Oldsmar Homes with Private Pool type

Oldsmar Homes with Private Pool type

Welcome to Oldsmar, a charming city located in Pinellas County, Florida. Known for its picturesque surroundings and friendly community, Oldsmar offers a unique blend of small-town charm and modern amenities.

If you're looking for a home with a private pool, Oldsmar has a variety of options to choose from. Imagine spending your days lounging by the pool, enjoying the warm Florida sunshine in the comfort of your own backyard. Whether you're looking for a cozy bungalow or a spacious family home, there are homes with private pools in Oldsmar to suit every taste and budget.

Living in a home with a private pool in Oldsmar allows you to enjoy the ultimate in relaxation and entertainment. Host pool parties with friends and family, take a refreshing dip after a long day, or simply unwind by the water's edge. It's like having your own personal oasis right at home.

With its convenient location in Pinellas County, Oldsmar offers easy access to beautiful beaches, top-rated schools, shopping, dining, and outdoor recreation. Whether you're a first-time homebuyer, growing family, or empty nester looking to downsize, Oldsmar has something for everyone.

Discover the perfect home with a private pool in Oldsmar and start living the Florida lifestyle you've always dreamed of. Contact us today to find your slice of paradise in this vibrant city.

Newest Oldsmar Homes with Private Pool type

950 Waverly Street, Oldsmar
$699,000
3 Beds ⋅ 2 Baths ⋅ Country Club Add To Oldsmar Rev SubDv. ⋅ 34677 Zip Code
LOOKS LIKE IT CAME STRAIGHT OFF HGTV! Welcome to this GORGEOUS, COMPLETELY REMODELED POOL HOME situated on an incredible 1.01-ACRE LOT in Oldsmar! Offering 3 bedrooms, 2 baths and over 2,000 SQ FT of beautifully updated living space, this stunning home has been transformed from top to bottom with stylish finishes, thoughtful upgrades and major improvements already completed. From the moment you step inside, you’ll love the fresh, modern feel. The beautifully remodeled kitchen features NEW SOLID WOOD CABINETRY, NEW QUARTZ COUNTERTOPS, NEW STAINLESS STEEL APPLIANCES, INCLUDING AN OVEN WITH AIR FRY SETTING, and plenty of space for cooking and entertaining. NEW LUXURY VINYL PLANK AND TILE FLOORING flows throughout the home, complemented by NEW LIGHTING, NEW PLUMBING FIXTURES AND FRESH INTERIOR PAINT. The spacious split-bedroom floor plan offers multiple living areas, including a family room, great room and separate formal dining room, while the impressive STONE WOOD-BURNING FIREPLACE adds warmth and character. Retreat to the private primary suite featuring a spacious walk-in closet and a STUNNING SPA-LIKE BATHROOM, beautifully remodeled to create a relaxing, luxurious escape. And the updates don’t stop with the beautiful interior! This home also features a NEW ROOF, NEW GUTTERS, NEW ELECTRICAL PANEL, TWO NEW HVAC SYSTEMS AND FRESH EXTERIOR PAINT, giving you the benefit of extensive improvements both inside and out. Step outside and discover your own PRIVATE FLORIDA OASIS! The REFINISHED IN-GROUND POOL overlooks the expansive property surrounded by mature trees, creating an incredible setting for entertaining, relaxing or simply enjoying the outdoors. Enjoy easy access to BEACHES, AIRPORTS, SHOPPING, DINING, PARKS, RECREATION and everything the Tampa Bay area has to offer. THIS IS THE ONE YOU'VE BEEN WAITING FOR—SCHEDULE YOUR PRIVATE SHOWING TODAY!

950 Waverly Street, Oldsmar

1813 Driftwood Circle N, Oldsmar
$404,000
3 Beds ⋅ 2 Baths ⋅ Harbor Palms-Unit Two SubDv. ⋅ 34677 Zip Code
Welcome home to this beautifully remodeled 3 bedroom, 2 bath pool home in the heart of Oldsmar! Completely updated in 2025, this move-in ready home offers a bright, open floor plan with luxury vinyl flooring throughout and a desirable split- bedroom layout. The beautifully updated kitchen features quartz countertops, new stainless steel appliances, ample cabinetry and open design perfect for everyday living and entertaining. Both bathrooms have been tastefully remodeled with fresh, modern finishes. The spacious living area is highlighted by a beautiful brick wood-burning fireplace, adding warmth and character to the home. An inside laundry room adds everyday convenience, while the oversized one-car garage provides additional parking and storage, At the back of the home, a large Florida room overlooks the pool and provides the perfect space for relaxing or entertaining, with a new hurricane-impact sliding glass door providing easy access to the outdoor living area. Step outside to your own private Florida retreat featuring a sparkling pool and a large, fully fenced backyard with plenty of room to relax, entertain and enjoy the outdoors. A backyard shed provides additional storage for tools, pool equipment and more. Ideally located in Oldsmar with convenient access to shopping, dining, recreation and area beaches, plus approximately 20 minutes to Tampa International Airport. Beautifully updates, perfectly located and ready for its next owner-this charming Oldsmar pool home is one you wont wnt to miss!

