Oldsmar, FL Homes for Sale under $500,000

Call me for showing. Lock box code.Motivated seller.

Raimundo Barbara UNLIMITED GROUP REALTY

One or more photo(s) has been virtually staged. Experience the perfect blend of modern comfort and timeless appeal in this beautifully updated pool home, ideally located in the heart of Oldsmar. Step through the front door and be greeted by a bright, open interior that was thoughtfully designed for both everyday living and effortless entertaining. The remodeled kitchen is a true showpiece,

Adam Loaknauth KELLER WILLIAMS TAMPA PROP.

Welcome to this CHARMING HOME tucked away on a quiet, divided street in BEAUTIFUL DOWNTOWN OLDSMAR—just steps from the waterfront parks, walking and biking trails, and peaceful picnic areas that make this neighborhood so special. Situated on an EXTRA-LARGE 100x150 LOT, this nearly 2,000 SQ FT home offers both space and character, with a long list of MAJOR UPDATES: a NEWER ROOF (2017), TWO BRAND

Amanda Lebiszczak CHARLES RUTENBERG REALTY INC

One or more photo(s) has been virtually staged. Tucked away in the gated community of Hunters Trail at East Lake Woodlands, this villa offers an upgraded living experience in one of Oldsmar’s most desirable golf course neighborhoods. The 3-bedroom, 2-bath layout feels open and inviting, with every room refreshed for today’s lifestyle- from the sleek luxury vinyl floors and updated kitchen

Marianne Knowles LIPPLY REAL ESTATE

Walk up as you take in the lush landscape and brick paved front porch; Step inside this lovely home in the highly sought-after East Lake Woodlands neighborhood of Cross Creek and be immediately impressed by its open and inviting layout. Interior highlights include light & bright kitchen with white raised-panel cabinetry, double stainless-steel sink, large pantry with built-in shelving, and cozy

Vanessa Leonard KELLER WILLIAMS REALTY- PALM H

"Move-In Ready"... Beautifully and Completely Refurbished Single Family Pool Home, (3) Bedrooms, (2) Baths with plenty of storage space, vehicles, boat and golf cart(s) parking. Luxury vinyl flooring throughout this split plan homes interior, picturesque French Door views to the pool and lanai deck, all new kitchen appliances and home systems installed. An expansive corner lot property with

Frank Fundora PEOPLE'S CHOICE REALTY SVC LLC

Discover your own slice of Florida paradise with this charming three-bedroom, two-bathroom home, perfectly situated in the highly sought-after community of The Fountains at Cypress Lakes in Oldsmar. Boasting a private, sparkling in-ground pool, this beautiful home is conveniently in walking distance of the local elementary school, and easy access to local shops, restaurants, local airports and

Karen Daley SMITH & ASSOCIATES REAL ESTATE

Welcome to coastal country living in Oldsmar, Florida, at the top of Tampa Bay! The value of this property is in the land. It is all about the Land, it is about the promise the land holds for the next homeowner/investor/ Builder. This 148 x 184 property is primed for redevelopment. The house and outbuildings on the lot are likely tear-downs, not fixer-uppers. The roofs are compromised. The

Realtor Joann JOHN PARVIN

Privacy galore with over 2800 sf of indoor & outdoor living space in this beautiful 3-bedroom, 2-bath, 2-car carport home with open chef’s kitchen with stainless steel deep farmhouse sink, newer appliances, distressed leather style concrete kitchen counters. Enjoy entertaining with sliders that open to the massive deck & large, fenced yard. This home boasts a metal roof, split plan, recessed

Tonya Vogt COASTAL REALTY & DEV GROUP INC

Welcome to this beautifully remodeled home filled with natural light and modern charm. The open-concept floor plan features a spacious living area with brand new windows throughout the house, the new designed kitchen offers new cabinetry beautiful countertops, new stainless-steel appliances, and a breakfast bar the flows seamlessly into the dining and living spaces, interior laundry room with new

mena reyes reyes RE/MAX REALTEC GROUP INC

This beautiful 3 bedroom, 2.5 bathroom townhome located in the heart of Oldsmar and is ready for a new owner. This spacious open concept has tile throughout the first floor. The stunning kitchen features white cabinets and granite countertops, a breakfast bar that seats 6 comfortably, pendant lighting, stainless appliances, and large pantry. The living room has sliders leading into the screened,

Yael Hatfield KELLER WILLIAMS TAMPA PROP.

