Oldsmar Homes with Sidewalk Exterior Features

Oldsmar Homes with Sidewalk Exterior Features

Welcome to Oldsmar, Florida—a hidden gem nestled in the heart of Pinellas County! Known for its charming small-town atmosphere and vibrant community spirit, Oldsmar offers a unique blend of suburban tranquility and easy access to the bustling cities of Tampa and St. Petersburg. With its picturesque parks, scenic waterfront, and a myriad of recreational activities, Oldsmar is the perfect place to call home.

One of the standout features of homes in this delightful city is their inviting sidewalk exterior. Imagine taking leisurely strolls along tree-lined streets, where friendly neighbors greet you with a smile. The sidewalks not only enhance the aesthetic appeal of the neighborhood but also promote a sense of community, making it easy to connect with others and enjoy the beautiful Florida weather.

Oldsmar boasts a variety of housing options, from charming single-family homes to modern townhouses, all designed with family-friendly features. Many properties come with well-maintained lawns and gardens, providing a perfect backdrop for outdoor gatherings and playtime. The sidewalks create a safe environment for children to ride their bikes, walk their pets, or simply enjoy the beauty of their surroundings.

Living in Oldsmar means enjoying a lifestyle that balances relaxation with adventure. With nearby parks, recreational facilities, and a vibrant local dining scene, there’s always something to do. Whether you’re a first-time homebuyer or looking to settle down in a welcoming community, Oldsmar is a place where you can truly thrive. Come discover your dream home in this enchanting city today!

Newest Oldsmar Homes with Sidewalk Exterior Features

35 Greenhaven Trail, Oldsmar
$1,049,900
4 Beds ⋅ 3 Baths ⋅ Greenhaven Unit Two SubDv. ⋅ 34677 Zip Code
LUXURY, LOCATION & LIFESTYLE! One of a kind in the highly sought-after gated community of East Lake Woods! Situated on over a quarter-acre cul-de-sac homesite with serene pond views, this completely remodeled single-story residence offers over 3,000 sq. ft., 4 bedrooms, 3 full bathrooms, a 3-car garage, and a spectacular private pool. From the moment you arrive, the expansive driveway and impressive curb appeal make a statement. Enter through the grand double doors and discover soaring 12-foot ceilings, fresh interior and exterior paint, new luxury waterproof vinyl plank flooring throughout, and beautiful plantation shutters. Your eyes are immediately drawn to the sparkling pool and tranquil pond views beyond. The desirable three-way split floor plan provides privacy for family and guests. The spacious primary suite features high ceilings, plantation shutters, and a spa-inspired ensuite. Enjoy the freestanding soaking tub or oversized walk-in shower with rainfall showerhead and body jets. Dual vanities, a dedicated makeup station, and illuminated LED mirror complete this luxurious retreat. At the heart of the home is a stunning open-concept kitchen and family room, perfect for everyday living and entertaining. The remodeled kitchen features brand-new solid wood soft-close cabinetry, hand-selected Taj Mahal quartz countertops, a cooktop with pot filler, and new stainless-steel appliances. A bright breakfast nook overlooks the pool, while the separate butler's pantry offers space for a coffee bar, beverage station, or additional storage. The redesigned wet bar features rich dark cabinetry, ambient lighting, a sink, and built-in wine refrigerator. Additional spacious bedrooms and beautifully remodeled bathrooms showcase designer tile, modern vanities, LED mirrors, and convenient pool access. Step outside to your private backyard oasis! The oversized screened lanai surrounds the pool and offers the perfect setting for year-round Florida living. The impressive outdoor kitchen features Brown Fantasy granite countertops, a new built-in grill, and beverage refrigerator. Enjoy your very own private putting green, peaceful pond views, a brand-new 4-foot fence, and a dedicated fenced-in dog run for your furry family members. Every detail has been thoughtfully updated, creating a truly move-in-ready home. Residents also have the option to join the on-site Ardea Country Club, offering championship golf, tennis, pickleball, a resort-style lap pool, state-of-the-art fitness center, and dining. Conveniently located near highly rated schools, Tampa International Airport, award-winning Gulf beaches, shopping, and dining. Priced below a recent private appraisal! Don't miss this exceptional opportunity to enjoy luxury, comfort, and the best of Florida living. Schedule your showing today!

