Oldsmar FL Historical Real Estate, Homes for Sale

4 Beds ⋅ 2 Baths ⋅ Oldsmar Country Club Estates SubDv. ⋅ 34677 Zip Code

Welcome home to this beautifully updated 4-bedroom, 2-bath single-family home offering 1,224 square feet of comfortable living space on a spacious lot in a quiet, family-friendly neighborhood. Thoughtfully renovated with numerous upgrades completed in 2025, this home offers the convenience and peace of mind of newer major systems and finishes. Improvements include a new A/C system, water heater, electrical panel, impact-rated hurricane windows and doors, and all new appliances. Luxury vinyl plank flooring flows throughout the main living areas, complemented by new light fixtures and remote-controlled ceiling fans, creating a fresh and welcoming interior. An added neighborhood benefit is that the power lines have been buried underground, contributing to the clean streetscape and eliminating overhead utility lines. Step outside to enjoy the generously sized backyard, newly enclosed with attractive white vinyl fencing?perfect for entertaining, pets, play, or simply relaxing outdoors. The property also offers access to an easement leading to a canal, providing water access suitable for a small boat. For those who enjoy Florida's outdoor lifestyle, the community also features a neighborhood park and two boat launch areas. Centrally located near Mease Morton Plant Hospital, shopping, restaurants, and everyday conveniences, this home combines an established neighborhood.

335 Country Club Drive, Oldsmar

$899,000

3 Beds ⋅ 4 Baths ⋅ Tampashores Bay Sec SubDv. ⋅ 34677 Zip Code

Half an acre of direct waterfront on Old Tampa Bay with 108 feet of frontage and a 203-foot-deep lot on Shore Drive E, Oldsmar's most sought-after waterfront street. Open bay views west across the water, a second-floor balcony that showcases spectacular sunset views of Tampa Bay, and a screened pool and spa on a paver deck facing the bay. The existing 1962 two-story block and stucco home, 2,454 sf with 4 full baths, tile roof, and fireplace, flooded in 2024 and has been professionally remediated, with lower-level drywall removed to the flood line. Two paths forward: build new on one of the larger waterfront parcels on the street, or keep and lift. Unique to this property: the seller has been approved for Elevate Florida, the state's FEMA-funded residential elevation program, with an estimated $402,000 in federal funding toward raising the existing home above the floodplain (Structure Elevation), along with adding an additional 800 sqft of under-roof living space. Subject to an owner cost share per the FDEM financial packet. Per the Florida Division of Emergency Management, a new owner may elect to continue the approved project after closing, subject to completing program documentation and assuming program obligations, including a deed restriction requiring NFIP flood insurance for the life of the elevated structure. All figures are estimates from the FDEM financial packet and are subject to change. Buyer to verify all program terms directly with FDEM. No HOA, no CDD. Walkable to Mobbly Bayou Beach Park, RE Olds Park and Veterans Park, and the Oldsmar boat ramp. Minutes to Tampa International Airport and the Gulf beaches. Cash or construction financing. Seller's flood disclosure, remediation documentation, FDEM correspondence, and survey available in attachments.

600 Shore Drive E, Oldsmar

$395,000

4 Beds ⋅ 2 Baths ⋅ Oldsmar Country Club Estates Sec 1 Rep SubDv. ⋅ 34677 Zip Code

Under contract-accepting backup offers. Home Renovated to Perfection!** Welcome to your new home - a stunning, newly renovated home offering comfort and style. Located in a quiet and cozy area, this property is perfect for families looking for space and modernity. - **3 spacious rooms**: Ideal for the comfort of the whole family. - **2 completely renovated bathrooms**: With modern and elegant finishes. - **Large kitchen**: With new appliances and an ideal design to inspire any chef. - **Bright living room**: Perfect space to relax and enjoy pleasant meetings. - **Back garden**: An outdoor area to enjoy and customize to your liking. - **exclusive restaurants**, perfect for enjoying unforgettable dinners. - **Close to stores** and local services, making your daily purchases easier. - Excellent access to transportation and other urban amenities. This house perfectly combines modern design and functionality. Don't miss the opportunity to live in a home that has it all.

