Oldsmar Homes with Private Mailbox Exterior Features

Oldsmar Homes with Private Mailbox Exterior Features

Welcome to Oldsmar, Florida—a hidden gem nestled in the heart of Pinellas County. Known for its vibrant community spirit and stunning natural beauty, Oldsmar offers residents a charming blend of suburban tranquility and convenient access to urban amenities. With its picturesque parks, scenic waterfront views, and a variety of recreational activities, Oldsmar is a haven for outdoor enthusiasts and families alike.

One of the standout features of homes in this delightful city is the inclusion of private mailbox exterior features. Imagine the convenience and charm of having your own personalized mailbox right at your doorstep! These private mailboxes not only enhance the curb appeal of your home but also provide a sense of individuality and pride. Whether you prefer a classic design or a modern twist, these mailboxes serve as a perfect expression of your style and personality.

Oldsmar is also strategically located, offering easy access to some of Florida’s most beautiful beaches, bustling shopping districts, and top-rated schools. Residents enjoy a close-knit community atmosphere, with various local events and activities throughout the year that bring neighbors together.

With its unique blend of comfort, convenience, and character, Oldsmar is more than just a place to live; it’s a lifestyle choice. Explore the charm of this enchanting city and discover your dream home with the added benefit of a private mailbox that reflects your personal touch. Your perfect home awaits in Oldsmar, where community and comfort come together beautifully!

Newest Oldsmar Homes with Private Mailbox Exterior Features

$320,999
3 Beds ⋅ 1 Baths ⋅ Oldsmar Country Club Estates Sec 3 SubDv. ⋅ 34677 Zip Code
**Welcome to 310 Country Club Dr — Beautifully Renovated & Move-In Ready!** Discover a beautifully renovated Oldsmar home where modern style, quality finishes, and functionality come together. This 3-bedroom, 1-bath property features a **new roof, new A/C, hurricane impact windows, a fully remodeled kitchen and bathroom, upgraded flooring, and updated finishes throughout**. The stunning kitchen showcases **modern quartz countertops**, contemporary cabinetry, and a clean, refined design that flows beautifully into the living areas. The home features a stylish combination of **porcelain tile and laminate flooring**, providing both elegance and practicality. From the kitchen and bathroom to the flooring, major systems, windows, and exterior improvements, this home has been extensively renovated with attention to detail. **Permits for the completed improvements are up to date**, providing added confidence to the next owner. The location adds even more appeal. Just a short walk from a **nearby boat ramp**, this property provides convenient access for those who enjoy boating, jet skis, fishing, and the Florida waterfront lifestyle. **Golf is also nearby**, along with shopping, dining, recreation, and everything this home brings together. Whether you're looking for a **primary residence, vacation home, or investment opportunity**, this property provides an attractive combination of location, lifestyle, and extensive updates. Its proximity to the water and recreational amenities may also appeal to buyers exploring **short-term or vacation rental potential, subject to applicable local regulations and rental restrictions**. **Beautifully renovated, ideally located, and ready to enjoy — schedule your private showing today!**

310 Country Club Drive, Oldsmar
$489,000
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
$324,900
4 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cluster Homes SubDv. ⋅ 34677 Zip Code
Beautifully remolded villa in gated East Lake Woodlands is turnkey and move in ready. Recent updates include newly redesigned open concept kitchen with shaker style cabinets, soft close doors and drawers, under cabinet lighting, polished marble backsplash and beautiful Quartz countertops. All new stainless steel appliances including refrigerator, range, dishwasher, microwave and disposer. Master bath shower and floor features new elegant porcelain tile, new fixtures, lighting, mirrors and dual sink vanity with Quartz top. Second bath also updated with new tub, tile, fixtures, lighting, mirrors and vanity with Quartz top. All new doors, lighting, fixtures and beautiful Luxury Vinyl Plank flooring throughout with 5.5-inch baseboards. Home has all new recessed lighting fixtures as well as fresh interior paint in neutral colors. HVAV system and Electrical panel recently updated as well. All windows and sliders were updated in 2018 and are Impact rated. Shingle roof replaced in 2019. Water Heater 2018. Unit offers a private fenced patio off one of the bedrooms with a pleasant nature view. Two convenient storage/utility rooms - one next to the carport out front and another on the back screen porch that overlooks a pond. East Lake Woodlands offers a gated setting, mature landscaping, scenic golf course surroundings, and optional country club memberships with golf, tennis, pickleball, swimming, fitness, dining, and social amenities available. 24hr manned guard gate along with 2 championship 18-hole golf courses. Conveniently located near shopping, restaurants, parks, beaches, airports. Porch carpet to be replaced with commercial grade earth tone color.

