Oldsmar Homes for Sale

Oldsmar Homes for Sale

Welcome to Oldsmar, Florida – a hidden gem nestled in the heart of Pinellas County! This charming city is perfectly situated between the vibrant communities of Tampa and Clearwater, offering residents the best of both worlds. With its picturesque landscapes, friendly neighborhoods, and a strong sense of community, Oldsmar is an ideal place to call home.

Oldsmar boasts a rich history that dates back to the early 1900s, and today, it seamlessly blends its quaint past with modern conveniences. The city is known for its beautiful parks, including the popular Oldsmar Park and the serene R.E. Olds Park, where families can enjoy picnics, playgrounds, and scenic waterfront views. Outdoor enthusiasts will appreciate the numerous trails and recreational opportunities available, from boating on Old Tampa Bay to biking along the scenic trails.

When it comes to real estate, Oldsmar offers a diverse selection of homes for sale, catering to various tastes and budgets. Whether you’re searching for a cozy single-family home, a contemporary townhouse, or a spacious waterfront property, you’ll find an array of options that suit your lifestyle. Many homes in Oldsmar feature charming architectural details, lush landscaping, and proximity to top-rated schools and shopping centers.

With its warm climate, friendly atmosphere, and a strong sense of community, Oldsmar is more than just a place to live; it’s a place to thrive. Discover your dream home in this delightful city today, and embrace the Oldsmar lifestyle!

Newest Oldsmar Homes for Sale

Oldsmar
$369,900
3 Beds ⋅ 3 Baths ⋅ Harbor Palms-Unit Six SubDv. ⋅ 34677 Zip Code
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
1633 Shady Oaks Drive, Oldsmar
$560,000
3 Beds ⋅ 3 Baths ⋅ Eastlake Oaks Ph 3 SubDv. ⋅ 34677 Zip Code
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. ⋅ 34677 Zip Code
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
1726 Split Fork Drive, Oldsmar
$599,000
4 Beds ⋅ 3 Baths ⋅ Eastlake Oaks Ph 1 SubDv. ⋅ 34677 Zip Code
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. ⋅ 34677 Zip Code
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. ⋅ 34677 Zip Code
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. ⋅ 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
1801 Mapleleaf Boulevard, Oldsmar
$451,000
3 Beds ⋅ 3 Baths ⋅ Bays End SubDv. ⋅ 34677 Zip Code
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
4878 Sherbrook Drive, Oldsmar
$929,900
5 Beds ⋅ 3 Baths ⋅ Cross Pointe SubDv. ⋅ 34677 Zip Code
Welcome to this beautifully refreshed 5 bedroom, 3 bathroom, 3 car garage pool home nestled within the highly sought-after, gated community of East Lake Woodlands! Offering an exceptional blend of space, comfort, and Florida living, this move in ready residence has recently undergone a stunning makeover and is ready for its new owners! Thoughtfully designed with a desirable three-way split floor plan, this home provides both privacy and functionality, making it ideal for everyday living and entertaining. Upon entering, you're greeted by a spacious formal living and dining area with sliding glass doors that invite you to your private outdoor oasis. The expansive family room seamlessly connects to the kitchen, where soaring ceilings and an abundance of natural light create a bright and inviting atmosphere. The kitchen is an entertainer's dream, featuring quartz counters, stainless steel appliances and a breakfast nook. Retreat to the private primary suite, thoughtfully positioned on its own side of the home, featuring a spacious walk-in closet and an ensuite bathroom complete with dual vanities, a relaxing freestanding soaking tub, a walk-in shower with dual showerheads, and a private water closet. Two additional generously sized bedrooms share a conveniently located bathroom, while a separate area offers another bedroom and adjacent full bathroom. Step outside and experience Florida living at its finest! Your private backyard retreat features a sparkling swimming pool, generous covered entertaining space, and a brand-new outdoor kitchen, creating the perfect setting for weekend barbecues, hosting friends and family, or simply unwinding in your own tropical escape. Additional highlights include a spacious three-car garage offering plenty of room for vehicles, storage, and recreational equipment. Located within the prestigious East Lake Woodlands community, residents enjoy the privacy of gated living surrounded by beautiful landscaping and an established neighborhood atmosphere. Optional country club memberships provide access to an array of amenities, including championship golf, tennis, dining, social events, and recreational activities, with various membership opportunities available to suit your lifestyle. Freshly updated, thoughtfully designed, and perfectly suited for the Florida lifestyle, this East Lake Woodlands gem is ready to welcome you home. Schedule your private showing today!

