Oldsmar Homes with Garden Exterior Features

Oldsmar Homes with Garden Exterior Features

Welcome to Oldsmar, Florida—a hidden gem nestled in the heart of Pinellas County. This charming city, located just a stone's throw away from the stunning Gulf Coast, offers a delightful blend of suburban tranquility and vibrant community spirit. With its picturesque parks, recreational facilities, and a variety of shopping and dining options, Oldsmar is the perfect place for families, retirees, and anyone in between to call home.

One of the standout features of Oldsmar is its beautiful homes, many of which boast stunning garden exterior features. Imagine stepping out into your own private oasis, where lush greenery, vibrant flowers, and well-manicured lawns create a serene outdoor retreat. Whether you’re an avid gardener or simply someone who enjoys the beauty of nature, these homes provide the perfect canvas for your gardening dreams. From cozy patios to expansive backyards, the outdoor spaces in Oldsmar are designed for relaxation and entertainment alike.

The city is also known for its friendly atmosphere and community events, making it easy to connect with neighbors and build lasting friendships. Explore the scenic trails, enjoy the local parks, or take part in seasonal festivals that celebrate the unique culture of Oldsmar.

With its ideal location, beautiful homes featuring garden exteriors, and a welcoming community, Oldsmar is not just a place to live—it's a place to thrive. Come discover the charm of Oldsmar and find your dream home amidst the beauty of Florida's Pinellas County!

Newest Oldsmar Homes with Garden Exterior Features

$248,500
3 Beds ⋅ 2 Baths ⋅ West Oldsmar Sec 1 SubDv. ⋅ 34677 Zip Code
Auction Property. *** Live Auction! *** THIS IS PART OF A PROPERTY SETTLEMENT. THE SELLER HAS COMMITTED TO A TIMELY, SMOOTH AND TRANSPARANT AUCTION SALE. THE AUCTION SALE IS HELD AT THE PROPERTY ON SATURDAY AUGUST 1 at 10am with PREVIEW FROM 9am ON SALE DAY. *** EVERYONE WELCOME TO BID *** Because this is an auction sale, the home may sell for less or more than the list price. REGISTER at the auction sale. Bring photo ID and a personal or business check (you'll need it if your the winning bidder) .......AUCTION TERMS AT BOTTOM OF THIS PAGE........... THIS HOME IS OWNED FREE AND CLEAR. CLEAN TITLE TRANSFERES TO NEW BUYER *** You can use cash or financing.*** Located in a highly sought-after West Oldsmar neighborhood, this move-in-ready home offers flexibility and privacy.One of the standout benefits is the private in-law suite, which the owners converted into a private Verified Listing on Airbnb. The owner reports successful bookings throughout the year, making it a great option for extended family, guests, a private office, or a potential short-term rental. Set on nearly one-third of an acre with NO HOA restrictions, the property offers ample space to enjoy, expand, or customize.. Additional updates include a durable metal roof, hurricane-rated windows, and elevated entryways. The owners have also made thoughtful drainage improvements, including a front culvert drain, French drains, and a sump pump system. Seller reports no known flooding of the home; buyers should verify all information to their satisfaction. Inside, the home features an open layout that connects the living, dining, and kitchen areas, creating a comfortable flow for everyday living and entertaining. The private in-law suite has its own entrance, giving the home added versatility for multi-generational living, guests, work-from-home needs, or income-producing possibilities. The fully fenced backyard is spacious and inviting, with mature landscaping, fruit trees, and a paved patio area ready for an outdoor kitchen, a fire pit, or a lounge area. A custom-built shed/workshop adds even more usable space for storage, tools, hobbies, or a creative studio. Conveniently located near Gulf Coast beaches, parks, shopping, restaurants, downtown Dunedin, Clearwater, and St. Petersburg, this home offers a peaceful residential setting while keeping you close to everything Tampa Bay has to offer............................................................ TERMS:....... At the end of the sale, the winning bidder will sign the contract for sale and purchase, place a 5% deposit (personal or business checks are accepted) with AMERICAN HERITAGE AUCTIONEERS to be held in escrow, balance is due within 45 days, Seller pays for Title Insurance Policy and Documentary Stamps. Clean Title is transferred free and clear of all debt. PAPPAS LAW and TITLE will close the transaction.

