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324 Country Club Drive, Oldsmar
$395,000
4 Beds ⋅ 2 Baths ⋅ TB8379269 MLS
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

360 S Woodlands Drive, Oldsmar
$390,000
2 Beds ⋅ 2 Baths ⋅ TB8515718 MLS
Welcome to 360 S Woodlands Drive, a beautifully renovated 2-bedroom, 2-bath patio home nestled within the prestigious gated community of East Lake Woodlands in Oldsmar. Offering 24-hour guarded security and a maintenance-free lifestyle, this move-in ready residence combines modern upgrades with exceptional privacy and comfort. NEW ROOF + FLAT ROOF (2025)! NEW AC (2025)! Extensively updated throughout, the home features luxury vinyl plank flooring installed in 2022, a completely remodeled kitchen with granite countertops, premium cabinetry, and stainless steel appliances, along with two beautifully renovated bathrooms featuring updated tilework, granite countertops, and stylish vanities. The spacious primary suite serves as a private retreat with a custom-designed closet and an oversized soaking tub perfect for relaxation. Additional improvements include IMPAC impact windows, a new flat roof installed in December 2021, updated interior doors, and a custom 45-foot paver walkway that extends from the front entrance to the private rear patio, creating an ideal outdoor space for entertaining or enjoying Florida's beautiful weather. The HVAC system was replaced in 2025 for added peace of mind.The monthly HOA fee provides true maintenance-free living and includes lawn care, irrigation, Spectrum cable and internet service with two cable boxes, and exterior painting every five years. Residents also have the option to join East Lake Woodlands Country Club, offering two championship golf courses, tennis courts, swimming pools, fitness facilities, dining, and a vibrant social calendar. Ideally located near shopping, dining, parks, Tampa International Airport, and some of the area's most beautiful Gulf Coast beaches, this exceptional home offers the perfect blend of luxury, convenience, and Florida living. Schedule your private showing today.

360 S Woodlands Drive, Oldsmar

3010 Palm Key Avenue, Oldsmar
$388,500
2 Beds ⋅ 3 Baths ⋅ TB8551175 MLS ⋅ 3010 BLDG.
Welcome to waterfront living at its best! Located on beautiful Old Tampa Bay, this exceptional community offers a relaxed Florida lifestyle with amenities designed for everyday enjoyment and entertaining. Gather with friends around the gas firepit, share a meal beneath the pavilion with two grills, or relax in the large heated infinity pool while taking in beautiful water views. Stay active in the fully equipped gymnasium, fish from the pier extending into the bay, or launch a kayak for an afternoon on the water. The electronically gated entrance provides added security. Ideally situated directly across from the pool, this residence truly stands out. Beautiful landscaping and lush greenery welcome you at the entrance, while thoughtful enhancements continue throughout, including a gleaming epoxy-finished garage floor and garden-like screened porch. The porch creates a wonderful outdoor retreat for morning coffee, relaxing evenings, or entertaining guests. Inside, beauty and functionality continue. The entire first floor features beautiful tile flooring for a polished appearance and easy maintenance. In 2024, all recessed lighting was upgraded to LED bulbs, with downstairs lights featuring dimmers and amber-light options for the perfect ambiance. Even the spacious walk-in pantry has automatic lighting that illuminates the generous storage space when the door opens. The open-concept main living area is perfect for entertaining and everyday life, offering space for a full dining table and casual dining at the granite breakfast bar. Numerous light-gray cabinets provide abundant storage, complemented by a convenient coffee bar and mini-mudroom near the garage entrance. The living area flows effortlessly through pocket sliders to the screened porch, creating a wonderful indoor-outdoor living experience. A conveniently located half bath completes the first floor, while Custom Nantucket remote-control shades provide privacy and light control. Upstairs, a generous flex room offers incredible versatility as a den, second family room, playroom, home office, or temporary third bedroom. The nearby laundry room adds convenience. The primary suite offers a peaceful retreat with an expansive granite double-sink vanity, abundant storage, glass-enclosed shower, beautiful natural light, decorative tray ceiling, and custom walk-in closet with built-in shelving. Custom Nantucket remote shades complete the space. The spacious second bedroom is equally inviting, with natural light, decorative tray ceiling, and exceptional storage. Two closets, including a very large walk-in, provide plenty of room. The second full bath features wood cabinetry, pull-out drawers, granite countertop, and glass-enclosed shower. Additional upgrades include a new electrical panel installed in 2024 and gutters added in 2021 along with the undercounter lighting and downstairs crown molding. The location offers convenient access to Tampa, area airports, major shopping, restaurants, beautiful beaches, and more. With its waterfront setting, resort-style amenities, thoughtful upgrades, flexible living spaces, and outstanding location, this home offers an exceptional opportunity to enjoy the Florida lifestyle.

