Between $200,000 - $300,000 Oldsmar FL Real Estate, Homes, Condos for Sale

2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code

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. ⋅ 34677 Zip Code

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. ⋅ 34677 Zip Code

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

$299,000

2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Patio Homes SubDv. ⋅ 34677 Zip Code

Under contract-accepting backup offers. Escape the winter chill in this fully furnished, turn-key Florida retreat on the greens of Ardea Country Club! Located in the premier gated community of East Lake Woodlands in Oldsmar, this charming home features a stunning view of the 17th hole directly from your private sunroom. Pack your bags and leave the snow shovel behind—everything you need is already here, from stylish furniture to essential housewares. Bring your four-legged family members along, as the community is pet-friendly, allowing up to two dogs or cats. The property includes a spacious two-car garage, perfect for secure vehicle and golf cart storage while you are away. Enjoy resort-style, low-maintenance living just minutes from pristine beaches, premier racquet facilities, and vibrant local dining. This is your ultimate hassle-free seasonal getaway or permanent paradise!. Fully Furnished: Move-in ready with all furniture and housewares included. Golf Course View: Front-row seats to the 17th hole from the bright sun oom. Your new living gives you access to two championship 18-hole courses, tennis, pickleball, and pools via optional membership. Pet-Friendly: Welcome home to your furry companions (up to two dogs or cats allowed). Low Maintenance: Perfect lock-and-leave property for seasonal residents.

100 Lisa Lane, Oldsmar

$250,000

3 Beds ⋅ 2 Baths ⋅ West Oldsmar Sec 1 SubDv. ⋅ 34677 Zip Code

Auction Property. *** Live Auction! *** THIS IS PART OF A PROPERTY SETTLEMENT. THE SELLER HAS COMMITTED TO A TIMELY, SMOOTH AND TRANSPARANT AUCTION SALE. THE AUCTION SALE IS HELD AT THE PROPERTY ON SATURDAY AUGUST 1 at 10am with PREVIEW FROM 9am ON SALE DAY. *** EVERYONE WELCOME TO BID *** Because this is an auction sale, the home may sell for less or more than the list price. REGISTER at the auction sale. Bring photo ID and a personal or business check (you'll need it if your the winning bidder) .......AUCTION TERMS AT BOTTOM OF THIS PAGE........... THIS HOME IS OWNED FREE AND CLEAR. CLEAN TITLE TRANSFERES TO NEW BUYER *** You can use cash or financing.*** Located in a highly sought-after West Oldsmar neighborhood, this move-in-ready home offers flexibility and privacy.One of the standout benefits is the private in-law suite, which the owners converted into a private Verified Listing on Airbnb. The owner reports successful bookings throughout the year, making it a great option for extended family, guests, a private office, or a potential short-term rental. Set on nearly one-third of an acre with NO HOA restrictions, the property offers ample space to enjoy, expand, or customize.. Additional updates include a durable metal roof, hurricane-rated windows, and elevated entryways. The owners have also made thoughtful drainage improvements, including a front culvert drain, French drains, and a sump pump system. Seller reports no known flooding of the home; buyers should verify all information to their satisfaction. Inside, the home features an open layout that connects the living, dining, and kitchen areas, creating a comfortable flow for everyday living and entertaining. The private in-law suite has its own entrance, giving the home added versatility for multi-generational living, guests, work-from-home needs, or income-producing possibilities. The fully fenced backyard is spacious and inviting, with mature landscaping, fruit trees, and a paved patio area ready for an outdoor kitchen, a fire pit, or a lounge area. A custom-built shed/workshop adds even more usable space for storage, tools, hobbies, or a creative studio. Conveniently located near Gulf Coast beaches, parks, shopping, restaurants, downtown Dunedin, Clearwater, and St. Petersburg, this home offers a peaceful residential setting while keeping you close to everything Tampa Bay has to offer............................................................ TERMS:....... At the end of the sale, the winning bidder will sign the contract for sale and purchase, place a 5% deposit (personal or business checks are accepted) with AMERICAN HERITAGE AUCTIONEERS to be held in escrow, balance is due within 45 days, Seller pays for Title Insurance Policy and Documentary Stamps. Clean Title is transferred free and clear of all debt. PAPPAS LAW and TITLE will close the transaction.

3087 Duane Avenue, Oldsmar

$299,900

2 Beds ⋅ 2 Baths ⋅ St Andrews Condo SubDv. ⋅ 34677 Zip Code

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. ⋅ 34677 Zip Code

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. ⋅ 34677 Zip Code

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. ⋅ 34677 Zip Code

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. ⋅ 34677 Zip Code

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

$291,000

2 Beds ⋅ 2 Baths ⋅ SubDv. ⋅ 34677 Zip Code

Welcome home to a beautifully refreshed property where all the big-ticket items are already taken care of. A 2025 roof, 2023 A/C, and 2022 water heater ensure years of worry-free living. Inside, the home feels bright and airy with vaulted smooth ceilings and walls and brand-new engineered wood flooring installed in 2025. The fenced in backyard area is a private & a personal space for your enjoyment all year round. Spacious and well-kept inside & out! The primary bathroom features a double sink, while the guest bathroom offers a relaxing Jacuzzi tub — perfect for unwinding after a long day. Newer garage door and motor installed in 2021. This home is designed for comfort and convenience. Located near shops, movie theater, Sheffield Park & Eastlake. Low HOA fees or $160/month! A truly move-in-ready space with thoughtful upgrades throughout. Schedule your viewing today!

