Oldsmar Homes with Clubhouse Amenities

Oldsmar Homes with Clubhouse Amenities

Welcome to Oldsmar, Florida—a hidden gem nestled in the heart of Pinellas County. This charming city boasts a unique blend of small-town warmth and modern convenience, making it an ideal place for families, retirees, and everyone in between. With its picturesque parks, vibrant community events, and proximity to the stunning Gulf Coast beaches, Oldsmar offers a lifestyle that many dream of.

One of the standout features of Oldsmar is its inviting neighborhoods, many of which come equipped with fabulous clubhouse amenities. Imagine waking up in your beautiful home, just steps away from a community clubhouse that serves as the social hub of your neighborhood. These clubhouses often feature sparkling swimming pools, fitness centers, and recreational spaces perfect for gatherings and events. Whether you’re looking to host a barbecue with friends or simply unwind after a long day, these amenities elevate your living experience.

Oldsmar's homes are designed for comfort and style, providing a variety of options to suit your needs. From cozy single-family homes to spacious townhouses, you'll find properties that perfectly align with your lifestyle. The community atmosphere is enhanced by the numerous activities available, from organized fitness classes to social clubs, ensuring that there’s always something to do and someone to connect with.

Discover the charm of Oldsmar today, where your dream home awaits in a community that feels like family. With its clubhouse amenities and welcoming spirit, you’ll find that life here is not just about living—it's about thriving. Come explore Oldsmar, and make it your home sweet home!

Newest Oldsmar Homes with Clubhouse Amenities

392 Cobia Way, Oldsmar
$178,000
2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code
Welcome home to your Florida Retreat in Oldsmar! Discover the perfect blend of comfort, convenience and coastal charm in this beautifully maintained, move-in ready, furnished 2-bedroom, 2-bathroom, nestled in the heart of Oldsmar, Florida! Featuring a relaxed coastal vibe, this inviting home offers updated kitchen cabinets, bathroom vanities and showers, laminate flooring throughout, built-in cabinetry in the kitchen and dining areas, and an open-concept layout. The spacious living room and dining areas, complemented by plantation shutters, provide a welcoming setting for entertaining guests or simply relaxing in comfort. The generously sized primary suite features an updated en-suite bathroom, a spacious walk-in closet and a walk-in shower. Additional improvements include double-pane windows throughout, a newer central air conditioning system, water heater and a leaf guard system, backed by a lifetime warranty. 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.)

392 Cobia Way, Oldsmar

389 Tranquil Court, Oldsmar
$179,000
2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code
Just listed in 55+ Gull-Aire Village! Experience peaceful living in a quiet location surrounded by friendly neighbors. The open floor plan highlights stylish laminate, vinyl, and newly upgraded carpet flooring, complemented by newer stainless-steel appliances and high-end front-load washer and dryer. Enjoy peace of mind with a new AMS roof-over installed in July 2022, a new A/C from 2020, and a new vapor barrier added in 2017. The spacious living room features a built-in bar, perfect for entertaining guests or relaxing at home. With mobile home titles retired in August 2021, there are no transfer costs for the new owner. This vibrant community offers a clubhouse at its center, hosting monthly events and amenities including a pool table, shuffleboard, bocce ball courts, a heated pool, and a spa. Residents can participate in activities like bingo, card games, and line dancing, fostering an active and social lifestyle. Golf cart-friendly streets make neighborhood travel both easy and enjoyable. Enjoy affordable living with HOA fees of only $70 per month in a meticulously maintained community. Pet owners are welcome—one pet of any size is allowed, and a second pet may be permitted with an emotional support letter from a physician. Ownership includes the land, so you will not have to worry about lot rent. Convenience is right at your doorstep, with AMC Theatres, Bealls, Marshalls, Ulta Beauty, PetSmart, Five Below, and Dollar Store just across the street. Dining options abound, including Shaker & Peel, Craft Street Kitchen, Mandolas, Country Pizza Italian Grill, and Eves Family Restaurant. Major retailers such as Super Walmart and Publix, along with Countryside Hospital, are only ten minutes away. Outdoor lovers will appreciate being just ten miles from the breathtaking beaches at Honeymoon Island and Caladesi State Park, as well as direct access to a scenic biking and walking trail along the canal. Room measurements are approximate.

