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$799,999
4 Beds ⋅ 3 Baths
Just 1.3 miles from the nearest beach, yet tucked away on more than an acre, 19C Sycamore Drive offers the space, privacy and flexibility to enjoy Westerly year-round or as a coastal retreat. Built in 2008, this inviting four-bedroom Colonial features an open, light-filled main level designed for easy everyday living and entertaining. The spacious kitchen with center island flows into the dining and living areas, while a separate first-floor office provides an ideal work-from-home space. Two gas fireplaces add warmth and character, including one in the generously sized primary suite. Upstairs are three bedrooms and two full baths, while the partially finished lower level offers flexible space for guests, a playroom, fitness area or media room. Set on 1.18 acres, the property also features a deck, porch, attached two-car garage and central air. Ideally positioned between New York and Boston, Westerly offers convenient access via I-95 and Amtrak, along with beaches, restaurants, golf, marinas and shopping close at hand. A compelling option for a primary residence, weekend escape or summer home on the Rhode Island coast.

19 Sycamore Drive C, Westerly

Listing courtesy of William Pitt Sotheby's Int'l. Contact:

$429,900
3 Beds ⋅ 2 Baths
Welcome to 145 High Street, Unit C, an immaculate two-level condominium offering over 2,200 square feet of living space making it one of the largest condo residences in Westerly. Beautifully maintained and move-in ready, this spacious home blends modern convenience with timeless charm and lives more like a single-family residence than a traditional condo. The main level features gleaming hardwood floors, a bright and inviting sunroom perfect for enjoying your morning coffee or taking in the sunset, a versatile bonus room ideal for a home office, den, playroom, or guest space, as well as a full bathroom and conveniently located in-unit washer and dryer for added functionality and flexibility. Upstairs, you'll find three generously sized bedrooms and an additional full bathroom, providing ample space for family, guests, or remote work needs. Additional highlights include a dedicated basement storage area reserved exclusively for condo owners. Ideally located just moments from Downtown Westerly's restaurants, shops, entertainment, and community amenities, this home also offers convenient access to I-95, the Amtrak station, and the area's renowned beaches. A rare opportunity to own a spacious, turnkey condominium in one of Westerly's most desirable and convenient locations. Don't miss your chance to make this exceptional property your own.

145 High Street Unit C, Westerly

Listing courtesy of Town & Shore Realty. Contact:

$850,000
4 Beds ⋅ 3 Baths
Be the first to see this truly unique two-family property in Westerly! Offering a layout unlike your traditional multi-family, this property provides the feel and privacy of a single-family home with an attached apartment creating an ideal opportunity for owner-occupants, multi-generational living, or additional rental income. The spacious owner-occupied side has been meticulously maintained and thoughtfully updated, featuring beautiful finishes, gleaming hardwood floors throughout, and true move-in-ready condition. Outside, enjoy an expansive private yard designed for entertaining and relaxation, complete with a fenced-in pool and patio area, plus a detached two-car garage offering additional parking and storage. The attached apartment provides excellent flexibility and is currently being used for family. Continue that arrangement for multi-generational living or explore the potential to generate rental income and help offset monthly housing expenses. A rare opportunity to own a distinctive and exceptionally maintained two-family property in Westerly with the space, privacy, amenities, and versatility that are difficult to find in a traditional multi-family home.

6 Colonial Drive, Westerly

Listing courtesy of Town & Shore Realty. Contact:

$920,000
5 Beds ⋅ 3 Baths
Seaglen is one of nicest upscale neighborhoods in the area and only 2 min to beautiful sandy beaches, golf and tennis. All the utilities are underground and it has city water, city sewer and city gas. A primary suite is located on 1st floor along with dining room, family room has a fireplace and cathedral ceiling and is next to eat in kitchen, office area plus laundry and 1/2 bath. Upstairs are 4 bedrooms or use the large one over the garage as a huge home office or game room. This property was professionally landscaped and stone walls grace the front and sides of this home, needs some TLC to bring it back to its former glory and the house needs updates and repairs and is being sold as is. The sale is subject to owner finding and moving into suitable housing.

