Oldsmar Homes with Pool Amenities

Oldsmar Homes with Pool Amenities

Welcome to Oldsmar, a charming city located in Pinellas County, Florida. Known for its picturesque landscapes and friendly community, Oldsmar offers a wonderful place to call home. With its convenient location near Tampa Bay, residents can enjoy the best of both worlds – a peaceful suburban atmosphere combined with easy access to the vibrant city life.

Oldsmar boasts a variety of amenities, including homes with pool amenities. Whether you're looking to cool off on a hot summer day or simply enjoy a refreshing swim, these homes offer the perfect oasis for relaxation and entertainment. Imagine spending your weekends lounging by the pool, hosting barbecues, or simply unwinding after a long day.

With a range of options available, you can find homes with pool amenities that suit your preferences and budget. Whether you're looking for a cozy single-family home or a spacious luxury estate, Oldsmar has something for everyone. Many of these homes are designed with modern features and stylish finishes, ensuring a comfortable and enjoyable living experience.

In addition to the pool amenities, Oldsmar offers a plethora of recreational activities, including parks, golf courses, and hiking trails. Residents can also take advantage of the city's vibrant downtown area, which is home to a variety of shops, restaurants, and entertainment venues.

If you're looking for a city that combines small-town charm with modern conveniences, Oldsmar is the perfect place to call home. With its beautiful homes with pool amenities and a thriving community, you'll find everything you need for a fulfilling and enjoyable lifestyle.

Newest Oldsmar Homes with Pool Amenities

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

2 Beds ⋅ 2 Baths ⋅ Sheffield Village At Bayside Meadows SubDv. ⋅ 34677 Zip Code

MOVE-IN READY OLDSMAR VILLA WITH A PRIVATE FENCED YARD! Beautifully refreshed 2-bedroom, 2-bath, 1,296-square-foot end-unit villa! VERY LOW HOA DUES at $110/month. Step inside to a bright, open interior where soaring vaulted ceilings and abundant natural light give the home an impressively spacious feel. The open living and dining areas offer plenty of room for entertaining, while updated flooring and a clean neutral palette make this home truly move-in ready. The kitchen features granite countertops, white cabinetry and stainless-steel appliances, along with a convenient breakfast bar connecting the kitchen to the dining area. Sliding doors extend the living space to the enclosed patio and private, fully fenced backyard—a rare feature that provides room for outdoor dining, grilling, pets or simply relaxing in your own outdoor retreat. The spacious primary suite offers a private bath, while the generously sized secondary bedroom and second full bath provide flexibility for guests, a home office or additional living space. Newer roof 2024 and HVAC 2023. Enjoy the low-maintenance Florida lifestyle with access to the community swimming pool. Outdoor recreation is practically around the corner at Sheffield Park, offering a playground, basketball and tennis courts, baseball/softball and multipurpose fields, disc golf, a dog park, trails, outdoor exercise equipment and picnic shelters. The location puts you close to some of Oldsmar's best outdoor destinations, including waterfront R.E. Olds Park, Mobbly Bayou Wilderness Preserve and the city's extensive parks and recreation system. For even more recreation, the Oldsmar Sports Complex offers baseball and softball fields, multipurpose fields, a playground, trails, outdoor hockey and the BMX Supercross Track. Everyday conveniences are close at hand along the Tampa Road corridor, with shopping at Forest Lakes Plaza and Park Avenue Plaza, along with numerous restaurants and services. Catch the latest movie at AMC Woodlands Square 20 or explore Oldsmar's waterfront parks, recreation and entertainment. Oldsmar's central location along the north shore of Tampa Bay also provides convenient access to Tampa, Clearwater, area airports and the Gulf Coast beaches. With an open floor plan, vaulted ceilings, updated finishes, private fenced yard, community pool and an outstanding Oldsmar location, this villa offers the combination of low-maintenance living and private outdoor space that's hard to find. Schedule your showing today!

