Oldsmar Real Estate

Oldsmar Real Estate

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Newest Listings in Oldsmar

$169,900
2 Beds 2 Baths TB8551252 MLS
Welcome home to your cozy, yet spacious retreat nestled on a corner lot across the side street from a peaceful wooded area in the heart of Oldsmar, Florida! This beautiful 2-bedroom, 2-bathroom, move-in ready home features a relaxed coastal vibe, updated combination fan/lights throughout, built-in cabinets in the kitchen seating area, walk-in closets in both bedrooms and an open-concept layout. The spacious living room and dining area provide the perfect setting for entertaining guests or simply relaxing in comfort. The spacious primary suite offers a walk-in closet and a private en-suite bathroom, complete with a separate walk-in shower and toilet area for added privacy.Located in the highly desirable 55+ community of Gull-Aire Village, this golf cart-friendly neighborhood offers 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.Enjoy the rare benefit of owning the land with a low monthly HOA fee of just $70 and one pet of any size is welcomed.You’ll love the unbeatable location—less than a mile from Woodlands Square and just minutes to everyday conveniences. Honeymoon Island Beach is approximately 9 miles away, Mease Countryside Hospital among other health facilities are approximately 2 miles away, St.Pete/Clearwater Int'l Airport is a quick 11-miles away and Tampa Int'l Airport is only a 15-mile drive.An adjacent walking, running, and biking trail along Canal Way leads directly to picturesque Sheffield Park, the perfect spot to enjoy Florida’s outdoor lifestyle.Whether you’re socializing at the clubhouse, relaxing by the sparkling pool, or simply soaking in the tranquil pond views, you’ll fall in love with the welcoming charm and vibrant lifestyle of Gull-Aire Village.Schedule your private tour today!(Room dimensions are approximate and should be verified by Buyer.)

225 Tarpon Lane, Oldsmar

$1,400,000
TB8550518 MLS
RARE OPEN TAMPA BAY WATERFRONT OPPORTUNITY — 1.2 ACRES WITH 302 FEET OF WATERFRONT! Opportunities like this are exceptionally hard to find. Situated directly on the wide-open waters of Tampa Bay, this remarkable 1.2-acre waterfront property offers an impressive 302 feet of waterfront frontage and endless possibilities for a homeowner, builder, or investor. This property provides the flexibility to create one spectacular waterfront estate or subdivide into three separate residential lots, presenting an outstanding opportunity to build three custom or spec homes. The sellers are also willing to sell the lots individually, creating additional flexibility for buyers and builders. Imagine designing your dream home on an expansive waterfront homesite with panoramic Tampa Bay views, generous outdoor living areas, a resort-style pool, and plenty of room to create your own private waterfront retreat. For builders and investors, the ability to potentially develop three separate waterfront residences creates a unique opportunity in a market where large waterfront parcels are increasingly difficult to find. Whether your vision is one extraordinary waterfront estate, multiple luxury residences, or an investment development, this property offers the size, frontage, views, and flexibility to make it happen. 1.2 Acres | 302' of Tampa Bay Waterfront | Potential for 3 Lots A truly rare opportunity to secure a substantial piece of Tampa Bay waterfront and bring your vision to life.

