Oldsmar Real Estate

Oldsmar Real Estate

Welcome to Oldsmar, Florida – a hidden gem nestled in the heart of Pinellas County! With its unique blend of small-town charm and modern conveniences, Oldsmar offers residents a vibrant community filled with rich history, lush parks, and a welcoming atmosphere.

Founded in the 1910s, Oldsmar has evolved into a thriving city that embraces its past while looking forward to the future. The city’s name pays homage to the Olds Motor Vehicle Company, which played a significant role in its early development. Today, Oldsmar is known for its picturesque landscapes, including the stunning waterfront along the Old Tampa Bay, where locals and visitors alike can enjoy breathtaking sunsets and recreational activities.

Outdoor enthusiasts will find plenty to love in Oldsmar, with numerous parks and trails scattered throughout the city. The popular Oldsmar Park and the serene Mobbly Bayou Wilderness Preserve offer ample opportunities for hiking, biking, and bird-watching. For those who enjoy water sports, the nearby beaches and marinas provide the perfect backdrop for kayaking, fishing, and boating adventures.

Oldsmar is also home to a diverse array of dining and shopping options, from quaint cafés to bustling retail centers. The city hosts various community events throughout the year, fostering a strong sense of belonging among residents.

Whether you’re looking for a family-friendly neighborhood, a vibrant social scene, or simply a peaceful place to call home, Oldsmar has it all. Discover the magic of this charming city and see why so many are proud to call Oldsmar their home sweet home!

Newest Listings in Oldsmar

366 Rainforest Court, Oldsmar
$524,900
4 Beds ⋅ 2 Baths ⋅ Fountains At Cypress Lakes The SubDv. ⋅ 34677 Zip Code
Welcome to this beautifully maintained 4 bedroom, 2 bathroom home in The Fountains at Cypress Lakes where comfortable living meets timeless style. An inviting open-concept floor plan, soaring vaulted ceilings and abundant natural light create a bright and airy atmosphere throughout. Ceramic tile flooring extends throughout the home offering a cohesive look and easy-care convenience. The stunning remodeled kitchen serves as the heart of the home featuring gorgeous granite countertops, a stylish tile backsplash, a stainless steel undermount sink, refaced cabinetry and a convenient pantry closet. The spacious living area showcases a fireplace converted to electric adding a cozy touch to the home's welcoming ambiance. Both bathrooms were remodeled in 2015 and thoughtful improvements include HVAC replacement in 2022, stainless steel appliances installed in 2019, hurricane-impact windows installed in 2019 and fresh exterior paint in 2026. A new roof is scheduled for installation in October 2026. Additional highlights include new ceiling fans, abundant storage, linen closets, an irrigation system utilizing reclaimed water and an inviting screened-in back patio with attractive paver flooring. The screened lanai is an ideal setting for morning coffee, outdoor dining or relaxing evenings. The driveway and patio pavers were installed in 2008, adding to the home's established outdoor appeal. Located in Flood Zone X, this property offers added peace of mind and flood insurance is generally not required by lenders for financed purchases in this zone. Perfectly positioned in the heart of Tampa Bay, The Fountains at Cypress Lakes offers convenient access to Tampa, St. Petersburg, the beautiful Gulf beaches and Tampa International Airport while providing a peaceful, nature-inspired community setting. Forest Lakes elementary school is conveniently located directly across the street from the neighborhood which is a highly rated elementary school that boasts an A rating and ranks among the top public elementary schools in Pinellas County. Enjoy nearby shopping, exceptional dining and outdoor recreation at Bicentennial Park, R.E. Olds Park and Veterans Memorial Park all within just a few miles. Combining a desirable location, inviting indoor and outdoor living spaces and numerous valuable updates, this home is a wonderful opportunity to enjoy the best of the Tampa Bay lifestyle!

