Oldsmar Homes with Golf Carts OK Community Features

Oldsmar Homes with Golf Carts OK Community Features

Welcome to Oldsmar, Florida – a hidden gem nestled in the heart of Pinellas County. This charming city offers a perfect blend of suburban tranquility and vibrant community life. With its picturesque parks, scenic waterfront views, and an array of recreational activities, Oldsmar is ideal for families, retirees, and anyone seeking a laid-back lifestyle with easy access to urban amenities.

Oldsmar is known for its warm, welcoming atmosphere and strong sense of community. The city's location provides residents with convenient access to nearby beaches, shopping centers, and dining options, making it a fantastic place to call home. One of the standout features of living in Oldsmar is the "Golf Carts OK" community, where residents can enjoy the freedom and convenience of cruising around town in their golf carts. Imagine zipping down tree-lined streets to your favorite local café or heading to the nearby parks for a leisurely afternoon – it's all part of the Oldsmar lifestyle!

The homes in Oldsmar cater to a variety of tastes and budgets, offering everything from charming single-family residences to modern townhomes. Many homes are situated in golf cart-friendly neighborhoods, allowing residents to embrace this unique mode of transportation fully. With a strong emphasis on outdoor activities, you can enjoy golf courses, nature trails, and community events that foster connections among neighbors.

Discover the allure of Oldsmar, where community spirit thrives, and the lifestyle is as vibrant as the Florida sunshine. Whether you're looking for your next home or a perfect vacation spot, Oldsmar awaits with open arms!

Newest Oldsmar Homes with Golf Carts OK Community 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

3 Beds ⋅ 3 Baths ⋅ Seaside Estates SubDv. ⋅ 34677 Zip Code

THE KITCHEN SETS THIS ONE APART. Step into a brighter, more open 3-bedroom, 3-bathroom townhome with over 1,800 square feet in the gated waterfront community of Seaside Estates. Bamboo flooring, a fireplace, high ceilings, and a private balcony create a light-filled, open-concept main level. The kitchen was extended 3 feet and the original dropped ceiling was removed, so the space feels tall and open to the living room -- a difference most of the 67 units in this community still don’t have. Quartz counters, new white cabinetry, stainless appliances, and a built-in pantry finish the update. A flexible bedroom on this level works as an office or guest suite. Upstairs, the primary suite offers soaring vaulted ceilings, dual walk-in closets, skylights, its own balcony, and a spacious ensuite, with laundry and a third bedroom with an ensuite bath on the same level. The oversized tandem garage adds storage and sliding-door access to a patio and green space. This building sits closer to the tennis court and main entrance, and farther from the pool noise. Residents share a resort-style pool/spa, tennis, boardwalk, and a floating dock for kayaks and paddleboards, with slips and boat lifts typically available to rent. Inclusive HOA fees cover the roof (2017), water, sewer, trash, and interior fire sprinklers. Just steps from R.E. Olds Park, a 15-acre waterfront park with the city pier, playgrounds, trails, beach volleyball and more, plus convenient access to Gulf Coast beaches, Tampa International Airport, Clearwater, and Tampa/St. Pete. Schedule your showing today!

106 Brent Circle, Oldsmar

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

Welcome to 428 Pelican Drive South in Gull-Aire Village, a welcoming 55+ golf cart friendly community in Oldsmar where you can enjoy the Florida lifestyle with room to spread out. This spacious 2-bedroom, 2-bathroom home offers large rooms, an indoor laundry area, and a desirable location toward the back of the community. Whether you’re looking for a full-time Florida residence, a seasonal retreat, or a comfortable place to enjoy your next chapter, this home offers the space and flexibility to make it your own. The generous room sizes provide plenty of opportunity for comfortable living, entertaining, hobbies, or welcoming visiting family and friends. The indoor laundry adds everyday convenience, while the peaceful setting toward the back of the community offers a welcome sense of privacy. It’s a wonderful opportunity to enjoy the ease of community living without giving up the space you desire. Located in Oldsmar, Gull-Aire Village offers the appeal of a Florida community with convenient access to shopping, dining, parks, and the many attractions of the Tampa Bay area. Come discover the possibilities at 428 Pelican Drive South and imagine making this spacious home your own. Gull Aire Village is an active community with an amazing line up of social events, community pool, clubhouse, and lots to do!