389 Tranquil Court, Oldsmar

82 Pelican Drive N, Oldsmar
$179,000
2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code
Welcome to Gull-Aire Village 55+, where this well-maintained 1993 Jacobsen home is ready for its new owner. Ideally located within walking distance of restaurants, shopping, and everyday conveniences, this home offers both comfort and convenience. Recent updates include a TPO roof installed by All Weather Roofing in August 2020, a new dishwasher installed in December 2024, and a new exterior 150-amp electrical panel with updated grounding installed in September 2018.The kitchen includes a convenient breakfast bar, perfect for enjoying morning coffee or entertaining guests. Both bathrooms have updated cabinetry, and the hall bathroom features a tiled shower. This home has an interior laundry with washer and dryer. Enjoy the desirable front screened porch, conveniently located at the same level as the home with no steps. The vibrant clubhouse serves as the heart of the community offering monthly events and amenities including a pool table, shuffleboard, bocce ball court, heated pool and spa. Residents can also participate in regular activities such as bingo, card games, and line dancing. Golf-cart-friendly streets make navigating the neighborhood easy and enjoyable. With HOA fees of just $70 per month, Gull-Aire Village offers affordable living in a well-maintained, pet-friendly community. One pet of any size is permitted, and a second pet is allowed with an emotional support letter from a doctor. Best of all, ownership includes the land, so there is no lot rent. Convenience is right across the street with AMC Theatres, Bealls, Marshalls, Ulta Beauty, PetSmart, Five Below, and Dollar Store nearby. Dining options include 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. Outdoor enthusiasts will appreciate being just ten miles from the beautiful beaches of Honeymoon Island and Caladesi State Park, as well as having easy access to a scenic canal-side biking and walking trail from within the community. Room sizes are approximate.

82 Pelican Drive N, Oldsmar

225 Tarpon Lane, Oldsmar
$169,900
2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code
Welcome home to your cozy, yet spacious retreat nestled on a corner lot across the side street from a peaceful wooded area in the heart of Oldsmar, Florida! This beautiful 2-bedroom, 2-bathroom, move-in ready home features a relaxed coastal vibe, updated combination fan/lights throughout, built-in cabinets in the kitchen seating area, walk-in closets in both bedrooms and an open-concept layout. The spacious living room and dining area provide the perfect setting for entertaining guests or simply relaxing in comfort. The spacious primary suite offers a walk-in closet and a private en-suite bathroom, complete with a separate walk-in shower and toilet area for added privacy. Located in the highly desirable 55+ community of Gull-Aire Village, this golf cart-friendly neighborhood offers 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 rare benefit of owning the land with a low monthly HOA fee of just $70 and one pet of any size is welcomed. Two boat and RV storage areas are also available for a low monthly rental fee. You’ll love the unbeatable location—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.An adjacent walking, running, and biking trail along Canal Way leads directly to picturesque Sheffield Park, the perfect spot to enjoy 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 fall in love with the welcoming charm and vibrant lifestyle of Gull-Aire Village.Schedule your private tour today!(Room dimensions are approximate and should be verified by Buyer.)

