Oldsmar Homes for Sale

Oldsmar Homes for Sale

Welcome to Oldsmar, Florida – a hidden gem nestled in the heart of Pinellas County! This charming city offers a perfect blend of suburban tranquility and vibrant community life, making it an ideal place for families, young professionals, and retirees alike. With its picturesque parks, scenic waterfront, and friendly neighborhoods, Oldsmar is a delightful escape from the hustle and bustle of larger cities while still providing easy access to all that the Tampa Bay area has to offer.

Oldsmar boasts a rich history, having been founded in the early 1900s, and it continues to thrive with a diverse array of local shops, restaurants, and recreational opportunities. Enjoy a leisurely stroll along the Oldsmar Trail or spend a day at the beautiful Oldsmar Park, where you can picnic, play sports, or simply soak up the Florida sunshine. For those who love the water, the nearby Old Tampa Bay offers fantastic opportunities for boating, fishing, and kayaking.

If you’re considering making Oldsmar your home, you’re in luck! The real estate market here features a variety of homes for sale, catering to all tastes and budgets. From cozy single-family homes to modern townhouses and spacious waterfront properties, there’s something for everyone. With a strong sense of community and excellent schools, Oldsmar is a place where you can truly feel at home.

Explore the available homes for sale in Oldsmar today and discover the perfect spot to start your next chapter in this enchanting Florida city!

Newest Oldsmar Homes for Sale

$395,000
3 Beds ⋅ 2 Baths ⋅ Oldsmar Country Club Estates Sec 1 Rep 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. - **3 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.

345 Country Club Drive, Oldsmar
$354,900
3 Beds ⋅ 2 Baths ⋅ Harbor Palms-Unit Five SubDv. ⋅ 34677 Zip Code
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. ⋅ 34677 Zip Code
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
$329,000
2 Beds ⋅ 2 Baths ⋅ Harbor Palms-Unit Two SubDv. ⋅ 34677 Zip Code
MOVE-IN READY POOL HOME | NO HOA | 2 BEDROOMS | 2 BATHROOMS | NEW ROOF 2025 Welcome to your new home, a move-in ready 2-bedroom, 2-bathroom block home in Harbor Palms featuring a screened-in pool, fully fenced backyard, 1-car garage, and no HOA. Located on a quiet residential street in Oldsmar, this home offers comfortable Florida living with easy access to Tampa, Palm Harbor, Dunedin, and the Gulf beaches. The interior features a functional layout with tile flooring throughout the living room, dining area, and bedrooms for easy maintenance. The kitchen includes granite countertops, tile backsplash, and stainless steel appliances. Ceiling fans are located throughout the home. The primary bedroom offers a walk-in closet and private en-suite bathroom with a walk-in shower. The second bedroom includes a built-in closet, providing convenient storage. Outside, sliding glass doors open to an enclosed Florida room, overlooking the private pool and screened in paver deck. The fully fenced vinyl backyard offers plenty of space for entertaining, outdoor recreation, pets, or gardening. Conveniently located near shopping, restaurants, parks, schools, major roadways, and the Gulf beaches. Easy access to Alt-19 provides convenient connections throughout the area, while the nearby Jolly Trolley offers access toward Dunedin and Tarpon Springs. With a private pool, screened lanai, fenced yard, block construction, garage, updated roof (2025), no HOA, and convenient location, this home offers a combination of features that is increasingly difficult to find.

1806 Driftwood Circle S, Oldsmar
$550,000
3 Beds ⋅ 2 Baths ⋅ Kingsmill SubDv. ⋅ 34677 Zip Code
Welcome to 624 Kingsmill Court, a thoughtfully updated 3-bedroom, 2-bathroom home featuring high 9-foot ceilings and an attached 2-car garage, tucked inside the gated East Lake Woodlands community. Set on a peaceful conservation lot, this home offers privacy, natural views and beautifully redesigned living spaces throughout. At the heart of the home is an impressive updated kitchen featuring abundant cabinetry, expansive stone countertops, stainless steel appliances, a statement range hood and brass accents. A spacious center island provides additional prep and storage space, while the separate breakfast-bar peninsula offers generous seating and plenty of room for entertaining guests. The kitchen flows seamlessly into the open living and dining areas, where a modern fireplace with a warm wood-slat accent wall creates an inviting focal point. Wood flooring carries throughout the main living spaces and bedrooms. The spacious primary suite features shutters, tranquil backyard views, a walk-in closet and a private en-suite bathroom. Two additional bedrooms provide flexibility for guests, a home office, nursery or playroom. The updated secondary bathroom includes a walk-in shower, stylish vanity, decorative lighting and built-in open shelving. Just beyond the main living area, the glass-enclosed lanai offers a relaxing extension of the home and the perfect place to enjoy your morning coffee while overlooking the lush conservation setting. Additional features include a dedicated interior laundry room, generous storage and an attached 2-car garage. Even better, two of the home’s major systems have already been updated, with a NEW ROOF installed in 2023 and NEW AC in 2022! Residents may also explore optional membership opportunities at Ardea Country Club at East Lake Woodlands. Separate club memberships may provide access to golf, tennis, pickleball, swimming pools, a fitness center, clubhouse dining, social events and recreational programming. Membership is not included with the home or HOA and is subject to separate fees, availability and club approval. Conveniently located near restaurants, shopping, trails, beaches and both Tampa International and St. Pete-Clearwater International airports, this beautifully updated home combines peaceful gated-community living with easy access to everything Tampa Bay has to offer. Bonus: The seller’s preferred lender is offering 1.25% toward the buyer’s closing costs or a rate buydown, creating an excellent opportunity for qualified buyers.