366 Rainforest Court, Oldsmar
St Petersburg Drive, Oldsmar
$390,000
34677 Zip Code
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
131 Woodlake Wynde, Oldsmar
$159,500
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Woodlake Run SubDv. ⋅ 34677 Zip Code
AMAZING POTENTIAL in East Lake Woodlands, NON-Flood Zone and your Cable, Internet & Water is included in the HOA! This accessible first-floor condo is a fantastic opportunity to create your forever dream space. Located directly across from the heated community pool, this condo bursts with potential and is located in a highly desirable central location within the East Lake Woodlands community. Enjoy both your screened-in front and back patios, providing two comfortable outdoor spaces to relax and enjoy nature without the bugs! Inside, you’ll find tile flooring throughout, a spacious living room and dining room combo with a wet bar, and an open kitchen with plenty of extra counter seating. The washer and dryer are conveniently located right outside the kitchen in the front patio laundry closet, and being on the first floor means easy access with no stairs to navigate. This guard-gated community offers a peaceful setting surrounded by mature landscaping and wildlife, and if you decide to join the Ardea club, the main clubhouse, golf course, and tennis courts are right across the street. The HOA fee includes: Cable TV, Internet, Water, Community Pool, Escrow reserves, Maintenance Exterior, Roof, Grounds Maintenance, Security and Trash. East Lake Woodlands is home to the Adrea Country Club offering a variety of optional memberships for homeowners to join. These exclusive amenities include Two Championship 18-hole Golf Courses, Tennis and Pickleball Courts, Clubhouse Bar, Casual and Fine Dining, Fitness Center, Splash Pad, Swimming Pools, Clubhouse Events and more. Centrally located near top-rated schools, trending restaurants, shopping, movies, parks, Tarpon Lake, Gulf Coast beaches, local hospitals, Tampa Airport and more, you’ll never run out of activities in town!

131 Woodlake Wynde, Oldsmar
1704 Hibiscus Circle S, Oldsmar
$425,000
3 Beds ⋅ 2 Baths ⋅ Harbor Palms-Unit Six SubDv. ⋅ 34677 Zip Code
Welcome to this beautifully remodeled 3-bedroom, 2-bathroom home in Oldsmar, offering a desirable split-bedroom floor plan, modern finishes, and exceptional Florida indoor-outdoor living. Featuring a brand-new roof installed in 2026, hurricane impact windows and doors, tile flooring throughout, and a fully remodeled interior, this home is truly move-in ready. The stunning kitchen features quartz countertops, brand-new cabinetry, stainless steel appliances, and a spacious island with bar seating, creating the perfect spot for casual meals, morning coffee, or entertaining guests. The kitchen seamlessly flows into the spacious family room, surrounded by sliders and windows overlooking the sparkling pool, bringing in an abundance of natural light and creating a beautiful connection between the indoor and outdoor living spaces. The home offers two separate living areas, including a welcoming main living room and a secondary family room, providing plenty of flexibility for entertaining, relaxing, or everyday living. Both bathrooms have been completely remodeled, including the spacious primary suite with a double vanity and walk-in closet. Step outside to your private backyard oasis featuring a freshly resurfaced swimming pool, new pavers, a newly screened pool enclosure, and a brand-new aluminum fence surrounding the property. The pool area also offers convenient direct access to a bathroom, making pool days and entertaining effortless. The freshly remodeled garage adds even more functionality, while a backyard storage shed provides additional space for tools, equipment, and outdoor essentials. With no HOA, you have the freedom and flexibility to enjoy the property your way. Conveniently located in Oldsmar with easy access to Tampa International Airport, Gulf Coast beaches, shopping, dining, parks, and major roadways, this home combines modern upgrades, privacy, and the Florida lifestyle in one exceptional package. Zoned for Oldsmar Elementary, Carwise Middle, and East Lake High School, this is a fantastic opportunity to own a completely updated home in a highly convenient Oldsmar location.

