Leesburg Homes with Pool Amenities

Leesburg Homes with Pool Amenities

Welcome to Leesburg, Florida, a charming city nestled in the heart of Lake County, where Southern hospitality meets picturesque landscapes. Known for its warm climate and friendly community, Leesburg is a hidden gem that offers a perfect blend of small-town charm and modern conveniences. With its rich history, vibrant downtown, and stunning lakes, residents and visitors alike are captivated by the beauty and tranquility that this city has to offer.

For those dreaming of a home that embodies relaxation and luxury, Leesburg boasts an impressive selection of properties featuring pool amenities. Imagine stepping into your backyard oasis, where you can unwind by your private pool, entertain friends and family, or simply enjoy the sunshine in your own slice of paradise. Homes with pool amenities in Leesburg cater to a variety of lifestyles, from cozy retreats to spacious family residences, ensuring that there’s something for everyone.

The city’s strategic location provides easy access to nearby attractions, including the scenic Harris Chain of Lakes, perfect for boating, fishing, and enjoying nature. With a rich array of dining, shopping, and recreational activities, Leesburg makes it easy to embrace a vibrant lifestyle while still enjoying the peace and serenity of suburban living.

Whether you’re looking to buy your first home, upgrade to a larger space, or find a vacation retreat, Leesburg’s homes with pool amenities offer the ideal setting to create lasting memories. Dive into the wonderful lifestyle that awaits you in this delightful city—your dream home with a pool is just around the corner!

Newest Leesburg Homes with Pool Amenities

341 Ranchwood Drive, Leesburg
$319,000
3 Beds ⋅ 2 Baths ⋅ Pennbrooke Ph 01h SubDv. ⋅ 34748 Zip Code
Welcome home to 341 Ranchwood Drive, where privacy, flexibility, and the Pennbrooke Fairways lifestyle come together beautifully. Set against a peaceful, nature-filled backdrop, this thoughtfully maintained 3-bedroom, 2-bath home offers the kind of setting that makes it easy to forget how close you are to everything Central Florida has to offer. Step inside and you'll immediately appreciate a floor plan designed for comfortable Florida living. The main living spaces flow naturally together, while the split-bedroom design provides welcome separation between the primary suite and guest accommodations. An expansive 18' x 11' bonus area adds tremendous versatility—create a formal dining space, home office, reading room, hobby area, or simply additional room for entertaining. The primary suite offers a comfortable retreat with a generous walk-in closet and private bath featuring dual sinks and a walk-in shower. Two additional bedrooms provide plenty of space for visiting family and friends, an office, or whatever your next chapter requires. What makes this home particularly appealing is the combination of indoor comfort and outdoor living. A 9' x 17' screened lanai overlooks the home's private natural surroundings and creates an inviting spot to begin the morning with coffee or wind down at the end of the day. Just beyond it, the freshly refurbished open patio provides additional space for grilling, entertaining, or simply enjoying the Florida sunshine. The home has also seen substantial investment over the years, including a 2017 roof, 2017 windows and two sliding doors, added attic insulation in 2021, stainless-steel appliances in 2022, a new water heater and water softener in 2023, and a new HVAC system installed in April 2024 with a transferable warranty. Additional improvements include the lanai roof being re-shingled and the pavers resealed in 2024, along with painting of the front patio, garage, and porch in 2022. An oversized 2-car garage with dedicated golf cart access and a sliding screen adds even more functionality. Of course, buying in Pennbrooke Fairways is about more than the home. This gated 55+ community is built around an active Florida lifestyle, with golf, swimming pools, fitness facilities, pickleball, tennis, bocce ball, shuffleboard, cornhole, a restaurant, pro shop, Grand Hall, two recreation centers. The $265 monthly HOA fee includes cable, internet, lawn mowing and edging, plus boat and RV parking and storage. When you do decide to venture beyond the community, the location makes it easy. Lake Deaton Plaza—with Publix, Walgreens, dining and everyday conveniences—is just minutes away, while I-75, US-301 and The Villages are easily accessible. An evening of dining, shopping and live entertainment are just a short drive from home. 341 Ranchwood Drive isn't simply a place to live. It's an opportunity to have the privacy you want, the amenities you enjoy, and the freedom to make your next chapter in Florida exactly what you want it to be. WHO YOU WORK WITH TRULY MATTERS — LET US SHOW YOU WHY.