11 Seabury Drive, Westerly

Listing courtesy of Seaport Real Estate Services. Contact:

$289,900
2 Beds ⋅ 2 Baths
Welcome to 22 B Apache Drive, a beautifully updated 2-bedroom, 1.5-bath condominium offering the ideal blend of comfort, privacy, and coastal lifestyle. Nestled against a peaceful wooded setting, this turnkey home provides a private retreat while keeping you close to everything Westerly has to offer. Featuring an inviting layout and updated baths, the property is ready to enjoy as a year-round residence, summer getaway, second home, or investment opportunity. With thoughtful updates throughout, it offers both convenience and flexibility. Just minutes from some of Rhode Island's most beautiful beaches, including Misquamicut, Watch Hill, East Beach, Napatree Point, and Weekapaug, you'll be perfectly positioned for beach days, coastal walks, boating, dining, and shopping. Enjoy the charm of Watch Hill, Westerly's vibrant restaurant scene, or easy day trips to Mystic, CT and Newport, RI. Whether you're seeking a private coastal escape or a property with rental potential, 22 B Apache Drive offers an exceptional opportunity to enjoy the best of Westerly location, lifestyle, and convenience all in one. Subject to seller securing suitable housing.

22 Apache Drive Unit B, Westerly

Listing courtesy of The Agency Narragansett. Contact:

$850,000
4 Beds ⋅ 3 Baths
Be the first to see this truly unique two-family property in Westerly! Offering a layout unlike your traditional multi-family, this property provides the feel and privacy of a single-family home with an attached apartment creating an ideal opportunity for owner-occupants, multi-generational living, or additional rental income. The spacious owner-occupied side has been meticulously maintained and thoughtfully updated, featuring beautiful finishes, gleaming hardwood floors throughout, and true move-in-ready condition. Outside, enjoy an expansive private yard designed for entertaining and relaxation, complete with a fenced-in pool and patio area, plus a detached two-car garage offering additional parking and storage. The attached apartment provides excellent flexibility and is currently being used for family. Continue that arrangement for multi-generational living or explore the potential to generate rental income and help offset monthly housing expenses. A rare opportunity to own a distinctive and exceptionally maintained two-family property in Westerly with the space, privacy, amenities, and versatility that are difficult to find in a traditional multi-family home.

6 Colonial Drive, Westerly

Listing courtesy of Town & Shore Realty. Contact:

$750,000
3 Beds ⋅ 3 Baths
Tucked at the end of a quiet cul-de-sac on 3.43 acres, this meticulously maintained 3BR, 2.5BA Colonial offers a rare combination of acreage, privacy & outdoor living in Westerly. Surrounded by mature woods & thoughtfully landscaped grounds, the property feels like a private woodland retreat, with multiple spaces to gather, entertain or simply enjoy the setting. An expansive deck overlooks the backyard & flows to the patio below, while a covered pavilion offers an inviting space for outdoor dining. Meandering paths, open lawn & wooded areas provide even more places to enjoy the property, including a fire pit for cool evenings. A charming front porch offers another place to relax & enjoy the peaceful setting. Inside, the pristine interior features unusually high ceilings, gleaming hardwood floors & abundant natural light, creating a bright, airy feel. The formal dining room connects to an eat-in kitchen with stainless appliances, movable island & large windows framing the wooded landscape. The kitchen flows into a cathedral-ceiling living room with direct access to the deck. Upstairs, the primary suite features a walk-in closet & private bath, with 2 generous bedrooms & a full bath at the opposite end. The lower level offers laundry & additional versatile space. All this privacy & space, yet just minutes from vibrant Downtown Westerly, the CT border & Westerly's beautiful beaches.

5 Christopher Road, Westerly

Listing courtesy of Schilke Realty. Contact:

$895,000
3 Beds ⋅ 2 Baths
Sweet as can be, this quintessential coastal cottage is ideally located less than a 5 minute walk to one of Rhode Island's most beautiful beaches. Nestled within the coveted Misquamicut Fire District, this charming home offers private beach access, along with all the wonderful amenities that make Misquamicut such a beloved destination. Enjoy movies on the beach, summer events, and endless days of sun and sand -all just moments from your front door. When you're ready to explore, you can easily walk to Maria's Restaurant, The Andrea Seaside Beach Bar & Restaurant, fabulous pizza, coffee, ice cream, and so much more. As the saying goes, wonderful things truly do come in small packages! This delightful three-bedroom, one-and-a-half-bath cottage offers an inviting retreat that can be enjoyed not only as a summer getaway, but all year long. The thoughtfully updated kitchen blends modern touches with a relaxed coastal flair, creating the perfect space for preparing meals and gathering with family and friends. Step outside onto the expansive deck, where summer memories are waiting to be made from family barbecues and post-beach dinners to games of bocce and evenings spent laughing together under the stars. Move-in ready, this special cottage is the perfect place to begin creating your forever memories at the beach. Whether you're looking for a year-round home, a vacation retreat, or a place to gather generations of family and friends, this little gem is ready to welcome you home.

