Oldsmar Homes with Buyer Approval Required Community Features

Oldsmar Homes with Buyer Approval Required Community Features

Welcome to Oldsmar, Florida – a hidden gem nestled in the heart of Pinellas County. This vibrant city, known for its charming blend of suburban tranquility and urban convenience, is a perfect destination for those seeking a welcoming community with a touch of Florida’s natural beauty. With its lush parks, sparkling lakes, and proximity to the stunning Gulf Coast, Oldsmar offers residents an enviable lifestyle filled with outdoor adventures and community spirit.

Oldsmar is not just about picturesque landscapes; it boasts a rich history and a thriving economy, providing ample opportunities for work and leisure. The city is home to a variety of shops, restaurants, and entertainment venues, making it easy for residents to enjoy a fulfilling lifestyle without venturing far from home. The friendly atmosphere and engaging community events foster a sense of belonging that is hard to find elsewhere.

For homebuyers considering a move to Oldsmar, the community features are truly appealing. Many neighborhoods require buyer approval, ensuring a cohesive and harmonious living environment. This feature promotes a strong sense of community, where neighbors know each other and take pride in their surroundings. Whether you’re looking for a cozy single-family home or a modern townhouse, Oldsmar’s diverse real estate market offers something for everyone.

With its ideal location, rich community life, and beautiful homes, Oldsmar is more than just a place to live; it’s a place to thrive. Come explore what this delightful city has to offer, and discover your dream home in Oldsmar today!

Newest Oldsmar Homes with Buyer Approval Required Community Features

559 Dove Terrace S, Oldsmar
$349,990
2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village Ph 2c SubDv. ⋅ 34677 Zip Code
Virtually Staged. Enjoy TRANQUIL POND AND CONSERVATION VIEWS from this beautifully remodeled home! An OPEN FLOOR PLAN with VAULTED CEILINGS frames unobstructed views of nature from most rooms, while PLANTATION SHUTTERS throughout add a classic touch. The cedar-lined FLORIDA ROOM, complete with shades and an awning, is the perfect spot for morning coffee or unwinding at sunset. Recent updates include 42-INCH ALL-WOOD CABINETS, GRANITE counters, and STAINLESS STEEL APPLIANCES, plus newer LAMINATE FLOORING throughout. Major systems are already done for you: roof replaced in 2019, primary bath and laundry renovated in 2021, HURRICANE WINDOWS installed in 2023, A/C in 2018, and hurricane straps on the garage door. The water is purified with a reverse osmosis system provided by the county. Some furnishings available separately. Life in GULL AIRE VILLAGE, an active 55+ community, centers on the heated pool, spa, clubhouse, library, shuffleboard, bocce, and pool table, with golf-cart-friendly streets and a paved walking path along the Tarpon outflow canal connecting to the Oldsmar Trail. Shopping, restaurants, the AMC theater, Bealls, Marshalls, and Richards Foodporium are all within walking distance, and Westfield Countryside Mall, Publix, Walmart, and Countryside Hospital are just minutes away. On weekends, the Gulf beaches await. Honeymoon Island and Caladesi Island State Park are an easy drive, with both airports close by. Peaceful water views, a turnkey list of updates, and a welcoming 55+ community: your relaxed Florida lifestyle starts here!

559 Dove Terrace S, Oldsmar
238 Pelican Drive N, Oldsmar
$196,000
2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code
Virtually Staged. Discover the perfect blend of comfort, convenience and coastal charm in this beautifully maintained, move-in ready, 2-bedroom, 2-bathroom, nestled in the heart of Oldsmar, Florida! Featuring a relaxed coastal vibe, this inviting home offers spacious living, dining and kitchen areas, newer stainless-steel appliances, updated bathroom vanities, beautiful laminate flooring, updated subflooring throughout, fresh paint throughout, a newer vapor barrier, and an open-concept layout. The generously sized primary suite features a spacious walk-in closet, an en-suite bathroom, with a separate garden-like tub, a separate water closet with walk-in shower creating a comfortable space to unwind. 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.)

