Oldsmar, FL Homes for Sale under $800,000

Searching for a low-maintenance waterfront escape in Tampa Bay? Whether you’re looking for a full-time residence, seasonal escape, or the perfect “Lock Up & Go” second home, this property offers the ideal blend of low-maintenance living and resort-style amenities. An added bonus — the flood insurance is ASSUMABLE to new buyers at currently only $1,101 annually. The HOA includes cable, internet,

Nisa Gonzalez Smook REAL BROKER, LLC

One or more photo(s) has been virtually staged. Located inside the highly desirable gated community of East Lake Woodlands, this spacious 4-bedroom, 2.5-bath residence offers an expansive 2,922 sq ft of living space on an oversized lot with peaceful water views.Step inside to soaring ceilings and an open, light-filled floor plan designed for both everyday living and entertaining. The home

Lou Tutko PARADISE LIFE REALTY

One or more photo(s) has been virtually staged. Welcome to this beautifully maintained and completely updated four-bedroom, two-bathroom home located in the gated community of Bay Arbor. Situated on a premium lot with tranquil pond views and no rear neighbors, this exceptional property is directly across the street from the community pool, offering both convenience and scenic surroundings.

Robert Paolini EXP REALTY LLC

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,

Jeffrey Borham EXP REALTY LLC

Welcome Home to this highly sought-after and well established community of The Fountains At Cypress Lakes. MOVE IN READY! Offering Privacy, serenity, and modern upgrades, this residence is a rare find. Enjoy peaceful comfortable living on the expansive screened in lanai and pool overlooking lush landscaping and stone walk-ways, towering trees, Pond, and Conservation area. Secluded Park-like

Jean Rodgers RE/MAX ELITE REALTY

Seller Motivated! Asking price is under last appraisal value. Come take a look at this beautiful 3 bedroom, 3 bath bay front townhome overlooking Old Tampa Bay and Safety Harbor. Seaside Estates is a gated community, located in the heart of Oldsmar, which offers may options for access to the water, as well as major thoroughfares. 3 Car tandem garage that walks out to a beautiful view, the common

Nicci Meyer, PA FLORIDA REALTY INVESTMENTS

This unique home exudes character and is located on a peaceful conservation lot with no rear neighbors situated within the secure, gated community of East Lake Woodlands! The minute you step inside this charming home, you'll be captivated with impressive design features such as stone accents, glass block, mirrored walls and doors that display vibrant color prints contributing to the home’s style

Rose Brown FUTURE HOME REALTY INC

Beautiful 4-bedroom, 2-bathroom pool home on a corner lot with views of the 5th hole in East Lake Woodlands. Offering a desirable split-bedroom floor plan, open living areas, and a screened pool and spa, this home combines comfort, functionality, and an exceptional golf course setting. Inside, you'll find a spacious split-bedroom floor plan featuring vaulted ceilings, exposed wood beams, and an

Julio Morales KELLER WILLIAMS REALTY- PALM HARBOR

Location! Homes in this quiet community sell quickly. 2,143 sf two story with Florida room and awesome view of the huge pond on a cul-de-sac. Roof only 3 years old. House has updated white shaker cabinet kitchen with marble-look composite countertops and backsplash, updated flooring and fresh paint throughout. Updated owner’s bathroom shower enclosure, double vanity, and garden tub. Stainless

James Maiorano MARK SPAIN REAL ESTATE

Welcome to Kingsmill in the highly sought-after East Lake Woodlands community! This beautifully maintained waterfront home features 3 bedrooms, 2 bathrooms, and a 2-car garage, and has been lovingly cared for by its original owner. From the moment you arrive, you'll be impressed by the home's private cul-de-sac location and newly paved driveway. Step inside to discover luxury vinyl flooring that

