Oldsmar Homes with Pool

Oldsmar Homes with Pool

Welcome to Oldsmar, Florida, a hidden gem nestled in the heart of Pinellas County! This charming city, situated just a stone's throw from the sparkling Gulf of Mexico, offers an idyllic blend of suburban tranquility and vibrant community life. With its rich history, beautiful parks, and a plethora of recreational activities, Oldsmar is the perfect place to call home.

One of the standout features of Oldsmar is its commitment to outdoor living. With a warm climate year-round, residents can enjoy the luxury of homes with pools, creating a personal oasis right in their backyards. Imagine soaking up the sun by your private pool, hosting summer barbecues, or simply unwinding after a long day in your own slice of paradise. Homes with pools in Oldsmar are designed to enhance your lifestyle, offering both relaxation and entertainment options for family and friends.

The city boasts a variety of amenities, including scenic parks, walking trails, and a vibrant downtown area filled with shops and restaurants. For those who love the outdoors, the nearby waterfront parks and the picturesque Old Tampa Bay provide endless opportunities for fishing, kayaking, and enjoying stunning sunsets.

Oldsmar is also conveniently located near major highways, making it easy to access the bustling cities of Tampa and St. Petersburg, as well as the beautiful beaches of the Gulf Coast. With its friendly atmosphere, excellent schools, and a strong sense of community, Oldsmar is not just a place to live—it's a place to thrive. Discover your dream home with a pool in Oldsmar today and experience the perfect blend of comfort, convenience, and leisure!

Newest Oldsmar Homes with Pool

$1,700,000
4 Beds ⋅ 4 Baths ⋅ TB8538326 MLS
Pre-Construction. To be built. TO-BE-BUILT CUSTOM HOME- An exceptional opportunity to build your dream home in the prestigious East Lake Woodlands community. Located within The Preserve, this proposed custom residence is situated on a beautiful homesite in a double-gated, private golf community, offering an unparalleled combination of privacy, security, and an exceptional lifestyle. This proposed custom home offers approximately 3,530 square feet of heated living space and 4,465 square feet total under roof, featuring 4 bedrooms, 4 full bathrooms, a private den, and a 2-car garage. The thoughtfully designed floor plan showcases spacious living areas and a modern custom-home concept designed to complement this exceptional homesite. The property is offered as a to-be-built custom home package, including the lot. The floor plan, renderings, and images are provided as a representation of the proposed residence and are intended to showcase the potential of this custom-home opportunity. However you can choose the paint, finishes, cabinets and flooring. OR----- Create your own home, floorplan, size, dimensions and layout! Minimum square footage is 3500sf. Please note: This is a proposed home and has not yet been constructed. Floor plans, renderings, dimensions, finishes, features, and specifications are conceptual and subject to change. Final design, construction, selections, and approvals are subject to builder, buyer, architectural review, association requirements, and applicable governmental approvals. A rare opportunity to secure a beautiful homesite and create a brand-new custom residence in one of Oldsmar's most desirable communities.

1332 Preservation Way, Oldsmar
$649,000
3 Beds ⋅ 2 Baths ⋅ TB8553153 MLS
Nestled in the highly desirable gated community of East Lake Woodlands, this 3 bedroom 2 bath waterfront home provides experiences that showcase the beauty of old Florida. The Panasonic view of plush natural surroundings and a tranquil pond, provides a private setting of relaxing water views and abundant wildlife. This two car garage home has vibrant landscaping, a new black aluminum fence, fruit trees, new sodded backyard with mature trees that provide shade, and a travertine patio. The stunning pool with waterfall spa, screened in lanai and safety fence provides an oasis to create long-lasting memories. The open floor plan showcases the gorgeous views of your backyard retreat. Upon entry, the family and dining room are spacious and inviting with windows that give natural lighting to complement the new light fixtures. Off the entry to you left is your primary suite which has private sliding door access to your lanai with beautiful plantain shutters. This large space boasts a wall and walk-in closest off the hallway to your updated private en-suite. Walk in closet has built-ins and en-suite has an oversized step in shower with built in bench, rain shower head, dual sinks, linen closet, and separate water closet. Step back into your main living area where your kitchen is open to the bright family room that both have sliding doors to access the lanai. There is a large island with beautiful quartz countertops, stainless steel appliances, and wood cabinets with pantry for ample storage. Off the kitchen is your laundry room with extra cabinets and a bar for hanging clothes. From the family room is your hallway that leads to a second full bathroom and two bedrooms with closets and new ceiling fans. Your first bedroom has built ins that includes a Murphy bed and office niche. Your third bedroom enjoys a beautiful view of the backyard and golf course. The shared bathroom has a new vanity with storage, linen closet, tub/shower combination and new toilet. Out on the brick paved lanai you have plenty of space for outdoor living and dining while enjoying the picturesque pool with spa, pond, and fully fenced in yard. This home is located outside of a flood zone and within a top rated A rated school zone. This sought after gated golf community has resort style amenities that provides the opportunity to become a social, golf, or racquet sport member at Ardea and Countryside Country Clubs, adding an optional lifestyle component to an already remarkable property. Make this home yours as it’s only a few miles away from shopping, restaurants, recreation sports complex, and Honeymoon Island Beach.

