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! With its charming small-town vibe and a vibrant community spirit, Oldsmar offers a perfect blend of suburban tranquility and access to urban amenities. This picturesque city is ideally situated between Tampa and Clearwater, making it a convenient spot for those who enjoy the best of both worlds.

Oldsmar is renowned for its beautiful parks, scenic waterfront views, and a plethora of outdoor activities. Whether you’re strolling along the serene trails of the Upper Tampa Bay Trail or enjoying a day at the expansive Oldsmar Park, there’s no shortage of opportunities to embrace the great Florida outdoors. The city is also home to a variety of shopping and dining options, ensuring that residents have everything they need right at their fingertips.

One of the most appealing aspects of living in Oldsmar is the welcoming community that embraces a golf cart-friendly lifestyle. In neighborhoods where golf carts are permitted, residents can easily navigate their surroundings, adding a unique charm to everyday life. Picture yourself cruising down tree-lined streets, waving to neighbors as you head to the local café or the nearby golf course.

Homes in Oldsmar cater to a diverse range of tastes and budgets, making it an ideal place for families, retirees, and young professionals alike. With its friendly atmosphere, beautiful surroundings, and the unique feature of golf carts being welcomed, Oldsmar is not just a place to live – it’s a place to thrive. Come discover your new home in this delightful community!

Newest Oldsmar Homes with Golf Carts OK Community Features

$259,000
2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code
Experience the exceptional lifestyle offered by this immaculate 1989 Jacobsen home—a true gem that blends modern updates with timeless charm. Step inside to a bright, open floor plan featuring soaring cathedral ceilings and elegant luxury tile flooring throughout. The beautifully textured walls and Key West-style plantation shutters add a touch of sophistication, while the newly installed 50-gallon hot water heater ensures efficiency and comfort. The kitchen has been thoughtfully updated with stunning quartz countertops, providing both style and functionality, and the expansive indoor laundry room boasts a brand-new washer and dryer, abundant storage, and convenience for daily chores. Retreat to the spacious primary suite, complete with a generously sized walk-in closet. The remodeled primary bathroom highlights a contemporary walk-in shower and sleek quartz countertop, while the guest bath has been upgraded with a custom shower and vanity for added luxury. Enjoy easy maintenance and impressive curb appeal, thanks to Shark Coating on the porch, driveway, walkway, and main entry. The substantial utility room is ideal for a workshop or extra storage. At the heart of this vibrant community, the clubhouse invites residents to monthly events and offers a wealth of amenities—including a pool table, shuffleboard and bocce ball courts, a heated pool, and a relaxing spa. Engage in regular activities like bingo, card games, and line dancing, fostering a lively and social atmosphere. Navigate the golf cart-friendly streets with ease and enjoy affordable living, with HOA fees at just $70 per month in a meticulously maintained neighborhood. Pet lovers are welcome: one pet of any size is permitted, and a second may be allowed with an emotional support letter from a physician. Ownership includes the land—no lot rent required. Conveniences are right at your doorstep, with AMC Theatres, Bealls, Marshalls, Ulta Beauty, PetSmart, Five Below, and Dollar Store just across the street. Savor a variety of dining options, including Shaker & Peel, Craft Street Kitchen, Mandolas, Country Pizza Italian Grill, and Eve's Family Restaurant. Major retailers like Super Walmart and Publix, as well as Countryside Hospital, are only ten minutes away. Outdoor enthusiasts will appreciate being just ten miles from the breathtaking beaches at Honeymoon Island and Caladesi State Park, plus direct access to a scenic biking and walking trail along the canal. Room measurements are approximate.

214 Dolphin Drive N, Oldsmar
$240,000
2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code
Beautifully updated 2-bed, 2-bath home with brand-new luxury flooring in the highly sought-after Gull-Aire Village—complete with a FREE GOLF CART included with the sale. This property comes with the land, meaning absolutely NO LOT RENT, offering exceptional long-term value. Step inside to discover fresh designer paint, and tastefully renovated bathrooms that elevate the home’s modern, move-in-ready appeal. The screened-in front porch provides a peaceful spot to unwind and enjoy the Florida breeze. Gull-Aire Village is an active 55+ community known for its vibrant lifestyle, featuring a large, heated pool, spacious clubhouse, and a full calendar of social activities. The location is unbeatable—just moments from grocery stores, retail shopping, restaurants, entertainment, and everything Oldsmar has to enjoy. Move-in ready—enjoy your golf cart and start enjoying the Florida lifestyle. Please note: photos show the previous flooring; new laminate is being installed throughout.