23 1st Street, Westerly

Listing courtesy of Lila Delman Compass. Contact:

$399,000
2 Beds ⋅ 1 Baths
CUTE AS A BUTTON IN THE HEART OF WESTERLY! This charming one-level, two-bedroom ranch offers easy living in the heart of Westerly, conveniently located between the area's beautiful beaches and the vibrant culture, dining, shopping, and nightlife of Downtown Westerly. Inside, you'll find freshly refinished oak hardwood floors that add warmth and character throughout the home. Step outside to enjoy the partially fenced rear yard and patio perfect for relaxing or entertaining. The partially finished basement provides additional space, currently utilized as guest quarters, with flexibility for a home office, recreation area, workshop, or storage. Whether you're looking for a year-round home, investment property, weekend getaway, or coastal retreat, this adorable Westerly ranch is perfectly positioned to enjoy all that the area has to offer.

51 Westminster Street, Westerly

Listing courtesy of Keller Williams Coastal. Contact:

$529,900
4 Beds ⋅ 2 Baths
Investors and owner-occupants take notice! Prime turn-key two-family property situated in Westerly's highly desirable Tower Street area. Delivered completely vacant, offering the rare and valuable opportunity to set your own market rents, select your ideal tenants, or move right in to owner-occupy while generating rental income. Features (2) two spacious two-bedroom, 1 bath units, offering an exceptional setup for comfortable daily living. A lower-level unit provides additional partially finished space with great versatility to suit a variety of layout needs. This multi-family home is designed for low-maintenance, efficient management with public city water, public sewer, and separate utilities for each unit. Each unit also includes dedicated, individual washer and dryer hookups a highly sought-after amenity for quality tenants. Location is everything! Enjoy incredible everyday convenience just minutes from vibrant downtown Westerly. Take advantage of easy access to historic Wilcox Park, the Westerly Library, award-winning local restaurants, boutique shopping, nearby coastal attractions, beaches and more. Whether you are looking to expand your investment portfolio or jumpstart homeownership with a multi-family property, 11 Maybrey Drive offers location, flexibility, and strong potential. Schedule your showing today!

11 Maybrey Drive, Westerly

Listing courtesy of RE/MAX South County. Contact:

$625,300
8 Beds ⋅ 3 Baths
Investors Take Notice! This three-unit multifamily property presents an excellent opportunity for investors, owner-occupants, or those looking to add a strong income-producing property to their portfolio. Offering 8 bedrooms and 3 baths, the property provides flexible living arrangements and desirable rental potential. Ideally located within walking distance of Downtown Westerly, with its restaurants, shops, and amenities, while the beautiful beaches of Westerly and Misquamicut are just a short drive away. The property also features a large backyard and generous parking area, valuable amenities for both tenants and owners. Whether you're looking to expand your investment portfolio, live in one unit while generating rental income, or capitalize on Westerly's sought-after coastal location, this property offers an opportunity worth exploring. Convenient location, multiple units, ample parking, and proximity to downtown and the beach make this a compelling investment opportunity.

78 Pleasant Street, Westerly

Listing courtesy of Engel & Volkers Oceanside. Contact:

$599,000
2 Beds ⋅ 2 Baths
124 Beach Street offers the kind of easy, turnkey Westerly lifestyle that works equally well as a year-round home or coastal getaway. Thoughtfully renovated and filled with natural light, this charming residence pairs classic character with smart modern updates. The main level features an inviting living room, dining area and renovated kitchen with generous island, plus a new half bath. Upstairs are two bedrooms, including a spacious primary with an impressive walk-in closet, along with a flexible bonus room ideal for a home office or occasional guests. Enjoy views toward the Pawcatuck River from the welcoming front porch and upper level, while the expansive rear deck and fully fenced backyard create a private setting for summer dinners, entertaining and pets. Recent improvements include a brand-new metal roof, new and refinished flooring, upgraded insulation, two ductless mini-splits, newer furnace and hot water heater, and high-end whole-house 'H2O Concepts' water filtration system. This home offers the benefit and ease of Town water, sewer, and natural gas. A partially finished lower level adds bonus living space, laundry and workshop area. Move-in ready, manageable and close to the best of Westerly and the Rhode Island coast. First showings on 8/19/26.