225 Tarpon Lane, Oldsmar

34 Pelican Drive E, Oldsmar
$209,900
2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code
This well-maintained 1989 Jacobsen home is ready to welcome its new owner! The inviting open floor plan features cathedral ceilings and an abundance of windows in the living room, creating a bright, airy atmosphere. Recent updates include new kitchen cabinets and countertops, three new skylights, and updated vanities in both bathrooms. The convenient indoor laundry area adds everyday functionality. Enjoy your morning coffee or unwind on the screened porch, which is conveniently located at the same level as the home—no steps required. The sale includes the land, so there is no lot rent. With HOA fees of just $70 per month, this property offers affordable living in a beautifully maintained, pet-friendly community. One pet of any size is permitted, and a second pet will be allowed with a letter from the Buyer's doctor to be submitted with the application for approval. Residents enjoy an active, welcoming lifestyle centered around a vibrant clubhouse that hosts monthly events and offers a pool table, shuffleboard, bocce ball court, heated pool, and spa. Regular activities include bingo, card games, and line dancing. Golf-cart-friendly streets make it easy to get around and connect with neighbors. Convenience is just across the street, with AMC Theatres, Bealls, Marshalls, Ulta Beauty, PetSmart, Five Below, and Dollar Store nearby. Dining options include Shaker & Peel, Craft Street Kitchen, Mandola’s, Country Pizza Italian Grill, and Eve’s Family Restaurant. Super Walmart, Publix, and Countryside Hospital are approximately 10 minutes away. Outdoor enthusiasts will appreciate the home’s proximity to the beautiful beaches of Honeymoon Island and Caladesi State Park, located just ten miles away. A scenic biking and walking trail along the canal are also easily accessible from within the community. Room sizes are approximate.

34 Pelican Drive E, Oldsmar

221 Caryl Way Unit 221, Oldsmar
$175,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Condo SubDv. ⋅ 34677 Zip Code
Experience the beauty of golf course living in the highly desirable East Lake Woodlands community of Oldsmar, Florida! Welcome to 221 Caryl Way #221, a beautifully updated 2-bedroom, 2-bath condominium offering picturesque views of the 18th fairway of the East Lake Woodlands South Course, modern conveniences, and an exceptional Florida lifestyle. Step inside to discover an inviting floor plan designed for comfortable everyday living and entertaining. The updated kitchen features elegant granite countertops, designer cabinetry, stainless steel appliances, a brand-new refrigerator, and a convenient breakfast bar that connects the kitchen to the living area. Whether preparing your favorite meal or hosting friends, this thoughtfully designed space combines style and functionality. The spacious primary bedroom provides a comfortable retreat with three closets offering exceptional storage. Two full bathrooms, updated toilets, hurricane windows, and an in-unit washer and dryer add to the home's everyday convenience and appeal. Imagine starting your morning with peaceful views of the 18th fairway, surrounded by the beautifully maintained golf course landscape. Just across the street, the community swimming pool and clubhouse provide convenient opportunities to relax, socialize, and enjoy the Florida sunshine. For those who appreciate an active country club lifestyle, nearby Ardea Country Club offers optional private memberships featuring two championship 18-hole golf courses, two heated swimming pools, tennis and pickleball courts, a fitness center, clubhouse, dining, and a variety of member social events. Club membership is separate and subject to availability and membership requirements. Located in the heart of Oldsmar, East Lake Woodlands offers convenient access to shopping, restaurants, parks, recreation, and destinations throughout Tampa Bay, combining a peaceful golf course setting with everyday convenience. Whether you're searching for a golf course condominium, a seasonal Florida retreat, or a low-maintenance year-round residence, this East Lake Woodlands condo checks the boxes. With 2 bedrooms, 2 bathrooms, an updated kitchen, granite countertops, hurricane windows, in-unit laundry, beautiful fairway views, and a community pool just steps away, this home offers an outstanding opportunity to enjoy the Florida lifestyle. Your golf course lifestyle awaits! Schedule your private showing of 221 Caryl Way #221 today and discover why East Lake Woodlands is such a special place to call home.