1704 Hibiscus Circle S, Oldsmar
583 Longwood Court, Oldsmar
$509,999
3 Beds ⋅ 2 Baths ⋅ Manors Of Forest Lakes The SubDv. ⋅ 34677 Zip Code
Welcome to your own private Florida retreat in desirable Oldsmar! This spacious 3-bedroom, 2-bath home with a 2-car garage sits on over a quarter acre, offering plenty of room to relax, entertain in your enclosed sunroom, and enjoy the Florida lifestyle. Step outside to your private backyard oasis featuring a sparkling swimming pool and relaxing hot tub, under a large screened enclosure—perfect for cooling off on sunny afternoons, unwinding after a long day, or entertaining family and friends year-round. The generous homesite provides added privacy and outdoor space rarely found in many neighborhoods. Inside, the well-designed floor plan offers comfortable living spaces, three generously sized bedrooms, and two full baths, making the home ideal for everyday living or entertaining. The attached 2-car garage provides ample parking and additional storage. Conveniently located in Oldsmar, with easy access to Tampa, Clearwater, Tampa International Airport, shopping, dining, parks, recreation, and the beautiful Gulf Coast beaches. Enjoy the perfect combination of space, location, and resort-style outdoor living. Don't miss the opportunity to make this Oldsmar pool home your own—schedule your private showing today!

583 Longwood Court, Oldsmar
127 Nancy Drive Unit 127, Oldsmar
$205,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Condo SubDv. ⋅ 34677 Zip Code
Move-In Ready, Renovated First-Floor Condo in East Lake Woodlands! Relax & enjoy effortless Florida living w/ the much-coveted combination of a FIRST-FLOOR, MOVE-IN READY, MAINTENANCE-FREE 2-bedroom, 2-bath condo in the desirable gated golf community of East Lake Woodlands! This beautifully updated home has all the bells & whistles, including granite countertops, shaker-style cabinetry, tiled backsplash, LED lighting, tile & luxury laminate flooring throughout, Maytag washer & dryer, & an inlaid travertine-tiled patio floor. You'll like the peace of mind of a newer HVAC System & water heater (both '21). Be "wowed" w/ the peaceful & tranquil conservation & wooded views from the rear of the home! The excellent floorplan provides an open feel w/ abundant natural light & rear sliders leading to your private covered patio w/ additional storage—a perfect spot to relax & enjoy the natural surroundings. The desirable two-way split-bedroom plan offers both privacy & functionality. The spacious primary suite features an impressive three walk-in closets—one large & two additional closets—along w/ a private bath suite. Both bedrooms feature luxury laminate flooring w/ NO CARPET. Ground-floor living makes everyday access easy, & covered parking adds another level of convenience. Even better, the community swimming pool & clubhouse are located directly across the street, making it easy to enjoy the Florida lifestyle just steps from home. This Condo is NOT in a flood zone (Zone X). For those seeking additional resort & country club amenities, Ardea Country Club offers optional private memberships for addl. fees, incl. access to two 18-hole championship golf courses, tennis & pickleball, fitness center & classes, heated lap & free-form pools, dining, & social events. Membership is separate from the community. East Lake Woodlands offers a premier Oldsmar location convenient to shopping, restaurants, parks, medical facilities, A-rated schools, Tampa International Airport, award-winning Gulf beaches, & the many professional sporting events, concerts & entertainment destinations throughout the Tampa Bay area. Whether you're looking for a full-time residence, seasonal Florida retreat, or investment opportunity, this renovated first-floor condo combines comfort, convenience, peaceful, wooded views & the gated-community lifestyle that makes East Lake Woodlands such a desirable place to call home!