3010 Palm Key Avenue, Oldsmar

1505 Sunset Wind Loop, Oldsmar
$380,000
3 Beds ⋅ 3 Baths ⋅ W7883526 MLS ⋅ Na BLDG.
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.

1505 Sunset Wind Loop, Oldsmar

370 S Woodlands Drive, Oldsmar
$379,999
2 Beds ⋅ 2 Baths ⋅ TB8361268 MLS
Virtually Staged some photos. Hot off the press-new shingles, new TPO and new insulation August 2026. 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

600 S Woodlands Drive, Oldsmar
$379,900
3 Beds ⋅ 2 Baths ⋅ TB8488468 MLS
Virtually Staged. This beautifully updated 3-bedroom, 2-bath attached villa style home is nestled in the highly sought-after Eastlake Woodlands community, offering serene preserve views in the front from your private fenced in patio and peaceful wooded and golf course views in the back. The home features a carport with a storage closet and a thoughtfully designed split-bedroom floor plan. Recent upgrades include all-new impact windows (2023), Roof (2020) a new air conditioner (2022), new washer & dryer (2022), remodeled entryway and bathrooms (2023), new blinds (2022), and remote-controlled ceiling fans throughout (2022). The living and dining areas showcase elegant crown molding, while the updated 150-amp electrical panel ensures modern efficiency. The kitchen boasts wood cabinetry, granite countertops, a glass mosaic backsplash, and stainless steel appliances. Laminate flooring extends throughout the home, with ceramic tile in the wet areas for added durability. The spacious primary suite offers a walk-in closet, access to the bonus room, and a luxurious bath with dual sinks, wood cabinetry, granite counters, and a step-in glass shower. The third bedroom also features a walk-in closet, built-in storage, and a slider to the bonus room, while the secondary bath includes a newer tile surround for the tub/shower and a stylish vanity with a granite countertop. Dont forget the huge, expansive bonus room that adds incredible flexibility for a family room, office, or hobby space. Perfectly blending comfort and style, this home delivers move-in-ready elegance in a premier location.

600 S Woodlands Drive, Oldsmar

2404 Arch Ave, Oldsmar
$378,000
2 Beds ⋅ 3 Baths ⋅ TB8545397 MLS ⋅ 2404 BLDG.
Virtually Staged. NEW PRICE $378,000! EXCEPTIONAL VALUE IN BAYSIDE TERRACE! A comparable townhome with the same floor plan recently sold for $388,000! Discover move-in-ready living in this beautifully maintained, 2019-built townhome offering 1,888 SF, two spacious en-suite bedrooms, 2.5 baths, an oversized loft, and a 1-car garage in a gated waterfront community along Tampa Bay. The open-concept main level features real wood cabinetry, quartz countertops, included appliances, a generous walk-in pantry, abundant storage, and a private screened porch. An approximately one-year-old A/C provides added peace of mind. Upstairs, both bedrooms offer private bathrooms and ample closet space, while the oversized loft provides flexibility for an office, media room, gym, or additional living area. Enjoy the Bayside Terrace lifestyle with a waterfront resort-style pool, sunset cabanas, private fishing dock, kayak and paddleboard launch, beautifully maintained grounds, and 24-hour virtual guard-gated access. HOA fees include water, sewer, trash, basic cable, community amenities, maintenance, escrow reserves, and guard service. Leasing permitted after two years of ownership. Conveniently located near Tampa, Clearwater, Safety Harbor, shopping, dining, airports, and Gulf beaches. VACANT, MOVE-IN READY, AND AVAILABLE FOR A QUICK CLOSING! Seller is motivated and willing to consider contributions toward buyer closing costs, prepaids, or an interest rate buy-down with an acceptable offer. Schedule your private showing today!

2404 Arch Ave, Oldsmar

2013 Sunset Wind Loop, Oldsmar
$375,000
3 Beds ⋅ 3 Baths ⋅ TB8507673 MLS
Exceptional value meets effortless living in Bayside Terrace! Discover this beautifully maintained 3-bedroom, 2.5-bath townhome in one of Oldsmar’s desirable gated communities, offering modern comforts, thoughtful upgrades, and a resort-inspired lifestyle just minutes from charming downtown Safety Harbor. Built in 2019, this move-in-ready home welcomes you with a bright, open-concept floor plan designed for easy everyday living and effortless entertaining. The spacious kitchen features generous counter space and an oversized island, seamlessly connecting to the dining and living areas. Upstairs, the inviting primary suite boasts upgraded custom closets, while an additional bedroom features a custom Murphy bed, offering the flexibility of a guest retreat, home office, or both. Thoughtful upgrades throughout include luxury vinyl flooring, a whole-home water filtration and anti-scale system, and a 1-car garage equipped with an EV charger. Unwind on your peaceful patio surrounded by greenery, or spend your afternoons enjoying the community's resort-style pool overlooking the waters of Safety Harbor. Ideally situated with convenient guest parking nearby and easy access to Tampa, Clearwater, St. Petersburg, waterfront parks, shopping, and dining, Bayside Terrace offers the perfect balance of tranquility and connectivity. **Offered at $375,000, this is an opportunity to enjoy the Florida lifestyle with modern conveniences and low-maintenance living. Schedule your private showing and experience Bayside Terrace for yourself!**

2013 Sunset Wind Loop, Oldsmar

108 Brent Circle, Oldsmar
$374,000
3 Beds ⋅ 3 Baths ⋅ TB8483935 MLS ⋅ 108 BLDG.
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.

