Oldsmar Homes for Sale

Oldsmar Homes for Sale

Welcome to Oldsmar, Florida – a hidden gem nestled in the heart of Pinellas County! Known for its charming small-town atmosphere and lush landscapes, Oldsmar offers a delightful blend of suburban living with easy access to the vibrant coastal lifestyle that Florida is famous for. With its prime location between Tampa Bay and the Gulf of Mexico, residents enjoy the best of both worlds: tranquil parks and nature trails, alongside bustling shops, restaurants, and entertainment venues.

Oldsmar is a community that thrives on connection and camaraderie, hosting numerous events throughout the year, including the popular Oldsmar Days and Nights festival. Families will appreciate the top-rated schools and safe neighborhoods, making it an ideal place to raise children. For outdoor enthusiasts, the nearby waterfront parks, like the beautiful Oldsmar Park and the scenic Upper Tampa Bay Trail, provide ample opportunities for biking, hiking, and enjoying the natural beauty of Florida.

For those considering a move, Oldsmar boasts a diverse range of homes for sale, catering to various lifestyles and budgets. From charming single-family homes with spacious yards to modern townhouses and condos with stunning views, there’s something for everyone. The real estate market here is thriving, making it an excellent time to invest in this vibrant community.

Discover the warmth and charm of Oldsmar, where a balanced lifestyle awaits you. Explore the available homes for sale and find your perfect sanctuary in this enchanting corner of Florida!

Newest Oldsmar Homes for Sale

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.

10 Windrush Court, Oldsmar
335 Country Club Drive, Oldsmar
$399,500
4 Beds ⋅ 2 Baths ⋅ Oldsmar Country Club Estates SubDv. ⋅ 34677 Zip Code
Welcome home to this beautifully updated 4-bedroom, 2-bath single-family home offering 1,224 square feet of comfortable living space on a spacious lot in a quiet, family-friendly neighborhood. Thoughtfully renovated with numerous upgrades completed in 2025, this home offers the convenience and peace of mind of newer major systems and finishes. Improvements include a new A/C system, water heater, electrical panel, impact-rated hurricane windows and doors, and all new appliances. Luxury vinyl plank flooring flows throughout the main living areas, complemented by new light fixtures and remote-controlled ceiling fans, creating a fresh and welcoming interior. An added neighborhood benefit is that the power lines have been buried underground, contributing to the clean streetscape and eliminating overhead utility lines. Step outside to enjoy the generously sized backyard, newly enclosed with attractive white vinyl fencing?perfect for entertaining, pets, play, or simply relaxing outdoors. The property also offers access to an easement leading to a canal, providing water access suitable for a small boat. For those who enjoy Florida's outdoor lifestyle, the community also features a neighborhood park and two boat launch areas. Centrally located near Mease Morton Plant Hospital, shopping, restaurants, and everyday conveniences, this home combines an established neighborhood.

335 Country Club Drive, Oldsmar
3825 Shore Boulevard, Oldsmar
$1,915,000
4 Beds ⋅ 4 Baths ⋅ West Oldsmar Sec 1 SubDv. ⋅ 34677 Zip Code
Pre-Construction. To be built. ***Pre-Construction Waterfront Opportunity | Oldsmar, Florida Build Your Vision on Wide-Open Tampa Bay A rare opportunity to create a brand-new luxury waterfront residence overlooking the wide-open waters of Tampa Bay. This pre-construction offering combines an exceptionally Large Oldsmar waterfront homesite with a thoughtfully designed three-level residence created to maximize the views, outdoor living, and Florida waterfront lifestyle. The proposed home features approximately 3,700 square feet of cooled living space with 4 bedrooms, 3.5 bathrooms, and a four-car tandem garage. The three-level design features concrete block construction and an open great-room floor plan with a spacious kitchen, oversized center island, dining area, and expansive living space designed to take advantage of the Open Tampa Bay setting. Covered porches and balconies extend the living areas outdoors, while the upper-level primary suite is positioned to capture the waterfront views. Buyers will also have the opportunity to personalize the home with a choice of beautiful exterior architectural styles, including West Indies, Coastal Contemporary, and Modern Mediterranean. Additional options include a residential elevator and custom pool package at an additional cost. Following the proposed lot split, the homesite is estimated to provide approximately 90 feet of street frontage, 180 feet of depth, and an impressive 99 feet of waterfront frontage on wide-open Tampa Bay. The waterfront land is to be purchased separate from the cost of constructing the home but can be packaged together with a CP Loan allowing buyers to secure the homesite and then move forward with their selected home design, finishes, and available options. All 3 lots are offered at an asking price of $466k each. The build cost is estimated at $1,449,000 without optional Elevator Package (+$80k) & Pool Package (+120K). This Package is for Lot 6 Blk 8 only. *Supplied Home Construction Virtual Renderings are for example only*

