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

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

145 Poole Place, Oldsmar

127 Nancy Drive Unit 127, Oldsmar
$205,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Condo SubDv. ⋅ 34677 Zip Code
Move-In Ready, Renovated First-Floor Condo in East Lake Woodlands! Relax & enjoy effortless Florida living w/ the much-coveted combination of a FIRST-FLOOR, MOVE-IN READY, MAINTENANCE-FREE 2-bedroom, 2-bath condo in the desirable gated golf community of East Lake Woodlands! This beautifully updated home has all the bells & whistles, including granite countertops, shaker-style cabinetry, tiled backsplash, LED lighting, tile & luxury laminate flooring throughout, Maytag washer & dryer, & an inlaid travertine-tiled patio floor. You'll like the peace of mind of a newer HVAC System & water heater (both '21). Be "wowed" w/ the peaceful & tranquil conservation & wooded views from the rear of the home! The excellent floorplan provides an open feel w/ abundant natural light & rear sliders leading to your private covered patio w/ additional storage—a perfect spot to relax & enjoy the natural surroundings. The desirable two-way split-bedroom plan offers both privacy & functionality. The spacious primary suite features an impressive three walk-in closets—one large & two additional closets—along w/ a private bath suite. Both bedrooms feature luxury laminate flooring w/ NO CARPET. Ground-floor living makes everyday access easy, & covered parking adds another level of convenience. Even better, the community swimming pool & clubhouse are located directly across the street, making it easy to enjoy the Florida lifestyle just steps from home. This Condo is NOT in a flood zone (Zone X). For those seeking additional resort & country club amenities, Ardea Country Club offers optional private memberships for addl. fees, incl. access to two 18-hole championship golf courses, tennis & pickleball, fitness center & classes, heated lap & free-form pools, dining, & social events. Membership is separate from the community. East Lake Woodlands offers a premier Oldsmar location convenient to shopping, restaurants, parks, medical facilities, A-rated schools, Tampa International Airport, award-winning Gulf beaches, & the many professional sporting events, concerts & entertainment destinations throughout the Tampa Bay area. Whether you're looking for a full-time residence, seasonal Florida retreat, or investment opportunity, this renovated first-floor condo combines comfort, convenience, peaceful, wooded views & the gated-community lifestyle that makes East Lake Woodlands such a desirable place to call home!

127 Nancy Drive Unit 127, Oldsmar

2031 Dover Court, Oldsmar
$220,000
2 Beds ⋅ 2 Baths ⋅ Bayside Meadows Ph Ii SubDv. ⋅ 34677 Zip Code
Short Sale. SHORT SALE – Short sale process has been initiated to help facilitate an efficient transaction. Buyers and buyers’ agents are welcome to schedule showings. All offers are subject to lender approval. Excellent opportunity! Welcome to this beautifully updated 2-bedroom, 2-bath villa with a 1-car garage, offering comfort, privacy, and convenience in a quiet, sidewalk-lined community. This desirable end unit is tucked away on a private cul-de-sac and features the largest yard in the community, a rare find! Inside, you’ll find a spacious living area and a generous primary suit with a walk-in closet and private in suite bathroom. Two large lanais provide plenty of space to relax, entertain, and enjoy the Florida lifestyle. Recent updates include a new HVAC system, luxury vinyl plank flooring throughout, fresh interior paint, a fenced backyard, a water heater approximately 2 years old, and a roof approximately 4 years old. Enjoy the community pool or take a short walk to Sheffield Park, just 0.4 miles away. Conveniently located near Publix, shopping, restaurants, and Starbucks, with the beach approximately 9 miles away and Tampa International Airport approximately 13 miles away. With low HOA fees, valuable updates, a large private yard, and a convenient location, this villa offers a wonderful opportunity for a full-time residence or seasonal Florida getaway. Schedule your showing and bring your offer!

