Oldsmar Single Family Homes For Sale - 97 homes

Remarks: Under contract-accepting backup offers. Tucked behind the gates of Bay Arbor, 364 Ventura Drive stands out from the moment you arrive with turret-style architecture, arched windows, a paver entry, and a 3-car garage that give this home a level of character and curb appeal that feels different from the typical Florida two-story. Inside, soaring cathedral and vaulted ceilings create an open, airy feel with natural light carrying through both levels, while the main living areas offer flexible spaces divided by a fireplace, giving you room for a formal dining area, sitting room, home office, or whatever best fits your lifestyle. The kitchen opens to the main living area, keeping the layout connected and practical for everyday living, entertaining, and everything in between. Upstairs, all three bedrooms are tucked away from the main living spaces, along with a second-floor loft/den that adds even more flexibility for a reading nook, desk space, play area, or quiet retreat. The spacious primary suite includes a walk-in closet and private en-suite bath, and with 2,218 square feet, the home offers a layout that feels intentional, functional, and easy to live in. Out back, the covered patio and deck overlook a peaceful conservation area with mature trees and no rear neighbors, creating a setting that feels private and relaxing. Major systems have also been thoughtfully updated, including a 2024 AC condenser, 2022 air handler, 2025 water heater, and 2016 roof. Located one home away from the community pool and playground, in Flood Zone X, and with convenient access to shopping, dining, Tampa International Airport, and the Gulf beaches, this home offers presence, privacy, and a location that keeps you close to everything Tampa Bay has to offer.

Listing is courtesy of: TREASURED HOME COLLECTION (727-210-3282)

Listing Agent: Angel Bueno (727-437-6583)

Remarks: Fully renovated and move-in ready, this 3-bedroom, 2-bath home features 1,841 square feet of updated living space in a desirable area of Oldsmar. Recent improvements include a brand-new roof, new windows, fresh paint, brand-new appliances, and a fully refurbished HVAC system, creating a true turnkey opportunity. Inside, the home offers a spacious living area filled with natural light, a covered front porch, and an upstairs bonus room that can function well as a home office, playroom, guest area, kids room, or other flexible living space. The upstairs bonus room was not included in the total bedroom count. Situated on a double lot, the property includes ample outdoor space with room for a shed, carport, or future improvements. Conveniently located near parks, schools, shopping, dining, and other local amenities, this home brings together style, comfort, and convenience in one well-updated property. A clean 4-point inspection, wind mitigation report, WDO report, and recent appraisal are available. The recent appraisal came in at $475,000.

Listing is courtesy of: GRAYSTONE REAL ESTATE (727-201-4011)

Listing Agent: Bradley Dreher (863-346-0500)

Remarks: Welcome to your modern dream home—completely reimagined with a full 2024 designer remodel where no detail was overlooked. From the baseboards to the custom designer air vents, every finish has been thoughtfully curated and impeccably executed. The gourmet kitchen is a true showpiece, featuring full custom cabinetry with lighted drawers, newer appliances, and stunning high-end Essenza Quartzite waterfall countertops—an architectural statement rarely found outside luxury homes. Throughout the second and third floors, you’ll find polished 32x32 porcelain Onyx tile, complemented by sleek single-panel glass interior doors, designer chrome hardware, and all-new outlets, switches, and striking modern glass light fixtures and chandeliers. Every bathroom has been fully renovated with floating vanities, vessel sinks, LED mirrors, smart toilets, and all new fixtures and finishes. The primary suite offers a true retreat, featuring a dramatic three-sided gas fireplace that flows into a spa-inspired en suite with a custom concrete vanity by a local artist, freestanding soaking tub, and walk-in shower. The staircase is a statement in itself, finished with Calacatta Sunset quartz and floating frameless glass railings with chrome accents, echoed throughout the home’s balconies. Anchoring the main living space is a breathtaking 20-foot LED-lit accent wall—an unforgettable focal point that defines the home’s modern design. Situated on a full acre in the heart of Oldsmar, this property offers both luxury and freedom with no HOA. Flood insurance is approximately $800/year and transferable. The ground level features a versatile game room, gym, or flex space that opens to an expansive 1,400 sq ft paver pool deck with a two-story screened enclosure, outdoor kitchen & gorgeous pool & spa combo—perfect for entertaining and enjoying Florida living year-round. AC(2023), ROOF (2022), ELECTRIC PANEL (2023), HURRICANE RATED WINDOWS & SLIDERS (2017), POOL PUMP (2024), TANKLESS WATER HEATER (2018). Store your boat or RV on your one acre fully fenced and gated private lot. Close proximity to three waterfront parks, Pickleball, boat and kayak launch, fishing pier, restaurants, Tampa, International Airport, and the most beautiful beaches in the world. This home was meticulously designed and must be seen to be appreciated.

Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)

Listing Agent: Jenny Neumeyer (727-482-2656)

Remarks: STUNNING TAMPA BAY VIEWS! UPDATED OLDSMAR SPLIT-LEVEL WITH RV/BOAT PAD! Breathtaking Tampa Bay views await in this updated, elevated home in one of Oldsmar’s most desirable neighborhoods! Just steps from the water, this 3-bedroom, 2-bath residence offers the perfect blend of peace of mind and outdoor living. The split-level design ensures durability, with a spacious 2-car garage on the ground level and all living areas elevated. Major upgrades include a new roof, a newer water heater (<5 years), and a renovated primary suite featuring a walk-in closet. The kitchen shines with stylish quartz countertops, and a large first floor laundry room. Step outside to your fully fenced, level backyard—ideal for entertaining or relaxing in the screened-in porch. The property includes a dedicated RV or Boat pad. Enjoy an incredible lifestyle within walking distance or take your golf cart to the waterfront parks, nature trails, pickleball courts, a fishing pier, and playgrounds. Located in a top-rated school district. This home is the complete package.

Listing is courtesy of: ADAMS, CAMERON & CO., REALTORS (386-445-5595)

Listing Agent: Charles Kelly (203-610-3091)

Remarks: 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 living. Step outside to enjoy a relaxing backyard setting with room to unwind, host gatherings, or create your own outdoor oasis. Conveniently located near top-rated schools, parks, shopping, dining, and the Gulf beaches, this home delivers both privacy and accessibility. Whether you're looking for a full-time residence or a seasonal getaway, this property is an incredible opportunity to own a piece of paradise in one of Tampa Bay’s most sought-after communities.

Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)

Listing Agent: Susan Kolesnikov (916-272-9177)

Remarks: Virtually Staged. Short Sale. This beautifully updated, single-level home offers a smart, open layout with 3 bedrooms, 2 full baths, and a 2-car garage, designed for both everyday living and easy entertaining. Completely renovated in 2022, the interior has been thoughtfully updated and modernized. The main living area features high ceilings and an open floor plan that creates a bright, spacious feel. A striking fireplace accent wall anchors the living room and adds both character and warmth. Luxury vinyl plank flooring runs through the common areas, complemented by modern finishes throughout. The kitchen features granite countertops, stainless steel appliances, updated cabinetry, and a stylish backsplash, seamlessly connecting to the dining and living spaces. The split-bedroom floor plan provides privacy, and both bathrooms were updated with sleek tile in the showers and floors, new vanities, mirrors, and contemporary lighting. Additional features include a durable metal roof, a fully fenced backyard, and multiple outdoor living spaces. A screened-in porch offers a comfortable spot to unwind, while the expansive rear deck is ideal for entertaining or enjoying outdoor time year-round. Trustee sale, must sell!!

Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)

Listing Agent: Tanja Cisliek (727-480-4155)

Remarks: Under contract-accepting backup offers. Welcome to 1623 Gray Bark Drive in the heart of Oldsmar! This well-maintained 3-bedroom, 2-bath home features a desirable split-bedroom floor plan offering both privacy and functionality. The kitchen has been updated with new countertops, while the refrigerator and microwave have both been recently replaced for added convenience. Major updates provide peace of mind, including a new roof in 2022, A/C in 2023 complete with a UV light sanitation system, interior paint refreshed in 2024, and a brand-new water heater installed in 2025. Step outside and enjoy a backyard designed for relaxation, complete with mature shaded trees creating the perfect setting for entertaining or unwinding after a long day. Residents enjoy extremely low HOA fees while still having access to fantastic community amenities including a pool, playground, and park area. Nature lovers and outdoor enthusiasts will appreciate the neighborhood trail leading directly to R.E. Olds Park, known for its scenic waterfront views, fishing pier, playgrounds, and community events. The home is also just 1.3 miles from Oldsmar Sports Complex, offering sports fields, pickleball courts, playgrounds, walking trails, and recreational activities for all ages. Conveniently located near shopping, dining, and Tampa Bay area attractions, this home combines comfort, updates, and lifestyle all in one.

Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)

Listing Agent: Tamara Wilson (727-743-1501)

Remarks: Under contract-accepting backup offers. Welcome to 2272 Warwick Drive—where timeless elegance meets effortless Florida living. This well-maintained one-story home offers four spacious bedrooms, three full baths, a sparkling screened-in pool and a three-car garage. From the moment you arrive, stately columns and a grand double-door entry set the tone for what’s inside—soaring volume ceilings and an open, light-filled layout designed for both comfortable living and stylish entertaining. The living room is a true focal point, featuring a custom-built wall unit that adds both character and functionality. Peace of mind comes easy with a long list of recent updates, including a new HVAC system, water heater, and pool pump (2025), plus a resurfaced pool (2022) and new pool screens (2024). The beautifully updated eat-in kitchen is the heart of the home, featuring attractive maple cabinetry, granite countertops, a large center island and white appliances—including a new refrigerator (2026) and microwave (2025). Retreat to the oversized primary suite with its own sitting area—your private sanctuary—complete with a remodeled bath showcasing granite counters and refreshed cabinetry. Step outside and unwind in your private backyard oasis, where the pavered patio and screened pool overlooks the berm with no rear neighbors. Located in the exclusive Warwick Hills enclave within East Lake Woodlands, a 24/7 gated, resort-style community spanning 2,200 acres. Membership options available at the newly renovated Ardea Country Club. Indulge in championship golf, premier racquet facilities, a resort-style pool, fitness center, dining, and more. All of this, plus top-rated A schools and an unbeatable Oldsmar location just minutes to shopping, dining, parks, the Pinellas Trail, and Tampa International Airport—makes this home truly exceptional.

Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)

Listing Agent: Marcy Daniels (727-560-8080)

Remarks: PRICE REDUCTION! Now priced below value, this is your chance to own this incredible Key West style pool home on an oversized conservation lot in highly desirable Oldsmar. Located on a cul de sac with no through traffic on nearly an acre of land, with lush tropical landscaping backing up to forested conservation for added privacy. At the main entry is an inviting wraparound porch. Step inside the welcoming foyer to a soaring vaulted ceiling in the great room, which also features a wood burning fireplace and two sets of French doors leading to screened back porches and beyond to a huge rear deck that spans the length of the house and overlooks the large free form pool and spa. The primary suite has two walk-in closets and a remodeled bathroom (2023) with two vanities, a whirlpool tub, tiled walk-in shower, and water closet. The remodeled gourmet kitchen (2022) features stainless steel appliances, Viking dual fuel range with pot filler and vent hood, quartz counters, plentiful cabinetry, and a large island with wine fridge and copper top (durable and naturally anti-microbial/anti-bacterial). Off the kitchen is a half bathroom, a laundry room with utility sink and extra pantry storage, and a wet bar/coffee nook with even more pantry storage. Upstairs are two spacious bedrooms, a loft/office area, and updated hall bathroom (2023). At the top of the house is a railed rooftop platform offering stunning views out to Tampa Bay. The ground floor features covered parking for at least 4 vehicles, spacious storage/workshop areas, and a garage apartment/in-law suite with a bedroom, living/game room, kitchenette, and full bathroom. The circular driveway, side driveway, and large parking pad provide abundant parking for guests, boats, RV, etc. No HOA or CDD. Oldsmar is a waterfront golf cart community known for wonderful parks, quality of life, A rated schools, and convenient access to Tampa International Airport, Gulf beaches, shopping, dining, and more. Schedule your private showing today! As an added bonus, the seller has an assumable government loan at just 2.75%! Call agent for details.

Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)

Listing Agent: James Wheeler, Pa (813-285-1229)

Remarks: 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 features expansive living areas including a formal living and dining room and a large family room with fireplace. New Luxury Vinyl Plank flooring installed in 2026 runs throughout the main living areas, creating a modern and cohesive look, while new carpet installed in 2026 adds comfort to the guest bedrooms. The updated kitchen features granite countertops and stainless-steel appliances, flowing seamlessly into the main living space and breakfast area—perfect for gatherings and everyday living. The spacious primary suite offers direct access to the pool area along with a private bath and generous closet space. Enjoy Florida living at its best with a screened pool and lanai overlooking a tranquil pond, providing both privacy and relaxing water views. The home also features fresh exterior paint completed in 2026 and a 3-car garage, all situated on a generous homesite within this established golf-course community. Residents of East Lake Woodlands have the option to join the Ardea Country Club, a recently renovated club offering two championship golf courses, tennis and pickleball courts, fitness facilities, resort-style pool, and multiple dining venues. The club provides a vibrant social calendar and family-friendly amenities, creating a true country club lifestyle right inside the community. Located just minutes from shopping, dining, top-rated schools, and major commuter routes, this home offers convenient access to Tampa International Airport, Gulf beaches, and the best of the Tampa Bay area. Close to all the Tampa Bay Area has to offer; Championship golf courses, Tampa International Airport, NHL, NFL, MLB events, Grand Prix, PGA events, fine dining, concerts, parks, biking trails, BMX events, and more. Begin Your Paradise Life Today.

Listing is courtesy of: PARADISE LIFE REALTY (727-698-2996)

Listing Agent: Lou Tutko (727-698-2996)

Remarks: Welcome to this beautifully renovated 2-bedroom, 2-bathroom home—perfect for first-time buyers or those looking to downsize without sacrificing comfort. The stunning kitchen, remodeled last year, features elegant quartz countertops and new stainless steel appliances, creating a modern and inviting space for cooking and entertaining. Just off the kitchen, you'll find a very spacious area that can easily serve as a family room, home office, or versatile flex space to suit your lifestyle. Step outside to enjoy the large backyard—perfect for relaxing, gardening, or hosting gatherings. Situated on a quiet street, this cozy yet stylish home is truly move-in ready. According to the owners, the A/C was replaced in August 2018 and the roof was replaced in June 2025, providing added peace of mind for the new owner. Don’t miss this opportunity to own a beautifully updated home with modern finishes and plenty of space to enjoy.

Listing is courtesy of: KELLER WILLIAMS TAMPA PROP. (813-264-7754)

Listing Agent: Aned Pantoja (813-264-7754)

Remarks: One or more photo(s) has been virtually staged. Gorgeous water views of Old Tampa Bay from this custom-built, original-owner home in a prime Oldsmar location, directly across from popular R.E. Olds Park with its amphitheater, fishing pier, playgrounds, sand volleyball and annual fireworks you can enjoy from your front porch. The resort-style backyard features a large inground pool with spa, kiddie pool, spillover fountain and fiberoptic lighting, all within a screened enclosure with covered area for dining and parties. A spacious concrete pad doubles as a basketball court and offers room to store a boat or add a shed, plus parking for 2 cars under carports and a deep driveway that has accommodated 10+ vehicles, with overflow available at the park. Upstairs, the main living level welcomes you through double hurricane-rated doors to beautiful Brazilian hand-scraped wood floors, abundant windows, and an eat-in kitchen with granite counters and arched opening to the living room, along with a formal dining room. An office or bedroom on this level opens via sliding glass doors to a balcony overlooking the pool, and a convenient half bath completes the floor. The bedroom level begins with a newer washer/dryer closet for easy access to all bedrooms. The primary suite offers stunning water views from sliders, the third-level deck and multiple windows, and its ensuite bath was updated in 2017 with new cabinetry, tile and quartz counters; the second full bath was also updated. Major updates include a 2016 roof and 2023 A/C, making this well-maintained home ideal for both everyday living and large gatherings.

