Explore Oldsmar, FL Homes for Sale Between $400,000 to $450,000

Oldsmar, FL Homes for Sale Between $400,000 to $450,000 Map Search

Homes for Sale in Oldsmar, FL Between $400,000 to $450,000

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Welcome to your dedicated resource for Homes for Sale Between $400,000 to $450,000 in Oldsmar, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As local Oldsmar, FL agents, Joseph Sullivan Real Estate specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the properties currently available between $400,000 to $450,000 below, or contact a local agent to discuss the details that matters most to your search.

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All Oldsmar, FL Homes for Sale Between $400,000 to $450,000

$449,000
Oldsmar Rev Map SubDv.
Two Adjoining Lots—Build Two Homes or One Triplex in Oldsmar! Offered together, these two originally platted vacant lots contain approximately 20,691 square feet, or 0.475 acre, along paved St. Petersburg Drive E. Written zoning guidance from the City of Oldsmar confirms a maximum density of three dwelling units and identifies two potential development options: retain the lots separately for one single-family residence on each originally platted lot under the applicable R-2 existing-lot standards, or combine the parcels for one triplex under R-3 zoning. The combined property exceeds the R-3 district’s minimum lot-width requirement. An existing survey covering both lots shows approximately 100 feet of combined frontage along St. Petersburg Drive E and outer side depths of approximately 172 and 185 feet. The mostly cleared property offers public water and sewer availability, an existing sidewalk, overhead electrical lines, no HOA, and no CDD. An established six-unit multifamily property consisting of two triplex buildings is located immediately adjacent. Convenient to downtown Oldsmar, R.E. Olds Park, waterfront recreation, public boat ramps, trails, shopping, restaurants, Tampa Road, Safety Harbor, and Tampa International Airport. An opportunity for a builder, developer, or investor seeking two homesites or a small multifamily infill project in an established Pinellas County community. The parcels are being sold together. City zoning correspondence and the existing survey are available.

St Petersburg Drive, Oldsmar
$425,000
3 Beds ⋅ 2 Baths ⋅ Manors Of Forest Lakes The Ph 2 SubDv.
Welcome to this beautifully updated three-bedroom home in Forest Lakes, offering comfortable living spaces and thoughtful improvements throughout. The updated kitchen, completed in 2025, provides a fresh and inviting space that leads to the home’s spacious living and dining areas, ideal for everyday living and entertaining. The primary bedroom has also been updated, creating a comfortable retreat for the new owner. Go outside to enjoy a large, fully fenced yard and screened patio area, offering plenty of space for outdoor dining, relaxing, pets or play. The garage previously converted gives additional interior flex living space. The area has added central air and heat, which adds to the square footage of the home. Major updates provide peace of mind, including a new roof in 2025, fresh exterior paint in 2025 and hurricane windows. With the key improvements completed, this home is move-in ready and offers the opportunity for a new owner to settle in with minimal additional updates, ready to welcome its next living adventure. It has access to recreational park, close to beaches, shopping and zoned for desirable schools including Eastlake High School.

819 Jacaranda Drive, Oldsmar
$445,000
3 Beds ⋅ 2 Baths ⋅ Oldsmar Country Club Estates Sec 3 SubDv.
Florida living at it's best. This fully renovated beautiful solid block home is located in the very desirable Oldsmar Country Club Estates neighborhood and is across the street from the bay and just down the street from three waterfront parks, Veterans Memorial Park, R.E. Olds Park and from Mobbly Bayou Beach Park. This charming house boasts a split bedroom open floor plan. It has a giant sun room/all day room connected to the back of the house with plenty of windows surrounding it. The owner just had the main front door and the rear door replaced with new high impact doors. The owner is selling personal items to get ready for the sale of the home and they show as clutter in the pictures, so I might be posting new pictures soon. These pictures don't do this wonderful home justice. Wait till you see this huge kitchen with it's quartz countertops, stainless steel appliances and very spacious wood cabinets. There are fruit trees in the back yard which include mango trees and sweet sop trees. The garage is air conditioned and heated. This home is conveniently located only 15-20 minutes from Tampa International Airport and only minutes to downtown Tampa and to some of the best beaches in the US, great restaurants, shopping, theaters and hotels. There are also tennis courts, a zip line, hiking trails, kayaking and paddle boarding, the neighborhood boat ramp, an organic garden, the public library and lots of shops all walking distance from the house.

