Homes for Sale with a Pool in Oldsmar, FL

3 Beds ⋅ 2 Baths ⋅ Hunters Trail Twnhms SubDv.

Virtually Staged. Enjoy a serene setting, spacious floor plan and best of all, less maintenance! Welcome home to 900 Lucas Lane in the coveted Hunter’s Trail subdivision nestled in the gated, golf community of East Lake Woodlands. You can have it all with the privacy of a 1-story, end unit villa with gorgeous views, 3 bedrooms, 2 baths and 2-car garage with a long driveway providing plenty of parking for family and guests - all with less maintenance worries. No more yard work or pool maintenance - enjoy the Florida lifestyle and feel at ease when away from home since much is taken care of for you with a reasonable fee that includes lawn care, building maintenance including roof which was just replaced in 2026, cable television and internet, trash collection and recycling plus access to a sparkling community pool just steps away. From the moment you walk inside, you’re greeted with an inviting open floor plan with vaulted ceilings and a great room with living and dining space as well as glass sliders and a wood-burning fireplace and built-ins. Additional dining space is available in the bright eat-in area in the kitchen overlooking the beautiful water view. The kitchen also features plantation shutters and is well-equipped with GE and Whirlpool appliances as well as Bosch dishwasher, plenty of cabinetry and storage and a rolling cart for use as a center island or additional serving space off to the side – flexibility for different needs and occasions. The primary suite features glass sliders leading to the lanai, 2 walk-in closets with built-ins and a spacious bath with double vanities, a soaking tub and large walk-in shower. With a split floor plan, the 2nd and 3rd bedrooms each afford privacy for family and guests, plenty of natural light and generous built-in closets. The expansive screened enclosure with gorgeous pavers is a true retreat and spans the rear of the home overlooking a peaceful pond view and gazebo—an ideal, private setting for sipping morning coffee, enjoying an evening glass of wine, reading a book or simply taking in the calm surroundings. This home is located in the preferred Zone X which does not require flood insurance when financing. A new water heater was installed in 2023, new roof installed in June 2026 and brand new carpet and interior paint in July 2026. The washer and dryer are also included in the sale. For those who want even more to enjoy, optional memberships are available to Ardea Country Club, offering two championship golf courses, a fitness center, heated lap and freeform pools, poolside cafe, pickleball and tennis, casual and fine dining plus a full calendar of events and activities. Perfectly positioned and convenient to Tampa International Airport, medical facilities, beaches, parks, shopping and more, this home offers the ease, comfort and lifestyle you have been looking for in an ideal setting.

900 Lucas Lane, Oldsmar

$189,900

2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cypress Estates SubDv.

MOVE-IN READY! This beautiful 2nd Floor unit is situated on a quiet and private street in the highly sought-after East Lake Woodlands Community, a Country Club Community. Flooring & counter tops/cabinets are 2020, HVAC 2018, Water heater 2008, and the Wash/dryer staying with unit. Also included is a $4,000 leveluk sd501 platinum kangen water machine. There is new wood plank tile on Balcony (with Laundry Closet) where you can sit and enjoy the beautiful views of your backyard. For additional Fee you can join the East Lake Woodlands Country Club which includes Two Golf Courses, Clubhouse, a Heated Pool, Tennis Courts and Fitness Center. This Condo allows for serene living without Sacrificing Convenience as it is mere minutes from Shopping and Fine Dining, approximately 20 Minutes from Tampa (and the airport), and less than 30 minutes from Clearwater Beach.

