5-Bedroom Homes for Sale in North Castle, NY

/32
$3,500,000
- 5 Beds
- 5.5 Baths
- 6,932 Sq Ft
20 Stonewall Cir, West Harrison, NY 10604

Welcome to 20 Stonewall Circle, a stunning residence offering over luxury living in the heart of West Harrison. This home features elegant marble and wood floors, a state-of-the-art kitchen with stainless steel appliances and Sub-Zero refrigerator, and expansive living spaces designed for both comfort and entertaining. Enjoy a private home movie theater, fully equipped home gym, and a large

Haakim Byrd

HomeSmart Homes & Estates

(914) 635-4882

20 Stonewall Cir, West Harrison, NY 10604
/27
$6,250,000 Open Sun 10:30AM - 12PM
- 6 Beds
- 8 Baths
- 7,447 Sq Ft
79 Richmond Hill Rd, Greenwich, CT 06831

Completely renovated exquisitely designed Colonial-style home, nestled on 4 park-like acres. Custom millwork, built-ins, designer lighting, and European fixtures. Light-filled family dining area featuring a 20-foot curved sliding glass wall that opens to the patio and pool. The Primary Suite boasts private balcony, large dressing room, and luxurious bath complete with radiant heated floors,

Kevin Stone

Sotheby's International Realty

(203) 601-7487

79 Richmond Hill Rd, Greenwich, CT 06831
/49
$2,200,000
- 5 Beds
- 4.5 Baths
- 4,172 Sq Ft
77 Haights Cross Rd, Chappaqua, NY 10514

Timeless elegance meets modern comfort in this enchanting 1901 hunting lodge, masterfully restored in 1991 and recently enhanced. Set on beautifully landscaped grounds with lush gardens, this distinguished home features a dramatic front portico, high ceilings, intricate millwork, and unique architectural details throughout. Grand living spaces include a library/home office with French doors and

Joshua Rogull Julia B Fee Sothebys Int. Rlty

77 Haights Cross Rd, Chappaqua, NY 10514
/49
$5,200,000
- 6 Beds
- 9 Baths
- 7,738 Sq Ft
897 Lake Ave, Greenwich, CT 06831

Peaceful, serene and private best describes this property located on a lane off Lake Avenue adjacent conservation. Meticulously renovated with both functionality and playfulness in mind. The stunning entry foyer has soaring windows inviting in an abundance of natural light. A Bilotta designed kitchen, has custom cabinetry and high-end appliances and finishes. There is a spacious primary with

Marjorie Marianacci Coldwell Banker Realty

897 Lake Ave, Greenwich, CT 06831
/50
$6,400,000
- 5 Beds
- 8 Baths
- 7,492 Sq Ft
101 Perkins Rd, Greenwich, CT 06830

Situated high above Perkins Road on 2.6 acres this gated mid country 5 bedroom/5 bath residence is the ultimate in CHIC style and architectural SOPHISTICATION while also offering cozy comfort. This beautiful home has been recently updated by the current owner with many major high end improvements... including a new cedar roof, new HVAC system and conversion to propane. Second floor primary

Francine Ehrlich Sotheby's International Realty

101 Perkins Rd, Greenwich, CT 06830
/39
$11,750,000
- 7 Beds
- 10 Baths
- 9,992 Sq Ft
10 Copper Beech Rd, Greenwich, CT 06830

Nestled privately, and surrounded by matured trees, on 1.82 bucolic mid-country acres, sits this seven bedroom, seven full and three half bath, gorgeous estate! Extraordinary stone & shingle construction, built by Aberdeen Properties, and gardens magnificently designed by Rutherford & Associates. Dramatic front to back, double height entry, exquisite millwork throughout, 10' ceilings, and a

Roberta Jurik Berkshire Hathaway NE Prop.

10 Copper Beech Rd, Greenwich, CT 06830
/20
$9,495,000
- 5 Beds
- 6.5 Baths
- 4,847 Sq Ft
958 Lake Ave, Greenwich, CT 06831

Unlimited potential awaits with an opportunity to acquire 12.66 acres within the golden triangle, a prime location in backcountry Greenwich. The existing house is located on 4 acres and is available to be purchased along with 960 Lake Ave, an additional 8.66 for a total of 12.66 sub-dividable acres. The property is quiet and very private. Build your dream home, a family compound or 3 separate

Stefanie Lacoff BHHS New England Properties

958 Lake Ave, Greenwich, CT 06831
/29
$7,995,000
- 5 Beds
- 9 Baths
- 8,728 Sq Ft
36 Baldwin Farms N, Greenwich, CT 06831

Introducing a Turn-Key Custom Designed home by Judith Larson Associates and built by the Gardiner team! This serene oasis features a beautifully designed five-bedroom layout, complete with entertaining terraces and an approved pool site, all nestled on two landscaped acres. Built to the highest standards, the stunning multi-level interior showcases 10 Ft ceilings and a bright, airy atmosphere