2013 Dover Court, Oldsmar

$265,000

2 Beds ⋅ 2 Baths ⋅ Laurel Oaks At East Lake SubDv. ⋅ 34677 Zip Code

Enjoy maintenance-free living with stunning views of the 18th hole of the North Course at Ardea Country Club, located within the highly desirable gated community of East Lake Woodlands. Surrounded by beautifully maintained homes and lush Florida landscaping, this one-story, townhome-style condominium offers comfort, convenience, and scenic golf course views. A private courtyard entry welcomes you into a bright foyer with a coat closet, opening to an expansive, light-filled floor plan. The spacious living and dining areas flow seamlessly into the kitchen, creating an inviting space for everyday living and entertaining. The living room features a wet bar, a wood-burning fireplace, and sliding glass doors leading to a beautiful enclosed Florida Room overlooking the fairway. The oversized primary suite is filled with natural light and showcases picturesque golf course views through charming bay windows. The suite also features a large walk-in closet and an ensuite bath complete with dual vanities, a jetted soaking tub, separate shower, and private water closet A comfortable guest bedroom offers convenient access to a full bathroom with a tub/shower combination, providing an ideal retreat for family and visitors. The kitchen offers abundant counter space and cabinetry, a spacious eat-in area, and a built-in desk, making it both functional and welcoming. An oversized one-car attached garage includes a washer and dryer and provides additional storage space. Adding to the home's exceptional value, the reasonable HOA fee covers a wide range of services and amenities, including cable TV, internet, water, sewer, exterior maintenance, grounds maintenance, maintenance repairs, building insurance, escrow reserves, community pool access and pool maintenance, common area taxes, professional management, and 24-hour guarded gate entrances. Lovingly maintained by its owners, this residence offers a wonderful opportunity to update and personalize while enjoying an exceptional golf course setting and maintenance-free lifestyle.

1260 Clays Trail, Oldsmar

$239,990

2 Beds ⋅ 2 Baths ⋅ Sheffield Village At Bayside Meadows SubDv. ⋅ 34677 Zip Code

Welcome home to this charming villa in the heart of Oldsmar! Filled with natural light and featuring soaring cathedral ceilings, this inviting home offers laminate and tile flooring throughout, stainless steel appliances, and a bright, low-maintenance interior. Relax with your morning coffee or unwind in the evening on the screened porch overlooking your private backyard, and enjoy the convenience of two assigned parking spaces located just outside your front door. Residents have access to the community pool, while nearby Sheffield Park provides additional opportunities for recreation and outdoor activities. Located within a highly sought-after school district and just minutes from shopping, dining, the sports complex, and the AMC movie theater, this villa offers the perfect combination of comfort, convenience, and the Florida lifestyle.

2024 Sheffield Court, Oldsmar

$299,900

2 Beds ⋅ 1 Baths ⋅ Bayside Meadows Ph Ii SubDv. ⋅ 34677 Zip Code

Your dream home in Bayside Meadows Oldsmar, Florida, offers a single-family home with 2 bedrooms plus a garage conversion that could function as a third bedroom with the addition of a closet. The home includes a dining area with French doors leading to a screened lanai, an indoor laundry area, ceramic tile flooring in the main living spaces, and carpet in the bedrooms. You’ll see ceiling fans in every room, and a comforting kitchen that has room to add a center island. Outside, you’ll find a spacious screened lanai, a shed, a tropical oasis of landscaping, and a fenced yard. The property is conveniently close to beaches, parks, nature areas, and nearby airports. Located in northeastern Pinellas County at the top of Old Tampa Bay, Oldsmar features attractions such as Tampa Bay Downs, an ice-skating rink, a flea market, Sheffield Park, the BMX Supercross Track, Mobbly Bayou Beach Park, and Mobbly Wilderness Preserve, which offers hiking trails, kayak launches, and eco tours. The area also offers a variety of dining and shopping options, along with convenient access to medical facilities and a hospital.

2005 Hudson Ct, Oldsmar

$224,900

2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Condo SubDv. ⋅ 34677 Zip Code

Beautiful First floor Condo in highly sought community of East Lake Woodlands. 2 BR, 2 BA, 1,094 sq/ft living, offering an unmatched maintenance free lifestyle in one of the Tampa Bay areas finest Communities. Enjoy serene pond views of pond with different species of birds from the Great room, Owners suite and screened covered porch. Updated, re-modeled, immaculately clean and move-in ready. Newer Luxury Vinyl Plank flooring - covering entry, Kitchen, great room/dining and both bedrooms. Kitchen features granite countertops and stainless appliances. Well maintained. Electric panels were retrofitted and updated in 2022. A/C is 6 years old. Maintenance free living with internet, cable, trash, water/sewer and exterior maintenance all covered with HOA fee. Included, Comnunity Pool is a short walk away. East Lake Woodlands is a popular golf course community that offers optional golf course, fitness and social club memberships. Gated and secured with 2 guarded entrances. East Lake Woodlands is central and convenient to many shopping options and healthcare. A short drive to Lake Tarpon, John Chestnut park, area beaches and Tampa International airport. A highly valued lifestyle and amenities all waiting for you!

