Oldsmar Homes with Attached Property Description

Oldsmar Homes with Attached Property Description

Welcome to Oldsmar, Florida – a hidden gem nestled in the heart of Pinellas County! This charming city is perfectly situated between the bustling cities of Tampa and St. Petersburg, offering residents the best of both worlds: the vibrant energy of urban life and the serene beauty of nature. With its picturesque parks, scenic waterfront views along Old Tampa Bay, and a warm community spirit, Oldsmar is an ideal place to call home.

Oldsmar boasts a rich history, dating back to the early 20th century, and it has evolved into a thriving community that embraces both tradition and modernity. The city is known for its family-friendly atmosphere, excellent schools, and a variety of recreational activities. Whether you enjoy hiking, biking, or simply relaxing by the water, Oldsmar has something for everyone.

When it comes to real estate, Oldsmar offers a diverse selection of homes that cater to different lifestyles and budgets. From charming single-family residences to contemporary townhouses, each property is designed to provide comfort and convenience. Many homes come with attached properties, allowing for extra space for family gatherings, hobbies, or even a home office. These properties often feature lush gardens and outdoor areas, perfect for enjoying the beautiful Florida sunshine.

Experience the warmth and charm of Oldsmar, where community meets convenience, and nature is just a step away. Discover your dream home in this delightful city and become part of a vibrant community that truly feels like family. With its inviting atmosphere and beautiful surroundings, Oldsmar is more than just a place to live; it’s a place to thrive.

Newest Oldsmar Homes with Attached Property Description

221 Caryl Way Unit 221, Oldsmar
$175,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Condo SubDv. ⋅ 34677 Zip Code
Experience the beauty of golf course living in the highly desirable East Lake Woodlands community of Oldsmar, Florida! Welcome to 221 Caryl Way #221, a beautifully updated 2-bedroom, 2-bath condominium offering picturesque views of the 18th fairway of the East Lake Woodlands South Course, modern conveniences, and an exceptional Florida lifestyle. Step inside to discover an inviting floor plan designed for comfortable everyday living and entertaining. The updated kitchen features elegant granite countertops, designer cabinetry, stainless steel appliances, a brand-new refrigerator, and a convenient breakfast bar that connects the kitchen to the living area. Whether preparing your favorite meal or hosting friends, this thoughtfully designed space combines style and functionality. The spacious primary bedroom provides a comfortable retreat with three closets offering exceptional storage. Two full bathrooms, updated toilets, hurricane windows, and an in-unit washer and dryer add to the home's everyday convenience and appeal. Imagine starting your morning with peaceful views of the 18th fairway, surrounded by the beautifully maintained golf course landscape. Just across the street, the community swimming pool and clubhouse provide convenient opportunities to relax, socialize, and enjoy the Florida sunshine. For those who appreciate an active country club lifestyle, nearby Ardea Country Club offers optional private memberships featuring two championship 18-hole golf courses, two heated swimming pools, tennis and pickleball courts, a fitness center, clubhouse, dining, and a variety of member social events. Club membership is separate and subject to availability and membership requirements. Located in the heart of Oldsmar, East Lake Woodlands offers convenient access to shopping, restaurants, parks, recreation, and destinations throughout Tampa Bay, combining a peaceful golf course setting with everyday convenience. Whether you're searching for a golf course condominium, a seasonal Florida retreat, or a low-maintenance year-round residence, this East Lake Woodlands condo checks the boxes. With 2 bedrooms, 2 bathrooms, an updated kitchen, granite countertops, hurricane windows, in-unit laundry, beautiful fairway views, and a community pool just steps away, this home offers an outstanding opportunity to enjoy the Florida lifestyle. Your golf course lifestyle awaits! Schedule your private showing of 221 Caryl Way #221 today and discover why East Lake Woodlands is such a special place to call home.