116 Dolphin Drive S, Oldsmar
$300,000
2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code
163 Dolphin Drive, Oldsmar, FL Welcome to one of the standout homes in Gull-Aire Village, Oldsmar's highly sought-after 55+ community. Situated on a desirable corner lot, this beautifully renovated 2-bedroom, 2-bathroom home combines modern style with comfortable, low-maintenance living. From the moment you arrive, you'll appreciate the spacious two-car carport, attractive curb appeal, and thoughtful updates throughout. Inside, the open-concept floor plan creates an inviting space where the living room, family room, dining area, and beautifully remodeled kitchen with quartz counters and stainless steel appliances flow seamlessly together—ideal for everyday living or entertaining family and friends. The kitchen serves as the heart of the home with its contemporary finishes, generous workspace, and open sightlines to the main living areas and plenty of bright lighting. Both bedrooms are well-proportioned, and the updated bathrooms reflect the same quality craftsmanship found throughout the home. Outdoor living is just as impressive. The covered rear patio has been thoughtfully designed and is ready for your dream outdoor kitchen, creating the perfect setting for relaxing, dining, or hosting gatherings year-round. An attached storage shed provides plenty of room for tools, hobbies, seasonal décor, or golf cart accessories. Life in Gull-Aire Village offers more than just a beautiful home—it offers an exceptional lifestyle. Residents enjoy a vibrant calendar of social events, clubs, activities, and community gatherings throughout the year, making it easy to meet neighbors and stay engaged. The community's golf cart-friendly streets make it convenient and enjoyable to travel to the clubhouse, amenities, and visit with friends. Conveniently located near shopping, restaurants, medical facilities, parks, beautiful Gulf Coast beaches, Tampa International Airport, and the charming downtowns of Oldsmar, Safety Harbor, and Dunedin, you'll have easy access to everything the Tampa Bay area has to offer. If you've been searching for a move-in ready home where every detail has already been completed, 163 Dolphin Drive is an exceptional opportunity. Beautifully updated, thoughtfully designed, and located in one of Oldsmar's most welcoming communities, this home is truly one of Gull-Aire Village's finest.

163 Dolphin Drive E, Oldsmar
$149,900
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Condo SubDv. ⋅ 34677 Zip Code
Maintenance free condo living within the prestigious gates of East Lake Woodlands! Pride of ownership abounds in this well maintained first floor unit offering just under 1,100 sq ft of fine Florida living with 2 bedrooms, 2 bathrooms and a convenient covered carport. Open concept floor plan with a great room that combines living and dining spaces ideal for family gatherings and entertaining. Living and entertaining space is extended outside with sliding glass doors leading to a lanai looking out on the community’s well-manicured green spaces. A serene setting for morning coffee or afternoon cocktails. The lanai also houses a convenient storage closet. The spacious kitchen includes an eat-in area and features tile flooring. The appliances include a ceran top range, built-in microwave, refrigerator (5 yrs old) and dishwasher. Privacy prevails with an ideal split bedroom layout. The primary bedroom is located just off the living room and offers generous storage boasting 2 walk-in closets and an additional wall closet and the room offers a sliding glass door to the lanai. The ensuite features a single vanity with dressing area and a walk-in shower. The secondary bedroom is located on the opposite side of the home and features laminate flooring, a wall closet & ceiling fan. The hall bathroom is designed with a single vanity and a tub/shower combination. The hallway laundry closet is perfectly situated for ideal convenience, and the seller is generously including the washer and dryer. Additional features include AC 2022, WH 2022. The HOA includes exterior and grounds maintenance, community pool, water, sewer, trash, cable, internet. This condo is just steps away from the community pool! The home is zoned for exceptional schools and near to all, restaurants, shopping, medical and of course the famed Gulf beaches are nearby. The recently renovated Ardea Country Club lies within the gates of East Lake Woodlands. The club offers several levels of membership and has an impressive array of amenities including 2 championship golf courses, 2 resort style heated pools, 12 pickleball courts, 14 clay tennis courts, state-of-the-art fitness center, restaurant and bar. Magnificent home in a convenient location… carefree Florida living!