2031 Dover Court, Oldsmar

210 Gretchen Court, Oldsmar
$239,000
2 Beds ⋅ 2 Baths ⋅ Quail Forest Cluster Homes SubDv. ⋅ 34677 Zip Code
Under contract-accepting backup offers. Virtually Staged. Welcome to this well-cared for 2-bedroom, 2-bath villa in desirable Quail Forest, an attached villa neighborhood within East Lake Woodlands, a private country club community. The current owner has lovingly maintained the home for approximately 20 years & made many improvements. Wood -look laminate flooring extends through the main living areas & bedrooms, while tile finishes the kitchen & bathrooms. Ceiling fans in every room provide breezy comfort, & vertical blinds offer privacy. From the parking area & deeded carport, mature trees create a naturally green setting. Near the front door, a covered patio provides an ideal spot for grilling and outdoor relaxation. It is accessible from the front gate as well as sliding patio doors in both the dining room & kitchen. To the left of the entry foyer is the primary bedroom with an ensuite bath. The updated shower & toilet are separate from the ink area, allowing more than one person to use the space at a time. Storage includes a double closet that runs the length of the hall, plus a linen closet. A convenient pocket door provides privacy between the bedroom & bath. Sliding doors overlook the rear yard & lake, offering serene morning views. The beautiful lake view is one of the home's standout features, creating a peaceful setting for reading or entertaining. The second bedroom features a walk-in closet & an ensuite bath with a high-end walk -in tub/shower combination-perfect for a relaxing soak. The living room & dining rooms flow together comfortably. Between the dining room & the laundry closet is a storage island with cabinetry & sink, creating a convenient wet-bar area plus folding space for your laundry. The kitchen is in great condition & ready for your personal updates. The washer & dryer are newer (2023), the electrical panel is updated, roof 2022 & the HVAC system is new in 2024. No 4-point inspection worries here! Your HOA fees include at lot; cable & internet, pool, roads, roofs, lawn care, trash, exterior paint & maintenance & more. Check with the property manager with any questions. Quail Forest has a beautifully maintained community pool that is tucked away & just a short drive from your front door. Competitively priced & filled with potential, this welcoming villa will not last long. Don't wait to make it yours. Country club membership is an option: Please contact Ardea Country Club for more information.

210 Gretchen Court, Oldsmar

34 Pelican Drive E, Oldsmar
$209,900
2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code
This well-maintained 1989 Jacobsen home is ready to welcome its new owner! The inviting open floor plan features cathedral ceilings and an abundance of windows in the living room, creating a bright, airy atmosphere. Recent updates include new kitchen cabinets and countertops, three new skylights, and updated vanities in both bathrooms. The convenient indoor laundry area adds everyday functionality. Enjoy your morning coffee or unwind on the screened porch, which is conveniently located at the same level as the home—no steps required. The sale includes the land, so there is no lot rent. With HOA fees of just $70 per month, this property offers affordable living in a beautifully maintained, pet-friendly community. One pet of any size is permitted, and a second pet will be allowed with a letter from the Buyer's doctor to be submitted with the application for approval. Residents enjoy an active, welcoming lifestyle centered around a vibrant clubhouse that hosts monthly events and offers a pool table, shuffleboard, bocce ball court, heated pool, and spa. Regular activities include bingo, card games, and line dancing. Golf-cart-friendly streets make it easy to get around and connect with neighbors. Convenience is just across the street, with AMC Theatres, Bealls, Marshalls, Ulta Beauty, PetSmart, Five Below, and Dollar Store nearby. Dining options include Shaker & Peel, Craft Street Kitchen, Mandola’s, Country Pizza Italian Grill, and Eve’s Family Restaurant. Super Walmart, Publix, and Countryside Hospital are approximately 10 minutes away. Outdoor enthusiasts will appreciate the home’s proximity to the beautiful beaches of Honeymoon Island and Caladesi State Park, located just ten miles away. A scenic biking and walking trail along the canal are also easily accessible from within the community. Room sizes are approximate.