4914 Augusta Avenue, Oldsmar
$247,500
2 Beds ⋅ 2 Baths ⋅ TB8553080 MLS
Short Sale. SHORT SALE – Short sale process has been initiated to help facilitate an efficient transaction. Buyers and buyers’ agents are welcome to schedule showings. All offers are subject to lender approval. Excellent opportunity! Welcome to this beautifully updated 2-bedroom, 2-bath villa with a 1-car garage, offering comfort, privacy, and convenience in a quiet, sidewalk-lined community. This desirable end unit is tucked away on a private cul-de-sac and features the largest yard in the community, a rare find! Inside, you’ll find a spacious living area and a generous primary suit with a walk-in closet and private in suite bathroom. Two large lanais provide plenty of space to relax, entertain, and enjoy the Florida lifestyle. Recent updates include a new HVAC system, luxury vinyl plank flooring throughout, fresh interior paint, a fenced backyard, a water heater approximately 2 years old, and a roof approximately 4 years old. Enjoy the community pool or take a short walk to Sheffield Park, just 0.4 miles away. Conveniently located near Publix, shopping, restaurants, and Starbucks, with the beach approximately 9 miles away and Tampa International Airport approximately 13 miles away. With low HOA fees, valuable updates, a large private yard, and a convenient location, this villa offers a wonderful opportunity for a full-time residence or seasonal Florida getaway. Schedule your showing and bring your offer!

2031 Dover Court, Oldsmar
$179,000
2 Beds ⋅ 2 Baths ⋅ TB8551873 MLS
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
$332,000
2 Beds ⋅ 2 Baths ⋅ TB8551499 MLS
Oldsmar – This comfortable 2-bedroom, 2-bath single-family home with a 2-car garage built in 2004 is located in the popular 55+ community of Gull Aire Village in Oldsmar. With a recently installed Roof - 2026, high ceilings, easy-care LVP and tile flooring, a spacious screened patio, and a thoughtfully designed floor plan, this home offers the relaxed Florida lifestyle you’ve been looking for. Step inside to a bright, inviting interior where the high ceilings and open feel create a wonderful sense of space. The light and bright kitchen features a convenient breakfast bar overlooking the living room, making it easy to visit with family and friends while preparing meals. A dedicated dining area just off the kitchen provides the perfect spot for everyday dining or entertaining. The spacious living room is filled with natural light and features triple sliding glass doors leading to the large screened rear patio. The screened patio expands to the open-air paver patio and rear green space beyond. This wonderful outdoor living space is ideal for morning coffee, afternoon relaxation, or gathering with friends. The primary suite also has sliding glass doors opening directly to the patio, creating a private connection to the outdoors. The primary bedroom offers dual walk-in closets and an en-suite bath with dual sinks and a walk-in shower. The generously sized guest bedroom features a large closet and convenient access to the second full bath. But the lifestyle extends well beyond your front door. Gull Aire Village is a remarkably affordable retirement choice, with HOA fees of just $70 per month, giving you access to an impressive array of amenities. Enjoy the heated pool and hot tub/spa, challenge your neighbors to a game of shuffleboard or bocce ball, or spend time at the clubhouse gathering with friends, playing pool or cards, getting in a little workout, or relaxing with a good book in the library. And then there’s the fun of having a golf cart-friendly community, making it easy to hop over to a friend's house, participate in the community Christmas parade, or simply cruise around the neighborhood and enjoy the surroundings. For those who enjoy walking, a paved path follows the Tarpon outflow canal and connects with the Oldsmar Trail for longer walks and outdoor adventures. A dedicated RV storage lot with spaces for lease for only $30 per month. Location is another highlight. Shopping, restaurants, and entertainment are nearby and conveniently walkable, while medical facilities and airports are just a short drive away. And when it’s time for some sun, sand, and Gulf breezes, the beautiful Gulf beaches are not far away. Affordable Florida retirement living with an active, welcoming community and a location that puts everyday conveniences close at hand! Come take a look…You’ll like what you see!