428 Pelican Drive S, Oldsmar

2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Condo SubDv. ⋅ 34677 Zip Code

Welcome to this charming FIRST FLOOR condo in the wonderful East Lake Woodlands community, a golf community with guarded gate entry. Featuring serene pond views from the screened lanai. This spacious 2 bedroom, 2 bath condo offers comfort, convenience and the option to purchase fully furnished. Step into the first floor entry to a light and bright kitchen that has been recently updated, with new quartz counters and cabinets with new dishwasher, and newer refrigerator. There is a small area in the kitchen for a nice breakfast. Then walk into the open dining and living room with wood flooring and a fireplace. AC is only 1 year new! The primary bedroom is HUGE with 3 walk-in closets for ample storage. The primary bath has been remodeled with a new vanity with double sinks, mirrors and lights. The new pocket door to the shower area has a lighted, full-length mirror attached. Both bathrooms have new chair height toilets. The 2nd bedroom is large enough for 2 beds with plenty of closet space. The guest bathroom has also been remodeled with a new vanity, sink, mirror and lights. There is a good sized screened lanai that has a closeted washer and dryer, which are included. There is a nice view of the pond and the pool is just down the street from your front door! East Lake Woodlands has miles of sidewalks, a golf course and the Ardea Country Club.

105 Lakeview Way Unit 105, Oldsmar

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

Welcome Home! Your beautifully updated move-in-ready Florida 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), 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 cathedral 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 - 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. 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

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

Welcome home to easy living in Gull Aire Village. Tucked on a quiet cul-de-sac, this spacious, well-maintained 2 Bedroom 2 Bath home is move-in ready. Inside, an open floor plan is anchored by a built-in china cabinet, butler's pantry, and breakfast bar. Large bedrooms, both with walk in closets, offer plenty of room to spread out, and the screened patio gives you a bright, private spot to unwind year-round. Newer flooring (no carpet) newer vanities and toilets, newer SS dishwasher, newer washer, and peace of mind with membrane roof (2011) with recent roof inspection has another 20 years of life. Ample parking and good size storage are with washer and dryer included. Best of all, you own your own land here. Gull Aire Village is a vibrant 55+ community with an active clubhouse, library, pool table, shuffleboard, and a large heated pool and spa, all for just $30/month HOA. One pet of any size is welcome, and leasing is permitted too. Walk to AMC Theatres, Beall's, Marshall's, Dollar Store, Office Depot, and a variety of restaurants. Minutes to Walmart, Publix, and Morton Plant/Mease Countryside Hospital. Easy commute to Tampa International Airport, and about 20 minutes to Honeymoon Island Beach and Caladesi State Park. Whether you’re socializing at the clubhouse, relaxing by the sparkling pool, you’ll fall in love with the friendly, welcoming lifestyle of Gull-Aire Village.