1813 Driftwood Circle N, Oldsmar

1332 Preservation Way, Oldsmar
$1,700,000
4 Beds ⋅ 4 Baths ⋅ Preserve, The SubDv. ⋅ 34677 Zip Code
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

4914 Augusta Avenue, Oldsmar
$649,000
3 Beds ⋅ 2 Baths ⋅ Worthington SubDv. ⋅ 34677 Zip Code
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

403 Evergreen Drive, Oldsmar
$419,900
3 Beds ⋅ 2 Baths ⋅ Harbor Palms Unit Eleven SubDv. ⋅ 34677 Zip Code
Prepare to be impressed by the beautifully renovated pool and private backyard retreat that set this Oldsmar home apart. A freshly refinished Diamond Brite surface, beautiful new tile, new led pool light and an updated surrounding pool area create an inviting outdoor oasis for relaxing and entertaining year-round. This beautifully renovated 3-bedroom, 2-bath home with an oversized one-car garage offers quality finishes, extensive upgrades, and NO HOA. Bright, open living spaces feature high-quality luxury vinyl plank flooring, 5 1/4-inch real wood baseboards, new doors and trim throughout, and custom lighting. The completely redesigned kitchen features custom quartz countertops, a brand-new stainless steel appliance package, and beautiful finishes. The primary suite offers a spa-inspired bathroom with upscale finishes and a floating shower bench, while the remodeled guest bathroom includes an oversized soaking tub. Sheffield Park and Sheffield Dog Park are just over half a mile away, offering green space, walking areas, tennis and basketball courts, baseball and softball fields, and a dedicated dog park. Nearby schools shown by GreatSchools include Oldsmar Elementary School, approximately 1.5 miles away with an 8/10 rating; Joseph L. Carwise Middle School, approximately 3.5 miles away with a 7/10 rating; and East Lake High School, approximately 5.6 miles away with a 7/10 rating. Enjoy convenient access to Safety Harbor, Dunedin, Clearwater, Palm Harbor, Tampa International Airport, Tampa Bay Downs, shopping, dining, and medical facilities. Honeymoon Island State Park is also within easy reach for beach days, kayaking, nature trails, and Gulf sunsets. Beautifully renovated inside and out and move-in ready, this home combines style, comfort, and the Florida lifestyle. Schedule your private showing today!

403 Evergreen Drive, Oldsmar

4951 Augusta Avenue, Oldsmar
$584,900
3 Beds ⋅ 3 Baths ⋅ Worthington SubDv. ⋅ 34677 Zip Code
Virtually Staged. Welcome to 4951 Augusta Avenue, a spacious two-story pool home situated on a desirable corner lot in the gated East Lake Woodlands community. Offering approximately 2,316 square feet, this well-maintained residence features 3 bedrooms, 2.5 bathrooms, a versatile upstairs loft, a formal living room, and a 2-car garage. A grand two-story entrance welcomes you into a bright interior with soaring vaulted ceilings and abundant natural light. The formal living and dining areas provide an elegant setting for entertaining, while the comfortable main living space offers plenty of room for everyday relaxation. Upstairs, the open loft can serve as a home office, media area, game room, or additional lounge space. Step outside to your private screened swimming pool and covered patio—an ideal setting for entertaining, outdoor dining, or relaxing while enjoying Florida’s year-round sunshine. The screened enclosure provides additional comfort, while the corner lot offers extra outdoor space and privacy. Ideally located near Tampa Road, East Lake Road, and McMullen Booth Road, the property offers convenient access to Oldsmar, Palm Harbor, Safety Harbor, Clearwater, Westchase, and Tampa. Shopping, restaurants, medical facilities, Tampa Bay Downs, Countryside Mall, parks, nature preserves, and recreational trails are all nearby. Gulf beaches, Honeymoon Island, Tarpon Springs, and Tampa International Airport are also within easy reach. East Lake Woodlands Country Club offers golf, tennis, pickleball, fitness, swimming, dining, and social activities through optional membership. Enjoy private pool living, flexible interior space, and a central Tampa Bay location within an established gated community.