331 Shore Drive E, Oldsmar
$439,000
3 Beds ⋅ 2 Baths ⋅ Tampashores Hotel Plaza Sec SubDv.
Welcome to the TAMPA BAY LIFESTYLE WITHOUT THE WATERFRONT PRICE TAG. This beautifully fully remodeled 3-bedroom, 2-bath home offers the rare combination of modern updates, an incredible location, and exceptional flexibility for homeowners and investors alike. Completely renovated from top to bottom, this move-in-ready home features an open-concept floor plan with luxury vinyl plank flooring throughout, quartz countertops, updated cabinetry, stainless steel appliances, designer fixtures, and beautifully renovated bathrooms. Natural light fills the spacious living areas, creating a bright and inviting atmosphere perfect for everyday living and entertaining. Location is everything, and this one is hard to beat. Situated next to one of Oldsmar’s beautiful waterfront parks and just steps from the fishing pier, playground, walking trails, and scenic Tampa Bay shoreline, this home offers a lifestyle that is difficult to replicate at this price point. Enjoy easy access to dining, shopping, marinas, downtown Safety Harbor, Dunedin, Clearwater, and some of the area’s most popular beaches. Nearby attractions including Tampa Bay Downs, waterfront festivals, and outdoor recreation make this an exceptional place to live, vacation, or invest. Whether you’re looking for a primary residence, first-time home, second home, seasonal retreat, or income-producing investment property, this home offers exceptional flexibility to fit your goals. Currently operating as a successful SHORT-TERM RENTAL/AIRBNB (furniture negotiable). The property provides immediate income-producing potential and an opportunity for investors to capitalize on Oldsmar’s growing demand for vacation and extended-stay accommodations. Recent short-term rental performance included approximately $3,000 in gross rental revenue during a recent five-night stay. Additional highlights include a 2024 roof, no HOA, and convenient access to Tampa, Clearwater, St. Petersburg, Tampa International Airport, shopping, dining, and some of the area’s most popular beaches. Experience the charm of Oldsmar and enjoy the perfect blend of comfort, convenience, and coastal lifestyle. Schedule your private showing today.

102 Shore Drive E, Oldsmar
$425,000
3 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Pinewinds SubDv.
One look and you'll be sold! This beautifully maintained, move-in-ready villa offers the perfect combination of comfort, privacy, and convenience. Featuring three bedrooms, two bathrooms, and an attached two-car garage, this home is sure to check all the boxes. Step inside to a spacious Great Room with soaring cathedral ceilings and a cozy wood-burning fireplace, creating the perfect space for relaxing or entertaining. The home's thoughtful layout and meticulous upkeep make it truly move-in ready. One of this property's most outstanding features is its premium location on one of the most private lots in all of East Lake Woodlands. With no rear neighbors, you'll enjoy exceptional privacy while overlooking a tranquil pond and wooded preserve. Start your mornings with coffee or unwind in the evenings with a glass of wine on the private screened lanai as you take in the peaceful views. Located on a quiet cul-de-sac in the desirable Pinewinds community within the gated East Lake Woodlands neighborhood, this home offers both security and a relaxed lifestyle. Residents enjoy convenient access to shopping, dining, beautiful Gulf beaches, medical facilities, parks, Tampa International Airport, and St. Pete–Clearwater International Airport. The HOA handles exterior maintenance, lawn care, and the community pool, allowing you to enjoy a true low-maintenance, resort-style lifestyle year-round. Whether you're searching for a full-time residence, a seasonal retreat, or a vacation getaway, this exceptional villa is an outstanding opportunity. Priced to sell, this home won't stay on the market for long. Schedule your private showing today before it's gone!

