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Explore the diverse selection of homes for sale in Oldsmar, Florida. From waterfront properties to cozy family homes, discover your dream residence with Joseph Sullivan Real Estate. Begin your Oldsmar home search here and experience the vibrant lifestyle this community offers.

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Exploring the Oldsmar Real Estate Market

Oldsmar presents a unique real estate landscape, characterized by its blend of established neighborhoods and new construction. Finding the right home requires navigating this diverse market with expertise and a keen understanding of local trends. Joseph Sullivan Real Estate is here to guide you through the process.

Understanding Oldsmar's Neighborhoods

Oldsmar's neighborhoods each possess distinct character and charm. From the scenic views of waterfront communities to the family-friendly atmosphere of residential areas, understanding these nuances is key to finding the perfect home that matches your lifestyle. Explore the unique appeal of each neighborhood to discover where you truly belong.

Types of Homes for Sale in Oldsmar

The homes for sale in Oldsmar range from single-family houses to condos, townhouses, and luxury estates. Each property type offers a different living experience, and understanding the distinctions is essential to making an informed decision. Let's explore the various options available.

Single-Family Homes in Oldsmar

Single-family homes provide space, privacy, and a sense of community. These properties often feature spacious yards, multiple bedrooms, and various amenities. As you explore single-family homes in Oldsmar, consider your lifestyle needs and desired location to find the perfect fit.

Condos and Townhouses in Oldsmar

Condos and townhouses offer a low-maintenance lifestyle with access to shared amenities. These properties are often more affordable than single-family homes and provide a great option for those seeking convenience and community. Explore the diverse condo and townhouse options available in Oldsmar.

Navigating the Home Buying Process in Oldsmar

Buying a home involves several steps, from securing financing to negotiating the purchase agreement. Understanding each stage of the process is vital for a smooth and successful transaction. Joseph Sullivan Real Estate provides guidance and support every step of the way.

Finding the Right Home for You

Finding the right home requires careful consideration of your needs, budget, and desired location. As you browse homes for sale in Oldsmar, consider your priorities and work with a qualified real estate agent to narrow down your search and find the perfect property.

Newest Homes for Sale in Oldsmar, FL

Oldsmar
$369,900
3 Beds ⋅ 3 Baths ⋅ Harbor Palms-Unit Six SubDv.
Welcome to 1703 Ironwood Court E, a beautifully renovated single-story home located in the desirable Harbor Palms community of Oldsmar! Offering 2 spacious bedrooms, 2 full bathrooms, 1,064 square feet of living space, and an attached one-car garage, this move-in-ready property combines modern updates, comfort, and an excellent location. Step inside and discover a bright, inviting interior featuring beautiful tile flooring, elegant crown molding, updated finishes, and an open, functional layout designed for everyday living and entertaining. The stylish living area offers abundant natural light, while the thoughtfully updated kitchen features modern cabinetry, contemporary finishes, and convenient access to the main living spaces. Both bathrooms feature attractive modern finishes, creating a fresh, comfortable atmosphere throughout the home. The bedrooms offer plenty of versatility for a primary retreat, guest accommodation, or home office. MAJOR HOME FEATURES INCLUDE A DURABLE TILE ROOF, CENTRAL AIR CONDITIONING, AND DOCUMENTED HVAC AND INTERIOR RENOVATION WORK COMPLETED IN 2025. Additional improvements include updated flooring, interior finishes, and other renovations that add to the home's appeal. Situated on an approximately 6,000-square-foot lot, the property offers generous outdoor space with a private backyard, an outdoor patio area, and room to relax, entertain, or create your ideal Florida outdoor retreat. NO HOA AND NO CDD FEES! Enjoy the flexibility of homeownership without mandatory association fees. Conveniently located near beautiful parks, shopping, restaurants, schools, and major roadways, with easy access to Tampa, Clearwater, Safety Harbor, and the stunning Gulf Coast beaches. Whether you're searching for your primary residence, a comfortable Florida retreat, or an investment opportunity, this renovated Oldsmar home has so much to offer. Schedule your private showing today and discover everything this wonderful property has to offer!