221 Caryl Way Unit 221, Oldsmar

340 Canal Way, Oldsmar
$149,500
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

56 Pelican Drive S, Oldsmar
$182,900
2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code
PRICE IMPROVEMENT - SELLERS ARE MOTIVATED!!! Welcome to easy Florida living in Gull-Aire Village! This beautifully maintained 2-bedroom, 2-bathroom manufactured home is located in the desirable 55+ Gull-Aire community of Oldsmar, where you own the land and enjoy an affordable HOA of just $70/month. Offered fully furnished and completely turn-key, this home is ready for you to move right in and start enjoying the Florida lifestyle—and the GOLF CART IS INCLUDED! The home features many updates, such as... a 2017 roof, newer A/C, water heater, and more… all providing peace of mind for its next owner. In addition to the comfortable interior living space, you'll love the bonus SCREENED-IN PORCH, perfect for relaxing with your morning coffee or enjoying Florida evenings. A convenient shed/laundry combination provides additional storage and functionality, while the carport offers covered parking. Gull-Aire Village offers a welcoming, active lifestyle with a calendar of planned activities, community events, and social gatherings. The neighborhood is GOLF-CART FRIENDLY, making it easy to get around and take advantage of everything the community has to enjoy. Location is another major highlight! You'll be directly across the street from a variety of shopping, entertainment, and dining options, including AMC Theatres, Bealls, Marshalls, Dollar Tree, and restaurants such as Craft Street Kitchen, Country Pizza Italian Grill and Shaker and Peel. When it's time for a day at the beach, Honeymoon Island is just a short 15 minute drive away. Whether you're looking for a full-time Florida residence, a seasonal retreat, or a low-maintenance place to enjoy retirement, this turn-key Gull-Aire Village home WITH FURNISHINGS AND GOLF-CART INCLUDED IN THE SALE... offers an exceptional opportunity to enjoy the best of the Florida lifestyle!

56 Pelican Drive S, Oldsmar

1330 Preservation Way, Oldsmar
$2,300,000
7 Beds ⋅ 5 Baths ⋅ Preserve The SubDv. ⋅ 34677 Zip Code
Welcome to an exceptional 7-bedroom, 4½-bath estate nestled within the prestigious double-gated community of East Lake Woodlands in Oldsmar. Set on over half an acre and backing directly to a peaceful preserve, this remarkable property offers an unparalleled sense of privacy, tranquility, and security. Recently updated and beautifully refreshed, the home features a newly renovated kitchen, newly renovated bathrooms, newly renovated laundry room, newly refinished floors, and fresh interior paint throughout. The spacious and versatile floor plan provides abundant room for comfortable living and entertaining, with generously sized bedrooms and a dedicated office and fitness room with a built-in sauna, creating your own private space to work, exercise, and relax. Step outside to your private Florida retreat, complete with a sparkling pool and expansive deck, surrounded by lush greenery and the natural beauty of the preserve. The peaceful preserve backdrop creates a rare feeling of seclusion while providing a beautiful setting for morning coffee, outdoor dining, entertaining, or simply enjoying the Florida sunshine. Located within a premier golf community, East Lake Woodlands offers an exceptional lifestyle surrounded by mature landscaping and natural beauty, with championship golf, tennis, pickleball, fitness facilities, resort-style amenities, dining, and social activities. Conveniently located near local shops, restaurants, cafés, grocery stores, parks, and everyday conveniences, while offering easy access to some of the area's most beautiful Gulf Coast beaches, including Honeymoon Island, Clearwater Beach, and Caladesi Island. Tampa International Airport is also easily accessible for convenient travel. With seven bedrooms, 4½ bathrooms, over half an acre, preserve frontage, a private pool, dedicated office and gym, built-in sauna, newly renovated kitchen and laundry room, updated bathrooms, refinished floors, and fresh paint, this extraordinary estate offers the perfect combination of luxury, privacy, space, and Florida lifestyle.

