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$359,900
3 Beds 2 Baths Harbor Palms-Unit Two SubDv. 34677 Zip Code
Welcome to this beautifully updated 3-bedroom, 2-bath home in the heart of Oldsmar! Offering 1,248 sq ft of well-designed living space, this move-in-ready property features a functional layout, abundant natural light, and modern updates throughout. Enjoy spacious living and dining areas that flow seamlessly, perfect for both everyday living and entertaining. The kitchen offers ample cabinetry and workspace, while the bedrooms are generously sized for comfort and flexibility. Conveniently located near parks, shopping, dining, and major roadways, this home provides easy access to Tampa, Clearwater, and surrounding areas. Don’t miss this opportunity to own a well-maintained home in a desirable location!

1811 Driftwood Circle S, Oldsmar

$320,000
2 Beds 2 Baths Harbor Palms-Unit Six SubDv. 34677 Zip Code
Welcome to this beautifully renovated 2-bedroom, 2-bathroom home—perfect for first-time buyers or those looking to downsize without sacrificing comfort. The stunning kitchen, remodeled last year, features elegant quartz countertops and new stainless steel appliances, creating a modern and inviting space for cooking and entertaining. Just off the kitchen, you'll find a very spacious area that can easily serve as a family room, home office, or versatile flex space to suit your lifestyle. Step outside to enjoy the large backyard—perfect for relaxing, gardening, or hosting gatherings. Situated on a quiet street, this cozy yet stylish home is truly move-in ready. According to the owners, the A/C was replaced in August 2018 and the roof was replaced in June 2025, providing added peace of mind for the new owner. Don’t miss this opportunity to own a beautifully updated home with modern finishes and plenty of space to enjoy.

1705 Ironwood Court E, Oldsmar

$345,000
3 Beds 3 Baths Hayes Park Village SubDv. 34677 Zip Code
Welcome to this impeccably maintained 3 bedroom, 2.5 bath residence in the highly sought-after Hayes Park Village in Oldsmar. Offering approximately 1,392 square feet of thoughtfully designed living space, this home showcases a beautifully renovated kitchen with contemporary finishes, ceramic flooring on the first floor, and carpet flooring on the second floor. The split-bedroom floor plan and abundant natural light create a bright, open atmosphere that is both welcoming and functional. Step outside to a covered porch overlooking a breathtaking pond and a serene conservation area behind it —providing exceptional privacy. Combining generous living space, peaceful privacy, and an unbeatable location, this exceptional home is ready to welcome YOU!

103 Cutlass Way, Oldsmar

$385,000
3 Beds 2 Baths Oldsmar Country Club Estates Sec 2 SubDv. 34677 Zip Code
Nestled in the highly deisrable City of Oldsmar, this home has been tastefuly renovated. You'll love the updated kitchen with new stainless steel appliances, stone counter top and lovely build in desk. This modern kitchen has beautiful black cabinets, double sink, new range, refrigerator, dishwasher, and microwave. There are new ceiling fans throughout the home and plenty of decorator lighting. The master suite has it's own bath and modern shower. It is a beauty. The secondary bath is very modern with decorator fixtures and lighted mirror, all done very tastefully. This shower has beautiful ceramic tile and modern features. There is spacious great room and separate dining room which is leading to the perfect entertaining back yard. There are 2 decks, brick pavers and it features a jacuzzi tub. You'll love the separate shed for storage and fenced in yard. There is plenty of room for your toys with gated entry to the back yard. No CDD or HOA fees here but there are several parks and a boat ramp in the neighborhood. Move in ready and a must see.