238 Pelican Drive N, Oldsmar
105 Palmetto Court, Oldsmar
$165,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cypress Estates SubDv. ⋅ 34677 Zip Code
Just what you have been waiting for....! FIRST floor, pet friendly (up to 40 pounds), condo located in Cypress Estates III of the popular gated community of East Lake Woodlands Country Club, a community that has been designed to enhance your lifestyle. Direct entrance takes you to open views of the dining and living room area out thru the sliding doors to your screened lanai overlooking a park like setting view. This home has been carefully maintained and has a split bedroom plan and the primary bedroom offers two closets, ensuite bath with updated sink vanity and newer tiled shower in the primary bath. Spacious guest bedroom with wall closet. The laundry closet is located off your lanai with washer/dryer. There is a community pool just down from the condo, one covered parking space and other available guest spaces. Optionally, you could join the Ardea (formerly the East Lake Woodlands) Country Club for use of their facilities that will include Clubhouse, two Championship 18 hole golf courses, additional heated pools, tennis courts, fitness center and Clubhouse restaurants and social gatherings. Minutes away from Countryside Mall and the sandy beaches of Honeymoon Island along with parks, restaurants and entertainment. This is a gated, golf cart friendly community (must be street legal), which is handy to run over to the nearby shopping plaza for some of your everyday needs. Location is everything! It is approximately 15 miles from Tampa Airport and less than 10 miles to the beach. For more information about the community and the area go to the East Lake Woodlands website.

105 Palmetto Court, Oldsmar
261 Woodlake Wynde Unit 261, Oldsmar
$199,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Woodlake Run SubDv. ⋅ 34677 Zip Code
Welcome to this highly desirable ground-floor 2-bedroom 2-bathroom residence located in the prestigious gated community of East Lake Woodlands. This bright and inviting home offers an open, spacious layout designed for comfortable Florida living. Recent updates include beautifully updated bathrooms and flooring in 2025, a newer AC system installed in 2022, and fresh interior paint completed in 2026. The home also features two private lanais, providing the perfect spaces to relax and enjoy the Florida lifestyle. The spacious primary bedroom offers a walk-in closet, while generous closet and cabinet storage throughout the home provide plenty of room for everyday living. An in-unit washer and dryer add convenience and ease. The monthly HOA fee offers exceptional value, including water, sewer, trash, pest control, high-speed internet, cable, and access to numerous streaming apps, along with use of two community pools. For golf and country club enthusiasts, optional membership is available at Ardea Country Club, home to one of the area's premier golf courses. Enjoy the convenience of a low-maintenance lifestyle in one of the area's most desirable communities, where comfort, convenience, and resort-style amenities come together. This is Florida living at its finest!

261 Woodlake Wynde Unit 261, Oldsmar
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
4798 Augusta Avenue, Oldsmar
$565,000
4 Beds ⋅ 3 Baths ⋅ Worthington SubDv. ⋅ 34677 Zip Code
Welcome to 4798 Augusta Ave, located within the desirable East Lake Woodlands community! Enjoy the peace and tranquility of a quiet, serene street where local wildlife sightings add to the charm of the neighborhood. Convenient resident entry provides quick access in and out of the community, making everyday travel a breeze. Inside, luxury vinyl plank flooring installed in 2023 offers a fresh, cohesive look throughout the home. The functioning fireplace adds warmth and character, while the whole-house water softener provides an added layer of everyday comfort. Major updates include a 2015 roof, 2019 A/C, impact-rated sliding glass doors installed in 2021, a rescreened lanai in 2021, and exterior paint completed in 2019 and interior painted in 2024. The home has never flooded. The community also features Ardea Country Club, where members can enjoy access to two 18-hole championship golf courses, a swimming pool, hard and soft tennis courts, pickleball courts, a playground, a gym, and Heron’s Bar and Grille With thoughtful updates, desirable community amenities, and a peaceful setting, this home is ready for its next owner to make it their own!