4951 Augusta Avenue, Oldsmar

1806 Driftwood Circle S, Oldsmar
$329,000
2 Beds ⋅ 2 Baths ⋅ Harbor Palms-Unit Two SubDv. ⋅ 34677 Zip Code
MOVE-IN READY POOL HOME | NO HOA | 2 BEDROOMS | 2 BATHROOMS | NEW ROOF 2025 Welcome to your new home, a move-in ready 2-bedroom, 2-bathroom block home in Harbor Palms featuring a screened-in pool, fully fenced backyard, 1-car garage, and no HOA. Located on a quiet residential street in Oldsmar, this home offers comfortable Florida living with easy access to Tampa, Palm Harbor, Dunedin, and the Gulf beaches. The interior features a functional layout with tile flooring throughout the living room, dining area, and bedrooms for easy maintenance. The kitchen includes granite countertops, tile backsplash, and stainless steel appliances. Ceiling fans are located throughout the home. The primary bedroom offers a walk-in closet and private en-suite bathroom with a walk-in shower. The second bedroom includes a built-in closet, providing convenient storage. Outside, sliding glass doors open to an enclosed Florida room, overlooking the private pool and screened in paver deck. The fully fenced vinyl backyard offers plenty of space for entertaining, outdoor recreation, pets, or gardening. Conveniently located near shopping, restaurants, parks, schools, major roadways, and the Gulf beaches. Easy access to Alt-19 provides convenient connections throughout the area, while the nearby Jolly Trolley offers access toward Dunedin and Tarpon Springs. With a private pool, screened lanai, fenced yard, block construction, garage, updated roof (2025), no HOA, and convenient location, this home offers a combination of features that is increasingly difficult to find.

1806 Driftwood Circle S, Oldsmar

212 Arbor Woods Circle, Oldsmar
$584,900
3 Beds ⋅ 3 Baths ⋅ Bay Arbor Unit 1a SubDv. ⋅ 34677 Zip Code
WELCOME HOME TO BAY ARBOR! This stunning 3-bedroom, 2.5-bathroom pool home offers the perfect combination of style, privacy, space, and location in one of Oldsmar’s most desirable gated communities. Situated on a peaceful, wooded lot with NO REAR NEIGHBORS, this move-in-ready home delivers the private backyard retreat buyers dream about while still being just minutes from everything Oldsmar has to offer! From the moment you arrive, the impressive curb appeal sets the tone with lush landscaping, a pavered driveway, and a beautiful paver walkway leading to the front door. Step inside and immediately appreciate the soaring two-story ceilings, abundant natural light, and spacious open layout. The Great Room, Dining Room, and Kitchen flow seamlessly together, creating an inviting space that is equally perfect for everyday living or entertaining. The beautifully remodeled kitchen (2022) is the heart of the home and features quartz countertops, stainless steel appliances, decorative backsplash, abundant cabinetry, generous counter space, and a charming eat-in area. Just beyond the kitchen, the formal dining area provides the perfect setting for family dinners and special gatherings. The highly desirable FIRST-FLOOR PRIMARY SUITE offers exceptional privacy and convenience, complete with a spacious walk-in closet and a fully remodeled ensuite bathroom (2022). The spa-like bath features dual vanities, a garden tub, and an oversized step-in shower with stunning decorative tile, five shower sprayers, and a built-in Bluetooth speaker. Upstairs, you'll find two additional bedrooms and a guest bathroom. Need a home office, playroom, or flex space? The possibilities are endless. And then there's the BACKYARD OASIS! Step through the converted porch area, an ideal spot for a small home office, reading nook, or relaxation space—and head outside to your private resort-style retreat. The expansive pavered pool deck, PebbleTec saltwater pool, and spillover spa create an incredible outdoor living experience. With brand-new pool equipment (2024) and Pentair automation with Touch system, enjoying your pool has never been easier. The screened-in patio provides the perfect setting for morning coffee, weekend barbecues, or relaxing evenings while overlooking the tranquil wooded backdrop. The upgrades continue throughout the home, including a NEW ROOF (2019), interior and exterior paint (2021), new garage doors and opener (2023), and epoxy-coated garage floors (2024). Located within the gated Bay Arbor community, this home offers an unbeatable Oldsmar lifestyle with easy access to highly regarded schools, shopping, restaurants, parks, trails, and RE Olds Park. Enjoy the best of peaceful suburban living without sacrificing convenience, with Tampa, Clearwater, and the Gulf beaches all within easy reach. Homes offering this combination of a first-floor primary suite, remodeled interiors, private wooded setting, and resort-style pool are hard to find. Don't miss your opportunity to make Bay Arbor your new neighborhood! Schedule your private showing today!