35 Greenhaven Trail, Oldsmar

2063 Warwick Drive, Oldsmar
$895,000
4 Beds ⋅ 3 Baths ⋅ Warwick Hills SubDv. ⋅ 34677 Zip Code
SPECTACULAR PRESERVE VIEW! Enjoy the privacy and solitude of this beautiful home backing to the 8500 acre Brooker Creek Preserve with frequent sightings of dear and wildlife. Great curb appeal with custom glass front doors, landscaping and lighting. The interior of the home features a split floor plan with 4 bedrooms, an office and 3 full baths. The back bedrooms would also make a great in-law suite or media room. Entertain formally in the living and dining room with preserve view or casually poolside with heated pool and spa. The gourmet kitchen is the heart of the home with granite counters, abundant cabinets and counter space, stainless appliances and a breakfast nook. The kitchen opens to the family room and the outdoor pool and preserve view. The owner’s suite is a retreat with pool and patio access, walk in closet with custom shelving, crown molding and plantation shutters. The en-suite bath is complete with granite counters, double sinks, garden tub and walk in shower. Additional features include a security system, crown molding, in home vacuum, motorized window coverings, gas fireplace, outdoor lighting and plantation shutters. Live the Florida lifestyle! Take a dip in the heated salt pool, soak in the spa or unwind on the expansive deck overlooking the preserve. The outdoor kitchen has a gas grill and sink. An additional patio in the backyard is great for entertaining. The expansive backyard is private and perfect for sports, children and pets. LOCATION! Live on a quiet street in the Warwick Hills subdivision of Eastlake Woodlands. Eastlake Woodlands is a golf and tennis community with two renowned golf courses and clubhouse. Membership in the newly remodeled premiere Ardea Country Club is required to enjoy golf, tennis, pickle ball, swimming pools, child activity center and newly refurbished gym. Eastlake Woodlands is central to all dining, shopping and highly rated schools. A short drive will take you to all area beaches, activities and the Tampa International Airport. Be sure to watch the video and look at the 360 interior views!

2063 Warwick Drive, Oldsmar

260 Balsam Drive, Oldsmar
$205,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cluster Homes SubDv. ⋅ 34677 Zip Code
Virtually Staged. Welcome home to this beautiful 2-bedroom, 2-bathroom villa nestled within the highly desirable gated community of East Lake Woodlands! Offering an exceptional blend of comfort, style, and functionality, this inviting residence features a desirable split-bedroom floor plan designed to provide privacy for both owners and guests. Step inside to discover a spacious, light-filled living room, perfect for everyday living and entertaining. A dedicated dining area and charming wet bar create the ideal setting for hosting family and friends. The well-appointed kitchen features a full appliance package, abundant cabinetry, and generous counter space, providing both convenience and functionality. The spacious primary suite offers a peaceful retreat, complete with a walk-in closet and private en-suite bathroom featuring a large walk-in shower. The secondary bedroom is conveniently located near a full guest bathroom, providing comfort and privacy for visitors. An expansive additional family room offers versatile living space, ideal for a media room, home office, or relaxing entertainment area. Enjoy the best of Florida's indoor-outdoor lifestyle with two inviting outdoor spaces! Sliding glass doors lead to a private, fenced front courtyard, perfect for enjoying your morning coffee, outdoor dining, or simply unwinding in a tranquil setting. At the rear of the home, a generously sized enclosed porch provides additional space for relaxing or entertaining year-round. Located within the beautiful, gated East Lake Woodlands community, residents have the opportunity to enjoy an array of exceptional amenities through optional club membership, including championship golf, tennis, fitness facilities, dining, and a variety of social activities. Surrounded by lush landscaping and a peaceful atmosphere, this sought-after community offers a wonderful Florida lifestyle. Conveniently situated near shopping, restaurants, entertainment, medical facilities, and major roadways, this villa combines the tranquility of gated community living with easy access to everyday conveniences. Don't miss this wonderful opportunity to own a beautiful villa in one of the area's most desirable communities. Schedule your private showing today and experience all that East Lake Woodlands has to offer!

