Oldsmar Homes with Street Lights Community Features

Oldsmar Homes with Street Lights Community Features

Welcome to Oldsmar, Florida – a hidden gem nestled in the heart of Pinellas County! This vibrant city, located just a stone's throw from the stunning Gulf Coast, offers a perfect blend of suburban charm and urban convenience. With its lush parks, scenic waterfront, and a warm community spirit, Oldsmar is the ideal place for families, retirees, and anyone looking to embrace a laid-back lifestyle.

Oldsmar is renowned for its picturesque streets lined with beautiful homes, many of which are nestled within the desirable Homes with Street Lights community. This feature not only enhances the aesthetic appeal of the neighborhood but also ensures safety and convenience for evening strolls or late-night outings. Imagine coming home to a well-lit street that welcomes you with open arms, creating a sense of security and comfort for you and your loved ones.

Residents of Oldsmar enjoy access to a plethora of recreational activities, including the serene Oldsmar Lake and the expansive Mobbly Bayou Wilderness Preserve, perfect for outdoor enthusiasts. With excellent schools, diverse dining options, and a variety of local shops, everything you need is just a short drive away.

Whether you're seeking a cozy family home or a vibrant community to retire in, Oldsmar offers an inviting atmosphere that feels like home. Experience the charm of this delightful city, where friendly neighbors and beautiful surroundings come together to create a community you’ll love to be a part of. Come discover the magic of Oldsmar, where your dream home awaits!

Newest Oldsmar Homes with Street Lights Community Features

$149,900
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Condo SubDv. ⋅ 34677 Zip Code
Maintenance free condo living within the prestigious gates of East Lake Woodlands! Pride of ownership abounds in this well maintained first floor unit offering just under 1,100 sq ft of fine Florida living with 2 bedrooms, 2 bathrooms and a convenient covered carport. Open concept floor plan with a great room that combines living and dining spaces ideal for family gatherings and entertaining. Living and entertaining space is extended outside with sliding glass doors leading to a lanai looking out on the community’s well-manicured green spaces. A serene setting for morning coffee or afternoon cocktails. The lanai also houses a convenient storage closet. The spacious kitchen includes an eat-in area and features tile flooring. The appliances include a ceran top range, built-in microwave, refrigerator (5 yrs old) and dishwasher. Privacy prevails with an ideal split bedroom layout. The primary bedroom is located just off the living room and offers generous storage boasting 2 walk-in closets and an additional wall closet and the room offers a sliding glass door to the lanai. The ensuite features a single vanity with dressing area and a walk-in shower. The secondary bedroom is located on the opposite side of the home and features laminate flooring, a wall closet & ceiling fan. The hall bathroom is designed with a single vanity and a tub/shower combination. The hallway laundry closet is perfectly situated for ideal convenience, and the seller is generously including the washer and dryer. Additional features include AC 2022, WH 2022. The HOA includes exterior and grounds maintenance, community pool, water, sewer, trash, cable, internet. This condo is just steps away from the community pool! The home is zoned for exceptional schools and near to all, restaurants, shopping, medical and of course the famed Gulf beaches are nearby. The recently renovated Ardea Country Club lies within the gates of East Lake Woodlands. The club offers several levels of membership and has an impressive array of amenities including 2 championship golf courses, 2 resort style heated pools, 12 pickleball courts, 14 clay tennis courts, state-of-the-art fitness center, restaurant and bar. Magnificent home in a convenient location… carefree Florida living!