108 Brent Circle, Oldsmar

1703 Ironwood Court E, Oldsmar
$369,900
3 Beds ⋅ 3 Baths ⋅ TB8561223 MLS
Welcome to 1703 Ironwood Court E, a beautifully renovated single-story home located in the desirable Harbor Palms community of Oldsmar! Offering 2 spacious bedrooms, 2 full bathrooms, 1,064 square feet of living space, and an attached one-car garage, this move-in-ready property combines modern updates, comfort, and an excellent location. Step inside and discover a bright, inviting interior featuring beautiful tile flooring, elegant crown molding, updated finishes, and an open, functional layout designed for everyday living and entertaining. The stylish living area offers abundant natural light, while the thoughtfully updated kitchen features modern cabinetry, contemporary finishes, and convenient access to the main living spaces. Both bathrooms feature attractive modern finishes, creating a fresh, comfortable atmosphere throughout the home. The bedrooms offer plenty of versatility for a primary retreat, guest accommodation, or home office. MAJOR HOME FEATURES INCLUDE A DURABLE TILE ROOF, CENTRAL AIR CONDITIONING, AND DOCUMENTED HVAC AND INTERIOR RENOVATION WORK COMPLETED IN 2025. Additional improvements include updated flooring, interior finishes, and other renovations that add to the home's appeal. Situated on an approximately 6,000-square-foot lot, the property offers generous outdoor space with a private backyard, an outdoor patio area, and room to relax, entertain, or create your ideal Florida outdoor retreat. NO HOA AND NO CDD FEES! Enjoy the flexibility of homeownership without mandatory association fees. Conveniently located near beautiful parks, shopping, restaurants, schools, and major roadways, with easy access to Tampa, Clearwater, Safety Harbor, and the stunning Gulf Coast beaches. Whether you're searching for your primary residence, a comfortable Florida retreat, or an investment opportunity, this renovated Oldsmar home has so much to offer. Schedule your private showing today and discover everything this wonderful property has to offer!

1703 Ironwood Court E, Oldsmar

1909 Castle Bay Court, Oldsmar
$360,000
3 Beds ⋅ 2 Baths ⋅ TB8535099 MLS
--SERIOUS SELLER-WILLING TO NEGOTIATE-- 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

St Petersburg Drive, Oldsmar
$355,000
CC857538 MLS
Two Adjoining Lots—Build Two Homes or One Triplex in Oldsmar! Offered together, these two originally platted vacant lots contain approximately 20,691 square feet, or 0.475 acre, along paved St. Petersburg Drive E. Written zoning guidance from the City of Oldsmar confirms a maximum density of three dwelling units and identifies two potential development options: retain the lots separately for one single-family residence on each originally platted lot under the applicable R-2 existing-lot standards, or combine the parcels for one triplex under R-3 zoning. The combined property exceeds the R-3 district’s minimum lot-width requirement. An existing survey covering both lots shows approximately 100 feet of combined frontage along St. Petersburg Drive E and outer side depths of approximately 172 and 185 feet. The mostly cleared property offers public water and sewer availability, an existing sidewalk, overhead electrical lines, no HOA, and no CDD. An established six-unit multifamily property consisting of two triplex buildings is located immediately adjacent. Convenient to downtown Oldsmar, R.E. Olds Park, waterfront recreation, public boat ramps, trails, shopping, restaurants, Tampa Road, Safety Harbor, and Tampa International Airport. An opportunity for a builder, developer, or investor seeking two homesites or a small multifamily infill project in an established Pinellas County community. The parcels are being sold together. City zoning correspondence and the existing survey are available.

St Petersburg Drive, Oldsmar

St Petersburg Drive, Oldsmar
$355,000
TB8543573 MLS
Two Adjoining Lots—Build Two Homes or One Triplex in Oldsmar! Offered together, these two originally platted vacant lots contain approximately 20,691 square feet, or 0.475 acre, along paved St. Petersburg Drive E. Written zoning guidance from the City of Oldsmar confirms a maximum density of three dwelling units and identifies two potential development options: retain the lots separately for one single-family residence on each originally platted lot under the applicable R-2 existing-lot standards, or combine the parcels for one triplex under R-3 zoning. The combined property exceeds the R-3 district’s minimum lot-width requirement. An existing survey covering both lots shows approximately 100 feet of combined frontage along St. Petersburg Drive E and outer side depths of approximately 172 and 185 feet. The mostly cleared property offers public water and sewer availability, an existing sidewalk, overhead electrical lines, no HOA, and no CDD. An established six-unit multifamily property consisting of two triplex buildings is located immediately adjacent. Convenient to downtown Oldsmar, R.E. Olds Park, waterfront recreation, public boat ramps, trails, shopping, restaurants, Tampa Road, Safety Harbor, and Tampa International Airport. An opportunity for a builder, developer, or investor seeking two homesites or a small multifamily infill project in an established Pinellas County community. The parcels are being sold together. City zoning correspondence and the existing survey are available.