3825 Shore Boulevard, Oldsmar

$399,000
2 Beds 3 Baths TB8551175 MLS 3010 BLDG.
Welcome to waterfront living at its best! Located on beautiful Old Tampa Bay, this exceptional community offers a relaxed Florida lifestyle with amenities designed for everyday enjoyment and entertaining. Gather with friends around the gas firepit, share a meal beneath the pavilion with two grills, or relax in the large heated infinity pool while taking in beautiful water views. Stay active in the fully equipped gymnasium, fish from the pier extending into the bay, or launch a kayak for an afternoon on the water. The electronically gated entrance provides added security. Ideally situated directly across from the pool, this residence truly stands out. Beautiful landscaping and lush greenery welcome you at the entrance, while thoughtful enhancements continue throughout, including a gleaming epoxy-finished garage floor and garden-like screened porch. The porch creates a wonderful outdoor retreat for morning coffee, relaxing evenings, or entertaining guests. Inside, beauty and functionality continue. The entire first floor features beautiful tile flooring for a polished appearance and easy maintenance. In 2024, all recessed lighting was upgraded to LED bulbs, with downstairs lights featuring dimmers and amber-light options for the perfect ambiance. Even the spacious walk-in pantry has automatic lighting that illuminates the generous storage space when the door opens. The open-concept main living area is perfect for entertaining and everyday life, offering space for a full dining table and casual dining at the granite breakfast bar. Numerous light-gray cabinets provide abundant storage, complemented by a convenient coffee bar and mini-mudroom near the garage entrance. The living area flows effortlessly through pocket sliders to the screened porch, creating a wonderful indoor-outdoor living experience. A conveniently located half bath completes the first floor, while Custom Nantucket remote-control shades provide privacy and light control. Upstairs, a generous flex room offers incredible versatility as a den, second family room, playroom, home office, or temporary third bedroom. The nearby laundry room adds convenience. The primary suite offers a peaceful retreat with an expansive granite double-sink vanity, abundant storage, glass-enclosed shower, beautiful natural light, decorative tray ceiling, and custom walk-in closet with built-in shelving. Custom Nantucket remote shades complete the space. The spacious second bedroom is equally inviting, with natural light, decorative tray ceiling, and exceptional storage. Two closets, including a very large walk-in, provide plenty of room. The second full bath features wood cabinetry, pull-out drawers, granite countertop, and glass-enclosed shower. Additional improvements include a new electrical panel installed in 2024 and gutters added in 2021. The location offers convenient access to Tampa, area airports, major shopping, restaurants, beautiful beaches, and more. With its waterfront setting, resort-style amenities, thoughtful upgrades, flexible living spaces, and outstanding location, this home offers an exceptional opportunity to enjoy the Florida lifestyle.

3010 Palm Key Avenue, Oldsmar

$450,000
3 Beds 3 Baths TB8549851 MLS
Tucked along a quiet street in the established Manors of Forest Lakes community, this 3-bedroom, 2.5-bath home combines a peaceful preserve setting with thoughtful updates designed for both comfort and peace of mind. Step inside and you are immediately greeted by soaring ceilings and an abundance of natural light, with views drawing your eye toward the lush conservation area beyond the backyard. The heart of this home is its connection to the outdoors. Rather than closing off the view, a low garden fence along the rear of the property allows the natural landscape to remain part of the experience. Deer, wild turkey, birds and other Florida wildlife are frequent visitors, creating a setting that feels remarkably private and peaceful. Out front, a beautiful butterfly garden adds another layer of charm, welcoming both colorful blooms and butterflies throughout the seasons. Inside, the spacious great room features dramatic vaulted ceilings, while the first-floor primary suite offers convenience and privacy with a generous walk-in closet and en-suite bath. The kitchen overlooks the dining area and backyard, keeping the preserve views close at hand, while two additional bedrooms and a full bath are located upstairs. An enclosed rear porch provides another inviting space to relax, entertain or simply enjoy the natural surroundings. Recent improvements add significant value, including newly installed double-hung hurricane-impact windows, a new HVAC system installed in 2026, and a roof replaced in 2022, allowing the next owner to enjoy some of the home's most important updates already completed. Beyond the property itself, residents of Forest Lakes enjoy access to community amenities including a pool, tennis courts, playground, recreation facilities and a community boat ramp. Conveniently located in Oldsmar with easy access to Tampa, Clearwater, shopping, dining, recreation and Tampa International Airport, the location makes it easy to enjoy everything Tampa Bay has to offer while coming home to a setting that feels worlds away. 709 Jacaranda Drive isn't simply a home surrounded by nature. It's a home designed to let you experience it every day.

709 Jacaranda Drive, Oldsmar

$584,900
3 Beds 3 Baths TB8550397 MLS
Virtually Staged. Welcome to 4951 Augusta Avenue, a spacious two-story pool home situated on a desirable corner lot in the gated East Lake Woodlands community. Offering approximately 2,316 square feet, this well-maintained residence features 3 bedrooms, 2.5 bathrooms, a versatile upstairs loft, a formal living room, and a 2-car garage. A grand two-story entrance welcomes you into a bright interior with soaring vaulted ceilings and abundant natural light. The formal living and dining areas provide an elegant setting for entertaining, while the comfortable main living space offers plenty of room for everyday relaxation. Upstairs, the open loft can serve as a home office, media area, game room, or additional lounge space. Step outside to your private screened swimming pool and covered patio—an ideal setting for entertaining, outdoor dining, or relaxing while enjoying Florida’s year-round sunshine. The screened enclosure provides additional comfort, while the corner lot offers extra outdoor space and privacy. Ideally located near Tampa Road, East Lake Road, and McMullen Booth Road, the property offers convenient access to Oldsmar, Palm Harbor, Safety Harbor, Clearwater, Westchase, and Tampa. Shopping, restaurants, medical facilities, Tampa Bay Downs, Countryside Mall, parks, nature preserves, and recreational trails are all nearby. Gulf beaches, Honeymoon Island, Tarpon Springs, and Tampa International Airport are also within easy reach. East Lake Woodlands Country Club offers golf, tennis, pickleball, fitness, swimming, dining, and social activities through optional membership. Enjoy private pool living, flexible interior space, and a central Tampa Bay location within an established gated community.

