Oldsmar Homes with Private Yard Exterior Features

Oldsmar Homes with Private Yard Exterior Features

Welcome to Oldsmar, Florida—a charming gem nestled in the heart of Pinellas County. This vibrant city, with its unique blend of small-town charm and modern amenities, offers residents a tranquil lifestyle while being just a stone's throw away from the bustling attractions of the Tampa Bay area. Known for its lush parks, scenic waterfront, and friendly community, Oldsmar is perfect for families, retirees, and anyone seeking a peaceful retreat.

One of the most alluring aspects of living in Oldsmar is the variety of homes available, particularly those with private yard exterior features. Imagine stepping into your own personal oasis, where you can unwind after a long day or entertain friends and family in your spacious outdoor area. Many homes in Oldsmar boast beautifully landscaped yards, providing ample space for gardening, play areas for children, or even a serene spot for morning coffee.

With year-round sunny weather, the potential for outdoor living is limitless. Whether you envision hosting summer barbecues, creating a vibrant garden, or simply enjoying the fresh air, these homes with private yards offer the perfect backdrop for your lifestyle.

Additionally, Oldsmar is home to various recreational activities, including parks, trails, and access to the stunning Gulf Coast beaches. With its welcoming community spirit and diverse housing options, Oldsmar is not just a place to live—it's a place to thrive. Discover your dream home in Oldsmar today, where your private yard awaits!

Newest Oldsmar Homes with Private Yard Exterior Features

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
1558 E Lake Woodlands Parkway, Oldsmar
$739,000
3 Beds ⋅ 2 Baths ⋅ Greenhaven Unit-Four SubDv. ⋅ 34677 Zip Code
Virtually Staged. Discover an updated, move-in ready home with stunning design and finishes that flow beautifully throughout - all set on a desirable corner lot within the gated golf community of East Lake Woodlands. Offering 3 bedrooms, 2 full bathrooms, a 3-car garage and a landscaped, fenced backyard, this inviting home combines comfortable everyday living with a convenient Tampa Bay location. Complemented by abundant natural light, high ceilings, crown molding and an open, welcoming layout, this residence features beautiful hardwood and engineered wood flooring throughout the living areas and bedrooms - so no carpet! The bright living room and dining room combination provides an elegant setting for entertaining with a signature arched window complete with plantation shutters and glass sliders leading to the outdoors. Open to the family room, the updated kitchen provides a seamless space for gatherings and daily living and features stainless steel appliances including double GE convection ovens, induction cooktop, Bosch dishwasher and an expanse of updated cabinetry with convenient pull-outs and Lazy Susan, Cambria quartz countertops, large breakfast bar and pantry storage. Glass sliders and a wood burning fireplace accent the family room and provide an inviting place to relax. With a split floor plan, the primary suite is designed for privacy and pampering, featuring 2 closets with custom built-in cabinetry installed in 2025, glass sliders overlooking the tranquil backyard and a luxurious primary bath with gorgeous tile, large tub and double vanity with granite countertops. The secondary bathroom has been updated with attractive tile finishes and granite countertops as well, providing a polished complement to the home’s interior. Improvements include a Generac home generator with a buried 500-gallon propane tank, a 2023 water heater, 2022 water softener and 2010 tile roof. These updates add practical value and enhance the home’s functionality and peace of mind as well as a location in Zone X, the lower probability flood zone which does not require flood insurance by lenders. Outside, the landscaped corner-lot setting offers a wide driveway for plenty of parking for family and guests, mature trees and a fenced backyard with privacy and room to create a relaxing outdoor retreat. The 3-car garage provides generous parking and additional storage while the home’s layout and surrounding greenery add to its everyday ambiance. East Lake Woodlands offers a gated golf-community setting near top-rated schools, medical facilities, shopping, airports, professional sporting events and the many attractions of the Tampa Bay area. Optional memberships to Ardea Country Club provide access to 2 golf courses, tennis and pickle ball, a fitness center, heated lap pool and free form pool with a poolside café, casual and fine dining and a host of social events and activities.

