Oldsmar Homes with Maintenance Amenities

Welcome to Oldsmar, Florida – a hidden gem nestled in the heart of Pinellas County! This charming city perfectly blends the allure of small-town living with the conveniences of urban life. Just a stone's throw from the stunning Gulf Coast beaches and vibrant metropolitan areas, Oldsmar boasts a unique charm that attracts residents seeking a peaceful yet dynamic lifestyle.

Oldsmar is renowned for its lush parks, scenic waterfronts, and a close-knit community spirit. With a rich history dating back to the early 1900s, the city is filled with character, offering delightful shops, cozy cafes, and a variety of recreational activities. Whether you’re exploring the picturesque trails of the nearby Upper Tampa Bay Trail or enjoying a leisurely day at the Oldsmar Sports Complex, there’s always something to do.

For those considering a move to this delightful city, homes with maintenance amenities are a popular choice. These properties offer the perfect blend of comfort and convenience, allowing residents to enjoy their homes without the burdens of extensive upkeep. Imagine living in a beautifully maintained community where landscaping, pool maintenance, and other essential services are taken care of, giving you more time to relax and enjoy everything Oldsmar has to offer.

With its friendly atmosphere, excellent schools, and abundant outdoor activities, Oldsmar is not just a place to live – it’s a community to thrive in. Explore our listings today and discover the perfect home in this charming Florida city!

Newest Oldsmar Homes with Maintenance Amenities

$170,000

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

Welcome to 372 Cobia Way — one of the best locations in Gull-Aire Village, sitting directly across from the community pool, spa, and clubhouse! This resident-owned, 55+ golf cart friendly community in the heart of Oldsmar offers the best of Florida retirement living at an unbeatable value. Step inside to a bright, open floor plan featuring dark hardwood-style flooring and bold coastal teal accents throughout. The spacious living and dining areas flow into a well-appointed kitchen with wood cabinetry, a center island with breakfast bar, and stainless steel appliances. The primary suite includes a private en-suite bath, with a second full bath rounding out the layout. Screened lanai, wide carport, inside laundry, and a utility shed out back — this one has it all. You own the land. No lot rent. Ever. Low HOA and an active social calendar to boot. Community amenities include a heated pool & spa, clubhouse, sauna, library, shuffleboard, and bocce ball. Walk across the street to AMC Theatres, Beall's, Marshalls, and a full lineup of restaurants. Minutes to Publix, Walmart, and Countryside Hospital. Just ~10 miles to Honeymoon Island and Caladesi State Park. NOT in a flood zone!

372 Cobia Way, Oldsmar

$399,000

3 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cluster Homes SubDv. ⋅ 34677 Zip Code

Virtually Staged. This beautifully updated 3-bedroom, 2-bath attached villa style home is nestled in the highly sought-after Eastlake Woodlands community, offering serene preserve views in the front from your private fenced in patio and peaceful wooded and golf course views in the back. The home features a carport with a storage closet and a thoughtfully designed split-bedroom floor plan. Recent upgrades include all-new impact windows (2023), Roof (2020) a new air conditioner (2022), new washer & dryer (2022), remodeled entryway and bathrooms (2023), new blinds (2022), and remote-controlled ceiling fans throughout (2022). The living and dining areas showcase elegant crown molding, while the updated 150-amp electrical panel ensures modern efficiency. The kitchen boasts wood cabinetry, granite countertops, a glass mosaic backsplash, and stainless steel appliances. Laminate flooring extends throughout the home, with ceramic tile in the wet areas for added durability. The spacious primary suite offers a walk-in closet, access to the bonus room, and a luxurious bath with dual sinks, wood cabinetry, granite counters, and a step-in glass shower. The third bedroom also features a walk-in closet, built-in storage, and a slider to the bonus room, while the secondary bath includes a newer tile surround for the tub/shower and a stylish vanity with a granite countertop. Dont forget the huge, expansive bonus room that adds incredible flexibility for a family room, office, or hobby space. Perfectly blending comfort and style, this home delivers move-in-ready elegance in a premier location.

600 S Woodlands Drive, Oldsmar

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