Oldsmar Homes under $750,000

Oldsmar Homes under $750,000

Welcome to Oldsmar, Florida – a hidden gem nestled in the heart of Pinellas County! This charming city boasts a delightful blend of suburban tranquility and vibrant community spirit, making it an ideal place to call home. With its lush parks, scenic waterfront, and close-knit neighborhoods, Oldsmar offers a quality of life that is hard to beat.

One of the standout features of Oldsmar is its prime location. Situated just a short drive from the beautiful Gulf Coast beaches, residents can enjoy sun-soaked days by the water, while also benefiting from the conveniences of nearby urban centers like Tampa and St. Petersburg. Oldsmar is known for its outdoor recreational opportunities, including the stunning Oldsmar City Park, where families can picnic, play, and enjoy nature.

For those seeking a new home, Oldsmar presents an array of charming properties under $750,000. Whether you're looking for a cozy single-family home, a modern townhouse, or a spacious villa, you’ll find a variety of options to suit your lifestyle and budget. Many homes in Oldsmar feature beautiful landscaping, open floor plans, and community amenities that make everyday living a pleasure.

With a strong sense of community, excellent schools, and a range of local shops and restaurants, Oldsmar is not just a place to live – it’s a place to thrive. Come discover the warmth and charm of Oldsmar, where your dream home awaits!

Newest Oldsmar Homes under $750,000

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
1813 Driftwood Circle N, Oldsmar
$404,000
3 Beds ⋅ 2 Baths ⋅ Harbor Palms-Unit Two SubDv. ⋅ 34677 Zip Code
Welcome home to this beautifully remodeled 3 bedroom, 2 bath pool home in the heart of Oldsmar! Completely updated in 2025, this move-in ready home offers a bright, open floor plan with luxury vinyl flooring throughout and a desirable split- bedroom layout. The beautifully updated kitchen features quartz countertops, new stainless steel appliances, ample cabinetry and open design perfect for everyday living and entertaining. Both bathrooms have been tastefully remodeled with fresh, modern finishes. The spacious living area is highlighted by a beautiful brick wood-burning fireplace, adding warmth and character to the home. An inside laundry room adds everyday convenience, while the oversized one-car garage provides additional parking and storage, At the back of the home, a large Florida room overlooks the pool and provides the perfect space for relaxing or entertaining, with a new hurricane-impact sliding glass door providing easy access to the outdoor living area. Step outside to your own private Florida retreat featuring a sparkling pool and a large, fully fenced backyard with plenty of room to relax, entertain and enjoy the outdoors. A backyard shed provides additional storage for tools, pool equipment and more. Ideally located in Oldsmar with convenient access to shopping, dining, recreation and area beaches, plus approximately 20 minutes to Tampa International Airport. Beautifully updates, perfectly located and ready for its next owner-this charming Oldsmar pool home is one you wont wnt to miss!