1558 E Lake Woodlands Parkway, Oldsmar
1704 Hibiscus Circle S, Oldsmar
$425,000
3 Beds ⋅ 2 Baths ⋅ Harbor Palms-Unit Six SubDv. ⋅ 34677 Zip Code
Welcome to this beautifully remodeled 3-bedroom, 2-bathroom home in Oldsmar, offering a desirable split-bedroom floor plan, modern finishes, and exceptional Florida indoor-outdoor living. Featuring a brand-new roof installed in 2026, hurricane impact windows and doors, tile flooring throughout, and a fully remodeled interior, this home is truly move-in ready. The stunning kitchen features quartz countertops, brand-new cabinetry, stainless steel appliances, and a spacious island with bar seating, creating the perfect spot for casual meals, morning coffee, or entertaining guests. The kitchen seamlessly flows into the spacious family room, surrounded by sliders and windows overlooking the sparkling pool, bringing in an abundance of natural light and creating a beautiful connection between the indoor and outdoor living spaces. The home offers two separate living areas, including a welcoming main living room and a secondary family room, providing plenty of flexibility for entertaining, relaxing, or everyday living. Both bathrooms have been completely remodeled, including the spacious primary suite with a double vanity and walk-in closet. Step outside to your private backyard oasis featuring a freshly resurfaced swimming pool, new pavers, a newly screened pool enclosure, and a brand-new aluminum fence surrounding the property. The pool area also offers convenient direct access to a bathroom, making pool days and entertaining effortless. The freshly remodeled garage adds even more functionality, while a backyard storage shed provides additional space for tools, equipment, and outdoor essentials. With no HOA, you have the freedom and flexibility to enjoy the property your way. Conveniently located in Oldsmar with easy access to Tampa International Airport, Gulf Coast beaches, shopping, dining, parks, and major roadways, this home combines modern upgrades, privacy, and the Florida lifestyle in one exceptional package. Zoned for Oldsmar Elementary, Carwise Middle, and East Lake High School, this is a fantastic opportunity to own a completely updated home in a highly convenient Oldsmar location.

1704 Hibiscus Circle S, Oldsmar
583 Longwood Court, Oldsmar
$509,999
3 Beds ⋅ 2 Baths ⋅ Manors Of Forest Lakes The SubDv. ⋅ 34677 Zip Code
Welcome to your own private Florida retreat in desirable Oldsmar! This spacious 3-bedroom, 2-bath home with a 2-car garage sits on over a quarter acre, offering plenty of room to relax, entertain in your enclosed sunroom, and enjoy the Florida lifestyle. Step outside to your private backyard oasis featuring a sparkling swimming pool and relaxing hot tub, under a large screened enclosure—perfect for cooling off on sunny afternoons, unwinding after a long day, or entertaining family and friends year-round. The generous homesite provides added privacy and outdoor space rarely found in many neighborhoods. Inside, the well-designed floor plan offers comfortable living spaces, three generously sized bedrooms, and two full baths, making the home ideal for everyday living or entertaining. The attached 2-car garage provides ample parking and additional storage. Conveniently located in Oldsmar, with easy access to Tampa, Clearwater, Tampa International Airport, shopping, dining, parks, recreation, and the beautiful Gulf Coast beaches. Enjoy the perfect combination of space, location, and resort-style outdoor living. Don't miss the opportunity to make this Oldsmar pool home your own—schedule your private showing today!