Oldsmar
127 Camphor Drive Unit E, Oldsmar
$114,900
2 Beds ⋅ 2 Baths ⋅ SubDv.
Welcome to The Gardens of Forest Lakes! This spacious FIRST-FLOOR, 2-BEDROOM, 2-BATH CONDO offers comfortable, low-maintenance Florida living with no stairs, TILE FLOORING THROUGHOUT and BEAUTIFUL POND VIEWS! Nestled in a peaceful setting surrounded by mature landscaping and lush greenery, this light and bright residence offers a wonderful combination of comfort, convenience and scenic surroundings. Step inside to a living and dining area with plenty of space to relax or entertain. Sliding glass doors lead to a covered patio overlooking the tranquil pond, creating the perfect spot to enjoy your morning coffee, watch the wildlife or simply unwind while taking in the peaceful water views. The kitchen offers ample cabinetry, generous counter space and a convenient breakfast/pass-through bar that opens to the main living area. The primary bedroom features a private ensuite bathroom and walk-in closet, while the second bedroom provides flexibility for guests, a home office or additional living space & adjacent guest bath. An interior laundry area adds everyday convenience. With tile flooring throughout and a functional floor plan, this condo provides a great opportunity to add your own personal touches while enjoying its desirable first-floor location and picturesque setting. Beyond the condo, residents can enjoy an impressive array of community amenities in a scenic lakefront setting. Forest Lakes offers a large community swimming pool and spa, tennis courts, basketball, racquetball/handball courts, playground, picnic and grilling areas, and a waterfront dock overlooking the lake. Mature trees, tropical landscaping and generous green spaces create an inviting atmosphere throughout the community. Conveniently located in the heart of Oldsmar, close to shopping, dining, parks, beautiful Gulf beaches and Tampa International Airport. Whether you're searching for a primary residence, seasonal getaway or investment opportunity, this first-floor condo with beautiful pond views offers an excellent opportunity to enjoy the Florida lifestyle. Schedule your private showing today!

127 Camphor Drive Unit E, Oldsmar
1633 Shady Oaks Drive, Oldsmar
$560,000
3 Beds ⋅ 3 Baths ⋅ Eastlake Oaks Ph 3 SubDv.
Pool, heated spa, and a 3-car garage in East Lake Oaks. This 3-bedroom, 2.5-bath Oldsmar home pairs a screened outdoor setup with solid updates: roof 2017, AC 2021, and vinyl fence 2021. The two-story layout opens with vaulted ceilings over a combined living and dining room. The kitchen features wood cabinetry, stainless steel appliances, and an eat-in area, and it opens to the family room for easy everyday flow. The remodeled primary bath includes dual sinks, a standalone tub, and a separate shower. Out back, the screened lanai offers covered seating, the heated spa, and the pool, all within a vinyl-fenced yard for added privacy. Community amenities include a pool, playground, and ponds. Harbor Palms Nature Park, Estuary Preserve, and Sheffield Park are nearby for bike trails, disc golf, and tennis. Centrally located near shopping, restaurants, and theaters, with easy drives to downtown Safety Harbor, downtown Dunedin, Tampa, the airports, and Clearwater Beach.

1633 Shady Oaks Drive, Oldsmar
1829 Foxboro Court, Oldsmar
$825,000
3 Beds ⋅ 2 Baths ⋅ Cross Pointe SubDv.
Welcome to your private retreat in the much sought-after gated, golf community of East Lake Woodlands. Beautifully renovated and move-in ready, this three-bedroom plus alcove, two-bath pool home is ideally positioned on a serene cul-de-sac with a beautifully landscaped lot, exceptional privacy and spacious yard. From the moment you arrive, the home’s high ceilings and abundant natural light create a bright and welcoming atmosphere. The open-concept seamlessly connects the living room and dining room making everyday living and entertaining effortless with a stunning view of the pool area and lush setting. The family room opens directly to the kitchen and features a wood-burning fireplace and plantation shutters. Designed for both style and function, the kitchen was updated in 2026 with signature finishes such as upgraded Latte Luxe quartz countertops, beautiful glass tile backsplash, an island with breakfast bar seating and Samsung Bespoke stainless steel appliances, including convection oven. Enjoy a spa-like escape with the luxurious primary bathroom renovated in 2026 with elegant creamy quartz countertops, dual vanities, backlit mirrors, a stunning walk-in shower and a sitting area all with bright natural light and exquisite chandelier – plus feel totally pampered with a custom closet featuring built-ins complete with well-designed accessory and jewelry drawers. With views of the sparkling pool and abundant greenery, the two secondary bedrooms offer comfortable accommodations, glass sliders and access to a well-appointed bath with calming tones, large vanity and walk-in shower and access to the pool area. The second bedroom even includes additional flexible space that can be used as a small office, study area or hobby space. Step outside to a serene view from the gorgeous covered and screened patio. The inviting pool and spa, highlighted with cream, beige, charcoal pavers, creates a relaxing setting for morning coffee, gatherings or quiet evenings while enjoying privacy. This outdoor space truly feels like a peaceful retreat and is ideal for enjoying the Florida lifestyle. Recent improvements provide added peace of mind and modern convenience. New landscaping and all new interior and exterior painting completed in 2025. Additional notable updates include the tile roof replaced in 2020, new gutters with leaf guards installed in 2024, water heater replaced in 2022 and new pool heater installed in 2025. Updates extend to the laundry room as well for added convenience and functionality complete with 2026 LG washer and dryer included in the sale. Also in 2026, the home was enhanced with a new security and lighting system, a new front-door security entry lock and a smart garage-door opener and new irrigation control panel in 2025. East Lake Woodlands offers a desirable location convenient to Tampa International Airport, top-rated schools, medical facilities, beautiful beaches and parks, professional sporting events and the area’s many dining, shopping, and entertainment destinations. Optional memberships to Ardea Country Club are available and provide access to two golf courses, fitness center, heated lap pool, a freeform pool with poolside café, tennis and pickleball, casual and fine dining and a wide array of events. With thoughtful renovations, a cul-de-sac location, premier landscaping and easy-maintenance finishes, this home allows you to truly relax in a tranquil setting and enjoy the many updates that have been completed!