124 Beach Street, Westerly

Listing courtesy of William Pitt Sotheby's Int'l. Contact:

$590,000
2 Beds ⋅ 3 Baths
Beautifully maintained condominium, lovingly cared for by the original owner since 2006. Used primarily as a vacation home and never offered as a rental, this home reflects true pride of ownership. Features include hardwood flooring, tile in the kitchen, and carpeting in the living room and bedrooms, Silestone quartz countertops, stainless steel appliances, a gas fireplace, a first-floor half bath, and second-floor laundry. Both bedrooms offer walk-in closets, including a spacious primary suite with a double vanity and en suite bath. Enjoy an oversized Trex deck overlooking a private wooded backdrop, plus a second deck for additional outdoor living. The oversized two-car garage offers plenty of parking and storage, along with an additional 23' x 11' unfinished bonus space offering flexibility for your future needs. Community pool, town water and sewer, and a low monthly HOA fee of just $335 complete this move-in ready home. Conveniently located just minutes from Foxwoods Resort Casino, beaches, golf, and I-95, this home offers easy access to everything northeastern Connecticut and southeastern Rhode Island has to offer while remaining an easy getaway for New York and Boston buyers.

50 Fountain Drive, Westerly

Listing courtesy of eXp Realty. Contact:

$2,500,000
3 Beds ⋅ 4 Baths
Perfectly positioned just a short distance from pristine Westerly beaches, this extraordinary residence offers the ultimate in effortless, single-level living combined with sweeping coastal vistas. Thoughtfully designed to accommodate multi-generational living, this home provides unparalleled space, privacy, and room for the entire family to gather, relax, and create lasting memories. The chef's kitchen features premium appliances, custom cabinetry, quartz countertops, center island and counter seating is designed for casual entertaining. The kitchen flows into the expansive dining and living areas filled with light. Radiant heat runs through the flooring. The main-level primary suite offers ultimate privacy, with large walk-in closet, and en suite bath. The separate living areas and bedrooms throughout the rest of the home would accommodate extended family, or long-term guests. The second floor features a spectacular entertainment room with amazing water views, a full bath and a kitchen. The bright and airy lower-level suite offers privacy and comfort that has it's own driveway and entrance. Designed with modern finishes , it includes a kitchen, living room, bath, washer dryer, and bedrooms. The beautifully landscaped grounds feature a saltwater swimming pool, a built-in hot tub and a custom patio with fire pit. Whether you are soaking in the hot tub, or hosting summer pool parties, the outdoor spaces maximize the very best of coastal Rhode Island living.

19 Moonlight Drive, Westerly

Listing courtesy of Residential Properties, Ltd.. Contact:

$469,900
3 Beds ⋅ 2 Baths
Welcome home to this charming ranch, perfectly situated on a beautiful lot in one of Westerly's most sought-after neighborhoods. Consisting of 3 bedrooms, 1 and a half baths, the home is thoughtfully designed for comfortable living and effortless entertaining, offering a bright, freshly painted open-concept layout that features a spacious kitchen, dining area, and versatile living space. Large windows fill the home with natural light, while a sliding glass door opens to an expansive deck the perfect spot to enjoy your morning coffee, unwind after a long day, or host family and friends. The walkout lower level provides exceptional flexibility with a full second kitchen, a spacious recreation room, a convenient half bath, and the classic "Soupy Cellar" offering abundant storage. Outside, a patio offers endless possibilities for entertaining, gardening, or hobby space. Completing the property is a large storage shed and beautifully maintained outdoor space, making this home as functional as it is inviting. Whether you're looking for room to gather, entertain, or simply relax, this Westerly gem is ready to welcome you home. This property is being sold 'As Is."