126 Cypress Court Unit 26, Oldsmar

$1,100,000

5 Beds ⋅ 3 Baths ⋅ Turtle Creek Unit-One SubDv.

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

$299,900

2 Beds ⋅ 2 Baths ⋅ St Andrews Condo SubDv.

Experience resort-style living in this beautifully renovated 2-bedroom + loft, 2-bath condominium offering approximately 1,600 square feet of bright, open living space. Perfectly positioned overlooking tranquil water and the golf course, this exceptional home combines modern updates with soaring architectural details in one of Oldsmar's most desirable communities. The impressive great room welcomes you with dramatic vaulted ceilings, abundant natural light, and a striking spiral staircase leading to a versatile loft—ideal for a home office, media room, or guest space. The remodeled kitchen features crisp white cabinetry, quartz countertops, stainless steel appliances, recessed lighting, and a breakfast bar that opens seamlessly to the living and dining areas. The spacious primary suite offers peaceful water views, private access to the screened lanai, a custom walk-in closet, and a beautifully renovated en-suite bath complete with a luxurious oversized walk-in shower and dual vanities. The generous second bedroom is located near the updated guest bath, providing privacy for family or visitors. Step outside to the expansive screened lanai and enjoy picturesque views of the pond and golf course—the perfect setting for your morning coffee or relaxing evenings. Features You'll Love 2 Bedrooms + Spacious Loft 2 Fully Updated Bathrooms Approximately 1,600 Sq. Ft. Soaring Vaulted Ceilings Dramatic Spiral Staircase Beautifully Renovated Kitchen with Quartz Counters Stainless Steel Appliances Luxury Vinyl Plank Flooring Throughout Custom Walk-In Closet Oversized Primary Shower with Designer Tile Full-Size Washer & Dryer Large Screened Lanai Water & Golf Course Views Assigned Covered Parking Located just minutes from shopping, restaurants, parks, Tampa International Airport, and some of the area's best beaches, this move-in-ready home offers the perfect blend of comfort, style, and convenience. Schedule your private showing today and discover everything this exceptional Oldsmar home has to offer! Newer AC 3/2022.

60 St Andrews Place Unit 60, Oldsmar

$289,900

2 Beds ⋅ 2 Baths ⋅ Heatherwood Unit One Condo SubDv.

Maintenance free condo living in the sought after community of “Heatherwood” within the gates of prestigious East Lake Woodlands! This lovely first floor, fully remodeled end unit offers you over 1,200 sq ft of fine Florida living. Boasting 2 bedrooms, 2 bathrooms and 1 car garage, this modern open concept floor plan is ideal for family gatherings and entertaining. Lavish comfort from floor to ceiling as you enter to luxury vinyl flooring and soaring ceilings in the spacious great room with an abundance of natural light in your living and dining areas. Gorgeous, updated kitchen overlooks the great room with a convenient breakfast bar, white soft close cabinetry including cabinet pantry, granite countertop, dual undermount stainless steel sink and SS appliances including a ceran top range (2025), built-in microwave, dishwasher (2025) and 3 door refrigerator (2025). Extend your living and entertaining outdoors through the sliding glass doors to the screened lanai area with generous outdoor seating space for family enjoyment. The luxury vinyl flooring continues throughout the ideal split bedroom layout. Privacy prevails! The primary bedroom is located off of the great room and offers an elegant double door entry. The ensuite features white, soft close cabinetry, dual vanities with granite countertops, undermount sinks, linen and wall closets, a full walk-in shower with designer tile accents, ledge seat and glass door. The secondary bedroom is located on the opposite side of the home and features a wall closet & ceiling fan. The updated hall bathroom is designed with a single vanity, granite counter with undermount sink, and a tub/shower combination. A perfectly situated hallway laundry closet leads to the garage. Additional features include AC 2020, WH 2024. The HOA includes exterior maintenance and grounds, community pool, water, sewer, trash, cable, internet and exterior insurance. This premium homesite is just steps away from the community pool! The home is zoned for exceptional schools and near to all, restaurants, shopping, medical and of course the famed Gulf beaches are nearby. The recently renovated Ardea Country Club lies within the gates of East Lake Woodlands. The club offers several levels of membership and has an impressive array of amenities including 2 championship golf courses, 2 resort style heated pools, 12 pickleball courts, 14 clay tennis courts, state-of-the-art fitness center, restaurant and bar. Magnificent home in a prime, convenient location… carefree Florida living!

215 Clays Trail, Oldsmar

$437,500

3 Beds ⋅ 3 Baths ⋅ Bayside Terrace SubDv.

Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhome (NEVER FLOODED) in one of Oldsmars most desirable waterfront gated communities. This move-in-ready home offers comfort, convenience and low-maintenance resort style living. The open-concept layout is designed for both everyday comfort and effortless entertaining, featuring a spacious living and dining area filled with natural light. Inside features new carpeting in all bedrooms, new ceiling fans throughout, in wall pest system and a recently serviced HVAC system. The open layout is perfect for everyday living and entertaining. Enjoy the screened-in lanai, ideal for relaxing, gardening, or morning coffee. The pet-friendly community offers sidewalks and green space for outdoor enjoyment. HOA covers water, trash, cable, high-speed internet, exterior maintenance, and 24-hour virtual guard service, providing exceptional value and ease of living. Community amenities include a fitness center and resort-style pool overlooking the Bay. Conveniently located near shopping, dining, parks, Gulf beaches, top-rated schools and both Tampa International and PIE airports. Assumable Mortgage Available! *If qualified* Whether you're searching for a primary residence, or luxury vacation home, this exceptional resort style townhouse community delivers a low-maintenance lifestyle, comfort, and location in one impressive package.