1829 Foxboro Court, Oldsmar
116 Brent Circle, Oldsmar
$405,000
3 Beds ⋅ 3 Baths ⋅ Seaside Estates SubDv.
Welcome to Seaside Estates! This is a 3 bedroom, 3 bathroom townhome on the canal with your own private dock. If you’ve been looking for a place to keep your jet ski or kayak right outside your door, this is it. The entry level gives you direct access to the garage, where sliders on the back open right out to the docks. Load up your gear and be on the water in minutes. The second floor features a large living room that opens onto a balcony overlooking the canal. This level also includes the kitchen, a full bathroom, and a bedroom, a great setup for guests or a home office. Head up to the third floor to find two more bedrooms, each with its own ensuite bathroom. The owner’s suite has a private balcony with views of the canal, the perfect spot for morning coffee or evening sunsets. Laundry is conveniently located on this level, right where you need it. This home is ready for a new owner to make it their own. With some fresh paint, new carpet, and your personal touches, you can build equity and create the waterfront retreat you’ve been dreaming of. Opportunities with private dock access like this don’t come along often. Call today to schedule your showing!

116 Brent Circle, Oldsmar
129 Caryl Way Unit 129, Oldsmar
$129,900
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Condo SubDv.
Short Sale. UNAPPROVED SHORT SALE – Renovation Opportunity in Highly Desirable East Lake Woodlands! Bring your vision and transform this 2-bedroom, 2-bathroom condo into your ideal Florida retreat! Located within the highly sought-after, guard-gated community of East Lake Woodlands in Oldsmar, this property presents an excellent opportunity for buyers looking to renovate and make it their own. Whether you're searching for a primary residence, seasonal getaway, or investment opportunity, this condo offers plenty of potential. Enjoy the beautiful surroundings of this established community, conveniently located near shopping, dining, entertainment, beaches, and everything the Tampa Bay area has to offer. The HOA fee includes cable TV, high-speed internet, water, sewer, trash collection, exterior maintenance, grounds maintenance, community pool, and reserves, providing added convenience and value. Property is being sold as an unapproved short sale, subject to lender approval. Bring your creativity and take advantage of this opportunity to own in one of Oldsmar's most desirable communities!

129 Caryl Way Unit 129, Oldsmar
1726 Split Fork Drive, Oldsmar
$599,000
4 Beds ⋅ 3 Baths ⋅ Eastlake Oaks Ph 1 SubDv.
HEAVILY RENOVATED POOL HOME NOT IN A FLOOOD ZONE! Welcome to this beautifully updated 4-bedroom, 2.5-bathroom home offering 2,230 heated square feet of thoughtfully renovated living space. From the moment you step inside, you’ll appreciate the fresh, modern finishes and extensive improvements throughout. The heart of the home is a stunning new gourmet kitchen featuring stylish finishes and designed for both everyday living and entertaining. New luxury vinyl flooring flows throughout the main living areas, complemented by fresh interior paint for a clean, move-in-ready feel. Step outside to your private backyard retreat featuring a brand-new in-ground pool and expansive paver patio, creating the perfect setting for relaxing, entertaining, and enjoying the Florida lifestyle. Additional major updates include a brand-new A/C system and a pool heater, providing valuable peace of mind and enjoyment for the next homeowner. One of the home’s standout advantages is its high-and-dry location above the floodplain, with no flood insurance required. Located in desirable Oldsmar, this home offers convenient access to Tampa Bay and the area’s beautiful waterfront destinations, white-sand Gulf beaches, parks, dining, shopping, and retail. With its central location and extensive renovations already completed, this home delivers the ideal combination of comfort, style, convenience, and Florida outdoor living. Nothing left to do but move in and enjoy! This home will not last long, come see it today!