129 Nancy Drive, Oldsmar
$1,149,900
4 Beds ⋅ 3 Baths ⋅ Greenhaven Unit Two SubDv. ⋅ 34677 Zip Code
Homes like this rarely become available in the highly sought-after gated community of East Lake Woods. Completely remodeled and situated on over a quarter acre overlooking a tranquil pond, this exceptional residence offers the perfect blend of luxury, comfort, and functionality. From the moment you arrive, you'll appreciate the expansive driveway, oversized three car garage, and impressive curb appeal. As you approach the grand double-door entrance, soaring 12 foot ceilings immediately set the tone for what awaits inside. Step through the front doors and your eyes are instantly drawn to the breathtaking views of the sparkling pool and peaceful pond beyond. The home has been freshly painted inside and out and showcases new luxury waterproof vinyl plank flooring throughout, creating a seamless, modern aesthetic. Designed with both everyday living and entertaining in mind, the home features a desirable three way split floor plan, offering privacy for family members and guests alike. The spacious primary suite is a true retreat, complete with high ceilings, plantation shutters, and a spa-inspired ensuite bathroom. Relax in the freestanding soaking tub or unwind in the oversized walk-in shower featuring a rainfall showerhead and body jets. The luxurious bath also includes dual vanities, a dedicated makeup station, and an illuminated LED mirror. As you continue into the heart of the home, you'll discover a stunning open-concept kitchen and family room designed to impress. The fully remodeled kitchen features brand-new solid wood soft-close cabinetry, Taj Mahal quartz countertops, a cooktop with pot filler, new stainless steel appliances, and exceptional workspace for the home chef. Adjacent to the kitchen is a bright breakfast nook overlooking the pool, as well as a separate butler's pantry perfect for a coffee bar, beverage station, or additional storage. Entertaining is effortless thanks to the beautifully redesigned wet bar, featuring rich dark cabinetry, ambient lighting, a sink, and a built-in wine refrigerator. Just beyond, the expansive family room provides ample space for gatherings of any size. A beautifully renovated guest bathroom off the kitchen features designer tile, a modern vanity, and an LED mirror. Toward the rear of the home, you'll find two additional spacious bedrooms and another fully remodeled bathroom with dual sinks, LED mirrors, and convenient access to the pool. Step outside to your own private backyard oasis. The oversized screened lanai surrounds the sparkling pool and offers the perfect setting for year-round Florida living. The outdoor kitchen is equally impressive, showcasing stunning Brown Fantasy granite countertops, a new built-in grill, and a beverage refrigerator. The finishing touch? Your very own private putting green. Whether you're practicing your short game, entertaining guests, or simply enjoying the peaceful pond views, this backyard is designed to be enjoyed. Every detail of this remarkable home has been thoughtfully updated, creating a truly move-in-ready opportunity in one of the area's most desirable gated communities. Additionally residents have the opportunity to join the on-site Ardea Country Club, optional memberships provide access to championship golf, tennis, pickleball, a resort style lap pool, state of the art fitness center and dining. Minutes from top rated schools, Tampa International and St. Pete-Clearwater airports, award-winning Gulf beaches, professional sports team and more!

35 Greenhaven Trail, Oldsmar
$247,000
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
$665,000
3 Beds ⋅ 2 Baths ⋅ Parcel B - The Pinnacle SubDv. ⋅ 34677 Zip Code
RARELY AVAILABLE VILLA OPPORTUNITY IN PRIVATE PINNACLE COMMUNITY OF EAST LAKE WOODLANDS. "THIS IS A MAINTENANCE FREE COMMUNITY." WALK THRU DOUBLE GLASS ENTRY DOORS TO FOYER THAT OPENS TO LIVING ROOM. LIGHT AND BRIGHT EXPANDED FAMILY ROOM AND KITCHEN OFFERS QUIET VIEWS OF CONSERVATION AND GOLF COURSE AREA. NEWLY EXPANDED LANAI WITH PARORAMIC BIRDCAGE SCREENING. KITCHEN OVER LOOKS FAMILY ROOM HAS CENTER ISLAND AND WOOD CABINETRY, BUILT-IN PANTRY, GRANITE COUNTER TOPS AND ALL STAINLESS-STEEL APPLIANCES. SEPARATE DINING ROOM WITH EASY ACCESS FROM THE KITCHEN. MASTER BEDROOM WITH TWO WALK-IN CLOSETS AND MASTER BATH WITH FREE STAND TUB, SEPARATE STALL SHOWER, PRIVATE TOILET CLOSET, DOUBLE SINK VANTY WITH GRANITE COUNTER AND CUSTOM TILE. OFFICE WITH DOUBLE DOOR ENTRY CAN ALSO BE USED AS THIRD BEDROOM WITH CLOSET. SECLUDED SECOND BEDROOM IS PERFECT FOR GUESTS WITH ADJOINING BATH. INSIDE LAUNDRY ROOM WITH UTILITY SINK AND EXTRA STORAGE. GARAGE HAS EXTRA STORAGE AND SPACE FOR TWO CARS. THIS SEPTACULAR HOME LOCATED ON A PRIVATE CUL-DE-SAC. FOR SOCIAL ENJOYMENT YOU CAN RELAX IN THE COMMUNITY POOL. CLUBHOUSE MEMBERSHIP IS ALSO AVAILABLE FOR TENNIS AND GOLF. CLOSE TO BEACHES, SHOPPING, HOSPITALS, AND AIRPORTS. THIS IS WAITING FOR YOU!

