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 offers a unique blend of suburban tranquility and vibrant community spirit, making it an ideal place for families, retirees, and everyone in between. With its rich history dating back to the early 1900s, Oldsmar boasts a warm, welcoming atmosphere that residents cherish.

Oldsmar is perfectly situated between the bustling cities of Tampa and St. Petersburg, providing easy access to stunning Gulf Coast beaches, top-notch dining, and exciting entertainment options. The city is home to beautiful parks, scenic trails, and a variety of recreational activities, ensuring there's always something to do outdoors. Whether you enjoy fishing, hiking, or simply soaking in the sun, Oldsmar has it all!

For those seeking a new home in this picturesque locale, you'll be pleased to know that Oldsmar offers a range of properties under $750,000. From charming single-family homes with spacious yards to modern townhouses with community amenities, there’s a perfect fit for every lifestyle and budget. Many of these homes feature beautiful interiors, updated kitchens, and outdoor spaces ideal for entertaining or relaxing.

In addition to its affordable housing options, Oldsmar is known for its excellent schools and family-friendly atmosphere, making it a top choice for those looking to settle down. Explore the possibilities of living in this vibrant city, where the charm of a small town meets the convenience of modern living. Your dream home in Oldsmar awaits!

Newest Oldsmar Homes under $750,000

1912 Castle Bay Court, Oldsmar

1912 Castle Bay Court, Oldsmar

3 Beds ⋅ 2 Baths ⋅ Sheffield Village Ph Ii At Bayside Meadows SubDv. ⋅ 34677 Zip Code

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

1912 Castle Bay Court, Oldsmar

303 Vaudeville Row, Oldsmar

303 Vaudeville Row, Oldsmar

3 Beds ⋅ 4 Baths ⋅ Odeon SubDv. ⋅ 34677 Zip Code

Under Construction. The Alto is an elegant three-story townhome offering modern luxury and versatility in the heart of Downtown Oldsmar. Thoughtfully designed for a flexible lifestyle, this beautifully appointed residence features luxury vinyl plank flooring throughout the entire home, including all staircases, creating a seamless design from top to bottom. The first floor welcomes you with a spacious two-car garage and a unique live/work flex space perfect for a home office, fitness room, guest space, or creative retreat. A private entry and additional storage create convenience from the moment you arrive. The first-floor half bath also includes an option to convert into a full bathroom, adding more flexibility for everyday living. The main living level showcases an expansive open-concept design with a spacious living and dining area flowing effortlessly into a gourmet kitchen. The space features a large center island, quartz countertops, gray cabinetry, a tile backsplash, pot filler, and striking Kohler fixtures. A generous flex room and full bath on this level provide possibilities for a home office, fitness space, or media room. The third floor offers a luxurious primary suite complete with a walk-in closet and spa-inspired bath featuring floor-to-ceiling tile, quartz countertops, gray cabinetry, and sleek Kohler fixtures. Two additional bedrooms share a well-appointed full bath with designer finishes and Kohler faucets, while a conveniently located laundry room adds everyday convenience. This home is under construction, and the photos shown are of a previously built home. For more details or to schedule a visit, please contact our sales team.

303 Vaudeville Row, Oldsmar

109 Lakeside Drive, Oldsmar

109 Lakeside Drive, Oldsmar

2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Condo SubDv. ⋅ 34677 Zip Code

