2 Bedroom Homes for Sale in Oldsmar, FL

2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv.

Experience the charm of Gull-Aire Village 55+ in this beautifully renovated home, ready for its next owners. Boasting a spacious 1,320 square feet with stylish laminate flooring throughout, this residence is perfect for entertaining and comfortable living. The split-bedroom layout ensures privacy for both you and your guests, while both bathrooms feature luxurious walk-in showers for added convenience. The Chefs kitchen is a culinary delight, featuring an inviting island, sleek granite countertops, and an abundance of cabinets for optimal storage. Adjacent to the kitchen, the dining area impresses with built-in cabinetry, ideal for a coffee bar or entertaining bar. Elegant barn doors lead from the dining area into the cozy family room, where the indoor laundry—complete with washer and dryer—offers practicality and ease. Carport offers side-by-side parking. Embrace an active lifestyle at the vibrant clubhouse, the heart of the community, events and offering amenities such as a pool table, shuffleboard, bocce ball court, and a heated pool and spa. Stay engaged with regular activities. Golf cart-friendly streets make navigating the neighborhood effortless! Enjoy affordable living with HOA fees at only $70 per month. Bring one pet of any size, and a second pet is allowed with a doctor's note for emotional support. Best of all, you own the land. Conveniences are at your fingertips, like AMC Theatres, Bealls, Marshalls, PetSmart, Five Below, and Dollar Store just across the street. Savor local flavors at Shaker & Peel, Craft Street Kitchen, Mandolas, Country Pizza Italian Grill, and Eve's Family Restaurant. Essential retailers such as Super Walmart and Publix, along with Countryside Hospital, are only minutes away. Outdoor enthusiasts will love the proximity to the stunning beaches of Honeymoon Island and Caladesi State Park, just ten miles away. A scenic biking and walking trail along the canal are easily accessible from within the community. Room sizes are approximate. Do not miss your chance to experience the best of Oldsmar living in one of the area’s most sought-after communities.

407 Dolphin Drive S, Oldsmar

$216,000

2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Condo SubDv.

Welcome home to this beautifully updated second-floor condo located in the highly sought-after, gated community of East Lake Woodlands with picturesque golf course views. Known for its peaceful surroundings and resort-style living, this community offers both comfort and convenience in an ideal setting. You are greeted by a new storm door before stepping inside to discover a bright and airy interior filled with natural light. This move-in-ready residence has been thoughtfully upgraded with an amazing eat-in kitchen featuring new quartz countertops, a closet pantry, newer appliances (only two - four years old), and Wi-Fi-compatible dishwasher and range—perfect for everyday living and entertaining alike with a convenient pass-through window to the dining area. Fresh interior paint and new LVP and tile flooring flow seamlessly throughout the home, complemented by energy-efficient LED lighting, ceiling fans, and updated bathrooms for a clean, modern, and cohesive design. The home also features upgraded, HOA-approved Stainmaster LVP underlayment for the LVP flooring, providing enhanced comfort and sound reduction. The air conditioning system is equipped with a UV light for improved air purification and indoor air quality. The spacious primary bedroom offers three closets, including two walk-in closets, a separate dressing area, and an updated en-suite bathroom with a walk-in tiled shower and glass door. The guest bedroom features generous wall closets. A brand-new washer and dryer are scheduled to be installed in mid-August and are conveniently located in the hall closet near the guest quarters. Generous storage and ample closet space add to the home's functionality and overall comfort. Enjoy the added privacy of a second-floor location while taking advantage of the exceptional lifestyle within East Lake Woodlands. The community pool and Condo 2 Clubhouse are just across the parking lot! Pets are welcome, and the monthly maintenance fee provides outstanding value and ease of living. If you're ready to explore, the location is fantastic. Nearby, Ardea Country Club offers optional private memberships with two heated swimming pools, two 18-hole championship golf courses, tennis and pickleball courts, a fitness center, clubhouse, restaurants, and a full calendar of social activities. The condo is also conveniently located near Westfield Countryside Mall, shopping, restaurants, entertainment, the beautiful beaches of Honeymoon Island, and numerous parks and walking trails for a relaxed Florida lifestyle. You'll also enjoy easy access to the charming downtown districts of Tarpon Springs, Dunedin, and Safety Harbor for even more dining, shopping, and entertainment.