341 Ranchwood Drive, Leesburg
4719 Heritage Trail, Leesburg
$519,900
2 Beds ⋅ 2 Baths ⋅ Arlington Ridge SubDv. ⋅ 34748 Zip Code
BRING YOUR RV, BOAT OR CAR COLLECTION! Located on a private cul-de-sac in Arlington Ridge, this move-in-ready home offers 1,761 square feet of comfortable living, a LONG DRIVEWAY with plenty of room to pull in your RV, and a rare 50-by-16-foot RV garage with hookups, boat parking and a community pump-out station conveniently located just a block away. Major upgrades include a BRAND-NEW ROOF (2025) and whole-home Generac generator (2021), providing valuable peace of mind. Inside, you’ll find an inviting open layout with tile flooring, crown molding, plantation shutters and a gas fireplace. The beautiful kitchen features granite countertops, a center island, stainless steel appliances, pull-out storage and a breakfast nook. The spacious primary suite offers TWO walk-in closets and an ensuite bath with dual sinks, a garden tub and large walk-in shower. Outdoor living is just as impressive with a huge screened courtyard, retractable awning for shade and an expansive HALF-ACRE LOT offering plenty of backyard space to explore adding a pool. The location is fantastic, just minutes from UF Health Leesburg Hospital, with convenient access to Florida’s Turnpike and nearby P.E.A.R. Park offering hiking and biking trails, pickleball and a dog park. You’re also a short drive from The Villages town squares, shopping, dining and entertainment. Boaters will appreciate convenient access to nearby Lake Harris boat ramps and the incredible Harris Chain of Lakes for boating, fishing and waterfront dining. Arlington Ridge is a sought-after 55+ community offering a championship golf course, clubhouse, tavern, resort-style pools, fitness center, tennis, movie theater and an active Florida lifestyle. BEAUTIFUL UPGRADED HOME, RV GARAGE, A LARGE 1/2 ACRE LOT AND A GREAT CENTRAL FLORIDA LOCATION...THIS ONE HAS SO MUCH TO OFFER! Schedule your private tour today!

4719 Heritage Trail, Leesburg
26717 Wetlands Way, Leesburg
$365,000
3 Beds ⋅ 3 Baths ⋅ Leesburg Legacy Leesburg Unit 06 SubDv. ⋅ 34748 Zip Code
The perfect forever home in an active senior community with all the amenities and clubs you could want. Enjoy tennis, pickleball, walking trails, a clubhouse, and more. This well-maintained home offers three full bedrooms plus a den/office/craft room, vaulted tray ceilings, and abundant kitchen cabinetry. Relax and enjoy the gorgeous view with easy living, lawn care included and room for your golf cart. FHA-insurable, subject to FHA appraisal. Qualifies for FHA $100 program and FHA 203(k) – contact your lender for details. Buyer selects Closing Agent. AS-IS only. Seller provides no guarantees, warranties, or repairs. Buyer must verify all information, including any measurements, possible violations, permits, HOA rules, zoning, etc.