127 Nancy Drive Unit 127, Oldsmar
950 Waverly Street, Oldsmar
$699,000
3 Beds ⋅ 2 Baths ⋅ Country Club Add To Oldsmar Rev SubDv. ⋅ 34677 Zip Code
LOOKS LIKE IT CAME STRAIGHT OFF HGTV! Welcome to this GORGEOUS, COMPLETELY REMODELED POOL HOME situated on an incredible 1.01-ACRE LOT in Oldsmar! Offering 3 bedrooms, 2 baths and over 2,000 SQ FT of beautifully updated living space, this stunning home has been transformed from top to bottom with stylish finishes, thoughtful upgrades and major improvements already completed. From the moment you step inside, you’ll love the fresh, modern feel. The beautifully remodeled kitchen features NEW SOLID WOOD CABINETRY, NEW QUARTZ COUNTERTOPS, NEW STAINLESS STEEL APPLIANCES, INCLUDING AN OVEN WITH AIR FRY SETTING, and plenty of space for cooking and entertaining. NEW LUXURY VINYL PLANK AND TILE FLOORING flows throughout the home, complemented by NEW LIGHTING, NEW PLUMBING FIXTURES AND FRESH INTERIOR PAINT. The spacious split-bedroom floor plan offers multiple living areas, including a family room, great room and separate formal dining room, while the impressive STONE WOOD-BURNING FIREPLACE adds warmth and character. Retreat to the private primary suite featuring a spacious walk-in closet and a STUNNING SPA-LIKE BATHROOM, beautifully remodeled to create a relaxing, luxurious escape. And the updates don’t stop with the beautiful interior! This home also features a NEW ROOF, NEW GUTTERS, NEW ELECTRICAL PANEL, TWO NEW HVAC SYSTEMS AND FRESH EXTERIOR PAINT, giving you the benefit of extensive improvements both inside and out. Step outside and discover your own PRIVATE FLORIDA OASIS! The REFINISHED IN-GROUND POOL overlooks the expansive property surrounded by mature trees, creating an incredible setting for entertaining, relaxing or simply enjoying the outdoors. Enjoy easy access to BEACHES, AIRPORTS, SHOPPING, DINING, PARKS, RECREATION and everything the Tampa Bay area has to offer. THIS IS THE ONE YOU'VE BEEN WAITING FOR—SCHEDULE YOUR PRIVATE SHOWING TODAY!

950 Waverly Street, Oldsmar
110 Lakeside Court Unit 110, Oldsmar
$149,900
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Condo SubDv. ⋅ 34677 Zip Code
Virtually Staged. Welcome to effortless Florida living in this beautifully updated 2-bedroom, 2-bathroom second-floor condo, ideally situated within the gated community of East Lake Woodlands. Offering a spacious great-room floor plan and a recently remodeled interior, this charming residence combines comfort, convenience, and a relaxed resort-style lifestyle. The inviting kitchen has been upgraded with tile countertops and a contemporary backsplash, creating a stylish and functional space for everyday living and entertaining. The main living areas and bedrooms feature comfortable carpeting, while both bathrooms offer neutral finishes and appointments, providing a versatile backdrop for your personal decorating style. The generously sized primary bedroom offers an abundance of space and features two walk-in closets for exceptional storage. Sliding glass doors provide easy access to the private screened-in porch, where you can unwind with your morning coffee or enjoy a peaceful evening while taking in relaxing views of the expansive green space. The porch also provides convenient access to the laundry closet. Recent improvements include a new hot water heater installed in 2026, offering added peace of mind for the new owner. The condo also includes covered carport parking conveniently located next to the mailbox, making everyday living even more convenient. Residents of this quiet, well-maintained gated community have access to a beautiful community pool, providing the perfect setting for cooling off, relaxing, or entertaining guests. For those seeking an even more elevated country-club lifestyle, residents have the option to join Ardea Country Club for an additional fee. Membership opportunities include access to an impressive array of amenities, including: Two championship 18-hole golf courses, Pickleball and tennis courts, Olympic-style lap pool, Fitness center, On-site restaurant A variety of social activities and events Beyond the community, the location offers exceptional convenience. Enjoy easy access to airports, medical facilities, shopping, restaurants, beautiful Gulf beaches, and a wide variety of entertainment and recreation, all just a short drive away. Whether you're looking for a full-time residence, a seasonal retreat, or a low-maintenance Florida getaway, this lovely East Lake Woodlands condo offers comfort, convenience, and carefree living in a peaceful country-club setting.