St Petersburg Drive, Oldsmar

1806 Ironwood Court W, Oldsmar
$354,900
3 Beds ⋅ 2 Baths ⋅ TB8547249 MLS
Tucked away on a quiet dead-end street in the heart of Oldsmar, this fully renovated ranch home is the total package — move-in ready with the peace of mind of major updates already done. A fenced backyard, mature landscaping, and undeniable curb appeal welcome you home from the moment you arrive. Step inside to a spacious, light-filled living and dining area finished with new waterproof vinyl flooring — a perfect blend of durability and style. The layout flows effortlessly into a true chef's dream: a newly renovated eat-in kitchen featuring an abundance of granite countertops, newer appliances, and plenty of room to cook, gather, and entertain. The primary suite offers a private en-suite bathroom and generous space to unwind, while newer windows, doors, and baseboards run throughout the home for a fresh, cohesive feel. Contemporary lighting fixtures and recessed LED lighting add a modern touch in every room. Major systems are already handled, with a newer roof and HVAC 2023 — giving you real peace of mind for years to come. Outside, the expansive back porch and huge backyard set the stage for effortless Florida entertaining, from quiet mornings to weekend get-togethers. The entire home has been freshly painted inside and out, adding to its polished, turnkey appeal. Location seals the deal: this home sits in the heart of Oldsmar, offering a commuter's dream with easy access to Pinellas, Tampa, and North County. You're just 20 minutes from area airports and shopping, and less than 10 minutes to schools. Homes like this don't last — schedule your showing today, because you may just find yourself calling it home before you leave.

1806 Ironwood Court W, Oldsmar

1609 Vineyard Lane, Oldsmar
$349,900
3 Beds ⋅ 2 Baths ⋅ O6453313 MLS ⋅ 53 BLDG.
Virtually Staged. Welcome to this inviting two-story townhome featuring 3 bedrooms, 2 full bathrooms, 1 half bathroom, and 1,525 square feet of living space! Built in 2017, this home offers a functional floor plan with comfortable living areas perfect for everyday living and entertaining. The spacious layout provides plenty of flexibility, while the attached 1-car garage offers convenient parking and additional storage space. Enjoy the benefits of townhome living with a low-maintenance lot and plenty of potential to make this space your own. Whether you're looking for your next home or an investment opportunity, this property has plenty to offer. Schedule your showing today! One or more photos have been virtually staged.

1609 Vineyard Lane, Oldsmar

711 Lemonwood Drive, Oldsmar
$349,900
4 Beds ⋅ 2 Baths ⋅ TB8547246 MLS
Tucked into the sought-after Harbor Palms community, this beautifully maintained four-bedroom, two-bathroom home strikes the perfect balance of comfort, character, and Florida charm — and it's ready to welcome its next owner. Step inside to a bright, open living room where oversized windows flood the space with natural light. The kitchen is both stylish and functional, featuring warm butcher block countertops, sleek black appliances, and abundant cabinet and storage space for the home chef. Just off the kitchen, a spacious family room offers room for everyone to gather — and French doors lead you out to an enclosed porch, an idyllic retreat for morning coffee or unwinding as the sun sets. Retreat to the owner's suite, complete with a generous walk-in closet and a spa-inspired en-suite bath featuring a backlit LED mirror, elegant countertops, and a beautifully finished shower. Three additional bedrooms provide flexible space for family, guests, or a home office — whatever your lifestyle calls for. Location is everything, and this one delivers. You're just steps from Harbor Palms Nature Park, home to a 2.5-mile walking trail winding through natural Florida landscape. Next door, Sheffield Park rounds out the active lifestyle with baseball and softball fields, basketball courts, a disc golf course, a dog park, playground, tennis courts, shelters, and even more walking trails. Packed into 1,604 square feet of thoughtfully laid-out living space, this is more than a house — it's an invitation to live the Florida lifestyle you've been dreaming of.