16 Sunrise Drive, Westerly

Listing courtesy of LPT Realty. Contact:

$475,000
4 Beds ⋅ 4 Baths
This property was built in 1902. The square footage is 1267. There are two units, each with 2 bedrooms and 1 updated bathroom. There is a possibility of a third floor unit. (New owner to check with zoning). The two car garage makes this property perfect for generating fantastic income as each unit can have a space in the shared garage or you can rent out the garage for extra income. The owner could live in one unit and rent out the other, or rent you both units. The vinyl siding is in great condition, the windows are as well. There are 3 different paved parking locations. Two of them on Tower St. The best driveway goes right to the two car garage. That entrance is the second right off of Thompson Ave, Westerly. This property sits high up on a hill and the gentle breeze constantly flows. It makes it feel open and fresh. The neighbors are friendly, respectful and quiet. Town is close by but far enough away to not be in the middle of it. The house is being sold as is.

53 Tower Street, Westerly

Listing courtesy of www.HomeZu.com. Contact:

$474,900
5 Beds ⋅ 3 Baths
This home is ready for another generation of happy memories and good times. 177 Canal St. is 1,498 sq.ft. Ranch with 3 bedrooms on the first floor and 2 more bedrooms with a half bath on the second floor for a total of five bedrooms. Perfect for a large family or that unexpected visit from out of state family or friends that come to enjoy what Westerly living has to offer. They could arrive by automobile, by train, at the Westerly Train Station or by plane, at the Westerly Airport. With an attached 2-car garage, this home is also a great family vacation home or a weekend getaway. It has a paved driveway with enough room next to it for your boat. The Beach is a few minutes away. Casinos, Mystic Aquarium/Seaport are less than 20 minutes away. As well as museums, the ferry to Block Island or Newport are within a short drive. Updates include a newer furnace, vinyl siding, garage doors, first floor bath and a roof that's 10 years young. Although the kitchen needs a little love, all the appliances work and this home is move-in ready. Hard wood flooring throughout the first floor, including the kitchen makes updating this home a breeze. The basement has a kitchen, full bath with a tub/shower, a wood fireplace, a pizza oven, a propane convection oven and bar for entertaining with a walk-out to the back yard. Speaking of the back yard, it's big enough for outdoor entertaining but small enough for easy maintenance with an outdoor shower to rinse off when you return from the beach.

177 Canal Street, Westerly

Listing courtesy of RE/MAX South County. Contact:

$435,000
2 Beds ⋅ 1 Baths
This one-owner home offers 2 bedrooms, 1 bathroom, and endless potential. Enjoy the bright three-season room and stay comfortable year-round with a mini-split system for cooling. Conveniently located just minutes from the beach, major highways, downtown, and the Connecticut border, this property combines peaceful living with easy access to nearby amenities. Situated on a quiet, limited-access loop street that serves only the neighborhood's homes, the property provides a private, low-traffic setting. The oversized, approximately 1-acre lot features a spacious backyard that's perfect for entertaining, with plenty of room for a large pool, gardens, or a possible ADU (Accessory Dwelling Unit), subject to local approvals. With expansion potential and a fantastic lot, this home is ready for your vision and personal touches. Don't miss this opportunity to create the home you've been dreaming of!

15 Wilder Avenue, Westerly

Listing courtesy of Coldwell Banker Coastal Homes. Contact:

$5,500,000
4 Beds ⋅ 5 Baths
Weekapaug at its finest.Nestled on nearly 3/4 of an acre of private grounds,this exceptional home offers distant Atlantic Ocean views & peaceful vistas across open fields, creating a serene coastal retreat.Located less than 1/3 of a mile from beautiful Weekapaug Beach, this 4 bedroom, 4 bath home is designed for effortless coastal living.The open-concept floor plan centers around a stunning chef's kitchen featuring premium Wolf appliances, an impressive oversized island with generous seating and dining space, with a spacious family room anchored by a magnificent wood-burning stone fireplace.The first-floor primary suite includes an office/den with sliders opening to a private rear deck.A second bedroom w/ a full bath and a powder room complete the main level.Upstairs are two spacious bedrooms w/ a shared full bath.Outdoor living is exceptional with an expansive deck and summer kitchen, perfect for entertaining.Above the 2-car garage is a beautifully finished guest suite w/ a kitchenette and full bath, providing ideal accommodations for family and friends.Residents of the exclusive Weekapaug community enjoy access to pristine beaches, grass and clay tennis courts, and Quonochontaug Pond for boating, kayaking, paddleboarding, and other water activities. The area's extraordinary sense of community, natural beauty, and timeless coastal charm make Weekapaug one of Rhode Island's most coveted places to call home and makes this one of Rhode Island's most coveted coastal destinations