Welcome to this stunning, ground floor 2 bedroom to 2 bath condo in a guarded and gated community of East Lake Woodlands, where you can enjoy a maintenance-free Florida living at its best. Step inside and discover the seamless combination of quality updates with comfort. The spacious living and dining areas flow seamlessly together, creating an inviting, open atmosphere perfect for entertaining or simply relaxing at home. The well-appointed kitchen features a breakfast nook, convenient breakfast bar with a pass-through to the dining area, making both casual meals and gatherings a breeze. The desirable split-bedroom floor plan provides privacy, while the generously sized primary suite is a true retreat, featuring THREE walk-in closets! Additional highlights include plantation shutters throughout, living room fireplace, and an enclosed, all-weather Florida room overlooking a pond. Imagine starting your mornings with coffee while enjoying the serene water views or unwinding in the evening surrounded by nature. Enjoy the convenience of a lock-and-leave Florida lifestyle, with monthly condo fees covering basic cable, internet, water, sewer, and trash removal. Less time worrying about maintenance means more time enjoying everything Florida has to offer! Nestled within the well-established East Lake Woodlands community, residents enjoy the comfort of guarded entry. For those seeking an active, resort-inspired lifestyle, optional membership to Ardea Country Club offers access to golf, tennis, pickleball, fitness facilities, clubhouse amenities, and more. Location is another standout feature! Conveniently situated near shopping, restaurants, parks, entertainment, and everyday essentials, with easy access to Tampa International Airport and St. Pete-Clearwater International Airport. Whether you're looking for a full-time residence or a seasonal Florida getaway, this exceptional ground-floor condo checks all the boxes! Beautiful updates, spacious living, pond views, and a sought-after gated community make this an opportunity you won't want to miss. Come experience the charm, comfort, and convenience of East Lake Woodlands living!

109 Lakeside Drive, Oldsmar

131 Sabal Court Unit H, Oldsmar

131 Sabal Court Unit H, Oldsmar

2 Beds ⋅ 2 Baths ⋅ Gardens Of Forest Lakes Condo The SubDv. ⋅ 34677 Zip Code

Gardens of Forest Lakes in fabulous Oldsmar! with 2 bedrooms and 2 bathrooms plus a screened balcony. Beautiful luxury vinyl flooring throughout… desirable layout boasts an open concept great room floorplan featuring spacious dining and living areas. Extend your living and entertaining space outdoors through the sliding glass doors leading to the balcony with Trek decking and featuring a deep storage closet. A perfect setting for morning coffee or afternoon cocktails! Fabulous kitchen offers gorgeous quartz countertop, white shaker soft-close cabinetry with designer hardware, floating shelves, brand-new stainless-steel appliances including refrigerator, ceran top range, built-in microwave, dishwasher and large undermount SS sink. Hallway laundry room features brand new washer, dryer, water heater and upper cabinetry that is ideal for additional storage. Convenient hall bathroom boasts decorative single vanity with tub/shower combination with stunning tile waterfall accents. Primary bedroom is located at the end of the hallway with a spacious walk-in closet and amazing ensuite boasting a designer vanity and gorgeous walk-in shower with tile waterfall accents. Everything is NEW, including the AC! TOTALLY MOVE-IN READY!!!! The HOA fee includes exterior maintenance, exterior grounds care, trash as well as fabulous amenities including swimming pool, tennis and racquetball courts, playground and fishing pier. A true Florida lifestyle! Close to shopping, restaurants and medical, easy access to the Pinellas Trail, and of course the famed Gulf beaches are nearby. A welcoming community and a stylish, move-in ready home await! This is carefree Florida living at its finest!!! Seller financing is available!

131 Sabal Court Unit H, Oldsmar

300 State Street E Unit 326, Oldsmar

300 State Street E Unit 326, Oldsmar

2 Beds ⋅ 3 Baths ⋅ Oldsmar Galleria SubDv. ⋅ 34677 Zip Code

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

300 State Street E Unit 326, Oldsmar

1609 Vineyard Lane, Oldsmar

1609 Vineyard Lane, Oldsmar

3 Beds ⋅ 2 Baths ⋅ Tuscany Woods Preserve SubDv. ⋅ 34677 Zip Code

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

1609 Vineyard Lane, Oldsmar

559 Dove Terrace S, Oldsmar

559 Dove Terrace S, Oldsmar

2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village Ph 2c SubDv. ⋅ 34677 Zip Code