711 Lemonwood Drive, Oldsmar

415 Maplewood Circle, Oldsmar
$344,900
3 Beds ⋅ 1 Baths ⋅ TB8539039 MLS
A beautifully maintained home in the desirable Sheffield Village area of Oldsmar, this property offers comfort, convenience, and the welcoming charm the community is known for. Located on a quiet cul-de-sac, 415 Maplewood Cir features a bright, open layout with spacious living areas perfect for everyday living and entertaining. The home’s interior is filled with natural light, highlighted by well-kept finishes and a functional floor plan. Complete with granite countertops, the kitchen anchors the living space, offering plenty of storage and easy access to the dining and family areas. Generously sized bedrooms provide privacy and flexibility for guests, family, or a home office. Step outside to enjoy a peaceful backyard with room to relax, garden, or create your ideal outdoor space. Mature landscaping and the neighborhood’s tree-lined streets add to the home’s inviting appeal. Residents of this Oldsmar location enjoy quick access to parks, top-rated schools, shopping, dining, and major commuter routes, making it easy to reach Tampa, Clearwater, and the Gulf beaches. With its combination of location, comfort, and community charm, this Maplewood Circle home is an excellent opportunity in one of Oldsmar’s most established neighborhoods. This home was high and dry during recent storms. Come check this one out today.

415 Maplewood Circle, Oldsmar

442 Evergreen Drive, Oldsmar
$342,000
3 Beds ⋅ 2 Baths ⋅ TB8517079 MLS
Welcome to 442 Evergreen Drive, nestled in one of Oldsmar's most desirable neighborhoods! This beautifully updated 3 bedroom, 2-bath residence offers the perfect blend of comfort, style, and Florida living. Filled with abundant natural light, the thoughtfully designed floor plan creates an inviting atmosphere ideal for both everyday living and effortless entertaining. Step outside to your private backyard retreat featuring a spacious screened-in porch—the perfect place to enjoy your morning coffee, host family and friends, or simply relax while enjoying Florida's beautiful weather. Freshly painted inside and out, this move-in-ready home reflects pride of ownership from the moment you arrive. Enjoy added peace of mind with numerous updates, including a Roof (2018), HVAC System (2018), Kitchen (2024), New Flooring (2024), Remodeled Primary Bathroom, and Impact Windows & Doors (2021). The property is located in Flood Zone AE and offers the benefit of updated impact windows and doors for added peace of mind. The oversized backyard provides plenty of room to add a outdoor kitchen, or create your own tropical oasis, while the spacious garage offers excellent storage and functionality. Conveniently located near beautiful parks, shopping, dining, entertainment, and the stunning Gulf beaches, this exceptional home offers the very best of the Florida lifestyle. Whether you're searching for your first home, a place to grow, or your next chapter, 442 Evergreen Drive is a rare opportunity to own a beautifully maintained, move-in-ready home in a prime Oldsmar location.

442 Evergreen Drive, Oldsmar

300 State Street E Unit 326, Oldsmar
$328,000
2 Beds ⋅ 3 Baths ⋅ TB8562688 MLS ⋅ Oldsmar Galleria BLDG.
Virtually Staged. Discover elevated living in the heart of Oldsmar! Welcome to this spacious, move-in-ready penthouse condominium at Oldsmar Galleria, offering 1,553 square feet of living space, two bedrooms, 2.5 baths and a distinctive two-level floor plan. One of the largest floor plans in the building, this residence stands out with its impressive high ceilings, abundant natural light and bright, open living spaces that create an inviting sense of comfort and openness. The main living level features a spacious open-concept layout, ideal for everyday living and entertaining. The kitchen is equipped with stainless steel appliances, generous cabinet space and a convenient breakfast bar. Upstairs, both bedrooms offer the privacy of their own ensuite baths, providing a comfortable and functional arrangement. Additional highlights include a new A/C system (2026), in-unit laundry, one assigned parking space and convenient elevator access to the third floor. Location is everything! Situated in the heart of Oldsmar, this condominium places you within a short distance of local coffee shops and restaurants, with convenient access to shopping, parks, Tampa, Clearwater and the beautiful Gulf Coast beaches. Enjoy the convenience of a central Tampa Bay location while embracing a low-maintenance Florida lifestyle.

