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$379,900
3 Beds 3 Baths TB8545646 MLS 0000 BLDG.
THE KITCHEN SETS THIS ONE APART. Step into a brighter, more open 3-bedroom, 3-bathroom townhome with over 1,800 square feet in the gated waterfront community of Seaside Estates. Bamboo flooring, a fireplace, high ceilings, and a private balcony create a light-filled, open-concept main level. The kitchen was extended 3 feet and the original dropped ceiling was removed, so the space feels tall and open to the living room -- a difference most of the 67 units in this community still don’t have. Quartz counters, new white cabinetry, stainless appliances, and a built-in pantry finish the update. A flexible bedroom on this level works as an office or guest suite. Upstairs, the primary suite offers soaring vaulted ceilings, dual walk-in closets, skylights, its own balcony, and a spacious ensuite, with laundry and a third bedroom with an ensuite bath on the same level. The oversized tandem garage adds storage and sliding-door access to a patio and green space. This building sits closer to the tennis court and main entrance, and farther from the pool noise. Residents share a resort-style pool/spa, tennis, boardwalk, and a floating dock for kayaks and paddleboards, with slips and boat lifts typically available to rent. Inclusive HOA fees cover the roof (2017), water, sewer, trash, and interior fire sprinklers. Just steps from R.E. Olds Park, a 15-acre waterfront park with the city pier, playgrounds, trails, beach volleyball and more, plus convenient access to Gulf Coast beaches, Tampa International Airport, Clearwater, and Tampa/St. Pete. Schedule your showing today!

106 Brent Circle, Oldsmar

$230,000
2 Beds 2 Baths TB8545064 MLS 5 Unit 69 BLDG.
Stunning 2BR/2BA Condo with Conditioned Lanai in East Lake Woodlands! Welcome home to maintenance-free Florida living at its absolute finest! Nestled within the highly sought-after, guard-gated golf community of East Lake Woodlands in Oldsmar, this beautiful 2-bedroom, 2-bathroom condo seamlessly combines modern upgrades with peak comfort. Step inside to a spacious, open floor plan that makes entertaining effortless. The kitchen features a convenient breakfast counter perfect for your morning coffee, elevated by a brand-new sink, new faucet, garbage disposal, dishwasher & refrigerator. Ceiling fans are strategically placed throughout the main living areas, both bedrooms and the Lanai to keep the home breezy and energy-efficient year-round. Premium Upgrades & Storage Galore. Rest easy knowing the heavy lifting has already been done for you! This condo boasts brand-new insulated windows for excellent climate control, and a water heater less than 3 years old. Storage is never an issue here, as the floor plan includes numerous spacious closets throughout the home to keep your living space organized and clutter-free. All-Weather Florida Lanai, one of the crown jewels of this property is the completely glassed-in, fully conditioned lanai. This bonus room serves as a versatile four-season sanctuary—perfect for a cozy sunroom, a vibrant home office, or a peaceful reading nook, completely shielded from the elements. Convenient Maintenance-Free Amenities your monthly association fee covers almost everything, offering ultimate lock-and-leave convenience. Included in your HOA: Basic cable TV & internet Water, sewer, and garbage removal. One assigned, covered parking spot to protect your vehicle, one designated guest parking spot right nearby. The Location Living inside the secure gates of East Lake Woodlands puts you just minutes from premium shopping, dining, and top-tier golf courses. Enjoy effortless commutes across the Tampa Bay area while returning home to a quiet, park-like neighborhood retreat. Schedule your private showing today and step into your dream Florida lifestyle!

105 Lakeside Court Unit 6, Oldsmar

$329,000
2 Beds 2 Baths TB8545637 MLS
Virtually Staged. Beautifully updated and move-in ready, this 2-bedroom, 2-bath Oldsmar home offers the perfect combination of modern updates, outdoor living, and everyday convenience with NO HOA and NO CDD! Step inside to a bright, inviting floor plan featuring tile flooring throughout and an open living and dining area that creates an easy flow for both everyday living and entertaining. The updated kitchen is a true highlight, featuring quartz countertops, stylish backsplash, updated cabinetry, and new stainless steel appliances(2025). The spacious primary bedroom offers a comfortable retreat, while the second bedroom provides flexibility for guests, a home office, or additional living space. Both bathrooms complement the home's clean, updated feel. Open the sliding doors and step into your screened in lanai, an ideal spot for morning coffee, outdoor dining, or relaxing at the end of the day. Beyond the lanai, the fully fenced backyard provides privacy and plenty of space to enjoy the outdoors, entertain, garden, or let the pets play. The home sits on approximately 0.14 acres in a quiet, established neighborhood. The updates don't stop at the kitchen! Major improvements include: A/C (2025), flooring (2025), appliances (2025), French drain (2025), gutters (2025), water heater (2023), windows (2021), and roof (2020), giving the next owner peace of mind and allowing you to enjoy the home rather than worry about major projects. NO HOA - NO CDD - Numerous major updates - Fenced yard - Screened lanai and easy access to Tampa, St. Petersburg, Tampa International Airport, and some of the area's most popular Gulf Coast beaches. This is the kind of home that checks the boxes buyers are looking for: updated, comfortable, and ready to enjoy. Come see it for yourself!