26717 Wetlands Way, Leesburg
24907 Cranes Roost Circle, Leesburg
$375,000
3 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Golfview SubDv. ⋅ 34748 Zip Code
ATTENTION: IF YOU DO NOT WANT EXTRA ROOM FOR VISITORS, OR AN UPGRADED HOME FOR ENTERTAINING, WITH A VIEW, OR THE HIGHEST PRICED HOME ON THE STREET THEN THIS HOME MAY NOT BE FOR YOU. BUT IF YOU WANT ALL THAT AND MORE ... Welcome to 24907 Cranes Roost Boulevard, a beautifully updated Seville model located in the desirable Golf View Village of Plantation at Leesburg. Set along the 15th fairway and overlooking the 16th tee of the Cranes Roost Golf Course, this home offers peaceful golf course views, extensive upgrades, and a low-maintenance lifestyle. This spacious home features 3 bedrooms, 2 bathrooms, plus a flexible den that can be used as an office, fitness room, hobby space, or additional sitting area. From the moment you arrive, the screened front entry and storm door create an inviting welcome. Inside, luxury vinyl plank flooring flows through the main living areas, complemented by updated finishes and thoughtful details throughout. The beautifully remodeled kitchen is a standout, featuring custom cabinetry, quartz countertops, double islands, upgraded pantry and closet doors, and LG stainless steel appliances. Custom remote-control blinds add both style and convenience. Both bathrooms have been completely renovated with updated vanities, fixtures, and finishes. The living area features an electric fireplace, with the original wood-burning fireplace located behind it, giving future owners additional options for creating a warm and inviting gathering space. The 2-car garage has been transformed into an impressive bonus area with insulation, updated flooring, overhead screen door, cabinetry, and a mini-split heating and cooling system. It offers a comfortable space for entertaining, hobbies, a workshop, or additional recreational use while maintaining the versatility of the garage. Outdoor living is just as appealing. The home features attractive low-maintenance landscaping with decorative curbing and stain-resistant rock. The Chattanooga stone and electric fireplace enhance the lanai. An additional BBQ patio provides the perfect spot for grilling, entertaining, or simply relaxing while enjoying the golf course setting. Major updates include a NEW ROOF and HVAC SYSTEM installed in 2022, providing added peace of mind. Golf View Village offers additional HOA-maintained benefits, including a PRIVATE COMMUNITY POOL, scheduled exterior pressure washing of the home, and lawn mowing, allowing residents more time to enjoy the Florida lifestyle. Plantation at Leesburg is a gated 55+ active community offering an impressive selection of amenities. Residents can enjoy two golf courses, three clubhouses, swimming pools, a hot tub, sauna, fitness centers, tennis, bocce ball, softball, walking trails, archery, RV storage, meeting and activity rooms, and a full calendar of clubs, social events, and planned activities. With its golf course setting, beautifully remodeled interior, extensive upgrades, and desirable Golf View Village location, this home offers an exceptional opportunity to enjoy comfortable, low-maintenance living in one of Leesburg's established active adult communities.

24907 Cranes Roost Circle, Leesburg
355 Hawthorne Boulevard, Leesburg
$80,000
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code
Virtually Staged. A Home with Character, Possibility & Room to Make It Your Own. Please pardon the transition as the seller works through sorting, packing, and clearing the home for its next chapter. Beneath the boxes and belongings is a comfortable 2-bedroom, 2-bath home with plenty of possibilities and the opportunity for its new owner to bring their own vision to life. Set along Hawthorne Blvd with a beautiful tree-lined median, the setting has a welcoming, established feel. The home features vinyl siding, a screened back porch, and vinyl plank flooring added in 2026 in the living and dining areas. Both bedrooms are generously sized and include dual closets, making storage a standout feature. The primary suite includes a walk-in shower, while the Jack-and-Jill guest bath offers a traditional tub. The HVAC was replaced in 2014, adding to the home’s practical appeal. Whether you’re looking for a place to settle in, refresh over time, or create something that feels distinctly your own, this home offers a solid starting point in a lovely location. Come see the possibilities beyond the boxes and imagine what the next chapter could look like..............Hawthorne at Leesburg is an active, resident owned, 55+ cooperative, waterfront, gated community, with beautifully landscaped grounds, lakes with illuminated fountains and a relaxing and comfortable gazebo. The affordable monthly maintenance fee of $397 includes water, sewer, lawn mowing, private emergency services and storage space for recreational vehicles, boats, trailers and much more! The beautiful clubhouse is complete with a full-time program coordinator, more than 100 different activities and seating for 550. It has a hospitality lounge, card rooms, craft rooms, billiard room, fitness center, library, fine arts room and many more. There is excellent fishing, outdoor geo-thermally heated pool and two enclosed therapeutic pools. Hawthorne boasts a private marina monitored by an electronic security system with over 120 boat slips and access to the Harris Chain of Lakes and beyond.