583 Longwood Court, Oldsmar
2031 Dover Court, Oldsmar
$215,000
2 Beds ⋅ 2 Baths ⋅ Bayside Meadows Ph Ii SubDv. ⋅ 34677 Zip Code
Short Sale. SHORT SALE – Short sale process has been initiated to help facilitate an efficient transaction. Buyers and buyers’ agents are welcome to schedule showings. All offers are subject to lender approval. Excellent opportunity! Welcome to this beautifully updated 2-bedroom, 2-bath villa with a 1-car garage, offering comfort, privacy, and convenience in a quiet, sidewalk-lined community. This desirable end unit is tucked away on a private cul-de-sac and features the largest yard in the community, a rare find! Inside, you’ll find a spacious living area and a generous primary suit with a walk-in closet and private in suite bathroom. Two large lanais provide plenty of space to relax, entertain, and enjoy the Florida lifestyle. Recent updates include a new HVAC system, luxury vinyl plank flooring throughout, fresh interior paint, a fenced backyard, a water heater approximately 2 years old, and a roof approximately 4 years old. Enjoy the community pool or take a short walk to Sheffield Park, just 0.4 miles away. Conveniently located near Publix, shopping, restaurants, and Starbucks, with the beach approximately 9 miles away and Tampa International Airport approximately 13 miles away. With low HOA fees, valuable updates, a large private yard, and a convenient location, this villa offers a wonderful opportunity for a full-time residence or seasonal Florida getaway. Schedule your showing and bring your offer!

2031 Dover Court, Oldsmar
1806 Driftwood Circle S, Oldsmar
$320,000
2 Beds ⋅ 2 Baths ⋅ Harbor Palms-Unit Two SubDv. ⋅ 34677 Zip Code
NO HOA. PRIVATE POOL. NEW 2025 ROOF. Move-In Ready in Oldsmar’s Harbor Palms. This move-in ready 2-bedroom, 2-bathroom block home sits on a quiet residential street in Oldsmar’s Harbor Palms, complete with a fully fenced backyard, 1-car garage, and a roof updated in 2025. Tampa, Palm Harbor, Dunedin, and the Gulf beaches are all within easy reach. Inside, tile flooring runs through the living room, dining area, and bedrooms, so upkeep stays simple. The kitchen features granite countertops, tile backsplash, and stainless steel appliances, and ceiling fans keep air moving throughout the home. The primary suite gives you a walk-in closet and a private en-suite bath with a walk-in shower and a pool door giving you and your guests access to the bathroom without having to dry off first. The second bedroom includes a built-in closet for convenient storage. Slide open the glass doors to an enclosed Florida room overlooking your private pool and screened paver deck. Beyond that, the fully fenced vinyl backyard has room to entertain, play, garden, or let the pets roam. Shopping, restaurants, parks, schools, and the Gulf beaches are all close by. Alt-19 and major roadways connect you throughout the area, and the nearby Oldsmar parks and nature trails await. Private pool. Screened lanai. Fenced yard. Block construction. Garage. 2025 roof. No HOA. Homes that check every one of these boxes are getting harder to find. Schedule your showing before this one is gone.

1806 Driftwood Circle S, Oldsmar
311 Country Club Drive, Oldsmar
$445,000
4 Beds ⋅ 2 Baths ⋅ Oldsmar Country Club Estates Sec 3 SubDv. ⋅ 34677 Zip Code
Completely renovated property; You deserve a quality home that you can shape to fit your personality. And here it is. Invite your family and friends for quality time in a home that reflects your spirit. The living space's stylish a blank canvas you can make your own. You’ll love the beautiful kitchen complete with premium cabinets, granite countertops and stainless steel appliances. The cooking space is roomy and set up to accommodate a cook who knows their way around a kitchen. The backyard brings the whole house together. Keep the fun going in this wide-open fenced backyard that your furry friends will be more than happy to claim for themselves.