300 State Street E Unit 326, Oldsmar

310 Country Club Drive, Oldsmar
$320,995
3 Beds ⋅ 1 Baths ⋅ TB8540486 MLS
"RENOVATED, MINUTES FROM A BOAT RAMP & PRICED TO SELL! ¡A GREAT OPPORTUNITY FOR HOMEOWNERS AND INVESTORS ALIKE, WITH EXCITING AIRBNB POTENTIAL!" **Welcome to 310 Country Club Dr — Beautifully Renovated & Move-In Ready!** Conveniently located near a public boat ramp with easy access to Upper Tampa Bay, plus waterfront parks, fishing piers, kayaking, nature trails, recreational areas, and nearby golf. A great location to enjoy boating, outdoor activities, and the Oldsmar waterfront lifestyle. Discover a beautifully renovated Oldsmar home where modern style, quality finishes, and functionality come together. This 3-bedroom, 1-bath property features a **new roof, new A/C, hurricane impact windows, a fully remodeled kitchen and bathroom, upgraded flooring, and updated finishes throughout**. The stunning kitchen showcases **modern quartz countertops**, contemporary cabinetry, and a clean, refined design that flows beautifully into the living areas. The home features a stylish combination of **porcelain tile and laminate flooring**, providing both elegance and practicality. From the kitchen and bathroom to the flooring, major systems, windows, and exterior improvements, this home has been extensively renovated with attention to detail. **Permits for the completed improvements are up to date**, providing added confidence to the next owner. The location adds even more appeal. Just a short walk from a **nearby boat ramp**, this property provides convenient access for those who enjoy boating, jet skis, fishing, and the Florida waterfront lifestyle. **Golf is also nearby**, along with shopping, dining, recreation, and everything this home brings together. Whether you're looking for a **primary residence, vacation home, or investment opportunity**, this property provides an attractive combination of location, lifestyle, and extensive updates. Its proximity to the water and recreational amenities may also appeal to buyers exploring **short-term or vacation rental potential, subject to applicable local regulations and rental restrictions**. **Beautifully renovated, ideally located, and ready to enjoy — schedule your private showing today!**

310 Country Club Drive, Oldsmar

1806 Driftwood Circle S, Oldsmar
$320,000
2 Beds ⋅ 2 Baths ⋅ TB8546290 MLS
NO HOA. PRIVATE POOL. NEW 2025 ROOF. Move-In Ready in Oldsmar’s Harbor Palms. This move-in ready 2-bedroom, 2-bathroom block home sits on a quiet residential street in Oldsmar’s Harbor Palms, complete with a fully fenced backyard, 1-car garage, and a roof updated in 2025. Tampa, Palm Harbor, Dunedin, and the Gulf beaches are all within easy reach. Inside, tile flooring runs through the living room, dining area, and bedrooms, so upkeep stays simple. The kitchen features granite countertops, tile backsplash, and stainless steel appliances, and ceiling fans keep air moving throughout the home. The primary suite gives you a walk-in closet and a private en-suite bath with a walk-in shower and a pool door giving you and your guests access to the bathroom without having to dry off first. The second bedroom includes a built-in closet for convenient storage. Slide open the glass doors to an enclosed Florida room overlooking your private pool and screened paver deck. Beyond that, the fully fenced vinyl backyard has room to entertain, play, garden, or let the pets roam. Shopping, restaurants, parks, schools, and the Gulf beaches are all close by. Alt-19 and major roadways connect you throughout the area, and the nearby Oldsmar parks and nature trails await. Private pool. Screened lanai. Fenced yard. Block construction. Garage. 2025 roof. No HOA. Homes that check every one of these boxes are getting harder to find. Schedule your showing before this one is gone.

1806 Driftwood Circle S, Oldsmar

1707 Hibiscus Circle N, Oldsmar
$317,500
2 Beds ⋅ 2 Baths ⋅ TB8545637 MLS
Virtually Staged. BUYER INCENTIVE! Seller offering 2% toward buyer concessions with an acceptable offer. Beautifully updated and move-in ready, this 2-bedroom, 2-bath Oldsmar home offers the perfect combination of modern updates, outdoor living, and everyday convenience with NO HOA and NO CDD! Step inside to a bright, inviting floor plan featuring tile flooring throughout and an open living and dining area that creates an easy flow for both everyday living and entertaining. The updated kitchen is a true highlight, featuring quartz countertops, stylish backsplash, updated cabinetry, and new stainless steel appliances(2025). The spacious primary bedroom offers a comfortable retreat, while the second bedroom provides flexibility for guests, a home office, or additional living space. Both bathrooms complement the home's clean, updated feel. Open the sliding doors and step into your screened in lanai, an ideal spot for morning coffee, outdoor dining, or relaxing at the end of the day. Beyond the lanai, the fully fenced backyard provides privacy and plenty of space to enjoy the outdoors, entertain, garden, or let the pets play. The home sits on approximately 0.14 acres in a quiet, established neighborhood. The updates don't stop at the kitchen! Major improvements include: A/C (2025), flooring (2025), appliances (2025), French drain (2025), gutters (2025), water heater (2023), windows (2021), and roof (2020), giving the next owner peace of mind and allowing you to enjoy the home rather than worry about major projects. NO HOA - NO CDD - Numerous major updates - Fenced yard - Screened lanai and easy access to Tampa, St. Petersburg, Tampa International Airport, and some of the area's most popular Gulf Coast beaches. This is the kind of home that checks the boxes buyers are looking for: updated, comfortable, and ready to enjoy. Come see it for yourself!