1707 Hibiscus Circle N, Oldsmar

$197,500
2 Beds 2 Baths TB8544505 MLS Na BLDG.
Welcome to this charming 2-bedroom, 2-bathroom ground-floor corner condo in the sought-after East Lake Woodlands community of Woodlake Run in Oldsmar. This open and inviting split-bedroom floor plan features laminate flooring throughout the main living areas and bedrooms, with a spacious living room, dining area, and kitchen flowing seamlessly together. The kitchen offers plenty of cabinetry for storage and has sliders to a screened-in lanai, while the second bedroom also enjoys access to this lanai. The primary bedroom features a walk-in closet and access to a second screened-in lanai shared with the living room, where you can relax and enjoy peaceful pond views. Additional features include an in-unit washer and dryer, 2023 AC, and a 2026 electrical panel. Located just steps from the community pool and within the guard-gated East Lake Woodlands community, this condo offers both comfort and convenience. The monthly HOA fee includes water, sewer, trash, cable TV, pest control, and more. Conveniently located near zoned schools, shopping, dining, and entertainment, with a short drive to the Gulf beaches. Don't miss this opportunity to enjoy low-maintenance Florida living in a beautiful, amenity-rich community!

317 Woodlake Wynde, Oldsmar

$375,000
3 Beds 2 Baths TB8545283 MLS
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, Newer Roof (2020), 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

$395,000
2 Beds 3 Baths TB8545397 MLS 2404 BLDG.
Virtually Staged. WELCOME TO WATERFRONT LIVING IN BAYSIDE TERRACE! Built in 2019, this spacious 2-bedroom, 2.5-bath townhome with an oversized loft offers 1,888 SF of beautifully designed living space in a gated community along Tampa Bay. The open-concept main level is designed for everyday living and entertaining, featuring real wood cabinetry, quartz countertops, included appliances and a large walk-in pantry. Storage is abundant throughout the home, with generous closets and thoughtfully designed storage space rarely found in townhome living. The dining and living areas flow effortlessly to a private screened porch, perfect for enjoying Florida living year-round. A ONE-YEAR-OLD A/C adds comfort and peace of mind! Upstairs, both oversized bedrooms feature private en-suite baths and excellent closet space, while the exceptionally spacious loft offers even more flexibility for a home office, media room, gym, playroom or second living area. The lifestyle continues outside your front door! Bayside Terrace offers resort-style amenities directly on Tampa Bay. Relax by the waterfront pool and enjoy spectacular west-facing sunsets from the cabanas, fish from the private community dock, or launch your kayak or paddleboard directly onto the bay. The community is gated with 24-hour virtual guard service, and pets are welcome! HOA fees include water, sewer, trash, basic cable, community amenities, maintenance, escrow reserves and 24-hour guard service. Leasing is permitted after two years of ownership. Centrally located in Oldsmar, with convenient access to Tampa, Clearwater, Westchase, Palm Harbor and Safety Harbor, plus nearby shopping, dining, parks, golf, recreation, Tampa International Airport and the Gulf beaches. Spacious. Storage-packed. Gated. Waterfront. Resort-style living. Come experience everything 2404 Arch Ave has to offer!

2404 Arch Ave, Oldsmar

$189,900
2 Beds 2 Baths W7889152 MLS
Welcome to easy Florida living in Gull-Aire Village! This beautifully maintained 2-bedroom, 2-bathroom manufactured home is located in the desirable 55+ Gull-Aire community of Oldsmar, where you own the land and enjoy an affordable HOA of just $70/month. Offered fully furnished and completely turn-key, this home is ready for you to move right in and start enjoying the Florida lifestyle—and the GOLF CART IS INCLUDED! The home features many updates, such as... a 2017 roof, newer A/C, water heater, and more… all providing peace of mind for its next owner. In addition to the comfortable interior living space, you'll love the bonus SCREENED-IN PORCH, perfect for relaxing with your morning coffee or enjoying Florida evenings. A convenient shed/laundry combination provides additional storage and functionality, while the carport offers covered parking. Gull-Aire Village offers a welcoming, active lifestyle with a calendar of planned activities, community events, and social gatherings. The neighborhood is GOLF-CART FRIENDLY, making it easy to get around and take advantage of everything the community has to enjoy. Location is another major highlight! You'll be directly across the street from a variety of shopping, entertainment, and dining options, including AMC Theatres, Bealls, Marshalls, Dollar Tree, and restaurants such as Craft Street Kitchen, Country Pizza Italian Grill and Shaker and Peel. When it's time for a day at the beach, Honeymoon Island is just a short 15 minute drive away. Whether you're looking for a full-time Florida residence, a seasonal retreat, or a low-maintenance place to enjoy retirement, this turn-key Gull-Aire Village home WITH FURNISHINGS AND GOLF-CART INCLUDED IN THE SALE... offers an exceptional opportunity to enjoy the best of the Florida lifestyle!