4798 Augusta Avenue, Oldsmar
131 Woodlake Wynde, Oldsmar
$154,500
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Woodlake Run SubDv. ⋅ 34677 Zip Code
Whether you're seasonal or a full time resident, this East Lake Woodlands condo has it all! Enjoy being in a NON-Flood Zone with your monthly bills of Cable, Internet, Trash & Water already included in the HOA fee! This accessible first-floor condo is located just steps away from the heated community pool and bursts with potential. It is one of the most desired condo communities of East Lake Woodlands and is centrally located near the main Ardea clubhouse with quick gate access from both Tampa Rd and East Lake road entrances. Enjoy both of your front and back screened-in patios, providing two comfortable outdoor spaces to relax and enjoy nature without the bugs! Inside, you’ll find tile flooring throughout, a spacious living room and dining room combo with a wet bar, and an open kitchen with plenty of extra counter seating. The washer and dryer are conveniently located right outside the kitchen in the front patio laundry closet, and being on the first floor means easy access with no stairs to navigate. This guard-gated community offers a peaceful setting surrounded by mature landscaping and wildlife, and if you decide to join the Ardea club, the main clubhouse, golf course, and tennis courts are right across the street. The HOA fee includes: Cable TV, Internet, Water, Community Pool, Escrow reserves, Maintenance Exterior, Roof, Grounds Maintenance, Security and Trash. East Lake Woodlands is home to the Adrea Country Club offering a variety of optional memberships for homeowners to join. These exclusive amenities include Two Championship 18-hole Golf Courses, Tennis and Pickleball Courts, Clubhouse Bar, Casual and Fine Dining, Fitness Center, Splash Pad, Swimming Pools, Clubhouse Events and more. Centrally located near top-rated schools, trending restaurants, shopping, movies, parks, Tarpon Lake, Gulf Coast beaches, local hospitals, Tampa Airport and more, you’ll never run out of activities in town!

131 Woodlake Wynde, Oldsmar
127 Nancy Drive Unit 127, Oldsmar
$200,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Condo SubDv. ⋅ 34677 Zip Code
Move-In Ready, Renovated First-Floor Condo in East Lake Woodlands! Relax & enjoy effortless Florida living w/ the much-coveted combination of a FIRST-FLOOR, MOVE-IN READY, MAINTENANCE-FREE 2-bedroom, 2-bath condo in the desirable gated golf community of East Lake Woodlands! This beautifully updated home has all the bells & whistles, including granite countertops, shaker-style cabinetry, tiled backsplash, LED lighting, tile & luxury laminate flooring throughout, Maytag washer & dryer, & an inlaid travertine-tiled patio floor. You'll like the peace of mind of a newer HVAC System & water heater (both '21). Be "wowed" w/ the peaceful & tranquil conservation & wooded views from the rear of the home! The excellent floorplan provides an open feel w/ abundant natural light & rear sliders leading to your private covered patio w/ additional storage—a perfect spot to relax & enjoy the natural surroundings. The desirable two-way split-bedroom plan offers both privacy & functionality. The spacious primary suite features an impressive three walk-in closets—one large & two additional closets—along w/ a private bath suite. Both bedrooms feature luxury laminate flooring w/ NO CARPET. Ground-floor living makes everyday access easy, & covered parking adds another level of convenience. Even better, the community swimming pool & clubhouse are located directly across the street, making it easy to enjoy the Florida lifestyle just steps from home. This Condo is NOT in a flood zone (Zone X). For those seeking additional resort & country club amenities, Ardea Country Club offers optional private memberships for addl. fees, incl. access to two 18-hole championship golf courses, tennis & pickleball, fitness center & classes, heated lap & free-form pools, dining, & social events. Membership is separate from the community. East Lake Woodlands offers a premier Oldsmar location convenient to shopping, restaurants, parks, medical facilities, A-rated schools, Tampa International Airport, award-winning Gulf beaches, & the many professional sporting events, concerts & entertainment destinations throughout the Tampa Bay area. Whether you're looking for a full-time residence, seasonal Florida retreat, or investment opportunity, this renovated first-floor condo combines comfort, convenience, peaceful, wooded views & the gated-community lifestyle that makes East Lake Woodlands such a desirable place to call home!