221 Caryl Way Unit 221, Oldsmar
106 Brent Circle, Oldsmar
$379,900
3 Beds ⋅ 3 Baths ⋅ Seaside Estates SubDv. ⋅ 34677 Zip Code
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
410 Dolphin Drive S, Oldsmar
$175,000
2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code
Welcome to Gull-Aire Village, one of Pinellas County's most desirable and active 55+ communities! Don't miss this opportunity to own a home in the highly sought-after Gull-Aire Village, where you own the land and enjoy an incredibly affordable HOA fee of just $70 per month. Whether you're looking for a full-time residence, seasonal retreat, or future investment property, this community offers exceptional flexibility with the ability to rent your home after only one year of ownership. Gull-Aire Village is known for its vibrant atmosphere, active social calendar, and unbeatable location. Residents enjoy the convenience of being within walking distance to shopping, entertainment, and dining, including AMC Theatres, Bealls, Marshalls, Earth Fare, PetSmart, and Dollar Tree. Nearby restaurants include Shaker & Peel, Craft Street Kitchen, and Eve's Family Restaurant. Additional conveniences such as Westfield Countryside Mall, Walmart, Publix, and Countryside Hospital are just minutes away. Plus, you'll be approximately 20 minutes from the award-winning beaches and natural beauty of Honeymoon Island and Caladesi Island State Park. Pet friendly with one pet allowed of any size. Experience affordable Florida living in a welcoming community that truly has it all. Schedule your private showing today! Cash only for the ease of the seller.

410 Dolphin Drive S, Oldsmar
130 Cypress Lane Unit 130, Oldsmar
$149,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cypress Estates SubDv. ⋅ 34677 Zip Code
Virtually Staged. Welcome to this two-bedroom, two-bath condominium in Oldsmar, offering 1,054 square feet and a flexible opportunity for investors, first-time buyers or seasonal residents. This residence is vacant and ready for immediate occupancy or renovation. The interior reflects the original condition, presenting a value-add opportunity for customization. The primary bedroom includes a walk-in closet, and the layout supports functional living and dining spaces. Recent updates include an air-conditioning system installed in 2025, along with a washer, dryer and refrigerator replaced in 2024. This property is well-suited for buyers seeking to personalize a residence or secure an investment with long-term potential. Conveniently near shopping, dining and commuter routes, supporting full-time and seasonal living.

130 Cypress Lane Unit 130, Oldsmar
1505 Sunset Wind Loop, Oldsmar
$380,000
3 Beds ⋅ 3 Baths ⋅ Bayside Terrace SubDv. ⋅ 34677 Zip Code
This beautiful townhouse (NEVER FLOODED) is located in the highly desirable waterfront gated community of Bayside Terrace. The home offers three bedrooms and two and a half bathrooms with a modern, open layout designed for comfortable living and entertaining. The 9 foot ceilings enhance the spacious feel and allow natural light to flow throughout the home. There is no immediate rear neighbor, providing added privacy and a more open feel from the lanai. Grilling is allowed in the backyard area, giving you the ability to enjoy outdoor cooking and entertaining. The home has been meticulously kept and shows true pride of ownership. It also includes a private 1 car garage for secure parking and additional storage. Upon entering, you immediately notice the ultra-modern feel and the exceptionally well-maintained condition of the property. The spacious kitchen features an extra-large island that is so generously sized it feels like it has its own zip code, along with an under-mount sink, quartz countertops, stainless steel appliances, and a walk-in pantry. The main living area has tile flooring throughout, creating a clean and seamless look, and opens to a screened-in lanai with brick pavers for easy indoor and outdoor living. Upstairs, the upgraded Berber-carpeted staircase with elegant railing leads to a loft area and all bedrooms. The primary suite is generously sized and includes multiple walk-in closets and a beautifully designed en-suite bathroom. Bedrooms two and three each feature carpeting and their own walk-in closets, offering excellent storage and flexibility. The home also includes hurricane shutters stored in the garage, providing added storm protection and peace of mind. Bayside Terrace offers resort-style amenities including a waterfront infinity heated salt-water pool, a covered pavilion overlooking the water, a cabana, two BBQ grills, a gas fire pit, a fitness center, clubhouse, and a dock with kayak and canoe launch access. The gated entrance and deed restrictions add an extra layer of privacy and security, while the waterfront setting allows residents to enjoy Florida sunsets and an active coastal lifestyle. Please view two videos: Tour 1 & Tour 2.

1505 Sunset Wind Loop, Oldsmar
104 E Cypress Court Unit 104, Oldsmar
$239,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cypress Estates SubDv. ⋅ 34677 Zip Code
Located in East Lake Woodlands this quiet private second-story unit offers serene views overlooking the golf course and has a bright welcoming interior. Thoughtfully remodeled throughout, the home features abundant cabinet space, newer appliances, and major system upgrades including air conditioner and furnace. The unit has been tastefully finished with beautiful Florida-style decor, creating a light and relaxed atmosphere, perfect for full-time living or a seasonal retreat. Enjoy privacy, natural light and tranquil surroundings. Pool recently renovated and heated. Furnishings included if desired. Room measurements are estimated. Buyer agent and buyer to verify

104 E Cypress Court Unit 104, Oldsmar
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