345 Country Club Drive, Oldsmar

$320,995

3 Beds ⋅ 1 Baths ⋅ Oldsmar Country Club Estates Sec 3 SubDv. ⋅ 34677 Zip Code

"RENOVATED, MINUTES FROM A BOAT RAMP & PRICED TO SELL! ¡A GREAT OPPORTUNITY FOR HOMEOWNERS AND INVESTORS ALIKE, WITH EXCITING AIRBNB POTENTIAL!" **Welcome to 310 Country Club Dr — Beautifully Renovated & Move-In Ready!** Conveniently located near a public boat ramp with easy access to Upper Tampa Bay, plus waterfront parks, fishing piers, kayaking, nature trails, recreational areas, and nearby golf. A great location to enjoy boating, outdoor activities, and the Oldsmar waterfront lifestyle. Discover a beautifully renovated Oldsmar home where modern style, quality finishes, and functionality come together. This 3-bedroom, 1-bath property features a **new roof, new A/C, hurricane impact windows, a fully remodeled kitchen and bathroom, upgraded flooring, and updated finishes throughout**. The stunning kitchen showcases **modern quartz countertops**, contemporary cabinetry, and a clean, refined design that flows beautifully into the living areas. The home features a stylish combination of **porcelain tile and laminate flooring**, providing both elegance and practicality. From the kitchen and bathroom to the flooring, major systems, windows, and exterior improvements, this home has been extensively renovated with attention to detail. **Permits for the completed improvements are up to date**, providing added confidence to the next owner. The location adds even more appeal. Just a short walk from a **nearby boat ramp**, this property provides convenient access for those who enjoy boating, jet skis, fishing, and the Florida waterfront lifestyle. **Golf is also nearby**, along with shopping, dining, recreation, and everything this home brings together. Whether you're looking for a **primary residence, vacation home, or investment opportunity**, this property provides an attractive combination of location, lifestyle, and extensive updates. Its proximity to the water and recreational amenities may also appeal to buyers exploring **short-term or vacation rental potential, subject to applicable local regulations and rental restrictions**. **Beautifully renovated, ideally located, and ready to enjoy — schedule your private showing today!**

310 Country Club Drive, Oldsmar

$445,000

4 Beds ⋅ 2 Baths ⋅ Oldsmar Country Club Estates Sec 3 SubDv. ⋅ 34677 Zip Code

Completely renovated property; You deserve a quality home that you can shape to fit your personality. And here it is. Invite your family and friends for quality time in a home that reflects your spirit. The living space's stylish a blank canvas you can make your own. You’ll love the beautiful kitchen complete with premium cabinets, granite countertops and stainless steel appliances. The cooking space is roomy and set up to accommodate a cook who knows their way around a kitchen. The backyard brings the whole house together. Keep the fun going in this wide-open fenced backyard that your furry friends will be more than happy to claim for themselves.

311 Country Club Drive, Oldsmar

$559,000

5 Beds ⋅ 3 Baths ⋅ Oldsmar Rev Map SubDv. ⋅ 34677 Zip Code

MOTIVATED SELLER! Will consider owner financing or partial property trade. Charming older block home. 5 bedroom 3 bath ranch style home in Historic Part of Oldsmar. 300 yds from Tampa Bay and 2 blocks from an "A" rated Elementary School. Home has several upgrades but needs a little TLC. Home sits on 2 lots, and the vacant Lot 13 is available for separate purchase at $349k. You can purchase the house on Lot 12 only for $449k and a leaseback of Lot 13. Water view lots!!

604 Chestnut Street, Oldsmar

$299,900

3 Beds ⋅ 2 Baths ⋅ Oldsmar Revised Map SubDv. ⋅ 34677 Zip Code

Investor special with exceptional upside! This 3-bedroom, 2-bath, 1-car garage home sits on a spacious quarter-acre corner lot directly across from scenic R.E. Olds Park, offering water views, walking trails, playgrounds, a fishing pier, picnic shelters, volleyball courts, seasonal events, and a dog park. The home features a split-bedroom floor plan with a primary suite that includes a walk-in closet, en-suite bath with a step-in shower, and sliding glass doors leading to a patio. The guest bath offers a tub/shower combination. The roof was replaced in 2016. Double-pane sliding glass doors open to two patios overlooking the park. No HOA or deed restrictions—bring your boat, RV, or golf cart! Great central location with convenient access to Tampa and St. Petersburg.