HIGH AND DRY! THIS HOME NEVER FLOODED! Welcome to this charming, move-in-ready home offering comfort, style, and peace of mind in one of West Oldsmar’s most desirable neighborhoods. Situated on nearly one-third of an acre, this property combines privacy, efficiency, and thoughtful design — perfect for those seeking both space and convenience. Enjoy ultra-low electric bills with solar panels that

Yhotzmine Fields BHHS FLORIDA PROPERTIES GROUP

LOCATION - LOCATION - LOCATION - LOVE WHERE YOU LIVE - ONE STORY POOL HOME - PRICED TO SELL~ ! Welcome to this MOVE IN READY 3 bedroom, 2 remodeled bathroom, 2 car attached garage split floor plan featuring 1554 ft.2 located in the beautiful City of Oldsmar. This home will not disappoint. It is the perfect blend of comfort and Florida living. Just inside the front door is the living room

Sue Salm RE/MAX CHAMPIONS

Discover the perfect blend of comfort, privacy, and resort-style living in this beautiful corner-lot home located in the desirable Kingsmill subdivision of East Lake Woodlands. With a BRAND NEW ROOF 2025, 2022 A/C system, and 2025 hot water heater, this home is move-in ready and designed for peace of mind. Step inside and be greeted by a light-filled, open floor plan that flows seamlessly from

Vanessa Leonard KELLER WILLIAMS REALTY- PALM H

Waterfront Living at Its Finest!Step into the pinnacle of waterfront living with this stunning 3-bedroom, 2.5-bath townhome overlooking the shimmering expanse of Tampa Bay. Built in 2018 and impeccably upgraded, this modern coastal retreat blends luxury, comfort, and high-end design within a beautiful gated community packed with resort-style amenities. Enter into a spacious open-concept

Serina Konomos BHHS FLORIDA PROPERTIES GROUP

This exceptional 3-bedroom, 2-bathroom pool home, nestled in the heart of Oldsmar and Tampa Bay, epitomizes the true Florida lifestyle and has been fully updated with a brand-new kitchen, completely renovated bathrooms, new AC system, fresh interior & exterior paint, and modern finishes throughout. Boasting an oversized driveway with room for RVs, boats, and multiple cars, the property offers a

Warren Ring RE/MAX ALLIANCE GROUP

One or more photo(s) has been virtually staged. Welcome to this inviting 3-bedroom, 2.5-bath townhome with private garage, perfectly set in the quaint Oldsmar community of Sun Ketch Townhomes of Cypress Lakes. Step inside to find brand-new luxury vinyl plank flooring and a bright, open layout. The spacious great room features sliding glass doors leading to a sunroom, expanding your living area

Marcy Daniels COLDWELL BANKER REALTY

Charming Spanish-Style Home in Historic Oldsmar Welcome to 501 Washington Ave, a beautiful residence nestled in one of Oldsmar’s most historic neighborhoods. This unique property blends vintage character with modern comfort, offering timeless appeal and move-in convenience. Featuring authentic historic windows and classic Spanish-style architecture, this home radiates warmth and charm. The

Tommie Everill Peacock BHHS FLORIDA PROPERTIES GROUP

Charming single-story home located in the heart of Oldsmar, offering comfort and convenience. This property features a spacious open floor plan with abundant natural light throughout the living and dining areas. The kitchen is well-appointed with ample cabinet space and overlooks the main living area, perfect for everyday living and entertaining. The bedrooms are generously sized, and the primary

Esther Fleitas Padron HOME PRIME REALTY LLC

Beautiful Key West style, Waterfront Gated Community of BAYSIDE TERRACE has RESORT STYLE AMENITIES including a dock (kayak or canoe launch area) to catch those rays or enjoy the amazing Florida sunsets. Waterside Infinity Heated Saltwater Pool with covered Pavilion overlooking calm Water Views, Cabana, Two BBQ Grills, Gas Fire-Pit, Fitness Center, Clubhouse and more! Upon entering this

Steven Koleno BEYCOME OF FLORIDA LLC

Under APPRAISED VALUE! Waterfront Luxury Meets Complete Modern Renovation in this Gem in East Lake High School Zone! Imagine living where the world comes to vacation! Own a slice of paradise in highly sought-after Oldsmar, where you can bask in sunshine an average of 361 days a year. This charming solid block home features a bright open floor plan perfect for entertaining family and friends. With

Maria Crespo EXP REALTY LLC

Stunning Tampa Bay Views in Prime Oldsmar Location – Updated & Move-In Ready! Enjoy breathtaking views of Tampa Bay from this elevated single-family home, perfectly situated in one of Oldsmar’s most desirable neighborhoods. Just steps from waterfront parks and nature trails, this 3-bedroom, 2-bath split-level home offers the ideal combination of comfort, location, and peace of mind. The home

Charles Kelly ADAMS, CAMERON & CO., REALTORS

Move in ready corner unit villa in desirable Eastlake woodlands gated community. All the work has been done for you with MANY upgrades including BRAND NEW kitchen, vinyl floors, plantation shutters, BOTH bathrooms completely redone, walls taken down to open the space up AND MORE! Enjoy pond view from large screened in lanai, grill out in vinyl fenced front patio just beyond the sliding doors of

Sydney Klehm REAL BROKER, LLC

Great Value! New 3 dimensional shingle Roof to be installed December 2025! Welcome to your dream home located in Cross Creek, a community within the Gates of East Lake Woodlands. We have a nice 2 bedroom, 2 bathroom + possible 3rd bedroom/Den/home office. The Den/home office can easily be converted to a 3rd bedroom. We have a very reasonable bid to make Den a 3rd bedroom. We can share that bid

Christi Watson TAMPA BAY SIGNATURE PROPERTIES, LLC