Virtually Staged. Enjoy TRANQUIL POND AND CONSERVATION VIEWS from this beautifully remodeled home! An OPEN FLOOR PLAN with VAULTED CEILINGS frames unobstructed views of nature from most rooms, while PLANTATION SHUTTERS throughout add a classic touch. The cedar-lined FLORIDA ROOM, complete with shades and an awning, is the perfect spot for morning coffee or unwinding at sunset. Recent updates include 42-INCH ALL-WOOD CABINETS, GRANITE counters, and STAINLESS STEEL APPLIANCES, plus newer LAMINATE FLOORING throughout. Major systems are already done for you: roof replaced in 2019, primary bath and laundry renovated in 2021, HURRICANE WINDOWS installed in 2023, A/C in 2018, and hurricane straps on the garage door. The water is purified with a reverse osmosis system provided by the county. Some furnishings available separately. Life in GULL AIRE VILLAGE, an active 55+ community, centers on the heated pool, spa, clubhouse, library, shuffleboard, bocce, and pool table, with golf-cart-friendly streets and a paved walking path along the Tarpon outflow canal connecting to the Oldsmar Trail. Shopping, restaurants, the AMC theater, Bealls, Marshalls, and Richards Foodporium are all within walking distance, and Westfield Countryside Mall, Publix, Walmart, and Countryside Hospital are just minutes away. On weekends, the Gulf beaches await. Honeymoon Island and Caladesi Island State Park are an easy drive, with both airports close by. Peaceful water views, a turnkey list of updates, and a welcoming 55+ community: your relaxed Florida lifestyle starts here!

559 Dove Terrace S, Oldsmar

238 Pelican Drive N, Oldsmar

238 Pelican Drive N, Oldsmar

2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code

Virtually Staged. Discover the perfect blend of comfort, convenience and coastal charm in this beautifully maintained, move-in ready, 2-bedroom, 2-bathroom, nestled in the heart of Oldsmar, Florida! Featuring a relaxed coastal vibe, this inviting home offers spacious living, dining and kitchen areas, newer stainless-steel appliances, updated bathroom vanities, beautiful laminate flooring, updated subflooring throughout, fresh paint throughout, a newer vapor barrier, and an open-concept layout. The generously sized primary suite features a spacious walk-in closet, an en-suite bathroom, with a separate garden-like tub, a separate water closet with walk-in shower creating a comfortable space to unwind. Located in the highly desirable 55+ community of Gull-Aire Village, this golf cart-friendly neighborhood offers an exceptional lifestyle with resort-style amenities including a spacious clubhouse, large, heated pool and spa, library, enclosed shuffleboard court, bocce ball court, and an active calendar of social events and activities. Enjoy the added advantage of owning the land with an affordable monthly HOA fee of just $70. One pet of any size is welcomed and two boat and RV storage areas are available for a low monthly rental fee. You’ll love the unbeatable location is less than a mile from Woodlands Square and just minutes to everyday conveniences. Honeymoon Island Beach is approximately 9 miles away, Mease Countryside Hospital among other health facilities are approximately 2 miles away, St.Pete/Clearwater Int'l Airport is a quick 11-miles away and Tampa Int'l Airport is only a 15-mile drive. For those of you who enjoy the outdoors, the adjacent walking, running, and biking trail along Canal Way leads directly to picturesque Sheffield Park, offering another wonderful way to embrace Florida’s outdoor lifestyle. Whether you’re socializing at the clubhouse, relaxing by the sparkling pool, or simply soaking in the tranquil pond views, you’ll appreciate the welcoming atmosphere and vibrant lifestyle that make Gull-Aire Village such a special place to call home. Don’t miss this opportunity to enjoy affordable Florida living in a desirable, amenity-rich community. Schedule your private tour today! (Room dimensions are approximate and should be verified by the Buyer.)