204 Shore Drive W, Oldsmar

$440,000

3 Beds ⋅ 2 Baths ⋅ Oldsmar Country Club Estates Sec 3 SubDv. ⋅ 34677 Zip Code

Florida living at it's best. This fully renovated beautiful solid block home is located in the very desirable Oldsmar Country Club Estates neighborhood and is across the street from the bay and just down the street from three waterfront parks, Veterans Memorial Park, R.E. Olds Park and from Mobbly Bayou Beach Park. This charming house boasts a split bedroom open floor plan. It has a giant sun room/all day room connected to the back of the house with plenty of windows surrounding it. The owner just had the main front door and the rear door replaced with new high impact doors. Wait till you see this huge kitchen with it's quartz countertops, stainless steel appliances and very spacious wood cabinets. There are fruit trees in the back yard which include mango trees and sweet sop trees. The garage is air conditioned and heated. This home is conveniently located only 15-20 minutes from Tampa International Airport and only minutes to downtown Tampa and to some of the best beaches in the US, great restaurants, shopping, theaters and hotels. There are also tennis courts, a zip line, hiking trails, kayaking and paddle boarding, the neighborhood boat ramp, an organic garden, the public library and lots of shops all walking distance from the house.

331 Shore Drive E, Oldsmar

$500,000

3 Beds ⋅ 2 Baths ⋅ Tampashores Bay Sec SubDv. ⋅ 34677 Zip Code

Welcome to this beautifully updated 3-bedroom, 2-bathroom home in the heart of Oldsmar, offering 1,856 square feet of thoughtfully designed living space on an oversized 0.41-acre lot. Featuring a spacious floor plan with a Florida room and dedicated home office, this property provides the perfect blend of comfort and modern upgrades. This home has been extensively upgraded for peace of mind, including a new high-efficiency HVAC system (2023), new electric water heater, complete electrical rewire with updated panel, whole-house plumbing re-pipe, impact-rated exterior doors, LED lighting throughout, high-efficiency ceiling fans, and modern underground electrical service. Natural light fills the home through impact-rated Simonton double-hung windows, complemented by cellular window treatments and blackout blinds in the primary suite. Durable porcelain tile flooring extends throughout the home, creating a seamless and elegant look. The remodeled kitchen is designed for entertaining, showcasing quartz countertops, a stunning clay-fired farmhouse sink, a large,10 ft center island, solid-wood soft-close cabinetry, and modern stainless-steel appliances. The spacious primary suite offers a private retreat with walk-in shower and beautifully updated finishes. Both bathrooms have been tastefully remodeled with premium fixtures, including TOTO and KOHLER features, bidets, and marble countertops. Additional features include a butcher block laundry room workspace, spare garage rated refrigerator, a pull-down attic access with plywood flooring for extra storage, outdoor solar security lighting, front yard irrigation system utilizing reclaimed city water, and low utility costs through TECO services. Step outside to enjoy an expansive, fully fenced backyard with plenty of space for boat or RV parking and a large Tough Shed equipped with 220-volt electrical service, providing endless possibilities for storage, hobbies, or workshop space. Ideally located just minutes from the Oldsmar Trail, numerous parks including R.E. Olds Park and Mobbly Bayou Beach Park, shopping centers, and a variety of dining options, this exceptional home offers the perfect combination of location, space, and extensive upgrades. Schedule your private showing today!