107 Lakeview Place Unit 7, Oldsmar

$224,900

2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code

Welcome to effortless Florida living in this beautifully updated, move-in-ready 2-bedroom, 2-bath home located in one of Oldsmar’s most desirable 55+ active adult communities. From the moment you arrive, the pride of ownership is clear. Charming curb appeal, an oversized screened front porch, and a meticulously maintained exterior create the perfect first impression and set the tone for the easy, low-maintenance lifestyle so many active adults and seasonal residents are looking for. Step inside and you’ll immediately notice the thoughtful updates throughout. The true heart of the home is the stunning custom kitchen, designed for both everyday living and entertaining. It features elegant quartz countertops, a farmhouse sink, designer tile backsplash, premium custom cabinetry with dovetail soft-close drawers, and new Kitchen and Laundry flooring. This is a space that’s as beautiful as it is functional. The rest of the home is equally impressive, with upscale finishes including LED recessed puck lighting, crown molding, 2¼-inch baseboards, custom closet systems, and beautiful Bali Blinds that add both style and functionality throughout. The Primary and guest bathroom has also been tastefully renovated, and every room feels bright, welcoming, and exceptionally well cared for. Beyond the cosmetic updates, this home offers true peace of mind with major improvements already completed, including a newer roof (2017), A/C system (2014) with UV light added in 2020, energy-efficient double-pane windows (2014), an upgraded electrical panel with whole-home surge protection, and gutters with gutter guards. A standout feature is the upgraded marine-grade plywood subfloor, a rare detail that speaks to the level of care and quality invested in this home. The lifestyle here is just as appealing. Residents enjoy resort-style amenities with low HOA fees that include a heated pool and spa, clubhouse, library, billiards room, shuffleboard, bocce ball court, and separate men’s and women’s saunas. Boat and RV storage are also available for added convenience. The location is hard to beat. Situated in the heart of Oldsmar, directly across from shopping, dining, banking, entertainment, and everyday conveniences, you’re also just a short drive to Westfield Countryside Mall, Tampa International Airport, scenic parks, Safety Harbor, downtown Tampa, Clearwater, and the world-famous Gulf beaches. This turnkey 55+ retreat offers the perfect combination of comfort, convenience, and carefree Florida living. Schedule your private showing today.

276 Pelican Drive N, Oldsmar

$259,900

3 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code

Now available in the sought-after 55+ Gull-Aire Village: a meticulously maintained 1995 Jacobsen home, offering over 1,400 square feet of comfortable living space. This inviting residence features three spacious bedrooms and two full bathrooms, with a split floor plan that provides privacy for guests. The home boasts a newly installed TPO roof (2024) that covers the main unit, Florida room, and carport, plus a hot water heater only two years old. Durable laminate flooring flows throughout, enhancing the bright and airy interiors. The generous eat-in kitchen includes an indoor laundry area with washer and dryer, while sliding glass doors lead to the Florida room—conveniently situated at the same level as the main house, eliminating any steps. The primary bathroom is equipped with double sinks and a shower for added comfort. Enjoy the vibrant community lifestyle at the clubhouse, which hosts monthly events and offers amenities such as a pool table, shuffleboard, bocce ball court, heated pool, and spa. Stay active and engaged with regular activities including bingo, cards, and line dancing. Navigating the neighborhood is easy thanks to golf cart-friendly streets! With HOA fees at just $70 per month, experience affordable, carefree living in a beautifully maintained community. This pet-friendly neighborhood welcomes one pet of any size, with a second pet permitted upon receipt of an emotional support letter from a doctor and submitted with your HOA application. Ownership includes the land—no lot rent required. Daily conveniences are just steps away, with AMC Theatres, Bealls, Marshalls, Ulta Beauty, PetSmart, Five Below, and Dollar Store across the street. Dine at popular spots like Shaker & Peel, Craft Street Kitchen, Mandolas, Country Pizza Italian Grill, and Eves Family Restaurant. Major retailers, Super Walmart and Publix, as well as Countryside Hospital, are approximately 10 minutes from your door. Outdoor lovers will appreciate easy access to the scenic biking and walking trail along the canal, as well as the breathtaking beaches of Honeymoon Island and Caladesi State Park just ten miles away. Room sizes are approximate. Do not miss your chance to own this outstanding home in Gull-Aire Village—schedule your showing today!

258 Pelican Drive N, Oldsmar

$249,000

3 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cluster Homes SubDv. ⋅ 34677 Zip Code

Under contract-accepting backup offers. Virtually Staged. Don’t miss out on an exceptional opportunity to own this 3 bedroom Maintenance Free Villa in the popular East Lake Woodlands Resort & Golf Community. The possibilities are endless with this 1620 SF property including an enclosed Florida room overlooking a beautiful peaceful backyard. Priced below appraised value so you can make it your own! The property boasts a brand new air conditioner and a 6 year old roof. The layout features a split bedroom plan, living and separate dining room, eating space in the kitchen and a fenced front patio to enjoy a morning cup of coffee! The spacious primary bedroom includes a walk-in closet, ensuite bath with dual sinks and sliders leading out to the lovely backyard. The second bedroom includes a Murphy Bed! This villa comes with an assigned carport space and a 5X6 outdoor storage room as well as a storage room in the rear lanai. John Chesnut Park on Lake Tarpon is directly across the street with a boat/jet ski ramp and is adjacent to the Pinellas Bike Trail! Conveniently located close to shopping fine restaurants, the sandy Gulf Beaches, popular Downtown Dunedin and only 20 minutes to Tampa Airport. Optional Ardea Country Club memberships provide access to two 18-hole golf courses, tennis, pools, fitness, dining and social amenities! Live the Florida Lifestyle at it’s best!!!

25 Tads Trail, Oldsmar

$275,000

2 Beds ⋅ 2 Baths ⋅ St Andrews Condo SubDv. ⋅ 34677 Zip Code

Buyer financing fell through, now is your opportunity, don't wait to come and see this gorgeous condo! Welcome home to 10 Shamrock Way in sunny Oldsmar, nestled within the highly sought-after East Lake Woodlands community. This beautifully updated, FIRST FLOOR 2-bedroom, 2-bath, 1420sqft condo offers the perfect blend of comfort, privacy, and effortless Florida living. There is a private screened front porch with paver flooring that sets the tone, an inviting space for morning coffee, or quiet reflection as the day begins. Inside, soaring ceilings, natural light, and an open, airy layout create a sense of calm and spaciousness. Every window frames peaceful wooded conservation views, offering a rare level of privacy and a daily connection to nature. The updated kitchen is both stylish and functional, featuring generous cabinetry, added storage, recessed lighting, and a breakfast bar that opens seamlessly to the main living space, perfect for gathering and entertaining. Tile flooring flows through the main areas, while luxury vinyl plank flooring adds warmth to the bedrooms. Ceiling fans throughout and in-unit laundry add to the home’s everyday ease. The primary suite feels like a retreat, complete with two closets, one a walk-in with flexible use and a spacious en-suite bath with dual sinks, a tub, and separate shower. A split-bedroom layout offers comfort and privacy for guests or extended stays. Out back, the screened porch invites you to unwind and take in the quiet beauty of the surrounding conservation. With no stairs and easy ground-floor access, everyday living feels simple and relaxed. Enjoy a maintenance-free lifestyle with a community pool, covered parking, and an HOA that covers cable, internet, water, sewer, trash, exterior maintenance, and grounds care. Just minutes from Tampa International Airport, beautiful Gulf beaches, shopping, and dining and within walking distance to Ardea at East Lake Woodlands Country Club with optional golf membership. Whether you’re looking for a full-time residence or a seasonal escape, this home offers a lifestyle that feels easy, peaceful, and truly inviting.