322 Bass Court, Oldsmar

4 Beds ⋅ 2 Baths ⋅ East Lake Woodlands SubDv. ⋅ 34677 Zip Code

A True Find for exceptional living in the highly desirable Gated Golf Community of East Lake Woodlands! Perfectly positioned on a Private Golf Course Lot overlooking the 7th fairway of the South Course, this spacious 4-Bedroom, 2-Bath home with a Sparkling Pool and Spa offers more than 2,200 square feet of comfortable living, beautiful views and outstanding value in one of North Pinellas County’s premier communities – plus Top-Rated Schools. Designed for indoor-outdoor living, the large living room and dining room combination features Glass Sliders that frame views of the Gorgeous Pool and Spa, Covered Lanai with Pavers and Lush Golf Course backdrop. This lot provides privacy and creates a peaceful retreat ideal for relaxing, entertaining and enjoying the best of East Lake Woodlands. The Well-Equipped Kitchen includes an inviting Eat-in Area, Ample Storage and Pass-Thru Window to the outdoor patio. Updates include Stainless Steel Appliances with LG Refrigerator (2022), LG Dishwasher (2022), LG Microwave (2024) and the bonus of a Euhomy Wine Cooler (2024). Additional major updates include a New Shingle Roof (2023) and Flat Roof (2023), Water Heater (2024), A/C Unit (2019) and Pool Sweep (2022). So many possibilities to meet your needs with this Flexible Floor Plan! The 4th bedroom offers plenty of options as a Home Office, Den, Guest Room, Hobby Space or Media Room and the 3rd bedroom comes complete with a murphy bed. Generously sized bedrooms provide comfortable accommodation with the Primary Suite measuring 23 ft. long and featuring a dedicated Extra Space ideal for lounging, reading, exercising or working from home, plus 2 Walk-In Closets and a Spacious Bath with Large Walk-In Shower, Dual Sinks and abundant Vanity Counter space. East Lake Woodlands offers a much sought-after setting tucked away and surrounded by beautiful landscaping, golf course scenery along with convenient access to everyday amenities. For additional fees, optional memberships are available to Ardea Country Club, featuring two Golf Courses, a Fitness Center, Tennis, Pickle Ball, Heated Lap Pool, Freeform Pool and Poolside Café as well as Dining and a full host of Special Events and Activities. Enjoy a Premier Location currently zoned for top rated East Lake High School, Joseph L. Carwise Middle School and Forest Lakes Elementary. Plus this East Lake Woodlands address provides convenient access to Tampa International Airport, award-winning Gulf Beaches, Parks, Medical Facilities, Shopping, Fine Dining, Professional Sporting Events and all that the Tampa Bay area has to offer - while providing the privacy and serenity of a gated golf course setting. Overall, an amazing opportunity to own a 4-Bedroom Retreat with Beautiful Pool and Spa and Sweeping Golf Course Views with the peace of mind of a Newer Shingle and Flat Roof and many other updates and the chance to make this home your own!

550 Palmdale Drive, Oldsmar

4 Beds ⋅ 3 Baths ⋅ Cross Pointe SubDv. ⋅ 34677 Zip Code

Virtually Staged. NEW PRICE! A must-see former model home in the gated Cross Pointe neighborhood of East Lake Woodlands, a premier country club community with abundant green space & optional membership amenities. This 4-bedroom, 3-bath home offers a private backyard retreat with a beautiful Pebble Tec pool & new pool cage screening, creating a perfect setting for relaxing or entertaining outdoors. The covered patio just outside the sliding doors of the house has hookups for TV & space for your table & chairs for outdoor dining. The popular three-way split floor plan provides excellent gathering spaces, including formal living room & dining rooms plus an open kitchen, dinette & family room. The family room is the heart of the home, featuring a warm wood-burning fireplace flanked by built-in bookshelves. The kitchen offers granite countertops, generous amounts of raised panel cabinetry, a large island-style sink area with seating, ample workspace, a closet pantry, a built-in desk & a breakfast area overlooking the pool & patio. A private guest bedroom sits at the rear of the home directly across from the pool bath, making it ideal for visitors or a home office. Two more spacious bedrooms are found on the opposite side of the family room. The primary suite is set apart on the other side of the home & features plenty of space, a walk-in closet, & a lovely rose toned bath with dual sinks, a soaking tub, a separate shower & a private water closet. Optional membership is available at Ardea Country Club which unlocks an impressive array of amenities, including golf, tennis, pickleball, an Olympic sized pool + a second smaller pool, splash area, a cafe & a restaurant, a fitness center, & year-round social events. Contact Ardea Country Club for details. Move in with confidence thanks to major updates including a new roof in 2026, a 50 gallon water heater 2021, a Square D electrical panel, & HVAC 2016, AND NOT IN A FLOOD ZONE! This exceptional property offers peace & tranquility while keeping you close to the world class beaches of Pinellas County. You will love living here! Yes there are updates needed but the bones are good and we are priced under homes nearby!! Make this your home and you will not be sorry!