601 Shore Drive E, Oldsmar

$324,900

3 Beds ⋅ 2 Baths ⋅ Oldsmar Country Club Estates Sec 2 SubDv. ⋅ 34677 Zip Code

Wake up to water views and end your day watching the sun set over the canal. This renovated 3-bedroom, 2-bathroom waterfront home sits on a spacious 0.21-acre lot with no HOA in the established Oldsmar Country Club Estates, and its best feature is right out the back door: direct water access with a scenic trail leading all the way to Tampa Bay. Launch a kayak or paddleboard from your own backyard and be on the water in minutes. Inside, the home is move-in ready with luxury vinyl flooring throughout and an open, light-filled layout. The renovated kitchen features stainless steel appliances, quartz countertops, and generous cabinetry. The primary suite gives a comfortable retreat with an updated bathroom, modern vanity, designer lighting, and a tiled walk-in shower. Sliding doors off the main living area open to an expansive backyard where the waterfront views take center stage. Enjoy morning coffee, evening entertaining, or simply unwind by the water. The location matches the lifestyle. Walk, bike, or take your golf cart to Mobbly Bayou Beach Park, a public boat launch to Tampa Bay, Tampa Bay Pickleball, Veterans Park, Bicentennial Park, and RE Olds Park. You are also close to Empower Adventures Zip Line and the Oldsmar Organic Community Garden, with Tampa International Airport about 20 minutes away. Zoned for well-regarded schools including Oldsmar Elementary, Joseph L. Carwise Middle, and East Lake High. This is a rare opportunity to own a renovated waterfront home with no HOA in one of Oldsmar's most sought-after communities.

413 Country Club Drive, Oldsmar

$600,000

Oldsmar Rev Map SubDv. ⋅ 34677 Zip Code

This property consists of two lots, one is a vacant lot & the other has 1,536 sf office building with 4 offices, 2 bathrooms, kitchen, storage and reception area. This property maybe combined with 200 Lee St, 1,536 sf 2/1 bedroom house on a 14,280 sf lot listing # TB8505047 for a unique downtown Oldsmar redevelopment opportunity. Both properties have 350 ft frontage on State St E with TCCN zoning designation, City of Oldsmar Town Center Commercial Neighborhood District. Both are located near by City Hall, The proposed Oldsmar Town Center, the Chamber of Commerce, The Galleria, The Odeon Town Home Square, Shopping and hotels. Easy access to Tampa Rd, SR 580, International airports, beaches, parks and hospitals. Sellers are very motivated and open for all combined or separate listing offers.

200 E State Street E, Oldsmar

$600,000

2 Beds ⋅ 1 Baths ⋅ Oldsmar Rev Map SubDv. ⋅ 34677 Zip Code

This tenant occupied house can be combined for a price of $1,200,000 with the contiguous property for sale at 200 State St E. consisting of an office building and a vacant lot. Both properties have a total of 33,806 sf (MOL) land with 350 ft frontage on State St E. Both properties have an Oldsmar TCCN zoning designation (Town Center Commercial Neighborhood District). A unique and prime redevelopment opportunity across from the proposed Oldsmar Town Center, near by the City Hall, Chamber of Commerce, the Galleria and Odeon Town Home Square. easy access to Tampa, St Pete/ Clearwater Int'l airports, shopping, restaurants, hotels, beaches and hospitals. Sellers are very motivated and open for any combined or separate listing offers.

200 Lee Street, Oldsmar

$395,000

4 Beds ⋅ 2 Baths ⋅ Oldsmar Country Club Estates Sec 3 SubDv. ⋅ 34677 Zip Code

Home Renovated to Perfection!** Welcome to your new home - a stunning, newly renovated home offering comfort and style. Located in a quiet and cozy area, this property is perfect for families looking for space and modernity. - **4 spacious rooms**: Ideal for the comfort of the whole family. - **2 completely renovated bathrooms**: With modern and elegant finishes. - **Large kitchen**: With new appliances and an ideal design to inspire any chef. - **Bright living room**: Perfect space to relax and enjoy pleasant meetings. - **Back garden**: An outdoor area to enjoy and customize to your liking. - **exclusive restaurants**, perfect for enjoying unforgettable dinners. - **Close to stores** and local services, making your daily purchases easier. - Excellent access to transportation and other urban amenities. This house perfectly combines modern design and functionality. Don't miss the opportunity to live in a home that has it all.

324 Country Club Drive, Oldsmar

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