34 Pelican Drive E, Oldsmar

221 Nina Way Unit 61, Oldsmar
$210,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Condo SubDv. ⋅ 34677 Zip Code
Under contract-accepting backup offers. Relax and enjoy effortless Florida living with the Much-Coveted Combination of a FIRST FLOOR, MOVE-IN READY, MAINTENANCE FREE 2-Bedroom, 2-Bath Condo in the GATED GOLF COMMUNITY OF EAST LAKE WOODLANDS. Beautiful Engineered Hardwood Flooring graces the living area with Tile Floors in the Entry, Kitchen and Baths creating a warm, low-maintenance interior, while Plantation Shutters throughout add timeless style and privacy. The Updated Kitchen features Stainless Steel Appliances, Generous Pantry Storage, Eat- In Area and an open view into the Spacious Great Room, where the living and dining areas blend seamlessly for everyday comfort and easy entertaining. Step onto the great Patio complete with Pavers and unwind beside a Calming Water View also enjoyed from the Primary Bedroom. The Primary Suite offers 3 Closets plus an Updated Private Bath with Beautifully Appointed Shower Tile. A Generously-Sized 2nd Bedroom and Full Guest Bath provide welcoming space for visitors, a home office or seasonal living. Convenience continues with an Assigned Covered Carport Space directly in front of the unit and a Sparkling Community Pool just steps away. Enjoy Maintenance-Free Living with Building Exterior and Grounds Maintenance included in the condo fee, along with Pool Maintenance, Cable TV, Internet, Trash and even Water! Updates include Engineered Hardwood Flooring in 2024, a 2-Ton Trane A/C Unit installed in 2020, New Refrigerator in 2024, New Microwave in 2021 and Water Heater in 2018. Furniture is negotiable, making this an easy move and an ideal choice for a year-round residence, seasonal retreat or Florida vacation home. Optional memberships for additional fees are available for a wide array of amenities with Ardea Country Club including 2 Golf Courses, Tennis and Pickle Ball, Fitness Center and Classes, Heated Lap Pool and Free Form Pool, Dining and Social events. All this in a Premier Location convenient to Tampa International Airport, Medical Facilities, A-Rated Schools, Award-Winning Beaches as well as Professional Sporting Events, Concerts and more in the Tampa Bay area. Schedule your private showing and discover the comfort, water views and gated-community lifestyle of East Lake Woodlands!

221 Nina Way Unit 61, Oldsmar

128 Nancy Drive, Oldsmar
$215,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Condo SubDv. ⋅ 34677 Zip Code
Welcome to easy Florida living in this beautifully updated second-floor, two-bedroom, two-bath condo in East Lake Woodlands. EVERY WINDOW HAS BEEN UPGRADED TO HURRICANE IMPACT WINDOWS—a valuable improvement that adds protection and peace of mind while letting natural light fill the home. Inside, luxury vinyl wood-look flooring and a shiplap-style wood ceiling bring warmth and character to the open living and dining area. The updated kitchen features granite countertops, a tile backsplash, pantry closet, updated hardware, and a double stainless-steel sink overlooking the breakfast bar. Impact-glass sliding doors lead to a private screened lanai overlooking a peaceful, tree-filled area with no immediate rear neighbors. There’s room to enjoy morning coffee, dine outdoors, or settle into the cozy reading nook. A second set of sliding doors connects the lanai to the spacious primary suite, which offers three walk-in closets and an en-suite bath with an updated dual-sink vanity and step-in shower. The bright second bedroom has generous closets, a full second bath includes a tub/shower combination. An inside laundry closet is another rare and welcome feature. The HOA fee includes cable TV, internet, community pool access and maintenance, reserves, exterior and grounds maintenance, water, sewer, and trash. Conveniently located just off Tampa Road, the community offers easy access to shopping, restaurants, golf, Tampa International Airport, St. Petersburg, and Gulf beaches. With its hurricane-impact windows and doors, thoughtful updates, private setting, and extensive HOA inclusions, this condo makes Florida living feel easy. Come see it for yourself!

128 Nancy Drive, Oldsmar

105 Lakeside Court Unit ELW VI UNIT 5, Oldsmar
$230,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Condo SubDv. ⋅ 34677 Zip Code
Stunning 2BR/2BA Condo with Conditioned Lanai in East Lake Woodlands! Welcome home to maintenance-free Florida living at its absolute finest! Nestled within the highly sought-after, guard-gated golf community of East Lake Woodlands in Oldsmar, this beautiful 2-bedroom, 2-bathroom condo seamlessly combines modern upgrades with peak comfort. Step inside to a spacious, open floor plan that makes entertaining effortless. The kitchen features a convenient breakfast counter perfect for your morning coffee, elevated by a brand-new sink, new faucet, garbage disposal, dishwasher & refrigerator. Ceiling fans are strategically placed throughout the main living areas, both bedrooms and the Lanai to keep the home breezy and energy-efficient year-round. Premium Upgrades & Storage Galore. Rest easy knowing the heavy lifting has already been done for you! This condo boasts brand-new insulated windows for excellent climate control, and a water heater less than 3 years old. Storage is never an issue here, as the floor plan includes numerous spacious closets throughout the home to keep your living space organized and clutter-free. All-Weather Florida Lanai, one of the crown jewels of this property is the completely glassed-in, fully conditioned lanai. This bonus room serves as a versatile four-season sanctuary—perfect for a cozy sunroom, a vibrant home office, or a peaceful reading nook, completely shielded from the elements. Convenient Maintenance-Free Amenities your monthly association fee covers almost everything, offering ultimate lock-and-leave convenience. Included in your HOA: Basic cable TV & internet Water, sewer, and garbage removal. One assigned, covered parking spot to protect your vehicle, one designated guest parking spot right nearby. The Location Living inside the secure gates of East Lake Woodlands puts you just minutes from premium shopping, dining, and top-tier golf courses. Enjoy effortless commutes across the Tampa Bay area while returning home to a quiet, park-like neighborhood retreat. Schedule your private showing today and step into your dream Florida lifestyle! All wall paper is exclusinve peel and stick for easy removal!