56 Pelican Drive S, Oldsmar

$249,000
2 Beds 2 Baths TB8544886 MLS
Welcome to 428 Pelican Drive South in Gull-Aire Village, a welcoming 55+ golf cart friendly community in Oldsmar where you can enjoy the Florida lifestyle with room to spread out. This spacious 2-bedroom, 2-bathroom home offers large rooms, an indoor laundry area, and a desirable location toward the back of the community. Whether you’re looking for a full-time Florida residence, a seasonal retreat, or a comfortable place to enjoy your next chapter, this home offers the space and flexibility to make it your own. The generous room sizes provide plenty of opportunity for comfortable living, entertaining, hobbies, or welcoming visiting family and friends. The indoor laundry adds everyday convenience, while the peaceful setting toward the back of the community offers a welcome sense of privacy. It’s a wonderful opportunity to enjoy the ease of community living without giving up the space you desire. Located in Oldsmar, Gull-Aire Village offers the appeal of a Florida community with convenient access to shopping, dining, parks, and the many attractions of the Tampa Bay area. Come discover the possibilities at 428 Pelican Drive South and imagine making this spacious home your own. Gull Aire Village is an active community with an amazing line up of social events, community pool, clubhouse, and lots to do!

428 Pelican Drive S, Oldsmar

$2,300,000
7 Beds 5 Baths TB8544086 MLS
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

$565,000
3 Beds 2 Baths TB8543834 MLS
MOVE-IN READY in the gated Bay Arbor community of Oldsmar! This beautifully updated 3-bedroom, 2-bath home is ready for its new owners. Major improvements have already been taken care of, including a brand-new roof, screened patio and fresh interior and exterior paint, allowing you to move in and enjoy from day one. The desirable split-bedroom floor plan offers privacy and an easy flow for everyday living. The open kitchen and family room combination creates a welcoming central gathering space, while the spacious primary suite offers a separate office or sitting area, providing the flexibility for a home office, reading room, or private retreat. The primary bath features dual vanities, a separate shower, and a relaxing Jacuzzi tub. Step outside to the screened-in patio and enjoy peaceful conservation views in a private backyard setting. With no rear neighbors, this is a wonderful place to unwind while enjoying the Florida outdoors. Additional features include an inside laundry room with washer and dryer included, a two-car garage, and plenty of storage. Located within the gated Bay Arbor community, residents enjoy access to a community pool and playground along with beautifully maintained neighborhood grounds. The Oldsmar location offers convenient access to shopping, restaurants, parks, recreation, Tampa International Airport, and major roadways, with easy access to both Pinellas and Hillsborough County. A well-maintained home, a desirable gated community, a peaceful conservation setting, and the big-ticket updates already completed—this one is truly ready for its next chapter.

353 Bay Arbor Boulevard, Oldsmar

$1,099,000
4 Beds 3 Baths TB8542368 MLS
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

$125,000
2 Beds 2 Baths TB8544496 MLS Sabal Ct #F BLDG.
RARE FIRST-FLOOR, FULLY REMODELED 2 BED / 2 BATH CONDO IN OLDSMAR, PRICED TO STAND OUT. No stairs and no renovation project waiting for you. This move-in-ready 915 sq. ft. condo has been thoughtfully updated throughout with wood-look flooring, fresh neutral finishes and a bright, open living and dining area that opens directly to a private covered patio. The updated kitchen features shaker-style cabinetry with plenty of storage, quartz countertops, stainless steel appliances, modern hardware and a decorative tile backsplash. The spacious primary suite includes a large walk-in closet and updated ensuite bath with a tiled walk-in shower. The second bedroom is generously sized with excellent closet space, and the second full bath has also been updated with modern tile and a tub/shower combination. An interior laundry area with stacked washer and dryer adds another convenience rarely found at this price point. Gardens of Forest Lakes offers community amenities including a pool, tennis and basketball courts, playground, park and fishing dock, with convenient access to shopping, dining, parks, Tampa, Clearwater, Gulf beaches and Tampa International Airport. First floor, fully updated, two full baths, interior laundry and competitively priced within the community. This one is ready for its next owner.