1813 Driftwood Circle N, Oldsmar
4914 Augusta Avenue, Oldsmar
$649,000
3 Beds ⋅ 2 Baths ⋅ Worthington SubDv. ⋅ 34677 Zip Code
Nestled in the highly desirable gated community of East Lake Woodlands, this 3 bedroom 2 bath waterfront home provides experiences that showcase the beauty of old Florida. The Panasonic view of plush natural surroundings and a tranquil pond, provides a private setting of relaxing water views and abundant wildlife. This two car garage home has vibrant landscaping, a new black aluminum fence, fruit trees, new sodded backyard with mature trees that provide shade, and a travertine patio. The stunning pool with waterfall spa, screened in lanai and safety fence provides an oasis to create long-lasting memories. The open floor plan showcases the gorgeous views of your backyard retreat. Upon entry, the family and dining room are spacious and inviting with windows that give natural lighting to complement the new light fixtures. Off the entry to you left is your primary suite which has private sliding door access to your lanai with beautiful plantain shutters. This large space boasts a wall and walk-in closest off the hallway to your updated private en-suite. Walk in closet has built-ins and en-suite has an oversized step in shower with built in bench, rain shower head, dual sinks, linen closet, and separate water closet. Step back into your main living area where your kitchen is open to the bright family room that both have sliding doors to access the lanai. There is a large island with beautiful quartz countertops, stainless steel appliances, and wood cabinets with pantry for ample storage. Off the kitchen is your laundry room with extra cabinets and a bar for hanging clothes. From the family room is your hallway that leads to a second full bathroom and two bedrooms with closets and new ceiling fans. Your first bedroom has built ins that includes a Murphy bed and office niche. Your third bedroom enjoys a beautiful view of the backyard and golf course. The shared bathroom has a new vanity with storage, linen closet, tub/shower combination and new toilet. Out on the brick paved lanai you have plenty of space for outdoor living and dining while enjoying the picturesque pool with spa, pond, and fully fenced in yard. This home is located outside of a flood zone and within a top rated A rated school zone. This sought after gated golf community has resort style amenities that provides the opportunity to become a social, golf, or racquet sport member at Ardea and Countryside Country Clubs, adding an optional lifestyle component to an already remarkable property. Make this home yours as it’s only a few miles away from shopping, restaurants, recreation sports complex, and Honeymoon Island Beach.

4914 Augusta Avenue, Oldsmar
2031 Dover Court, Oldsmar
$247,500
2 Beds ⋅ 2 Baths ⋅ Bayside Meadows Ph Ii SubDv. ⋅ 34677 Zip Code
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
389 Tranquil Court, Oldsmar
$179,000
2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code
Just listed in 55+ Gull-Aire Village! Experience peaceful living in a quiet location surrounded by friendly neighbors. The open floor plan highlights stylish laminate, vinyl, and newly upgraded carpet flooring, complemented by newer stainless-steel appliances and high-end front-load washer and dryer. Enjoy peace of mind with a new AMS roof-over installed in July 2022, a new A/C from 2020, and a new vapor barrier added in 2017. The spacious living room features a built-in bar, perfect for entertaining guests or relaxing at home. With mobile home titles retired in August 2021, there are no transfer costs for the new owner. This vibrant community offers a clubhouse at its center, hosting monthly events and amenities including a pool table, shuffleboard, bocce ball courts, a heated pool, and a spa. Residents can participate in activities like bingo, card games, and line dancing, fostering an active and social lifestyle. Golf cart-friendly streets make neighborhood travel both easy and enjoyable. Enjoy affordable living with HOA fees of only $70 per month in a meticulously maintained community. Pet owners are welcome—one pet of any size is allowed, and a second pet may be permitted with an emotional support letter from a physician. Ownership includes the land, so you will not have to worry about lot rent. Convenience is right at your doorstep, with AMC Theatres, Bealls, Marshalls, Ulta Beauty, PetSmart, Five Below, and Dollar Store just across the street. Dining options abound, including Shaker & Peel, Craft Street Kitchen, Mandolas, Country Pizza Italian Grill, and Eves Family Restaurant. Major retailers such as Super Walmart and Publix, along with Countryside Hospital, are only ten minutes away. Outdoor lovers will appreciate being just ten miles from the breathtaking beaches at Honeymoon Island and Caladesi State Park, as well as direct access to a scenic biking and walking trail along the canal. Room measurements are approximate.

