Oldsmar Homes with Awning(s) Exterior Features

Oldsmar Homes with Awning(s) Exterior Features

Welcome to Oldsmar, Florida—a hidden gem nestled in the heart of Pinellas County. Known for its vibrant community and charming small-town atmosphere, Oldsmar offers a perfect blend of suburban comfort and easy access to the stunning Gulf Coast. With a rich history dating back to the early 1900s, this picturesque city is characterized by its lush parks, scenic waterfront, and an array of recreational activities that cater to all ages.

Oldsmar is not just a place to live; it’s a lifestyle. Residents enjoy a variety of amenities, including the beautiful Oldsmar City Park, where you can take leisurely strolls, enjoy picnics, or engage in outdoor sports. The nearby Oldsmar Marina offers a gateway to the water, perfect for boating enthusiasts and fishing aficionados alike. With its proximity to Tampa and Clearwater, residents can easily access urban excitement while relishing the tranquility of their hometown.

When it comes to finding your dream home in Oldsmar, you’ll discover a delightful selection of properties featuring charming awning exteriors. These homes not only add to the aesthetic appeal of the neighborhood but also provide practical benefits such as shade and protection from the elements. Picture yourself sipping coffee on your patio, sheltered from the sun by a beautifully designed awning, while enjoying the lush surroundings of this idyllic city.

Whether you’re a first-time homebuyer or looking to downsize, Oldsmar’s real estate market has something for everyone. Experience the warmth and charm of Oldsmar, where every home tells a story, and every street invites you to explore. Come and discover the perfect place to call home!

Newest Oldsmar Homes with Awning(s) Exterior Features

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

Virtually Staged. Welcome home to Gull-Aire Village, a 55+ community that is Pet & Golf Cart friendly in the Heart of Oldsmar! Gull-Aire Village is a Land-Owned community, which means you OWN the Land & Home. This home is Priced to Sell for an easy transaction. It boasts a New Roof (11/24), Luxury Vinyl flooring throughout the living areas, laundry room is inside with Washer & Dryer included. The kitchen opens to the dining room for easy entertaining. The large living room offers comfort and opens to the enclosed Florida Room for a great flexible space offing additional living room space or privacy with the sliding glass doors. The primary bedroom features an En-Suite bathroom with walk in shower, the guest bedroom can double as an office and guest bathroom has a bathtub. The outside front area has a large covered carport for your car. There is also room under cover for a golf cart. You will appreciate the covered patio area that also includes an enclosed storage shed for garden tools or hobbies. The HOA fee covers the community amenities of a Heated Pool, Spa, Active Clubhouse with a varaity of events and activities, a Library, Pool Table, Shuffleboard courts and Bocce ball court. Just across the street are restaurants, shopping, and a movie theater. A walking/running trail is located adjacent to Canal Way, which takes you directly to Sheffield Park, which is a park with trails and a Dog Park. Gull-Aire Village is close to Safety Harbor, Dunedin and Honeymoon Island! Less than 30 minutes to Tampa International Airport. This home is a great value at this price and is a must see.