572 Salmon Court, Oldsmar
$179,000
2 Beds ⋅ 2 Baths ⋅ TB8551783 MLS
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
$239,000
2 Beds ⋅ 2 Baths ⋅ TB8550922 MLS
Virtually Staged. Welcome to this well-cared for 2-bedroom, 2-bath villa in desirable Quail Forest, an attached villa neighborhood within East Lake Woodlands, a private country club community. The current owner has lovingly maintained the home for approximately 20 years & made many improvements. Wood -look laminate flooring extends through the main living areas & bedrooms, while tile finishes the kitchen & bathrooms. Ceiling fans in every room provide breezy comfort, & vertical blinds offer privacy. From the parking area & deeded carport, mature trees create a naturally green setting. Near the front door, a covered patio provides an ideal spot for grilling and outdoor relaxation. It is accessible from the front gate as well as sliding patio doors in both the dining room & kitchen. To the left of the entry foyer is the primary bedroom with an ensuite bath. The updated shower & toilet are separate from the ink area, allowing more than one person to use the space at a time. Storage includes a double closet that runs the length of the hall, plus a linen closet. A convenient pocket door provides privacy between the bedroom & bath. Sliding doors overlook the rear yard & lake, offering serene morning views. The beautiful lake view is one of the home's standout features, creating a peaceful setting for reading or entertaining. The second bedroom features a walk-in closet & an ensuite bath with a high-end walk -in tub/shower combination-perfect for a relaxing soak. The living room & dining rooms flow together comfortably. Between the dining room & the laundry closet is a storage island with cabinetry & sink, creating a convenient wet-bar area plus folding space for your laundry. The kitchen is in great condition & ready for your personal updates. The washer & dryer are newer (2023), the electrical panel is updated, roof 2022 & the HVAC system is new in 2024. No 4-point inspection worries here! Your HOA fees include at lot; cable & internet, pool, roads, roofs, lawn care, trash, exterior paint & maintenance & more. Check with the property manager with any questions. Quail Forest has a beautifully maintained community pool that is tucked away & just a short drive from your front door. Competitively priced & filled with potential, this welcoming villa will not last long. Don't wait to make it yours. Country club membership is an option: Please contact Ardea Country Club for more information.

210 Gretchen Court, Oldsmar
$419,900
3 Beds ⋅ 2 Baths ⋅ TB8551259 MLS
Prepare to be impressed by the stunning, completely remodeled pool and private backyard retreat that immediately sets this Oldsmar home apart. Featuring a freshly refinished cold blue Diamond Bright surface, beautiful new tile, and an updated surrounding pool area, this outdoor space is perfect for relaxing, entertaining, and enjoying the Florida lifestyle year-round. Inside, this beautifully renovated 3-bedroom, 2-bath home with an oversized one-car garage continues to impress with extensive upgrades, quality finishes throughout, and the added advantage of NO HOA. Bright, open living spaces feature high-quality luxury vinyl plank flooring, 5¼-inch real wood baseboards, widened interior doorways, new doors and trim throughout, custom lighting, and a clean, modern design. The completely redesigned kitchen blends style and function with custom quartz countertops, a brand-new stainless steel appliance package, and beautiful finishes that make it an ideal space for both everyday living and entertaining. The primary suite feels like a private retreat with a spa-inspired bathroom featuring upscale finishes, custom lighting, and a floating shower bench. The beautifully remodeled guest bathroom includes an oversized soaking tub for an added touch of luxury. The location is another major highlight. Sheffield Park and Sheffield Dog Park are located at the end of the street, just over half a mile away and approximately a 10-minute walk from the home. Enjoy green space, walking areas, tennis and basketball courts, baseball and softball fields, and a dedicated dog park just minutes away. Oldsmar also offers convenient access to Safety Harbor, Dunedin, Clearwater, Palm Harbor, Tampa International Airport, Tampa Bay Downs, shopping, dining, medical facilities, and the Gulf Coast. Beautiful Honeymoon Island State Park is also within easy reach for beach days, kayaking, nature trails, and unforgettable Gulf sunsets. Additional highlights include custom lighting throughout, extensive interior renovations, and a transferable warranty on the A/C system. As an added benefit, the current flood insurance premium is approximately $1,720 per year. The current owner was able to continue the previous owner’s flood coverage after purchasing the property. The home did not experience flooding during the two most recent major storms. Beautifully renovated inside and out, move-in ready, and offering the freedom of no HOA, this Oldsmar pool home delivers an exceptional combination of style, comfort, location, and Florida living. Schedule your private showing today.