212 Arbor Woods Circle, Oldsmar

1330 Preservation Way, Oldsmar
$2,300,000
7 Beds ⋅ 5 Baths ⋅ Preserve The SubDv. ⋅ 34677 Zip Code
Welcome to an exceptional 7-bedroom, 4½-bath estate nestled within the prestigious double-gated community of East Lake Woodlands in Oldsmar. Set on over half an acre and backing directly to a peaceful preserve, this remarkable property offers an unparalleled sense of privacy, tranquility, and security. Recently updated and beautifully refreshed, the home features a newly renovated kitchen, newly renovated bathrooms, newly renovated laundry room, newly refinished floors, and fresh interior paint throughout. The spacious and versatile floor plan provides abundant room for comfortable living and entertaining, with generously sized bedrooms and a dedicated office and fitness room with a built-in sauna, creating your own private space to work, exercise, and relax. Step outside to your private Florida retreat, complete with a sparkling pool and expansive deck, surrounded by lush greenery and the natural beauty of the preserve. The peaceful preserve backdrop creates a rare feeling of seclusion while providing a beautiful setting for morning coffee, outdoor dining, entertaining, or simply enjoying the Florida sunshine. Located within a premier golf community, East Lake Woodlands offers an exceptional lifestyle surrounded by mature landscaping and natural beauty, with championship golf, tennis, pickleball, fitness facilities, resort-style amenities, dining, and social activities. Conveniently located near local shops, restaurants, cafés, grocery stores, parks, and everyday conveniences, while offering easy access to some of the area's most beautiful Gulf Coast beaches, including Honeymoon Island, Clearwater Beach, and Caladesi Island. Tampa International Airport is also easily accessible for convenient travel. With seven bedrooms, 4½ bathrooms, over half an acre, preserve frontage, a private pool, dedicated office and gym, built-in sauna, newly renovated kitchen and laundry room, updated bathrooms, refinished floors, and fresh paint, this extraordinary estate offers the perfect combination of luxury, privacy, space, and Florida lifestyle.

1330 Preservation Way, Oldsmar

550 Palmdale Drive, Oldsmar
$587,000
4 Beds ⋅ 2 Baths ⋅ East Lake Woodlands SubDv. ⋅ 34677 Zip Code
A True Find for exceptional living in the highly desirable Gated Golf Community of East Lake Woodlands! Perfectly positioned on a Private Golf Course Lot overlooking the 7th fairway of the South Course, this spacious 4-Bedroom, 2-Bath home with a Sparkling Pool and Spa offers more than 2,200 square feet of comfortable living, beautiful views and outstanding value in one of North Pinellas County’s premier communities – plus Top-Rated Schools. Designed for indoor-outdoor living, the large living room and dining room combination features Glass Sliders that frame views of the Gorgeous Pool and Spa, Covered Lanai with Pavers and Lush Golf Course backdrop. This lot provides privacy and creates a peaceful retreat ideal for relaxing, entertaining and enjoying the best of East Lake Woodlands. The Well-Equipped Kitchen includes an inviting Eat-in Area, Ample Storage and Pass-Thru Window to the outdoor patio. Updates include Stainless Steel Appliances with LG Refrigerator (2022), LG Dishwasher (2022), LG Microwave (2024) and the bonus of a Euhomy Wine Cooler (2024). Additional major updates include a New Shingle Roof (2023) and Flat Roof (2023), Water Heater (2024), A/C Unit (2019) and Pool Sweep (2022). So many possibilities to meet your needs with this Flexible Floor Plan! The 4th bedroom offers plenty of options as a Home Office, Den, Guest Room, Hobby Space or Media Room and the 3rd bedroom comes complete with a murphy bed. Generously sized bedrooms provide comfortable accommodation with the Primary Suite measuring 23 ft. long and featuring a dedicated Extra Space ideal for lounging, reading, exercising or working from home, plus 2 Walk-In Closets and a Spacious Bath with Large Walk-In Shower, Dual Sinks and abundant Vanity Counter space. East Lake Woodlands offers a much sought-after setting tucked away and surrounded by beautiful landscaping, golf course scenery along with convenient access to everyday amenities. For additional fees, optional memberships are available to Ardea Country Club, featuring two Golf Courses, a Fitness Center, Tennis, Pickle Ball, Heated Lap Pool, Freeform Pool and Poolside Café as well as Dining and a full host of Special Events and Activities. Enjoy a Premier Location currently zoned for top rated East Lake High School, Joseph L. Carwise Middle School and Forest Lakes Elementary. Plus this East Lake Woodlands address provides convenient access to Tampa International Airport, award-winning Gulf Beaches, Parks, Medical Facilities, Shopping, Fine Dining, Professional Sporting Events and all that the Tampa Bay area has to offer - while providing the privacy and serenity of a gated golf course setting. Overall, an amazing opportunity to own a 4-Bedroom Retreat with Beautiful Pool and Spa and Sweeping Golf Course Views with the peace of mind of a Newer Shingle and Flat Roof and many other updates and the chance to make this home your own!

550 Palmdale Drive, Oldsmar

80 Foxfire Lane, Oldsmar
$698,000
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

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