355 Hawthorne Boulevard, Leesburg
1145 Eagles Landing, Leesburg
$249,900
3 Beds ⋅ 2 Baths ⋅ Pennbrooke Ph 02s Lt S1 Orb 2145 Pg 1477 SubDv. ⋅ 34748 Zip Code
Virtually Staged. HOA includes grass cutting, Cable TV, Internet, 2 pools, 2 Recreation Centers, 3 9 hole golf courses, Restaurant, 100's of activities and Clubs to enjoy! Amenities in Pennbrooke Fairways includeVideo Tour of Pennbrooke Fairways: Welcome Center, On Site Hair Salon, Library, Fitness Center, Fitness Center Equipment Room, on Site Mail Room, Billiard Room, Activity Center, Activity Center Pool and Spa, Activity Center Kitchen, Card/Puzzle Room, Tennis/Pickle Ball Courts, Shuffleboard Courts, Bocce Ball Courts, Grand Hall Pool and Spa, Corn Hole, Horseshoe Pits, Fishing Ponds, Golf Club, Softball Field, Community Garden, Memory Garden and RV & Boat Storage. This home is on a quiet cul-de-sac with no rear neighbors other than nature. Price to sell!!

1145 Eagles Landing, Leesburg
5127 Aurora Drive, Leesburg
$349,900
3 Beds ⋅ 2 Baths ⋅ Legacy Leesburg SubDv. ⋅ 34748 Zip Code
CUL-DE-SAC | OVERSIZED GARAGE | 2,386 SQ FT | HARDWOOD FLOORS | NEAR COMMUNITY WALKING TRAIL | LEGACY OF LEESBURG 55+ | Welcome to Legacy of Leesburg, where spacious living meets an active 55+ lifestyle. Tucked away on a cul-de-sac with a long driveway, this 3-bedroom, 2-bath home offers approximately 2,386 heated square feet, an oversized garage and a surprisingly spacious interior that provides plenty of room to spread out. Step inside to an open, light-filled floor plan featuring high ceilings and hardwood flooring throughout much of the home. Multiple living and dining spaces offer flexibility for entertaining, everyday living, a home office or hobby space. The kitchen is positioned at the heart of the home with plenty of cabinetry and counter space and opens to the surrounding living areas, creating an easy flow throughout. The primary suite is generously sized and features two walk-in closets along with a spacious en-suite bath offering dual sinks, a soaking tub, separate walk-in shower and private water closet. Two additional bedrooms provide comfortable accommodations for guests or flexible space for an office or hobbies, while the second bath features a granite countertop and walk-in shower. Storage is another standout, with generous closets throughout, an interior laundry room with utility sink and cabinetry, and an oversized garage with additional storage and workspace. Outside, enjoy the screened rear porch and established landscaping. The home is also conveniently located near one of Legacy of Leesburg's community walking trails, making it easy to step outside and enjoy the neighborhood. Legacy of Leesburg is a gated 55+ community known for its extensive amenities and active Florida lifestyle, including a clubhouse, resort-style pool, fitness opportunities, recreation and miles of scenic walking trails. Included in your low monthly HOA is RV and Boat storage. Conveniently located near shopping, dining, medical facilities and not too far from The Harris Chain of Lakes. If you've been looking for a larger home with room to make it your own in one of Leesburg's established 55+ communities, 5127 Aurora Drive deserves a closer look. Some phots have been Virtually Staged. All information recorded in the MLS is intended to be accurate however, it should be independently verified by buyer and their agent.