1726 Split Fork Drive, Oldsmar
404 Lakeview Drive, Oldsmar
$485,000
3 Beds ⋅ 2 Baths ⋅ Manors Of Forest Lakes The SubDv.
Welcome to Forest Lakes, where beautiful lake views and a wonderful community setting come together! This beautiful completely renovated 3-bedroom, 2-bath home offers 1,550 square feet of inviting living space, a 2-car garage, and a generous lakefront lot spanning over a quarter acre. From the moment you step inside, you’ll appreciate the fresh, modern feel, gorgeous tile flooring throughout, and designer finishes that give the home a polished, cohesive look. The remodeled kitchen is sure to be a favorite gathering spot, featuring quartz countertops, brand-new stainless steel appliances, a spacious island with breakfast bar seating, and a pantry for added storage. Whether preparing a meal or entertaining friends, this thoughtfully designed space offers both style and functionality. New windows throughout the home bring in abundant natural light, creating a bright and welcoming atmosphere. The primary suite offers a relaxing retreat, complete with a private en-suite bathroom featuring a step-in shower. Sliding glass doors open directly from the bedroom to the backyard, where peaceful lake views provide a lovely backdrop to start your day or unwind in the evening. The second bathroom is equally inviting, with a vanity offering generous counter space, a bathtub, and elegant gold accents that add a touch of sophistication. Major improvements include a new roof, water heater and HVAC system, offering added peace of mind for the next owner. And the location is just as appealing! Situated only one house away from the community amenities, you’ll have easy access to the neighborhood swimming pool, fishing pier, tennis, basketball and handball courts, playground, and picnic areas—all for a low $35 monthly fee. Located in an exceptional school district, Forest Lakes is also convenient to shopping, dining, and entertainment in Oldsmar, with easy access to both sides of Tampa Bay. Tampa International Airport and St. Pete-Clearwater International Airport are also just a short drive away. With its stylish renovations, thoughtful details, sun-filled interiors, and beautiful lakefront setting, this home offers a wonderful opportunity to enjoy the best of Forest Lakes living. Schedule your showing today!

404 Lakeview Drive, Oldsmar
546 Trout Lane, Oldsmar
$449,000
2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village Ph 2b SubDv.
55+ community. This is one of the most desirable single family homes in the Gull Aire sub. 2 Bedroom 2 bath with split plan separate Den (no closet). Beautiful open floor plan with gleaming hard wood floors in living and dining area. New hurricane ANDERSON WINDOWS installed in home last year (excluding enclosed porch). Bright and spacious home has an inside laundry, oversized 2 car garage with opener, whole house water purification system and so much more. The community has so much to offer like: Heated pool, lawn care, Bocci, Clubhouse and to many Monthly activities and social events to list Close to shopping, fine dining and everything your heart desires. Don't miss out on this rare opportunity!!!

