In the early 20th century, Oldsmar began as a planned community with roots in the automotive industry. Today, it is a small town between downtown Tampa and Clearwater. Oldsmar is a community of convenience with waterfront living in the center of the Tampa Bay. City parks and hiking trails sit in rich marsh ecosystems on the ocean. Being only a short drive from multiple cities, this town has access to some of Florida's best schools and most exciting attractions. Despite the action happening nearby, Oldsmar has the homey atmosphere of a small town with a population of around 13,600 and events that bring the community together.
Relax and take in the sun at Mobbly Beach in Oldsmar.
Kids are excited to play in the parks of Oldsmar.
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Oldsmar parks system and the trail
“Oldsmar boasts more parks per square mile than any other city in the State of Florida, with about 40% of its land dedicated to either a park or preserve,” says Debb Vitraelli, Public Communications Supervisor of Oldsmar. “For context, the average city has less than 10%, according to the Trust for Public Land. Parks provide measurable health benefits from direct contact with nature, opportunities for physical activity and social interaction during our many events.” The Oldsmar Trail is a ten-mile nature walk beginning at the Oldsmar Sports Complex and moving down the coast through eight of the city’s ten parks. The trail includes an ambient path on a wooden bridge through Cypress Forest and quiet swamps in Moccasin Creek. R.E. Olds Park is a peaceful spot with a long wooden fishing pier, a large playground, walking trails and an outdoor amphitheater. Veterans Memorial Park has a waterfront view with outdoor exercise equipment and a pavilion. On warm days, residents can visit the Mobbly Bayou Beach Park, a small beach with sunset views.
Oldsmar has a few pickleball leagues for anybody to join.
The Oldsmar trail runs through Oldsmar, and connects with many other locations.
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Flea Market, Days and Nights and Oktoberfest
The Oldsmar Flea Market claims to be the “largest flea market in the south,” with over 280 vendors open mornings from Wednesday through Sundays. The Oldsmar Days and Nights festival is an annual event with beer gardens, live rock 'n' roll and classic car shows. Oktoberfest takes place in Oldsmar and has authentic German beer and cuisine.
Several local bands perform at Bands and Brews by the Bay in Oldsmar.
Bands and Brews by the Bay has a great car show.
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Travel between cities on Tampa Road
Tampa Road runs through the heart of town, taking traffic 11 miles west on State Street to Clearwater or 16 miles east to downtown Tampa. The Tampa International Airport is only 11 miles southeast. The Pinellas Suncoast Transit Authority (PTSA) bus system provides public transportation with stops along Tampa Road. Ferries take passengers on daily trips across the bay to islands. Boats are a popular mode of transportation as the Old Tampa Bay touches the shore.
Pinellas County Schools, top-tier education
The school district in Oldsmar is Pinellas County Schools. According to Niche, Pinellas County is the best school district in the Tampa area, with an A-minus overall Niche grade. In the top 10 of Florida's most diverse school districts, Pinellas encompasses the western peninsula, stretching down through St. Petersburg and the Gulf islands. Palm Harbor University High School is located eight miles northwest and has an overall Niche grade of A. It is rated the 2nd best high school in the county and in the top 100 best public high schools for STEM in Florida. The Primrose School of Oldsmar is an education and daycare center for infants and toddlers. Center Academy Palm Harbor has an excellent special education program for kids with distinctive learning requirements.
East Lake High School has 2,326 students in grades PK, 9-12.
Joseph L. Carwise Middle has 1,155 students in grades 6-8.
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Farmstead estates and luxurious multifamily communities
Real estate in Oldsmar dates back to the 1920s when many single-family homes were rebuilt after a hurricane. Housing styles in Oldsmar include ranch-style homes with hipped roofs, single-story craftsman builds and sprawling farmstead estates. Homes sit on generous green lots with palm trees covered in Spanish moss. Many higher-end homes have in-ground pools. Townhouses and waterfront condos are set up in luxurious communities around town. Homes in Oldsmar typically sell after only 38 days on the market compared to the national average of 42 days. Based on data from the last 12 months, homes sell at an average price of $438,730, down 6% from the average home sale price over the previous year.
Many higher-end homes have in-ground pools and sit on generous green lots with palm trees in Oldsmar.