58 Chapman Road, Westerly

Listing courtesy of Lila Delman Compass. Contact:

$737,500
2 Beds ⋅ 2 Baths
Welcome to effortless living at 16 Abbey Lane, a pristine free-standing condominium nestled in one of Westerly's most sought-after 55+ communities. This home offers the rare independence of a detached residence paired with the ease of a low-maintenance lifestyle, allowing more time to enjoy everything this vibrant coastal town has to offer. The thoughtful, single-level floor plan is designed for flow and comfort. High ceilings and large windows invite an abundance of natural light, creating a bright and airy atmosphere throughout the main living spaces. The heart of the home transitions seamlessly from a modern kitchen into a spacious living area, perfect for hosting friends or enjoying a quiet afternoon with a book. With its close proximity to Westerly's famous beaches, downtown dining, and local boutiques, this home represents the perfect balance of privacy and accessibility. Experience the simplicity of one-level living in a location that truly feels like home. This condominium is located in a development with an HOA.

16 Abbey Lane Unit 17, Westerly

Listing courtesy of Compass. Contact: 401-447-5897

$1,780,000
3 Beds ⋅ 3 Baths
Experience Misquamicut Beach living with this lovely home set on over an acre of prime coastal land. Located between the exclusive enclaves of Watch Hill and Weekapaug, this home offers breathtaking, panoramic views of the 476-acre Winnapaug Pond and its serene marshlands, which stretch toward the breach way to the Atlantic Ocean. Whether you're launching a kayak from your backyard path or enjoying the private access to Misquamicut Fire District beaches, this is a water-lover's paradise. Inside, the home is bathed in natural light across three expansive levels. The main floor features an open-concept layout centered around a 2024-renovated kitchen, complete with an 8-foot island and a dedicated wine/coffee bar. Step out onto the full-length deck to take in explosive water views. This level also includes two comfortable bedrooms and a full bath. The upper-level primary suite is a true sanctuary, featuring vaulted ceilings, a private sunrise deck, and a charming "captain's nook" perfect for children. The ground-level walkout provides a third bathroom, two flexible office spaces, and a two-car garage. With a brand-new roof (2026), updated siding, mini-splits, new furnace, irrigation system and a strong rental history, this home is as much a smart investment as it is a dream retreat.

408 Atlantic Avenue, Westerly

Listing courtesy of Lila Delman Compass. Contact:

$11,475,000
8 Beds ⋅ 6 Baths
In the heart of the historic village of Watch Hill, this remarkable offering comprises nearly 2.6 acres (in a one acre zone). From this exceptional setting, the property enjoys stunning views of Long Island Sound, Fishers Island, Stonington, CT and the local harbor. The sense of place is unmistakably Watch Hill: relaxed, refined, and closely connected to the shoreline. Quietly tucked away from the bustle of the village, the property offers rare privacy while remaining just a short, easy walk to village shops, dining, the beach, local author signings, lectures, musical events and the Ocean House just steps away. The grounds are graced by mature trees and simple plantings, creating a serene and timeless coastal landscape. With 2.6 acres for the two parcels (in a one acre zone), just imagine the tremendous possibilities to design and build your own secluded multi-generational legacy compound! The first parcel, at .66 acre features an existing 1870 Watch Hill carriage house with 3 bedrooms, 2 bathrooms, a living room, dining room, and a charming porch for outdoor enjoyment. The adjacent property consists of just under two park-like acres with a main house consisting of 4 bedrooms, 3 baths, a living room, dining room and kitchen plus a full laundry room with a separate gate house/garage featuring 1 bedroom, 1 bath and deck. Both properties are being sold as is . Together, the two parcels create an exceptional opportunity to build your legacy compound in Watch Hill!

6 Chapel Place 8, Westerly

Listing courtesy of Mott & Chace Sotheby's Intl.. Contact:

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