Oldsmar Homes with Private Pool type

Oldsmar Homes with Private Pool type

Welcome to Oldsmar, Florida, a hidden gem nestled in the heart of Pinellas County. Known for its vibrant community and stunning natural beauty, Oldsmar offers a unique blend of suburban charm and easy access to the pristine beaches of the Gulf Coast. With its picturesque parks, scenic waterfront, and a variety of recreational activities, this city is perfect for families, retirees, and anyone looking to enjoy a laid-back lifestyle.

One of the standout features of Oldsmar is its remarkable selection of homes with private pools. Imagine stepping into your own backyard oasis, where you can unwind after a long day, entertain friends, or simply soak up the sun in your private retreat. These homes not only provide a refreshing escape during the warm Florida summers but also enhance your living experience, offering a perfect blend of comfort and luxury.

Oldsmar's real estate market boasts a variety of styles, from charming single-family homes to modern residences, all equipped with private pools that cater to your every need. Whether you're seeking a cozy abode for a small family or a spacious home for entertaining guests, Oldsmar has something for everyone.

In addition to its stunning homes, Oldsmar is conveniently located near top-notch schools, shopping centers, and dining options, making it an ideal location for those who appreciate both convenience and community. Discover the beauty of Oldsmar, where your dream home with a private pool awaits! Embrace the Florida lifestyle and make Oldsmar your new home today.

Newest Oldsmar Homes with Private Pool type

$375,000
3 Beds 2 Baths Shoreview Ph 2 SubDv. 34677 Zip Code
Virtually Staged. Location, location, location — love where you live! This move-in-ready 3-bedroom, 2-bath pool home offers thoughtfully updated living space in the heart of Oldsmar, with an open floor plan and 2-car attached garage. New laminate flooring runs throughout, starting in the light-filled living room just inside the front door. The kitchen opens to the family room, perfect for entertaining. Sliders off the family room open to the pool and fully fenced backyard, extending the living space outdoors. The primary suite includes laminate flooring and an en suite bath with an updated vanity and fixtures. Two secondary bedrooms share a second remodeled bathroom with a tub/shower combination. Additional peace of mind: this home stayed high and dry through the 2024 storms with no reported damage, and comes with a transferable flood insurance policy. Recent updates include, New Roof (2024), exterior and interior painting (2026), and lamiinate flooring (2026). Oldsmar is a golf-cart-friendly community with waterfront parks, playgrounds, dog parks, pickleball courts, and year-round events like concerts in the park and seasonal celebrations. You're just blocks from the scenic Tampa Bay shoreline and its beautiful sunrises, close to shopping, dining, golf, and schools — and only 20–25 minutes from Tampa International Airport. An excellent location at an amazing price — Schedule your showing today!