129 Nancy Drive, Oldsmar
$530,000
3 Beds ⋅ 3 Baths ⋅ Seaside Estates SubDv. ⋅ 34677 Zip Code
Endless sunsets create this picture perfect location in Seaside Estates, situated on Old Tampa Bay, where everyday living feels like a vacation. This townhome has 3 bedrooms, 3 bathrooms, and 1,834 square feet of thoughtfully designed living space. Upstairs on the main living level, high ceilings, skylights, and oversized windows frame breathtaking open-water views and unforgettable sunsets. A spacious bedroom with a full bath is also located on this level, ideal for guests or flexible living. The top floor is home to the owner’s suite retreat, complete with a private balcony, double walk-in closets, a garden tub, separate shower, and dual vanities. An additional bedroom with a full bath and a conveniently located laundry area complete the upper level. The first level features a tandem 3 car garage offering enough space to store your water toys and vehicles. There is newly installed epoxy flooring, extra storage under the stairs, and a covered patio perfect for a grill. A deeded boat slip with a new 7000lb. electric lift is right outside the unit. Just steps from the pool, spa, and tennis courts, this community invites an active waterfront lifestyle. Launch a kayak into nearby mangroves, stroll the expansive boardwalk while watching dolphins and manatees, or enjoy the heated pool, playground, picnic areas, and harbor views. With minimal pet restrictions and HOA fees that include roof, exterior paint, water, sewer, exterior insurance, trash and amenities, living here is truly effortless. Located in the heart of Oldsmar, you’re just steps from R.E. Olds Park, a 15-acre waterfront park offering sweeping views of Tampa Bay. From seasonal festivals and community events to a 400-foot fishing pier and playground, this vibrant park is truly an extension of your neighborhood. With Pinellas beaches, Tampa International Airport, and downtown Tampa all nearby, you’ll enjoy easy access to everything the Tampa Bay area has to offer.

158 Brent Circle, Oldsmar
$247,000
2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code
Experience the charm of Gull-Aire Village 55+ in this beautifully renovated home, ready for its next owners. Boasting a spacious 1,320 square feet with stylish laminate flooring throughout, this residence is perfect for entertaining and comfortable living. The split-bedroom layout ensures privacy for both you and your guests, while both bathrooms feature luxurious walk-in showers for added convenience. The Chefs kitchen is a culinary delight, featuring an inviting island, sleek granite countertops, and an abundance of cabinets for optimal storage. Adjacent to the kitchen, the dining area impresses with built-in cabinetry, ideal for a coffee bar or entertaining bar. Elegant barn doors lead from the dining area into the cozy family room, where the indoor laundry—complete with washer and dryer—offers practicality and ease. Carport offers side-by-side parking. Embrace an active lifestyle at the vibrant clubhouse, the heart of the community, events and offering amenities such as a pool table, shuffleboard, bocce ball court, and a heated pool and spa. Stay engaged with regular activities. Golf cart-friendly streets make navigating the neighborhood effortless! Enjoy affordable living with HOA fees at only $70 per month. Bring one pet of any size, and a second pet is allowed with a doctor's note for emotional support. Best of all, you own the land. Conveniences are at your fingertips, like AMC Theatres, Bealls, Marshalls, PetSmart, Five Below, and Dollar Store just across the street. Savor local flavors at Shaker & Peel, Craft Street Kitchen, Mandolas, Country Pizza Italian Grill, and Eve's Family Restaurant. Essential retailers such as Super Walmart and Publix, along with Countryside Hospital, are only minutes away. Outdoor enthusiasts will love the proximity to the stunning beaches of Honeymoon Island and Caladesi State Park, just ten miles away. A scenic biking and walking trail along the canal are easily accessible from within the community. Room sizes are approximate. Do not miss your chance to experience the best of Oldsmar living in one of the area’s most sought-after communities.