1730 Captiva Drive, Oldsmar

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

This move-in-ready, well-maintained home is one of the larger homes in this golf-cart-friendly 55+ community and is being sold FURNISHED. The open floor plan features a spacious living room/dining room combination with luxury vinyl plank flooring and attractive plantation shutters, creating a clean, bright and inviting space. The kitchen offers white cabinetry, an updated countertop and a new range. Bathrooms have been updated also. Both bathrooms have been tastefully updated. Tons of storage spaces in the home. Another great feature is the washer and dryer located inside the home, rather than in the outside shed. The screened-in lanai is perfect for enjoying your morning coffee. Several important improvements have already been completed, including replacement windows in 2020, a vapor barrier in 2021 and a LeafGuard gutter system. AC ductwork replaced in 2025 and BRAND NEW WATER HEATER 2026! The Gull-Aire community has so much to offer! You own the land here and enjoy low monthly fees, along with a heated pool and spa, and an active clubhouse with tons of social activities. The location is convenient to just about everything—shopping, restaurants, grocery stores, AMC Theaters, and Mease Countryside Hospital. Woodlands Square Plaza is nearby, with Bealls, Marshalls, PetSmart and plenty of dining options, including Shaker & Peel, Craft Street Kitchen and Eve’s Family Restaurant. Outdoor recreation is close by as well, with walking trails, Chi Chi Rodriguez Golf Club, and pickleball at Sheffield Park. And don’t forget the beach! Beautiful Honeymoon Island is only 15 minutes away. Come see this great home and enjoy all that this convenient location has to offer!

392 Cobia Way, Oldsmar

4 Beds ⋅ 3 Baths ⋅ Cross Pointe SubDv. ⋅ 34677 Zip Code

Virtually Staged. Welcome to an exceptional 2,736-square-foot luxury home nestled within Cross Pointe, a gated community inside the prestigious guard gated golf community of East Lake Woodlands . Offering 4 bedrooms, 3 baths, a spacious 2-car garage,with workbench area. and bonus space. This beautifully appointed residence blends elegant finishes, thoughtful design, and exceptional outdoor living. Pool access & views from almost every room. Desirable split-bedroom floor plan features soaring ceilings and travertine flooring complemented by engineered hardwood & tile floors. The updated gourmet kitchen is designed for both everyday living and entertaining, featuring Bosch and Frigidaire appliances, (Range has induction cooktop & convection/air fry oven) quartz tops, crisp white cabinetry, and a striking navy island. Breakfast area overlooking pool. The family room offers a warm wood-burning fireplace (updated 2020) and a sophisticated navy wine bar, creating an inviting gathering space. Spacious primary suite includes a comfortable sitting area and sliders that open directly to the screened porch, offering beautiful views of the private pool and backyard . Walk-in closet with organizers. Primary bath has soaking tub, large marble shower, private water closet & dual sink vanities. 3 guest bedrooms, with one having an ensuite bath also providing convenient access to the pool area—perfect for effortless poolside living. Bonus/Flex room with its own A/C (2026) is perfect for an office, hobby room, studio, gym, etc. Outdoor living is truly exceptional. The screened rear porch features paver flooring and overlooks the Saltwater PebbleTec pool , complete with Caribbean blue tile, a charming, soothing waterfall and gazebo. Pool pump & new salt system (2025). An expanded paver patio (2025) extends into the private backyard, providing ample space for entertaining, relaxing, and enjoying the peaceful surroundings. Many updates include tile roof (2019), HVAC (2017), Water Heater (9/2026), Paver patio (2022), Kitchen updated (2020) with professional kitchen cabinet refinishing (2026), Bosch refrigerator (2025), Frigidaire appliances (2026). All ceiling fans updated (2024 & 2025). Newly textured ceilings (2022), modern lighting. With its luxurious finishes, spacious layout, updated kitchen, resort-style pool, and prime location within two prestigious gated communities, this home offers an exceptional Florida lifestyle with privacy, comfort, and elegance at every turn. Centrally located to Tampa International and St . Pete/Clearwater Airport, award winning beaches, boating and fishing, professional sporting events, historic Dunedin and Safety Harbor, Pinellas and Duke Energy Bike Trails, restaurants, shopping, and hospitals. East Lake Woodlands is a golf community with an optional membership available to the nationally renowned ELW Country Club, featuring outstanding amenities including two championship golf courses, sixteen tennis courts, pickleball, fully-equipped fitness center, lap & freeform pools, splash pad, dining, full social calendar/club, and is also part of ClubCorp/Invited with reciprocal rights to 300+ clubs. Low HOA and NO flood insurance required. A fantastic value! Call today for your private tour!

1723 Captiva Drive, Oldsmar

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