651 Timber Bay Circle E, Oldsmar

$1,099,000
4 Beds 3 Baths Greenhaven Unit Two SubDv. 34677 Zip Code
Homes of this caliber rarely become available in the highly sought-after gated community of East Lake Woods. Completely remodeled and set on over a quarter acre, this residence offers an extraordinary blend of luxury, comfort, and thoughtful functionality. Featuring over 3,000 sq ft., single story, 4 beds, 3 full bathrooms, 3 car garage, a large POOL, hot tub & serene pond views- making this a rarity in the Cul-de-sac. From the moment you arrive, the home makes a striking impression with its expansive driveway, and commanding curb appeal. Approaching the grand double-door entrance you will see soaring 12-foot ceilings immediately as they establish the sense of scale and elegance that defines the interior. Upon entry, your gaze is drawn straight to the sparkling pool and tranquil pond beyond—an unforgettable first impression. Freshly painted inside and out, the home showcases new luxury waterproof vinyl plank flooring throughout, creating a seamless and modern aesthetic. Designed for both everyday living and elevated entertaining, the desirable three-way split floor plan ensures privacy for family and guests alike. The spacious primary suite is a true sanctuary, featuring high ceilings, plantation shutters, and a spa-inspired ensuite. Indulge in the freestanding soaking tub or the oversized walk-in shower with a rainfall showerhead and body jets. Dual vanities, a dedicated makeup station, and an illuminated LED mirror complete this luxurious retreat. At the heart of the home is a breathtaking open-concept kitchen and a family room. The fully remodeled kitchen boasts brand-new solid wood soft-close cabinetry, hand selected Taj Mahal quartz countertops, a cooktop with pot filler, new stainless-steel appliances, and an exceptional workspace for the home chef. A bright breakfast nook overlooks the pool, while the separate butler’s pantry offers the perfect space for a coffee bar, beverage station, or additional storage. Entertaining is effortless with the beautifully redesigned wet bar, featuring rich dark cabinetry, ambient lighting, a sink, and a built-in wine refrigerator. The family room layout provides space to host all gatherings. A beautifully renovated guest bathroom off the kitchen showcases designer tile, a modern vanity, and an LED mirror. Toward the rear of the home, two additional spacious bedrooms are accompanied by another fully remodeled bathroom with dual sinks, LED mirrors, and convenient pool access. Step outside to your private backyard oasis. The oversized screened lanai surrounds and offers an ideal setting for year-round Florida living. The impressive outdoor kitchen features stunning brown fantasy granite countertops, a new built-in grill, and a beverage refrigerator. The finishing touch: your very own private putting green—perfect for practicing, entertaining guests, or simply enjoying the peaceful views. Every detail of this remarkable home has been meticulously updated, creating a truly move-in-ready opportunity in one of the area’s most desirable gated communities. Residents also have the option to join the on-site Ardea Country Club, with memberships offering access to championship golf, tennis, pickleball, a resort-style lap pool, a state-of-the-art fitness center, and dining. All of this is ideally located just minutes from top-rated schools, Tampa International Airport, award-winning Gulf beaches, professional sports teams, and more. Homes like this don't last long, secure your private showing today!

35 Greenhaven Trail, Oldsmar

$599,000
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

$799,000
4 Beds 3 Baths Cross Pointe SubDv. 34677 Zip Code
Virtually Staged. A must-see former model home in the gated Cross Pointe neighborhood of East Lake Woodlands, a premier country club community with abundant green space & optional membership amenities. This 4-bedroom, 3-bath home offers a private backyard retreat with a beautiful Pebble Tec pool & new pool cage screening, creating a perfect setting for relaxing or entertaining outdoors. The covered patio just outside the sliding doors of the house has hookups for TV & space for your table & chairs for outdoor dining. The popular three-way split floor plan provides excellent gathering spaces, including formal living room & dining rooms plus an open kitchen, dinette & family room. The family room is the heart of the home, featuring a warm wood-burning fireplace flanked by built-in bookshelves. The kitchen offers granite countertops, generous amounts of raised panel cabinetry, a large island-style sink area with seating, ample workspace, a closet pantry, a built-in desk & a breakfast area overlooking the pool & patio. A private guest bedroom sits at the rear of the home directly across from the pool bath, making it ideal for visitors or a home office. Two more spacious bedrooms are found on the opposite side of the family room. The primary suite is set apart on the other side of the home & features plenty of space, a walk-in closet, & a lovely rose toned bath with dual sinks, a soaking tub, a separate shower & a private water closet. Optional membership is available at Ardea Country Club which unlocks an impressive array of amenities, including golf, tennis, pickleball, an Olympic sized pool + a second smaller pool, splash area, a cafe & a restaurant, a fitness center, & year-round social events. Contact Ardea Country Club for details. Move in with confidence thanks to major updates including a new roof in 2026, a 50 gallon water heater 2021, a Square D electrical panel, & HVAC 2016, AND NOT IN A FLOOD ZONE! This exceptional property offers peace & tranquility while keeping you close to the world class beaches of Pinellas County. You will love living here!

