Oldsmar Homes under $250,000

Oldsmar Homes under $250,000

Welcome to Oldsmar, Florida – a hidden gem nestled in the heart of Pinellas County! With its charming small-town feel and vibrant community spirit, Oldsmar offers a unique blend of suburban tranquility and easy access to the bustling Gulf Coast. Known for its beautiful parks, scenic waterfront views, and a plethora of recreational activities, Oldsmar is perfect for families, retirees, and everyone in between.

One of the most appealing aspects of Oldsmar is its affordability. For those seeking a place to call home without breaking the bank, you'll be delighted to discover a variety of homes available for under $250,000. These properties offer great value, featuring cozy single-family homes, townhouses, and condos, all set within a welcoming community. Imagine enjoying your morning coffee on a sunlit porch or hosting friends for a backyard barbecue in your own private oasis.

In addition to its affordable housing options, Oldsmar boasts excellent schools, a thriving local economy, and an array of shopping and dining choices. Outdoor enthusiasts will appreciate the nearby parks, including the picturesque Oldsmar Park and the expansive Upper Tampa Bay Park, perfect for hiking, biking, and enjoying nature.

With its outstanding quality of life, friendly atmosphere, and budget-friendly homes, Oldsmar is an ideal place to plant your roots. Whether you’re a first-time homebuyer or looking to downsize, Oldsmar has something special waiting for you. Come explore this delightful city and discover your dream home today!

Newest Oldsmar Homes under $250,000

260 Balsam Drive, Oldsmar
$205,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cluster Homes SubDv. ⋅ 34677 Zip Code
Virtually Staged. Welcome home to this beautiful 2-bedroom, 2-bathroom villa nestled within the highly desirable gated community of East Lake Woodlands! Offering an exceptional blend of comfort, style, and functionality, this inviting residence features a desirable split-bedroom floor plan designed to provide privacy for both owners and guests. Step inside to discover a spacious, light-filled living room, perfect for everyday living and entertaining. A dedicated dining area and charming wet bar create the ideal setting for hosting family and friends. The well-appointed kitchen features a full appliance package, abundant cabinetry, and generous counter space, providing both convenience and functionality. The spacious primary suite offers a peaceful retreat, complete with a walk-in closet and private en-suite bathroom featuring a large walk-in shower. The secondary bedroom is conveniently located near a full guest bathroom, providing comfort and privacy for visitors. An expansive additional family room offers versatile living space, ideal for a media room, home office, or relaxing entertainment area. Enjoy the best of Florida's indoor-outdoor lifestyle with two inviting outdoor spaces! Sliding glass doors lead to a private, fenced front courtyard, perfect for enjoying your morning coffee, outdoor dining, or simply unwinding in a tranquil setting. At the rear of the home, a generously sized enclosed porch provides additional space for relaxing or entertaining year-round. Located within the beautiful, gated East Lake Woodlands community, residents have the opportunity to enjoy an array of exceptional amenities through optional club membership, including championship golf, tennis, fitness facilities, dining, and a variety of social activities. Surrounded by lush landscaping and a peaceful atmosphere, this sought-after community offers a wonderful Florida lifestyle. Conveniently situated near shopping, restaurants, entertainment, medical facilities, and major roadways, this villa combines the tranquility of gated community living with easy access to everyday conveniences. Don't miss this wonderful opportunity to own a beautiful villa in one of the area's most desirable communities. Schedule your private showing today and experience all that East Lake Woodlands has to offer!

