Location: Oldsmar
Do Not Show Listings
1008 MANGO CT, OLDSMAR, FL 34677
$359,00041 Days on yellowkey MLS ID: TB8487471
REDUCED by $10,000 (2.7%) on 04/16/2026
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: SUPERIOR LOCATION nestled deep in the community with WATER VIEW from the side of the FRONT YARD. LUXURY and COMFORT in the exclusive GATED WATERFRONT COMMUNITY of BAYSIDE TERRACE. 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. 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.
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Whitney Cook (614-813-6729)
291 COUNTRYSIDE KEY BLVD, OLDSMAR, FL 34677
$249,900106 Days on yellowkey MLS ID: TB8463435
REDUCED by $8,100 (3.1%) on 04/30/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1110 Built: 1996Monthly Fee: $454 Tax: $2,205 (2025)Community: Countryside KeyTownhouse
Taxes:$2,205
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to the highly sought-after gated community of Countryside Key, ideally located in the heart of Oldsmar! This well-maintained home offers wood laminate flooring, a convenient ground-level laundry closet, and a screened-in lanai with an additional storage closet—perfect for relaxed Florida living. The kitchen opens seamlessly to the dining and living areas, creating an inviting open-concept layout ideal for everyday living and entertaining. Upstairs, you’ll find a desirable split floor plan featuring vaulted ceilings and two spacious, carpeted bedroom suites, each with its own private bath. Residents of Countryside Key enjoy a wealth of amenities, including a secure gated entrance, community pool, tennis courts, and a car wash station. Boat and RV parking are also available. Low monthly HOA fees cover cable, internet, phone, water, sewer, trash, exterior building maintenance, and exterior insurance—offering both convenience and peace of mind. Recent updates include new shut-off valves and a 2024 water heater. Ideally situated near airports, dining, shopping, entertainment, sports venues, and Florida’s award-winning Gulf beaches. Don’t miss this opportunity—schedule your private showing today!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Tanner Tillung (727-479-4548)
1004 MANGO CT, OLDSMAR, FL 34677
$499,00020 Days on yellowkey MLS ID: TB8495697
REDUCED by $26,000 (5.0%) on 04/30/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2230 Built: 2018Monthly Fee: $545 Tax: $4,995 (2025)Community: Bayside TerraceTownhouse
Taxes:$4,995
Remarks: **PRICED TO SELL** Welcome to refined coastal living in a highly desirable waterfront community in Oldsmar. This newer construction 3-bedroom, 2.5-bath townhouse at 1004 Mango Ct offers the perfect blend of contemporary design, quality craftsmanship, and low-maintenance luxury. From the moment you enter, you’ll notice the clean lines and upscale materials that define this home. The open-concept layout is designed for both everyday comfort and effortless entertaining, featuring a spacious living and dining area filled with natural light. High-end materials and thoughtful details are evident throughout—from sleek flooring to modern fixtures and designer touches that create a polished, cohesive aesthetic. The wood look ceramic tile planks continue throughout the bottom floor. The kitchen is open and faces the dining and living room on the first floor, showcasing contemporary cabinetry, premium quartz countertops, and a streamlined design that will appeal to even the most discerning buyers. Many premium options were selected, elevating the look and feel of the kitchen. Upstairs, the primary suite provides a private retreat with a well-appointed en-suite bath and 2 generous walk-in closets. Two additional bedrooms offer flexibility for guests, a home office, or growing needs. There’s a large loft area that serves as a great secondary living room/family room. Built with efficiency in mind, this home features energy-efficient windows and doors, helping to enhance comfort while keeping utility costs in check. As a newer construction property, you’ll also enjoy the peace of mind that comes with modern building standards and materials. Located within a waterfront community, residents benefit from a serene coastal setting while still being close to everything the Tampa Bay area has to offer. Enjoy easy access to nearby parks, walking trails, dining, and shopping, all while being just a short drive to the vibrant hubs of Tampa and St. Petersburg. Whether you're searching for a primary residence, or luxury vacation home, this exceptional townhouse delivers a low-maintenance lifestyle, comfort, and location in one impressive package.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Rob Demarest (727-331-0671)
235 WOODS LANDING TRL #235, OLDSMAR, FL 34677
$279,90074 Days on yellowkey MLS ID: TB8474969
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
Tax Year: 2024
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 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)
2313 SUNSET WIND LOOP, OLDSMAR, FL 34677
$440,000109 Days on yellowkey MLS ID: TB8461950
Bed: 3 Bath: 2.5 Gar: 2 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)
1505 SUNSET WIND LOOP, OLDSMAR, FL 34677
$390,00059 Days on yellowkey MLS ID: W7883526