416 Country Club Drive, Oldsmar

$187,000
34677 Zip Code
Prime Vacant Lot – Oldsmar, FL - Exceptional opportunity to build in a prime Oldsmar location just one block from waterway to Safety Harbor. This cleared and leveled vacant lot is ideally situated near top-rated schools, parks, restaurants, and the charming downtown of Safety Harbor. Convenient access to Tampa International Airport and major roadways makes commuting a breeze. Located in an area experiencing new single-family home construction, this lot offers excellent potential for a custom residence or investment build. This lot features a pre-existing driveway allowing access to the road, connection to water, sewer and access to power grid. Enjoy a quiet neighborhood setting with proximity to outdoor recreation, waterfront activities, and everyday conveniences. Don’t miss this rare chance to secure a buildable lot in a desirable and growing community. Ideal for buyers looking to create their dream home in a well-established area with strong long-term value.

503 Buckingham Avenue W, Oldsmar

$484,700
3 Beds 2 Baths Country Club Add To Oldsmar Rev SubDv. 34677 Zip Code
STUNNING TAMPA BAY VIEWS! UPDATED OLDSMAR SPLIT-LEVEL WITH RV/BOAT PAD! Breathtaking Tampa Bay views await in this updated, elevated home in one of Oldsmar’s most desirable neighborhoods! Just steps from the water, this 3-bedroom, 2-bath residence offers the perfect blend of peace of mind and outdoor living. The split-level design ensures durability, with a spacious 2-car garage on the ground level and all living areas elevated. Major upgrades include a new roof, a newer water heater (<5 years), and a renovated primary suite featuring a walk-in closet. The kitchen shines with stylish quartz countertops, and a large first floor laundry room. Step outside to your fully fenced, level backyard—ideal for entertaining or relaxing in the screened-in porch. The property includes a dedicated RV or Boat pad. Enjoy an incredible lifestyle within walking distance or take your golf cart to the waterfront parks, nature trails, pickleball courts, a fishing pier, and playgrounds. Located in a top-rated school district. This home is the complete package.

317 Shore Drive E, Oldsmar

$500,000
Oldsmar Rev Map SubDv. 34677 Zip Code
Virtually Staged. DOUBLE LOT!!! Rare opportunity to own a fantastic piece of land in the heart of Oldsmar, Florida! This versatile property offers subdivision potential, allowing the parcel to be divided and sold individually—ideal for builders, investors, or buyers looking to create custom homes in a growing and highly desirable area. Located near top-rated local schools, this property places you right in the center of everything Oldsmar has to offer. Enjoy easy access to Oldsmar’s many parks, scenic outdoor spaces, zip-lining adventures, the popular Oldsmar Flea Market, and a variety of restaurants, shopping, and recreational options. Nature lovers will appreciate the abundance of nearby trails and waterfront parks, while convenience seekers will love the quick access to major roadways. Perfectly positioned between Tampa and Clearwater, this location provides seamless access to even more dining, entertainment, beaches, and employment hubs—offering the best of both suburban charm and city convenience. Whether you’re looking to develop, invest, or build, this property presents a unique opportunity in one of Pinellas County’s most dynamic and well-connected communities. Don’t miss your chance to bring your vision to life in Oldsmar!

311 Washington Avenue, Oldsmar

$359,700
3 Beds 2 Baths Oldsmar Rev Map SubDv. 34677 Zip Code
Virtually Staged. Short Sale. This beautifully updated, single-level home offers a smart, open layout with 3 bedrooms, 2 full baths, and a 2-car garage, designed for both everyday living and easy entertaining. Completely renovated in 2022, the interior has been thoughtfully updated and modernized. The main living area features high ceilings and an open floor plan that creates a bright, spacious feel. A striking fireplace accent wall anchors the living room and adds both character and warmth. Luxury vinyl plank flooring runs through the common areas, complemented by modern finishes throughout. The kitchen features granite countertops, stainless steel appliances, updated cabinetry, and a stylish backsplash, seamlessly connecting to the dining and living spaces. The split-bedroom floor plan provides privacy, and both bathrooms were updated with sleek tile in the showers and floors, new vanities, mirrors, and contemporary lighting. Additional features include a durable metal roof, a fully fenced backyard, and multiple outdoor living spaces. A screened-in porch offers a comfortable spot to unwind, while the expansive rear deck is ideal for entertaining or enjoying outdoor time year-round. Trustee sale, must sell!!