407 Dolphin Drive S, Oldsmar
$495,000
3 Beds ⋅ 2 Baths ⋅ Hunters Trail Twnhms SubDv. ⋅ 34677 Zip Code
Virtually Staged. Enjoy a serene setting, spacious floor plan and best of all, less maintenance! Welcome home to 900 Lucas Lane in the coveted Hunter’s Trail subdivision nestled in the gated, golf community of East Lake Woodlands. You can have it all with the privacy of a 1-story, end unit villa with gorgeous views, 3 bedrooms, 2 baths and 2-car garage with a long driveway providing plenty of parking for family and guests - all with less maintenance worries. No more yard work or pool maintenance - enjoy the Florida lifestyle and feel at ease when away from home since much is taken care of for you with a reasonable fee that includes lawn care, building maintenance including roof which was just replaced in 2026, cable television and internet, trash collection and recycling plus access to a sparkling community pool just steps away. From the moment you walk inside, you’re greeted with an inviting open floor plan with vaulted ceilings and a great room with living and dining space as well as glass sliders and a wood-burning fireplace and built-ins. Additional dining space is available in the bright eat-in area in the kitchen overlooking the beautiful water view. The kitchen also features plantation shutters and is well-equipped with GE and Whirlpool appliances as well as Bosch dishwasher, plenty of cabinetry and storage and a rolling cart for use as a center island or additional serving space off to the side – flexibility for different needs and occasions. The primary suite features glass sliders leading to the lanai, 2 walk-in closets with built-ins and a spacious bath with double vanities, a soaking tub and large walk-in shower. With a split floor plan, the 2nd and 3rd bedrooms each afford privacy for family and guests, plenty of natural light and generous built-in closets. The expansive screened enclosure with gorgeous pavers is a true retreat and spans the rear of the home overlooking a peaceful pond view and gazebo—an ideal, private setting for sipping morning coffee, enjoying an evening glass of wine, reading a book or simply taking in the calm surroundings. This home is located in the preferred Zone X which does not require flood insurance when financing. A new water heater was installed in 2023, new roof installed in June 2026 and brand new carpet and interior paint in July 2026. The washer and dryer are also included in the sale. For those who want even more to enjoy, optional memberships are available to Ardea Country Club, offering two championship golf courses, a fitness center, heated lap and freeform pools, poolside cafe, pickleball and tennis, casual and fine dining plus a full calendar of events and activities. Perfectly positioned and convenient to Tampa International Airport, medical facilities, beaches, parks, shopping and more, this home offers the ease, comfort and lifestyle you have been looking for in an ideal setting.

900 Lucas Lane, Oldsmar
$289,900
2 Beds ⋅ 2 Baths ⋅ Heatherwood Unit One Condo SubDv. ⋅ 34677 Zip Code
Maintenance free condo living in the sought after community of “Heatherwood” within the gates of prestigious East Lake Woodlands! This lovely first floor, fully remodeled end unit offers you over 1,200 sq ft of fine Florida living. Boasting 2 bedrooms, 2 bathrooms and 1 car garage, this modern open concept floor plan is ideal for family gatherings and entertaining. Lavish comfort from floor to ceiling as you enter to luxury vinyl flooring and soaring ceilings in the spacious great room with an abundance of natural light in your living and dining areas. Gorgeous, updated kitchen overlooks the great room with a convenient breakfast bar, white soft close cabinetry including cabinet pantry, granite countertop, dual undermount stainless steel sink and SS appliances including a ceran top range (2025), built-in microwave, dishwasher (2025) and 3 door refrigerator (2025). Extend your living and entertaining outdoors through the sliding glass doors to the screened lanai area with generous outdoor seating space for family enjoyment. The luxury vinyl flooring continues throughout the ideal split bedroom layout. Privacy prevails! The primary bedroom is located off of the great room and offers an elegant double door entry. The ensuite features white, soft close cabinetry, dual vanities with granite countertops, undermount sinks, linen and wall closets, a full walk-in shower with designer tile accents, ledge seat and glass door. The secondary bedroom is located on the opposite side of the home and features a wall closet & ceiling fan. The updated hall bathroom is designed with a single vanity, granite counter with undermount sink, and a tub/shower combination. A perfectly situated hallway laundry closet leads to the garage. Additional features include AC 2020, WH 2024. The HOA includes exterior maintenance and grounds, community pool, water, sewer, trash, cable, internet and exterior insurance. This premium homesite is just steps away from the community pool! The home is zoned for exceptional schools and near to all, restaurants, shopping, medical and of course the famed Gulf beaches are nearby. The recently renovated Ardea Country Club lies within the gates of East Lake Woodlands. The club offers several levels of membership and has an impressive array of amenities including 2 championship golf courses, 2 resort style heated pools, 12 pickleball courts, 14 clay tennis courts, state-of-the-art fitness center, restaurant and bar. Magnificent home in a prime, convenient location… carefree Florida living!

