Oldsmar Homes with 1 Month Minimum lease

Welcome to Oldsmar, a charming city located in Pinellas County, Florida. Known for its picturesque landscapes and friendly community, Oldsmar offers a perfect blend of small-town charm and modern conveniences.

If you're looking to rent a home in Oldsmar, you'll be pleased to know that there are options available with a minimum lease of just one month. Whether you're in town for a short-term stay or simply prefer the flexibility of a shorter lease, Oldsmar has you covered.

With its convenient location in the heart of Pinellas County, residents of Oldsmar enjoy easy access to beautiful beaches, top-rated schools, and a variety of shopping and dining options. The city is also home to several parks and recreational areas, making it a great place for outdoor enthusiasts and families alike.

Whether you're looking to rent a cozy apartment or a spacious single-family home, Oldsmar has a range of housing options to suit your needs. So why wait? Come and experience the laid-back lifestyle and warm hospitality that Oldsmar has to offer.

Newest Oldsmar Homes with 1 Month Minimum lease

$189,900

2 Beds ⋅ 2 Baths ⋅ Harbor Palms-Unit Five SubDv. ⋅ 34677 Zip Code ⋅ TB8534748 MLS ⋅ Active Status

Investor special with exceptional upside! This concrete block 2-bedroom, 2-bath, 2-car garage home is priced to sell and offers outstanding renovation potential. Situated on a nicely sized lot with beautiful lake views and no rear neighbors, the fully fenced backyard has plenty of room for a pool. The home has an updated electrical panel. The HVAC system was updated in 2019. The roof was last replaced in 2009. The office provides approximately 270 additional square feet beyond the heated living area, offering flexible space for a home office, hobby room, or future expansion. (The second bathroom is located in the garage.) Enjoy a great central location just a short walk to Sheffield Park and Harbor Palms Nature Park, featuring walking trails, a boardwalk, fishing pier, and kayak launch. No HOA and convenient access to Tampa, St. Petersburg, Gulf beaches, shopping, dining, and Tampa International Airport. Cash offers only. Property is being sold As Is with no repairs. Can be purchased individually or as part of a package with MLS #TB8366557 (613 Chestnut St.) and MLS #TB8366564 (204 Shore Dr. W.), all offered by the same seller.

704 Lemonwood Drive, Oldsmar

$247,000

2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code ⋅ TB8530978 MLS ⋅ Active Status

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

$279,900

2 Beds ⋅ 2 Baths ⋅ Heatherwood Unit One Condo SubDv. ⋅ 34677 Zip Code ⋅ TB8525574 MLS ⋅ Active Status ⋅ 2 BLDG.

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

$229,900

2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code ⋅ TB8524174 MLS ⋅ Active Status

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

$259,900

3 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code ⋅ TB8508713 MLS ⋅ Active Status

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

$1,100,000

3 Beds ⋅ 2 Baths ⋅ West Oldsmar Sec 1 SubDv. ⋅ 34677 Zip Code ⋅ TB8506221 MLS ⋅ Active Status

Experience the laid back lifestyle of Oldsmar, a sought-after community nestled between the urban hubs of Tampa and Clearwater. This serene, waterfront property offers the perfect balance of peaceful living and convenient access to local attractions. Residents here enjoy a tranquil, private environment, starting mornings with fresh coastal breezes on a private porch or deck, and spending evenings watching sunsets from a kayak or boat. This elevated, two-story home, topped with a 2025 roof, showcases an expansive layout filled with radiant natural light and soaring vaulted ceilings. The interior ambiance is both airy and welcoming, anchored by a charming wood-burning fireplace. The heart of the home is a sun-drenched, open-concept great room and kitchen, equipped with stainless steel appliances, granite surfaces, a propane stove, and a tankless water heater, all showcased by floor-to-ceiling windows. The generous primary suite acts as a private retreat, featuring an ensuite bathroom with a garden tub, dual vanities, and a separate shower, alongside a private deck offering stunning vistas. Functionality meets flexibility in the lower level, which houses a spacious two-car garage and a versatile 600-square-foot accessory dwelling unit. With its own entrance, bathroom, and kitchen facilities, this suite is perfectly suited for guests or extended family. The exterior features substantial paver parking, ready to accommodate RVs, boats, and other recreational vehicles. Nature enthusiasts will delight in the local wildlife, including dolphins and manatees, viewable directly from home. The property’s private floating dock and boat ramp provide effortless access to Tampa Bay without worrying about the tides. Elevated construction ensures peace of mind during inclement weather, while the property’s location—situated on a private, oversized lot on a quiet cul-de-sac—secures absolute seclusion. Located in a premier school district and just 20 to 30 minutes from the region’s best beaches and downtown centers, this home also offers residents easy access to the festive R.E. Olds Park and the vibrant dining scenes of nearby Safety Harbor. Both Mobbly Beach Park and the picturesque Phillippe Park are situated within a three-mile radius, making them a breeze to reach via cycling or boat. Oldsmar stands out for several unique reasons: it operates its own reverse osmosis water filtration system, houses the Tampa Bay Skating Academy Ice Rink, and maintains a higher density of parks per square mile than any other municipality in the state, with roughly 40% of its total area reserved for green spaces and conservation. Those who love the outdoors can take advantage of the ten-mile Oldsmar Trail, which winds through eight of the city's ten parks, providing endless chances for recreation and immersion in nature. Don't wait—secure your chance to live out your ideal Florida dream by booking your private viewing of this exceptional property today!