5127 Aurora Drive, Leesburg
108 Mango Cove, Leesburg
$135,000
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code
A Distinctive Find at Mango Cove. Tucked away on a private cul-de-sac, this fully furnished 1,342-square-foot home offers an inviting blend of comfort, versatility, and peaceful surroundings. One of the home’s exceptional features is its nearly 300-square-foot heated and air-conditioned bonus space, thoughtfully connected to the guest bedroom and flowing into the laundry room and an additional bonus room. This unusual and versatile arrangement opens the door to countless possibilities. The additional room could become a quiet art studio, creative craft space, home office, or receiving room, a place to pursue passions, work on projects, or simply create a space that feels uniquely yours. The guest bedroom also offers access to a back porch and deck overlooking the backyard, where mature trees and surrounding greenery create a tranquil natural backdrop. It is the kind of setting that invites you to linger a little longer, whether enjoying your morning coffee, reading a book, or simply listening to the sounds of nature. Inside, the home feels bright and welcoming, with laminate flooring throughout, a spacious living room, and a wonderful Florida room under heat and air conditioning that expands the living space and brings the outdoors closer. The fully equipped kitchen is ready for everyday moments and gatherings alike. The primary bedroom features a walk-in shower, while the Jack-and-Jill guest bath offers a comfortable tub. Vinyl siding adds to the home’s easy-care appeal, while the roof dates to 2003 and the HVAC system to 2010. A home with uncommon flexibility, peaceful views, and spaces that can evolve with your imagination, this is a special Mango Cove find waiting for someone to make it their own....................Hawthorne at Leesburg is an active, resident owned, 55+ cooperative, waterfront, gated community, with beautifully landscaped grounds, lakes with illuminated fountains and a relaxing and comfortable gazebo. The affordable monthly maintenance fee of $397 includes water, sewer, lawn mowing, private emergency services and storage space for recreational vehicles, boats, trailers and much more! The beautiful clubhouse is complete with a full-time program coordinator, more than 100 different activities and seating for 550. It has a hospitality lounge, card rooms, craft rooms, billiard room, fitness center, library, fine arts room and many more. There is excellent fishing, outdoor geo-thermally heated pool and two enclosed therapeutic pools. Hawthorne boasts a private marina monitored by an electronic security system with over 120 boat slips and access to the Harris Chain of Lakes and beyond.

108 Mango Cove, Leesburg
5804 Cliffbow Loop, Leesburg
$329,115
4 Beds ⋅ 2 Baths ⋅ Groves At Whitemarsh SubDv. ⋅ 34748 Zip Code
Virtually Staged. Under Construction. The Juniper combines modern style with practical comfort, offering a design that fits the way you live. A spacious two-car garage and optional covered lanai provide flexibility inside and out, while three main-level bedrooms are thoughtfully positioned at the front of the home. These bedrooms share a dual-vanity bath with a walk-in laundry room conveniently located across the hall. At the heart of the home, the open kitchen and dining area create the perfect setting for dinners or holiday gatherings. Afterward, relax in the expansive 17x17 great room, ideal for entertaining or quiet evenings together. With options for enhanced outdoor living, the Juniper brings the best of Florida’s sunshine and a functional layout together in one inviting design. *Photos are from a similar home.

5804 Cliffbow Loop, Leesburg
27033 White Plains Way, Leesburg
$240,000
2 Beds ⋅ 2 Baths ⋅ Leesburg Arlington Ridge Ph 1-C SubDv. ⋅ 34748 Zip Code
QUICK MOVE-IN POSSIBLE! Built in 2020, Less than 1 block to the amenities, golf course, restaurant & pub, 2 bedroom, 2 bath with low maintenance concrete block & stucco villa with 1 1/2 car garage w/epoxy floor, 8 foot glass entry door for more natural light and lanai & birdcage with no homes behind it for added privacy. Enjoy the luxury feel of wood cabinetry, quartz countertops, waterproof LVP flooring, open kitchen perfect for entertaining, 4 seat bar-top, stainless kitchen appliances that stay, indoor laundry room with washer & dryer that stay, Low HOA of $303/month includes full lawn care, irrigation water & system, new roof when needed, exterior painting, high-speed internet, Wi-Fi, and over 200 cable channels. Community has On-site RV and boat parking available, . Safe & Secure gated community With hardly no yardwork to worry about, What will you do with all your free time? Arlington Ridge is more than a community it’s a way of living. Spend your mornings on the championship 18-hole golf course (no Membership Required. Pay only when you play as well as numerous amenities at no extra charge, Spend your afternoons at the heated pools or well-equipped fitness center with a pool view..., and your evenings with friends and neighbors at the on-site restaurant, tavern, or free movie theater. Enjoy tennis, pickleball, bocce, billiards, all just a 1 block walk or quick golf cart ride away. Take a peaceful stroll, walk the dog or bike ride along sidewalk lined streets. Conveniently located near shopping, dining, medical services, and a short drive to Orlando’s attractions and both coasts’ beaches, this home blends resort-style living with everyday practicality. Home includes gutters with lifetime leaf guard, power awning in bird cage, garage shelving, water softener & generator for the very rare times the power has been off. One of the most affordable communities to purchase homeowner's insurance in.