Chris Arata COLDWELL BANKER REALTY

One or more photo(s) has been virtually staged. WOW! Spacious, great location and something for everyone! From the moment you arrive at 1758 Oak Pond, the 6 bedroom 3 bath home’s beautifully maintained exterior and impressive curb appeal set the tone for the exceptional living experience within. A spacious two-car garage and elegant front entry welcome you inside, where a dramatic two-story foyer

Vanessa Leonard KELLER WILLIAMS REALTY- PALM HARBOR

Welcome to luxury living in the highly sought-after Wellington Estates community of Oldsmar. This stunning ENERGY STAR® certified residence offers over 3,000 square feet of thoughtfully designed living space featuring 3 bedrooms, a private den/office, 3.5 bathrooms, and an expansive bonus room that can easily serve as a media room, game room, home gym, or fourth bedroom. The home also includes a

Tanner Tillung EXP REALTY LLC

Experience the perfect blend of elegance, comfort, and breathtaking views in this exceptional home located in the highly desirable Woodland Estates within the gated community of East Lake Woodlands. Overlooking a serene pond and the 8th hole of the South Golf Course, this stunning residence offers the lifestyle you've always dreamed of.Step through the impressive double-door entry into a

Leticia Dos Santos EXP Realty LLC

Welcome to 859 Inverry Drive in the highly sought-after East Lake Woodlands community of Oldsmar! Beautifully renovated from top to bottom, this exceptional pool home combines modern updates, timeless style, and Florida living at its finest. From the moment you arrive, you'll be captivated by the home's exceptional curb appeal, mature landscaping, and inviting presence. Step inside to discover a

Judson VanWorp BHHS FLORIDA PROPERTIES GROUP

One or more photo(s) has been virtually staged. Welcome to your private retreat in the gated community of Bay Arbor! Major Upgrades Include: New Roof (2022), New AC (2026), New Windows and Doors (2024), New Screen Patio Screen Enclosure (2024), and much more! Nestled on a spacious wooded homesite, this beautifully maintained two-story home offers over 3,000 square feet of thoughtfully designed

Mark Fazzini RE/MAX REALTEC GROUP INC

Welcome to 1745 Oak Pond Court! Beautiful home located in the beautiful community of East Lake Oaks. The home is situated on a quiet street with a premium lot. The home has been freshly painted inside and out. The entire screen lanai has been recently updated. Some major updates were a new hot water heater in 2022, AC unit installed in 2023. New carpeting on the step in May 2026 railings, sanded

Stephen Hachey FLAT FEE MLS REALTY

Welcome to your dream home nestled in the coveted Cross Creek of Eastlake Woodlands, where tranquil living meets modern convenience! This charming 3-bedroom, 2-bathroom house is a true gem, boasting stunning water views that will take your breath away. As you step inside, you’ll be greeted by tall, soaring ceilings and a light-filled living space that seamlessly blends modern aesthetics with cozy

Phil Evans FUTURE HOME REALTY INC

Nestled on a quiet street in the desirable gated community of Bay Arbor, this lovely two-story home offers 3 bedrooms, 2.5 bathrooms, two spacious bonus/great rooms, a 2-car garage, and a spectacular custom pebble tech pool with a stunning stone waterfall, pool pump 2025 and new pool filter 2025. The back yard is completely fenced and backs up to a peaceful conservation. As you enter, you'll be

Denise Denver RE/MAX MARKETING SPECIALISTS

Roof 2026!! Welcome to Bays End, a hidden gem community offering a peaceful setting with convenient access to everything the area has to offer. This well-maintained 3-bedroom, 2-bathroom home features a spacious and inviting layout. Enter to an open living room that flows into the dining area. The updated kitchen showcases beautiful cabinetry, generous storage, and plenty of workspace. The heart

Joseph Koebel RE/MAX REALTEC GROUP INC

This is Florida luxury living at its finest in one of the area’s most desirable gated communities. Exclusive executive home located in the highly sought-after Stonebriar community within East Lake Woodlands, a desirable gated golf club community. Zoned for top-rated schools and ideally situated less than 30 minutes from Tampa International Airport and the area’s premier Gulf beaches. This

Nichole Gaytan PRIME INT'L REAL ESTATE GROUP

Virtually Staged. Welcome to this inviting single-family home in the sought-after Kingsmill neighborhood of East Lake Woodlands—a premier gated community celebrated for its security, lush Florida landscapes, and vibrant lifestyle. Offering 2,453 square feet of living space, this beautifully updated residence features a grand total of three bedrooms, two full bathrooms, and a modernized half bath.