403 Evergreen Drive, Oldsmar
$169,900
2 Beds ⋅ 2 Baths ⋅ TB8551252 MLS
Welcome home to your cozy, yet spacious retreat nestled on a corner lot across the side street from a peaceful wooded area in the heart of Oldsmar, Florida! This beautiful 2-bedroom, 2-bathroom, move-in ready home features a relaxed coastal vibe, updated combination fan/lights throughout, built-in cabinets in the kitchen seating area, walk-in closets in both bedrooms and an open-concept layout. The spacious living room and dining area provide the perfect setting for entertaining guests or simply relaxing in comfort. The spacious primary suite offers a walk-in closet and a private en-suite bathroom, complete with a separate walk-in shower and toilet area for added privacy. Located in the highly desirable 55+ community of Gull-Aire Village, this golf cart-friendly neighborhood offers 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 rare benefit of owning the land with a low monthly HOA fee of just $70 and one pet of any size is welcomed. Two boat and RV storage areas are also available for a low monthly rental fee. You’ll love the unbeatable location—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.An adjacent walking, running, and biking trail along Canal Way leads directly to picturesque Sheffield Park, the perfect spot to enjoy 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 fall in love with the welcoming charm and vibrant lifestyle of Gull-Aire Village.Schedule your private tour today!(Room dimensions are approximate and should be verified by Buyer.)

225 Tarpon Lane, Oldsmar
$399,000
2 Beds ⋅ 3 Baths ⋅ TB8551175 MLS ⋅ 3010 BLDG.
Welcome to waterfront living at its best! Located on beautiful Old Tampa Bay, this exceptional community offers a relaxed Florida lifestyle with amenities designed for everyday enjoyment and entertaining. Gather with friends around the gas firepit, share a meal beneath the pavilion with two grills, or relax in the large heated infinity pool while taking in beautiful water views. Stay active in the fully equipped gymnasium, fish from the pier extending into the bay, or launch a kayak for an afternoon on the water. The electronically gated entrance provides added security. Ideally situated directly across from the pool, this residence truly stands out. Beautiful landscaping and lush greenery welcome you at the entrance, while thoughtful enhancements continue throughout, including a gleaming epoxy-finished garage floor and garden-like screened porch. The porch creates a wonderful outdoor retreat for morning coffee, relaxing evenings, or entertaining guests. Inside, beauty and functionality continue. The entire first floor features beautiful tile flooring for a polished appearance and easy maintenance. In 2024, all recessed lighting was upgraded to LED bulbs, with downstairs lights featuring dimmers and amber-light options for the perfect ambiance. Even the spacious walk-in pantry has automatic lighting that illuminates the generous storage space when the door opens. The open-concept main living area is perfect for entertaining and everyday life, offering space for a full dining table and casual dining at the granite breakfast bar. Numerous light-gray cabinets provide abundant storage, complemented by a convenient coffee bar and mini-mudroom near the garage entrance. The living area flows effortlessly through pocket sliders to the screened porch, creating a wonderful indoor-outdoor living experience. A conveniently located half bath completes the first floor, while Custom Nantucket remote-control shades provide privacy and light control. Upstairs, a generous flex room offers incredible versatility as a den, second family room, playroom, home office, or temporary third bedroom. The nearby laundry room adds convenience. The primary suite offers a peaceful retreat with an expansive granite double-sink vanity, abundant storage, glass-enclosed shower, beautiful natural light, decorative tray ceiling, and custom walk-in closet with built-in shelving. Custom Nantucket remote shades complete the space. The spacious second bedroom is equally inviting, with natural light, decorative tray ceiling, and exceptional storage. Two closets, including a very large walk-in, provide plenty of room. The second full bath features wood cabinetry, pull-out drawers, granite countertop, and glass-enclosed shower. Additional upgrades include a new electrical panel installed in 2024 and gutters added in 2021 along with the undercounter lighting and downstairs crown molding. The location offers convenient access to Tampa, area airports, major shopping, restaurants, beautiful beaches, and more. With its waterfront setting, resort-style amenities, thoughtful upgrades, flexible living spaces, and outstanding location, this home offers an exceptional opportunity to enjoy the Florida lifestyle.