340 Canal Way, Oldsmar

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

Lovely Waterfront Single Family Home in Gull-Aire Village—never flooded, came through Hurricane Helene completely dry. Current appraisal is in the attachments. 534 Canal Way features a slab foundation, block and stucco construction on a continuous footing. Built in 2001, it offers 1,873 heated sq. ft., 2,441 sq. ft. under roof, and an attached 483 sq. ft. two-car garage. It includes two bedrooms, two full baths, granite kitchen countertops, and built-in bookshelves in the master bedroom. Upgrades include a new A/C system (2026), replacement windows and doors (2020), a $20k Generac standby generator with 300 Gallon propane tank (2020), and a porch added in December 2020. The roof was installed in 2014. There are too many extras to list. The backyard is a true highlight, featuring a lawn that slopes directly down to the water with no seawall, making it easy to launch a kayak, canoe, or small jon boat. With no seawall to maintain or replace, upkeep is minimal. Please note: there is no dock or boat lift, making this ideal for paddlers and small craft. The home is adapted for easy living, complete with a powered chair lift from the driveway to the front door, step railings, assisted lifting rails in the bedroom, and a Kohler walk-in tub in the second bathroom. Gull-Aire Village is a deed-restricted 55+ community where you own the land, with an HOA fee of just $70/month. Amenities include a clubhouse, large heated pool, spa, sauna, library, enclosed shuffleboard, bocce, picnic area, art gallery, and resident-run activity groups. Oldsmar has designated this a golf cart-friendly community. One pet per home is permitted, and association approval is required prior to closing. Conveniently located under a mile from Woodlands Square (Bealls, Marshalls, Ulta, PetSmart, AMC Theatres, Craft Street Kitchen, Shaker and Peel, and Eve's Family Restaurant). Publix, Target, Walmart Neighborhood Market, and Mease Countryside Hospital are within two miles. A walking/biking trail along Canal Way leads to Sheffield Park. Honeymoon Island is approximately 9 miles away, and Tampa International Airport is about 15 miles out. Room dimensions are approximate and should be verified by buyer.

534 Canal Way, Oldsmar

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

Experience the charm of Gull-Aire Village 55+ in this beautifully renovated home, ready for its next owners. Boasting a spacious 1,320 square feet with stylish laminate flooring throughout, this residence is perfect for entertaining and comfortable living. The split-bedroom layout ensures privacy for both you and your guests, while both bathrooms feature luxurious walk-in showers for added convenience. The Chefs kitchen is a culinary delight, featuring an inviting island, sleek granite countertops, and an abundance of cabinets for optimal storage. Adjacent to the kitchen, the dining area impresses with built-in cabinetry, ideal for a coffee bar or entertaining bar. Elegant barn doors lead from the dining area into the cozy family room, where the indoor laundry—complete with washer and dryer—offers practicality and ease. Carport offers side-by-side parking. Embrace an active lifestyle at the vibrant clubhouse, the heart of the community, events and offering amenities such as a pool table, shuffleboard, bocce ball court, and a heated pool and spa. Stay engaged with regular activities. Golf cart-friendly streets make navigating the neighborhood effortless! Enjoy affordable living with HOA fees at only $70 per month. Bring one pet of any size, and a second pet is allowed with a doctor's note for emotional support. Best of all, you own the land. Conveniences are at your fingertips, like AMC Theatres, Bealls, Marshalls, PetSmart, Five Below, and Dollar Store just across the street. Savor local flavors at Shaker & Peel, Craft Street Kitchen, Mandolas, Country Pizza Italian Grill, and Eve's Family Restaurant. Essential retailers such as Super Walmart and Publix, along with Countryside Hospital, are only minutes away. Outdoor enthusiasts will love the proximity to the stunning beaches of Honeymoon Island and Caladesi State Park, just ten miles away. A scenic biking and walking trail along the canal are easily accessible from within the community. Room sizes are approximate. Do not miss your chance to experience the best of Oldsmar living in one of the area’s most sought-after communities.

407 Dolphin Drive S, Oldsmar

3 Beds ⋅ 2 Baths ⋅ West Oldsmar Sec 1 SubDv. ⋅ 34677 Zip Code

Set on nearly one-third of an acre with NO HOA restrictions, the property offers ample space to enjoy, expand, or customize.. Recent additional updates include a durable metal roof, hurricane-rated windows, and elevated entryways. Inside, the home features an open layout that connects the living, dining, and kitchen areas, creating a comfortable flow for everyday living and entertaining. The private in-law suite has its own entrance, giving the home added versatility for multi-generational living, guests, work-from-home needs, or income-producing possibilities. Seller reports no known flooding of the home. The .3 acre fully fenced backyard is spacious and inviting, with mature landscaping, fruit trees, and a paved patio area ready for an outdoor kitchen, a fire pit or an Accessory Dwelling Unit. A custom-built shed/workshop adds even more usable space for storage, tools, hobbies, or a creative studio.