2044 Sheffield Court, Oldsmar

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

3 Beds ⋅ 3 Baths ⋅ Sun Ketch Twnhms At Cypress Lakes SubDv. ⋅ 34677 Zip Code

Welcome home to this beautifully updated pond front three-bedroom, 2½-bath townhome with a one-car garage in the desirable Sun Ketch community of Oldsmar! Best of all, the low $265/month HOA fee covers exterior maintenance, grounds care, the roof, and offering truly low-maintenance living. Residents also enjoy a community pool just steps from the home, making it easy to relax and enjoy the Florida lifestyle. Step inside to a welcoming foyer with a convenient half bath for guests. Continue into the bright, open-concept main living area, which boasts Travertine tile flooring, and where the beautifully updated kitchen features white cabinetry, quartz countertops, a breakfast bar, ample storage, and a fantastic corner pantry with built-in shelving. The kitchen flows seamlessly into the living and dining room, creating an ideal space for everyday living and entertaining. Pocket sliding doors lead to the screened-in lanai and brick-paver patio, where you can enjoy peaceful pond views and a private, fenced outdoor space. Upstairs, the spacious primary suite is positioned at the front of the home and features vaulted ceilings, an oversized wall closet, and a private en-suite bath with a step-in shower. Down the hall, the beautifully updated guest bath offers a tub/shower combination, while a linen closet provides additional storage. The two secondary bedrooms are located at the rear of the home, with one featuring a sizable walk-in closet and the other offering a generous wall closet. The entire second floor is light and bright with high-volume ceilings and attractive wood-look luxury vinyl plank flooring. Thoughtful storage continues throughout the home, including great under-stair storage, a laundry room with cabinetry, and direct access to the one-car garage. Recent updates in 2023 include quartz kitchen countertops, luxury vinyl plank flooring upstairs, carpeting on the staircase, reglazing of the guest bathtub, four new PGT hurricane rated windows (two double hung in the primary and sliding windows in the rear bedrooms), and a vinyl-coated chain-link fence enclosing the rear patio area overlooking the water. With these improvements already completed, there is truly nothing left to do but move in and start enjoying your new home. Located in a convenient Oldsmar location near Tampa Road, approximately 20 minutes to Tampa International Airport (TPA), St. Pete-Clearwater International Airport (PIE) and popular Honeymoon Island, you’ll also have easy access to restaurants, shopping, and so much more. Add in the community pool, peaceful pond setting, garage, and low-maintenance HOA lifestyle, and this wonderful townhome offers the perfect blend of comfort, convenience, and Florida living. Come see it for yourself!

216 Hemingway Drive, Oldsmar

3 Beds ⋅ 2 Baths ⋅ Manors Of Forest Lakes The Ph 2 SubDv. ⋅ 34677 Zip Code

Welcome to this beautifully updated three-bedroom home in Forest Lakes, offering comfortable living spaces and thoughtful improvements throughout. The updated kitchen, completed in 2025, provides a fresh and inviting space that leads to the home’s spacious living and dining areas, ideal for everyday living and entertaining. The primary bedroom has also been updated, creating a comfortable retreat for the new owner. Go outside to enjoy a large, fully fenced yard and screened patio area, offering plenty of space for outdoor dining, relaxing, pets or play. The garage previously converted gives additional interior flex living space. The area has added central air and heat, which adds to the square footage of the home. Major updates provide peace of mind, including a new roof in 2025, fresh exterior paint in 2025 and hurricane windows. With the key improvements completed, this home is move-in ready and offers the opportunity for a new owner to settle in with minimal additional updates, ready to welcome its next living adventure. It has access to recreational park, close to beaches, shopping and zoned for desirable schools including Eastlake High School.

819 Jacaranda Drive, Oldsmar

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

Virtually Staged. Virtually Staged. Welcome Home to this first floor 2 bedroom, 2 bath condo in Woodlake Run in East Lake Woodlands. Large open living/dining area with wood-like flooring and sliders to screened in Lanai. Tranquil wooded views with no rear neighbors. Nice open Kitchen off of dining area with stainless steel appliances, lots of cabinets and breakfast bar seating. Covered porch off of the kitchen with laundry closet & washer/dryer. Large Primary Bedroom with adjoining bath, step-in shower, 2 closets and a private slider to covered Lanai. 2nd Bedroom with private slider to covered porch and adjacent bath features step-in shower. New windows in 2021 along with new electrical panel box updated in 2021. Great Location, 2 community heated pools, golf course community, Shopping, Restaurants, Movie Theatre, County Parks, Beaches nearby. East Lake Woodlands offers Ardea Country Club with multiple memberships (with additional fees) which can include Clubhouse, golf, additional pools, tennis, fitness center, Clubhouse & restaurant.