260 Balsam Drive, Oldsmar

380 Rosalind Lane, Oldsmar
$569,999
3 Beds ⋅ 3 Baths ⋅ Bay Arbor SubDv. ⋅ 34677 Zip Code
Virtually Staged. PRICED TO SELL!!! Make your appointment now as it will sell quickly at this price! Plus this house has 400 sq. ft. MORE than most homes on market in the neighborhood and there are no back yard neighbors! Enjoy the comfort and character of this beautifully maintained 3 bedroom, 2.5 bath home tucked away on a quiet cul-de-sac in the gated Bay Arbor community of Oldsmar. Set on a wooded lot with no rear neighbors, this inviting two-story home blends classic architectural details with modern updates and thoughtful touches throughout. Recent improvements include a NEW AC (2026), NEW ROOF (2022), NEW screen enclosure (2024) and Impact-Resistant Hurricane Windows (2022)! This house is ready to move in with all the major updates necessary for peace of mind!. Inside, high ceilings and an open upstairs overlook create an airy sense of space, while porcelain tile and wood flooring, decorative chandeliers, and a gorgeous dark-stained staircase add character and style. The main floor offers a combination living and dining room, along with a spacious kitchen, dinette, and family room combination designed for everyday living and entertaining. The updated kitchen features clean, crisp cabinetry in a functional U-shaped layout, quartz countertops, stainless steel appliances, and a convenient breakfast bar with additional seating. Just beyond, sliding glass doors connect the family room to the partially covered, screened patio, where decorative brick pavers create an inviting outdoor space to relax or gather with friends and family. Beyond the patio, a large vinyl-fenced backyard backs to a wooded setting, providing added privacy and a peaceful backdrop. Upstairs, a spacious bonus room or loft provides additional flexibility for a media room, home office, or second living area. The conveniently located laundry room and all three bedrooms are also on the second floor. The generously sized primary suite features a walk-in closet and an updated, spa-like ensuite bath complete with a dual-sink vanity, soaking tub, and separate shower. Two additional spacious bedrooms share a full guest bathroom and shower. Bay Arbor offers a desirable gated neighborhood setting with a community pool, playground, and recreational facilities, while the surrounding Oldsmar area provides plenty of opportunities to enjoy the outdoors. Nearby attractions include Mobbly Bayou Wilderness Preserve and Mobbly Beach Park, along with miles of walking and biking trails, waterfront recreation, and local dining and shopping. With its combination of thoughtful updates, versatile living spaces, private backyard setting, and convenient location, this home offers a wonderful opportunity to enjoy all that Oldsmar and the Tampa Bay area have to offer!

380 Rosalind Lane, Oldsmar

90 Evelyn Court, Oldsmar
$269,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cluster Homes SubDv. ⋅ 34677 Zip Code
Virtually Staged. OPPORTUNITY KNOCKS! This 2-bedroom, 2-bath East Lake Woodlands villa offers a stunning water view & is competitively priced for a prompt sale! The elevated, expanded living space has tile &/or laminate flooring throughout, & a small deck overlooks the water, a peaceful & serene spot for your outdoor chairs. The walls have been freshly painted in a neutral color, & the home has also been professionally cleaned so it sparkles. The updated kitchen features an island, granite countertops, a newer window, & ample wood cabinetry. Major system updates include the HVAC (2024), water heater (2023), electrical panel (2022), & roof (2020). The home does need a few cosmetic updates, but at this price you have room to make it your own. There is also a warranty paid for to cover a buyer for the first year of ownership from Americas Preferred Home Warranty which allows you to use your own contractors for any covered repairs. PLUS, you are within East Lake Woodlands, a premier country club community with major amenities available to members of Ardea Country Club (private). If you like golf, tennis, pickleball, putting greens, a clubhouse with a fitness center, two pools, restaurant and snack bar plus more....this is the place for you! (club membership requires an additional fee, please contact Ardea for more information). No other villa on the market matches this location & view, so don't wait. Schedule your showing today!