222 Caryl Way, Oldsmar

$279,900

2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cluster Homes SubDv.

Tucked within the gated community of East Lake Woodlands, this beautifully refreshed 2-Bedroom, 2-Bath End unit Villa offers the perfect blend of low-maintenance living and Florida lifestyle appeal. Boasting amazing walk-up curb appeal, this move-in ready home welcomes you in with fresh paint throughout and updated fixtures at every turn. Inside, the thoughtful split floor plan offers privacy and comfort, with a built-in office off the second bedroom—perfect for the work-from-home professional, or anyone who wants a dedicated space for a desk and computer without cluttering up a bedroom. The kitchen has been updated and highlights granite counter tops, a brand-new stainless steel refrigerator and microwave, ready for your everyday living, entertaining, or a 2nd home retreat. The updated primary bathroom adds a fresh, modern touch, while a new water heater, newer roof (2020), and newer HVAC system (approximately 6 years old) offer real peace of mind for years to come. As an end unit, this villa offers extra privacy and added outdoor space—ideal for tossing the ball around when the grandkids come by or hosting guests. Your dedicated spot includes covered parking with additional storage, and there's plenty of room for guest parking nearby. Take a stroll through the beautifully landscaped, gated community, or take advantage of the option to join Ardea Country Club for Social or Golf Membership, featuring two championship 18-hole golf courses, pools, tennis courts, an exercise room, and on-site dining. East Lake Woodlands is considered a bird sanctuary, with sidewalks and paths for walking and biking among nature and wildlife. Conveniently located in the heart of Oldsmar, you're close to John Chestnut Park, Oldsmar Park, and Safety Harbor's Philippe Park, with Caladesi Island State Park and Clearwater Beach just a short drive away. Tampa International and St. Pete/Clearwater Airports make travel easy, and shopping, dining, and entertainment are just minutes away. Don't miss this opportunity to experience low-maintenance Florida living at its finest—schedule your private showing today!

75 Poole Place, Oldsmar

$189,900

2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cypress Estates SubDv.

MOVE-IN READY! This beautiful 2nd Floor unit is situated on a quiet and private street in the highly sought-after East Lake Woodlands Community, a Country Club Community. Flooring & counter tops/cabinets are 2020, HVAC 2018, Water heater 2008, and the Wash/dryer staying with unit. Also included is a $4,000 leveluk sd501 platinum kangen water machine. There is new wood plank tile on Balcony (with Laundry Closet) where you can sit and enjoy the beautiful views of your backyard. For additional Fee you can join the East Lake Woodlands Country Club which includes Two Golf Courses, Clubhouse, a Heated Pool, Tennis Courts and Fitness Center. This Condo allows for serene living without Sacrificing Convenience as it is mere minutes from Shopping and Fine Dining, approximately 20 Minutes from Tampa (and the airport), and less than 30 minutes from Clearwater Beach.

126 Cypress Court Unit 26, Oldsmar

$299,900

2 Beds ⋅ 2 Baths ⋅ St Andrews Condo SubDv.

Experience resort-style living in this beautifully renovated 2-bedroom + loft, 2-bath condominium offering approximately 1,600 square feet of bright, open living space. Perfectly positioned overlooking tranquil water and the golf course, this exceptional home combines modern updates with soaring architectural details in one of Oldsmar's most desirable communities. The impressive great room welcomes you with dramatic vaulted ceilings, abundant natural light, and a striking spiral staircase leading to a versatile loft—ideal for a home office, media room, or guest space. The remodeled kitchen features crisp white cabinetry, quartz countertops, stainless steel appliances, recessed lighting, and a breakfast bar that opens seamlessly to the living and dining areas. The spacious primary suite offers peaceful water views, private access to the screened lanai, a custom walk-in closet, and a beautifully renovated en-suite bath complete with a luxurious oversized walk-in shower and dual vanities. The generous second bedroom is located near the updated guest bath, providing privacy for family or visitors. Step outside to the expansive screened lanai and enjoy picturesque views of the pond and golf course—the perfect setting for your morning coffee or relaxing evenings. Features You'll Love 2 Bedrooms + Spacious Loft 2 Fully Updated Bathrooms Approximately 1,600 Sq. Ft. Soaring Vaulted Ceilings Dramatic Spiral Staircase Beautifully Renovated Kitchen with Quartz Counters Stainless Steel Appliances Luxury Vinyl Plank Flooring Throughout Custom Walk-In Closet Oversized Primary Shower with Designer Tile Full-Size Washer & Dryer Large Screened Lanai Water & Golf Course Views Assigned Covered Parking Located just minutes from shopping, restaurants, parks, Tampa International Airport, and some of the area's best beaches, this move-in-ready home offers the perfect blend of comfort, style, and convenience. Schedule your private showing today and discover everything this exceptional Oldsmar home has to offer! Newer AC 3/2022.