4951 Augusta Avenue, Oldsmar

$209,900
2 Beds 2 Baths TB8548980 MLS
This well-maintained 1989 Jacobsen home is ready to welcome its new owner! The inviting open floor plan features cathedral ceilings and an abundance of windows in the living room, creating a bright, airy atmosphere. Recent updates include new kitchen cabinets and countertops, three new skylights, and updated vanities in both bathrooms. The convenient indoor laundry area adds everyday functionality. Enjoy your morning coffee or unwind on the screened porch, which is conveniently located at the same level as the home—no steps required. The sale includes the land, so there is no lot rent. With HOA fees of just $70 per month, this property offers affordable living in a beautifully maintained, pet-friendly community. One pet of any size is permitted, and a second pet will be allowed with a letter from the Buyer's doctor to be submitted with the application for approval. Residents enjoy an active, welcoming lifestyle centered around a vibrant clubhouse that hosts monthly events and offers a pool table, shuffleboard, bocce ball court, heated pool, and spa. Regular activities include bingo, card games, and line dancing. Golf-cart-friendly streets make it easy to get around and connect with neighbors. Convenience is just across the street, with AMC Theatres, Bealls, Marshalls, Ulta Beauty, PetSmart, Five Below, and Dollar Store nearby. Dining options include Shaker & Peel, Craft Street Kitchen, Mandola’s, Country Pizza Italian Grill, and Eve’s Family Restaurant. Super Walmart, Publix, and Countryside Hospital are approximately 10 minutes away. Outdoor enthusiasts will appreciate the home’s proximity to the beautiful beaches of Honeymoon Island and Caladesi State Park, located just ten miles away. A scenic biking and walking trail along the canal are also easily accessible from within the community. Room sizes are approximate.

34 Pelican Drive E, Oldsmar

$354,900
3 Beds 2 Baths TB8547249 MLS
Tucked away on a quiet dead-end street in the heart of Oldsmar, this fully renovated ranch home is the total package — move-in ready with the peace of mind of major updates already done. A fenced backyard, mature landscaping, and undeniable curb appeal welcome you home from the moment you arrive. Step inside to a spacious, light-filled living and dining area finished with new waterproof vinyl flooring — a perfect blend of durability and style. The layout flows effortlessly into a true chef's dream: a newly renovated eat-in kitchen featuring an abundance of granite countertops, newer appliances, and plenty of room to cook, gather, and entertain. The primary suite offers a private en-suite bathroom and generous space to unwind, while newer windows, doors, and baseboards run throughout the home for a fresh, cohesive feel. Contemporary lighting fixtures and recessed LED lighting add a modern touch in every room. Major systems are already handled, with a newer roof and HVAC 2023 — giving you real peace of mind for years to come. Outside, the expansive back porch and huge backyard set the stage for effortless Florida entertaining, from quiet mornings to weekend get-togethers. The entire home has been freshly painted inside and out, adding to its polished, turnkey appeal. Location seals the deal: this home sits in the heart of Oldsmar, offering a commuter's dream with easy access to Pinellas, Tampa, and North County. You're just 20 minutes from area airports and shopping, and less than 10 minutes to schools. Homes like this don't last — schedule your showing today, because you may just find yourself calling it home before you leave.

