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$335,000
3 Beds ⋅ 2 Baths ⋅ Sheffield Village Ph Ii At Bayside Meadows SubDv. ⋅ 34677 Zip Code
Investors, bring your cash! This is an excellent opportunity to add value in a popular community with additional square footage, solid construction, great features, and all appliances included. The home also offers cold A/C and sits on a desirable corner lot. The nearly maintenance-free lot features front and rear pavers covering most of the outdoor space, plus a built-in backyard fire pit—ideal for entertaining or enjoying the outdoors. No HOA and no CDD! With some TLC and minimal repairs, this property has plenty of potential to shine and deliver strong upside for the right investor. This is an as-is, cash-only sale, offered for the seller's convenience. Bring your vision, your contractor, and your offer—this opportunity won't last! Open house showings only, check the schedule or call for details.

1925 Castle Bay Court, Oldsmar
$2,300,000
7 Beds ⋅ 5 Baths ⋅ Preserve The SubDv. ⋅ 34677 Zip Code
Welcome to an exceptional 7-bedroom, 4½-bath estate nestled within the prestigious double-gated community of East Lake Woodlands in Oldsmar. Set on over half an acre and backing directly to a peaceful preserve, this remarkable property offers an unparalleled sense of privacy, tranquility, and security. Recently updated and beautifully refreshed, the home features a newly renovated kitchen, newly renovated bathrooms, newly renovated laundry room, newly refinished floors, and fresh interior paint throughout. The spacious and versatile floor plan provides abundant room for comfortable living and entertaining, with generously sized bedrooms and a dedicated office and fitness room with a built-in sauna, creating your own private space to work, exercise, and relax. Step outside to your private Florida retreat, complete with a sparkling pool and expansive deck, surrounded by lush greenery and the natural beauty of the preserve. The peaceful preserve backdrop creates a rare feeling of seclusion while providing a beautiful setting for morning coffee, outdoor dining, entertaining, or simply enjoying the Florida sunshine. Located within a premier golf community, East Lake Woodlands offers an exceptional lifestyle surrounded by mature landscaping and natural beauty, with championship golf, tennis, pickleball, fitness facilities, resort-style amenities, dining, and social activities. Conveniently located near local shops, restaurants, cafés, grocery stores, parks, and everyday conveniences, while offering easy access to some of the area's most beautiful Gulf Coast beaches, including Honeymoon Island, Clearwater Beach, and Caladesi Island. Tampa International Airport is also easily accessible for convenient travel. With seven bedrooms, 4½ bathrooms, over half an acre, preserve frontage, a private pool, dedicated office and gym, built-in sauna, newly renovated kitchen and laundry room, updated bathrooms, refinished floors, and fresh paint, this extraordinary estate offers the perfect combination of luxury, privacy, space, and Florida lifestyle.

1330 Preservation Way, Oldsmar
$999,000
3 Beds ⋅ 2 Baths ⋅ West Oldsmar Sec 1 SubDv. ⋅ 34677 Zip Code
Welcome to this unique elevated waterfront 3 bedroom, 2 bathroom, oversized 2 car garage home located at 3858 Shore Boulevard that offers close to 1,600 square feet of living space and has an additional 600+ square foot in-law suite / ADU situated in the laid back town of Oldsmar, Florida. This serene waterfront property offers the perfect balance of peaceful living and convenient access to local attractions and is nestled between Tampa and Clearwater. Residents here enjoy a tranquil, private environment, starting mornings with fresh coastal breezes on a private porch or deck, and spending evenings watching sunsets from a kayak or boat. This elevated, two-story home, topped with a 2025 roof, showcases an expansive layout filled with radiant natural light and soaring vaulted ceilings. The interior ambiance is both airy and welcoming, anchored by a charming wood-burning fireplace. The heart of the home is a sun-drenched, open-concept great room and kitchen, equipped with stainless steel appliances, granite surfaces, a propane stove, and a tankless water heater, all showcased by floor-to-ceiling windows. The generous primary suite acts as a private retreat, featuring an ensuite bathroom with a garden tub, dual vanities, and a separate shower, alongside a private deck offering stunning vistas. The main living quarters are elevated to stay secure and dry even in severe weather, while expansive windows frame views of dolphins, manatees and unique local birds. Enjoy the outdoors from a variety of living areas such as decks, patios and screened-in porches, or cast a line from your own floating dock and set out from your private boat ramp; the canal can handle bigger boats and provides direct access to all of Tampa Bay and the St. Petersburg shoreline just beyond your property. A paved driveway provides generous parking and leaves ample room for extra recreational vehicles like boats and RVs and there is plenty of room for a pool. Downstairs there is an extra-large garage for two cars alongside a spacious 600+ square foot ADU, also serving as a mother-in-law suite, which features a separate private entry and is equipped with a bathroom, sink and refrigerator. Set on a quiet cul-de-sac that ensures outstanding seclusion, this home occupies a spacious lot of almost a third of an acre within a highly acclaimed school zone. It is just 20 to 30 minutes away from downtown Tampa, Clearwater and the finest beaches on the Gulf Coast. Within walking distance is the delightful R.E. Olds Park, known for its regular monthly festivals and community gatherings. Downtown Safety Harbor, with its restaurants and entertainment options, can be reached by bicycle or by boat, and both the stunning Phillippe Park and Mobbly Beach Park are under three miles away, also conveniently accessible by bike or water. The city of Oldsmar itself stands out for several reasons: it operates its own reverse osmosis water plant, it is the location of the Tampa Bay Skating Academy ice rink, and it has the highest concentration of parks per square mile in Florida, with approximately 40 percent of its area preserved as parks and nature reserves. Those who love the outdoors will appreciate the ten-mile Oldsmar Trail, which passes through eight of the city's ten parks and provides countless chances for recreation and discovering nature. Do not miss your chance to live the Florida lifestyle you have always wanted — book your private showing of this exceptional property today!

