Vintage homes for sale & real estate in Oldsmar, FL

Vintage Home for sale in Oldsmar, FL:

Welcome to this beautiful 2-bedroom, 2-bathroom home in Palm Harbor! This inviting home did NOT FLOOD and sits on a quiet, peaceful street just steps from Lake Tarpon and offers a comfortable blend of character and modern updates. The freshly painted exterior lays the perfect base for you to customize with decorations and gardening! Inside, classic terrazzo floors flow throughout the main living areas, complemented by granite countertops and stainless steel appliances in the kitchen. A versatile den provides the perfect space for a home office, reading room, or additional guest area. The large attached bathroom is thoughtfully designed with in-home laundry for added convenience. The spaciou

Vintage Home for sale in Oldsmar, FL:

Well-maintained and featuring numerous recent upgrades, this home offers exceptional potential in the quiet Sunrise Vista neighborhood. Major improvements include a newer roof (2020), A/C system and complete ductwork replacement (2024), new water heater (2024), and updated appliances (2024–2025). The washer and dryer were replaced in 2025, and the hot tub (2014) conveys with the home. Windows updated 2019 , Solar panels, installed one year ago, are leased. Solar panel payment is $252 per month. This locks in your power bill! If buyer does not want to take over lease payments seller will have panels removed upon closing at no cost to buyer. The interior features a spacious layout with

Vintage Home for sale in Oldsmar, FL:

Charming 3BR/2BA Clearwater home with 1,313 sq ft of living space. Features luxury vinyl plank flooring, tile baths, and a screened, covered back porch. Front and back yards are filled with growing fruit trees—no grass to mow! Driveway parking, no HOA, and optional furnishings including 4 smart TVs. Recent updates include: exterior and interior paint (2022), new roof (scheduled for 12/2025), LVP (2022), tankless water heater (2021), HVAC (2021), shower doors (12/2024), Maytag dishwasher (2021), Diivoo wi/fi water system, growing fruit trees, & Vevor premium heavy duty weed barrier fabric in front and back yard (12/2021). Not in a flood or evacuation zone. Conveniently located nea

Vintage Home for sale in Oldsmar, FL:

Here’s your chance to own a versatile property in unincorporated Pinellas County — where short-term vacation rentals are allowed! Sitting on half of a double lot (120x130 total), this 0.36-acre parcel offers flexibility for investors, entrepreneurs, or anyone looking to blend business with lifestyle. The existing 1,487 sq ft building is a true original — think “business in the front, living in the back. ” The front portion features multiple office spaces, while the rear offers residential-style living, complete with two full bathrooms. Whether you're running a business, hosting guests, or both, this layout adapts to your needs. Zoned for up to 7.5 units per acr

Vintage Home for sale in Oldsmar, FL:

Beautifully Updated Pool Home with No HOA or Flood Zone! This stunning 3-bedroom, 2-bath, 1-car garage pool home has been fully remodeled from top to bottom—offering the perfect blend of modern upgrades and Florida lifestyle living. Step inside to find a bright, open layout featuring a beautifully renovated kitchen with newer cabinets, sleek countertops, stainless steel appliances, decorative tile backsplash, and a skylight that fills the space with natural light. Both bathrooms have been tastefully updated, and the home features waterproof laminate flooring, fresh interior and exterior paint, and stylish tile in the kitchen and baths. Major improvements include a newer roof, updated

Vintage Home for sale in Oldsmar, FL:

4 Bedrooms | 3 Bathrooms | 2-Car Garage | No HOA | No Flood Zone | Airbnb-Ready! Welcome home to this beautifully remodeled 4-bedroom, 3-bath split-plan home ideally situated in a peaceful, established neighborhood on the Clearwater/Safety Harbor border. This rare North Pinellas gem offers the best of both worlds — lower county taxes with the convenience of city living. Available fully furnished and decorated fully stocked with toiletries, and linens Turn Key for STR rental or midterm rental or all furniture can be removed and vacant ready for a new family. Enjoy freedom and flexibility with no HOA, no deed restrictions, no flood insurance required — bring your boats, RVs, an