27033 White Plains Way, Leesburg
307 Hawthorne Boulevard, Leesburg
$145,000
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code
A Warm, Welcoming Retreat with Character & Comfort. Discover this beautifully cared-for, fully furnished 2-bedroom, 2-bath home on Hawthorne Blvd, where charm, comfort, and livability come together effortlessly. Set across from a generous, open median, this inviting home has a welcoming presence and plenty of room to relax, entertain, and enjoy everyday life. Step inside and discover a home that feels comfortable and inviting from the moment you arrive. The spacious living room offers an easygoing gathering place, while the bright Florida room, fully heated and cooled, adds a wonderful bonus space for morning coffee, reading, entertaining, or overnight guests. Both the living room and Florida room feature sleeper sofas, making hosting family and friends a breeze. The spacious, fully equipped kitchen is ready for everything from a quick breakfast to a leisurely home-cooked meal. A charming eating bar provides the perfect spot for morning coffee, casual meals, or keeping the conversation going while preparing dinner. The home features vinyl siding, a membrane roof installed in 2015, HVAC installed in 2010, upgraded windows, and a blend of carpet and laminate flooring. New subfloors were installed in 2021 in the master bedroom, guest bedroom, and dining room. The cozy primary bedroom offers a walk-in closet and a private bath with a walk-in shower. The guest bedroom provides a comfortable guest bed with clever under-bed storage and an easy-lift design. The guest bathroom includes a classic bathtub. A separate utility and laundry room adds everyday convenience, while the outdoor space is beautifully uncomplicated with low-maintenance landscaping and a charming flower or herb bed. Charming and wonderfully adaptable, this home is a delightful place to settle in, slow down, and make yourself at home..............Hawthorne at Leesburg is an active, resident owned, 55+ cooperative, waterfront, gated community, with beautifully landscaped grounds, lakes with illuminated fountains and a relaxing and comfortable gazebo. The affordable monthly maintenance fee of $397 includes water, sewer, lawn mowing, private emergency services and storage space for recreational vehicles, boats, trailers and much more! The beautiful clubhouse is complete with a full-time program coordinator, more than 100 different activities and seating for 550. It has a hospitality lounge, card rooms, craft rooms, billiard room, fitness center, library, fine arts room and many more. There is excellent fishing, outdoor geo-thermally heated pool and two enclosed therapeutic pools. Hawthorne boasts a private marina monitored by an electronic security system with over 120 boat slips and access to the Harris Chain of Lakes and beyond.

307 Hawthorne Boulevard, Leesburg
803 Dundee Circle Unit 803, Leesburg
$229,900
2 Beds ⋅ 2 Baths ⋅ Scottish Highlands SubDv. ⋅ 34788 Zip Code
Welcome to this beautifully upgraded 2-bedroom, 2-bath home with a dedicated office, located in Scottish Highlands, one of the premier Pringle communities in Lake County. Extensive remodeling includes a new roof, 2 new electrical panels, RELATIVELY new refrigerator, new washer and dryer, new gas heated hot water tank with circulation valve; luxury vinyl flooring throughout. Additional upgrades include new ceiling fans and light fixtures, carriage lights added to the garage, a new alarm system, and a convenient new exterior water tap at the front of the home, along with a surface-level water main shut-off valve; new toliets and new kitchen sink. The guest bath has a spa-like walk-in tub with jets along with a new sink, counter, toliet and ceramic floor tiles. On the exterior, a new concrete pad was installed for a stand-by gas generator, along with dedicated electrical power and an automatic transwer switch. The back porch has been upgraded to include steel footers and poly-resin, along with new flooring in this inviting outdoor living area. Step outside onto the back porch and enjoy tremendous views overlooking one of the community's small ponds—a peaceful setting for morning coffee, entertaining, or simply relaxing and enjoying the Florida lifestyle. Location is another highlight. The home is just a short distance from the clubhouse, where residents enjoy indoor and outdoor swimming pools, tennis and pickleball courts, and a wide variety of activities and social opportunities. With extensive recent improvements, beautiful water views, a versatile office, and an excellent location within Scottish Highlands, this home offers an exceptional opportunity to enjoy a move-in-ready Florida lifestyle in one of Lake County's sought-after Pringle communities.

803 Dundee Circle Unit 803, Leesburg
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