127 Nancy Drive Unit 127, Oldsmar
110 Lakeside Court Unit 110, Oldsmar
$149,900
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Condo SubDv. ⋅ 34677 Zip Code
Virtually Staged. Welcome to effortless Florida living in this beautifully updated 2-bedroom, 2-bathroom second-floor condo, ideally situated within the gated community of East Lake Woodlands. Offering a spacious great-room floor plan and a recently remodeled interior, this charming residence combines comfort, convenience, and a relaxed resort-style lifestyle. The inviting kitchen has been upgraded with tile countertops and a contemporary backsplash, creating a stylish and functional space for everyday living and entertaining. The main living areas and bedrooms feature comfortable carpeting, while both bathrooms offer neutral finishes and appointments, providing a versatile backdrop for your personal decorating style. The generously sized primary bedroom offers an abundance of space and features two walk-in closets for exceptional storage. Sliding glass doors provide easy access to the private screened-in porch, where you can unwind with your morning coffee or enjoy a peaceful evening while taking in relaxing views of the expansive green space. The porch also provides convenient access to the laundry closet. Recent improvements include a new hot water heater installed in 2026, offering added peace of mind for the new owner. The condo also includes covered carport parking conveniently located next to the mailbox, making everyday living even more convenient. Residents of this quiet, well-maintained gated community have access to a beautiful community pool, providing the perfect setting for cooling off, relaxing, or entertaining guests. For those seeking an even more elevated country-club lifestyle, residents have the option to join Ardea Country Club for an additional fee. Membership opportunities include access to an impressive array of amenities, including: Two championship 18-hole golf courses, Pickleball and tennis courts, Olympic-style lap pool, Fitness center, On-site restaurant A variety of social activities and events Beyond the community, the location offers exceptional convenience. Enjoy easy access to airports, medical facilities, shopping, restaurants, beautiful Gulf beaches, and a wide variety of entertainment and recreation, all just a short drive away. Whether you're looking for a full-time residence, a seasonal retreat, or a low-maintenance Florida getaway, this lovely East Lake Woodlands condo offers comfort, convenience, and carefree living in a peaceful country-club setting.

110 Lakeside Court Unit 110, Oldsmar
151 Lakeview Way Unit 151, Oldsmar
$189,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Condo SubDv. ⋅ 34677 Zip Code
Virtually Staged. WATERFRONT, GROUND FLOOR, UPDATED and MOVE-IN READY! Enjoy one of the most peaceful, nature-filled views in the highly sought-after East Lake Woodlands community from this beautifully updated 2-bedroom, 2-bath condo with assigned COVERED PARKING. Step inside to a spacious, open layout with NO CARPET and plenty of natural light. The updated kitchen features NEW GRANITE COUNTERTOPS, NEW CABINETS, a pantry closet, generous storage, and a large breakfast bar overlooking the dining and living areas. The inviting living room features a cozy WOOD-BURNING FIREPLACE, perfect for those occasional cool Florida evenings. Sliding glass doors from BOTH the living room and primary suite open to the tiled lanai, creating a wonderful extension of the living space and the perfect place to enjoy your morning coffee while taking in the tranquil WATERFRONT VIEW and surrounding wildlife. The spacious primary suite features QUARTZ COUNTERTOPS, WALK-IN SHOWER, and a stylish NEW BARN DOOR. The guest bathroom includes a newer vanity, and both bathrooms feature NEW ELONGATED CHAIR-HEIGHT TOILETS installed in 2023. You'll also appreciate the abundance of closet and storage space throughout the home. Additional updates include a NEW A/C IN 2023, NEW BLINDS IN 2023, NEW CEILING FANS, laminate flooring in both bedrooms, and ceramic tile throughout the remainder of the condo, including the lanai. Assigned covered parking is included, along with plenty of additional guest parking. The community HEATED POOL is just a short walk away for year-round enjoyment. East Lake Woodlands offers a beautiful, gated country club setting surrounded by mature landscaping, lakes, and natural Florida scenery. Optional club memberships provide access to additional amenities that may include golf, tennis, fitness, dining, pools, and clubhouse facilities. Conveniently located near shopping, restaurants, parks, beaches, and Tampa International Airport. GROUND FLOOR + WATERFRONT VIEW + UPDATED INTERIOR + COVERED PARKING + NO CARPET = Florida living made easy!

151 Lakeview Way Unit 151, 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
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