80 Summerwinds Lane, Oldsmar
$429,500
3 Beds ⋅ 3 Baths ⋅ Bayside Terrace SubDv.
Imagine coming home to breathtaking waterfront surroundings, resort-style amenities, and maintenance-free living in one of Tampa Bay's most desirable gated communities. Welcome to Bayside Terrace, where this beautifully upgraded 3-bedroom, 2.5-bath townhome with a 1-car garage offers the perfect blend of luxury, convenience, and coastal lifestyle. Ideally situated just steps from the community pool and clubhouse, this move-in-ready residence features one of the community's most desirable locations with peaceful courtyard views and easy access to all the amenities. Designed for today's lifestyle, the open-concept floor plan showcases soaring ceilings, abundant natural light, and elegant wood-look tile flooring throughout the main living areas. The chef-inspired kitchen is the centerpiece of the home, featuring stunning quartz countertops, custom all-wood cabinetry with pull-out shelving, a large quartz preparation island, designer lighting, a walk-in pantry, stylish backsplash, and premium stainless steel appliances including a double oven range and French door refrigerator. Whether entertaining guests or enjoying quiet evenings at home, this space was designed to impress. The spacious great room flows seamlessly onto the covered and screened lanai, creating an inviting indoor-outdoor living experience overlooking a tranquil courtyard. It's the perfect setting for morning coffee, evening cocktails, or simply relaxing after a day on the water. Upstairs, a versatile loft provides flexible living space that easily serves as a home office, media room, fitness area, or second family room. The luxurious owner's suite offers a true retreat with an oversized walk-in closet, dual vanities, linen storage, and a beautifully Upstairs, a versatile loft provides flexible living space that easily serves as a home office, media room, fitness area, or second family room. The luxurious owner's suite offers a true retreat with an oversized walk-in closet, dual vanities, linen storage, and a beautifully appointed frameless glass shower. Two additional bedrooms each feature walk-in closets, ceiling fans, and upgraded carpeting with premium padding for exceptional comfort. Living in Bayside Terrace means enjoying a true Florida waterfront lifestyle. Residents have exclusive access to a resort-style swimming pool, fitness center, clubhouse, fishing pier, kayak launch, and direct access to the beauty of Tampa Bay. Whether you enjoy kayaking, fishing, walking along the waterfront, or simply watching spectacular sunsets, every day feels like a vacation. Included with all of these amenities, the HOA offers exterior property insurance, high speed internet, cable tv, maintenance of exterior and pool, 24 virtual guard gate, common area taxes plus water, sewer and trash. Perfectly positioned between Hillsborough and Pinellas Counties, this exceptional location offers convenient access to Tampa International Airport, St. Pete-Clearwater International Airport, downtown Tampa, award-winning Gulf beaches, waterfront dining, shopping, and major employers. Whether you're searching for a waterfront townhome, a gated community with resort amenities, a low-maintenance primary residence, a second home, or a Florida retreat close to Tampa and the Gulf Coast, this exceptional property offers everything today's buyers are looking for. Schedule your private showing today and discover why Bayside Terrace continues to be one of Tampa Bay's most sought-after communities.

2410 Arch Avenue, Oldsmar
$450,000
Preserve The SubDv.
An exceptional opportunity to build your dream estate in the beautiful, double-gated golf community of East Lake Woodlands! This rare, buildable homesite is located within The Preserve, an exclusive gated enclave nestled inside the renowned 24-hour guard-gated East Lake Woodlands community—offering an unparalleled level of privacy, security, and exclusivity. Surrounded by magnificent custom estate homes of 5,000+ square feet, this premier homesite provides the ideal setting for your luxury residence. Backing to a protected preserve and bordering the river, this premium lot offers exceptional privacy with no rear neighbors and a tranquil natural backdrop that is becoming increasingly rare. With a minimum building requirement of approximately 3,400 square feet, you'll have the perfect canvas to design and build the custom home you've always envisioned. Residents enjoy the peace of mind that comes with two levels of gated access—first through the 24-hour guard-gated entrance to East Lake Woodlands, and then through the private gates of The Preserve, one of the community's most exclusive estate neighborhoods. This unique setting combines luxury living with enhanced privacy in a beautifully maintained environment known for its mature landscaping, upscale homes, and resort-style atmosphere. Conveniently located near championship golf courses, shopping, dining, top-rated schools, Gulf beaches, and Tampa International Airport, this is a rare opportunity to own one of the few remaining premier homesites in East Lake Woodlands. Bring your own builder and create an extraordinary custom home where luxury, privacy, security, and natural beauty come together.