206 Bedford Street, Oldsmar

$1,300,000
Boston City Plaza Bus Condo SubDv. 34677 Zip Code
Prime Commercial Condo for Sale – Exceptional Visibility on Tampa Road Take advantage of this outstanding opportunity to own a highly visible 3,706-square-foot commercial condo in a thriving Tampa Road corridor with exceptional daily traffic counts and premium exposure for your business. Currently configured as a successful retail showroom, this versatile space is ideal for a variety of uses, including retail, professional office, medical practice, showroom, or service-based business. The flexible floor plan even offers the potential to be subdivided into two separate business spaces, creating additional investment or occupancy options. The property features a spacious customer showroom and merchandising area, a large storage room, private office, and two restrooms. Its prominent location and strong traffic flow provide outstanding visibility and accessibility for both customers and clients. The established business operating from the property is also available for purchase separately, offering a unique turnkey opportunity for an entrepreneur or investor. The business has built a loyal customer base through the sale of barbecue grills, grill parts and accessories, propane refills, pool supplies, and chlorine products. Additionally, it generates recurring revenue from an established pool care and repair clientele. Property Highlights: 3,706 ± square feet of commercial space Excellent Tampa Road frontage with high traffic exposure Flexible layout suitable for retail, office, medical, or service use Potential to subdivide for two separate businesses Large showroom/customer area Private office, large storage room, and two restrooms Established location with strong local customer traffic Turnkey business available for separate purchase Please note: This listing price is for the real estate only. The operating business is available under a separate listing. Whether you're looking to expand your business, establish a new location, or invest in a highly visible commercial property, this exceptional Tampa Road opportunity deserves your attention.

3684 Tampa Road Unit 101, Oldsmar

$295,000
3 Beds 2 Baths Shoreview Phase 2 SubDv. 34677 Zip Code
Your Renovation Dream Home! This home is in the desirable Shoreview Subdivision situated on 1/3 of an acre of land. After necessary rehab this home will easily be the jewel of the subdivision located a short walking distance from Tampa Bay and Mobbly Beach Park!! The home is priced substantially below market value to attract CASH Buyers understanding the home will require rehabilitation. The homeowner has excess construction material that will convey with the purchase as a cost saving incentive. The home will include refrigerator, dishwasher, HVAC system, and bathroom fixtures to be installed. The home currently has eight (8) new windows already installed and a new back sliding glass door. This is a must see and golden Opportunity to own or invest in this highly desirable community and subdivision!

645 Timber Bay Circle E, Oldsmar

$198,500
2 Beds 2 Baths Gull-Aire Village SubDv. 34677 Zip Code
Welcome to Gull-Aire Village, a 55+ PET-Friendly and Golf Cart Friendly community in the Heart of Oldsmar! Gull-Aire Village is a Land-Owned community, meaning YOU OWN THE LAND! not just the home. A Very unique property with No rear neighbors. This home comes FULLY FURNISHED! and Features A NEWER ROOF (only 3yrs Old) Newer WINDOWS and Doors, New Flooring(2025) and Vapor Barrier (2025) New Water Heater(2025) Newer AC(2022) Newer Samsung Washer and Dryer(2024) This 2-bedroom, 2-bath home is situated on a serene canal view lot and offers the perfect blend of comfort, convenience, and Florida charm. Inside, you'll find a bright and spacious living area, a functional kitchen with plenty of cabinet space, and a screened Florida room where you can relax and enjoy peaceful water views. Split bedroom plan, the primary bedroom features an En-Suite bath, and one additional bedroom for guests, hobbies, or a home office. Beautifully landscaped. Air conditioned Florida room that is not included in the square footage 14 x15. Additional glass enclosed porch on rear of home 10 x14. Good sized utility too. With a Low-cost monthly HOA fee of Only $60 a month, it’s an affordable option for those seeking an active lifestyle. Community amenities include a Heated Pool, Spa, Active Clubhouse with a Library and Pool Table, Shuffleboard courts, Bocce ball court and a calendar of Social Events. Just cross the street and there are wonderful Restaurants, Shopping, and a movie theater! You can walk to AMC theatres, Beall’s, Marshall’s, Dollar Store and Restaurants. Just minutes to Westfield Mall, Target, a Super Walmart, Publix and Countryside Hospital. A walking/running/biking trail is located adjacent to Canal Way, which takes you directly to picturesque Sheffield Park, which is a lovely place with trails to walk, play disc golf, PICKLEBALL, or go to the Dog Park. There is also a playground for the grandkids. You can walk along the path of the Tarpon outfall canal, on the west edge of Gull-Aire Village, and enjoy all the Florida wildlife, including the occasional Manatee sighting. Very Close to Dunedin and Safety Harbor! Less than 30mins to Tampa International Airport. Only 20 minutes to Honeymoon Island Beach and Caladesi State Parks. Come Enjoy the Florida Life-Style with this Low Maintenance home!!