1730 Captiva Drive, Oldsmar

$719,000
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

$830,700
4 Beds 3 Baths Cross Pointe SubDv. 34677 Zip Code
Virtually Staged. Welcome to an exceptional 2,736-square-foot luxury home nestled within Cross Pointe, a gated community inside the prestigious guard gated golf community of East Lake Woodlands . Offering 4 bedrooms, 3 baths, a spacious 2-car garage,with workbench area. and bonus space. This beautifully appointed residence blends elegant finishes, thoughtful design, and exceptional outdoor living. Pool access & views from almost every room. Desirable split-bedroom floor plan features soaring ceilings and travertine flooring complemented by engineered hardwood & tile floors. The updated gourmet kitchen is designed for both everyday living and entertaining, featuring Bosch and Frigidaire appliances, (Range has induction cooktop & convection/air fry oven) quartz tops, crisp white cabinetry, and a striking navy island. Breakfast area overlooking pool. The family room offers a warm wood-burning fireplace (updated 2020) and a sophisticated navy wine bar, creating an inviting gathering space. Spacious primary suite includes a comfortable sitting area and sliders that open directly to the screened porch, offering beautiful views of the private pool and backyard . Walk-in closet with organizers. Primary bath has soaking tub, large marble shower, private water closet & dual sink vanities. 3 guest bedrooms, with one having an ensuite bath also providing convenient access to the pool area—perfect for effortless poolside living. Bonus/Flex room with its own A/C (2026) is perfect for an office, hobby room, studio, gym, etc. Outdoor living is truly exceptional. The screened rear porch features paver flooring and overlooks the Saltwater PebbleTec pool , complete with Caribbean blue tile, a charming, soothing waterfall and gazebo. Pool pump & new salt system (2025). An expanded paver patio (2025) extends into the private backyard, providing ample space for entertaining, relaxing, and enjoying the peaceful surroundings. Many updates include tile roof (2019), HVAC (2017), Paver patio (2022), Kitchen updated (2020) with professional kitchen cabinet refinishing (2026), Bosch refrigerator (2025), Frigidaire appliances (2026). All ceiling fans updated (2024 & 2025). Newly textured ceilings (2022), modern lighting. With its luxurious finishes, spacious layout, updated kitchen, resort-style pool, and prime location within two prestigious gated communities, this home offers an exceptional Florida lifestyle with privacy, comfort, and elegance at every turn. Centrally located to Tampa International and St . Pete/Clearwater Airport, award winning beaches, boating and fishing, professional sporting events, historic Dunedin and Safety Harbor, Pinellas and Duke Energy Bike Trails, restaurants, shopping, and hospitals. East Lake Woodlands is a golf community with an optional membership available to the nationally renowned ELW Country Club, featuring outstanding amenities including two championship golf courses, sixteen tennis courts, pickleball, fully-equipped fitness center, lap & freeform pools, splash pad, dining, full social calendar/club, and is also part of ClubCorp/Invited with reciprocal rights to 300+ clubs. Low HOA and NO flood insurance required. A fantastic value! Call today for your private tour!

1723 Captiva Drive, Oldsmar

$849,500
4 Beds 4 Baths East Lake Woodlands SubDv. 34677 Zip Code
Value, Value, Value!! The current asking price per square foot for this 4-bedroom, 4-bathroom pool home located on a corner lot within the gated golf community of East Lake Woodlands is off the charts! Offering an impressive 3,441 square feet of living space, this beautiful residence combines elegant interiors, flexible living spaces, and a resort-style outdoor setting. Major updates include a 2021 roof, HVAC systems replaced in 2022 and 2023, and a 2022 water heater, providing peace of mind for years to come. A spacious foyer welcomes you into the home, where soaring vaulted ceilings with stunning wood beams and the fireplace creates a warm and inviting focal point in the living room. Double sliding doors seamlessly connect the indoor living areas to the screened pool and expansive outdoor entertaining spaces, embracing Florida's sought-after indoor-outdoor lifestyle. The thoughtfully designed split floor plan offers privacy and functionality, including a private fourth bedroom with its own en-suite bathroom, perfect for guests or multi-generational living. The spacious bonus room with built-in shelving provides endless possibilities as a home gym, movie theater, studio, game room, or additional living area. The beautifully appointed kitchen is designed for both everyday living and entertaining, featuring quartzite countertops, stainless steel appliances, a double oven, abundant cabinetry, pantry organizers, and a walk-in pantry for exceptional storage. A charming breakfast nook overlooks the pool, while the formal dining room provides an elegant setting for special gatherings. Wood-look tile flooring extends throughout the main living areas, complemented by crown molding throughout the home. The oversized primary suite serves as a luxurious retreat, featuring two large walk-in closets with custom organizers and a spa-inspired en-suite bathroom complete with a soaking tub, walk-in shower, private water closet, and generous vanity space. The updated shared bathroom showcases a modern double-sink vanity with a marble top, an illuminated mirror, and a shower/tub combination. A spacious laundry room with additional cabinetry adds even more convenience. Step outside to your private oasis. The rebuilt pool features all-new equipment and a heater, allowing for year-round enjoyment. The screened lanai offers abundant space for entertaining, including a covered dining area and convenient pool bath with a shower. New tropical landscaping further enhances the home's curb appeal and atmosphere. Residents of East Lake Woodlands enjoy a prime location close to parks, shopping centers, numerous dining options, and highly rated schools. Optional memberships are available at Ardea Country Club, offering access to golf, tennis, fitness facilities, swimming, social events, and more. This remarkable home offers the perfect combination of luxury, space, and lifestyle in one of Oldsmar's most sought-after communities. You aren't going to find a better deal on the market right now so schedule you're showing today!