Single-family ranch style houses are a dime a dozen in Oldsmar.
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Retail and local attractions
Residents will find a large selection of local shops, restaurants and box stores along Tampa Road. Groceries can be found at ALDI and Walmart Supercenter, both located in the shopping center off Forest Lakes Boulevard. The city is redeveloping a downtown area with shops, restaurants and residential space on an 8-acre site next to City Hall. The goal of this development is to stimulate the local economy and make the area more sustainable while maintaining its small-town charm.
Just east of Oldsmar is the Tampa Bay Downs. Established in 1926, this thoroughbred horse racing track has a poker room and a golf practice area for residents looking to try their luck. HorsePower is a nonprofit farm and animal sanctuary where kids can interact with goats and go horseback riding. Thrill seekers can venture to Empower Adventures Tampa Bay to zipline 60 feet above the or traverse an aerial obstacle course. The Tampa Bay Skating Academy offers figure skating and hockey lessons to newcomers, and it has a public ice rink.
The Aldi store in Oldsmar, offers great deals on produce for customers.
Tampa Bay Downs in Oldsmar is a world class horse track with a Derby qualifier.
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Other information
Oldsmar has a B rating from CrimeGrade, making it safer than the average city. The crime rate includes 8.2 property crimes reported per 1,000 residents during a standard year and 2.1 violent crimes reported per 1,000 residents. Violent crimes are infrequent in Oldsmar. Based on the number of crimes reported, the northern part of town is the safest. Based on a Flood Insurance Study by the Federal Emergency Management Agency (FEMA), much of southern Oldsmar is subject to flood risks. The area south of Tampa Road has a 26% chance of flooding over the next 30 years. The city participates in the National Flood Insurance Program and encourages residents to do the same. Some neighborhoods have a disaster plan that meets their distinctive needs based on where they are in town, so it’s important for residents to stay informed about weather, safety precautions and the flood risk on their property. The ALERT Pinellas emergency notification will inform participating residents of severe weather and mandatory evacuations.
Written By
Hannah Rainey
Photography Contributed By
David Hall
Video By
Scott Wiggins
Interested in learning more about homes in this area?
Reach out to
Charlotte Schneider,
an experienced agent in this area.
GreatSchools:
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On average, homes in Oldsmar, FL sell after 78 days on the market compared to the national average of 56 days. The median sale price for homes in Oldsmar, FL over the last 12 months is $393,000, up 2% from the median home sale price over the previous 12 months.
If you've been searching for a home that checks every box, this one is worth a serious look. Tucked inside the guard-gated East Lake Woodlands community — known for its canopied streets, two championship golf courses, pickle ball and tennis courts, and home to Ardea Country Club — this 4-bedroom, 3-bath pool home sits on nearly a full acre and has been genuinely well cared for. Equipped with a
Located in the highly desirable gated community of East Lake Woodlands, this spacious 4 bedroom, 3 bathroom home offers a versatile layout with 2 bonus rooms and a dedicated office. One of the bonus rooms is located upstairs, providing added flexibility for multi-use living. Pool table will convey with the sale. The home features a solar-heated in-ground pool with a large pool deck, fully
Under Construction. The Showstopper at 3420 Channelside Ct - Completion is right around the corner for this premier custom waterfront home in Safety Harbor’s exclusive Edge Water Reserve. Meticulously designed by Grandview Custom Homes, this 5-bedroom, 5-bathroom architectural masterpiece offers 3,890 sq. ft. of living space on a quiet street of only six homes.Main Level Highlights:Grand
Welcome to 138 Brent Circle in desirable gated Seaside Estates—an exceptional opportunity to own the largest corner townhome in this sought-after waterfront community in Oldsmar. Perfectly positioned to capture panoramic views of Tampa Bay, this residence offers a rare combination of space, scenery, and coastal lifestyle, complete with a private boat slip for easy access to the water. This
This beautifully updated home in Oldsmar is a rare gem! Originally a 2-bedroom, 2-bath, the garage has been fully permitted and converted into a third bedroom and bath with its own shower. Both main bedrooms offer spacious walk-in closets and private exterior doors ideal for a mother-in-law suite or rental income. The home boasts laminate wood floors throughout, a modern kitchen with granite