347 Canal Way, Oldsmar

$370,000
3 Beds 2 Baths Sheffield Village Ph Ii At Bayside Meadows SubDv. 34677 Zip Code
--SERIOUS SELLER-WILLING TO NEGOTIATE--SUBMIT YOUR OFFER ASAP-- Check out this BEAUTIFUL 3-bedroom, 2-bath BLOCK home WITH GARAGE. located on a quiet cul-de-sac in the heart of Oldsmar. BEAUTIFUL HIGH GLOSS TILE FLOORING THROUGHOUT Featuring spacious living areas with vaulted ceilings, a primary bedroom with an ensuite, and a split bedroom layout for added privacy and a rear screened porch perfect for relaxing or entertaining. The home has been thoughtfully upgraded with a new electrical panel (2018), roof (2020), air conditioning system (2021), gutters (2022), garage door (2022), water heater (2022), and water softener tank (2024) Exterior Water Line (2025). along with fresh exterior paint. Situated just steps from Sheffield Park, residents enjoy access to hiking and running trails, tennis and basketball courts, a playground, and a covered pavilion for events. Conveniently close to shopping centers, restaurants, downtown Tampa, the international airport, Clearwater beaches, and St. Pete, this neighborhood offers a peaceful environment with NO HOA fees. This turnkey home combines modern comfort with an unbeatable location—great curb appeal, stop by and take a look you wont be disappointed! MOTIVATED SELLER! SUBMIT YOUR OFFER TODAY!

1909 Castle Bay Court, Oldsmar

$148,000
Oldsmar Country Club Estates Sec 2 SubDv. 34677 Zip Code
Prime vacant lot in the heart of Oldsmar, FL – an ideal location to build your dream home! This 0.17-acre homesite (75 x 100 ft) provides endless possibilities with paved road frontage. Nestled in the established Oldsmar Country Club Estates, the property is in a quiet neighborhood setting while being just minutes from all the conveniences of Tampa Bay. Conveniently located near top-rated schools, beautiful parks, shopping, dining, and with easy access to Tampa, Clearwater, and the Gulf beaches. Whether you envision a custom residence or an investment property, this lot presents a rare opportunity in one of the area’s most desirable communities. Don’t miss your chance to secure land in Oldsmar – schedule your visit today!

436 Country Club Drive, Oldsmar

$279,000
Country Club Add To Oldsmar Rev SubDv. 34677 Zip Code
Discover the potential of this rare, untouched piece of land located in the heart of charming Oldsmar. Whether you're planning to build your forever home or exploring investment opportunities—like developing rental properties—this lot offers incredible flexibility. With just under an acre to work with and no HOA restrictions, you're free to bring your vision to life without limitations. The expansive corner lot is ideally situated in a peaceful, tree-lined neighborhood known for its equestrian-friendly atmosphere. Opportunities like this don’t come often—drive by and see it for yourself! The location, space, and freedom this property offers make it truly one-of-a-kind. Reach out today before someone else turns this blank canvas into their dream come true!