90 Evelyn Court, Oldsmar

166 Manta Circle, Oldsmar
$234,900
2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code
Spacious 1992 Jacobsen home with 1,444 square feet of living area, now available in the desirable 55+ Gull-Aire Village community. Ideally located on Manta Circle, this home features an open floor plan that is perfect for entertaining, a bonus room suitable for a home office or den, a large indoor laundry room, and new baseboards throughout. Recent updates include a TPO roof and windows installed in 2020, a new water heater installed in 2025, and a new air-conditioning system installed in 2019 with a warranty contract through 2028. The exterior was freshly painted in October 2026. Additional features include two storage sheds for bikes, tools, or workshop space and a welcoming screened porch at the front of the home. Gull-Aire Village offers an active, well-maintained, pet-friendly community with a vibrant clubhouse, heated pool and spa, pool table, shuffleboard, bocce ball court, bingo, card games, line dancing, and other regular activities. Golf-cart-friendly streets make getting around the neighborhood easy and enjoyable. The HOA fee is just $70 per month, and ownership includes the land—there is no lot rent. Conveniently located across from AMC Theatres, Bealls, Marshalls, Ulta Beauty, PetSmart, Five Below, and Dollar Store, with numerous dining options nearby, including Shaker & Peel, Craft Street Kitchen, Mandolas, Country Pizza Italian Grill, and Eves Family Restaurant. Super Walmart, Publix, and Countryside Hospital are approximately 10 minutes away. Enjoy easy access to a scenic canal-side biking and walking trail within the community, as well as the beautiful beaches of Honeymoon Island and Caladesi State Park, approximately ten miles away. Room sizes are approximate.

166 Manta Circle, Oldsmar

303 Vaudeville Row, Oldsmar
$666,625
3 Beds ⋅ 4 Baths ⋅ Odeon SubDv. ⋅ 34677 Zip Code
Under Construction. The Soprano is a three-story townhome offering modern luxury in the heart of Downtown Oldsmar. Thoughtfully designed for a flexible lifestyle, this beautifully appointed residence features luxury vinyl plank flooring throughout the entire home, including all staircases, creating a seamless design. The first floor welcomes you to a spacious two-car garage and a unique live/work space perfect for a home office, fitness room, or guest space. The first-floor half bath also has the option to convert into a full bathroom, adding more flexibility. The main living level showcases an expansive open-concept design with a spacious living and dining area flowing effortlessly into a gourmet kitchen. The space features a large center island, quartz countertops, gray cabinetry, tile backsplash, and Kohler fixtures. A generous flex room and full bath provide possibilities for a home office, fitness space, or media room. Two spacious outdoor living spaces create additional space for hosting or relaxing. The third floor offers a primary suite complete with a walk-in closet, private balcony, and spa-inspired bath featuring floor-to-ceiling tile, quartz countertops, and gray cabinetry. Two additional bedrooms share a well-appointed full bath with designer finishes, while a conveniently located laundry room adds everyday convenience. This home is under construction, and the photos shown are of a previously built home. For more details, please contact our sales team.

303 Vaudeville Row, Oldsmar

109 Lakeside Drive, Oldsmar
$199,900
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Condo SubDv. ⋅ 34677 Zip Code
Welcome to this stunning, ground floor 2 bedroom to 2 bath condo in a guarded and gated community of East Lake Woodlands, where you can enjoy a maintenance-free Florida living at its best. Step inside and discover the seamless combination of quality updates with comfort. The spacious living and dining areas flow seamlessly together, creating an inviting, open atmosphere perfect for entertaining or simply relaxing at home. The well-appointed kitchen features a breakfast nook, convenient breakfast bar with a pass-through to the dining area, making both casual meals and gatherings a breeze. The desirable split-bedroom floor plan provides privacy, while the generously sized primary suite is a true retreat, featuring THREE walk-in closets! Additional highlights include plantation shutters throughout, living room fireplace, and an enclosed, all-weather Florida room overlooking a pond. Imagine starting your mornings with coffee while enjoying the serene water views or unwinding in the evening surrounded by nature. Enjoy the convenience of a lock-and-leave Florida lifestyle, with monthly condo fees covering basic cable, internet, water, sewer, and trash removal. Less time worrying about maintenance means more time enjoying everything Florida has to offer! Nestled within the well-established East Lake Woodlands community, residents enjoy the comfort of guarded entry. For those seeking an active, resort-inspired lifestyle, optional membership to Ardea Country Club offers access to golf, tennis, pickleball, fitness facilities, clubhouse amenities, and more. Location is another standout feature! Conveniently situated near shopping, restaurants, parks, entertainment, and everyday essentials, with easy access to Tampa International Airport and St. Pete-Clearwater International Airport. Whether you're looking for a full-time residence or a seasonal Florida getaway, this exceptional ground-floor condo checks all the boxes! Beautiful updates, spacious living, pond views, and a sought-after gated community make this an opportunity you won't want to miss. Come experience the charm, comfort, and convenience of East Lake Woodlands living!