105 Lakeside Court Unit ELW VI UNIT 5, Oldsmar

279 Countryside Key Boulevard, Oldsmar
$275,000
2 Beds ⋅ 2 Baths ⋅ Countryside Key SubDv. ⋅ 34677 Zip Code
Virtually Staged. Welcome home to this beautiful END UNIT & FULLY UPDATED 2BR/1.5BA townhome in the gated Countryside Key community, offering the rare benefit of an extra-large side yard for addl. outdoor space & privacy. Even better, assoc. fees INCLUDE water, trash, cable & internet! With extensive improvements, an enclosed patio, reserved parking directly in front, & an outstanding Pinellas County location (NON-FLOOD ZONE), this home is truly move-in ready. Step inside to an inviting open first floor designed for comfortable everyday living & entertaining. The kitchen features quartz countertops, custom cabinetry installed in '22, including larger cabinets providing excellent storage. The owners thoughtfully removed the upper cabinetry around the sink & counter area, creating a more open feel and better connection between the kitchen & adjoining living space. Updated appliances, lighting & ceiling fans complement the space, while no popcorn ceilings on either the first or second floor give the home a clean, updated look. Fresh interior paint was completed in August '26. Just beyond the main living area, the enclosed patio creates additional flexible space to relax, entertain, work from home, or just enjoy throughout the year. As an end unit, this home also possesses an extra-large side yard, providing additional outdoor space & separation rarely found with townhome living. Upstairs, the spacious primary suite features large dual closets, built-in bookshelves (providing both character & functional storage), while the generous windows bring an abundance of natural light into the space. Relax in the large private upgraded bathroom to complete the suite! The home has also benefited from an impressive list of improvements. HVAC, water heater & appliances were replaced in '22, along with new attic insulation in '22, washer & dryer in '24, & new light fixtures & ceiling fans. A new impact-rated rear door window was added in '22 for enhanced security, & exterior doorknobs, deadbolts & keys were also replaced. More recently, the home received new exterior paint in '26 & new interior paint in '26. Enjoy the everyday convenience of reserved parking directly in front of the unit's door, along with ample guest parking throughout the gated community & specifically near this unit! Countryside Key also offers a community pool overlooking the pond, tennis courts, & a designated storage area for camper vehicles, boats, trailers, &/or commercial vehicles (subject to association requirements - see HOA). This INCREDIBLE LOCATION is conveniently positioned near the Hillsborough County line & just minutes from the charm, restaurants, waterfront parks & activities of Safety Harbor. You're also only 8.7 miles from beautiful Honeymoon Island State Park and its Gulf beaches, with convenient access to Tampa International Airport, shopping, dining, entertainment and major roadways connecting you throughout the Tampa Bay area (all points). This Countryside Key townhome offers an exceptional combination of privacy, convenience, value & move-in-ready living.