1707 Hibiscus Circle N, Oldsmar

1912 Castle Bay Court, Oldsmar
$309,900
3 Beds ⋅ 2 Baths ⋅ TB8563822 MLS
Beautifully renovated 3 bed, 2 bath home tucked away on a quiet cul-de-sac in the heart of Oldsmar. Vaulted ceilings welcome you in and open to an updated kitchen with a peninsula layout, wood shaker cabinets, quartz counters, a tile backsplash, and stainless steel appliances. You'll find new luxury vinyl plank flooring, updated baseboards, new light fixtures, and ceiling fans throughout, plus a 2023 HVAC system. The split floor plan gives the spacious primary suite its own private bath, and the indoor laundry comes with a stackable washer and dryer. Out back, enjoy a screened porch and a brick paver yard enclosed by a wood privacy fence. Just steps from Sheffield Park with its walking and running trail, tennis and basketball courts, playground, and covered pavilion. Minutes to new shopping and dining, with an easy drive to downtown Tampa, Tampa International Airport, Clearwater Beach, and St. Pete. Move-in ready with no HOA, no CDD, and no flood claims. Don’t miss this incredible opportunity to own a beautiful home in one of Oldsmar’s most sought after communities.

1912 Castle Bay Court, Oldsmar

1925 Castle Bay Court, Oldsmar
$300,000
3 Beds ⋅ 2 Baths ⋅ R4912040 MLS
Investors, bring your cash! This is an excellent opportunity to add value in a popular community with additional square footage, solid construction, great features, and all appliances included. The home also offers cold A/C and sits on a desirable corner lot. The nearly maintenance-free lot features front and rear pavers covering most of the outdoor space, plus a built-in backyard fire pit—ideal for entertaining or enjoying the outdoors. No HOA and no CDD! With some TLC and minimal repairs, this property has plenty of potential to shine and deliver strong upside for the right investor. This is an as-is, cash-only sale, offered for the seller's convenience. Bring your vision, your contractor, and your offer—this opportunity won't last!

1925 Castle Bay Court, Oldsmar

215 Woods Landing Trail, Oldsmar
$300,000
3 Beds ⋅ 3 Baths ⋅ TB8544503 MLS ⋅ 215 BLDG.
Step into luxury with this beautifully upgraded home featuring designer finishes throughout! The gourmet kitchen boasts sparkling quartz countertops and a brand-new built-in range, perfect for the chef at heart. Enjoy the comfort of newer appliances and a modern, energy-efficient A/C (only 5 years old). Upstairs, you'll find a convenient second-floor laundry with washer and dryer, while the custom wood stairway with open treads and elegant custom lighting on the handrail adds a touch of sophistication. Entertain in style with a large lanai featuring a newly installed roof, or relax in your private patio off the dinette for the perfect morning coffee spot. This home offers 3 spacious bedrooms and 2.5 bathroom, perfect for family living or hosting guests. Plus, enjoy the community pool and the unbeatable location in East Lake Woodlands, just a short stroll to the movie theatre, shopping, and restaurants.

215 Woods Landing Trail, Oldsmar

163 Dolphin Drive E, Oldsmar
$300,000
2 Beds ⋅ 2 Baths ⋅ TB8535936 MLS
163 Dolphin Drive, Oldsmar, FL Welcome to one of the standout homes in Gull-Aire Village, Oldsmar's highly sought-after 55+ community. Situated on a desirable corner lot, this beautifully renovated 2-bedroom, 2-bathroom home combines modern style with comfortable, low-maintenance living. From the moment you arrive, you'll appreciate the spacious two-car carport, attractive curb appeal, and thoughtful updates throughout. Inside, the open-concept floor plan creates an inviting space where the living room, family room, dining area, and beautifully remodeled kitchen with quartz counters and stainless steel appliances flow seamlessly together—ideal for everyday living or entertaining family and friends. The kitchen serves as the heart of the home with its contemporary finishes, generous workspace, and open sightlines to the main living areas and plenty of bright lighting. Both bedrooms are well-proportioned, and the updated bathrooms reflect the same quality craftsmanship found throughout the home. Outdoor living is just as impressive. The covered rear patio has been thoughtfully designed and is ready for your dream outdoor kitchen, creating the perfect setting for relaxing, dining, or hosting gatherings year-round. An attached storage shed provides plenty of room for tools, hobbies, seasonal décor, or golf cart accessories. Life in Gull-Aire Village offers more than just a beautiful home—it offers an exceptional lifestyle. Residents enjoy a vibrant calendar of social events, clubs, activities, and community gatherings throughout the year, making it easy to meet neighbors and stay engaged. The community's golf cart-friendly streets make it convenient and enjoyable to travel to the clubhouse, amenities, and visit with friends. Conveniently located near shopping, restaurants, medical facilities, parks, beautiful Gulf Coast beaches, Tampa International Airport, and the charming downtowns of Oldsmar, Safety Harbor, and Dunedin, you'll have easy access to everything the Tampa Bay area has to offer. If you've been searching for a move-in ready home where every detail has already been completed, 163 Dolphin Drive is an exceptional opportunity. Beautifully updated, thoughtfully designed, and located in one of Oldsmar's most welcoming communities, this home is truly one of Gull-Aire Village's finest.

