Oldsmar Homes with Courtyard Exterior Features

Oldsmar Homes with Courtyard Exterior Features

Welcome to Oldsmar, Florida, a hidden gem nestled in the heart of Pinellas County! This charming city perfectly balances small-town charm with modern conveniences, making it an ideal place to call home. With its picturesque parks, vibrant community events, and stunning waterfront views along the Old Tampa Bay, Oldsmar offers a lifestyle that is both relaxed and invigorating.

One of the standout features of homes in Oldsmar is their beautiful courtyard exterior designs. Imagine stepping into your own private oasis, where lush greenery and inviting outdoor spaces create a serene retreat right at your doorstep. These homes are thoughtfully designed to foster a sense of community while providing the perfect backdrop for family gatherings, barbecues, or simply unwinding after a long day.

Living in Oldsmar means you’re just a stone's throw away from the stunning beaches of the Gulf Coast, as well as a plethora of outdoor recreational activities. Whether you enjoy hiking, biking, or kayaking, the nearby parks and nature preserves offer endless opportunities to explore the great outdoors. Plus, with a variety of dining, shopping, and entertainment options nearby, you’ll never run out of things to do.

In Oldsmar, you’ll find a welcoming community that values quality of life and fosters connections among neighbors. With homes featuring delightful courtyard exteriors, you can enjoy the beauty of Florida living while creating cherished memories in your own backyard. Discover your dream home in Oldsmar today, and experience the perfect blend of comfort, style, and community!

Newest Oldsmar Homes with Courtyard Exterior Features

406 Wingate Circle, Oldsmar
$549,900
3 Beds ⋅ 3 Baths ⋅ Bay Arbor SubDv. ⋅ 34677 Zip Code
Updated Price - New listing in Bay Arbor community in Oldsmar. Features 3 bedrooms, 2.5 bathrooms, large upstairs great room, commercial internet and wiring, 2-car garage, and fully fenced yard with upgraded rear patio. Located on a quiet street at the back of the development and minutes from local attractions, public transportation, and a public park.

406 Wingate Circle, Oldsmar
360 S Woodlands Drive, Oldsmar
$390,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Patio Homes SubDv. ⋅ 34677 Zip Code
Welcome to 360 S Woodlands Drive, a beautifully renovated 2-bedroom, 2-bath patio home nestled within the prestigious gated community of East Lake Woodlands in Oldsmar. Offering 24-hour guarded security and a maintenance-free lifestyle, this move-in ready residence combines modern upgrades with exceptional privacy and comfort. NEW ROOF + FLAT ROOF (2025)! NEW AC (2025)! Extensively updated throughout, the home features luxury vinyl plank flooring installed in 2022, a completely remodeled kitchen with granite countertops, premium cabinetry, and stainless steel appliances, along with two beautifully renovated bathrooms featuring updated tilework, granite countertops, and stylish vanities. The spacious primary suite serves as a private retreat with a custom-designed closet and an oversized soaking tub perfect for relaxation. Additional improvements include IMPAC impact windows, a new flat roof installed in December 2021, updated interior doors, and a custom 45-foot paver walkway that extends from the front entrance to the private rear patio, creating an ideal outdoor space for entertaining or enjoying Florida's beautiful weather. The HVAC system was replaced in 2025 for added peace of mind.The monthly HOA fee provides true maintenance-free living and includes lawn care, irrigation, Spectrum cable and internet service with two cable boxes, and exterior painting every five years. Residents also have the option to join East Lake Woodlands Country Club, offering two championship golf courses, tennis courts, swimming pools, fitness facilities, dining, and a vibrant social calendar. Ideally located near shopping, dining, parks, Tampa International Airport, and some of the area's most beautiful Gulf Coast beaches, this exceptional home offers the perfect blend of luxury, convenience, and Florida living. Schedule your private showing today.

360 S Woodlands Drive, Oldsmar
600 S Woodlands Drive, Oldsmar
$379,900
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
370 S Woodlands Drive, Oldsmar
$379,999
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Patio Homes SubDv. ⋅ 34677 Zip Code
Virtually Staged some photos. Hot off the press-new shingles, new TPO and new insulation August 2026. 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 1500 sq. ft. open floor plan home features New Contemporary Cabinetry (2025), brand new quartz countertops (2025), brand new kitchen sink (2025), brand new garbage disposal (2025), brand new light fixtures including can lighting throughout (2025), and new stainless steel appliances including double oven. Both bathrooms have been remolded with new cabinets, new tile shower tile (2025), new vanities and sinks (2025). Imported Italian tile throughout the home. Wood plantation shutters through out, large crown and floor molding, California closets in master bedroom, 4 magnificent skylights that bring in natural light, LARGE electric retractable patio awning for private courtyard perfect for entertaining, 2 car oversized garage, new AC (2016), new TPO Roof (2016), new Hurricane Impact Triple Sliding Doors and ALL Windows (2020), new Hurricane Impact Garage Door (2015), new Ceramic Tile Floors (Wood Look)(2018), new Construction of Den/Study w/ Vaulted Wood Ceiling and Ceiling Fan (2018), new Brick Paver Walkway and Patio area (2018), new Water Heater (2018), new Water Softener (2016), new LARGE Driveway (2023), new Epoxy Garage Floor (2023), All new Interior Paint (2023), All new Exterior Lights (2023), A MUST SEE to truly appreciate this turnkey home! Home is located within approximately 15- 30 minutes to the beaches ( Honeymoon Island, Caladesi Island and Clearwater Beach). You can also drive to Walt Disney World, Epcot and Hollywood Studios in approximately 1 hour and 30 minutes depending on traffic. Call today to schedule your showing appointment!

370 S Woodlands Drive, Oldsmar
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