110 Evelyn Court, Oldsmar
$379,900
3 Beds ⋅ 3 Baths ⋅ Seaside Estates SubDv. ⋅ 34677 Zip Code
THE KITCHEN SETS THIS ONE APART. Step into a brighter, more open 3-bedroom, 3-bathroom townhome with over 1,800 square feet in the gated waterfront community of Seaside Estates. Bamboo flooring, a fireplace, high ceilings, and a private balcony create a light-filled, open-concept main level. The kitchen was extended 3 feet and the original dropped ceiling was removed, so the space feels tall and open to the living room -- a difference most of the 67 units in this community still don’t have. Quartz counters, new white cabinetry, stainless appliances, and a built-in pantry finish the update. A flexible bedroom on this level works as an office or guest suite. Upstairs, the primary suite offers soaring vaulted ceilings, dual walk-in closets, skylights, its own balcony, and a spacious ensuite, with laundry and a third bedroom with an ensuite bath on the same level. The oversized tandem garage adds storage and sliding-door access to a patio and green space. This building sits closer to the tennis court and main entrance, and farther from the pool noise. Residents share a resort-style pool/spa, tennis, boardwalk, and a floating dock for kayaks and paddleboards, with slips and boat lifts typically available to rent. Inclusive HOA fees cover the roof (2017), water, sewer, trash, and interior fire sprinklers. Just steps from R.E. Olds Park, a 15-acre waterfront park with the city pier, playgrounds, trails, beach volleyball and more, plus convenient access to Gulf Coast beaches, Tampa International Airport, Clearwater, and Tampa/St. Pete. Schedule your showing today!

106 Brent Circle, Oldsmar
$567,500
3 Beds ⋅ 3 Baths ⋅ Bay Arbor SubDv. ⋅ 34677 Zip Code
New listing in Bay Arbor community in Oldsmar. Features 3 bedrooms, 2.5 bathrooms, large upstairs great room, commercial internet and wiring, 2-car garage, and fully fenced yard with upgraded rear patio. Located on a quiet street at the back of the development and minutes from local attractions, public transportation, and a public park.

406 Wingate Circle, Oldsmar
$249,000
2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code
Welcome to 428 Pelican Drive South in Gull-Aire Village, a welcoming 55+ golf cart friendly community in Oldsmar where you can enjoy the Florida lifestyle with room to spread out. This spacious 2-bedroom, 2-bathroom home offers large rooms, an indoor laundry area, and a desirable location toward the back of the community. Whether you’re looking for a full-time Florida residence, a seasonal retreat, or a comfortable place to enjoy your next chapter, this home offers the space and flexibility to make it your own. The generous room sizes provide plenty of opportunity for comfortable living, entertaining, hobbies, or welcoming visiting family and friends. The indoor laundry adds everyday convenience, while the peaceful setting toward the back of the community offers a welcome sense of privacy. It’s a wonderful opportunity to enjoy the ease of community living without giving up the space you desire. Located in Oldsmar, Gull-Aire Village offers the appeal of a Florida community with convenient access to shopping, dining, parks, and the many attractions of the Tampa Bay area. Come discover the possibilities at 428 Pelican Drive South and imagine making this spacious home your own. Gull Aire Village is an active community with an amazing line up of social events, community pool, clubhouse, and lots to do!

428 Pelican Drive S, 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
$830,700
4 Beds ⋅ 3 Baths ⋅ Cross Pointe SubDv. ⋅ 34677 Zip Code
Virtually Staged. Welcome to an exceptional 2,736-square-foot luxury home nestled within Cross Pointe, a gated community inside the prestigious guard gated golf community of East Lake Woodlands . Offering 4 bedrooms, 3 baths, a spacious 2-car garage,with workbench area. and bonus space. This beautifully appointed residence blends elegant finishes, thoughtful design, and exceptional outdoor living. Pool access & views from almost every room. Desirable split-bedroom floor plan features soaring ceilings and travertine flooring complemented by engineered hardwood & tile floors. The updated gourmet kitchen is designed for both everyday living and entertaining, featuring Bosch and Frigidaire appliances, (Range has induction cooktop & convection/air fry oven) quartz tops, crisp white cabinetry, and a striking navy island. Breakfast area overlooking pool. The family room offers a warm wood-burning fireplace (updated 2020) and a sophisticated navy wine bar, creating an inviting gathering space. Spacious primary suite includes a comfortable sitting area and sliders that open directly to the screened porch, offering beautiful views of the private pool and backyard . Walk-in closet with organizers. Primary bath has soaking tub, large marble shower, private water closet & dual sink vanities. 3 guest bedrooms, with one having an ensuite bath also providing convenient access to the pool area—perfect for effortless poolside living. Bonus/Flex room with its own A/C (2026) is perfect for an office, hobby room, studio, gym, etc. Outdoor living is truly exceptional. The screened rear porch features paver flooring and overlooks the Saltwater PebbleTec pool , complete with Caribbean blue tile, a charming, soothing waterfall and gazebo. Pool pump & new salt system (2025). An expanded paver patio (2025) extends into the private backyard, providing ample space for entertaining, relaxing, and enjoying the peaceful surroundings. Many updates include tile roof (2019), HVAC (2017), Water Heater (9/2026), Paver patio (2022), Kitchen updated (2020) with professional kitchen cabinet refinishing (2026), Bosch refrigerator (2025), Frigidaire appliances (2026). All ceiling fans updated (2024 & 2025). Newly textured ceilings (2022), modern lighting. With its luxurious finishes, spacious layout, updated kitchen, resort-style pool, and prime location within two prestigious gated communities, this home offers an exceptional Florida lifestyle with privacy, comfort, and elegance at every turn. Centrally located to Tampa International and St . Pete/Clearwater Airport, award winning beaches, boating and fishing, professional sporting events, historic Dunedin and Safety Harbor, Pinellas and Duke Energy Bike Trails, restaurants, shopping, and hospitals. East Lake Woodlands is a golf community with an optional membership available to the nationally renowned ELW Country Club, featuring outstanding amenities including two championship golf courses, sixteen tennis courts, pickleball, fully-equipped fitness center, lap & freeform pools, splash pad, dining, full social calendar/club, and is also part of ClubCorp/Invited with reciprocal rights to 300+ clubs. Low HOA and NO flood insurance required. A fantastic value! Call today for your private tour!