1806 Ironwood Court W, Oldsmar

$349,900
4 Beds 2 Baths TB8547246 MLS
Tucked into the sought-after Harbor Palms community, this beautifully maintained four-bedroom, two-bathroom home strikes the perfect balance of comfort, character, and Florida charm — and it's ready to welcome its next owner. Step inside to a bright, open living room where oversized windows flood the space with natural light. The kitchen is both stylish and functional, featuring warm butcher block countertops, sleek black appliances, and abundant cabinet and storage space for the home chef. Just off the kitchen, a spacious family room offers room for everyone to gather — and French doors lead you out to an enclosed porch, an idyllic retreat for morning coffee or unwinding as the sun sets. Retreat to the owner's suite, complete with a generous walk-in closet and a spa-inspired en-suite bath featuring a backlit LED mirror, elegant countertops, and a beautifully finished shower. Three additional bedrooms provide flexible space for family, guests, or a home office — whatever your lifestyle calls for. Location is everything, and this one delivers. You're just steps from Harbor Palms Nature Park, home to a 2.5-mile walking trail winding through natural Florida landscape. Next door, Sheffield Park rounds out the active lifestyle with baseball and softball fields, basketball courts, a disc golf course, a dog park, playground, tennis courts, shelters, and even more walking trails. Packed into 1,604 square feet of thoughtfully laid-out living space, this is more than a house — it's an invitation to live the Florida lifestyle you've been dreaming of.

711 Lemonwood Drive, Oldsmar

$329,000
2 Beds 2 Baths TB8546290 MLS
MOVE-IN READY POOL HOME | NO HOA | 2 BEDROOMS | 2 BATHROOMS | NEW ROOF 2025 Welcome to your new home, a move-in ready 2-bedroom, 2-bathroom block home in Harbor Palms featuring a screened-in pool, fully fenced backyard, 1-car garage, and no HOA. Located on a quiet residential street in Oldsmar, this home offers comfortable Florida living with easy access to Tampa, Palm Harbor, Dunedin, and the Gulf beaches. The interior features a functional layout with tile flooring throughout the living room, dining area, and bedrooms for easy maintenance. The kitchen includes granite countertops, tile backsplash, and stainless steel appliances. Ceiling fans are located throughout the home. The primary bedroom offers a walk-in closet and private en-suite bathroom with a walk-in shower. The second bedroom includes a built-in closet, providing convenient storage. Outside, sliding glass doors open to an enclosed Florida room, overlooking the private pool and screened in paver deck. The fully fenced vinyl backyard offers plenty of space for entertaining, outdoor recreation, pets, or gardening. Conveniently located near shopping, restaurants, parks, schools, major roadways, and the Gulf beaches. Easy access to Alt-19 provides convenient connections throughout the area, while the nearby Jolly Trolley offers access toward Dunedin and Tarpon Springs. With a private pool, screened lanai, fenced yard, block construction, garage, updated roof (2025), no HOA, and convenient location, this home offers a combination of features that is increasingly difficult to find.

1806 Driftwood Circle S, Oldsmar

$185,000
2 Beds 2 Baths TB8546345 MLS 200 BLDG.
Welcome to 221 Caryl Way #221 in Oldsmar, Florida, a beautifully appointed 2-bedroom, 2-bath condominium offering a sought-after golf course setting in East Lake Woodlands. Overlooking the 18th fairway of the East Lake Woodlands South Course, this home combines peaceful views, an updated interior, hurricane windows, and convenient access to community amenities. Step inside to a comfortable, functional floor plan highlighted by an updated kitchen featuring granite countertops, designer cabinetry, a breakfast bar, stainless steel appliances, and a brand-new refrigerator. The kitchen opens naturally to the living space, making it equally suited for everyday living and entertaining. The generously sized primary bedroom provides excellent storage with three closets, while two full bathrooms offer convenience for owners and guests. Additional features include new toilets, hurricane windows for added storm protection, and an in-unit washer and dryer. One of the home's standout features is its golf course setting. Enjoy views overlooking the 18th fairway of the South Course and the relaxed atmosphere that makes East Lake Woodlands such a desirable Oldsmar community. Even better, the community swimming pool and clubhouse are conveniently located directly across the street, making it easy to enjoy the Florida lifestyle without having to travel far from home. For buyers seeking additional golf and country club amenities, nearby Ardea Country Club offers optional private memberships with access to two 18-hole championship golf courses, two heated swimming pools, tennis and pickleball courts, a fitness center, clubhouse, dining and member social activities. Membership is separate and subject to club terms and availability. East Lake Woodlands also provides a convenient Oldsmar location for reaching shopping, restaurants, recreation and destinations throughout Tampa Bay. If you've been searching for a 2-bedroom, 2-bath golf course condo in Oldsmar with fairway views, an updated kitchen, granite countertops, hurricane windows, in-unit laundry, a community pool and easy access to golf, tennis and pickleball, 221 Caryl Way #221 deserves your attention. Schedule your private showing and experience the East Lake Woodlands lifestyle for yourself.

221 Caryl Way Unit 221, Oldsmar

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