389 Tranquil Court, Oldsmar
572 Salmon Court, Oldsmar
$332,000
2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village Ph 2c SubDv. ⋅ 34677 Zip Code
Oldsmar – This comfortable 2-bedroom, 2-bath single-family home with a 2-car garage built in 2004 is located in the popular 55+ community of Gull Aire Village in Oldsmar. With a recently installed Roof - 2026, high ceilings, easy-care LVP and tile flooring, a spacious screened patio, and a thoughtfully designed floor plan, this home offers the relaxed Florida lifestyle you’ve been looking for. Step inside to a bright, inviting interior where the high ceilings and open feel create a wonderful sense of space. The light and bright kitchen features a convenient breakfast bar overlooking the living room, making it easy to visit with family and friends while preparing meals. A dedicated dining area just off the kitchen provides the perfect spot for everyday dining or entertaining. The spacious living room is filled with natural light and features triple sliding glass doors leading to the large screened rear patio. The screened patio expands to the open-air paver patio and rear green space beyond. This wonderful outdoor living space is ideal for morning coffee, afternoon relaxation, or gathering with friends. The primary suite also has sliding glass doors opening directly to the patio, creating a private connection to the outdoors. The primary bedroom offers dual walk-in closets and an en-suite bath with dual sinks and a walk-in shower. The generously sized guest bedroom features a large closet and convenient access to the second full bath. But the lifestyle extends well beyond your front door. Gull Aire Village is a remarkably affordable retirement choice, with HOA fees of just $70 per month, giving you access to an impressive array of amenities. Enjoy the heated pool and hot tub/spa, challenge your neighbors to a game of shuffleboard or bocce ball, or spend time at the clubhouse gathering with friends, playing pool or cards, getting in a little workout, or relaxing with a good book in the library. And then there’s the fun of having a golf cart-friendly community, making it easy to hop over to a friend's house, participate in the community Christmas parade, or simply cruise around the neighborhood and enjoy the surroundings. For those who enjoy walking, a paved path follows the Tarpon outflow canal and connects with the Oldsmar Trail for longer walks and outdoor adventures. A dedicated RV storage lot with spaces for lease for only $30 per month. Location is another highlight. Shopping, restaurants, and entertainment are nearby and conveniently walkable, while medical facilities and airports are just a short drive away. And when it’s time for some sun, sand, and Gulf breezes, the beautiful Gulf beaches are not far away. Affordable Florida retirement living with an active, welcoming community and a location that puts everyday conveniences close at hand! Come take a look…You’ll like what you see!

572 Salmon Court, Oldsmar
82 Pelican Drive N, Oldsmar
$179,000
2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code
Welcome to Gull-Aire Village 55+, where this well-maintained 1993 Jacobsen home is ready for its new owner. Ideally located within walking distance of restaurants, shopping, and everyday conveniences, this home offers both comfort and convenience. Recent updates include a TPO roof installed by All Weather Roofing in August 2020, a new dishwasher installed in December 2024, and a new exterior 150-amp electrical panel with updated grounding installed in September 2018.The kitchen includes a convenient breakfast bar, perfect for enjoying morning coffee or entertaining guests. Both bathrooms have updated cabinetry, and the hall bathroom features a tiled shower. This home has an interior laundry with washer and dryer. Enjoy the desirable front screened porch, conveniently located at the same level as the home with no steps. The vibrant clubhouse serves as the heart of the community offering monthly events and amenities including a pool table, shuffleboard, bocce ball court, heated pool and spa. Residents can also participate in regular activities such as bingo, card games, and line dancing. Golf-cart-friendly streets make navigating the neighborhood easy and enjoyable. With HOA fees of just $70 per month, Gull-Aire Village offers affordable living in a well-maintained, pet-friendly community. One pet of any size is permitted, and a second pet is allowed with an emotional support letter from a doctor. Best of all, ownership includes the land, so there is no lot rent. Convenience is right across the street with AMC Theatres, Bealls, Marshalls, Ulta Beauty, PetSmart, Five Below, and Dollar Store nearby. Dining options include Shaker & Peel, Craft Street Kitchen, Mandolas, Country Pizza Italian Grill, and Eves Family Restaurant. Super Walmart, Publix, and Countryside Hospital are approximately 10 minutes away. Outdoor enthusiasts will appreciate being just ten miles from the beautiful beaches of Honeymoon Island and Caladesi State Park, as well as having easy access to a scenic canal-side biking and walking trail from within the community. Room sizes are approximate.

82 Pelican Drive N, Oldsmar
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