215 Clays Trail, Oldsmar
$437,500
3 Beds ⋅ 3 Baths ⋅ Bayside Terrace SubDv. ⋅ 34677 Zip Code
Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhome (NEVER FLOODED) in one of Oldsmars most desirable waterfront gated communities. This move-in-ready home offers comfort, convenience and low-maintenance resort style living. The open-concept layout is designed for both everyday comfort and effortless entertaining, featuring a spacious living and dining area filled with natural light. Inside features new carpeting in all bedrooms, new ceiling fans throughout, in wall pest system and a recently serviced HVAC system. The open layout is perfect for everyday living and entertaining. Enjoy the screened-in lanai, ideal for relaxing, gardening, or morning coffee. The pet-friendly community offers sidewalks and green space for outdoor enjoyment. HOA covers water, trash, cable, high-speed internet, exterior maintenance, and 24-hour virtual guard service, providing exceptional value and ease of living. Community amenities include a fitness center and resort-style pool overlooking the Bay. Conveniently located near shopping, dining, parks, Gulf beaches, top-rated schools and both Tampa International and PIE airports. Assumable Mortgage Available! *If qualified* Whether you're searching for a primary residence, or luxury vacation home, this exceptional resort style townhouse community delivers a low-maintenance lifestyle, comfort, and location in one impressive package.

1309 Sunset Wind Loop, Oldsmar
$599,999
3 Beds ⋅ 2 Baths ⋅ Cross Creek SubDv. ⋅ 34677 Zip Code
HUGE PRICE IMPROVEMENT!!! 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 charm. The heart of this home is undoubtedly the kitchen, featuring beautiful wood cabinets equipped with convenient pullout shelves and exquisite Corian countertops, perfect for culinary adventures or casual gatherings with family and friends. The spacious living area is accentuated by a cozy wood-burning fireplace and the en-suite bedroom is a true retreat, complete with sliding doors that lead to an enclosed lanai, where you can soak in serene pond views while sipping your morning coffee or unwinding after a long day. The en-suite bathroom comes equipped with a walk-in shower, walk-in bath and dual sinks. This property goes beyond aesthetics; it’s loaded with practical features too. Enjoy the benefits of a tankless water heater, new AC and a water treatment system that ensure your comfort and peace of mind. Plus, the home is scheduled to be freshly painted in October and the roof was replaced in 2013, providing you with years of worry-free living. Step outside and discover a world of leisure just across the street. A heated pool and spa await, offering the perfect escape to relax and rejuvenate. Nestled in a vibrant golf community, you’ll find yourself just moments away from an array of shops, delightful restaurants, and the stunning beaches that the area is known for. The proximity to the airport adds an extra layer of convenience for those who love to travel. This exquisite home in Cross Creek of Eastlake Woodlands is not just a house; it’s a lifestyle waiting to be embraced. Don’t miss your chance to own this enchanting property that beautifully combines luxurious living with the serenity of nature. Schedule your private tour today and step into the life you’ve always imagined!

1469 Riverdale Drive, Oldsmar
$200,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Woodlake Run SubDv. ⋅ 34677 Zip Code
PRICE REDUCED!! Call to schedule your private showing of this beautifully furnished 2-bedroom, 2-bath upstairs condominium in the highly desirable gated community of East Lake Woodlands. Perfectly positioned in a quiet setting, this light-filled home welcomes you with soaring vaulted ceilings and an abundance of natural light streaming through the upper windows, creating a bright and spacious atmosphere you'll love coming home to. Designed for comfortable Florida living, this fully furnished condo is move-in ready. Snowbirds and seasonal residents can simply bring their clothes and groceries—everything else is already here, making your Florida getaway effortless. Enjoy refreshing breezes from two private screened patios. Sip your morning coffee as the sun rises or relax in the evening with your favorite beverage while taking in the peaceful surroundings. The screened balcony is accessible from both the spacious living room and the primary bedroom, creating a seamless indoor-outdoor lifestyle. The split-bedroom floor plan offers privacy for both owners and guests. The generous primary suite features a large walk-in closet and a private en-suite bathroom, while the guest bedroom is thoughtfully separated by the guest bath and closets, making it ideal for family and visitors. A convenient laundry closet with a washer and dryer is located on the screened kitchen patio and is easily accessible from both the kitchen and the guest bedroom. East Lake Woodlands is a beautifully maintained 24-hour guard-gated golf community where residents enjoy secure access with resident vehicle passes and a peaceful country club atmosphere. Optional memberships offer golf, tennis, fitness, dining, and social activities. Located at the corner of Tampa Road and East Lake Road, you'll be just minutes from grocery stores, shopping, restaurants, medical facilities, and entertainment, with beautiful Gulf beaches and Tampa International Airport only a short drive away. Whether you're looking for a seasonal retreat or a full-time Florida residence, this exceptional condo offers comfort, convenience, and the carefree lifestyle you've been dreaming about.

