, OLDSMAR, FL 34677
$330,000351 Days on yellowkey MLS ID: TB8376561
1 Days Off yellowkey (back on 1/14/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1525 Built: 2015Community: Tuscany Woods SouthTownhouse
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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)
108 BRENT CIR, OLDSMAR, FL 34677
$399,00025 Days on yellowkey MLS ID: TB8483935
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1834 Built: 2002Community: Seaside EstatesTownhouse
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)
106 BRENT CIR, OLDSMAR, FL 34677
$409,00047 Days on yellowkey MLS ID: TB8476573
Remarks: PRICE ADJUSTMENT + MOVE-IN READY! 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)
2208 SUNSET WIND LOOP, OLDSMAR, FL 34677
$365,000160 Days on yellowkey MLS ID: TB8441891
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1667 Built: 2019Community: Bayside TerraceTownhouse
Remarks: This beautiful 3 bedroom, 2.5 bathroom townhome located in the heart of Oldsmar and is ready for a new owner. This spacious open concept has tile throughout the first floor. The stunning kitchen features white cabinets and granite countertops, a breakfast bar that seats 6 comfortably, pendant lighting, stainless appliances, and large pantry. The living room has sliders leading into the screened, paved, and covered patio. Upon entering the second floor, you will be greeted with a large loft area that can be used as an additional living room, library, or whatever your heart desires. The bedrooms are a split floorpan with the primary bedroom on the left while the remaining bedrooms and full bathroom on the right. The primary bedroom has 2 walk-in closets. The primary bathroom has dual sinks and a stand up shower. There is a laundry closet upstairs making it easy to do laundry. This unit also has a one car garage. The community features: a fitness room, pool with cabana, outdoor kitchen with grilling area, community dock, and is gated. Included in the HOA is exterior paint, roof, lawn care, water, were, and wifi/cable. Come check out this townhome!
Listing is courtesy of: KELLER WILLIAMS TAMPA PROP. (813-264-7754)
Listing Agent: Yael Hatfield (813-264-7754)
148 DOUGLAS RD W #C, OLDSMAR, FL 34677
$219,50081 Days on yellowkey MLS ID: TB8464561
0 Days Off yellowkey (back on 3/23/2026)
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1080 Built: 1985Community: Oldsmar Sub Of Farm 217 & Pt Farm 210 RevTownhouse
Remarks: Under contract-accepting backup offers. Move- in ready 2-bedroom 2 bath town home in Oldsmar Fl. 2 parking spots available low HOA at $87.00 per month. Easy leasing Ergo Friendly fenced back yard and porch area. Brand new roof, hot water tanks 2025, various new windows replaced 2025. All brand-new flooring, kitchen and 2 bathrooms granite counters completed in 2025. Inside laundry. All appliances remain with sale. Completely remodeled inside and out, including all new exterior siding. Convenient living at low costs with having Oldsmar at your fingertips. Owner is agent. Lawn care provided by HOA.
Listing is courtesy of: ARCHWATER REALTY LLC (727-492-4300)
Listing Agent: Robert Vanpamelen (727-492-4300)
529 JETSTAR LN, OLDSMAR, FL 34677
$274,00024 Days on yellowkey MLS ID: TB8482197
2 Days Off yellowkey (back on 3/23/2026)
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1013 Built: 2017Community: Hayes Park VillageTownhouse
Remarks: Under contract-accepting backup offers. Welcome to Hayes Park Village in historic Oldsmar—a charming, maintenance-free community designed to give you back the gift of time. Exterior lawn care and community landscaping are fully handled for you, allowing you to enjoy life without the upkeep. This beautifully maintained 2-bedroom, 2.5-bath home with a 1-car garage blends comfort, style, and peace of mind. Inside, the open-concept living area feels bright and inviting, flowing seamlessly into a well-appointed kitchen featuring wood cabinetry, granite countertops, stainless-steel appliances, and a spacious pantry for excellent storage. Upstairs, both bedrooms offer generous space and private en-suite baths. The primary suite includes an elegant tray ceiling that adds architectural charm. A convenient laundry closet is also located on the second floor, while a guest half bath is thoughtfully placed on the main level. Enjoy a peaceful view of the lake just across the street, enhancing the home’s serene setting. Hayes Park Village also features a welcoming village green and firepit gathering area, creating a true neighborhood feel. Even better, water, sewer, and trash are included in the HOA dues. This location is exceptionally convenient—directly across from the lake and park, and just minutes (by foot or car) from shopping, restaurants, professional offices, an elementary school, movie theaters, an ice rink, and the popular Forest Lakes Recreation Center. You’re also perfectly positioned between the best of Tampa Bay: award-winning Gulf Coast beaches are only a short drive away, and Tampa International Airport is easily accessible, making travel effortless
Listing Agent: Ginger Tatarzewski (813-766-7758)
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