3087 Duane Avenue, Oldsmar
$324,900
3 Beds ⋅ 2 Baths ⋅ Oldsmar Country Club Estates Sec 2 SubDv. ⋅ 34677 Zip Code
Wake up to water views and end your day watching the sun set over the canal. This renovated 3-bedroom, 2-bathroom waterfront home sits on a spacious 0.21-acre lot with no HOA in the established Oldsmar Country Club Estates, and its best feature is right out the back door: direct water access with a scenic trail leading all the way to Tampa Bay. Launch a kayak or paddleboard from your own backyard and be on the water in minutes. Inside, the home is move-in ready with luxury vinyl flooring throughout and an open, light-filled layout. The renovated kitchen features stainless steel appliances, quartz countertops, and generous cabinetry. The primary suite gives a comfortable retreat with an updated bathroom, modern vanity, designer lighting, and a tiled walk-in shower. Sliding doors off the main living area open to an expansive backyard where the waterfront views take center stage. Enjoy morning coffee, evening entertaining, or simply unwind by the water. The location matches the lifestyle. Walk, bike, or take your golf cart to Mobbly Bayou Beach Park, a public boat launch to Tampa Bay, Tampa Bay Pickleball, Veterans Park, Bicentennial Park, and RE Olds Park. You are also close to Empower Adventures Zip Line and the Oldsmar Organic Community Garden, with Tampa International Airport about 20 minutes away. Zoned for well-regarded schools including Oldsmar Elementary, Joseph L. Carwise Middle, and East Lake High. This is a rare opportunity to own a renovated waterfront home with no HOA in one of Oldsmar's most sought-after communities.

413 Country Club Drive, Oldsmar
$925,000
4 Beds ⋅ 4 Baths ⋅ Turtle Creek Unit-One SubDv. ⋅ 34677 Zip Code
Welcome to an exceptional residence at 50 Kelleys Trail, nestled within the prestigious gated enclave of Turtle Creek within East Lake Woodlands in Oldsmar. This refined home embodies effortless elegance and elevated Florida living, offering a seamless blend of sophistication, comfort, and privacy. From the moment you enter, you’re greeted by soaring ceilings, abundant natural light, and thoughtfully designed living spaces that create an inviting yet upscale atmosphere. The open-concept layout flows beautifully, ideal for both intimate gatherings and grand entertaining. The kitchen serves as the heart of the home, featuring generous workspace, ample cabinetry, and a layout designed for both functionality and style. The primary suite is a true retreat, offering a serene escape with spacious proportions and a well-appointed en-suite bath. Step outside to your private outdoor setting, where you can unwind in tranquility or entertain guests while enjoying Florida’s year-round sunshine. Whether relaxing or hosting, this space offers the perfect backdrop for a luxury lifestyle. Located within one of Oldsmar’s most sought-after golf course communities, residents of East Lake Woodlands have access to optional resort-style amenities, including championship golf, tennis, fitness, and social experiences. Ideally positioned near upscale dining, boutique shopping, top-rated schools, Tampa International Airport, and the Gulf Coast’s renowned beaches, this home offers both convenience and exclusivity. Experience refined living in one of Oldsmar’s premier communities—schedule your private showing today.