124 Woodlake Wynde, Oldsmar
$229,900
2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code
Just listed in Gull-Aire Village! This beautifully furnished 1993 Jacobsen is nestled in a peaceful location and eagerly awaits its new owner. Boasting 1,521 square feet, the open floor plan invites you to enjoy spacious living and effortless entertaining. An expansive 11x19 (209 square feet) Florida room, which adjoins the kitchen and family room, provides even more space for relaxation and gatherings, and is not included in the square footage. The home’s inviting layout truly makes it a perfect place to host friends and family. The living room is exceptionally bright and airy, thanks to custom built-ins and an abundance of windows that allow natural light to fill the space. The island kitchen features elegant granite countertops and plenty of cabinet storage, including a pantry for convenience. The laundry area is thoughtfully situated just behind the Florida room, offering extra storage and accessibility. Recent upgrades include a new main electric panel installed in 2026 plus a new vapor barrier installed in July 2026 with a transferrable lifetime warranty to new owner, a new A/C unit in 2022, and a new hot water heater in 2021. Enjoy peace of mind with a new dishwasher added in 2026, along with a newer refrigerator, washer, and dryer. Step outside to a backyard oasis with a pavered deck and swings—ideal for enjoying the outdoors. The vibrant community lifestyle continues at the clubhouse, which hosts monthly events and provides amenities such as a pool table, shuffleboard, bocce ball court, heated pool, and spa. Stay active with regular activities including bingo, cards, and line dancing. Golf cart-friendly streets make getting around a breeze! HOA fees at just $70 per month, you will enjoy affordable, simple living in a meticulously maintained community. This pet-friendly neighborhood welcomes one pet of any size, and a second pet with an emotional support letter from your doctor submitted with your HOA application. The purchase includes ownership of the land. Enjoy daily conveniences just steps away, with AMC Theatres, Bealls, Marshalls, Ulta, PetSmart, Five Below, and Dollar Store right across the street. Savor meals at favorite local restaurants like Shaker & Peel, Craft Street Kitchen, Mandolas, Country Pizza Italian Grill, and Eves Family Restaurant. Major retailers such as Super Walmart and Publix, plus Countryside Hospital, are only about fifteen minutes from your door. Outdoor enthusiasts will love the easy access to the scenic biking and walking trail along the canal, as well as the stunning beaches of Honeymoon Island and Caladesi State Park located just ten miles away. Room sizes are approximate; no value was added for furniture.