133 Sabal Court Unit F, Oldsmar

$300,000
3 Beds 3 Baths TB8544503 MLS 215 BLDG.
Step into luxury with this beautifully upgraded home featuring designer finishes throughout! The gourmet kitchen boasts sparkling quartz countertops and a brand-new built-in range, perfect for the chef at heart. Enjoy the comfort of newer appliances and a modern, energy-efficient A/C (only 5 years old). Upstairs, you'll find a convenient second-floor laundry with washer and dryer, while the custom wood stairway with open treads and elegant custom lighting on the handrail adds a touch of sophistication. Entertain in style with a large lanai featuring a newly installed roof, or relax in your private patio off the dinette for the perfect morning coffee spot. This home offers 3 spacious bedrooms and 2.5 bathroom, perfect for family living or hosting guests. Plus, enjoy the community pool and the unbeatable location in East Lake Woodlands, just a short stroll to the movie theatre, shopping, and restaurants.

215 Woods Landing Trail, Oldsmar

$385,000
4 Beds 2 Baths TB8543002 MLS
Welcome to 150 Poole Place, a spacious 4-bedroom, 2-bath villa offering approximately 1,550 square feet of flexible living space in the gated community of East Lake Woodlands. Ideally positioned along the 15th hole of the South Course, this immaculate home offers beautiful golf course views and a peaceful setting that can be enjoyed from multiple areas of the property. Inside, the split-bedroom floor plan provides privacy and versatility, with four bedrooms that can easily accommodate family, guests, a home office, or hobby space. The living room features a decorative electric fireplace that adds character and ambiance, while the kitchen offers generous cabinetry, ample counter space, and all appliances included. An enclosed Florida room expands the living area and creates a comfortable space to relax while overlooking the golf course. French doors, tile flooring throughout, plantation shutters, interior laundry, and ample storage add to the home’s functionality and appeal. Outdoor living continues with patio areas that offer the perfect place for morning coffee, entertaining, or simply enjoying the scenic surroundings. A new water softener system was installed in July 2026. The monthly HOA fee of $490.08 includes internet, cable, building maintenance, roof, and lawn care, providing a convenient low-maintenance lifestyle. East Lake Woodlands is known for its gated setting, mature landscaping, scenic golf course surroundings, and optional country club lifestyle. Golf, tennis, pickleball, swimming, fitness, dining, and social amenities are available through separate club membership. Conveniently located near shopping, restaurants, parks, beaches, airports, and all that the Tampa Bay area has to offer, 150 Poole Place combines space, flexibility, and a desirable golf course setting in one of Oldsmar’s most established communities.

150 Poole Place, Oldsmar

$469,900
2 Beds 2 Baths TB8543317 MLS
Welcome Home! Your beautifully updated move-in-ready Florida retreat with a warm, contemporary style awaits you in the heart of Oldsmar. This spacious 2-bedroom, 2-bath home with a den, (possible 3rd bedroom), 2-car garage home is situated on a beautifully landscaped lot, offering privacy, flexibility and plenty of space to enjoy the Florida lifestyle. The open and inviting floor plan features cathedral ceilings and newer, high quality laminate flooring throughout the living room, dining area, foyer, bedrooms, den and hallway. Ceramic tile flooring is featured in the kitchen, dinette, Florida room, laundry room and bathrooms. The well-appointed kitchen is designed for both everyday living and entertaining, featuring quartz countertops, stylish cabinetry, an island, stainless steel appliances - including a refrigerator, range, range hood and microwave - and a convenient pantry closet. The generous primary suite offers two walk-in closets and a private en-suite bathroom with a double sink vanity, walk-in shower and linen closet. The spacious Florida room overlooks the beautifully landscaped private backyard and can be accessed from the dinette area, living room or the primary bedroom. Plantation shutters throughout the dinette area and on the primary bedroom sliding glass door provides privacy. The covered screened-in porch features sleek aluminum railings and durable composite deck flooring providing both style and additional space for relaxing or entertaining. More recent upgrades include a roof replacement (2024), newer A/C system (2022), screened-in porch (2022), and water heater (2022). Nestled in the highly desirable 55+ community of Gull-Aire Village, this golf cart-friendly neighborhood offers exceptional 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.This home features a low monthly HOA fee of just $70 with one pet of any size permitted.The location is truly unbeatable! You're less than a mile from Woodlands Square, offering Bealls, Marshall’s, Ulta, PetSmart, AMC Theatres, Craft Street Kitchen, Shaker & Peel, Eve’s Family Restaurant, and more. Everyday conveniences such as Publix, Target, Walmart Neighborhood Market, and Mease Countryside Hospital are just 2 miles away. Honeymoon Island Beach is approximately 9 miles away, and Tampa International Airport is an easy 15-mile drive.An adjacent walking, running, and biking trail along Canal Way leads directly to picturesque Sheffield Park, providing the perfect setting to enjoy Florida’s outdoor beauty. Whether you’re socializing at the clubhouse, relaxing by the sparkling pool, or simply enjoying the peaceful surroundings, you’ll fall in love with the friendly, welcoming lifestyle of Gull-Aire Village.(Room dimensions are approximate and should be verified by Buyer.)