260 Balsam Drive, Oldsmar
209 Dolphin Drive, Oldsmar
$194,900
2 Beds ⋅ 2 Baths ⋅ Gull Aire Vlg SubDv. ⋅ 34677 Zip Code
In Gull Aire Village, Oldsmar’s 55+ community, you own the land under your home and pay just $70 a month in HOA fees. This 2-bedroom, 2-bath home is move-in ready. Fresh paint, wood-look floors, and ceiling fans run throughout. A tiled Florida room welcomes you inside, and the open living room centers on a cozy fireplace for the cooler evenings. The spacious kitchen has plenty of cabinet space, a breakfast bar for morning coffee, and stainless appliances, including the range, dishwasher, and microwave. Storm season is less stressful here, with hurricane shutters and a hurricane-rated sliding glass door that opens to ramp access. The AC has been regularly maintained, and the laundry area has new flooring. An enclosed workshop gives you room for projects and hobbies. Outside your door you’ll find an active clubhouse, library, billiards, shuffleboard, and a heated pool and spa. One pet of any size is welcome, and leasing is allowed. Restaurants, shopping, and entertainment are a stones throw from here and Gulf beaches and Tampa-area airports are a short drive away. Homes at this price with land ownership don’t last, so schedule your private showing today. Room sizes are approximate and should be verified.

209 Dolphin Drive, Oldsmar
127 Camphor Circle Unit D, Oldsmar
$135,000
2 Beds ⋅ 2 Baths ⋅ Gardens Of Forest Lakes Condo The SubDv. ⋅ 34677 Zip Code
This condo is a 2/2 located on the 2nd floor with deck by the water .this community includes this 15 acre waterfront park offering a scenic view of sparkling Tampa Bay .Picnic Shelter, Playground, Hiking Path, Parking Area, Tennis Courts Basketball Court and Racquet Ball Courts and much more

127 Camphor Circle Unit D, Oldsmar
166 Manta Circle, Oldsmar
$234,900
2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code
Spacious 1992 Jacobsen home with 1,444 square feet of living area, now available in the desirable 55+ Gull-Aire Village community. Ideally located on Manta Circle, this home features an open floor plan that is perfect for entertaining, a bonus room suitable for a home office or den, a large indoor laundry room, and new baseboards throughout. Recent updates include a TPO roof and windows installed in 2020, a new water heater installed in 2025, and a new air-conditioning system installed in 2019 with a warranty contract through 2028. The exterior was freshly painted in October 2026. Additional features include two storage sheds for bikes, tools, or workshop space and a welcoming screened porch at the front of the home. Gull-Aire Village offers an active, well-maintained, pet-friendly community with a vibrant clubhouse, heated pool and spa, pool table, shuffleboard, bocce ball court, bingo, card games, line dancing, and other regular activities. Golf-cart-friendly streets make getting around the neighborhood easy and enjoyable. The HOA fee is just $70 per month, and ownership includes the land—there is no lot rent. Conveniently located across from AMC Theatres, Bealls, Marshalls, Ulta Beauty, PetSmart, Five Below, and Dollar Store, with numerous dining options nearby, including 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. Enjoy easy access to a scenic canal-side biking and walking trail within the community, as well as the beautiful beaches of Honeymoon Island and Caladesi State Park, approximately ten miles away. Room sizes are approximate.

166 Manta Circle, Oldsmar
140 Hunter Lake Drive Unit D, Oldsmar
$145,000
2 Beds ⋅ 2 Baths ⋅ Gardens Of Forest Lakes Condo The SubDv. ⋅ 34677 Zip Code
Virtually Staged. There's something special about stepping into a home where everything is new and the possibilities feel open. Thoughtfully designed for modern living, this newly constructed home brings together contemporary style, everyday comfort, and practical functionality. With fresh finishes and the convenience of a brand-new space, it's an opportunity to settle in, make it your own, and enjoy the simple pleasures of home without taking on an immediate renovation project. Beyond the front door, the community offers opportunities to unwind, stay active, and connect. Spend a sunny afternoon by the pool, enjoy the playground and basketball courts, or simply take in the surrounding trees, green spaces, and natural scenery. Whether your day calls for outdoor recreation or a quiet evening at home, there's room to enjoy both. Everyday convenience adds another layer of appeal. Nearby restaurants, coffee shops, grocery stores, pharmacies, and other local services make daily errands and spontaneous outings easier to plan. Parks, trails, recreational destinations, schools, healthcare facilities, and major transportation routes offer additional options for exploring the surrounding area and staying connected to nearby destinations. Combining the freshness of new construction with community amenities and access to everyday essentials, this home offers a welcoming setting for the routines you enjoy and the experiences still to come.