1309 Sunset Wind Loop, Oldsmar

$599,999

3 Beds ⋅ 2 Baths ⋅ Cross Creek SubDv.

HUGE PRICE IMPROVEMENT!!! Welcome to your dream home nestled in the coveted Cross Creek of Eastlake Woodlands, where tranquil living meets modern convenience! This charming 3-bedroom, 2-bathroom house is a true gem, boasting stunning water views that will take your breath away. As you step inside, you’ll be greeted by tall, soaring ceilings and a light-filled living space that seamlessly blends modern aesthetics with cozy charm. The heart of this home is undoubtedly the kitchen, featuring beautiful wood cabinets equipped with convenient pullout shelves and exquisite Corian countertops, perfect for culinary adventures or casual gatherings with family and friends. The spacious living area is accentuated by a cozy wood-burning fireplace and the en-suite bedroom is a true retreat, complete with sliding doors that lead to an enclosed lanai, where you can soak in serene pond views while sipping your morning coffee or unwinding after a long day. The en-suite bathroom comes equipped with a walk-in shower, walk-in bath and dual sinks. This property goes beyond aesthetics; it’s loaded with practical features too. Enjoy the benefits of a tankless water heater, new AC and a water treatment system that ensure your comfort and peace of mind. Plus, the home is scheduled to be freshly painted in October and the roof was replaced in 2013, providing you with years of worry-free living. Step outside and discover a world of leisure just across the street. A heated pool and spa await, offering the perfect escape to relax and rejuvenate. Nestled in a vibrant golf community, you’ll find yourself just moments away from an array of shops, delightful restaurants, and the stunning beaches that the area is known for. The proximity to the airport adds an extra layer of convenience for those who love to travel. This exquisite home in Cross Creek of Eastlake Woodlands is not just a house; it’s a lifestyle waiting to be embraced. Don’t miss your chance to own this enchanting property that beautifully combines luxurious living with the serenity of nature. Schedule your private tour today and step into the life you’ve always imagined!

1469 Riverdale Drive, Oldsmar

$264,000

2 Beds ⋅ 3 Baths ⋅ East Lake Woodlands Woods Landing Twnhms SubDv.

From the welcoming entrance foyer, visitors are immediately drawn to the peaceful wooded views at the rear of the home, creating a warm and inviting first impression. Welcome to this beautifully maintained two-bedroom, two-and-a-half-bath townhome in the gated community of East Lake Woodlands, one of Pinellas County's most sought-after neighborhoods. Offering maintenance-free living in a non-flood zone at an exceptional price, this home combines comfort, convenience, and value. The spacious great room and dining area provide a versatile, open floor plan that can easily accommodate both casual everyday living and entertaining. Upstairs, two generously sized bedrooms each feature their own en-suite bathroom and walk-in closet (closets in the primary bedroom are fully customizable with the IKEA BOAXEL system), offering privacy and comfort for family members or guests. A convenient first-floor powder room adds extra functionality for everyday living and entertaining. The bright and cheerful kitchen is filled with natural light and features a breakfast bar overlooking the dining area, a closet pantry, and sliding glass doors leading to a private front patio—an ideal spot to enjoy your morning coffee or dine outdoors. The open living and dining areas are enhanced by large windows and sliding glass doors that overlook the enclosed tiled Florida room, where you can relax while taking in tranquil wooded views and watching the local wildlife. This flexible space is perfect as a sunroom, home office, or additional entertaining area. Recently installed laminate flooring extends throughout the main level, adding both style and durability. Additional features include a private driveway with covered carport, storage shed, and an upstairs laundry closet conveniently located between the bedrooms and equipped with a full-size washer and dryer. The a/c in 2022 and the hw heater new in 2025. As a resident of East Lake Woodlands, you'll have the opportunity to join the recently renovated Ardea Country Club, offering two championship 18-hole golf courses, pickleball and tennis courts, a fitness center, a full-service restaurant and bar, and an active calendar of social events. The HOA fee provides outstanding value by including roof maintenance, cable & internet at discounted rates, exterior grounds maintenance, garbage, exterior pest and termite control, exterior insurance (owner's still need to have HO6 policy) along with a community heated pool and more. East Lake Woodlands offers the perfect balance of convenience and tranquility, with easy access to shopping, dining, beautiful Gulf beaches, Tampa International Airport, and everything the Tampa Bay area can provide—all while enjoying the charm and serenity of one of Pinellas County's premier gated communities. Don't miss this opportunity to own an affordable home in this exclusive community and enjoy the Florida lifestyle you've been dreaming of!