50 Kelleys Trail, Oldsmar
$350,000
3 Beds ⋅ 3 Baths ⋅ Hayes Park Village SubDv. ⋅ 34677 Zip Code
NEW PRICE! Location, location, location is the key to finding the perfect home - and this one delivers on every level. If you have been searching for a place that blends character, convenience, and community, look no further. This charming 3-bedroom home with an attached garage, sits in the picturesque neighborhood of Hayes Park Village, a community that feels like a slice of the French Quarter right here in Florida. Nestled in the heart of the City of Oldsmar, this home offers the best of old-world-charm with modern comfort. Oldsmar is a great City known for having more parks per sq. mile than any other city in the state along with excellent schools and an abundance of activities for all ages. Also, the home of Tampa Bay Downs and Tampa Bay Skating Academy. It is a place where community pride runs deep and quality of life comes naturally. The homes inviting wrap-around porch sets the tone from the moment you arrive. Enjoy your morning coffee as you look out to the neighborhood courtyard complete with a welcoming fire pit, creating the perfect setting for neighborhood gatherings. Inside the home, gleaming hardwood floors flow through an open concept living space that feels both spacious and cozy. The kitchen is beautifully appointed with granite countertops and 36" cabinets and a center island that anchors the room- ideal for cooking, entertaining or simply enjoying daily life. A convenient first floor powder room adds practicality for guest and family alike. The master suite opens to a second floor balcony that overlooks the lake and Richard B. Rogers Park. The Master bedroom also features a tray ceiling with crown molding and an upgraded bathroom with frameless glass shower enclosure and a walk-in closet. Two additional ample sized bedrooms and a guest bath complete the upstairs. THIS HOME HAS BEEN WELL MAINTAINED; ROOF IS JUST OVER A YEAR OLD AND THE AC IS JULY OF 2025, WATER HEATER REPLACED IN 2024. The PERFECT LOCATION connects TAMPA to PINELLAS COUNTY. Close commute to Tampa International Airport and International Mall. Within minutes of Clearwater and downtown Safety Harbor, Approximately 30 minutes to the Gulf Coast Beaches.Current owner pays $1081 for FLOOD INS. Policy is transferable to new Buyer. NEVER FLOODED.

208 Cutlass Way, Oldsmar
$465,000
3 Beds ⋅ 3 Baths ⋅ Oldsmar Country Club Estates Sec 2 Blk 3, Lot 6 SubDv. ⋅ 34677 Zip Code
Tucked inside a quiet neighborhood, but only one street away from the magnificent Tampa bay, this 3-bedroom, 3 bath, income- producing residence offers nearly 2000 sf of living space and on a large -size lot with lots of matured trees. With the pool centered in the courtyard, and sliding doors around to maximize the view, this scene will recalibrate your mood every time you walk through it regardless of whether you take a morning swim before work, or just read quietly on the deck with your glass of wine nearby. The house is completely renovated with granite counter tops and stainless -steel appliances, slider doors, and a new pool heater, new pool cage, AC 2025, BRAND-NEW July 2026 Shingle Roof, and severe-weather fence will be installed on one side of the house in a week. If you are a person who loves nature and calmness, Oldsmar is for you: R.E. Oldsmar Park, Oldsmar Trail, Veterans Memorial waterfront park are all nearby. The schools are great. If you want to invest, the house is already going strong with everything set up. Let's make it your home.

432 Country Club Drive, Oldsmar
$1,499,900
6 Beds ⋅ 5 Baths ⋅ Deerpath Unit One SubDv. ⋅ 34677 Zip Code
Tucked away on a quiet cul-de-sac inside the gated East Lake Woodlands community, this 4,475-square-foot home offers something that's becoming increasingly difficult to find in Tampa Bay: **property and privacy.** Situated on 1.4 wooded acres with no rear neighbors, you'll enjoy peaceful conservation views from nearly every room, along with a 2,000-square-foot screened pool and outdoor entertaining area designed for everything from quiet mornings with coffee to weekend gatherings with family and friends. Yet you're never far from the conveniences of everyday life. Boot Ranch shopping, including Publix, Target, and Walmart Neighborhood Market, is just 7 minutes away. East Lake Middle and High School are within 12 minutes, and restaurants, shopping, and entertainment are all close by. Inside, the home offers an incredibly flexible floor plan with room for just about every lifestyle. The main level features the primary suite, a dedicated office (or fifth bedroom), formal dining room, second bedroom with a full bath, spacious laundry room, family room, game room, and a private in-law suite with its own entrance—ideal for multigenerational living, long-term guests, or a home business. Recently painted throughout, the main living areas showcase beautiful Turkish herringbone tile flooring, soaring ceilings reaching nearly 25 feet, and abundant natural light with tranquil views of the conservation beyond. At the center of the home is a kitchen designed for gathering. Granite countertops, stainless steel appliances, custom cabinetry, a prep sink and island, breakfast bar, pantry, and built-in desk provide exceptional functionality, while the oversized breakfast area comfortably accommodates an eight-person table. The kitchen flows seamlessly into the family room, where a wood-burning fireplace and wet bar create the perfect setting for entertaining. Upstairs, you'll find two generously sized bedrooms connected by a Jack-and-Jill bath, along with an oversized loft overlooking the family room below. Whether you envision a media room, game room, home gym, or second family room, the possibilities are endless. Additional walk-in storage provides plenty of space to stay organized. Residents enjoy the security of East Lake Woodlands' 24-hour manned gate, along with the added privacy of the gated Deerpath enclave. Optional membership to East Lake Woodlands Country Club offers golf, tennis, fitness, dining, and social amenities just minutes from your front door. Homes offering this much space, privacy, flexibility, and location rarely become available. Schedule your private tour and experience it for yourself.