3858 Shore Boulevard, Oldsmar

$250,000

2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code ⋅ TB8506652 MLS ⋅ Active Status

Discover this 1,686 sq ft, 1991 Jacobsen retirement home, featuring a new roof (2025), new A/C (2024), new water heater (2026), new exterior electric panel ($4800) installed 8/26 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 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 Eve's 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

$325,000

3 Beds ⋅ 3 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code ⋅ TB8503933 MLS ⋅ Active Status

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

$369,000

3 Beds ⋅ 3 Baths ⋅ Harbor Palms Unit Eleven SubDv. ⋅ 34677 Zip Code ⋅ O6401483 MLS ⋅ Active Status

This beautifully updated home in Oldsmar is a rare gem! Originally a 2-bedroom, 2-bath, the garage has been fully permitted and converted into a third bedroom and bath with its own shower. Both main bedrooms offer spacious walk-in closets and private exterior doors ideal for a mother-in-law suite or rental income. The home boasts laminate wood floors throughout, a modern kitchen with granite countertops, and brand-new stainless steel appliances. Relax on the screened porch or enjoy the large, shaded patio. With a big driveway and no HOA or CDD, you have total freedom. Plus, it’s in a fantastic location just minutes from St. Pete and Tampa, the airport, shopping malls, top schools, and some of the best beaches in the area.

604 Limetree Drive, Oldsmar

$188,000

2 Beds ⋅ 2 Baths ⋅ Meadows Condo At East Lake Woodlands SubDv. ⋅ 34677 Zip Code ⋅ A4686982 MLS ⋅ Active Status ⋅ Meadows/204 BLDG.

Welcome to 204 Windward Place #36, a move-in-ready condominium located in the gated community of East Lake Woodlands, one of Oldsmar's most established residential communities. Offering low-maintenance living in the heart of Tampa Bay, this well-maintained residence combines comfort, convenience, and easy access to everything Florida's Gulf Coast has to offer. Designed with functionality and everyday living in mind, the thoughtfully planned floor plan features bright, inviting living spaces filled with natural light. The open living and dining areas provide flexibility for entertaining, relaxing, or working from home, while the private outdoor living space offers the perfect setting for morning coffee, evening sunsets, or enjoying Florida's year-round tropical climate. Whether you are searching for a primary residence, seasonal retreat, vacation home, or investment property, this move-in-ready condominium offers exceptional versatility and a low-maintenance lifestyle. Assigned parking and convenient guest parking add to the home's everyday convenience. East Lake Woodlands is a gated community known for its mature landscaping, peaceful surroundings, scenic walking areas, and established neighborhood appeal. Residents have the opportunity to join the nearby Ardea Country Club, where optional memberships provide access to championship golf, tennis, pickleball, a resort-style swimming pool, fitness center, dining, and an active social calendar. Ideally located in Oldsmar, this home is just minutes from Tampa, Clearwater, Dunedin, Safety Harbor, Palm Harbor, and St. Petersburg. Enjoy convenient access to award-winning Gulf beaches, Tampa International Airport, shopping, restaurants, parks, medical facilities, entertainment, and major commuter routes, making it easy to experience everything the Tampa Bay area has to offer. Combining an outstanding location, gated community living, and low-maintenance ownership, this East Lake Woodlands residence presents an exceptional opportunity to enjoy the Florida lifestyle in one of Pinellas County's most desirable communities.

204 Windward Place Unit 36, Oldsmar

$795,000

4 Beds ⋅ 3 Baths ⋅ Oldsmar Rev Map SubDv. ⋅ 34677 Zip Code ⋅ TB8485835 MLS ⋅ Active Status

One or more photo(s) has been virtually staged. HUGE PRICE ADJUSTMENT JULY 18TH. Gorgeous water views of Old Tampa Bay from this custom-built, original-owner home in a prime Oldsmar location, directly across from popular R.E. Olds Park with its amphitheater, fishing pier, playgrounds, sand volleyball and annual fireworks you can enjoy from your front porch. The resort-style backyard features a large in ground pool with spa, kiddie pool, spillover fountain and fiberoptic lighting, all within a screened enclosure with covered area for dining and parties would cost well over $100k to install today. A spacious concrete pad doubles as a basketball court and offers room to store a boat or add a shed, plus parking for 2 cars under carports and a deep driveway that has accommodated 10+ vehicles, with overflow available at the park. Upstairs, the main living level welcomes you through double hurricane-rated doors to beautiful Brazilian hand-scraped wood floors, abundant windows, and an eat-in kitchen with granite counters and arched opening to the living room, along with a formal dining room. An office or bedroom on this level opens via sliding glass doors to a balcony overlooking the pool, and a convenient half bath completes the floor. The bedroom level begins with a newer washer/dryer closet for easy access to all bedrooms. The primary suite offers stunning water views from sliders, the third-level deck and multiple windows, and its ensuite bath was updated in 2017 with new cabinetry, tile and quartz counters; the second full bath was also updated. Major updates include a 2016 roof and 2023 A/C, making this well-maintained home ideal for both everyday living and large gatherings.

402 Shore Drive W, Oldsmar

$249,000

2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code ⋅ TB8474552 MLS ⋅ Active Status

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

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