3858 Shore Boulevard, Oldsmar
$340,000
3 Beds ⋅ 3 Baths ⋅ Hayes Park Village SubDv. ⋅ 34677 Zip Code
NEW PRICE! Location, location, location is the key to finding the perfect home - and this one delivers on every level. If you have been searching for a place that blends character, convenience, and community, look no further. This charming 3-bedroom home with an attached garage, sits in the picturesque neighborhood of Hayes Park Village, a community that feels like a slice of the French Quarter right here in Florida. Nestled in the heart of the City of Oldsmar, this home offers the best of old-world-charm with modern comfort. Oldsmar is a great City known for having more parks per sq. mile than any other city in the state along with excellent schools and an abundance of activities for all ages. Also, the home of Tampa Bay Downs and Tampa Bay Skating Academy. It is a place where community pride runs deep and quality of life comes naturally. The homes inviting wrap-around porch sets the tone from the moment you arrive. Enjoy your morning coffee as you look out to the neighborhood courtyard complete with a welcoming fire pit, creating the perfect setting for neighborhood gatherings. Inside the home, gleaming hardwood floors flow through an open concept living space that feels both spacious and cozy. The kitchen is beautifully appointed with granite countertops and 36" cabinets and a center island that anchors the room- ideal for cooking, entertaining or simply enjoying daily life. A convenient first floor powder room adds practicality for guest and family alike. The master suite opens to a second floor balcony that overlooks the lake and Richard B. Rogers Park. The Master bedroom also features a tray ceiling with crown molding and an upgraded bathroom with frameless glass shower enclosure and a walk-in closet. Two additional ample sized bedrooms and a guest bath complete the upstairs. THIS HOME HAS BEEN WELL MAINTAINED; ROOF IS JUST OVER A YEAR OLD AND THE AC IS JULY OF 2025, WATER HEATER REPLACED IN 2024. The PERFECT LOCATION connects TAMPA to PINELLAS COUNTY. Close commute to Tampa International Airport and International Mall. Within minutes of Clearwater and downtown Safety Harbor, Approximately 30 minutes to the Gulf Coast Beaches.Current owner pays $1081 for FLOOD INS. Policy is transferable to new Buyer. NEVER FLOODED.

208 Cutlass Way, Oldsmar
$1,499,900
6 Beds ⋅ 5 Baths ⋅ Deerpath Unit One SubDv. ⋅ 34677 Zip Code
Tucked away on a quiet cul-de-sac inside the gated East Lake Woodlands community, this 4,475-square-foot home offers something that's becoming increasingly difficult to find in Tampa Bay: **property and privacy.** Situated on 1.4 wooded acres with no rear neighbors, you'll enjoy peaceful conservation views from nearly every room, along with a 2,000-square-foot screened pool and outdoor entertaining area designed for everything from quiet mornings with coffee to weekend gatherings with family and friends. Yet you're never far from the conveniences of everyday life. Boot Ranch shopping, including Publix, Target, and Walmart Neighborhood Market, is just 7 minutes away. East Lake Middle and High School are within 12 minutes, and restaurants, shopping, and entertainment are all close by. Inside, the home offers an incredibly flexible floor plan with room for just about every lifestyle. The main level features the primary suite, a dedicated office (or fifth bedroom), formal dining room, second bedroom with a full bath, spacious laundry room, family room, game room, and a private in-law suite with its own entrance—ideal for multigenerational living, long-term guests, or a home business. Recently painted throughout, the main living areas showcase beautiful Turkish herringbone tile flooring, soaring ceilings reaching nearly 25 feet, and abundant natural light with tranquil views of the conservation beyond. At the center of the home is a kitchen designed for gathering. Granite countertops, stainless steel appliances, custom cabinetry, a prep sink and island, breakfast bar, pantry, and built-in desk provide exceptional functionality, while the oversized breakfast area comfortably accommodates an eight-person table. The kitchen flows seamlessly into the family room, where a wood-burning fireplace and wet bar create the perfect setting for entertaining. Upstairs, you'll find two generously sized bedrooms connected by a Jack-and-Jill bath, along with an oversized loft overlooking the family room below. Whether you envision a media room, game room, home gym, or second family room, the possibilities are endless. Additional walk-in storage provides plenty of space to stay organized. Residents enjoy the security of East Lake Woodlands' 24-hour manned gate, along with the added privacy of the gated Deerpath enclave. Optional membership to East Lake Woodlands Country Club offers golf, tennis, fitness, dining, and social amenities just minutes from your front door. Homes offering this much space, privacy, flexibility, and location rarely become available. Schedule your private tour and experience it for yourself.

50 Willowood Lane, Oldsmar