624 Kingsmill Court, Oldsmar
$320,999
3 Beds ⋅ 1 Baths ⋅ Oldsmar Country Club Estates Sec 3 SubDv. ⋅ 34677 Zip Code
**Welcome to 310 Country Club Dr — Beautifully Renovated & Move-In Ready!** 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
$419,500
2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village Ph 2b SubDv. ⋅ 34677 Zip Code
Lovely Waterfront Single Family Home in Gull-Aire Village—never flooded, came through Hurricane Helene completely dry. Current appraisal is in the attachments. 534 Canal Way features a slab foundation, block and stucco construction on a continuous footing. Built in 2001, it offers 1,873 heated sq. ft., 2,441 sq. ft. under roof, and an attached 483 sq. ft. two-car garage. It includes two bedrooms, two full baths, granite kitchen countertops, and built-in bookshelves in the master bedroom. Upgrades include a new A/C system (2026), replacement windows and doors (2020), a $20k Generac standby generator with 300 Gallon propane tank (2020), and a porch added in December 2020. The roof was installed in 2014. There are too many extras to list. The backyard is a true highlight, featuring a lawn that slopes directly down to the water with no seawall, making it easy to launch a kayak, canoe, or small jon boat. With no seawall to maintain or replace, upkeep is minimal. Please note: there is no dock or boat lift, making this ideal for paddlers and small craft. The home is adapted for easy living, complete with a powered chair lift from the driveway to the front door, step railings, assisted lifting rails in the bedroom, and a Kohler walk-in tub in the second bathroom. Gull-Aire Village is a deed-restricted 55+ community where you own the land, with an HOA fee of just $70/month. Amenities include a clubhouse, large heated pool, spa, sauna, library, enclosed shuffleboard, bocce, picnic area, art gallery, and resident-run activity groups. Oldsmar has designated this a golf cart-friendly community. One pet per home is permitted, and association approval is required prior to closing. Conveniently located under a mile from Woodlands Square (Bealls, Marshalls, Ulta, PetSmart, AMC Theatres, Craft Street Kitchen, Shaker and Peel, and Eve's Family Restaurant). Publix, Target, Walmart Neighborhood Market, and Mease Countryside Hospital are within two miles. A walking/biking trail along Canal Way leads to Sheffield Park. Honeymoon Island is approximately 9 miles away, and Tampa International Airport is about 15 miles out. Room dimensions are approximate and should be verified by buyer.

534 Canal Way, Oldsmar
$489,000
4 Beds ⋅ 2 Baths ⋅ Oldsmar Country Club Estates Sec 3 SubDv. ⋅ 34677 Zip Code
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
$559,000
5 Beds ⋅ 3 Baths ⋅ Oldsmar Rev Map SubDv. ⋅ 34677 Zip Code
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.

604 Chestnut Street, Oldsmar
$599,000
3 Beds ⋅ 3 Baths ⋅ Bay Arbor Unit 1a SubDv. ⋅ 34677 Zip Code
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
$324,900
4 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cluster Homes SubDv. ⋅ 34677 Zip Code
Beautifully remolded villa in gated East Lake Woodlands is turnkey and move in ready. Recent updates include newly redesigned open concept kitchen with shaker style cabinets, soft close doors and drawers, under cabinet lighting, polished marble backsplash and beautiful 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. HVAV 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. Unit offers a private fenced patio off one of the bedrooms 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, airports. Porch carpet to be replaced with commercial grade earth tone color.

110 Evelyn Court, Oldsmar
$329,000
2 Beds ⋅ 2 Baths ⋅ Harbor Palms - Unit Six SubDv. ⋅ 34677 Zip Code
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
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