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, known for its friendly atmosphere and vibrant community, boasts a unique blend of suburban tranquility and modern conveniences. With a rich history dating back to the 1800s, Oldsmar offers a delightful mix of scenic parks, bustling shops, and local eateries that capture the essence of Florida living.

One of the standout features of Oldsmar is its collection of homes equipped with clubhouse amenities. Imagine waking up each day to the luxury of having a clubhouse just steps away from your front door. These residences not only provide comfortable living spaces but also foster a sense of community among neighbors. Clubhouse amenities often include sparkling swimming pools, fitness centers, game rooms, and social gathering spaces, making it easy to connect with friends and family or unwind after a long day.

The city is perfectly situated between the stunning Gulf Coast beaches and the vibrant urban offerings of Tampa. Residents enjoy easy access to outdoor activities, including boating, fishing, and hiking in nearby parks. Oldsmar's commitment to preserving its natural beauty is evident in its well-maintained green spaces and recreational facilities.

Whether you’re a first-time homebuyer, a growing family, or looking to retire in a peaceful setting, Oldsmar’s homes with clubhouse amenities provide the ideal backdrop for a fulfilling lifestyle. Discover the charm of this wonderful community and make Oldsmar your new home today!

Newest Oldsmar Homes with Clubhouse Amenities

$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

$185,000
2 Beds 2 Baths East Lake Woodlands Condo SubDv. 34677 Zip Code
Welcome to 221 Caryl Way #221 in Oldsmar, Florida, a beautifully appointed 2-bedroom, 2-bath condominium offering a sought-after golf course setting in East Lake Woodlands. Overlooking the 18th fairway of the East Lake Woodlands South Course, this home combines peaceful views, an updated interior, hurricane windows, and convenient access to community amenities. Step inside to a comfortable, functional floor plan highlighted by an updated kitchen featuring granite countertops, designer cabinetry, a breakfast bar, stainless steel appliances, and a brand-new refrigerator. The kitchen opens naturally to the living space, making it equally suited for everyday living and entertaining. The generously sized primary bedroom provides excellent storage with three closets, while two full bathrooms offer convenience for owners and guests. Additional features include new toilets, hurricane windows for added storm protection, and an in-unit washer and dryer. One of the home's standout features is its golf course setting. Enjoy views overlooking the 18th fairway of the South Course and the relaxed atmosphere that makes East Lake Woodlands such a desirable Oldsmar community. Even better, the community swimming pool and clubhouse are conveniently located directly across the street, making it easy to enjoy the Florida lifestyle without having to travel far from home. For buyers seeking additional golf and country club amenities, nearby Ardea Country Club offers optional private memberships with access to two 18-hole championship golf courses, two heated swimming pools, tennis and pickleball courts, a fitness center, clubhouse, dining and member social activities. Membership is separate and subject to club terms and availability. East Lake Woodlands also provides a convenient Oldsmar location for reaching shopping, restaurants, recreation and destinations throughout Tampa Bay. If you've been searching for a 2-bedroom, 2-bath golf course condo in Oldsmar with fairway views, an updated kitchen, granite countertops, hurricane windows, in-unit laundry, a community pool and easy access to golf, tennis and pickleball, 221 Caryl Way #221 deserves your attention. Schedule your private showing and experience the East Lake Woodlands lifestyle for yourself.

221 Caryl Way Unit 221, Oldsmar

$159,900
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

$419,500
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

$189,900
2 Beds 2 Baths Gull-Aire Village SubDv. 34677 Zip Code
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

$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

$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

$1,099,000
4 Beds 3 Baths Greenhaven Unit Two SubDv. 34677 Zip Code
Homes of this caliber rarely become available in the highly sought-after gated community of East Lake Woods. Completely remodeled and set on over a quarter acre, this residence offers an extraordinary blend of luxury, comfort, and thoughtful functionality. Featuring over 3,000 sq ft., single story, 4 beds, 3 full bathrooms, 3 car garage, a large POOL, hot tub & serene pond views- making this a rarity in the Cul-de-sac. From the moment you arrive, the home makes a striking impression with its expansive driveway, and commanding curb appeal. Approaching the grand double-door entrance you will see soaring 12-foot ceilings immediately as they establish the sense of scale and elegance that defines the interior. Upon entry, your gaze is drawn straight to the sparkling pool and tranquil pond beyond—an unforgettable first impression. Freshly painted inside and out, the home showcases new luxury waterproof vinyl plank flooring throughout, creating a seamless and modern aesthetic. Designed for both everyday living and elevated entertaining, the desirable three-way split floor plan ensures privacy for family and guests alike. The spacious primary suite is a true sanctuary, featuring high ceilings, plantation shutters, and a spa-inspired ensuite. Indulge in the freestanding soaking tub or the oversized walk-in shower with a rainfall showerhead and body jets. Dual vanities, a dedicated makeup station, and an illuminated LED mirror complete this luxurious retreat. At the heart of the home is a breathtaking open-concept kitchen and a family room. The fully remodeled kitchen boasts brand-new solid wood soft-close cabinetry, hand selected Taj Mahal quartz countertops, a cooktop with pot filler, new stainless-steel appliances, and an exceptional workspace for the home chef. A bright breakfast nook overlooks the pool, while the separate butler’s pantry offers the perfect space for a coffee bar, beverage station, or additional storage. Entertaining is effortless with the beautifully redesigned wet bar, featuring rich dark cabinetry, ambient lighting, a sink, and a built-in wine refrigerator. The family room layout provides space to host all gatherings. A beautifully renovated guest bathroom off the kitchen showcases designer tile, a modern vanity, and an LED mirror. Toward the rear of the home, two additional spacious bedrooms are accompanied by another fully remodeled bathroom with dual sinks, LED mirrors, and convenient pool access. Step outside to your private backyard oasis. The oversized screened lanai surrounds and offers an ideal setting for year-round Florida living. The impressive outdoor kitchen features stunning brown fantasy granite countertops, a new built-in grill, and a beverage refrigerator. The finishing touch: your very own private putting green—perfect for practicing, entertaining guests, or simply enjoying the peaceful views. Every detail of this remarkable home has been meticulously updated, creating a truly move-in-ready opportunity in one of the area’s most desirable gated communities. Residents also have the option to join the on-site Ardea Country Club, with memberships offering access to championship golf, tennis, pickleball, a resort-style lap pool, a state-of-the-art fitness center, and dining. All of this is ideally located just minutes from top-rated schools, Tampa International Airport, award-winning Gulf beaches, professional sports teams, and more. Homes like this don't last long, secure your private showing today!