60 St Andrews Place Unit 60, Oldsmar

$289,900

2 Beds ⋅ 2 Baths ⋅ Heatherwood Unit One Condo SubDv.

Maintenance free condo living in the sought after community of “Heatherwood” within the gates of prestigious East Lake Woodlands! This lovely first floor, fully remodeled end unit offers you over 1,200 sq ft of fine Florida living. Boasting 2 bedrooms, 2 bathrooms and 1 car garage, this modern open concept floor plan is ideal for family gatherings and entertaining. Lavish comfort from floor to ceiling as you enter to luxury vinyl flooring and soaring ceilings in the spacious great room with an abundance of natural light in your living and dining areas. Gorgeous, updated kitchen overlooks the great room with a convenient breakfast bar, white soft close cabinetry including cabinet pantry, granite countertop, dual undermount stainless steel sink and SS appliances including a ceran top range (2025), built-in microwave, dishwasher (2025) and 3 door refrigerator (2025). Extend your living and entertaining outdoors through the sliding glass doors to the screened lanai area with generous outdoor seating space for family enjoyment. The luxury vinyl flooring continues throughout the ideal split bedroom layout. Privacy prevails! The primary bedroom is located off of the great room and offers an elegant double door entry. The ensuite features white, soft close cabinetry, dual vanities with granite countertops, undermount sinks, linen and wall closets, a full walk-in shower with designer tile accents, ledge seat and glass door. The secondary bedroom is located on the opposite side of the home and features a wall closet & ceiling fan. The updated hall bathroom is designed with a single vanity, granite counter with undermount sink, and a tub/shower combination. A perfectly situated hallway laundry closet leads to the garage. Additional features include AC 2020, WH 2024. The HOA includes exterior maintenance and grounds, community pool, water, sewer, trash, cable, internet and exterior insurance. This premium homesite is just steps away from the community pool! The home is zoned for exceptional schools and near to all, restaurants, shopping, medical and of course the famed Gulf beaches are nearby. The recently renovated Ardea Country Club lies within the gates of East Lake Woodlands. The club offers several levels of membership and has an impressive array of amenities including 2 championship golf courses, 2 resort style heated pools, 12 pickleball courts, 14 clay tennis courts, state-of-the-art fitness center, restaurant and bar. Magnificent home in a prime, convenient location… carefree Florida living!