3825 Shore Boulevard, Oldsmar
145 Poole Place, Oldsmar
$235,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cluster Homes SubDv. ⋅ 34677 Zip Code
Discover the ease of Florida living in this inviting 2-bedroom, 2-bath villa nestled within the gated golf community of East Lake Woodlands in Oldsmar. Offering a comfortable layout, a peaceful setting, and a low-maintenance lifestyle, this home is an excellent opportunity for a full-time residence, seasonal retreat, or anyone looking to enjoy all that the Tampa Bay area has to offer. Inside, the functional floor plan offers comfortable living and dining spaces, with a well-appointed layout designed for both everyday living and entertaining. The two-bedroom, two-bath configuration provides flexibility for guests, a home office, or a dedicated hobby space. Step outside to enjoy your own outdoor space, perfect for a quiet morning coffee or relaxing at the end of the day. Covered parking, additional storage, and convenient guest parking add to the home's everyday appeal. One of the standout advantages of living in Cluster Homes is the maintenance-free lifestyle, with exterior maintenance, grounds care, trash service, and basic cable included. The beautifully landscaped, gated East Lake Woodlands community is known for its natural surroundings and bird sanctuary setting, with sidewalks and walking and biking paths that invite you to slow down and enjoy the scenery. Residents also have the option to join Ardea Country Club, offering two golf courses, swimming pools, tennis courts, an exercise room, and on-site dining through available social and golf memberships. The location makes enjoying Florida's outdoor lifestyle easy, with John Chestnut Park, Oldsmar Park, and Philippe Park in nearby Safety Harbor. When you're ready for a beach day, Caladesi Island State Park and Clearwater Beach are just a drive away. Shopping, restaurants, entertainment, and everyday conveniences are close at hand, while Tampa International Airport and St. Pete-Clearwater International Airport offer convenient options for travel. Enjoy the combination of gated-community living, recreational opportunities, and convenient access to the best of Tampa Bay. Schedule your private showing and discover the lifestyle East Lake Woodlands has to offer!

145 Poole Place, Oldsmar
600 Shore Drive E, Oldsmar
$899,000
3 Beds ⋅ 4 Baths ⋅ Tampashores Bay Sec SubDv. ⋅ 34677 Zip Code
Half an acre of direct waterfront on Old Tampa Bay with 108 feet of frontage and a 203-foot-deep lot on Shore Drive E, Oldsmar's most sought-after waterfront street. Open bay views west across the water, a second-floor balcony that showcases spectacular sunset views of Tampa Bay, and a screened pool and spa on a paver deck facing the bay. The existing 1962 two-story block and stucco home, 2,454 sf with 4 full baths, tile roof, and fireplace, flooded in 2024 and has been professionally remediated, with lower-level drywall removed to the flood line. Two paths forward: build new on one of the larger waterfront parcels on the street, or keep and lift. Unique to this property: the seller has been approved for Elevate Florida, the state's FEMA-funded residential elevation program, with an estimated $402,000 in federal funding toward raising the existing home above the floodplain (Structure Elevation), along with adding an additional 800 sqft of under-roof living space. Subject to an owner cost share per the FDEM financial packet. Per the Florida Division of Emergency Management, a new owner may elect to continue the approved project after closing, subject to completing program documentation and assuming program obligations, including a deed restriction requiring NFIP flood insurance for the life of the elevated structure. All figures are estimates from the FDEM financial packet and are subject to change. Buyer to verify all program terms directly with FDEM. No HOA, no CDD. Walkable to Mobbly Bayou Beach Park, RE Olds Park and Veterans Park, and the Oldsmar boat ramp. Minutes to Tampa International Airport and the Gulf beaches. Cash or construction financing. Seller's flood disclosure, remediation documentation, FDEM correspondence, and survey available in attachments.

600 Shore Drive E, Oldsmar
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