546 Trout Lane, Oldsmar
1558 E Lake Woodlands Parkway, Oldsmar
$739,000
3 Beds ⋅ 2 Baths ⋅ Greenhaven Unit-Four SubDv.
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
1290 Clays Trail Unit 1403, Oldsmar
$469,000
3 Beds ⋅ 3 Baths ⋅ Laurel Oaks At East Lake SubDv.
Welcome to true maintenance-free living in the gated golf community of East Lake Woodlands. Simplify your life while still enjoying plenty of room with this move-in ready, spacious 2,700-sq. ft. townhome-style condominium offering 3 bedrooms, 2.5 baths, a versatile first-floor bonus area and sweeping golf course views. The bonus space offers exceptional flexibility and can be used as a home office, exercise room, playroom, media space or den. With high ceilings, crown molding and an inviting open-concept design, this home seamlessly connects the kitchen, dining area and family room creating an ideal setting for everyday living and entertaining. Inviting is the word to describe the well-appointed kitchen featuring wood cabinetry, gleaming granite countertops, expansive breakfast bar with plenty of seating and direct sightlines into the family room with recent updates including new lighting and Frigidaire Gallery refrigerator and Whirlpool microwave (2025). Other updates in 2025 include fresh interior paint, a new LG washer and dryer and new ceiling fans and light fixtures. The efficient 5-ton air-conditioning unit was replaced in 2025 as well providing added peace of mind. As a private retreat, the spacious primary suite affords gorgeous golf course views, wood floors, a large walk-in closet and an additional sitting area perfect for a den, reading nook or home office. The beautifully appointed primary bath features new cabinetry with tower storage, stunning quartz countertops, a freestanding soaking tub and gorgeous tile throughout. Two additional bedrooms provide generous room for family and guests and ample closet space. The secondary bathrooms feature updated cabinetry with quartz countertops in addition to an updated laundry room. Enjoy Florida living on the screened, covered patio, with an additional open area perfect for grilling, outdoor dining and entertaining while taking in the tranquil golf course backdrop. The maintenance-free lifestyle makes it easy to simplify and relax, with just two monthly bills to manage. With the 2025 A/C, electric bills for the owner have typically ranged from $130 to $230 during the summer, while the condo monthly maintenance fee covers comprehensive services including water and sewer, trash and recycling collection, lawn care and maintenance, exterior building maintenance including roof (installed 2020), termite prevention program, cable and internet services, insurance on building structure and escrow reserves. Plus residents also enjoy access to a sparkling community pool! Optional memberships are available for Ardea Country Club, offering access to 2 golf courses, fitness center, tennis and pickleball, a heated lap pool and freeform pool, poolside café, casual dining and a variety of social events and activities. Conveniently located near Tampa International Airport, top-rated schools, medical facilities, beaches and parks, professional sporting events and the many attractions of Tampa Bay, this East Lake Woodlands home delivers comfort, convenience and amenities all with golf course views. Move-in ready and maintenance free means more time to relax when at home or traveling!

1290 Clays Trail Unit 1403, Oldsmar
1801 Mapleleaf Boulevard, Oldsmar
$451,000
3 Beds ⋅ 3 Baths ⋅ Bays End SubDv.
Virtually Staged. Light-filled living spaces, a split bedroom plan, and a screened pool create an inviting setting in this four-bedroom, two-bath Oldsmar home with a two-car garage and inside laundry. The living room and dining area offer a separate setting for entertaining or quieter gatherings, while the kitchen and family room combine for everyday living. Large windows, arched architectural details, and beautiful flooring add character and warmth, with opportunities to update finishes and make the spaces your own. The kitchen features light cabinetry, stainless steel appliances, and a breakfast bar for casual meals or conversation with the cook. Its connection to the family room keeps the spaces open and social, while sliding glass doors lead to the screened pool area. The primary bedroom also offers sliding-door access to the pool, and its adjoining bathroom includes dual sinks, a separate tub, and a shower. An inside laundry room with overhead cabinetry adds practical storage. Outside, the pool and screen enclosure set the scene for relaxed afternoons, weekend gatherings, and a refreshing swim at the end of the day. Picture comfortable outdoor seating for morning coffee, a dining spot for casual meals, and your own touches of greenery to bring the space together. Beyond the enclosure, the fenced backyard offers possibilities for garden beds, flowering plants, or a landscaped sitting area. Whether you envision a quiet retreat or a setting for entertaining, the outdoor spaces offer an opportunity to create an extension of the home that reflects your style. Located near Tampa Road and the Curlew Road corridor, the property offers convenient access to shopping, grocery stores, restaurants, and everyday services throughout Oldsmar, nearby Palm Harbor, and the Countryside area. Connections to US 19, McMullen Booth Road, and Hillsborough Avenue provide routes throughout Pinellas County and into Tampa. Outdoor destinations Mobbly Bayou Wilderness Preserve, offering waterfront settings, trails, fishing, and kayaking, while John Chesnut Sr. Park and Philippe Park are each approximately five miles away. Local schools and St. Petersburg College provide nearby educational options. Tampa International Airport is approximately 14 miles away, and St. Pete–Clearwater International Airport is approximately 16.5 miles away. Come explore the layout, outdoor spaces, and possibilities this Oldsmar pool home has to offer. All distances are approximate and vary by route. Buyers to verify school zoning and enrollment availability directly with Pinellas County Schools. All information is believed to be accurate but is not guaranteed. Buyers and agents to verify all facts and information pertinent to their purchase decision.

1801 Mapleleaf Boulevard, Oldsmar
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