205 Woods Landing Trail, Oldsmar

$200,000

2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Woodlake Run SubDv.

PRICE REDUCED!! Call to schedule your private showing of this beautifully furnished 2-bedroom, 2-bath upstairs condominium in the highly desirable gated community of East Lake Woodlands. Perfectly positioned in a quiet setting, this light-filled home welcomes you with soaring vaulted ceilings and an abundance of natural light streaming through the upper windows, creating a bright and spacious atmosphere you'll love coming home to. Designed for comfortable Florida living, this fully furnished condo is move-in ready. Snowbirds and seasonal residents can simply bring their clothes and groceries—everything else is already here, making your Florida getaway effortless. Enjoy refreshing breezes from two private screened patios. Sip your morning coffee as the sun rises or relax in the evening with your favorite beverage while taking in the peaceful surroundings. The screened balcony is accessible from both the spacious living room and the primary bedroom, creating a seamless indoor-outdoor lifestyle. The split-bedroom floor plan offers privacy for both owners and guests. The generous primary suite features a large walk-in closet and a private en-suite bathroom, while the guest bedroom is thoughtfully separated by the guest bath and closets, making it ideal for family and visitors. A convenient laundry closet with a washer and dryer is located on the screened kitchen patio and is easily accessible from both the kitchen and the guest bedroom. East Lake Woodlands is a beautifully maintained 24-hour guard-gated golf community where residents enjoy secure access with resident vehicle passes and a peaceful country club atmosphere. Optional memberships offer golf, tennis, fitness, dining, and social activities. Located at the corner of Tampa Road and East Lake Road, you'll be just minutes from grocery stores, shopping, restaurants, medical facilities, and entertainment, with beautiful Gulf beaches and Tampa International Airport only a short drive away. Whether you're looking for a seasonal retreat or a full-time Florida residence, this exceptional condo offers comfort, convenience, and the carefree lifestyle you've been dreaming about.

124 Woodlake Wynde, Oldsmar

$229,900

2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv.

Just listed in Gull-Aire Village! This beautifully furnished 1993 Jacobsen is nestled in a peaceful location and eagerly awaits its new owner. Boasting 1,521 square feet, the open floor plan invites you to enjoy spacious living and effortless entertaining. An expansive 11x19 (209 square feet) Florida room, which adjoins the kitchen and family room, provides even more space for relaxation and gatherings, and is not included in the square footage. The home’s inviting layout truly makes it a perfect place to host friends and family. The living room is exceptionally bright and airy, thanks to custom built-ins and an abundance of windows that allow natural light to fill the space. The island kitchen features elegant granite countertops and plenty of cabinet storage, including a pantry for convenience. The laundry area is thoughtfully situated just behind the Florida room, offering extra storage and accessibility. Recent upgrades include a new main electric panel installed in 2026 plus a new vapor barrier installed in July 2026 with a transferrable lifetime warranty to new owner, a new A/C unit in 2022, and a new hot water heater in 2021. Enjoy peace of mind with a new dishwasher added in 2026, along with a newer refrigerator, washer, and dryer. Step outside to a backyard oasis with a pavered deck and swings—ideal for enjoying the outdoors. The vibrant community lifestyle continues at the clubhouse, which hosts monthly events and provides amenities such as a pool table, shuffleboard, bocce ball court, heated pool, and spa. Stay active with regular activities including bingo, cards, and line dancing. Golf cart-friendly streets make getting around a breeze! HOA fees at just $70 per month, you will enjoy affordable, simple living in a meticulously maintained community. This pet-friendly neighborhood welcomes one pet of any size, and a second pet with an emotional support letter from your doctor submitted with your HOA application. The purchase includes ownership of the land. Enjoy daily conveniences just steps away, with AMC Theatres, Bealls, Marshalls, Ulta, PetSmart, Five Below, and Dollar Store right across the street. Savor meals at favorite local restaurants like Shaker & Peel, Craft Street Kitchen, Mandolas, Country Pizza Italian Grill, and Eves Family Restaurant. Major retailers such as Super Walmart and Publix, plus Countryside Hospital, are only about fifteen minutes from your door. Outdoor enthusiasts will love the easy access to the scenic biking and walking trail along the canal, as well as the stunning beaches of Honeymoon Island and Caladesi State Park located just ten miles away. Room sizes are approximate; no value was added for furniture.