475 Holly Hill Road, Oldsmar

$589,000
4 Beds 3 Baths Eastlake Oaks Ph 4 SubDv. 34677 Zip Code
Welcome to 1745 Oak Pond Court! Welcome to 1745 Oak Pond Court, a beautiful home located in the sought-after East Lake Oaks community. Situated on a quiet street with a premium lot, this home offers comfort, style, and numerous recent upgrades. The interior and exterior have been freshly painted, and the screened lanai has been recently updated. Some major updates include a new water heater installed in 2022, a new air-conditioning system installed in 2023, new carpeting on the stairs completed in May 2026, and stair railings that were sanded and freshly painted in May 2026. The primary bathroom was completely remodeled in 2022 and features a relaxing jetted tub, updated vanity, shower, tile flooring and walls, surround-sound speakers, and mood lighting in the ceiling. A luxurious outdoor kitchen was installed in 2025 and includes a grill, granite countertop, stainless-steel sink, and stainless-steel storage for all your entertaining needs. Additional improvements completed in June 2026 include freshly painted pool patio and garage floor. The kitchen was updated in 2022 with new cabinets and granite countertops, while wood-look laminate flooring was installed throughout the downstairs living areas. Conveniently located near Tampa International Airport, shopping, nature trails, and excellent restaurants, this home is also just twenty minutes from Honeymoon Island Beach. This move-in-ready home combines thoughtful upgrades, a prime location, and Florida living at its best!

1745 Oak Pond Court, Oldsmar

$449,000
3 Beds 2 Baths Harbor Palms-Unit One SubDv. 34677 Zip Code
**PRICE IMPROVEMENT** Your opportunity just got better.! This beautiful home is now offered at a NEW LOWER PRICE.! If you’ve been waiting for the right time to make a move. This Is It.!!! Welcome to one of Oldsmar's hidden gems! This beautifully maintained 3-bedroom, 2-bath pool home is nestled in the highly desirable Harbor Palms neighborhood, offering the perfect combination of location, comfort, and the Florida lifestyle. The bright split-floor plan features premium laminate and tile flooring, a spacious living room with French doors leading to your private backyard oasis, a formal dining room with a picture window, and a beautifully appointed kitchen with granite countertops, wood cabinetry, and stainless-steel appliances, to include a Point of use Reverse Osmosis Water Purification System. The interior laundry room includes the washer, dryer, and ample storage cabinets. The spacious primary suite offers dual walk-in closets and a beautifully updated en-suite bath with quartz countertops, soft-close cabinetry, and a custom-tiled walk-in shower. Step outside to the screened, covered lanai overlooking a sparkling pool with a tranquil waterfall. The pool is equipped with a child safety fence, which is included with the home. The oversized, fully fenced backyard offers plenty of room to entertain, relax, or enjoy Florida's year-round sunshine. Ideally located just a short walk or bike ride to the neighborhood's beloved Sheffield Park, featuring playgrounds. You'll also enjoy being just 25 minutes from Honeymoon Island and Tampa International and St. Pete-Clearwater airports, and only minutes from shopping, dining, and everyday conveniences. Opportunities like this in Oldsmar are rare—don't miss your chance to own this move-in-ready Florida retreat.