Virtually Staged some photos. Price Reduction!! Attention all Golfers and Tennis players Dream in East Lake Woodlands that showcases 2 Championship 18 hold golf courses and 14 HAR-Tru tennis courts with no membership required!!.Newly remolded Patio Home with 2 bedroom 2 full bathroom with possible office/dining area in the Golf Course Community of East Lake Woodlands. This meticulously maintained
Experience exceptional golf course living at Eastlake Woodlands, Premier Turtle Creek Subdivision, where privacy, sophistication, and stunning views of the Ardea Country Club North Course Signature Hole #10 await you in this stylish, previous model home 5-bedroom, 3-bath home with a 3-car garage. Set within a gated community, this former model residence greets you with an impressive marble foyer
Tucked away on a quiet cul-de-sac inside the gated East Lake Woodlands community, this 4,475-square-foot home offers something that's becoming increasingly difficult to find in Tampa Bay: **property and privacy.** Situated on 1.4 wooded acres with no rear neighbors, you'll enjoy peaceful conservation views from nearly every room, along with a 2,000-square-foot screened pool and outdoor
If you've been searching for a home that checks every box, this one is worth a serious look. Tucked inside the guard-gated East Lake Woodlands community — known for its canopied streets, two championship golf courses, pickle ball and tennis courts, and home to Ardea Country Club — this 4-bedroom, 3-bath pool home sits on nearly a full acre and has been genuinely well cared for. Equipped with a
This is your chance to own this incredible Key West style pool home on an oversized conservation lot in highly desirable Oldsmar. Located on a cul de sac with no through traffic on nearly an acre of land, with lush tropical landscaping backing up to forested conservation for added privacy. At the main entry is an inviting wraparound porch. Step inside the welcoming foyer to a soaring vaulted
Welcome to 120 Evelyn Ct, Oldsmar, FL 34677, a beautifully maintained villa located within the highly desirable East Lake Woodlands community, one of the most sought-after neighborhoods in Pinellas County and the Tampa Bay area. This home offers a wonderful opportunity for buyers seeking low-maintenance living in a prime Oldsmar location. This immaculate villa has been very well maintained
Welcome to refined Florida living in this luxurious 3-bedroom, 3-bath split floor plan residence located in the highly desirable 55+ community of Gull-Aire Village. Thoughtfully upgraded with both style and function in mind, this move-in ready home offers a rare and versatile layout featuring TWO PRIVATE ENSUITES—perfect for hosting guests or creating dual primary retreats. The interior showcases
Welcome to effortless Florida living in this beautifully updated, move-in-ready 2-bedroom, 2-bath home located in one of Oldsmar’s most desirable 55+ active adult communities. From the moment you arrive, the pride of ownership is clear. Charming curb appeal, an oversized screened front porch, and a meticulously maintained exterior create the perfect first impression and set the tone for the easy,
No rear neighbors. Backs up to Briar Creek and trees. This lovely home is in a great quiet location and allows a cat or a dog up to 25 pounds. It has newer windows, new HVAC Jan 20/2025, replaced subfloors and installed luxury vinyl, replaced electrical panel Jan 2026, repaired vapor barrier & plumbing underneath & raised HVAC ducts that were hanging down. A 4 Point Inspection was done Jan 2026
Your dream home in Bayside Meadows Oldsmar, Florida, offers a single-family home with 2 bedrooms plus a garage conversion that could function as a third bedroom with the addition of a closet. The home includes a dining area with French doors leading to a screened lanai, an indoor laundry area, ceramic tile flooring in the main living spaces, and carpet in the bedrooms. You’ll see ceiling fans in
Welcome to Aventine at Forest Lakes! Inside your new pet-friendly one, two, or three-bedroom apartment for rent, you'll find everything you need for comfortable and convenient apartment living in Oldsmar, Florida. Each apartment comes with a fully-equipped kitchen, screened-in patios/balconies, plenty of closet space, air conditioning, and washer/dryer hookups for your convenience and comfort. At
East Lake Club Apartments is a place you can really call home. From the time you walk in for a tour until the day you move out we strive to make you feel comfortable and happy. Our gated community is located in the heart of Oldsmar, just minuets away from everything you need. Please feel free to give us a call, or stop by in person for more information on our property. We look forward to meeting
Property Id: 2178724 Enjoy coastal Florida living in this beautifully maintained 2BR/2BA home tucked into the serene Gull-Aire Village of Oldsmar. Featuring cathedral ceilings, plantation shutters, and an electric fireplace with custom built-ins, this home blends comfort and style. The updated kitchen offers stainless steel appliances, soft-close cabinetry, quartz countertops, and a pantry.