Strathmore Avenue, Oldsmar

$329,900
3 Beds 2 Baths Heatherwood Unit One Condo SubDv. 34677 Zip Code
Light and bright 3BED/2BA Condominium with attached garage. Vaulted ceilings, potting shelves, sky-lites, and sunburst windows! Elegant living/dining room, posh master bath with shower and separate steeping tub. Split bedroom plan, spacious eat-in kitchen with Oak cabinetry and breakfast bar. Extensive tile flooring, tiled and screened in lanai, tranquil pond views and nature galore! East Lake Woodlands has a private clubhouse, 2 golf courses, tennis, and more!! Conveniently located close to great restaurants, shopping, top rated schools, the popular Gulf Beaches, sports and performing arts venues, popular downtown Dunedin and only 20 minutes to Tampa Airport! John Chesnut Park and the Pinellas Trail are right across the street.

114 Clays Trail Unit 114, Oldsmar

$395,000
4 Beds 2 Baths Oldsmar Country Club Estates Sec 3 SubDv. 34677 Zip Code
Home Renovated to Perfection!** Welcome to your new home - a stunning, newly renovated home offering comfort and style. Located in a quiet and cozy area, this property is perfect for families looking for space and modernity. - **4 spacious rooms**: Ideal for the comfort of the whole family. - **2 completely renovated bathrooms**: With modern and elegant finishes. - **Large kitchen**: With new appliances and an ideal design to inspire any chef. - **Bright living room**: Perfect space to relax and enjoy pleasant meetings. - **Back garden**: An outdoor area to enjoy and customize to your liking. - **exclusive restaurants**, perfect for enjoying unforgettable dinners. - **Close to stores** and local services, making your daily purchases easier. - Excellent access to transportation and other urban amenities. This house perfectly combines modern design and functionality. Don't miss the opportunity to live in a home that has it all.

324 Country Club Drive, Oldsmar

$369,999
2 Beds 2 Baths East Lake Woodlands Patio Homes SubDv. 34677 Zip Code
Virtually Staged some photos. Price Reduction!! Attention all Golfers and Tennis players Dream in East Lake Woodlands that showcases 2 Championship 18 hold golf courses and 14 HAR-Tru tennis courts with no membership required!!.Newly remolded Patio Home with 2 bedroom 2 full bathroom with possible office/dining area in the Golf Course Community of East Lake Woodlands. This meticulously maintained 1500 sq. ft. open floor plan home features New Contemporary Cabinetry (2025), brand new quartz countertops (2025), brand new kitchen sink (2025), brand new garbage disposal (2025), brand new light fixtures including can lighting throughout (2025), and new stainless steel appliances including double oven. Both bathrooms have been remolded with new cabinets, new tile shower tile (2025), new vanities and sinks (2025). Imported Italian tile throughout the home. Wood plantation shutters through out, large crown and floor molding, California closets in master bedroom, 4 magnificent skylights that bring in natural light, LARGE electric retractable patio awning for private courtyard perfect for entertaining, 2 car oversized garage, new AC (2016), new TPO Roof (2016), new Hurricane Impact Triple Sliding Doors and ALL Windows (2020), new Hurricane Impact Garage Door (2015), new Ceramic Tile Floors (Wood Look)(2018), new Construction of Den/Study w/ Vaulted Wood Ceiling and Ceiling Fan (2018), new Brick Paver Walkway and Patio area (2018), new Water Heater (2018), new Water Softener (2016), new LARGE Driveway (2023), new Epoxy Garage Floor (2023), All new Interior Paint (2023), All new Exterior Lights (2023), A MUST SEE to truly appreciate this turnkey home! Home is located within approximately 15- 30 minutes to the beaches ( Honeymoon Island, Caladesi Island and Clearwater Beach). You can also drive to Walt Disney World, Epcot and Hollywood Studios in approximately 1 hour and 30 minutes depending on traffic. Call today to schedule your showing appointment!

370 S Woodlands Drive, Oldsmar