109 Lakeside Drive, Oldsmar

1334 Fallsmeade Court, Oldsmar
$899,000
3 Beds ⋅ 3 Baths ⋅ Aberdeen Unit Two SubDv. ⋅ 34677 Zip Code
Luxury, privacy and breathtaking water views come together exceptionally in this home located in the desirable subdivision of Aberdeen in the gated golf community of East Lake Woodlands. Nestled on a cul de sac and perfectly positioned to be set back and angled from other homes, this residence affords real privacy. An approximately 200-foot-deep lot with neighbors on only one side along with an extended driveway gives the feeling of your own resort-style retreat - and it's Zone X which does not require flood insurance. From its striking architecture and stone-accented columns, this stunning three-bedroom-plus-office, two-and-a-half-bath, three-car garage home offers an impressive blend of elegance and thoughtful design. Step inside through the elegant double-glass entry doors and travertine foyer and immediately enjoy serene views extending through the home to the pool and water beyond. Soaring ceilings, crown molding and beautiful hardwood flooring create a memorable impression. Located at the front of the home, the office or den exudes an elegant, comfortable style and is highly versatile with ample room for a home office, den, exercise room or other possibilities. Inviting describes the dining room with warm natural light, exquisite chandelier and open flow to the living room so perfect for gatherings. French doors from the living room, breakfast area and primary suite provide an effortless connection to the covered lanai and private backyard retreat. The well-appointed kitchen features custom wood cabinetry including built-in glass display cabinets with serving space, a center island with bar seating and copper vegetable sink plus gleaming granite countertops accented with beautiful sparkle. Open to the kitchen, the family room offers a custom-designed stone fireplace that adds warmth and ambiance. A custom-designed entertainment center is nestled in the corner and can be removed since the owners kept original additional windows in place. Two generously sized secondary bedrooms provide comfortable accommodations and have access to the full bath updated with wood cabinetry and stunning tile accents. Measuring approximately 29 feet long, the primary suite provides luxury complete with sitting area to feel truly pampered. Classic touches continue in the updated primary bath with expansive dual vanities, gorgeous tile selections and large soaking tub. Outside, the covered living area is ideal for relaxing, dining and enjoying the beautiful water views in complete privacy. A special waterfall highlights the pool and spa with Mexican tumbled marble, creating a calming atmosphere in the lushly landscaped backyard. Additional highlights include a tile roof installed in 2012 and sleek, special-order Clopay high-impact garage doors and propane gas for the fireplace, outdoor grill and water heater. As a second residence, this home has been gently lived in and well maintained. From the secluded setting to the elegant finishes and serene water views, this is a true sanctuary that must be seen to be fully appreciated. For additional fees, optional memberships are available to Ardea Country Club, featuring two golf courses, a fitness center, tennis and pickle ball and pools as well as dining and special events and activities. And enjoy a premier location providing convenient access to Tampa International Airport, award-winning Gulf beaches, medical facilities, fine dining, professional sporting events and all Tampa Bay area has to offer.