140 Hunter Lake Drive Unit D, Oldsmar
109 Lakeside Drive, Oldsmar
$199,900
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
$135,000
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
238 Pelican Drive N, Oldsmar
$196,000
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
105 Palmetto Court, Oldsmar
$165,000
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
$199,000
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 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
127 Camphor Drive Unit E, Oldsmar
$114,900
2 Beds ⋅ 2 Baths ⋅ SubDv. ⋅ 34677 Zip Code
Welcome to The Gardens of Forest Lakes! This spacious FIRST-FLOOR, 2-BEDROOM, 2-BATH CONDO offers comfortable, low-maintenance Florida living with no stairs, TILE FLOORING THROUGHOUT and BEAUTIFUL POND VIEWS! Nestled in a peaceful setting surrounded by mature landscaping and lush greenery, this light and bright residence offers a wonderful combination of comfort, convenience and scenic surroundings. Step inside to a living and dining area with plenty of space to relax or entertain. Sliding glass doors lead to a covered patio overlooking the tranquil pond, creating the perfect spot to enjoy your morning coffee, watch the wildlife or simply unwind while taking in the peaceful water views. The kitchen offers ample cabinetry, generous counter space and a convenient breakfast/pass-through bar that opens to the main living area. The primary bedroom features a private ensuite bathroom and walk-in closet, while the second bedroom provides flexibility for guests, a home office or additional living space & adjacent guest bath. An interior laundry area adds everyday convenience. With tile flooring throughout and a functional floor plan, this condo provides a great opportunity to add your own personal touches while enjoying its desirable first-floor location and picturesque setting. Beyond the condo, residents can enjoy an impressive array of community amenities in a scenic lakefront setting. Forest Lakes offers a large community swimming pool and spa, tennis courts, basketball, racquetball/handball courts, playground, picnic and grilling areas, and a waterfront dock overlooking the lake. Mature trees, tropical landscaping and generous green spaces create an inviting atmosphere throughout the community. Conveniently located in the heart of Oldsmar, close to shopping, dining, parks, beautiful Gulf beaches and Tampa International Airport. Whether you're searching for a primary residence, seasonal getaway or investment opportunity, this first-floor condo with beautiful pond views offers an excellent opportunity to enjoy the Florida lifestyle. Schedule your private showing today!

127 Camphor Drive Unit E, Oldsmar
129 Caryl Way Unit 129, Oldsmar
$129,900
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Condo SubDv. ⋅ 34677 Zip Code
Short Sale. UNAPPROVED SHORT SALE – Renovation Opportunity in Highly Desirable East Lake Woodlands! Bring your vision and transform this 2-bedroom, 2-bathroom condo into your ideal Florida retreat! Located within the highly sought-after, guard-gated community of East Lake Woodlands in Oldsmar, this property presents an excellent opportunity for buyers looking to renovate and make it their own. Whether you're searching for a primary residence, seasonal getaway, or investment opportunity, this condo offers plenty of potential. Enjoy the beautiful surroundings of this established community, conveniently located near shopping, dining, entertainment, beaches, and everything the Tampa Bay area has to offer. The HOA fee includes cable TV, high-speed internet, water, sewer, trash collection, exterior maintenance, grounds maintenance, community pool, and reserves, providing added convenience and value. Property is being sold as an unapproved short sale, subject to lender approval. Bring your creativity and take advantage of this opportunity to own in one of Oldsmar's most desirable communities!

129 Caryl Way Unit 129, Oldsmar
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