10 Shamrock Way Unit 10, Oldsmar

$210,000

2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Woodlake Run SubDv. ⋅ 34677 Zip Code

Welcome to Woodlake Run in the gated East Lake Woodlands Country Club community, where tranquil pond views and beautiful sunsets create the perfect Florida lifestyle. This first-floor condo offers a peaceful setting overlooking a scenic two-acre pond, with an oversized glass-enclosed lanai providing the ideal space to relax and enjoy the landscaped yard and water views year-round. Inside, the tiled entrance foyer opens to a spacious living and dining area with a breakfast bar connecting to the open kitchen, featuring granite countertops, wood cabinets with pantry cabinet. Sliding glass doors from both the living room and primary bedroom lead to the expansive rear lanai, while additional sliders from the kitchen and guest bedroom open to the screened front patio where the utility closet with washer and dryer is conveniently located. The split-bedroom floor plan offers privacy and comfort for residents and guests alike. The primary suite features a walk-in closet along with a second built in wall closet, oversized vanity, linen closet, and tub/shower combination. The guest bedroom is generously sized and located near the guest bath with walk-in shower and its own linen closet. This condo is completely tiled thru out! Residents enjoy access to two nearby heated community pools and the option to join Ardea Country Club, featuring two championship 18-hole golf courses, tennis, pickleball, fitness center, dining, social activities, and more. Ideally located near Westfield Countryside Mall, shopping, restaurants, entertainment, parks, walking trails, and the sandy beaches of Honeymoon Island, with easy access to the charming downtown areas of Tarpon Springs, Dunedin, and Safety Harbor. This is Florida living at its best in one of the area’s most desirable gated communities. This condo comes conveniently fully furnished and contents are included in the sale (King bed in the primary bedroom and twin beds in the guest bedroom).

50 Woodlake Place, Oldsmar

$260,000

3 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cluster Homes SubDv. ⋅ 34677 Zip Code

Spacious 3-bedroom, 2-bath villa offering 1,385 square feet of comfortable living in desirable East Lake Woodlands. This home features ceramic tile throughout the main living areas and cozy carpet in the bedrooms. The bright living room is lined with sliding glass doors that open to a screened lanai spanning the full length of the villa—perfect for enjoying indoor/outdoor Florida living. The primary bedroom and third bedroom both feature private patio door access to the screened lanai, while ceiling fans in the bedrooms add extra comfort. Enjoy additional outdoor space with a fenced front patio, plus extra storage located on the screened lanai. Your covered carport includes an additional storage unit and comes with one assigned parking space. Currently occupied by excellent tenants. For buyers looking to make this home their own, a lease termination may be negotiated.

260 Michaels Circle, Oldsmar

$220,000

1 Beds ⋅ 1 Baths ⋅ Bayside Meadows Ph Ii SubDv. ⋅ 34677 Zip Code

Welcome to this spacious 1,028 sq ft villa in the desirable Bayside Meadows community of Oldsmar. This beautifully updated home offers the comfort and privacy of villa living with a one-car garage, fenced backyard, and screened lanai—perfect for enjoying Florida’s year-round outdoor lifestyle. The thoughtfully designed interior features a kitchen overlooking the living area, a cozy wood-burning fireplace, convenient wet bar, updated bathroom, newer washer and dryer, and beautiful hardwood and luxury vinyl flooring throughout. The spacious layout provides plenty of room for relaxing, entertaining, or creating your own comfortable retreat. Enjoy the convenience of a low-maintenance community with a pool and HOA fees that include lawn care. The private fenced backyard and screened lanai create a peaceful outdoor space for morning coffee, entertaining guests, or simply enjoying the Florida weather. Pets are welcome, and long-term rentals are permitted, providing added flexibility for future owners. Conveniently located near parks, shopping, dining, and recreation, including nearby Sheffield Park, with easy access to Tampa, Clearwater, and the surrounding Tampa Bay area. This villa is a great fit for first-time buyers, downsizers, seasonal residents, investors, or anyone seeking an easy-care Florida lifestyle in a convenient Oldsmar location.