Listing is courtesy of: HOMES BY SANDERS REALTY (727-409-6929)

Listing Agent: Mike Sanders (727-409-8000)

Remarks: Under contract-accepting backup offers. Discover an extraordinary tropical sanctuary within the exclusive gated enclave of The Estuary of Mobbly Bay, where timeless elegance meets the serenity of Florida coastal living. Surrounded by lush professional landscaping & stunning custom architecture, this exceptional turn-key executive residence offers an elevated lifestyle designed for luxurious entertaining & peaceful everyday living. This beautifully appointed 5-bedroom, 4-bath custom-built home showcases impeccable craftsmanship & sophisticated design throughout. From the impressive solid wood front door to the soaring 9½-ft ceilings, graceful arched doorways, designer light fixtures, plantation shutters, crown molding, & exquisite designer tile flooring, every detail has been thoughtfully curated to create a refined yet welcoming atmosphere. Additional upgrades include new carpeting, ceiling fans, ample walk-in & built-in closets, window treatments throughout, & irrigation system on reclaimed water. At the heart of the home lies a spectacular chef’s kitchen featuring rich granite countertops, 42" cabinetry with crown molding, custom pull-out drawers, designer tile backsplash, stainless undermount sink, spacious center island, breakfast bar, butler’s pantry & walk-in pantry. Premium KitchenAid appliances, including a gas cooktop & built-in convection oven with microwave complete this exceptional gathering space. The open-concept family room flows seamlessly from the kitchen & is anchored by a striking linear built-in electric fireplace, creating a warm & sophisticated focal point. Elegant formal living & dining areas provide the perfect backdrop for entertaining, while French doors open to the breathtaking outdoor retreat beyond. Step outside & experience your own private resort-style paradise. The expansive pavered lanai surrounds a sparkling heated pool w/ a PebbleTec finish, sun shelf, soothing infinity spa & cascading waterfall, creating a tropical oasis ideal for entertaining or quiet relaxation. Cascading, custom-built waterfall plus two natural gas fire bowls flanking the spa create a unique nighttime experience. Additional upgrades include a new pool pump, natural gas Rinnai instant hot water heater, gas pool heater installed in 2025, pavered driveway, HVAC 2021 & a spacious 3-car garage featuring a brand-new, professionally coated floor finish. The luxurious primary suite serves as a peaceful retreat, highlighted by a stunning board-and-batten accent wall, enormous walk-in closet with custom built-in cabinetry & a spa-inspired bath featuring dual granite vanities with undermount sinks, private water closet, luxurious soaking tub & an oversized walk-in shower. Upstairs, an impressive 685-square-foot bonus area offers exceptional flexibility & privacy, complete with a private bedroom & full bathroom, making it ideal for a luxurious guest suite, theater room, playroom, private guest retreat or additional entertaining space. Perfectly positioned in the heart of Tampa Bay, The Estuary at Mobbly Bay offers convenient access to Tampa, St. Petersburg, local Gulf beaches & Tampa International Airport while maintaining the tranquility of a nature-inspired waterfront community. Residents enjoy proximity to exceptional dining, shopping & three beautiful parks located less than a mile away, including Bicentennial Park, R.E. Olds Park & Veterans Memorial Park. This rare offering captures the essence of luxury Florida living at its finest.

Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)

Listing Agent: Jason Bandy (727-215-5760)

Remarks: Short Sale. Short Sale - Listed price has not been negotiated or approved by the current lender. There is a possibility the list price will not be the accepted contract price. Enter at your own risk. Mold and water damage throughout the property from hurricane flooding. The roof needs to be replaced. The pool caved in from flooding. Walls, and appliances need to be replaced. The only good thing about the home is that two new A/C units have been installed, since the flooding occurred. The home needs a complete rehab. We will be looking for highest and best offers once the property is listed for 10 days.

Listing is courtesy of: GREAT AMERICAN REALTY (813-961-9661)

Listing Agent: Michele Martinez (813-961-9661)

Remarks: Welcome to this impeccably maintained 3 bedroom, 2.5 bath residence in the highly sought-after Hayes Park Village in Oldsmar. Offering approximately 1,392 square feet of thoughtfully designed living space, this home showcases a beautifully renovated kitchen with contemporary finishes, ceramic flooring on the first floor, and carpet flooring on the second floor. The split-bedroom floor plan and abundant natural light create a bright, open atmosphere that is both welcoming and functional. Step outside to a covered porch overlooking a breathtaking pond and a serene conservation area behind it —providing exceptional privacy. Combining generous living space, peaceful privacy, and an unbeatable location, this exceptional home is ready to welcome YOU!

Listing is courtesy of: FLORIDA COMMERCIAL GROUP (813-935-9600)

Listing Agent: Leyla Mohebbi (813-359-7999)

Remarks: Some photos have be virtually staged. Beautifully renovated 3 bedroom 2 bath in desirable Oldsmar neighborhood. Spacious floorplan with a large living area at the front allows flexibily for furniture. The kitchen has a modern feel with and all appliances. Both baths have been tastefully upgraded in a contemporty style and home is move in ready. Convenient inside laudry room is a special feature. You'll love the separate shed and large yard. This home is conveniently located by 2 parks and a public boat ramp.Restaurants, shopping and airport are nearby for your convenience.

Listing is courtesy of: MURRAY BELL REAL ESTATE LLC (813-629-8202)

Listing Agent: Jenny Meers (813-748-8112)

Remarks: Under contract-accepting backup offers. Stunning 3BR/2BA + Bonus Room, Pool Home in Gated East Lake Woodlands – Move-In Ready Resort-Style Living Beautifully updated, turnkey pool residence in the prestigious gated golf community of East Lake Woodlands, Oldsmar, FL. This highly desirable Tampa Bay suburb offers tree-lined streets, top-rated schools (zoned for East Lake area schools), optional private club access (championship golf, tennis, pickleball, fitness, dining & social events), and quick access to TPA airport (~15 min), pristine beaches (~10 miles to Honeymoon Island), shopping, and dining. -FEATURES & RECENT UPDATES - Fully remodeled kitchen (2026): soft-close solid wood white shaker cabinets, Carrera AZe quartz counters, under-cabinet lighting - Fresh Benjamin Moore interior paint throughout (2026); exterior paint (2024) - Luxury vinyl plank flooring in main living areas (2025) - Popcorn ceilings removed (2025) - New roof (2025) - Miami-Dade skylights (2025) - New appliances: dishwasher (2026), washer/dryer (2025), refrigerator (2023) - New A/C (2020) with new compressor (2025) - Screened lanai resurfaced (2024) - RainBird irrigation serviced (2025) - Hurricane-rated garage door & opener (2022) and impact-resistant sliding glass doors (2020) Step into your private backyard oasis featuring a sparkling pool and spacious screened lanai—perfect for year-round Florida entertaining and relaxation. Flood Zone: X (no flood insurance required) Community: Gated, golf & social club optional, top-rated schools. A rare combination of thoughtful recent renovations, timeless appeal, and unbeatable location. Don't miss this paradise in one of Tampa Bay's most sought-after communities!

Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)

Listing Agent: Jenny Neumeyer (727-482-2656)