135 Woodlake Wynde Unit 135, Oldsmar

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

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

2 Beds ⋅ 2 Baths ⋅ Sheffield Village At Bayside Meadows SubDv. ⋅ 34677 Zip Code

This spacious and well maintained 2-bedroom, 2-bath end unit Villa offers a comfortable floor plan and easy, worry-free living right in the heart of Oldsmar. With nearly 1,300 square feet and vaulted ceilings, the home features all tile flooring throughout, a large kitchen with plenty of cabinetry and a breakfast bar, plus an open family/dining area. The living room includes a cozy fireplace, creating a warm focal point for the space. Sliders lead to an enclosed porch, perfect for relaxing or enjoying morning coffee. An interior laundry closet adds everyday convenience. Major system upgrades provide excellent long-term value and peace of mind: • New roof (2021) • New HVAC (2024) • New water heater (2024) • New electrical panel (2024) • Impact windows (2016) • Sliding glass door (2018). A rare and highly desirable bonus is the two assigned covered parking spaces steps from your front door—a standout feature in this community and a true benefit for owners. Community amenities include a sparkling pool, and you’re just down the street from Sheffield Park, featuring tennis and basketball courts, a playground, dog park, fishing, disc golf, exercise stations, walking paths, and more. With low HOA fees of $110/month, including lawn maintenance, you’ll have plenty of time to enjoy the pool and Oldsmar’s interconnected parks. You’re also steps from Harbor Palms Nature Park and Preserve and the Oldsmar Trail, an 11-mile trail popular with bicyclists and joggers —perfect for nature walks, wildlife viewing, and beautiful sunsets. Nearby conveniences include athletic fields, shopping, dining, and world class beaches. This Villa is a well-cared for home with major updates already completed, offering comfort, convenience, and the best of Florida living.

2060 Sheffield Court, Oldsmar

2 Beds ⋅ 2 Baths ⋅ St Andrews Condo SubDv. ⋅ 34677 Zip Code

Discover this beautifully remodeled GROUND-FLOOR END UNIT in the highly sought-after Saint Andrews community of East Lake Woodlands. Located just steps from the community pool, one of the largest in the area, this condo offers resort-style living. East Lake Woodlands is home to top-rated schools and an optional Ardea Country Club membership, providing access to two championship golf courses, 12 tennis courts, a pickleball complex, a fitness center, and an on-site restaurant. Overlooking the 18th hole of the North Course, this move-in ready condo offers breathtaking golf course views and a beautifully updated interior. Recent upgrades include new shaker kitchen cabinets, granite countertops, luxury vinyl plank flooring in both bedrooms, fresh interior paint, and stylish light fixtures. The spacious kitchen features ample storage and a cozy breakfast nook, while the open living and dining area is filled with natural light from oversized sliding glass doors leading to a screened porch overlooking the course. The split-bedroom floor plan provides privacy, and the primary suite includes a walk-in closet, double vanity, soaking tub, and private porch access. Relax on the screened lanai and enjoy peaceful golf course views, beautiful sunsets, and Florida's natural beauty. With modern updates, an ideal layout, and an unbeatable location, this condo offers the perfect blend of comfort and convenience

121 Lindsay Lane Unit 31, Oldsmar

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

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

Welcome home to this beautifully updated second-floor condo located in the highly sought-after, gated community of East Lake Woodlands with picturesque golf course views. Known for its peaceful surroundings and resort-style living, this community offers both comfort and convenience in an ideal setting. You are greeted by a new storm door before stepping inside to discover a bright and airy interior filled with natural light. This move-in-ready residence has been thoughtfully upgraded with an amazing eat-in kitchen featuring new quartz countertops, a closet pantry, newer appliances (only two - four years old), and Wi-Fi-compatible dishwasher and range—perfect for everyday living and entertaining alike with a convenient pass-through window to the dining area. Fresh interior paint and new LVP and tile flooring flow seamlessly throughout the home, complemented by energy-efficient LED lighting, ceiling fans, and updated bathrooms for a clean, modern, and cohesive design. The home also features upgraded, HOA-approved Stainmaster LVP underlayment for the LVP flooring, providing enhanced comfort and sound reduction. The air conditioning system is equipped with a UV light for improved air purification and indoor air quality. The spacious primary bedroom offers three closets, including two walk-in closets, a separate dressing area, and an updated en-suite bathroom with a walk-in tiled shower and glass door. The guest bedroom features generous wall closets. A brand-new washer and dryer are scheduled to be installed in mid-August and are conveniently located in the hall closet near the guest quarters. Generous storage and ample closet space add to the home's functionality and overall comfort. Enjoy the added privacy of a second-floor location while taking advantage of the exceptional lifestyle within East Lake Woodlands. The community pool and Condo 2 Clubhouse are just across the parking lot! Pets are welcome, and the monthly maintenance fee provides outstanding value and ease of living. If you're ready to explore, the location is fantastic. Nearby, Ardea Country Club offers optional private memberships with two heated swimming pools, two 18-hole championship golf courses, tennis and pickleball courts, a fitness center, clubhouse, restaurants, and a full calendar of social activities. The condo is also conveniently located near Westfield Countryside Mall, shopping, restaurants, entertainment, the beautiful beaches of Honeymoon Island, and numerous parks and walking trails for a relaxed Florida lifestyle. You'll also enjoy easy access to the charming downtown districts of Tarpon Springs, Dunedin, and Safety Harbor for even more dining, shopping, and entertainment.

222 Caryl Way, Oldsmar

Start Your Search