215 Clays Trail, Oldsmar

$264,000

2 Beds ⋅ 3 Baths ⋅ East Lake Woodlands Woods Landing Twnhms SubDv.

From the welcoming entrance foyer, visitors are immediately drawn to the peaceful wooded views at the rear of the home, creating a warm and inviting first impression. Welcome to this beautifully maintained two-bedroom, two-and-a-half-bath townhome in the gated community of East Lake Woodlands, one of Pinellas County's most sought-after neighborhoods. Offering maintenance-free living in a non-flood zone at an exceptional price, this home combines comfort, convenience, and value. The spacious great room and dining area provide a versatile, open floor plan that can easily accommodate both casual everyday living and entertaining. Upstairs, two generously sized bedrooms each feature their own en-suite bathroom and walk-in closet (closets in the primary bedroom are fully customizable with the IKEA BOAXEL system), offering privacy and comfort for family members or guests. A convenient first-floor powder room adds extra functionality for everyday living and entertaining. The bright and cheerful kitchen is filled with natural light and features a breakfast bar overlooking the dining area, a closet pantry, and sliding glass doors leading to a private front patio—an ideal spot to enjoy your morning coffee or dine outdoors. The open living and dining areas are enhanced by large windows and sliding glass doors that overlook the enclosed tiled Florida room, where you can relax while taking in tranquil wooded views and watching the local wildlife. This flexible space is perfect as a sunroom, home office, or additional entertaining area. Recently installed laminate flooring extends throughout the main level, adding both style and durability. Additional features include a private driveway with covered carport, storage shed, and an upstairs laundry closet conveniently located between the bedrooms and equipped with a full-size washer and dryer. The a/c in 2022 and the hw heater new in 2025. As a resident of East Lake Woodlands, you'll have the opportunity to join the recently renovated Ardea Country Club, offering two championship 18-hole golf courses, pickleball and tennis courts, a fitness center, a full-service restaurant and bar, and an active calendar of social events. The HOA fee provides outstanding value by including roof maintenance, cable & internet at discounted rates, exterior grounds maintenance, garbage, exterior pest and termite control, exterior insurance (owner's still need to have HO6 policy) along with a community heated pool and more. East Lake Woodlands offers the perfect balance of convenience and tranquility, with easy access to shopping, dining, beautiful Gulf beaches, Tampa International Airport, and everything the Tampa Bay area can provide—all while enjoying the charm and serenity of one of Pinellas County's premier gated communities. Don't miss this opportunity to own an affordable home in this exclusive community and enjoy the Florida lifestyle you've been dreaming of!

205 Woods Landing Trail, Oldsmar

$200,000

2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Woodlake Run SubDv.

PRICE REDUCED!! Call to schedule your private showing of this beautifully furnished 2-bedroom, 2-bath upstairs condominium in the highly desirable gated community of East Lake Woodlands. Perfectly positioned in a quiet setting, this light-filled home welcomes you with soaring vaulted ceilings and an abundance of natural light streaming through the upper windows, creating a bright and spacious atmosphere you'll love coming home to. Designed for comfortable Florida living, this fully furnished condo is move-in ready. Snowbirds and seasonal residents can simply bring their clothes and groceries—everything else is already here, making your Florida getaway effortless. Enjoy refreshing breezes from two private screened patios. Sip your morning coffee as the sun rises or relax in the evening with your favorite beverage while taking in the peaceful surroundings. The screened balcony is accessible from both the spacious living room and the primary bedroom, creating a seamless indoor-outdoor lifestyle. The split-bedroom floor plan offers privacy for both owners and guests. The generous primary suite features a large walk-in closet and a private en-suite bathroom, while the guest bedroom is thoughtfully separated by the guest bath and closets, making it ideal for family and visitors. A convenient laundry closet with a washer and dryer is located on the screened kitchen patio and is easily accessible from both the kitchen and the guest bedroom. East Lake Woodlands is a beautifully maintained 24-hour guard-gated golf community where residents enjoy secure access with resident vehicle passes and a peaceful country club atmosphere. Optional memberships offer golf, tennis, fitness, dining, and social activities. Located at the corner of Tampa Road and East Lake Road, you'll be just minutes from grocery stores, shopping, restaurants, medical facilities, and entertainment, with beautiful Gulf beaches and Tampa International Airport only a short drive away. Whether you're looking for a seasonal retreat or a full-time Florida residence, this exceptional condo offers comfort, convenience, and the carefree lifestyle you've been dreaming about.

124 Woodlake Wynde, Oldsmar

$229,900

2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv.