1332 Preservation Way, Oldsmar
$449,000
3 Beds ⋅ 2 Baths ⋅ Harbor Palms-Unit One SubDv.
**PRICE IMPROVEMENT** Your opportunity just got better.! This beautiful home is now offered at a NEW LOWER PRICE.! If you’ve been waiting for the right time to make a move. This Is It.!!! Welcome to one of Oldsmar's hidden gems! This beautifully maintained 3-bedroom, 2-bath pool home is nestled in the highly desirable Harbor Palms neighborhood, offering the perfect combination of location, comfort, and the Florida lifestyle. The bright split-floor plan features premium laminate and tile flooring, a spacious living room with French doors leading to your private backyard oasis, a formal dining room with a picture window, and a beautifully appointed kitchen with granite countertops, wood cabinetry, and stainless-steel appliances, to include a Point of use Reverse Osmosis Water Purification System. The interior laundry room includes the washer, dryer, and ample storage cabinets. The spacious primary suite offers dual walk-in closets and a beautifully updated en-suite bath with quartz countertops, soft-close cabinetry, and a custom-tiled walk-in shower. Step outside to the screened, covered lanai overlooking a sparkling pool with a tranquil waterfall. The pool is equipped with a child safety fence, which is included with the home. The oversized, fully fenced backyard offers plenty of room to entertain, relax, or enjoy Florida's year-round sunshine. Ideally located just a short walk or bike ride to the neighborhood's beloved Sheffield Park, featuring playgrounds. You'll also enjoy being just 25 minutes from Honeymoon Island and Tampa International and St. Pete-Clearwater airports, and only minutes from shopping, dining, and everyday conveniences. Opportunities like this in Oldsmar are rare—don't miss your chance to own this move-in-ready Florida retreat.

416 Maplewood Drive, Oldsmar
$437,500
3 Beds ⋅ 3 Baths ⋅ Bayside Terrace SubDv.
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
$424,900
3 Beds ⋅ 2 Baths ⋅ Harbor Palms-Unit Two SubDv.
This beautifully renovated three-bedroom, two-bath home sits in the heart of Oldsmar at the top of Tampa Bay. Fully updated inside and out, it offers a gorgeous new kitchen with stainless steel appliances, soft-close cabinets, leather-finished granite countertops, charming breakfast nook and even a premium electronic touchless kitchen faucet. All three bedrooms are thoughtfully spaced apart for extra privacy, with the spacious master suite featuring a massive California-style walk-in closet, serene backyard views, and a stunning bathroom with a walk-in shower. The open-concept living area flows into a roomy bonus space at the back of the house, highlighted by tandem ceiling fans. French doors open to a fully fenced backyard that is big enough for a future pool and there's even a poured slab ready for a shed. A large laundry room with a utility sink connects to the spacious two-car garage, featuring a new hurricane-rated door and My-Q Wi-Fi opener. The home is completed by brand new impact resistant double-paned windows (that can get you discounts on insurance) and French doors as this reno was very thorough with every surface being new including all of the ceilings, walls, plumbing and insulation. Centrally located Oldsmar provides quick and easy access to pristine Pinellas Beaches, all that Tampa has to offer, plus its own fantastic dining, excellent schools, and great shopping. This home is a must-see!

1815 Driftwood Circle S, Oldsmar
$419,000
3 Beds ⋅ 2 Baths ⋅ Oldsmar Country Club Estates Sec 1 Rep SubDv.
"Move-In Ready"... Freshly Painted and Beautifully completely Refurbished Single Family Pool Home, (3) Bedrooms, (2) Baths with plenty of storage space, vehicles, boat and golf cart(s) parking. Luxury vinyl flooring throughout this split plan homes interior, picturesque French Door views to the pool and lanai deck, all new kitchen appliances and home systems installed. An expansive corner lot property with plenty of green space, fenced yard and mature landscaping. Enjoy your Florida Lifestyle with family and social gatherings within the updated interior decor or outside in the screened pool and lanai deck area. We'll look forward to your visit.

347 Country Club Drive, Oldsmar
$450,000
3 Beds ⋅ 3 Baths ⋅ Seaside Estates SubDv.
Elevated Gated Community. WATERFRONT 3 bedrooms, 3 full baths plus a tandem 2-3 car garage with sliders to a first, second and third floor patios, the patios overlook the dock and boat slip that come with the townhome. The kitchen is open to the dining and family rooms. One bedroom and full bath is located on the main level, while the master suite, and the 3rd bedroom both with full bathrooms are located on the top floor along with the laundry closet. The oversized master features two walk-in closets and floor to ceiling windows with sliders out to one of two private balconies in the home. The master bath has a walk-in shower, garden tub, and dual sinks. High ceilings throughout the home. A must see! Seller is motivated! LET'S MAKE A DEAL!

116 Brent Circle, Oldsmar
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