4878 Sherbrook Drive, Oldsmar
4795 Pebble Brook Drive, Oldsmar
$485,000
2 Beds ⋅ 2 Baths ⋅ Cross Creek - Unit Two SubDv. ⋅ 34677 Zip Code
Warm. Inviting. Bright. A truly move in ready home in the sought out gated community of East Lake Woodlands. This 2 bedroom 2 bath plus den, features granite counters, wood cabinets, plantation shutters, crown molding, inside laundry room, screened lanai, high ceilings formal dining area, dinette in kitchen. Furnishings negotiable. The community itself is gated and offers 2 18 hole golf courses, fitness center, tennis and pickleball courts.

4795 Pebble Brook Drive, Oldsmar
3090 Phoenix Avenue, Oldsmar
$689,000
3 Beds ⋅ 3 Baths ⋅ West Oldsmar Sec 1 SubDv. ⋅ 34677 Zip Code
Imagine waking up to sparkling water views and having the ultimate Tampa Bay lifestyle right in your backyard. Situated in one of the area’s most desirable coastal pockets, this waterfront property offers direct boat access, giving you the freedom to set sail from your private dock and cruise straight to Downtown Tampa or St. Petersburg for dinner and weekend adventures.This is a rare opportunity to secure a prime waterfront canvas and bring your personal vision to life. Whether you dream of crafting a sophisticated coastal retreat or an effortless open-concept sanctuary, this home gives you the freedom to design every detail to your exact taste. Don’t just buy a house—create your dream waterfront lifestyle. Schedule your private tour today and start imagining the possibilities!

3090 Phoenix Avenue, Oldsmar
10 Windrush Court, Oldsmar
$765,000
3 Beds ⋅ 3 Baths ⋅ Greenhaven Unit One SubDv. ⋅ 34677 Zip Code
Tucked away on a quiet cul-de-sac, with a BRAND NEW ROOF, this exceptional single-family residence sits on an oversized lot with tranquil pond views, offering a rare blend of privacy, elegance, and resort-style outdoor living. Designed for both relaxation and entertaining, the backyard retreat features an oversized heated swimming pool, expansive screened lanai, and a generous covered outdoor dining area just off the family room—perfect for hosting gatherings or enjoying Florida evenings. A fully equipped outdoor kitchen adds convenience, while automated wind-resistant screens protect the lanai space when needed. Off the primary suite, an additional private covered patio creates the perfect shaded escape. Inside, the recently remodeled kitchen and family room serve as the heart of the home, showcasing granite countertops, rich wood cabinetry, a striking metal tile backsplash, upgraded lighting and fan fixtures, dual microwave/oven, and a cooktop with breakfast bar overlooking the family room. A charming breakfast nook provides additional seating with picturesque views of the pool and outdoor living area. The family room impresses with soaring vaulted ceilings, skylights that flood the space with natural light, a stylish wet bar, and an electric fireplace insert that provides both warmth and ambiance. Both rear guest bedrooms feature engineered “Tiger Eye” wood flooring, fresh paint, and updated ceiling fans. The second bathroom has been tastefully updated with wood cabinetry, stone countertops, and tile flooring. Throughout the home, popcorn ceilings have been removed, giving every room a clean, modern finish. The primary suite offers a luxurious retreat, featuring engineered wood flooring in the bedroom and closet and a beautifully renovated ensuite bath with dual quartz vanities and an elegant open walk-in tile shower. The roof has been enhanced with a Roof Max protective treatment and transferable 5-year warranty, along with a 2015 A/C system. Combining thoughtful upgrades, refined interior spaces, and exceptional outdoor living, this home offers a private cul-de-sac setting with the perfect balance of comfort, style, and Florida lifestyle living. Additional upgrades and features include: • New Decorative carpet inset in the living room • Dining room with engineered wood flooring with newer Bay Window • Convenient guest half-bath • New double front entry doors with a custom tiled walkway and entry accents • Updated landscaping with new garden rock and curbing (2024) • New golf cart garage door ' New Interior and Exterior Painting and MORE! Combining thoughtful upgrades, refined interior spaces, and exceptional outdoor living, this home offers a private cul-de-sac setting with the perfect balance of comfort, style, and Florida lifestyle living. PLUS transferrable Home Warranty for Major components of the home.

10 Windrush Court, Oldsmar
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