416 Maplewood Drive, Oldsmar

$1,100,000
5 Beds 3 Baths Turtle Creek Unit-One SubDv. 34677 Zip Code
Experience exceptional golf course living at Eastlake Woodlands, Premier Turtle Creek Subdivision, where privacy, sophistication, and stunning views of the Ardea Country Club North Course Signature Hole #10 await you in this stylish, previous model home 5-bedroom, 3-bath home with a 3-car garage. Set within a gated community, this former model residence greets you with an impressive marble foyer and sweeping vistas of the greens. Inside, high ceilings, newly painted interiors, and a spacious floor plan cater to both entertaining guests and everyday comfort. The gourmet kitchen is equipped with stainless steel appliances, pristine tile countertops, a roomy pantry, center island, and bar seating that connects seamlessly to the inviting gathering room and breakfast nook. The expansive gathering area showcases dramatic vaulted ceilings, a fireplace, a wet bar, and windows that perfectly frame the peaceful golf course backdrop. Step outdoors to your own tranquil retreat—a large paver lanai featuring a pool, spa, and panoramic screened enclosure—ideal for relaxation or hosting friends. The elegant primary suite includes a cozy sitting alcove, workspace, custom walk-in closet, and a luxurious en-suite bath with marble finishes, garden tub, walk-in shower, and private water closet. The home’s split bedroom design offers flexibility, including a versatile office or fifth bedroom with French doors, built-in features, and numerous upgrades such as new garage doors (2018), fireplace conversion (2024), and updated hall bathrooms. Located in the sought-after Turtle Creek neighborhood, this property sits safely outside flood zones and has remained undamaged by storms. Eastlake Woodlands provides access to premier amenities through membership at the renovated Ardea Country Club, offering championship-level golf, tennis, pickleball, swimming, and fitness facilities. All of this convenience is just moments from excellent schools, shopping, dining, beautiful beaches, and Tampa International Airport. Room measurements are approximate. Be sure to explore the 3-D and virtual tours, floor plan and aerial drone photography, to fully appreciate all this remarkable home has to offer!

85 Kelleys Trail, Oldsmar

$558,900
3 Beds 2 Baths Fountains At Cypress Lakes Ii-B SubDv. 34677 Zip Code
BRAND NEW ROOF BEING INSTALLED. Welcome Home to this highly sought-after and well established community of The Fountains At Cypress Lakes. MOVE IN READY! Offering Privacy, serenity, and modern upgrades, this residence is a rare find. Enjoy peaceful comfortable living on the expansive screened in lanai and pool overlooking lush landscaping and stone walk-ways, towering trees, Pond, and Conservation area. Secluded Park-like setting. Enjoy the views as you enjoy the wildlife sightings. Three bedroom split plan with a separate Study/Bonus room. The bonus room adjoins the main living areas with double entry doors, and back door to pool area. Dining room and Great room with direct access to the lanai. through the double glass door. Gourmet kitchen features plenty of space for eat-in area, solid counter tops, pantry closet, and Breakfast bar, and custom wood cabinetry. You will enjoy entertaining in this open concept home. Accent walls and insets to showcase your artwork and or special pieces. Beautiful flooring throughout. Inside Utility room with extra shelving. Double wide baseboards throughout. Large primary suite with 2 walk-in closets. Primary bath with sunken tub, and separate walk-in shower with designer tile and custom glass shower doors. Shutters on all windows. Oversized 3 car garage with workbench, and custom overhead storage rack. This neighborhood is tucked away and Minutes to all shopping, restaurants, and convenient to all medical facitlities, hospitals and Tampa Airport. Golfcourse's and beaches close by. Well maintained and pride of ownership.

392 Tavernier Circle, Oldsmar

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