2034 Montego Court, Oldsmar

$250,000

2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code

Discover this 1,686 sq ft 1991 Jacobsen retirement home, featuring a new roof (2025), new A/C (2024), new water heater (2026) and a new Rainsoft water softener in 2020. The layout offers both comfort and flexibility for relaxing or entertaining. Step into the oversized living room featuring soaring cathedral ceilings and an abundance of windows that fill the space with natural light, creating a welcoming atmosphere. The large chef’s kitchen is a standout, with ample cabinetry for storage, a convenient pantry, and generous countertops perfect for meal preparation. A separate dining room makes everyday meals and entertaining easy and elegant. The expansive family room, measuring 27x15, is ideal for a large screen TV and gathering with friends and family. Retreat to the updated primary suite, which boasts new, modern bath cabinet with double sinks for added style and functionality. The indoor laundry room is equipped with custom built-in cabinets, a desk, and countertop space—perfect for folding clothes or tackling craft projects. The 11x11 Florida room sits behind the carport with acrylic windows. The utility room can be used for a workshop or bike storage. The vibrant clubhouse serves as the lively centerpiece of the community, offering a welcoming space for residents to connect and unwind. Enjoy a wide range of amenities, including a pool table, shuffleboard, bocce ball court, and a luxurious heated pool and spa. Monthly events and regular activities such as bingo, card games, and line dancing create endless opportunities for fun and socializing, ensuring you stay active and engaged. Navigating the neighborhood is easy and enjoyable thanks to golf cart-friendly streets. With HOA fees at just $70 per month, you will appreciate affordable, worry-free living in a meticulously maintained environment. This pet-friendly community welcomes one pet of any size, and a second pet is allowed with an emotional support letter from your doctor. Ownership includes the land—no lot rent—giving you peace of mind and long-term value. Everyday conveniences are right at your doorstep, with AMC Theatres, Bealls, Marshalls, Ulta Beauty, PetSmart, Five Below, and Dollar Store just across the street. Savor the variety of dining options nearby, including Shaker & Peel, Craft Street Kitchen, Mandolas, Country Pizza Italian Grill, and Eves Family Restaurant. Major retailers like Super Walmart and Publix, as well as Countryside Hospital, are only about 10 minutes away. For outdoor enthusiasts, the breathtaking beaches of Honeymoon Island and Caladesi State Park are approximately ten miles from home, offering the perfect escape for sun and sand. A scenic biking and walking trail along the canal provide easy access from within the community, inviting you to enjoy nature at your own pace. This remarkable home combines comfort, practicality, and style, making it a wonderful place for your next chapter. Room sizes are approximate.

228 Tarpon Lane, Oldsmar

$269,000

3 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code

Under contract-accepting backup offers. Welcome to this beautifully renovated home in the desirable 55+ Gull-Aire Village, where comfort, style, and convenience seamlessly come together. Step inside to discover luxury vinyl flooring throughout, a modern kitchen featuring elegant Shaker cabinetry, granite countertops, a convenient pot filler, premium stainless-steel appliances, smooth ceilings, and five-inch baseboards. The custom kitchen island comfortably seats three, perfect for casual dining or entertaining. The primary bathroom has been thoughtfully designed for both style and accessibility, boasting a fully updated, wheelchair-friendly walk-in shower. The guest bathroom is also refreshed, offering a versatile tub/shower combination. The spacious laundry room includes newly installed custom cabinetry and a sink, with the potential to serve as a second kitchen for those who enjoy cooking. Enjoy Florida living year-round in the expansive glass-enclosed, air-conditioned Florida room, complete with durable vinyl plank flooring. Upgrades include a new air conditioning system installed with permit in November 2018, a permitted TPO roof added in August 2012, and a whole-house Generac generator that guarantees uninterrupted power during any weather. Additional storage is available in the handy shed. The vibrant clubhouse is the heart of the community, hosting monthly events and providing amenities such as a pool table, shuffleboard, bocce ball courts, a heated pool, and spa. Residents can take part in regular activities like bingo, card games, and line dancing, fostering an active, social lifestyle. The golf cart-friendly streets make getting around the neighborhood both easy and fun. Enjoy affordable living with HOA fees of just $70 per month in this meticulously maintained community. Pet owners are welcome—one pet of any size is allowed, and a second pet may be permitted with an emotional support letter from a physician. Ownership includes the land, so there is no lot rent. Everyday conveniences are right across the street, with shopping options like AMC Theatres, Bealls, Marshalls, Ulta Beauty, PetSmart, Five Below, and Dollar Store. Dining choices abound, including Shaker & Peel, Craft Street Kitchen, Mandolas, Country Pizza Italian Grill, and Eves Family Restaurant. Major retailers such as Super Walmart and Publix, along with Countryside Hospital, are about ten minutes away. Outdoor enthusiasts will love being just ten miles from the stunning beaches at Honeymoon Island and Caladesi State Park, plus direct access to a scenic biking and walking trail along the canal. Room measurements are approximate.

417 Dolphin Drive S, Oldsmar

$250,000

2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cluster Homes SubDv. ⋅ 34677 Zip Code

Virtually Staged. Welcome home to this beautifully maintained 2-bedroom, 2-bathroom villa nestled in the highly desirable, gated community of East Lake Woodlands. Designed with both comfort and functionality in mind, this home features a desirable split-bedroom floor plan, offering privacy for both owners and guests, with a conveniently located shared bathroom for the secondary bedroom. Step inside and be greeted by a spacious living area perfect for entertaining, complete with a dedicated dining room and a stylish wet bar—ideal for hosting gatherings or enjoying a quiet evening at home. The well-appointed kitchen offers a full appliance package, abundant cabinetry, and ample counter space, making meal preparation a breeze. The generously sized primary suite serves as a relaxing retreat, featuring a walk-in closet and an updated en-suite bathroom with a large walk-in shower. An additional expansive family room provides even more flexible living space, perfect for a media room, home office, or casual lounging area. Enjoy seamless indoor-outdoor living as you step through sliding glass doors into your private, fenced courtyard—an inviting space to savor your morning coffee or unwind in the evening. Residents of East Lake Woodlands have the option to enjoy resort-style amenities, including a premier golf course, tennis courts, fitness center, dining, and a vibrant calendar of social events (membership optional). Conveniently located near shopping, dining, entertainment, and medical facilities, this home offers the perfect blend of tranquility and accessibility. Don’t miss your opportunity to make this exceptional villa your own—schedule your private showing today!