603 Canal Way, Oldsmar

$449,000
TB8543573 MLS
Two Adjoining Lots—Build Two Homes or One Triplex in Oldsmar! Offered together, these two originally platted vacant lots contain approximately 20,691 square feet, or 0.475 acre, along paved St. Petersburg Drive E. Written zoning guidance from the City of Oldsmar confirms a maximum density of three dwelling units and identifies two potential development options: retain the lots separately for one single-family residence on each originally platted lot under the applicable R-2 existing-lot standards, or combine the parcels for one triplex under R-3 zoning. The combined property exceeds the R-3 district’s minimum lot-width requirement. An existing survey covering both lots shows approximately 100 feet of combined frontage along St. Petersburg Drive E and outer side depths of approximately 172 and 185 feet. The mostly cleared property offers public water and sewer availability, an existing sidewalk, overhead electrical lines, no HOA, and no CDD. An established six-unit multifamily property consisting of two triplex buildings is located immediately adjacent. Convenient to downtown Oldsmar, R.E. Olds Park, waterfront recreation, public boat ramps, trails, shopping, restaurants, Tampa Road, Safety Harbor, and Tampa International Airport. An opportunity for a builder, developer, or investor seeking two homesites or a small multifamily infill project in an established Pinellas County community. The parcels are being sold together. City zoning correspondence and the existing survey are available.

St Petersburg Drive, Oldsmar

$165,000
2 Beds 2 Baths TB8543191 MLS
Welcome home to easy living in Gull Aire Village. Tucked on a quiet cul-de-sac, this spacious, well-maintained 2 Bedroom 2 Bath home is move-in ready. Inside, an open floor plan is anchored by a built-in china cabinet, butler's pantry, and breakfast bar. Large bedrooms, both with walk in closets, offer plenty of room to spread out, and the screened patio gives you a bright, private spot to unwind year-round. Newer flooring (no carpet) newer vanities and toilets, newer SS dishwasher, newer washer, and peace of mind with membrane roof (2011) with recent roof inspection has another 20 years of life. Ample parking and good size storage are with washer and dryer included. Best of all, you own your own land here. Gull Aire Village is a vibrant 55+ community with an active clubhouse, library, pool table, shuffleboard, and a large heated pool and spa, all for just $30/month HOA. One pet of any size is welcome, and leasing is permitted too. Walk to AMC Theatres, Beall's, Marshall's, Dollar Store, Office Depot, and a variety of restaurants. Minutes to Walmart, Publix, and Morton Plant/Mease Countryside Hospital. Easy commute to Tampa International Airport, and about 20 minutes to Honeymoon Island Beach and Caladesi State Park. Whether you’re socializing at the clubhouse, relaxing by the sparkling pool, you’ll fall in love with the friendly, welcoming lifestyle of Gull-Aire Village.

322 Bass Court, Oldsmar

$275,000
2 Beds 2 Baths TB8542613 MLS N/A BLDG.
Virtually Staged. Welcome home to this beautiful END UNIT & FULLY UPDATED 2BR/1.5BA townhome in the gated Countryside Key community, offering the rare benefit of an extra-large side yard for addl. outdoor space & privacy. Even better, assoc. fees include water, trash, cable & internet! With extensive improvements, an enclosed patio, reserved parking directly in front, & an outstanding Pinellas County location (NON-FLOOD ZONE), this home is truly move-in ready. Step inside to an inviting open first floor designed for comfortable everyday living & entertaining. The kitchen features quartz countertops, custom cabinetry installed in '22, including larger cabinets providing excellent storage. The owners thoughtfully removed the upper cabinetry around the sink & counter area, creating a more open feel and better connection between the kitchen & adjoining living space. Updated appliances, lighting & ceiling fans complement the space, while no popcorn ceilings on either the first or second floor give the home a clean, updated look. Fresh interior paint was completed in August '26. Just beyond the main living area, the enclosed patio creates additional flexible space to relax, entertain, work from home, or just enjoy throughout the year. As an end unit, this home also possesses an extra-large side yard, providing additional outdoor space & separation rarely found with townhome living. Upstairs, the spacious primary suite features large dual closets, built-in bookshelves (providing both character & functional storage), while the generous windows bring an abundance of natural light into the space. Relax in the large private upgraded bathroom to complete the suite! The home has also benefited from an impressive list of improvements. HVAC, water heater & appliances were replaced in '22, along with new attic insulation in '22, washer & dryer in '24, & new light fixtures & ceiling fans. A new impact-rated rear door window was added in '22 for enhanced security, & exterior doorknobs, deadbolts & keys were also replaced. More recently, the home received new exterior paint in '26 & new interior paint in '26. Enjoy the everyday convenience of reserved parking directly in front of the unit's door, along with ample guest parking throughout the gated community & specifically near this unit! Countryside Key also offers a community pool overlooking the pond, tennis courts, & a designated storage area for camper vehicles, boats, trailers, &/or commercial vehicles (subject to association requirements - see HOA). This INCREDIBLE LOCATION is conveniently positioned near the Hillsborough County line & just minutes from the charm, restaurants, waterfront parks & activities of Safety Harbor. You're also only 8.7 miles from beautiful Honeymoon Island State Park and its Gulf beaches, with convenient access to Tampa International Airport, shopping, dining, entertainment and major roadways connecting you throughout the Tampa Bay area (all points). This Countryside Key townhome offers an exceptional combination of privacy, convenience, value & move-in-ready living.