50 Willowood Lane, Oldsmar
$198,500
2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code
Welcome to Gull-Aire Village, a 55+ PET-Friendly and Golf Cart Friendly community in the Heart of Oldsmar! Gull-Aire Village is a Land-Owned community, meaning YOU OWN THE LAND! not just the home. A Very unique property with No rear neighbors. This home comes FULLY FURNISHED! and Features A NEWER ROOF (only 3yrs Old) Newer WINDOWS and Doors, New Flooring(2025) and Vapor Barrier (2025) New Water Heater(2025) Newer AC(2022) Newer Samsung Washer and Dryer(2024) This 2-bedroom, 2-bath home is situated on a serene canal view lot and offers the perfect blend of comfort, convenience, and Florida charm. Inside, you'll find a bright and spacious living area, a functional kitchen with plenty of cabinet space, and a screened Florida room where you can relax and enjoy peaceful water views. Split bedroom plan, the primary bedroom features an En-Suite bath, and one additional bedroom for guests, hobbies, or a home office. Beautifully landscaped. Air conditioned Florida room that is not included in the square footage 14 x15. Additional glass enclosed porch on rear of home 10 x14. Good sized utility too. With a Low-cost monthly HOA fee of Only $60 a month, it’s an affordable option for those seeking an active lifestyle. Community amenities include a Heated Pool, Spa, Active Clubhouse with a Library and Pool Table, Shuffleboard courts, Bocce ball court and a calendar of Social Events. Just cross the street and there are wonderful Restaurants, Shopping, and a movie theater! You can walk to AMC theatres, Beall’s, Marshall’s, Dollar Store and Restaurants. Just minutes to Westfield Mall, Target, a Super Walmart, Publix and Countryside Hospital. A walking/running/biking trail is located adjacent to Canal Way, which takes you directly to picturesque Sheffield Park, which is a lovely place with trails to walk, play disc golf, PICKLEBALL, or go to the Dog Park. There is also a playground for the grandkids. You can walk along the path of the Tarpon outfall canal, on the west edge of Gull-Aire Village, and enjoy all the Florida wildlife, including the occasional Manatee sighting. Very Close to Dunedin and Safety Harbor! Less than 30mins to Tampa International Airport. Only 20 minutes to Honeymoon Island Beach and Caladesi State Parks. Come Enjoy the Florida Life-Style with this Low Maintenance home!!

347 Canal Way, Oldsmar
$395,000
4 Beds ⋅ 2 Baths ⋅ Oldsmar Country Club Estates Sec 3 SubDv. ⋅ 34677 Zip Code
Home Renovated to Perfection!** Welcome to your new home - a stunning, newly renovated home offering comfort and style. Located in a quiet and cozy area, this property is perfect for families looking for space and modernity. - **4 spacious rooms**: Ideal for the comfort of the whole family. - **2 completely renovated bathrooms**: With modern and elegant finishes. - **Large kitchen**: With new appliances and an ideal design to inspire any chef. - **Bright living room**: Perfect space to relax and enjoy pleasant meetings. - **Back garden**: An outdoor area to enjoy and customize to your liking. - **exclusive restaurants**, perfect for enjoying unforgettable dinners. - **Close to stores** and local services, making your daily purchases easier. - Excellent access to transportation and other urban amenities. This house perfectly combines modern design and functionality. Don't miss the opportunity to live in a home that has it all.

324 Country Club Drive, Oldsmar
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