Susanne Jones REDFIN CORPORATION

This spacious 4-bedroom, 2-bath pool home is situated on a corner lot in the desirable Woods of Forest Lakes. With an expansive living room that features high ceilings and sliding glass doors to the pool area, separate family room, and formal dining area, there's plenty of space for gatherings, game nights, holiday celebrations, or simply spreading out and relaxing. The kitchen is centrally

Joseph Koebel RE/MAX REALTEC GROUP INC

Are you dreaming of your own stylish urban OASIS surrounded by nature yet minutes from everywhere you want to be? Experience effortless coastal living in this exceptional waterfront townhome, perfectly designed for those who appreciate space, light and direct access to the water. Featuring two private boat slips, this residence offers a RARE opportunity to keep your vessels close and enjoy days

Darren Booth COMPASS FLORIDA LLC

Virtually Staged. NO MORE CARPET!!! BRAND NEW VINYL FLOORING INSTALLED and a NEW, HOT PRICE!!! We are the LOWEST-PRICED four-bedroom home around in a gated community!! Vaulted ceilings and an open floorplan welcome you as you step inside. The Living Room is HUGE, a wonderful place for family gatherings and entertaining for holidays and parties. The large Kitchen opens up to the Living Room for an

Jessica Jurek COASTAL PROPERTIES GROUP INTERNATIONAL

Welcome to your private retreat in the heart of Oldsmar. Located in the desirable Longwood community, this beautifully maintained home offers the perfect blend of comfort, charm, and Florida living. Surrounded by mature landscaping and peaceful streets, 549 Longwood Circle features spacious living areas, abundant natural light, and an inviting layout ideal for both entertaining and everyday

Susan Kolesnikov REALTY ONE GROUP MVP

Beautiful Custom-built home is situated on 1⁄2 acre fenced-in lot (mol) No HOA, No deed restriction, Plenty of room for your Boat and RV! Featuring 4 Bedrooms plus an office, 2 baths and a screened-in heated pool. Circular driveway and etched glass front door welcome you into a wide-open floor plan with vaulted ceilings and lots of windows. Interior freshly painted. The living room offers a

Luigi Kalaj RE/MAX REALTEC GROUP INC

Welcome to 450 Cypress Creek Circle, a beautifully renovated single-story home nestled within the prestigious gated community of East Lake Woodlands. Perfectly positioned on the golf course, this exceptional residence enjoys wide-open fairway views of hole #2 on the South Course at Ardea Country club with no homes directly behind, creating a peaceful backdrop for everyday living and entertaining.

Mark Fazzini RE/MAX REALTEC GROUP INC

Location, Location, Location says it all. This large 4 bedroom, 3 bath Executive waterfront pool home in the much desired Bridlewood subdivision is waiting for you. Relax in the Solar heated pool as you look out over the peaceful waters of the pond. Fenced in back yard to keep your little ones from wandering off. Lots of room for your autos and toys in the 3 car garage and large driveway. Kitchen

Frank George CHARLES RUTENBERG REALTY INC

Honey, Stop the Car!! This spacious 5-bedroom, 3-bath home offers over 2,800 square feet of thoughtfully designed living space, combining timeless character, quality craftsmanship, and many valuable updates.Step inside to discover a functional and inviting layout that has been meticulously maintained over the years. The kitchen is designed for both everyday living and entertaining, featuring

Amy Garzaro CHARLES RUTENBERG REALTY INC