279 Countryside Key Boulevard, Oldsmar

$599,000
4 Beds 2 Baths TB8539868 MLS
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

$775,000
4 Beds 3 Baths TB8537101 MLS
Virtually Staged. NEW PRICE! 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! Yes there are updates needed but the bones are good and we are priced under homes nearby!! Make this your home and you will not be sorry!

1730 Captiva Drive, Oldsmar

$244,900
2 Beds 2 Baths TB8542342 MLS
MOVE-IN READY OLDSMAR VILLA WITH A PRIVATE FENCED YARD! Beautifully refreshed 2-bedroom, 2-bath, 1,296-square-foot end-unit villa! VERY LOW HOA DUES at $110/month. Step inside to a bright, open interior where soaring vaulted ceilings and abundant natural light give the home an impressively spacious feel. The open living and dining areas offer plenty of room for entertaining, while updated flooring and a clean neutral palette make this home truly move-in ready. The kitchen features granite countertops, white cabinetry and stainless-steel appliances, along with a convenient breakfast bar connecting the kitchen to the dining area. Sliding doors extend the living space to the enclosed patio and private, fully fenced backyard—a rare feature that provides room for outdoor dining, grilling, pets or simply relaxing in your own outdoor retreat. The spacious primary suite offers a private bath, while the generously sized secondary bedroom and second full bath provide flexibility for guests, a home office or additional living space. Newer roof 2024 and HVAC 2023. Enjoy the low-maintenance Florida lifestyle with access to the community swimming pool. Outdoor recreation is practically around the corner at Sheffield Park, offering a playground, basketball and tennis courts, baseball/softball and multipurpose fields, disc golf, a dog park, trails, outdoor exercise equipment and picnic shelters. The location puts you close to some of Oldsmar's best outdoor destinations, including waterfront R.E. Olds Park, Mobbly Bayou Wilderness Preserve and the city's extensive parks and recreation system. For even more recreation, the Oldsmar Sports Complex offers baseball and softball fields, multipurpose fields, a playground, trails, outdoor hockey and the BMX Supercross Track. Everyday conveniences are close at hand along the Tampa Road corridor, with shopping at Forest Lakes Plaza and Park Avenue Plaza, along with numerous restaurants and services. Catch the latest movie at AMC Woodlands Square 20 or explore Oldsmar's waterfront parks, recreation and entertainment. Oldsmar's central location along the north shore of Tampa Bay also provides convenient access to Tampa, Clearwater, area airports and the Gulf Coast beaches. With an open floor plan, vaulted ceilings, updated finishes, private fenced yard, community pool and an outstanding Oldsmar location, this villa offers the combination of low-maintenance living and private outdoor space that's hard to find. Schedule your showing today!

