Single Family Homes for Sale in Oldsmar, FL

2 Beds ⋅ 2 Baths ⋅ Bayside Meadows Ph Ii SubDv.

Short Sale. SHORT SALE – Short sale process has been initiated to help facilitate an efficient transaction. Buyers and buyers’ agents are welcome to schedule showings. All offers are subject to lender approval. Excellent opportunity! Welcome to this beautifully updated 2-bedroom, 2-bath villa with a 1-car garage, offering comfort, privacy, and convenience in a quiet, sidewalk-lined community. This desirable end unit is tucked away on a private cul-de-sac and features the largest yard in the community, a rare find! Inside, you’ll find a spacious living area and a generous primary suit with a walk-in closet and private in suite bathroom. Two large lanais provide plenty of space to relax, entertain, and enjoy the Florida lifestyle. Recent updates include a new HVAC system, luxury vinyl plank flooring throughout, fresh interior paint, a fenced backyard, a water heater approximately 2 years old, and a roof approximately 4 years old. Enjoy the community pool or take a short walk to Sheffield Park, just 0.4 miles away. Conveniently located near Publix, shopping, restaurants, and Starbucks, with the beach approximately 9 miles away and Tampa International Airport approximately 13 miles away. With low HOA fees, valuable updates, a large private yard, and a convenient location, this villa offers a wonderful opportunity for a full-time residence or seasonal Florida getaway. Schedule your showing and bring your offer!

2031 Dover Court, Oldsmar

$300,000

3 Beds ⋅ 2 Baths ⋅ Sheffield Village Ph Ii At Bayside Meadows SubDv.

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

$574,900

3 Beds ⋅ 3 Baths ⋅ Worthington SubDv.

Virtually Staged. Welcome to 4951 Augusta Avenue, a spacious two-story pool home situated on a desirable corner lot in the gated East Lake Woodlands community. Offering approximately 2,316 square feet, this well-maintained residence features 3 bedrooms, 2.5 bathrooms, a versatile upstairs loft, a formal living room, and a 2-car garage. A grand two-story entrance welcomes you into a bright interior with soaring vaulted ceilings and abundant natural light. The formal living and dining areas provide an elegant setting for entertaining, while the comfortable main living space offers plenty of room for everyday relaxation. Upstairs, the open loft can serve as a home office, media area, game room, or additional lounge space. Step outside to your private screened swimming pool and covered patio—an ideal setting for entertaining, outdoor dining, or relaxing while enjoying Florida’s year-round sunshine. The screened enclosure provides additional comfort, while the corner lot offers extra outdoor space and privacy. Ideally located near Tampa Road, East Lake Road, and McMullen Booth Road, the property offers convenient access to Oldsmar, Palm Harbor, Safety Harbor, Clearwater, Westchase, and Tampa. Shopping, restaurants, medical facilities, Tampa Bay Downs, Countryside Mall, parks, nature preserves, and recreational trails are all nearby. Gulf beaches, Honeymoon Island, Tarpon Springs, and Tampa International Airport are also within easy reach. East Lake Woodlands Country Club offers golf, tennis, pickleball, fitness, swimming, dining, and social activities through optional membership. Enjoy private pool living, flexible interior space, and a central Tampa Bay location within an established gated community.

4951 Augusta Avenue, Oldsmar

$354,900

3 Beds ⋅ 2 Baths ⋅ Harbor Palms-Unit Five SubDv.

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

$349,900

4 Beds ⋅ 2 Baths ⋅ Harbor Palms-Unit Five SubDv.

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

$320,000

2 Beds ⋅ 2 Baths ⋅ Harbor Palms-Unit Two SubDv.

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

$320,995

3 Beds ⋅ 1 Baths ⋅ Oldsmar Country Club Estates Sec 3 SubDv.

"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

$445,000

4 Beds ⋅ 2 Baths ⋅ Oldsmar Country Club Estates Sec 3 SubDv.

Completely renovated property; You deserve a quality home that you can shape to fit your personality. And here it is. Invite your family and friends for quality time in a home that reflects your spirit. The living space's stylish a blank canvas you can make your own. You’ll love the beautiful kitchen complete with premium cabinets, granite countertops and stainless steel appliances. The cooking space is roomy and set up to accommodate a cook who knows their way around a kitchen. The backyard brings the whole house together. Keep the fun going in this wide-open fenced backyard that your furry friends will be more than happy to claim for themselves.