279 Countryside Key Boulevard, Oldsmar

2044 Sheffield Court, Oldsmar
$244,900
2 Beds ⋅ 2 Baths ⋅ Sheffield Village At Bayside Meadows SubDv. ⋅ 34677 Zip Code
Under contract-accepting backup offers. MOVE-IN READY OLDSMAR VILLA WITH A PRIVATE FENCED YARD! Beautifully refreshed 2-bedroom, 2-bath, 1,296-square-foot end-unit villa! VERY LOW HOA DUES at $110/month. Step inside to a bright, open interior where soaring vaulted ceilings and abundant natural light give the home an impressively spacious feel. The open living and dining areas offer plenty of room for entertaining, while updated flooring and a clean neutral palette make this home truly move-in ready. The kitchen features granite countertops, white cabinetry and stainless-steel appliances, along with a convenient breakfast bar connecting the kitchen to the dining area. Sliding doors extend the living space to the enclosed patio and private, fully fenced backyard—a rare feature that provides room for outdoor dining, grilling, pets or simply relaxing in your own outdoor retreat. The spacious primary suite offers a private bath, while the generously sized secondary bedroom and second full bath provide flexibility for guests, a home office or additional living space. Newer roof 2024 and HVAC 2023. Enjoy the low-maintenance Florida lifestyle with access to the community swimming pool. Outdoor recreation is practically around the corner at Sheffield Park, offering a playground, basketball and tennis courts, baseball/softball and multipurpose fields, disc golf, a dog park, trails, outdoor exercise equipment and picnic shelters. The location puts you close to some of Oldsmar's best outdoor destinations, including waterfront R.E. Olds Park, Mobbly Bayou Wilderness Preserve and the city's extensive parks and recreation system. For even more recreation, the Oldsmar Sports Complex offers baseball and softball fields, multipurpose fields, a playground, trails, outdoor hockey and the BMX Supercross Track. Everyday conveniences are close at hand along the Tampa Road corridor, with shopping at Forest Lakes Plaza and Park Avenue Plaza, along with numerous restaurants and services. Catch the latest movie at AMC Woodlands Square 20 or explore Oldsmar's waterfront parks, recreation and entertainment. Oldsmar's central location along the north shore of Tampa Bay also provides convenient access to Tampa, Clearwater, area airports and the Gulf Coast beaches. With an open floor plan, vaulted ceilings, updated finishes, private fenced yard, community pool and an outstanding Oldsmar location, this villa offers the combination of low-maintenance living and private outdoor space that's hard to find. Schedule your showing today!

2044 Sheffield Court, Oldsmar

214 Dolphin Drive N, Oldsmar
$259,000
2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code
Experience the exceptional lifestyle offered by this immaculate 1989 Jacobsen home—a true gem that blends modern updates with timeless charm. Step inside to a bright, open floor plan featuring soaring cathedral ceilings and elegant luxury tile flooring throughout. The beautifully textured walls and Key West-style plantation shutters add a touch of sophistication, while the newly installed 50-gallon hot water heater ensures efficiency and comfort. The kitchen has been thoughtfully updated with stunning quartz countertops, providing both style and functionality, and the expansive indoor laundry room boasts a brand-new washer and dryer, abundant storage, and convenience for daily chores. Retreat to the spacious primary suite, complete with a generously sized walk-in closet. The remodeled primary bathroom highlights a contemporary walk-in shower and sleek quartz countertop, while the guest bath has been upgraded with a custom shower and vanity for added luxury. Enjoy easy maintenance and impressive curb appeal, thanks to Shark Coating on the porch, driveway, walkway, and main entry. The substantial utility room is ideal for a workshop or extra storage. At the heart of this vibrant community, the clubhouse invites residents to monthly events and offers a wealth of amenities—including a pool table, shuffleboard and bocce ball courts, a heated pool, and a relaxing spa. Engage in regular activities like bingo, card games, and line dancing, fostering a lively and social atmosphere. Navigate the golf cart-friendly streets with ease and enjoy affordable living, with HOA fees at just $70 per month in a meticulously maintained neighborhood. Pet lovers are welcome: one pet of any size is permitted, and a second may be allowed with an emotional support letter from a physician. Ownership includes the land—no lot rent required. Conveniences are right at your doorstep, with AMC Theatres, Bealls, Marshalls, Ulta Beauty, PetSmart, Five Below, and Dollar Store just across the street. Savor a variety of dining options, including Shaker & Peel, Craft Street Kitchen, Mandolas, Country Pizza Italian Grill, and Eve's Family Restaurant. Major retailers like Super Walmart and Publix, as well as Countryside Hospital, are only ten minutes away. Outdoor enthusiasts will appreciate being just ten miles from the breathtaking 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.