311 Country Club Drive, Oldsmar
1707 Hibiscus Circle N, Oldsmar
$317,500
2 Beds ⋅ 2 Baths ⋅ Harbor Palms - Unit Six SubDv. ⋅ 34677 Zip Code
Virtually Staged. BUYER INCENTIVE! Seller offering 2% toward buyer concessions with an acceptable offer. Beautifully updated and move-in ready, this 2-bedroom, 2-bath Oldsmar home offers the perfect combination of modern updates, outdoor living, and everyday convenience with NO HOA and NO CDD! Step inside to a bright, inviting floor plan featuring tile flooring throughout and an open living and dining area that creates an easy flow for both everyday living and entertaining. The updated kitchen is a true highlight, featuring quartz countertops, stylish backsplash, updated cabinetry, and new stainless steel appliances(2025). The spacious primary bedroom offers a comfortable retreat, while the second bedroom provides flexibility for guests, a home office, or additional living space. Both bathrooms complement the home's clean, updated feel. Open the sliding doors and step into your screened in lanai, an ideal spot for morning coffee, outdoor dining, or relaxing at the end of the day. Beyond the lanai, the fully fenced backyard provides privacy and plenty of space to enjoy the outdoors, entertain, garden, or let the pets play. The home sits on approximately 0.14 acres in a quiet, established neighborhood. The updates don't stop at the kitchen! Major improvements include: A/C (2025), flooring (2025), appliances (2025), French drain (2025), gutters (2025), water heater (2023), windows (2021), and roof (2020), giving the next owner peace of mind and allowing you to enjoy the home rather than worry about major projects. NO HOA - NO CDD - Numerous major updates - Fenced yard - Screened lanai and easy access to Tampa, St. Petersburg, Tampa International Airport, and some of the area's most popular Gulf Coast beaches. This is the kind of home that checks the boxes buyers are looking for: updated, comfortable, and ready to enjoy. Come see it for yourself!

1707 Hibiscus Circle N, Oldsmar
1330 Preservation Way, Oldsmar
$2,300,000
7 Beds ⋅ 5 Baths ⋅ Preserve The SubDv. ⋅ 34677 Zip Code
Welcome to an exceptional 7-bedroom, 4½-bath estate nestled within the prestigious double-gated community of East Lake Woodlands in Oldsmar. Set on over half an acre and backing directly to a peaceful preserve, this remarkable property offers an unparalleled sense of privacy, tranquility, and security. Recently updated and beautifully refreshed, the home features a newly renovated kitchen, newly renovated bathrooms, newly renovated laundry room, newly refinished floors, and fresh interior paint throughout. The spacious and versatile floor plan provides abundant room for comfortable living and entertaining, with generously sized bedrooms and a dedicated office and fitness room with a built-in sauna, creating your own private space to work, exercise, and relax. Step outside to your private Florida retreat, complete with a sparkling pool and expansive deck, surrounded by lush greenery and the natural beauty of the preserve. The peaceful preserve backdrop creates a rare feeling of seclusion while providing a beautiful setting for morning coffee, outdoor dining, entertaining, or simply enjoying the Florida sunshine. Located within a premier golf community, East Lake Woodlands offers an exceptional lifestyle surrounded by mature landscaping and natural beauty, with championship golf, tennis, pickleball, fitness facilities, resort-style amenities, dining, and social activities. Conveniently located near local shops, restaurants, cafés, grocery stores, parks, and everyday conveniences, while offering easy access to some of the area's most beautiful Gulf Coast beaches, including Honeymoon Island, Clearwater Beach, and Caladesi Island. Tampa International Airport is also easily accessible for convenient travel. With seven bedrooms, 4½ bathrooms, over half an acre, preserve frontage, a private pool, dedicated office and gym, built-in sauna, newly renovated kitchen and laundry room, updated bathrooms, refinished floors, and fresh paint, this extraordinary estate offers the perfect combination of luxury, privacy, space, and Florida lifestyle.

1330 Preservation Way, Oldsmar
415 Maplewood Circle, Oldsmar
$344,900
3 Beds ⋅ 1 Baths ⋅ Harbor Palms-Unit One SubDv. ⋅ 34677 Zip Code
A beautifully maintained home in the desirable Sheffield Village area of Oldsmar, this property offers comfort, convenience, and the welcoming charm the community is known for. Located on a quiet cul-de-sac, 415 Maplewood Cir features a bright, open layout with spacious living areas perfect for everyday living and entertaining. The home’s interior is filled with natural light, highlighted by well-kept finishes and a functional floor plan. Complete with granite countertops, the kitchen anchors the living space, offering plenty of storage and easy access to the dining and family areas. Generously sized bedrooms provide privacy and flexibility for guests, family, or a home office. Step outside to enjoy a peaceful backyard with room to relax, garden, or create your ideal outdoor space. Mature landscaping and the neighborhood’s tree-lined streets add to the home’s inviting appeal. Residents of this Oldsmar location enjoy quick access to parks, top-rated schools, shopping, dining, and major commuter routes, making it easy to reach Tampa, Clearwater, and the Gulf beaches. With its combination of location, comfort, and community charm, this Maplewood Circle home is an excellent opportunity in one of Oldsmar’s most established neighborhoods. This home was high and dry during recent storms. Come check this one out today.