1723 Captiva Drive, Oldsmar
$489,000
4 Beds ⋅ 2 Baths ⋅ Oldsmar Rev Map SubDv. ⋅ 34677 Zip Code
Pristine Updated 4-Bedroom home in the Heart of Oldsmar. Discover exceptional value in this 4-bedroom, 2-bath home, thoughtfully updated with quality finishes and modern features throughout. Located in downtown Oldsmar, this move-in-ready home combines stylish updates, comfortable living spaces, and an outstanding location in downtown Oldsmar. From the moment you arrive, the inviting front porch and beautifully refreshed landscaping create a warm first impression. The exterior features durable HARDIE BOARD SIDING accented by fixed-mount shutters, while NEW sod and landscaping enhance the front yard. Inside, you'll find an impressive list of recent updates, including NEW solid wood kitchen cabinets, NEW stainless steel appliances, NEW fixtures, NEW luxury laminate flooring, NEW lighted ceiling fans, and lighting throughout. The kitchen is finished with stunning NEW quartz countertops that overlook the dining and living areas, creating an open and inviting space for everyday living and entertaining. A convenient coffee bar adds both style and function to the dining area. The AC and condenser were totally overhauled (2020) and updated. Vaulted and tray ceilings enhance the spacious feel of the home. The flexible front bedroom offers an ideal space for a HOME OFFICE or sitting room. Bedroom 3 enjoys PRIVACY IN ITS' OWN HALLWAY and features an adjoining bathroom and walk-in closet. Bedroom 4 is generously sized, bright, and airy. The SPACIOUS PRIMARY SUITE provides abundant natural light and a vaulted ceiling. The primary bathroom includes a roomy linen closet and walk-in closet, offering excellent storage and convenience. The garage features extra-high ceilings, providing valuable POTENTIAL FOR OVERHEAD STORAGE and maximizing usable space. Beyond the home, enjoy everything that makes Oldsmar such a DESIRABLE PLACE TO LIVE. You'll be minutes from beautiful parks, playgrounds, biking and walking trails, schools, restaurants, historical museum, ZIP-line adventures, and more. Downtown Oldsmar offers a unique golf-cart-friendly community atmosphere along with an impressive array of recreation and entertainment. Residents enjoy access to a world-class BMX racing facility, approximately 10 miles of bike paths, movie theater, ice skating rink, fishing pier, eleven beautiful parks, waterfront event areas and stages, a boat ramp, athletic facilities, numerous restaurants, and highly regarded schools, including Oldsmar Elementary's K–8 campus. With almost half of Oldsmar's land area dedicated to green space and parks, this home offers more than beautiful updates—it offers an exceptional lifestyle. Quality updates, thoughtful design, abundant storage, and a convenient Oldsmar location make this a home that delivers outstanding value

508 Washington Avenue, Oldsmar
$259,900
2 Beds ⋅ 2 Baths ⋅ Harbor Palms-Unit Five SubDv. ⋅ 34677 Zip Code
Investor special with exceptional upside! This concrete block 2-bedroom, 2-bath, 2-car garage home is priced to sell and offers outstanding renovation potential. Situated on a nicely sized lot with beautiful lake views and no rear neighbors, the fully fenced backyard has plenty of room for a pool. The home has an updated electrical panel. The HVAC system was updated in 2019. The roof was last replaced in 2009. The office provides approximately 270 additional square feet beyond the heated living area, offering flexible space for a home office, hobby room, or future expansion. (The second bathroom is located in the garage.) Enjoy a great central location just a short walk to Sheffield Park and Harbor Palms Nature Park, featuring walking trails, a boardwalk, fishing pier, and kayak launch. No HOA and convenient access to Tampa, St. Petersburg, Gulf beaches, shopping, dining, and Tampa International Airport. Cash offers only. Property is being sold As Is with no repairs.

704 Lemonwood Drive, Oldsmar
$365,000
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
$510,000
3 Beds ⋅ 3 Baths ⋅ Seaside Estates SubDv. ⋅ 34677 Zip Code
Endless sunsets create this picture-perfect location in Seaside Estates. Resting on the banks of 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. 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 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
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