1330 Preservation Way, Oldsmar

353 Bay Arbor Boulevard, Oldsmar
$565,000
3 Beds ⋅ 2 Baths ⋅ Bay Arbor SubDv. ⋅ 34677 Zip Code
MOVE-IN READY in the gated Bay Arbor community of Oldsmar! This beautifully updated 3-bedroom, 2-bath home is ready for its new owners. Major improvements have already been taken care of, including a brand-new roof, screened patio and fresh interior and exterior paint, allowing you to move in and enjoy from day one. The desirable split-bedroom floor plan offers privacy and an easy flow for everyday living. The open kitchen and family room combination creates a welcoming central gathering space, while the spacious primary suite offers a separate office or sitting area, providing the flexibility for a home office, reading room, or private retreat. The primary bath features dual vanities, a separate shower, and a relaxing Jacuzzi tub. Step outside to the screened-in patio and enjoy peaceful conservation views in a private backyard setting. With no rear neighbors, this is a wonderful place to unwind while enjoying the Florida outdoors. Additional features include an inside laundry room with washer and dryer included, a two-car garage, and plenty of storage. Located within the gated Bay Arbor community, residents enjoy access to a community pool and playground along with beautifully maintained neighborhood grounds. The Oldsmar location offers convenient access to shopping, restaurants, parks, recreation, Tampa International Airport, and major roadways, with easy access to both Pinellas and Hillsborough County. A well-maintained home, a desirable gated community, a peaceful conservation setting, and the big-ticket updates already completed—this one is truly ready for its next chapter.

353 Bay Arbor Boulevard, Oldsmar

603 Canal Way, Oldsmar
$469,900
2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code
Welcome Home! Your beautifully updated move-in-ready Florida block/stucco retreat with a warm, contemporary style awaits you in the heart of Oldsmar. This spacious 2-bedroom, 2-bath home with a den, (possible 3rd bedroom), 1,972 heated sq. ft. and 2,588 gross sq. ft. of space, 2-car garage home is situated on a beautifully landscaped lot, offering privacy, flexibility and plenty of space to enjoy the Florida lifestyle. The open and inviting floor plan features high ceilings and newer, high quality laminate flooring throughout the living room, dining area, foyer, bedrooms, den and hallway. Ceramic tile flooring is featured in the kitchen, dinette, Florida room, laundry room and bathrooms. The well-appointed kitchen is designed for both everyday living and entertaining, featuring quartz countertops, stylish cabinetry, an island, stainless steel appliances - including a refrigerator, range, range hood and microwave - dishwasher and a convenient pantry closet. The generous primary suite offers two walk-in closets and a private en-suite bathroom with a double sink vanity, walk-in shower and linen closet. The spacious Florida room overlooks the beautifully landscaped private backyard and can be accessed from the dinette area, living room or the primary bedroom. Plantation shutters throughout the dinette area and on the primary bedroom sliding glass door provides privacy. Double-pane windows are featured throughout the main living areas of the home, providing enhanced energy efficiency, comfort and natural light. The covered screened-in porch features sleek aluminum railings and durable composite deck flooring providing both style and additional space for relaxing or entertaining. More recent upgrades include a roof replacement (2024), newer A/C system (2022), screened-in porch (2022), and water heater (2022). Nestled in the highly desirable 55+ community of Gull-Aire Village, this golf cart-friendly neighborhood offers exceptional 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. This home features a low monthly HOA fee of just $70 with one pet of any size permitted. The location is truly unbeatable! You're less than a mile from Woodlands Square, offering Bealls, Marshall’s, Ulta, PetSmart, AMC Theatres, Craft Street Kitchen, Shaker & Peel, Eve’s Family Restaurant, and more. Everyday conveniences such as Publix, Target, Walmart Neighborhood Market, and Mease Countryside Hospital are just 2 miles away. Honeymoon Island Beach is approximately 9 miles away, and Tampa International Airport is an easy 15-mile drive. An adjacent walking, running, and biking trail along Canal Way leads directly to picturesque Sheffield Park, providing the perfect setting to enjoy Florida’s outdoor beauty. Whether you’re socializing at the clubhouse, relaxing by the sparkling pool, or simply enjoying the peaceful surroundings, you’ll fall in love with the friendly, welcoming lifestyle of Gull-Aire Village. (Room dimensions are approximate and should be verified by Buyer.)

603 Canal Way, Oldsmar

Start Your Search

How much is your home worth?

Get instant property value now!