5250 Pinehurst Court, Oldsmar
$399,000
3 Beds ⋅ 2 Baths ⋅ Heatherwood Unit One Condo SubDv. ⋅ 34677 Zip Code
Beautifully updated condo in East Lake Woodlands with 3 bedrooms, 2 full baths, 1 car garage and an added BONUS space/office! Right as you enter, notice the entire entryway is newly UPDATED with a custom door, paint, sconce lighting and Stanton carpet up the stairwell. Prepared to be wowed in the living room by the elegant, NEW custom built entertainment center with an electric fireplace. Set your color of choice and it can heat up the room for chilly nights. With the natural light, luxury vinyl plank flooring, vaulted ceilings, 2 huge fans on remotes.. this is quite the spot for entertaining. Kitchen features newer leathered granite countertops, wood cabinetry with soft close doors, stainless steel appliances, breakfast bar and new custom drapes. Step outside to the fully screened lanai with adjustable sunshades. Cool off with a new variable speed fan while enjoying all the wildlife East Lake Woodlands as to offer. The owner's suite also has a sliding door to the lanai, 2 closets with ample space, double bathroom vanities, countertops, garden tub and floor-to-ceiling tiled, glass-enclosed shower. Two other bedrooms with large windows share an updated bathroom. Enjoy an upstairs inside laundry with storage space and a bonus room with a convenient wet bar area. This space can be a TV room, office, playroom, sitting room for morning coffee..the ideas are endless. Additional updates include NEW water heater, new epoxy garage floor, remote blinds, and light fixtures. HOA fee includes internet, cable, water, sewer, trash, community pool, exterior maintenance, grounds and insurance. Furniture is also available for purchase. East Lake Woodlands is central to Florida's most famous beaches, shopping, Tampa airport, A-rated schools and numerous dining options. There also is an option to join the Ardea Country Club and have access to 2 championship golf courses, tennis courts, fitness center, clubhouse, dining, swimming pools and social events. Don't miss this opportunity!

208 Clays Trail Unit 208, Oldsmar
$425,000
3 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Pinewinds SubDv. ⋅ 34677 Zip Code
One look and you'll be sold! This beautifully maintained, move-in-ready villa offers the perfect combination of comfort, privacy, and convenience. Featuring three bedrooms, two bathrooms, and an attached two-car garage, this home is sure to check all the boxes. Step inside to a spacious Great Room with soaring cathedral ceilings and a cozy wood-burning fireplace, creating the perfect space for relaxing or entertaining. The home's thoughtful layout and meticulous upkeep make it truly move-in ready. One of this property's most outstanding features is its premium location on one of the most private lots in all of East Lake Woodlands. With no rear neighbors, you'll enjoy exceptional privacy while overlooking a tranquil pond and wooded preserve. Start your mornings with coffee or unwind in the evenings with a glass of wine on the private screened lanai as you take in the peaceful views. Located on a quiet cul-de-sac in the desirable Pinewinds community within the gated East Lake Woodlands neighborhood, this home offers both security and a relaxed lifestyle. Residents enjoy convenient access to shopping, dining, beautiful Gulf beaches, medical facilities, parks, Tampa International Airport, and St. Pete–Clearwater International Airport. The HOA handles exterior maintenance, lawn care, and the community pool, allowing you to enjoy a true low-maintenance, resort-style lifestyle year-round. Whether you're searching for a full-time residence, a seasonal retreat, or a vacation getaway, this exceptional villa is an outstanding opportunity. Priced to sell, this home won't stay on the market for long. Schedule your private showing today before it's gone!