Stilt Triplex Large end unit 2/BR 2/BA Immaculate condition (Oldsmar)A quiet country-like setting, one block from the bay access to fishing. Ceramic tile floor, luxury tile planks in the bedrooms, appliance: fridge, glass top stove, dishwasher, washer/dryer connection. Ceiling fan in each room, mini blinds, private deck, 10X12 storage bin, 2 parking spaces reserved for you, No Pets, No
Woodlake Run of East Lake Woodlands Country Club Community...... Vacation in Florida in this second floor end unit condo with vaulted ceilings and wonderful view of pond. You will find livingroom/diningroom combination with vinyl plank flooring, wonderful leather couches, vaulted ceilings and sliders out to screen enclosed lanai. Breakfast bar to the kitchen area with stainless appliances.
COMING SOON!!Beautiful 4-bed, 2.5 bath home with large bonus room in the heart of Oldsmar. The open flowing floor plan welcomes you the second you step inside. The home boasts luxurious hardwood floors in the downstairs living areas, brand new luxury vinyl upstairs, gorgeous granite countertops in the kitchen and bathrooms, wood cabinets, and stainless-steel appliances. The large kitchen,
This beautifully maintained, fully furnished, and freshly painted condo is move-in ready, offering a bright, open, and peaceful living environment in one of Oldsmar's most desirable guard-gated golf communities. Recently refreshed and professionally maintained, this home provides a clean, comfortable, and inviting space with abundant natural light and a spacious layout. Simply bring your personal
Beautiful Fully Furnished 2-Bedroom Condo in East Lake Woodlands | Woodlake RunWelcome to 217 Woodlake Wynde, a well-maintained, fully furnished 2-bedroom, 2-bath condo located in the desirable Woodlake Run community within East Lake Woodlands in Oldsmar. This home offers approximately 930 square feet of comfortable living space with a practical layout, natural light, and a peaceful
Welcome to 403 Park Blvd, a brand-new 2025 luxury home for rent in the heart of Oldsmar. This one-story residence offers 4 bedrooms, 3.5 bathrooms, a 2-car garage, and over 2,900 square feet of thoughtfully designed living space. Features include 10-foot ceilings, an open-concept floor plan, luxury flooring, a gourmet kitchen with Bosch stainless steel appliances, quartz countertops, waterfall
Discover your new home in the heart of Oldsmar, where comfort meets convenience. This beautifully maintained villa features an open floor plan with lofty cathedral ceilings for a spacious feel, filled with abundant natural light. Special touches like laminate and tile flooring throughout, paired with stainless steel appliances, create a modern, low-maintenance living environment. The screened
WELCOME HOME TO THIS BEAUTIFULLY MAINTAINED 2-BEDROOM, 2-BATH CORNER UNIT LOCATED ON THHE 2ND FLOOR IN THE HIGHLY DESIRABLE FOREST LAKES COMMUNITY OF OLDSMAR. THISS BRIGHT AND SPACIOUS RESIDENCE FEATURES A FUNCTIONAL SPLIT-BEDROOM FLOOR PLAN, A LARGE WALK-IN CLOSET, AND A PRIVATE BALCONY PERFECT FOR ENJOYING YOUR MORNING COFFEE OR RELAZING AFTER A LONG DAY. CONVENIENTLY SITUATED WITH EASY ACCESS
Beautiful Fully Furnished 2-Bedroom Condo in East Lake Woodlands | Woodlake RunWelcome to 217 Woodlake Wynde, a well-maintained, fully furnished 2-bedroom, 2-bath condo located in the desirable Woodlake Run community within East Lake Woodlands in Oldsmar. This home offers approximately 930 square feet of comfortable living space with a practical layout, natural light, and a peaceful
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