480 Trout Lane, Oldsmar

$979,000

3 Beds ⋅ 3 Baths ⋅ Aberdeen Unit One SubDv.

Virtually Staged. A premier lot and location like this is so rare to find! Absolutely stunning describes this home’s pristine, sweeping golf course and water views with a magnificent lot perfectly positioned and affording much sought-after privacy from neighboring homes – creating a serene backdrop for relaxation and elegant entertaining. Nestled in the beautiful Aberdeen subdivision, this residence is located within the desirable gated golf community of East Lake Woodlands. Longing for a golf course lot but worried about fencing? A very special feature is the masonry wall enclosure located on the side of the home and measuring 50 feet long and 3 feet high - perfect for pets, a garden, play area or to create your own putting green - lots of possibilities to fit your individual needs! Stepping inside you are greeted with soaring volume ceilings, expansive living spaces, neutral tones throughout and transom windows and glass sliders inviting natural light while seamlessly connecting the interiors to the resort-style outdoor setting. A showcase gas fireplace anchors the family room complete with wet bar, adding sophistication and warmth, while the thoughtfully designed split floor plan offers exceptional privacy for owners and guests alike with 3 bedrooms plus an office/den that can be converted to a 4th bedroom. The kitchen blends style and function with stainless steel appliances, granite countertops, abundant cabinetry, a breakfast bar and ample eat-in area where golf course panorama can be enjoyed daily. Retreat to the primary suite with serene views and spacious bathroom with dual vanities, soaking tub, walk-in shower and 2 sizable closets. The expansive outdoor retreat is designed to impress, featuring a large sparkling pool and spa, generous covered lounging and dining areas and a well-appointed outdoor kitchen with gas grill. This lot is located in the preferred Zone X which does not require flood insurance and the owners had no issues during the 2024 hurricanes. Additional peace of mind comes with two Trane A/C units replaced in 2025, including 5-ton and 2-ton units. Major $7,500 investment in irrigation system renovation and brand new sod in front lawn all ready for new owners! Offering an enviable combination of privacy, luxury, indoor-outdoor living, and picturesque views, this East Lake Woodlands residence presents a rare opportunity to enjoy an elevated lifestyle in one of the area’s most desirable gated golf communities. Optional memberships are available for a wide array of amenities with Ardea Country Club including 2 golf courses, tennis and pickle ball, fitness center, heated lap and free form pools, dining and social events. All this in a premier location convenient to Tampa International Airport, medical facilities, A-rated schools, award-winning beaches as well as professional sporting events, concerts, fine dining and more in the Tampa Bay area. Premier privacy and stunning views are hard to come by - you can enjoy waking up to this incredible scenery and make this home truly your own at this exceptional price.

4995 Camberley Lane, Oldsmar

$548,000

3 Beds ⋅ 2 Baths ⋅ Bays End SubDv.

Roof 2026!! Welcome to Bays End, a hidden gem community offering a peaceful setting with convenient access to everything the area has to offer. This well-maintained 3-bedroom, 2-bathroom home features a spacious and inviting layout. Enter to an open living room that flows into the dining area. The updated kitchen showcases beautiful cabinetry, generous storage, and plenty of workspace. The heart of the home is the family room, with vaulted ceilings and a fireplace create a warm and open space. The spacious primary suite offers walk-in closets and a tastefully updated en-suite bathroom. Split plan with two bedrooms and a bathroom. Step outside to your own private backyard retreat featuring a pool, spa, paver patio, and fully fenced yard—perfect for relaxing, entertaining, or enjoying Florida's year-round sunshine.

854 Christina Circle, Oldsmar

Homes for Sale with a Pool in Oldsmar, FL

All Homes for Sale with a Pool in Oldsmar, FL

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