110 Lakeside Court Unit 110, Oldsmar
151 Lakeview Way Unit 151, Oldsmar
$189,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Condo SubDv. ⋅ 34677 Zip Code
Virtually Staged. WATERFRONT, GROUND FLOOR, UPDATED and MOVE-IN READY! Enjoy one of the most peaceful, nature-filled views in the highly sought-after East Lake Woodlands community from this beautifully updated 2-bedroom, 2-bath condo with assigned COVERED PARKING. Step inside to a spacious, open layout with NO CARPET and plenty of natural light. The updated kitchen features NEW GRANITE COUNTERTOPS, NEW CABINETS, a pantry closet, generous storage, and a large breakfast bar overlooking the dining and living areas. The inviting living room features a cozy WOOD-BURNING FIREPLACE, perfect for those occasional cool Florida evenings. Sliding glass doors from BOTH the living room and primary suite open to the tiled lanai, creating a wonderful extension of the living space and the perfect place to enjoy your morning coffee while taking in the tranquil WATERFRONT VIEW and surrounding wildlife. The spacious primary suite features QUARTZ COUNTERTOPS, WALK-IN SHOWER, and a stylish NEW BARN DOOR. The guest bathroom includes a newer vanity, and both bathrooms feature NEW ELONGATED CHAIR-HEIGHT TOILETS installed in 2023. You'll also appreciate the abundance of closet and storage space throughout the home. Additional updates include a NEW A/C IN 2023, NEW BLINDS IN 2023, NEW CEILING FANS, laminate flooring in both bedrooms, and ceramic tile throughout the remainder of the condo, including the lanai. Assigned covered parking is included, along with plenty of additional guest parking. The community HEATED POOL is just a short walk away for year-round enjoyment. East Lake Woodlands offers a beautiful, gated country club setting surrounded by mature landscaping, lakes, and natural Florida scenery. Optional club memberships provide access to additional amenities that may include golf, tennis, fitness, dining, pools, and clubhouse facilities. Conveniently located near shopping, restaurants, parks, beaches, and Tampa International Airport. GROUND FLOOR + WATERFRONT VIEW + UPDATED INTERIOR + COVERED PARKING + NO CARPET = Florida living made easy!

151 Lakeview Way Unit 151, Oldsmar
210 Woodlake Wynde, Oldsmar
$177,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Woodlake Run SubDv. ⋅ 34677 Zip Code
Welcome to this inviting 2-bedroom, 2-bathroom condo in the gated Woodlake Run community, in the coveted East Lake area, offering a comfortable layout and a peaceful pond view. This 2nd floor unit provides a spacious living room area, ample storage, vaulted ceilings, tile flooring, and transom windows on both sides that bring in an abundance of natural light. A convenient dry bar with recessed lighting adds a great touch for entertaining. Sliding glass doors lead to the screened-in patio, creating a relaxing outdoor space overlooking the pond. The patio also features a dedicated washer and dryer closet for added convenience. The primary suite offers a tranquil retreat with his-and-hers closets, a sliding glass door providing direct access to the screened patio and pond view, plus an extended vanity and tub/shower combination. The second bedroom is generously sized and is complemented by a full bathroom. Tile flooring runs throughout the main living areas, while the bedrooms feature newer Luxury vinyl plank flooring. Recent major updates include a 2024 HVAC system and 2021 water heater. The HOA includes gate access with guard, access to the community pool, cable TV, internet, exterior maintenance, grounds maintenance, sewer, water, trash, and designated parking & guest parking. Conveniently located in Oldsmar, this condo offers a great combination of comfort, low-maintenance living, and desirable community amenities. Enjoy easy access to many of the area's popular attractions, including Oldsmar's waterfront, parks, recreation areas, and nearby shopping and dining. The area's location also provides convenient access to Tampa, making it easy to enjoy the city's restaurants, entertainment, sporting events, and cultural attractions. Tampa International Airport is also within convenient driving distance, adding to the appeal for travelers and those looking for an accessible Tampa Bay location.