35 Greenhaven Trail, 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

$489,000
3 Beds 3 Baths Bayside Terrace SubDv. 34677 Zip Code
Welcome to refined coastal living in this beautifully appointed 3-bedroom, 2.5-bath townhome located within a highly desirable waterfront community in Oldsmar. Offering a blend of contemporary design, quality construction, and low-maintenance living, this home is ideal for those seeking comfort, style, and convenience. This home, built in 2018, feels like brand new construction. Even though the home is only 8 years old, it shows like new construction, as it has only been lived in a short period of time over the past 8 yrs. Enter the home through the leaded glass front door and you’ll appreciate the bright, open-concept layout. Wood-look ceramic tile flooring extends throughout the entire home without transitions. The spacious living and dining areas are filled with natural light and flow seamlessly into the well-designed kitchen. The kitchen features contemporary cabinetry, premium quartz countertops, stainless steel appliances, and generous workspace for preparing meals and gathering with family and friends. Modern finishes, and carefully selected details create a polished and cohesive look throughout the home. Upstairs, the spacious primary suite offers a comfortable private retreat with a well-appointed en-suite bathroom and generous walk-in closet space. Two additional bedrooms provide flexibility for guests, family members, or a dedicated home office. A large loft creates valuable additional living space and is perfect for a media room, family room, play area, or home office. The 2nd floor also has a huge laundry room convenient to all bedrooms. Your garage is finished with an epoxy paint on the surface making for a very attractive and functional space. One of the home’s most appealing features is the private backyard setting with no direct rear neighbors. The covered rear porch provides a peaceful place to relax, entertain, or enjoy the outdoors while overlooking a more open and secluded backdrop. Home is being sold with washer & dryer, water softener and the water heater was replaced under a year ago. Energy-efficient windows and doors help enhance year-round comfort, while modern construction standards provide added peace of mind. Residents enjoy access to an impressive selection of community amenities, including a clubhouse, fitness center, resort-style pool, gated entry, sidewalks, and a community fishing pier. Conveniently located near parks, walking trails, shopping, dining, and entertainment, the community also offers easy access to Tampa, St. Petersburg, Clearwater, and the area’s beautiful Gulf beaches. Whether you’re searching for a primary residence or a low-maintenance Florida retreat, this exceptional home delivers stylish finishes, backyard privacy, generous living space, and an outstanding Tampa Bay location.

1103 Mango Court, Oldsmar

$719,000
4 Beds 2 Baths East Lake Woodlands SubDv. 34677 Zip Code
Tucked away in the highly desirable gated community of East Lake Woodlands, this one-of-a-kind 4-bedroom, 2-bath waterfront retreat offers a rare opportunity to experience the timeless beauty of Old Florida. With an extraordinary 180-degree view of lush natural surroundings and a tranquil waterway, this private setting feels like a world of its own—where trees, abundant wildlife, and peaceful water views create a backdrop that is both breathtaking and serene. A large circular driveway welcomes you to the home, where a new double-door entry opens to vaulted ceilings and an inviting, light-filled interior. The formal living room features French doors leading to the screened lanai, while the dining room is accented by a beautiful Tiffany-style light fixture. Throughout the home, tile flooring and roller shades provide a clean, timeless aesthetic. The updated kitchen features granite countertops and opens naturally to the family room, where one of two fireplaces creates a warm and inviting gathering space. The primary suite offers its own featured fireplace, creating a cozy retreat, along with an updated private bathroom featuring an oversized glass-enclosed shower and soaking tub. An updated guest bathroom provides additional modern convenience sandwiched between two of the additional bedrooms. Step outside and discover what truly sets this property apart. The expansive screened lanai surrounds a beautiful saltwater pool and spa, with a painted cool-deck surface and lush tropical landscaping creating your own private resort-style escape. Beyond the pool, a Trex dock and completely renovated seawall (2020) provide the perfect vantage point to take in the incredible natural setting and 180-degree views of Old Florida. Thoughtfully maintained and updated, the home features impact and double-pane windows with galvanized storm shutters, a hybrid water heater, water softener, new shingle roof (2024), gutters, French drains extending to the lake and exterior paint completed in August 2026. The wrought-iron fenced yard adds privacy and enhances the beautifully landscaped grounds. Located outside a flood zone and within a top-rated A-rated school zone, this exceptional home also offers the opportunity to become a social, golf, or tennis member at Ardea Country Club, adding an optional lifestyle component to an already remarkable property. Private waterfront, resort-style amenities, thoughtful updates, and an unmatched Old Florida setting—this is more than a home; it’s a rare opportunity to own your own piece of paradise in East Lake Woodlands.

80 Foxfire Lane, Oldsmar

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