2044 Sheffield Court, Oldsmar

$395,000
3 Beds 3 Baths TB8539671 MLS 216 BLDG.
Welcome home to this beautifully updated pond front three-bedroom, 2½-bath townhome with a one-car garage in the desirable Sun Ketch community of Oldsmar! Best of all, the low $265/month HOA fee covers exterior maintenance, grounds care, the roof, and offering truly low-maintenance living. Residents also enjoy a community pool just steps from the home, making it easy to relax and enjoy the Florida lifestyle. Step inside to a welcoming foyer with a convenient half bath for guests. Continue into the bright, open-concept main living area, which boasts Travertine tile flooring, and where the beautifully updated kitchen features white cabinetry, quartz countertops, a breakfast bar, ample storage, and a fantastic corner pantry with built-in shelving. The kitchen flows seamlessly into the living and dining room, creating an ideal space for everyday living and entertaining. Pocket sliding doors lead to the screened-in lanai and brick-paver patio, where you can enjoy peaceful pond views and a private, fenced outdoor space. Upstairs, the spacious primary suite is positioned at the front of the home and features vaulted ceilings, an oversized wall closet, and a private en-suite bath with a step-in shower. Down the hall, the beautifully updated guest bath offers a tub/shower combination, while a linen closet provides additional storage. The two secondary bedrooms are located at the rear of the home, with one featuring a sizable walk-in closet and the other offering a generous wall closet. The entire second floor is light and bright with high-volume ceilings and attractive wood-look luxury vinyl plank flooring. Thoughtful storage continues throughout the home, including great under-stair storage, a laundry room with cabinetry, and direct access to the one-car garage. Recent updates in 2023 include quartz kitchen countertops, luxury vinyl plank flooring upstairs, carpeting on the staircase, reglazing of the guest bathtub, four new PGT hurricane rated windows (two double hung in the primary and sliding windows in the rear bedrooms), and a vinyl-coated chain-link fence enclosing the rear patio area overlooking the water. With these improvements already completed, there is truly nothing left to do but move in and start enjoying your new home. Located in a convenient Oldsmar location near Tampa Road, approximately 20 minutes to Tampa International Airport (TPA), St. Pete-Clearwater International Airport (PIE) and popular Honeymoon Island, you’ll also have easy access to restaurants, shopping, and so much more. Add in the community pool, peaceful pond setting, garage, and low-maintenance HOA lifestyle, and this wonderful townhome offers the perfect blend of comfort, convenience, and Florida living. Come see it for yourself!

216 Hemingway Drive, Oldsmar

$199,000
2 Beds 2 Baths TB8539760 MLS
This move-in-ready, well-maintained home is one of the larger homes in this golf-cart-friendly 55+ community and is being sold FURNISHED. The open floor plan features a spacious living room/dining room combination with luxury vinyl plank flooring and attractive plantation shutters, creating a clean, bright and inviting space. The kitchen offers white cabinetry, an updated countertop and a new range. Bathrooms have been updated also. Both bathrooms have been tastefully updated. Tons of storage spaces in the home. Another great feature is the washer and dryer located inside the home, rather than in the outside shed. The screened-in lanai is perfect for enjoying your morning coffee. Several important improvements have already been completed, including replacement windows in 2020, a vapor barrier in 2021 and a LeafGuard gutter system. AC ductwork replaced in 2025. The Gull-Aire community has so much to offer! You own the land here and enjoy low monthly fees, along with a heated pool and spa, and an active clubhouse with tons of social activities. The location is convenient to just about everything—shopping, restaurants, grocery stores, AMC Theaters, and Mease Countryside Hospital. Woodlands Square Plaza is nearby, with Bealls, Marshalls, PetSmart and plenty of dining options, including Shaker & Peel, Craft Street Kitchen and Eve’s Family Restaurant. Outdoor recreation is close by as well, with walking trails, Chi Chi Rodriguez Golf Club, and pickleball at Sheffield Park. And don’t forget the beach! Beautiful Honeymoon Island is only 15 minutes away. Come see this great home and enjoy all that this convenient location has to offer!

392 Cobia Way, Oldsmar

$425,000
3 Beds 2 Baths TB8539896 MLS
Welcome to this beautifully updated three-bedroom home in Forest Lakes, offering comfortable living spaces and thoughtful improvements throughout. The updated kitchen, completed in 2025, provides a fresh and inviting space that leads to the home’s spacious living and dining areas, ideal for everyday living and entertaining. The primary bedroom has also been updated, creating a comfortable retreat for the new owner. Go outside to enjoy a large, fully fenced yard and screened patio area, offering plenty of space for outdoor dining, relaxing, pets or play. The garage previously converted gives additional interior flex living space. The area has added central air and heat, which adds to the square footage of the home. Major updates provide peace of mind, including a new roof in 2025, fresh exterior paint in 2025 and hurricane windows. With the key improvements completed, this home is move-in ready and offers the opportunity for a new owner to settle in with minimal additional updates, ready to welcome its next living adventure. It has access to recreational park, close to beaches, shopping and zoned for desirable schools including Eastlake High School.

819 Jacaranda Drive, Oldsmar

$195,000
2 Beds 2 Baths TB8539499 MLS 135 BLDG.
Virtually Staged. Virtually Staged. Welcome Home to this first floor 2 bedroom, 2 bath condo in Woodlake Run in East Lake Woodlands. Large open living/dining area with wood-like flooring and sliders to screened in Lanai. Tranquil wooded views with no rear neighbors. Nice open Kitchen off of dining area with stainless steel appliances, lots of cabinets and breakfast bar seating. Covered porch off of the kitchen with laundry closet & washer/dryer. Large Primary Bedroom with adjoining bath, step-in shower, 2 closets and a private slider to covered Lanai. 2nd Bedroom with private slider to covered porch and adjacent bath features step-in shower. New windows in 2021 along with new electrical panel box updated in 2021. Great Location, 2 community heated pools, golf course community, Shopping, Restaurants, Movie Theatre, County Parks, Beaches nearby. East Lake Woodlands offers Ardea Country Club with multiple memberships (with additional fees) which can include Clubhouse, golf, additional pools, tennis, fitness center, Clubhouse & restaurant. Listed for rent as well TB8526636.