230 Balsam Drive, Oldsmar

$279,900

3 Beds ⋅ 3 Baths ⋅ East Lake Woodlands Cluster Homes SubDv. ⋅ 34677 Zip Code

Nature lovers! Enjoy the abundant wildlife and tranquil creek/preserve views from the patio and 2nd floor balcony of this fabulous townhome nestled in the heart of East Lake Woodlands, among the premier gated country club communities in northern Pinellas County! The primary suite—created by combining what was originally two bedrooms—feels exceptionally spacious, with plenty of room to unwind, and it can easily be reconfigured if a total of 3 bedrooms are needed. Many terrific features, including a huge great-room floor plan, roof (2025).... all in 2024: new luxury vinyl plank flooring in main areas, new kitchen cabinets/ granite countertops along with all new appliances, kitchen lights, washer/dryer, hot water heater, water softener, A/C (2018), painting exterior will be done July 2026, designated carport with storage, very large screened lanai, and so much more! Fantastic location, close to award winning beaches, airports, Pinellas Trail, golf courses, tennis club, St Pete, Tampa, restaurants, hospitals, and shopping! Don't pass up this special gem of a home in a special community at a great price! ***FYI, Zillow has not updated 2025 property tax of $2149, property is homesteaded and carries through for next homesteaded buyer***

110 Ingrid Place, Oldsmar

$239,900

3 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cluster Homes SubDv. ⋅ 34677 Zip Code

Welcome to 120 Evelyn Ct, Oldsmar, FL 34677, a beautifully maintained villa located within the highly desirable East Lake Woodlands community, one of the most sought-after neighborhoods in Pinellas County and the Tampa Bay area. This home offers a wonderful opportunity for buyers seeking low-maintenance living in a prime Oldsmar location. This immaculate villa has been very well maintained through the years and is ready for move-in, while also allowing the next owner the opportunity to update and personalize over time. The home features a thoughtfully designed floor plan with spacious living areas and generously sized bedrooms, creating a comfortable and functional living environment. The primary suite includes a walk-in closet and private ensuite bathroom, providing privacy and convenience. The additional bedroom is also well-sized, making the home ideal for guests, seasonal living, or a home office. One of the standout features of this property is the large sunroom/lanai, offering a bright and inviting space that can be enjoyed year-round. Whether you’re relaxing with your morning coffee or entertaining guests, this versatile area adds valuable living space and enhances the overall flow of the home. Important updates include an HVAC system installed in 2015, a new electrical panel installed in 2022, and a newer water heater, providing peace of mind for the next owner. The property also includes covered parking and ample storage space, adding convenience for everyday living. The home is fairly priced based on recent comparable sales within the East Lake Woodlands community, making it a strong opportunity in today’s Oldsmar real estate market. East Lake Woodlands is known for its beautiful surroundings, mature landscaping, and central location within Pinellas County. Residents enjoy easy access to shopping, restaurants, parks, golf courses, and everyday conveniences. The property is also conveniently located with an estimated 30-minute drive to Tampa International Airport, as well as a similar drive to many of Pinellas County’s award-winning Gulf Coast beaches. If you are searching for a villa in Oldsmar within East Lake Woodlands, 120 Evelyn Ct offers a combination of location, comfort, and value in one of the Tampa Bay area’s most desirable communities. Schedule your private showing today and discover everything this well-maintained Oldsmar villa in East Lake Woodlands has to offer.

120 Evelyn Court, Oldsmar

$295,000

2 Beds ⋅ 2 Baths ⋅ Quail Forest Cluster Homes SubDv. ⋅ 34677 Zip Code

Virtually Staged. Welcome to 10 Lesley Lane, located in the gated community of Quail Forest, nestled within the private country club community of East Lake Woodlands. This beautifully maintained end-unit villa offers serene pond views and a thoughtfully designed split-bedroom floor plan for added privacy and comfort. Major updates provide peace of mind, including a new roof (2022), HVAC (2023), and water heater (2022). The spacious, fully updated kitchen is a true highlight, featuring new cabinetry, sleek quartz countertops, and stainless steel appliances, perfect for both everyday living and entertaining. The layout flows effortlessly into the living and dining areas, all filled with natural light and peaceful water views. Enjoy your morning coffee or unwind in the evening on the charming front patio. Additional conveniences include one assigned carport and plenty of guest parking for visitors. Residents of East Lake Woodlands have access to two championship golf courses, consistently ranked among the top 5 in the entire Tampa Bay area, along with optional country club amenities. Ideally located near shopping, dining, parks, and just a short drive to Tampa International Airport and the Gulf beaches, this home offers the perfect blend of lifestyle and location. Don’t miss your opportunity to own in one of Oldsmar’s most desirable communities!

10 Lesley Lane, Oldsmar

$255,000

2 Beds ⋅ 2 Baths ⋅ Bayside Meadows Ph Ii SubDv. ⋅ 34677 Zip Code

Short Sale. -The shortsale process have been initiated to expedite closing. Buyers and their agents welcome to show, all offers are subject to lender approval. Excellent opportunity!- Welcome to your peaceful retreat! This beautifully updated 2-bedroom, 2-bathroom, 1-car garage villa combines comfort, charm, and convenience in a quiet, sidewalk-lined neighborhood ideal for leisurely strolls and a true sense of community. Step inside to a spacious living area, featuring a large primary suite with a walk-in closet and private en suite bathroom. Enjoy Florida living with two large lanais, perfect for relaxing or entertaining. As an end unit tucked into a private cul-de-sac, this home boasts the largest yard in the community—a rare and valuable feature. Updates include new HVAC, fenced in backyard, luxury vinyl plank through out, fresh paint, water heater 2 years old, and roof is just 4 years old. Take advantage of the inviting community pool, or enjoy a short walk to Sheffield Park just 0.4 miles away. You'll love the unbeatable location—just minutes from Publix grocery (1.8 miles), shopping, dining, and Starbucks (1 mile), and a quick drive to the beach (9 miles) and Tampa International Airport (13 miles). With low HOA fees and easy access to everything you need, this villa is perfect as a full-time residence or a seasonal getaway. Don't miss your chance to enjoy effortless living in a prime location!