Just listed in Gull-Aire Village! This beautifully furnished 1993 Jacobsen is nestled in a peaceful location and eagerly awaits its new owner. Boasting 1,521 square feet, the open floor plan invites you to enjoy spacious living and effortless entertaining. An expansive 11x19 (209 square feet) Florida room, which adjoins the kitchen and family room, provides even more space for relaxation and gatherings, and is not included in the square footage. The home’s inviting layout truly makes it a perfect place to host friends and family. The living room is exceptionally bright and airy, thanks to custom built-ins and an abundance of windows that allow natural light to fill the space. The island kitchen features elegant granite countertops and plenty of cabinet storage, including a pantry for convenience. The laundry area is thoughtfully situated just behind the Florida room, offering extra storage and accessibility. Recent upgrades include a new main electric panel installed in 2026 plus a new vapor barrier installed in July 2026 with a transferrable lifetime warranty to new owner, a new A/C unit in 2022, and a new hot water heater in 2021. Enjoy peace of mind with a new dishwasher added in 2026, along with a newer refrigerator, washer, and dryer. Step outside to a backyard oasis with a pavered deck and swings—ideal for enjoying the outdoors. The vibrant community lifestyle continues at the clubhouse, which hosts monthly events and provides amenities such as a pool table, shuffleboard, bocce ball court, heated pool, and spa. Stay active with regular activities including bingo, cards, and line dancing. Golf cart-friendly streets make getting around a breeze! HOA fees at just $70 per month, you will enjoy affordable, simple living in a meticulously maintained community. This pet-friendly neighborhood welcomes one pet of any size, and a second pet with an emotional support letter from your doctor submitted with your HOA application. The purchase includes ownership of the land. Enjoy daily conveniences just steps away, with AMC Theatres, Bealls, Marshalls, Ulta, PetSmart, Five Below, and Dollar Store right across the street. Savor meals at favorite local restaurants like Shaker & Peel, Craft Street Kitchen, Mandolas, Country Pizza Italian Grill, and Eves Family Restaurant. Major retailers such as Super Walmart and Publix, plus Countryside Hospital, are only about fifteen minutes from your door. Outdoor enthusiasts will love the easy access to the scenic biking and walking trail along the canal, as well as the stunning beaches of Honeymoon Island and Caladesi State Park located just ten miles away. Room sizes are approximate; no value was added for furniture.

480 Trout Lane, Oldsmar

$179,950

2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands SubDv.

Welcome to 106 Windward Place, a two bedroom two bathroom condominium located in the Meadows at East Lake Woodlands. One of Oldsmar‘s most sought after gated communities. This is a bank owned (REO) property, an excellent opportunity for homeowners, investors, or buyers looking to customize a home of their own taste. The functional floor plan features a spacious, living and dining area, split bedroom, layout, and a private setting within the community. The Meadows offers beautifully maintained grounds, mature landscaping, and a peaceful residential atmosphere. Residents enjoy convenient access to shopping, dining, golf, parks, Tampa International Airport and the Beautiful Gulf beaches. Whether you are searching for a primary residence, seasonal getaway or investment property 106 Windward Place offers outstanding value and the chance to own within the desirable East Lake Woodlands community. Property is being sold as is.

106 Windward Place, Oldsmar

$129,000

2 Beds ⋅ 2 Baths ⋅ Gardens Of Forest Lakes Condo The SubDv.

Welcome home to this conveniently located family friendly home in the Gardens of Forest Lakes. 2 bedrooms/2 baths ground floor, corner unit in a non-flood zone. Open floor plan with sliding door to the patio, with a storage room for those extras. This beautiful community boast a playground, swimming pool, basketball court, tennis courts, walking paths and a beautiful lake with a fishing dock. Conveniently located near shopping, dining, parks and easy access to Tampa, Clearwater and St. Pete. Oldsmar has a desirable small town feel with all the conveniences of the city.

140 Hunter Lake Drive Unit F, Oldsmar

$124,900

2 Beds ⋅ 2 Baths ⋅ Gardens Of Forest Lakes Condo The SubDv.

Virtually Staged. GROUND FLOOR ~ NON - FLOOD ZONE. 2 Bedrooms, 2 Bathroom and move in ready in the heart of Oldsmar! Community amenities include a pool, playground, basketball court, tennis courts and beautiful lake with a dock! Bring your fishing pole. Freshly painted and move-in ready, tile floor throughout, making it an ideal canvas for a buyer looking to add personal touches and build equity. Investor friendly, no wait to rent it out right away. Enjoy the patio outside the sliding doors for morning coffee. Storage shed also included for extras with lock and key. Ideally located near shopping, dining, parks, waterfront trails, and major commuter routes, you’ll enjoy easy access to Tampa, Clearwater, and everything the Gulf Coast has to offer. Opportunities to purchase in this sought-after area at an affordable price point are becoming increasingly rare. Call today for your private showing!

123 Loblolly Court Unit B, Oldsmar

2 Bedroom Homes for Sale in Oldsmar, FL

All 2 Bedroom Homes for Sale in Oldsmar, FL

Joseph Sullivan Real Estate

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