238 Pelican Drive N, Oldsmar

608 Timber Bay Circle E, Oldsmar

608 Timber Bay Circle E, Oldsmar

3 Beds ⋅ 2 Baths ⋅ Shoreview Ph I SubDv. ⋅ 34677 Zip Code

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

608 Timber Bay Circle E, Oldsmar

411 Vaudeville Row, Oldsmar

411 Vaudeville Row, Oldsmar

3 Beds ⋅ 3 Baths ⋅ Odeon SubDv. ⋅ 34677 Zip Code

Under Construction. The Baritone is an elegant three-story townhome offering modern luxury and versatility in the heart of Downtown Oldsmar. Thoughtfully designed for today's lifestyle, this beautifully appointed residence features luxury vinyl plank flooring throughout the entire home, including all staircases, creating a seamless design from top to bottom. A welcoming covered front porch and foyer entry lead to a garage and additional covered parking. The main living level showcases an expansive open-concept design with a spacious living and dining area flowing effortlessly into a gourmet kitchen. The space features a large center island, quartz countertops, gray cabinetry, a tile backsplash, pot filler, and striking Kohler fixtures. A generous flex room and full bath on this level provide possibilities for a home office, fitness space, or media room. The third floor offers a luxurious primary suite complete with a walk-in closet and spa-inspired bath featuring floor-to-ceiling tile, quartz countertops, gray cabinetry, and sleek Kohler fixtures. Two additional bedrooms share a well-appointed full bath with designer finishes and Kohler faucets, while a conveniently located laundry room adds everyday convenience. This home is under construction, and the photos shown are of a previously built home. For more details or to schedule a visit, please contact our sales team.

411 Vaudeville Row, Oldsmar

105 Palmetto Court, Oldsmar

105 Palmetto Court, Oldsmar

2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cypress Estates SubDv. ⋅ 34677 Zip Code

Just what you have been waiting for....! FIRST floor, pet friendly (up to 40 pounds), condo located in Cypress Estates III of the popular gated community of East Lake Woodlands Country Club, a community that has been designed to enhance your lifestyle. Direct entrance takes you to open views of the dining and living room area out thru the sliding doors to your screened lanai overlooking a park like setting view. This home has been carefully maintained and has a split bedroom plan and the primary bedroom offers two closets, ensuite bath with updated sink vanity and newer tiled shower in the primary bath. Spacious guest bedroom with wall closet. The laundry closet is located off your lanai with washer/dryer. There is a community pool just down from the condo, one covered parking space and other available guest spaces. Optionally, you could join the Ardea (formerly the East Lake Woodlands) Country Club for use of their facilities that will include Clubhouse, two Championship 18 hole golf courses, additional heated pools, tennis courts, fitness center and Clubhouse restaurants and social gatherings. Minutes away from Countryside Mall and the sandy beaches of Honeymoon Island along with parks, restaurants and entertainment. This is a gated, golf cart friendly community (must be street legal), which is handy to run over to the nearby shopping plaza for some of your everyday needs. Location is everything! It is approximately 15 miles from Tampa Airport and less than 10 miles to the beach. For more information about the community and the area go to the East Lake Woodlands website.

105 Palmetto Court, Oldsmar

261 Woodlake Wynde Unit 261, Oldsmar

261 Woodlake Wynde Unit 261, Oldsmar

2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Woodlake Run SubDv. ⋅ 34677 Zip Code

Welcome to this highly desirable ground-floor 2-bedroom 2-bathroom residence located in the prestigious gated community of East Lake Woodlands. This bright and inviting home offers an open, spacious layout designed for comfortable Florida living. Recent updates include beautifully updated bathrooms and flooring in 2025, a newer AC system installed in 2022, and fresh interior paint completed in 2026. The home also features two private lanais, providing the perfect spaces to relax and enjoy the Florida lifestyle. The spacious primary bedroom offers a walk-in closet, while generous closet and cabinet storage throughout the home provide plenty of room for everyday living. An in-unit washer and dryer add convenience and ease. The monthly HOA fee offers exceptional value, including water, sewer, trash, pest control, high-speed internet, cable, and access to numerous streaming apps, along with use of two community pools. For golf and country club enthusiasts, optional membership is available at Ardea Country Club, home to one of the area's premier golf courses. Enjoy the convenience of a low-maintenance lifestyle in one of the area's most desirable communities, where comfort, convenience, and resort-style amenities come together. This is Florida living at its finest!

261 Woodlake Wynde Unit 261, Oldsmar

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