2031 Dover Court, Oldsmar

$239,000

2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cypress Estates SubDv. ⋅ 34677 Zip Code

Located in East Lake Woodlands this quiet private second-story unit offers serene views overlooking the golf course and has a bright welcoming interior. Thoughtfully remodeled throughout, the home features abundant cabinet space, newer appliances, and major system upgrades including air conditioner and furnace. The unit has been tastefully finished with beautiful Florida-style decor, creating a light and relaxed atmosphere, perfect for full-time living or a seasonal retreat. Enjoy privacy, natural light and tranquil surroundings. Pool recently renovated and heated. Furnishings included if desired. Room measurements are estimated. Buyer agent and buyer to verify

104 E Cypress Court Unit 104, Oldsmar

$209,000

2 Beds ⋅ 2 Baths ⋅ SubDv. ⋅ 34677 Zip Code

Under contract-accepting backup offers. Investors, first-time homeowners and downsizers check out this maintenance free 2/2 Villa located in the HIGHLY DESIRABLE Country Club, Golf and Tennis Community of Eastlake Woodlands. The solid block constructed END UNIT home offers extra outdoor space for relaxing with family and friends. As you approach this end unit at the end of a quiet cul-de-sac you'll find space to the right of the front door for storage, closet for trash cans, bikes, beach chairs, etc and extra parking spaces for guests. The open floor plan includes two large bedrooms with tons of closet space as both can each be used as master bedrooms with an en suite bathroom for complete privacy. Both bedrooms are equipped with ceiling fans and glass sliding doors that open to the screened-in back porch, allowing for a seamless blend of indoor and outdoor living. The light and bright eat-in kitchen has access to the front patio that provides a charming spot to savor your morning coffee. The oversized, Great room is the center of attraction for entertaining guests with a sprawling breakfast bar and features quadruple sliders overlooking the extended lanai beckoning the most romantic among us to get down on one knee. The screen-enclosed lanai has plenty of room for lounging and taking in the wildlife and offers another walk-in storage closet or workshop. Recent updates include HVAC system (2017), New Roof (2020), Exterior Painting (2019), Hot water Heater (2022), Updated plumbing & electrical, Newer full sized Washer/Dryer, etc. The HOA fee includes access to a private community pool, exterior paint, roof repair and replacement, Internet and basic cable TV service, Trash, Lawn Service and grounds maintaince. Access for the complete club experience is available with a private membership: Golf, tennis, fitness, swimming and dining at the gorgeous clubhouse just minutes away. This property experienced NO damage from the previous years storms and is a MUST SEE; Schedule your showing today.

80 Lance Court, Oldsmar

$249,000

2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code

Just listed in the 55+ Gull-Aire Village: This spacious 1993 Jacobsen home offers 1,671 square feet of living space in a quiet setting. Upon entry, you will find a large veranda room featuring a built-in wet bar and custom storage. Abundant windows keep the interior bright, while cathedral ceilings add to the sense of openness. The sizable indoor laundry area includes a built-in counter, making it ideal for hobbies or a home office. There is also an 11x16 screened porch with vinyl windows and a utility room that is perfect for storing bikes or other items. AMS roof-over and skylights installed in 2/ 2012. 4 Ton Goodman heat-pump installed 7 years ago. New Vapor Barrier installed 5/2015. Gull Aire Village provides excellent amenities such as a lively clubhouse, library, pool table, shuffleboard courts, a bocce ball court, and a large, heated pool and spa. Residents can participate in a full calendar of planned activities and enjoy getting around this golf cart-friendly neighborhood. The HOA fee is just $70 per month, offering excellent value. Pet owners are welcome—one pet of any size is allowed, and with an Emotional Support letter from your physician, a second pet is permitted. Best of all, you own the land. Conveniently located, this home is directly across the street from popular spots like AMC Theatres, Beall's, Marshall's, Pet Smart, Dollar Store, Ulta, and numerous restaurants including Craft Street Kitchen, Country Pizza Italian Grill, Shaker and Peel, Chipotle, Mandolas, and Eve’s Family Restaurant. Essential services such as Super Walmart, Publix, and Countryside Hospital are only 15 minutes away, while the beautiful Honeymoon Island and Caladesi State Parks are just around ten miles from your door. Room measurements are approximate; buyers should verify all details.

428 Pelican Drive S, Oldsmar

$215,000

2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Woodlake Run SubDv. ⋅ 34677 Zip Code

Looking for a 2 bedroom 2 bath 1st floor end unit condo? Well your search is over. Are you wanting a gated country club and golfing community with amenities galore? This is the property for you. From the moment you enter the gates of this Eastlake Woodland Woodlake Run community you will be met with beautiful landscaping, walking paths, golf courses and just an overall serene feeling. The condo is located with views of the pool as well as the golf course. This property has 2 spacious bedrooms each with their own bathrooms. The kitchen opens to the living area so it makes entertaining convenient. This move-in ready condo also boasts not 1 but 2 patios to be able to enjoy the nature outside or a good cup of coffee and a book. The roof was done in 2024, HVAC about 5 years old, hot water heater replaced in 2023 and an updated electrical panel is also a huge plus for this great condo. If an active lifestyle is what you seek, this community has it. Whether you are looking for tennis, pickleball, swimming, golf and more this is your place!!! The location of this condo is also premium. Nestled in beautiful Oldsmar near fine dining, shopping, a short car ride to the Gulf beaches or into Tampa the location cannot be beat. Come check out this great condo and get ready to elevate your lifestyle.

113 Woodlake Wynde Unit 19, Oldsmar

$259,900

2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code

Beautiful remodeled home. Move in ready. Plantation shutters thoughout. All new porcelain tile, new appliances. Freshly painted inside and out. Tiled kitchen with open shelving with large corner windows that allow for the light to fill the room. Spacious living and dinning room with a open floor plan. Primary bedroom has adjoining ensuite with bay windows and walkin closet. Guest Bedroom is also spacious with a walkin closet. Good size laundry room with washer and dryer is inside house. The HOA fee is only $60 monthly and you own the land. Great location and there is a community club house and pool.