3010 Palm Key Avenue, Oldsmar
$155,000
2 Beds ⋅ 2 Baths ⋅ TB8550841 MLS ⋅ 129 BLDG.
Welcome to The Gardens of Forest Lakes, one of Oldsmar’s well-kept secret communities. This 2 bedroom 2 bathroom condo is a true move-in ready home. The features and amenities are apparent upon entering this well-decorated unit. The newer luxury vinyl flooring set the stage for a great showing. The living room/dining room combination offers an open & spacious area you can call home. The kitchen was updated to include custom wood cabinets with hydraulic drawers; led area lighting; newer appliances including a brand new refrigerator & a double oven; brand new hot water heater (5/26); deep double steel sink; tile backsplash; granite-looking Formica countertops; Both bathrooms were updated to include wood-like tile; the guest bathroom offers a deep soaker tub; Enjoy the beautiful pond view from both bedrooms and the private balcony; An inside laundry room with a newer washer/dryer combo for your convenience; The master bedroom offers a walk-in closet; The balcony has a storage room for your extra stuff; The community has a recreation center that includes a swimming pool, tennis & racquetball courts, a playground and a fishing pier. Close to shopping, dining, entertainment and more. Schedule your private showing today. You’ll be glad you did.

129 Camphor Circle Unit C, Oldsmar
$450,000
3 Beds ⋅ 3 Baths ⋅ TB8549851 MLS
Tucked along a quiet street in the established Manors of Forest Lakes community, this 3-bedroom, 2.5-bath home combines a peaceful preserve setting with thoughtful updates designed for both comfort and peace of mind. Step inside and you are immediately greeted by soaring ceilings and an abundance of natural light, with views drawing your eye toward the lush conservation area beyond the backyard. The heart of this home is its connection to the outdoors. Rather than closing off the view, a low garden fence along the rear of the property allows the natural landscape to remain part of the experience. Deer, wild turkey, birds and other Florida wildlife are frequent visitors, creating a setting that feels remarkably private and peaceful. Out front, a beautiful butterfly garden adds another layer of charm, welcoming both colorful blooms and butterflies throughout the seasons. Inside, the spacious great room features dramatic vaulted ceilings, while the first-floor primary suite offers convenience and privacy with a generous walk-in closet and en-suite bath. The kitchen overlooks the dining area and backyard, keeping the preserve views close at hand, while two additional bedrooms and a full bath are located upstairs. An enclosed rear porch provides another inviting space to relax, entertain or simply enjoy the natural surroundings. Recent improvements add significant value, including newly installed double-hung hurricane-impact windows, a new HVAC system installed in 2026, and a roof replaced in 2022, allowing the next owner to enjoy some of the home's most important updates already completed. Beyond the property itself, residents of Forest Lakes enjoy access to community amenities including a pool, tennis courts, playground, recreation facilities and a community boat ramp. Conveniently located in Oldsmar with easy access to Tampa, Clearwater, shopping, dining, recreation and Tampa International Airport, the location makes it easy to enjoy everything Tampa Bay has to offer while coming home to a setting that feels worlds away. 709 Jacaranda Drive isn't simply a home surrounded by nature. It's a home designed to let you experience it every day.

709 Jacaranda Drive, Oldsmar
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