480 Trout Lane, Oldsmar
$979,000
3 Beds ⋅ 3 Baths ⋅ Aberdeen Unit One SubDv. ⋅ 34677 Zip Code
Virtually Staged. A premier lot and location like this is so rare to find! Absolutely stunning describes this home’s pristine, sweeping golf course and water views with a magnificent lot perfectly positioned and affording much sought-after privacy from neighboring homes – creating a serene backdrop for relaxation and elegant entertaining. Nestled in the beautiful Aberdeen subdivision, this residence is located within the desirable gated golf community of East Lake Woodlands. Longing for a golf course lot but worried about fencing? A very special feature is the masonry wall enclosure located on the side of the home and measuring 50 feet long and 3 feet high - perfect for pets, a garden, play area or to create your own putting green - lots of possibilities to fit your individual needs! Stepping inside you are greeted with soaring volume ceilings, expansive living spaces, neutral tones throughout and transom windows and glass sliders inviting natural light while seamlessly connecting the interiors to the resort-style outdoor setting. A showcase gas fireplace anchors the family room complete with wet bar, adding sophistication and warmth, while the thoughtfully designed split floor plan offers exceptional privacy for owners and guests alike with 3 bedrooms plus an office/den that can be converted to a 4th bedroom. The kitchen blends style and function with stainless steel appliances, granite countertops, abundant cabinetry, a breakfast bar and ample eat-in area where golf course panorama can be enjoyed daily. Retreat to the primary suite with serene views and spacious bathroom with dual vanities, soaking tub, walk-in shower and 2 sizable closets. The expansive outdoor retreat is designed to impress, featuring a large sparkling pool and spa, generous covered lounging and dining areas and a well-appointed outdoor kitchen with gas grill. This lot is located in the preferred Zone X which does not require flood insurance and the owners had no issues during the 2024 hurricanes. Additional peace of mind comes with two Trane A/C units replaced in 2025, including 5-ton and 2-ton units. Major $7,500 investment in irrigation system renovation and brand new sod in front lawn all ready for new owners! Offering an enviable combination of privacy, luxury, indoor-outdoor living, and picturesque views, this East Lake Woodlands residence presents a rare opportunity to enjoy an elevated lifestyle in one of the area’s most desirable gated golf communities. Optional memberships are available for a wide array of amenities with Ardea Country Club including 2 golf courses, tennis and pickle ball, fitness center, heated lap and free form pools, dining and social events. All this in a premier location convenient to Tampa International Airport, medical facilities, A-rated schools, award-winning beaches as well as professional sporting events, concerts, fine dining and more in the Tampa Bay area. Premier privacy and stunning views are hard to come by - you can enjoy waking up to this incredible scenery and make this home truly your own at this exceptional price.

4995 Camberley Lane, Oldsmar
$179,950
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands SubDv. ⋅ 34677 Zip Code
Welcome to 106 Windward Place, a two bedroom two bathroom condominium located in the Meadows at East Lake Woodlands. One of Oldsmar‘s most sought after gated communities. This is a bank owned (REO) property, an excellent opportunity for homeowners, investors, or buyers looking to customize a home of their own taste. The functional floor plan features a spacious, living and dining area, split bedroom, layout, and a private setting within the community. The Meadows offers beautifully maintained grounds, mature landscaping, and a peaceful residential atmosphere. Residents enjoy convenient access to shopping, dining, golf, parks, Tampa International Airport and the Beautiful Gulf beaches. Whether you are searching for a primary residence, seasonal getaway or investment property 106 Windward Place offers outstanding value and the chance to own within the desirable East Lake Woodlands community. Property is being sold as is.

106 Windward Place, Oldsmar
$525,000
3 Beds ⋅ 3 Baths ⋅ Seaside Estates SubDv. ⋅ 34677 Zip Code
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 on the water at a moment's notice. Inside, the home unfolds into an open, light-filled floor plan enhanced by soaring high ceilings and expansive windows that invite natural light throughout the day. The seemless flow between living, dining, and kitchen spaces creates an ideal setting for both RELAXED everyday LIVING and entertaining. Water views provide a constantly changing backdrop, adding a sense of CALM and CONNECTION to the outdoors. The generous layout offers flexibility for hosting family and guests, while the airy ceiling heights add architectural drama and a sense of openness rarely found in townhome living. Whether you're enjoying quiet mornings with coffee by the water or gathering with friends after a day on the boat, this home adapts effortlessly to your lifestyle. Outdoor living is just as compelling, with immediate access to the waterfront and your own boat slips just steps away - perfect for boating, paddleboarding, or sunset cruises. This is a home that blends convenience and luxury, offering the maintenance ease of a townhome with the experience of a private gated waterfront retreat. Ideally suited as a primary residence or a refined second home, this property delivers the best of waterfront living - space, light, and direct access to the water- all in one elegant package.

119 Brent Circle, Oldsmar
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