163 Dolphin Drive E, Oldsmar

1909 Chesapeake Court, Oldsmar
$299,900
3 Beds ⋅ 2 Baths ⋅ TB8565513 MLS
INVESTOR SPECIAL! CASH OFFERS ONLY – SOLD AS IS! Calling all investors, flippers, and renovation enthusiasts! Opportunity awaits with this property offering tremendous potential for the right buyer! Situated on an oversized lot at the end of a quiet cul-de-sac in an established Oldsmar neighborhood, this home offers a fantastic location and endless possibilities for transformation! Featuring approximately 1,588 square feet of living space, this property is ready for a complete renovation. Whether you're looking for your next fix-and-flip project or an investment opportunity, bring your contractor, creativity, and vision! Location, lot size, and opportunity! Don't miss your chance to transform this diamond in the rough into something special! Seller will consider all reasonable offers. Buyer to verify all property information, renovation requirements, and potential resale value.

1909 Chesapeake Court, Oldsmar

110 Evelyn Court, Oldsmar
$299,900
4 Beds ⋅ 2 Baths ⋅ TB8544937 MLS
Virtually Staged. HUGE PRICE REDUCTION! Beautifully remolded villa in gated East Lake Woodlands is turnkey and move in ready. Recent updates include newly redesigned open concept kitchen with solid wood cabinets, soft close doors and drawers, under cabinet lighting, polished marble backsplash and elegant Quartz countertops. All new stainless steel appliances including refrigerator, range, dishwasher, microwave and disposer. Master bath shower and floor features new elegant porcelain tile, new fixtures, lighting, mirrors and dual sink vanity with Quartz top. Second bath also updated with new tub, tile, fixtures, lighting, mirrors and vanity with Quartz top. All new doors, lighting, fixtures and beautiful Luxury Vinyl Plank flooring throughout with 5.5-inch baseboards. Home has all new recessed lighting fixtures as well as fresh interior paint in neutral colors. HVAC system and Electrical panel recently updated as well. All windows and sliders were updated in 2018 and are Impact rated. Shingle roof replaced in 2019. Water Heater 2018. Primary bedroom features access to back patio through sliding glass doors, while the secondary bedroom/office has a private fenced patio through sliders with a pleasant nature view. Two convenient storage/utility rooms - one next to the carport out front and another on the back screen porch that overlooks a pond. East Lake Woodlands offers a gated setting, mature landscaping, scenic golf course surroundings, and optional country club memberships with golf, tennis, pickleball, swimming, fitness, dining, and social amenities available. 24hr manned guard gate along with 2 championship 18-hole golf courses. Conveniently located near shopping, restaurants, parks, beaches, and airports. One or more photo(s) was virtually staged.

110 Evelyn Court, Oldsmar

608 Timber Bay Circle E, Oldsmar
$299,000
3 Beds ⋅ 2 Baths ⋅ TB8562343 MLS
Welcome home to this beautifully maintained and thoughtfully updated 3-bedroom, 2-bath residence in the heart of Oldsmar! Offering the perfect blend of comfort, character, and peace of mind, this home is ready for its next owners to move right in and start enjoying the Florida lifestyle. With NO HOA fees, this property offers added peace of mind along with valuable updates throughout. The roof was replaced in 2020 and features hurricane straps, while additional improvements include select insulated windows, an impact-resistant bathroom window and patio doors (2019), an insulated impact garage door, and a new electrical panel in 2023. Beautiful oak hardwood flooring, installed in 2022 with sound-reducing underlayment, adds warmth and timeless appeal throughout the home. The kitchen is full of character, featuring gorgeous Silestone Copper Mist waterfall countertops, slate tile flooring, and a newer sink. Both bathrooms have also been tastefully updated with modern finishes, creating a comfortable, refreshed feel throughout. One of the home's standout features is the air-conditioned ented garage, offering wonderful flexibility for extra storage, a workshop, hobbies, or a space to make your own. Step outside and enjoy your morning coffee on the front porch, relax in the screened lanai, or unwind in your own private backyard retreat. Need room for your toys? The additional front parking pad is ideal for a boat, golf cart, or RV! Located in a golf cart-friendly community, you'll love being just minutes from local parks, boat ramps, kayak launches, and Oldsmar's popular community events. Tampa International Airport is approximately 12 miles away, making travel convenient while allowing you to enjoy the comfort and charm of your own neighborhood. No HOA fees, meaningful upgrades, inviting outdoor spaces, and a location that makes enjoying Florida easy! This home truly deserves a closer look! The sellers are motivated and ready to make a deal, creating an excellent opportunity for the next fortunate homeowner to make this special property their own. Come see all that Oldsmar has to offer. You may just find the home you've been waiting for!

608 Timber Bay Circle E, Oldsmar

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