3087 Duane Avenue, Oldsmar

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

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, low-maintenance lifestyle so many active adults and seasonal residents are looking for. Step inside and you’ll immediately notice the thoughtful updates throughout. The true heart of the home is the stunning custom kitchen, designed for both everyday living and entertaining. It features elegant quartz countertops, a farmhouse sink, designer tile backsplash, premium custom cabinetry with dovetail soft-close drawers, and new Kitchen and Laundry flooring. This is a space that’s as beautiful as it is functional. The rest of the home is equally impressive, with upscale finishes including LED recessed puck lighting, crown molding, 2¼-inch baseboards, custom closet systems, and beautiful Bali Blinds that add both style and functionality throughout. The Primary and guest bathroom has also been tastefully renovated, and every room feels bright, welcoming, and exceptionally well cared for. Beyond the cosmetic updates, this home offers true peace of mind with major improvements already completed, including a newer roof (2017), A/C system (2014) with UV light added in 2020, energy-efficient double-pane windows (2014), an upgraded electrical panel with whole-home surge protection, and gutters with gutter guards. A standout feature is the upgraded marine-grade plywood subfloor, a rare detail that speaks to the level of care and quality invested in this home. The lifestyle here is just as appealing. Residents enjoy resort-style amenities with low HOA fees that include a heated pool and spa, clubhouse, library, billiards room, shuffleboard, bocce ball court, and separate men’s and women’s saunas. Boat and RV storage are also available for added convenience. The location is hard to beat. Situated in the heart of Oldsmar, directly across from shopping, dining, banking, entertainment, and everyday conveniences, you’re also just a short drive to Westfield Countryside Mall, Tampa International Airport, scenic parks, Safety Harbor, downtown Tampa, Clearwater, and the world-famous Gulf beaches. This turnkey 55+ retreat offers the perfect combination of comfort, convenience, and carefree Florida living. Schedule your private showing today.

276 Pelican Drive N, Oldsmar

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

Welcome to your new home in the highly sought-after 55+ Gull-Aire Village! Perfectly situated on a spacious corner lot, this charming Jacobsen manufactured residence offers both comfort and convenience within walking distance to the community pool and clubhouse. Constructed in 1993, it features durable ¾ inch plywood subfloors with laminate, carpet, and tile flooring throughout. Enjoy the versatility of the enclosed Florida room, equipped with central air and heat as well as a custom fan system—ideal for hobbies and creative projects. Recent upgrades include a new hot water heater installed in 2018 and beautifully renovated bathrooms completed in 2020. Further improvements include new windows, a front door, siding, and insulation added in 2013.The kitchen is outfitted with sleek 2019 stainless-steel appliances including a refrigerator and dishwasher. A new air conditioning system installed in 2016. A roof-over was added in 2005, and an inside laundry area comes complete with a washer and dryer for your convenience. The vibrant clubhouse is the heart of the community, hosting monthly events and providing amenities such as a pool table, shuffleboard, bocce ball court, and a heated pool and spa. There are also regular activities to keep you engaged and active, including yoga, bingo, cards, and line dancing. The golf cart-friendly streets make getting around a breeze! With HOA fees at just $70 per month, you will enjoy affordable living in a wonderfully maintained neighborhood. This pet-friendly community allows one pet of any size, and a second pet is permitted with a doctor's note for emotional support. Best of all, ownership includes the land—no lot rent! Everyday conveniences are just steps away, with AMC Theatres, Bealls, Marshalls, PetSmart, Five Below, and Dollar Store across the street, as well as popular dining options like Shaker & Peel, Craft Street Kitchen, Mandola's, Country Pizza Italian Grill, and Eve's Family Restaurant. Major retailers such as Super Walmart and Publix, along with Countryside Hospital, are only minutes from your door. For outdoor enthusiasts, the stunning beaches of Honeymoon Island and Caladesi State Park are just ten miles away, and a scenic biking and walking trail along the canal offers easy access from within the community. Room sizes are approximate. Do not miss your chance to enjoy the best of Oldsmar living in one of the area's most desirable communities!

403 Blue Marlin Drive, Oldsmar

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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