Remarks: This beautiful townhouse (NEVER FLOODED) is located in the highly desirable waterfront gated community of Bayside Terrace. The home offers three bedrooms and two and a half bathrooms with a modern, open layout designed for comfortable living and entertaining. The 9 foot ceilings enhance the spacious feel and allow natural light to flow throughout the home. There is no immediate rear neighbor, providing added privacy and a more open feel from the lanai. Grilling is allowed in the backyard area, giving you the ability to enjoy outdoor cooking and entertaining. The home has been meticulously kept and shows true pride of ownership. It also includes a private 1 car garage for secure parking and additional storage. Upon entering, you immediately notice the ultra-modern feel and the exceptionally well-maintained condition of the property. The spacious kitchen features an extra-large island that is so generously sized it feels like it has its own zip code, along with an under-mount sink, quartz countertops, stainless steel appliances, and a walk-in pantry. The main living area has tile flooring throughout, creating a clean and seamless look, and opens to a screened-in lanai with brick pavers for easy indoor and outdoor living. Upstairs, the upgraded Berber-carpeted staircase with elegant railing leads to a loft area and all bedrooms. The primary suite is generously sized and includes multiple walk-in closets and a beautifully designed en-suite bathroom. Bedrooms two and three each feature carpeting and their own walk-in closets, offering excellent storage and flexibility. The home also includes hurricane shutters stored in the garage, providing added storm protection and peace of mind. Bayside Terrace offers resort-style amenities including a waterfront infinity heated salt-water pool, a covered pavilion overlooking the water, a cabana, two BBQ grills, a gas fire pit, a fitness center, clubhouse, and a dock with kayak and canoe launch access. The gated entrance and deed restrictions add an extra layer of privacy and security, while the waterfront setting allows residents to enjoy Florida sunsets and an active coastal lifestyle. Please view two videos: Tour 1 & Tour 2.
Listing Agent: Eric Jenkins, Pa (727-409-3484)
137 BRENT CIR, OLDSMAR, FL 34677
$799,00034 Days on yellowkey MLS ID: O6394251
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2309 Built: 2002Monthly Fee: $473 Tax: $5,236 (2025)Community: Seaside EstatesTownhouse
Taxes:$5,236
Remarks: **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.** 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, 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.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
908 VINEYARD LN, OLDSMAR, FL 34677
$369,00057 Days on yellowkey MLS ID: TB8481839
0 Days Off yellowkey (back on 4/20/2026)
REDUCED by $16,000 (4.2%) on 04/15/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1773 Built: 2017Monthly Fee: $418 Tax: $4,090 (2025)Community: Tuscany Woods PreserveTownhouse
Taxes:$4,090
Remarks: $16,000 PRICE REDUCTION! SPACIOUS END-UNIT; RARE OPPORTUNITY IN OLDSMAR; A-RATED SCHOOL DISTRICT. 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: Fernanda Benalcazar (813-452-9977)
140 BRENT CIR, OLDSMAR, FL 34677
$565,000181 Days on yellowkey MLS ID: O6357016
REDUCED by $35,000 (5.8%) on 04/11/2026
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 brand new $17,000 boat lift. One of two grandfathered in with covered biminy top. 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)
271 HEMINGWAY DR, OLDSMAR, FL 34677
$380,000227 Days on yellowkey MLS ID: TB8426952
REDUCED by $5,000 (1.3%) on 04/28/2026
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
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)
475 WOODS LANDING TRL, OLDSMAR, FL 34677
$255,000115 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)
403 E TUSCAN LN E, OLDSMAR, FL 34677
$330,000376 Days on yellowkey MLS ID: TB8376561
1 Days Off yellowkey (back on 1/14/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1525 Built: 2015Monthly Fee: $333 Tax: $5,075 (2024)Community: Tuscany Woods SouthTownhouse
Taxes:$5,075
Remarks: Under contract-accepting backup offers. Welcome home in Oldsmar, FL! This two-story 1,525 square foot townhouse, located in the HIGHLY-desirable gated community of "Tuscany Woods", was built in 2015 and has 3 bedrooms and 2.5 bathrooms. The first floor offers an open floor plan, which seamlessly connects the living, dining, and kitchen areas, making it an ideal space for entertaining friends or simply relaxing. The tile flooring throughout the entire first floor provides both style and ease of cleanup. After a long day, retreat to the second floor, where you can find serenity in either of the large secondary bedrooms, which both share a full bathroom, or the huge primary bedroom, with its own ensuite bathroom and walk-in closet. For convenience, a laundry room, complete with washer and dryer, are also located upstairs. The upstairs and stairs has plush, upgraded wall-to-wall carpeting. The one-car garage offers a secure space for your vehicle and extra storage, and the private driveway provides additional parking. The townhome also has a screened-in lanai. Don't miss out on this incredible opportunity to make this townhouse your home. Located in the desirable Oldsmar area, you'll have convenient access to I-275, and be in close proximity to top-rated public and private schools. You're also only a stone's throw away from various amenities, including shopping centers, restaurants, parks, not to mention Florida's award-winning beaches! Whether you're a nature enthusiast or prefer the hustle and bustle of city life, this location offers the best of both worlds. Contact us today to schedule a viewing and start envisioning your new life in this fantastic home.
Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)
Listing Agent: Kirk Ray Smith (727-383-1871)
388 COUNTRYSIDE KEY BLVD, OLDSMAR, FL 34677
$246,00069 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
Elementary School: Curlew Creek Elementary-PN
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 (800-775-1302)
Listing Agent: Kevin Baker (352-777-1507)
9009 PALM KEY AVE, OLDSMAR, FL 34677
$674,900113 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)
405 WOODS LANDING TRL, OLDSMAR, FL 34677
$249,900115 Days on yellowkey MLS ID: A4676677
REDUCED by $5,100 (2.0%) on 04/23/2026
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: Short Sale. BANK APPROVED SHORT SALE - 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.
4007 PALM KEY AVE, OLDSMAR, FL 34677
$629,000205 Days on yellowkey MLS ID: TB8435073
REDUCED by $10,000 (1.6%) on 04/22/2026
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)
106 BRENT CIR, OLDSMAR, FL 34677
$400,00072 Days on yellowkey MLS ID: TB8476573
REDUCED by $9,000 (2.2%) on 04/16/2026
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 – $19,000 REDUCTION! 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)
1223 CLAYS TRL, OLDSMAR, FL 34677
$355,000195 Days on yellowkey MLS ID: TB8436662
0 Days Off yellowkey (back on 4/17/2026)
Bed: 4 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2600 Built: 1992Monthly Fee: $870 Tax: $6,276 (2024)Community: Laurel Oaks At East LakeSpa: NoTownhouse
Taxes:$6,276
Remarks: This property is one of a kind and the seller is motivated! This spacious 2600 square foot, 4 bedrooms, 2.5 bath, 1 car garage townhome is located in the very popular, highly sought after Eastlake Woodlands Golf and Country Club community. With an open floor plan, custom lighting in the great room, and double master bedrooms,-one on each floor with bay windows and plantation blinds, this magnificent condo also has a large bonus room on the second floor with a breathtaking view of the fountained lake. The large kitchen has Corian counter tops and an abundance of cabinet space, a pantry, and a quaint dinette area that is perfect for morning nook for coffee or tea and conversation. The first floor, with a cathedral ceiling and wood burning fire place, and formal dining room, has engineered laminate flooring and ceramic tile while the second floor has Berber carpet and ceramic tile in the large bath. The home warranty is transferable to the buyer, A/C was replaced 2017, and tile roof replaced 2012. This is a must-see property, in the Ardea Country Club community. The amenities include golf courses, tennis and pickleball courts, swimming pools, and a Clubhouse restaurant. There's also walking and biking paths and is pet friendly. The community is conveniently located close to many popular restaurants, shopping, Gulf Beaches, Honeymoon Island, and performing arts venues. Eastlake Woodlands is 15 minutes from the ever so popular Safety Harbor and Dunedin, and 20 minutes from Tampa international Airport.
Listing is courtesy of: REALTY OF RIVERVIEW LLC (813-863-3948)
Listing Agent: Stephen Hachey (813-863-3948)
138 BRENT CIR, OLDSMAR, FL 34677
$725,00014 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
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)
120 BRENT CIR, OLDSMAR, FL 34677
$520,00039 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)
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