415 Maplewood Circle, Oldsmar
1909 Castle Bay Court, Oldsmar
$359,900
3 Beds ⋅ 2 Baths ⋅ Sheffield Village Ph Ii At Bayside Meadows SubDv. ⋅ 34677 Zip Code
--SERIOUS SELLER-WILLING TO NEGOTIATE-- Check out this BEAUTIFUL 3-bedroom, 2-bath BLOCK home WITH GARAGE. located on a quiet cul-de-sac in the heart of Oldsmar. BEAUTIFUL HIGH GLOSS TILE FLOORING THROUGHOUT Featuring spacious living areas with vaulted ceilings, a primary bedroom with an ensuite, and a split bedroom layout for added privacy and a rear screened porch perfect for relaxing or entertaining. The home has been thoughtfully upgraded with a new electrical panel (2018), roof (2020), air conditioning system (2021), gutters (2022), garage door (2022), water heater (2022), and water softener tank (2024) Exterior Water Line (2025). along with fresh exterior paint. Situated just steps from Sheffield Park, residents enjoy access to hiking and running trails, tennis and basketball courts, a playground, and a covered pavilion for events. Conveniently close to shopping centers, restaurants, downtown Tampa, the international airport, Clearwater beaches, and St. Pete, this neighborhood offers a peaceful environment with NO HOA fees. This turnkey home combines modern comfort with an unbeatable location—great curb appeal, stop by and take a look you wont be disappointed! MOTIVATED SELLER! SUBMIT YOUR OFFER TODAY!

1909 Castle Bay Court, Oldsmar
85 Kelleys Trail, Oldsmar
$1,100,000
5 Beds ⋅ 3 Baths ⋅ Turtle Creek Unit-One SubDv. ⋅ 34677 Zip Code
Experience exceptional golf course living at Eastlake Woodlands, Premier Turtle Creek Subdivision, where privacy, sophistication, and stunning views of the Ardea Country Club North Course Signature Hole #10 await you in this stylish, previous model home 5-bedroom, 3-bath home with a 3-car garage. Set within a gated community, this former model residence greets you with an impressive marble foyer and sweeping vistas of the greens. Inside, high ceilings, newly painted interiors, and a spacious floor plan cater to both entertaining guests and everyday comfort. The gourmet kitchen is equipped with stainless steel appliances, pristine tile countertops, a roomy pantry, center island, and bar seating that connects seamlessly to the inviting gathering room and breakfast nook. The expansive gathering area showcases dramatic vaulted ceilings, a fireplace, a wet bar, and windows that perfectly frame the peaceful golf course backdrop. Step outdoors to your own tranquil retreat—a large paver lanai featuring a pool, spa, and panoramic screened enclosure—ideal for relaxation or hosting friends. The elegant primary suite includes a cozy sitting alcove, workspace, custom walk-in closet, and a luxurious en-suite bath with marble finishes, garden tub, walk-in shower, and private water closet. The home’s split bedroom design offers flexibility, including a versatile office or fifth bedroom with French doors, built-in features, and numerous upgrades such as new garage doors (2018), fireplace conversion (2024), and updated hall bathrooms. Located in the sought-after Turtle Creek neighborhood, this property sits safely outside flood zones and has remained undamaged by storms. Eastlake Woodlands provides access to premier amenities through membership at the renovated Ardea Country Club, offering championship-level golf, tennis, pickleball, swimming, and fitness facilities. All of this convenience is just moments from excellent schools, shopping, dining, beautiful beaches, and Tampa International Airport. Room measurements are approximate. Be sure to explore the 3-D and virtual tours, floor plan and aerial drone photography, to fully appreciate all this remarkable home has to offer!

85 Kelleys Trail, Oldsmar
Start Your Search

How much is your home worth?

Get instant property value now!