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$199,900
2 Beds ⋅ 2 Baths ⋅ SubDv. ⋅ 34677 Zip Code
Virtually Staged. Enjoy an outstanding Oldsmar location with convenient access to some of Tampa Bay's most popular destinations! This spacious and thoughtfully updated 2-bedroom, 1.5-bath corner-unit townhome offers 1,080 square feet of living space, significant exterior improvements, an updated kitchen, generously sized bedrooms, and multiple outdoor living areas, all with an HOA fee of just $75 per month. Step inside to find luxury vinyl plank flooring throughout, a freshly painted first floor, and an open living and dining area with plenty of room for everyday living and entertaining. The kitchen was refreshed in early 2025 with new cabinetry and countertops and features stainless steel appliances and newly installed LED wafer lighting. Additional recent improvements include new ceiling fans throughout and a new dining room light fixture. A convenient half bath completes the main level. Upstairs are two exceptionally spacious bedrooms and a full bath. The primary bedroom opens directly to a covered second-story balcony, creating a private outdoor retreat for morning coffee or relaxing at the end of the day. Downstairs, sliding glass doors lead to a screened patio and fenced backyard, providing another inviting space to enjoy the Florida lifestyle. The screened patio also provides access to the storage/laundry room, where the washer and dryer are included. Some of the home's most valuable improvements go well beyond the cosmetic updates. The roof was replaced in 2024, and the exterior was upgraded with durable cement-board siding, including new insulation. The home also features hurricane-impact-rated replacement windows, while all sliding glass doors are double-pane glass. The HVAC system has also been recently serviced. The home includes two assigned parking spaces. Adding to the appeal, the property is currently zoned for A-rated Forest Lakes Elementary, Joseph L. Carwise Middle School, and East Lake High School. School zoning and ratings are subject to change and should be independently verified. From this central Oldsmar location, enjoy easy access to Safety Harbor, Dunedin, Honeymoon Island, Tampa, and the Gulf Beaches, plus abundant nearby shopping, dining, parks, and recreation. With substantial exterior improvements, a recently updated kitchen, multiple outdoor living spaces, and an excellent location, this townhome offers a compelling opportunity to enjoy the best of the Tampa Bay lifestyle!

152 Douglas Road W Unit A, Oldsmar
$175,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Condo SubDv. ⋅ 34677 Zip Code
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
$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
$799,000
4 Beds ⋅ 3 Baths ⋅ Cross Pointe SubDv. ⋅ 34677 Zip Code
Virtually Staged. Welcome to an exceptional 2,736-square-foot luxury home nestled within Cross Pointe, a gated community inside the prestigious guard gated golf community of East Lake Woodlands . Offering 4 bedrooms, 3 baths, a spacious 2-car garage,with workbench area. and bonus space. This beautifully appointed residence blends elegant finishes, thoughtful design, and exceptional outdoor living. Pool access & views from almost every room. Desirable split-bedroom floor plan features soaring ceilings and travertine flooring complemented by engineered hardwood & tile floors. The updated gourmet kitchen is designed for both everyday living and entertaining, featuring Bosch and Frigidaire appliances, (Range has induction cooktop & convection/air fry oven) quartz tops, crisp white cabinetry, and a striking navy island. Breakfast area overlooking pool. The family room offers a warm wood-burning fireplace (updated 2020) and a sophisticated navy wine bar, creating an inviting gathering space. Spacious primary suite includes a comfortable sitting area and sliders that open directly to the screened porch, offering beautiful views of the private pool and backyard . Walk-in closet with organizers. Primary bath has soaking tub, large marble shower, private water closet & dual sink vanities. 3 guest bedrooms, with one having an ensuite bath also providing convenient access to the pool area—perfect for effortless poolside living. Bonus/Flex room with its own A/C (2026) is perfect for an office, hobby room, studio, gym, etc. Outdoor living is truly exceptional. The screened rear porch features paver flooring and overlooks the Saltwater PebbleTec pool , complete with Caribbean blue tile, a charming, soothing waterfall and gazebo. Pool pump & new salt system (2025). An expanded paver patio (2025) extends into the private backyard, providing ample space for entertaining, relaxing, and enjoying the peaceful surroundings. Many updates include tile roof (2019), HVAC (2017), Water Heater (9/2026), Paver patio (2022), Kitchen updated (2020) with professional kitchen cabinet refinishing (2026), Bosch refrigerator (2025), Frigidaire appliances (2026). All ceiling fans updated (2024 & 2025). Newly textured ceilings (2022), modern lighting. With its luxurious finishes, spacious layout, updated kitchen, resort-style pool, and prime location within two prestigious gated communities, this home offers an exceptional Florida lifestyle with privacy, comfort, and elegance at every turn. Centrally located to Tampa International and St . Pete/Clearwater Airport, award winning beaches, boating and fishing, professional sporting events, historic Dunedin and Safety Harbor, Pinellas and Duke Energy Bike Trails, restaurants, shopping, and hospitals. East Lake Woodlands is a golf community with an optional membership available to the nationally renowned ELW Country Club, featuring outstanding amenities including two championship golf courses, sixteen tennis courts, pickleball, fully-equipped fitness center, lap & freeform pools, splash pad, dining, full social calendar/club, and is also part of ClubCorp/Invited with reciprocal rights to 300+ clubs. Low HOA and NO flood insurance required. A fantastic value! Call today for your private tour!

1723 Captiva Drive, 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
$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
$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
$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