311 Country Club Drive, Oldsmar

$524,000

5 Beds ⋅ 3 Baths ⋅ Oldsmar Rev Map SubDv.

MOTIVATED SELLER! Will consider owner financing or partial property trade. Charming older block home. 5 bedroom 3 bath ranch style home in Historic Part of Oldsmar. 300 yds from Tampa Bay and 2 blocks from an "A" rated Elementary School. Home has several upgrades but needs a little TLC. Home sits on 2 lots, and the vacant Lot 13 is available for separate purchase at $349k. You can purchase the house on Lot 12 only for $449k and a leaseback of Lot 13. Water view lots!!

604 Chestnut Street, Oldsmar

$569,900

3 Beds ⋅ 3 Baths ⋅ Bay Arbor Unit 1a SubDv.

WELCOME HOME TO BAY ARBOR! This stunning 3-bedroom, 2.5-bathroom pool home offers the perfect combination of style, privacy, space, and location in one of Oldsmar’s most desirable gated communities. Situated on a peaceful, wooded lot with NO REAR NEIGHBORS, this move-in-ready home delivers the private backyard retreat buyers dream about while still being just minutes from everything Oldsmar has to offer! From the moment you arrive, the impressive curb appeal sets the tone with lush landscaping, a pavered driveway, and a beautiful paver walkway leading to the front door. Step inside and immediately appreciate the soaring two-story ceilings, abundant natural light, and spacious open layout. The Great Room, Dining Room, and Kitchen flow seamlessly together, creating an inviting space that is equally perfect for everyday living or entertaining. The beautifully remodeled kitchen (2022) is the heart of the home and features quartz countertops, stainless steel appliances, decorative backsplash, abundant cabinetry, generous counter space, and a charming eat-in area. Just beyond the kitchen, the formal dining area provides the perfect setting for family dinners and special gatherings. The highly desirable FIRST-FLOOR PRIMARY SUITE offers exceptional privacy and convenience, complete with a spacious walk-in closet and a fully remodeled ensuite bathroom (2022). The spa-like bath features dual vanities, a garden tub, and an oversized step-in shower with stunning decorative tile, five shower sprayers, and a built-in Bluetooth speaker. Upstairs, you'll find two additional bedrooms and a guest bathroom. Need a home office, playroom, or flex space? The possibilities are endless. And then there's the BACKYARD OASIS! Step through the converted porch area, an ideal spot for a small home office, reading nook, or relaxation space—and head outside to your private resort-style retreat. The expansive pavered pool deck, PebbleTec saltwater pool, and spillover spa create an incredible outdoor living experience. With brand-new pool equipment (2024) and Pentair automation with Touch system, enjoying your pool has never been easier. The screened-in patio provides the perfect setting for morning coffee, weekend barbecues, or relaxing evenings while overlooking the tranquil wooded backdrop. The upgrades continue throughout the home, including a NEW ROOF (2019), interior and exterior paint (2021), new garage doors and opener (2023), and epoxy-coated garage floors (2024). Located within the gated Bay Arbor community, this home offers an unbeatable Oldsmar lifestyle with easy access to highly regarded schools, shopping, restaurants, parks, trails, and RE Olds Park. Enjoy the best of peaceful suburban living without sacrificing convenience, with Tampa, Clearwater, and the Gulf beaches all within easy reach. Homes offering this combination of a first-floor primary suite, remodeled interiors, private wooded setting, and resort-style pool are hard to find. Don't miss your opportunity to make Bay Arbor your new neighborhood! Schedule your private showing today!

212 Arbor Woods Circle, Oldsmar

$319,900

4 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cluster Homes SubDv.

Virtually Staged. 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. MOTIVATED SELLER! ALL OFFERS CONSIDERED

110 Evelyn Court, Oldsmar

$319,000

2 Beds ⋅ 2 Baths ⋅ Harbor Palms - Unit Six SubDv.

Virtually Staged. 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

Single Family Homes for Sale in Oldsmar, FL

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