135 Woodlake Wynde Unit 135, Oldsmar

$299,000
2 Beds 1 Baths TB8539338 MLS
Welcome home to this beautifully renovated 2-bedroom, 1-bath property in desirable Oldsmar, Florida! This move-in-ready home has been completely updated from top to bottom. The kitchen features updated cabinetry, countertops, and finishes, creating a stylish and functional space for everyday living. The bathroom has also been redone with fresh, modern touches. Throughout the home, you'll find all-new flooring that gives the interior a clean, cohesive feel. Major updates include a brand-new metal roof and new AC system, providing important upgrades for comfort and long-term value. With its fresh renovations and convenient Oldsmar location, this home is an excellent opportunity for a first-time buyer, downsizer, or investor.

200 Fairfield Street, Oldsmar

$344,900
3 Beds 1 Baths TB8539039 MLS
A beautifully maintained home in the desirable Sheffield Village area of Oldsmar, this property offers comfort, convenience, and the welcoming charm the community is known for. Located on a quiet cul-de-sac, 415 Maplewood Cir features a bright, open layout with spacious living areas perfect for everyday living and entertaining. The home’s interior is filled with natural light, highlighted by well-kept finishes and a functional floor plan. Complete with granite countertops, the kitchen anchors the living space, offering plenty of storage and easy access to the dining and family areas. Generously sized bedrooms provide privacy and flexibility for guests, family, or a home office. Step outside to enjoy a peaceful backyard with room to relax, garden, or create your ideal outdoor space. Mature landscaping and the neighborhood’s tree-lined streets add to the home’s inviting appeal. Residents of this Oldsmar location enjoy quick access to parks, top-rated schools, shopping, dining, and major commuter routes, making it easy to reach Tampa, Clearwater, and the Gulf beaches. With its combination of location, comfort, and community charm, this Maplewood Circle home is an excellent opportunity in one of Oldsmar’s most established neighborhoods. This home was high and dry during recent storms. Come check this one out today.

415 Maplewood Circle, Oldsmar

$170,000
2 Beds 2 Baths TB8538433 MLS N/A BLDG.
Welcome to 219 Palmetto Ct. in the highly sought after East Lake Woodlands community, Oldsmar. Gated community of East Lake Woodlands, this ground-floor corner condo offers easy, low-maintenance living surrounded by lush greenery and natural beauty. This affordable 2-bedroom, 2-bath home combines comfort, privacy, and convenience with a desirable split-bedroom layout, bright open living spaces, and serene views from nearly every room. Inside, the spacious great room opens to tranquil green space through two sets of sliding glass doors, creating an airy indoor-outdoor feel perfect for everyday living or entertaining. The open kitchen flows seamlessly into the dining and living areas, while recent updates—including fresh interior paint (2025), new carpet, tile flooring in the kitchen and living room, and a new AC and heating system installed in 2024 with a transferable 10-year warranty—make the home truly move-in ready. The primary suite features two walk-in closets plus additional linen storage, while the home also includes a washer and dryer, stove, and a dedicated storage/laundry room with hookups. Step outside to enjoy a screened lanai and private paver patio overlooking peaceful green space, with the community pool conveniently located just beyond the trees for both accessibility and privacy. Additional highlights include covered carport parking directly in front of the unit, ample guest parking, and a resident-only rear entrance offering quick access to shopping, dining, and everyday conveniences along East Lake Road and Tampa Road. Residents of East Lake Woodlands enjoy a beautifully maintained gated setting adjacent to the 8,700-acre Brooker Creek Preserve, known for its scenic natural landscapes, wildlife, lakes, and walking trails. Optional memberships are available at East Lake Woodlands Country Club, offering championship golf, tennis, pickleball, fitness facilities, dining, and a resort-style pool. Seller will pay for the FIRST 4 MONTHS, 50% of the monthly condo fees which provide 24/7 gated security, 24 hours guard, manager, all exterior maintenance, roof, building insurance, escrow reserves fund, water, sewer, trash, pest control, cable, grounds maintenance, and pool access—providing simple, predictable ownership whether you’re looking for a primary residence, seasonal getaway, or investment opportunity.

219 Palmetto Court Unit 219, Oldsmar