80 Summerwinds Lane, Oldsmar
$450,000
Preserve The SubDv. ⋅ 34677 Zip Code
An exceptional opportunity to build your dream estate in the beautiful, double-gated golf community of East Lake Woodlands! This rare, buildable homesite is located within The Preserve, an exclusive gated enclave nestled inside the renowned 24-hour guard-gated East Lake Woodlands community—offering an unparalleled level of privacy, security, and exclusivity. Surrounded by magnificent custom estate homes of 5,000+ square feet, this premier homesite provides the ideal setting for your luxury residence. Backing to a protected preserve and bordering the river, this premium lot offers exceptional privacy with no rear neighbors and a tranquil natural backdrop that is becoming increasingly rare. With a minimum building requirement of approximately 3,400 square feet, you'll have the perfect canvas to design and build the custom home you've always envisioned. Residents enjoy the peace of mind that comes with two levels of gated access—first through the 24-hour guard-gated entrance to East Lake Woodlands, and then through the private gates of The Preserve, one of the community's most exclusive estate neighborhoods. This unique setting combines luxury living with enhanced privacy in a beautifully maintained environment known for its mature landscaping, upscale homes, and resort-style atmosphere. Conveniently located near championship golf courses, shopping, dining, top-rated schools, Gulf beaches, and Tampa International Airport, this is a rare opportunity to own one of the few remaining premier homesites in East Lake Woodlands. Bring your own builder and create an extraordinary custom home where luxury, privacy, security, and natural beauty come together.

1332 Preservation Way, Oldsmar
$495,000
3 Beds ⋅ 2 Baths ⋅ Hunters Trail Twnhms SubDv. ⋅ 34677 Zip Code
Virtually Staged. Enjoy a serene setting, spacious floor plan and best of all, less maintenance! Welcome home to 900 Lucas Lane in the coveted Hunter’s Trail subdivision nestled in the gated, golf community of East Lake Woodlands. You can have it all with the privacy of a 1-story, end unit villa with gorgeous views, 3 bedrooms, 2 baths and 2-car garage with a long driveway providing plenty of parking for family and guests - all with less maintenance worries. No more yard work or pool maintenance - enjoy the Florida lifestyle and feel at ease when away from home since much is taken care of for you with a reasonable fee that includes lawn care, building maintenance including roof which was just replaced in 2026, cable television and internet, trash collection and recycling plus access to a sparkling community pool just steps away. From the moment you walk inside, you’re greeted with an inviting open floor plan with vaulted ceilings and a great room with living and dining space as well as glass sliders and a wood-burning fireplace and built-ins. Additional dining space is available in the bright eat-in area in the kitchen overlooking the beautiful water view. The kitchen also features plantation shutters and is well-equipped with GE and Whirlpool appliances as well as Bosch dishwasher, plenty of cabinetry and storage and a rolling cart for use as a center island or additional serving space off to the side – flexibility for different needs and occasions. The primary suite features glass sliders leading to the lanai, 2 walk-in closets with built-ins and a spacious bath with double vanities, a soaking tub and large walk-in shower. With a split floor plan, the 2nd and 3rd bedrooms each afford privacy for family and guests, plenty of natural light and generous built-in closets. The expansive screened enclosure with gorgeous pavers is a true retreat and spans the rear of the home overlooking a peaceful pond view and gazebo—an ideal, private setting for sipping morning coffee, enjoying an evening glass of wine, reading a book or simply taking in the calm surroundings. This home is located in the preferred Zone X which does not require flood insurance when financing. A new water heater was installed in 2023, new roof installed in June 2026 and brand new carpet and interior paint in July 2026. The washer and dryer are also included in the sale. For those who want even more to enjoy, optional memberships are available to Ardea Country Club, offering two championship golf courses, a fitness center, heated lap and freeform pools, poolside cafe, pickleball and tennis, casual and fine dining plus a full calendar of events and activities. Perfectly positioned and convenient to Tampa International Airport, medical facilities, beaches, parks, shopping and more, this home offers the ease, comfort and lifestyle you have been looking for in an ideal setting.

900 Lucas Lane, Oldsmar
$184,900
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cypress Estates SubDv. ⋅ 34677 Zip Code
MOVE-IN READY! This beautiful 2nd Floor unit is situated on a quiet and private street in the highly sought-after East Lake Woodlands Community, a Country Club Community. Flooring & counter tops/cabinets are 2020, HVAC 2018, Water heater 2008, and the Wash/dryer staying with unit. Also included is a $4,000 leveluk sd501 platinum kangen water machine. There is new wood plank tile on Balcony (with Laundry Closet) where you can sit and enjoy the beautiful views of your backyard. For additional Fee you can join the East Lake Woodlands Country Club which includes Two Golf Courses, Clubhouse, a Heated Pool, Tennis Courts and Fitness Center. This Condo allows for serene living without Sacrificing Convenience as it is mere minutes from Shopping and Fine Dining, approximately 20 Minutes from Tampa (and the airport), and less than 30 minutes from Clearwater Beach.

126 Cypress Court Unit 26, Oldsmar
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