123 Dolphin Drive S, Oldsmar

$295,000

3 Beds ⋅ 2 Baths ⋅ Shoreview Phase 2 SubDv. ⋅ 34677 Zip Code

Your Renovation Dream Home! This home is in the desirable Shoreview Subdivision situated on 1/3 of an acre of land. After necessary rehab this home will easily be the jewel of the subdivision located a short walking distance from Tampa Bay and Mobbly Beach Park!! The home is priced substantially below market value to attract CASH Buyers understanding the home will require rehabilitation. The homeowner has excess construction material that will convey with the purchase as a cost saving incentive. The home will include refrigerator, dishwasher, HVAC system, and bathroom fixtures to be installed. The home currently has eight (8) new windows already installed and a new back sliding glass door. This is a must see and golden Opportunity to own or invest in this highly desirable community and subdivision!

645 Timber Bay Circle E, Oldsmar

$225,000

2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code

Under contract-accepting backup offers. Welcome Home! Your move-in ready and partially furnished Florida retreat with a warm, contemporary flair awaits you in the heart of Oldsmar. This spacious 2-bedroom, 2-bath home is situated on a rare DOUBLE LOT (7,854 sq. ft.), that YOU OWN offering privacy and flexibility. The open and inviting floor plan features cathedral ceilings and newer laminate flooring throughout the family room, kitchen, laundry room and hallway. The kitchen is well-appointed with a spacious island/snack bar, newer refrigerator and a convenient pantry closet - perfect for entertaining. The generous primary suite includes access to the over sized (10.75' x 31') enclosed Florida room, a walk-in closet, an en-suite bath with a walk-in shower and relaxing garden tub. The Florida room features glass windows overlooking the beautifully landscaped backyard and provides an ideal space for entertaining or just enjoying Florida's indoor-outdoor lifestyle! More recent updates include a newer A/C system (2020), a spacious 2 car garage with a large workshop with ample storage space (2003) and a newer high-quality sliding glass door. Nestled in the highly desirable 55+ community of Gull-Aire Village, this golf cart-friendly neighborhood offers exceptional resort-style amenities, including a spacious clubhouse, large, heated pool and spa, library, enclosed shuffleboard court, bocce ball court, and an active calendar of social events and activities. This home sits on land you own and features a low monthly HOA fee of just $70 with one pet of any size permitted. The location is truly unbeatable! You're less than a mile from Woodlands Square, offering Bealls, Marshall’s, Ulta, PetSmart, AMC Theatres, Craft Street Kitchen, Shaker & Peel, Eve’s Family Restaurant, and more. Everyday conveniences such as Publix, Target, Walmart Neighborhood Market, and Mease Countryside Hospital are just 2 miles away. Honeymoon Island Beach is approximately 9 miles away, and Tampa International Airport is a easy 15-mile drive. An adjacent walking, running, and biking trail along Canal Way leads directly to picturesque Sheffield Park, providing the perfect setting to enjoy Florida’s outdoor beauty. Whether you’re socializing at the clubhouse, relaxing by the sparkling pool, or simply enjoying the peaceful surroundings, you’ll fall in love with the friendly, welcoming lifestyle of Gull-Aire Village. (Room dimensions are approximate and should be verified by Buyer.)

101 Dolphin Drive N, Oldsmar

$249,900

2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cluster Homes SubDv. ⋅ 34677 Zip Code

SIGNIFICANT PRICE DECREASE!!! Owners are motivated!!! This desirable end-unit villa in exclusive East Lake Woodlands combines comfort, privacy, and an ideal layout for everyday living or entertaining. Featuring two spacious primary suites, each with its own ensuite bath and split floor plan design, the home provides excellent privacy for residents and guests alike. The open layout includes a welcoming family room, a dedicated dining room, and a bright eat-in kitchen with a generous pass-through bar—perfect for casual dining, entertaining, or extra storage. A charming front courtyard offers an inviting spot for morning coffee or al fresco meals, while the expansive lanai, complete with removable windows, provides a versatile additional living space to enjoy year-round. Thoughtful storage solutions are found throughout, with ample closet space to keep everything organized. Important updates include a roof replacement in 2021, an upgraded electrical panel in 2017 and a 2016 AC system. The HOA provides peace of mind with coverage that includes roof replacement, exterior painting, wood repairs, landscaping, lawn maintenance, irrigation, and fertilization. Located within the highly regarded East Lake Woodlands, a premier gated golf course community, residents have access to optional membership opportunities that feature golf, tennis, swimming, fitness, dining, and social events. With its combination of thoughtful design, modern updates, and resort-style community amenities, this villa offers the perfect place to call your year round home or winter residence. Don't delay.

260 Balsam Drive, Oldsmar

$279,000

Country Club Add To Oldsmar Rev SubDv. ⋅ 34677 Zip Code

Discover the potential of this rare, untouched piece of land located in the heart of charming Oldsmar. Whether you're planning to build your forever home or exploring investment opportunities—like developing rental properties—this lot offers incredible flexibility. With just under an acre to work with and no HOA restrictions, you're free to bring your vision to life without limitations. The expansive corner lot is ideally situated in a peaceful, tree-lined neighborhood known for its equestrian-friendly atmosphere. Opportunities like this don’t come often—drive by and see it for yourself! The location, space, and freedom this property offers make it truly one-of-a-kind. Reach out today before someone else turns this blank canvas into their dream come true!

Strathmore Avenue, Oldsmar

Browse All Oldsmar FL Between $200K - $300K Properties for Sale

Between $200K - $300K Oldsmar Real Estate