210 Woodlake Wynde, Oldsmar
152 Douglas Road W Unit A, Oldsmar
$199,900
2 Beds ⋅ 2 Baths ⋅ SubDv. ⋅ 34677 Zip Code
Virtually Staged. Enjoy an outstanding Oldsmar location with convenient access to some of Tampa Bay's most popular destinations! This spacious and thoughtfully updated 2-bedroom, 1.5-bath corner-unit townhome offers 1,080 square feet of living space, significant exterior improvements, an updated kitchen, generously sized bedrooms, and multiple outdoor living areas, all with an HOA fee of just $75 per month. Step inside to find luxury vinyl plank flooring throughout, a freshly painted first floor, and an open living and dining area with plenty of room for everyday living and entertaining. The kitchen was refreshed in early 2025 with new cabinetry and countertops and features stainless steel appliances and newly installed LED wafer lighting. Additional recent improvements include new ceiling fans throughout and a new dining room light fixture. A convenient half bath completes the main level. Upstairs are two exceptionally spacious bedrooms and a full bath. The primary bedroom opens directly to a covered second-story balcony, creating a private outdoor retreat for morning coffee or relaxing at the end of the day. Downstairs, sliding glass doors lead to a screened patio and fenced backyard, providing another inviting space to enjoy the Florida lifestyle. The screened patio also provides access to the storage/laundry room, where the washer and dryer are included. Some of the home's most valuable improvements go well beyond the cosmetic updates. The roof was replaced in 2024, and the exterior was upgraded with durable cement-board siding, including new insulation. The home also features hurricane-impact-rated replacement windows, while all sliding glass doors are double-pane glass. The HVAC system has also been recently serviced. The home includes two assigned parking spaces. Adding to the appeal, the property is currently zoned for A-rated Forest Lakes Elementary, Joseph L. Carwise Middle School, and East Lake High School. School zoning and ratings are subject to change and should be independently verified. From this central Oldsmar location, enjoy easy access to Safety Harbor, Dunedin, Honeymoon Island, Tampa, and the Gulf Beaches, plus abundant nearby shopping, dining, parks, and recreation. With substantial exterior improvements, a recently updated kitchen, multiple outdoor living spaces, and an excellent location, this townhome offers a compelling opportunity to enjoy the best of the Tampa Bay lifestyle!

152 Douglas Road W Unit A, Oldsmar
1750 Split Fork Drive, Oldsmar
$625,000
4 Beds ⋅ 3 Baths ⋅ Eastlake Oaks Ph 1 SubDv. ⋅ 34677 Zip Code
Virtually Staged. Welcome to this spacious and well-maintained **4-bedroom, 3-bath Oldsmar home offering 2,460 square feet of living space**, a great layout, and plenty of room to spread out. As soon as you enter, the **high vaulted ceilings** create an open, airy feel and showcase the generous living areas throughout the home. Situated on a **larger lot in a quiet neighborhood**, the home also features an approximately **14' x 17' rear addition**, providing valuable extra space and flexibility. This area can function as a **bonus room or 4th bedroom and has its own mini-split system**, making it comfortable and versatile for guests, a home office, playroom, gym, or additional living space. Step outside to the screened pool and enjoy a **gorgeous water view**, creating a peaceful Florida setting that’s perfect for relaxing or entertaining. The home has been **very well kept and maintained**, with additional highlights including a **2018 roof** and a functional floor plan that makes great use of the space. This is a great opportunity to own a spacious home with a pool, water view, larger lot, and flexible living space in a desirable Oldsmar location.

1750 Split Fork Drive, Oldsmar
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