1334 Fallsmeade Court, Oldsmar

238 Pelican Drive N, Oldsmar
$196,000
2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code
Virtually Staged. Discover the perfect blend of comfort, convenience and coastal charm in this beautifully maintained, move-in ready, 2-bedroom, 2-bathroom, nestled in the heart of Oldsmar, Florida! Featuring a relaxed coastal vibe, this inviting home offers spacious living, dining and kitchen areas, newer stainless-steel appliances, updated bathroom vanities, beautiful laminate flooring, updated subflooring throughout, fresh paint throughout, a newer vapor barrier, and an open-concept layout. The generously sized primary suite features a spacious walk-in closet, an en-suite bathroom, with a separate garden-like tub, a separate water closet with walk-in shower creating a comfortable space to unwind. Located in the highly desirable 55+ community of Gull-Aire Village, this golf cart-friendly neighborhood offers an exceptional lifestyle with resort-style amenities including a spacious clubhouse, large, heated pool and spa, library, enclosed shuffleboard court, bocce ball court, and an active calendar of social events and activities. Enjoy the added advantage of owning the land with an affordable monthly HOA fee of just $70. One pet of any size is welcomed and two boat and RV storage areas are available for a low monthly rental fee. You’ll love the unbeatable location is less than a mile from Woodlands Square and just minutes to everyday conveniences. Honeymoon Island Beach is approximately 9 miles away, Mease Countryside Hospital among other health facilities are approximately 2 miles away, St.Pete/Clearwater Int'l Airport is a quick 11-miles away and Tampa Int'l Airport is only a 15-mile drive. For those of you who enjoy the outdoors, the adjacent walking, running, and biking trail along Canal Way leads directly to picturesque Sheffield Park, offering another wonderful way to embrace Florida’s outdoor lifestyle. Whether you’re socializing at the clubhouse, relaxing by the sparkling pool, or simply soaking in the tranquil pond views, you’ll appreciate the welcoming atmosphere and vibrant lifestyle that make Gull-Aire Village such a special place to call home. Don’t miss this opportunity to enjoy affordable Florida living in a desirable, amenity-rich community. Schedule your private tour today! (Room dimensions are approximate and should be verified by the Buyer.)

238 Pelican Drive N, Oldsmar

608 Timber Bay Circle E, Oldsmar
$299,000
3 Beds ⋅ 2 Baths ⋅ Shoreview Ph I SubDv. ⋅ 34677 Zip Code
Welcome home to this beautifully maintained and thoughtfully updated 3-bedroom, 2-bath residence in the heart of Oldsmar! Offering the perfect blend of comfort, character, and peace of mind, this home is ready for its next owners to move right in and start enjoying the Florida lifestyle. With NO HOA fees, this property offers added peace of mind along with valuable updates throughout. The roof was replaced in 2020 and features hurricane straps, while additional improvements include select insulated windows, an impact-resistant bathroom window and patio doors (2019), an insulated impact garage door, and a new electrical panel in 2023. Beautiful oak hardwood flooring, installed in 2022 with sound-reducing underlayment, adds warmth and timeless appeal throughout the home. The kitchen is full of character, featuring gorgeous Silestone Copper Mist waterfall countertops, slate tile flooring, and a newer sink. Both bathrooms have also been tastefully updated with modern finishes, creating a comfortable, refreshed feel throughout. One of the home's standout features is the air-conditioned garage, offering wonderful flexibility for extra storage, a workshop, hobbies, or a space to make your own. Step outside and enjoy your morning coffee on the front porch, relax in the screened lanai, or unwind in your own private backyard retreat. Need room for your toys? The additional front parking pad is ideal for a boat, golf cart, or RV! Located in a golf cart-friendly community, you'll love being just minutes from local parks, boat ramps, kayak launches, and Oldsmar's popular community events. Tampa International Airport is approximately 12 miles away, making travel convenient while allowing you to enjoy the comfort and charm of your own neighborhood. No HOA fees, meaningful upgrades, inviting outdoor spaces, and a location that makes enjoying Florida easy! This home truly deserves a closer look! The sellers are motivated and ready to make a deal, creating an excellent opportunity for the next fortunate homeowner to make this special property their own. Come see all that Oldsmar has to offer. You may just find the home you've been waiting for!

608 Timber Bay Circle E, Oldsmar

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