214 Dolphin Drive N, Oldsmar

163 Dolphin Drive E, Oldsmar
$300,000
2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code
163 Dolphin Drive, Oldsmar, FL Welcome to one of the standout homes in Gull-Aire Village, Oldsmar's highly sought-after 55+ community. Situated on a desirable corner lot, this beautifully renovated 2-bedroom, 2-bathroom home combines modern style with comfortable, low-maintenance living. From the moment you arrive, you'll appreciate the spacious two-car carport, attractive curb appeal, and thoughtful updates throughout. Inside, the open-concept floor plan creates an inviting space where the living room, family room, dining area, and beautifully remodeled kitchen with quartz counters and stainless steel appliances flow seamlessly together—ideal for everyday living or entertaining family and friends. The kitchen serves as the heart of the home with its contemporary finishes, generous workspace, and open sightlines to the main living areas and plenty of bright lighting. Both bedrooms are well-proportioned, and the updated bathrooms reflect the same quality craftsmanship found throughout the home. Outdoor living is just as impressive. The covered rear patio has been thoughtfully designed and is ready for your dream outdoor kitchen, creating the perfect setting for relaxing, dining, or hosting gatherings year-round. An attached storage shed provides plenty of room for tools, hobbies, seasonal décor, or golf cart accessories. Life in Gull-Aire Village offers more than just a beautiful home—it offers an exceptional lifestyle. Residents enjoy a vibrant calendar of social events, clubs, activities, and community gatherings throughout the year, making it easy to meet neighbors and stay engaged. The community's golf cart-friendly streets make it convenient and enjoyable to travel to the clubhouse, amenities, and visit with friends. Conveniently located near shopping, restaurants, medical facilities, parks, beautiful Gulf Coast beaches, Tampa International Airport, and the charming downtowns of Oldsmar, Safety Harbor, and Dunedin, you'll have easy access to everything the Tampa Bay area has to offer. If you've been searching for a move-in ready home where every detail has already been completed, 163 Dolphin Drive is an exceptional opportunity. Beautifully updated, thoughtfully designed, and located in one of Oldsmar's most welcoming communities, this home is truly one of Gull-Aire Village's finest.

163 Dolphin Drive E, Oldsmar

407 Dolphin Drive S, Oldsmar
$247,000
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

222 Caryl Way, Oldsmar
$204,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Condo SubDv. ⋅ 34677 Zip Code
Price Improvement! 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

75 Poole Place, Oldsmar
$276,900
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

60 St Andrews Place Unit 60, 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

276 Pelican Drive N, 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

258 Pelican Drive N, Oldsmar
$252,000
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

193 Blue Marlin Drive, Oldsmar
$265,000
3 Beds ⋅ 3 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code
Welcome to refined Florida living in this luxurious 3-bedroom, 3-bath split floor plan residence located in the highly desirable 55+ community of Gull-Aire Village. Thoughtfully upgraded with both style and function in mind, this move-in ready home offers a rare and versatile layout featuring TWO PRIVATE ENSUITES—perfect for hosting guests or creating dual primary retreats. The interior showcases elevated finishes, including a beautifully updated kitchen with granite countertops and new appliances, premium bathroom fixtures, and designer lighting throughout. The home continues to impress with new luxury vinyl plank (LVP) flooring throughout, delivering a seamless blend of style, durability, and effortless maintenance. The home also features new subflooring and all-new siding, reflecting exceptional attention to detail and lasting quality. Designed for effortless living, the property features keyless entry, two dedicated storage spaces, a spacious two-car carport, and golf cart parking. An added outlet for a future mini-split system on the porch provides the opportunity to create a comfortable indoor-outdoor retreat tailored to your lifestyle. For added peace of mind, the home includes a 200-amp electrical panel, all new wiring, and completely updated plumbing throughout, along with newer impact windows, a tankless water heater, and a newer A/C system (approximately 4 years old), blending modern efficiency with comfort and security. Set within the vibrant and amenity-rich Gull-Aire Village community, residents enjoy resort-style amenities including a heated pool, clubhouse, shuffleboard, and an active social calendar. Conveniently located near pristine Gulf Coast beaches, dining, shopping, and medical facilities, this home offers both luxury and lifestyle. This is a rare opportunity to own a truly fabulous, move-in ready, and beautifully upgraded home in one of the area’s most sought-after communities.

193 Blue Marlin Drive, Oldsmar

230 Balsam Drive, Oldsmar
$215,000
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

120 Evelyn Court, Oldsmar
$220,000
3 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cluster Homes SubDv. ⋅ 34677 Zip Code
Under contract-accepting backup offers. 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

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