Joanne Mancuso Houlihan Lawrence

36 Baldwin Farms N, Greenwich, CT 06831
/31
$6,550,000
- 7 Beds
- 9 Baths
- 10,723 Sq Ft
28 Thunder Mountain Rd, Greenwich, CT 06831

Elegance & luxury define this light-filled modern stone + clapboard home on 2 stunning acres near town + schools. Designed by Rich Granoff, this 7-bedroom, 7.2-bath residence offers exceptional indoor/outdoor living w pool, spa, covered terrace w fireplace + firepit—all on a quiet cul-de-sac. Recently redesigned, the open floor plan + soaring ceilings create a bright, airy feel throughout

B.K. Bates Houlihan Lawrence

28 Thunder Mountain Rd, Greenwich, CT 06831
/38
$6,300,000
- 9 Beds
- 6.5 Baths
- 6,841 Sq Ft
78 Khakum Wood Rd, Greenwich, CT 06831

78 Khakum Wood occupies a premier position in one of Greenwich's most distinguished private enclaves. Originally envisioned by Newton Phelps Stokes and developed in collaboration with the renowned Olmsted Brothers, this exceptional property is set on 2.95 beautifully landscaped acres. The residence showcases its charming Tudor architecture with the characteristic pitched gabled roof, decorative

Deborah Huffard Houlihan Lawrence

78 Khakum Wood Rd, Greenwich, CT 06831
/27
$11,500,000
- 7 Beds
- 12 Baths
- 10,058 Sq Ft
35 Andrews Farm Rd, Greenwich, CT 06831

Elegantly updated & impeccably maintained, this 10K+ SF estate is set on 8 manicured acres in the exclusive, gated Andrews Farm Association. Offering 7 bedrooms & 7.5 baths, this timeless home blends classic architecture with modern convenience, including a recent renovation featuring modern systems & smart home technology. The grounds, designed by renowned landscape architect Penelope Hobhouse,

Kevin Sneddon Compass Connecticut, LLC

35 Andrews Farm Rd, Greenwich, CT 06831
/26
$9,500,000
- 7 Beds
- 12 Baths
- 10,058 Sq Ft
35 Andrews Farm Rd, Greenwich, CT 06831

Exquisitely designed home defines elegance and exclusivity. This one of a kind 7 bedroom, 7/5 bath, 10,000+ square foot estate home in the Andrews Farm Association, nestled in the prestigious back country of Greenwich. Situated on 4 manicured acres, this property boasts an awe-inspiring garden designed by Penelope Hobhouse; featuring fruit orchards, a greenhouse, raised vegetable gardens,

Kevin Sneddon Compass Connecticut, LLC

35 Andrews Farm Rd, Greenwich, CT 06831
/41
$5,900,000
- 6 Beds
- 10 Baths
- 7,438 Sq Ft
27 Stiles Ln, Greenwich, CT 06831

Grand Greenwich Estate | Luxurious Living on 4.3 Acres Nestled at the end of a quiet cul-de-sac, 27 Stiles Lane is a magnificent brick manor set on 4.3 private acres of lush, manicured grounds. Offering 7,438 square feet of refined living space, this exceptional estate is designed for those who appreciate elegance, comfort, and unparalleled amenities. Inside, the grandeur unfolds with six ensuite

Fatou Niang Julia B Fee Sothebys Int. Rlty

27 Stiles Ln, Greenwich, CT 06831
/57
$5,495,000
- 5 Beds
- 10 Baths
- 10,640 Sq Ft
8 Chieftans Rd, Greenwich, CT 06831

GRAND, GRAND, GRAND with 10,000+ sq.ft. lifestyle. Greenwich's prestigious loc. CHIEFTANS offering 24/7 gatehouse sec.+concierge serv. Impressive wrought iron gates swing open, they reveal the allee of pear trees to paradise.This est's prop. was the orig. 1911 Borden Milk fortune. Bespoke without maintenance. One of the larger palatial gems sitting back against the Fairchild Gardens Nature

Janet Milligan Sotheby's International Realty

8 Chieftans Rd, Greenwich, CT 06831
/44
$6,750,000
- 5 Beds
- 9 Baths
- 9,974 Sq Ft
386 North St, Greenwich, CT 06830

This 9,974 sq. ft. estate, nestled in 2.3 acres of pristine, park-like grounds, epitomizes understated luxury. A handcrafted brick facade and hand-split shingle roof frame interiors adorned with rare materials and custom millwork. A grand, 2-story foyer leads to a formal area designed for refined entertaining. The luxury primary suite provides a serene retreat with a double private office and a

Stephen Archino Sotheby's International Realty

386 North St, Greenwich, CT 06830
/36
$6,990,000
- 7 Beds
- 9 Baths
- 14,066 Sq Ft
4 Cowdray Park Dr, Greenwich, CT 06831

Nestled within the confines of Conyers Farm, this French Normandy chateau epitomizes exclusivity and grandeur. Blending exquisite architecture with lavish comforts and resort amenities that elevate luxury living to new heights. Showcasing impeccable materials, palatial entertaining spaces, a luxurious kitchen, family room, paneled library, and a sprawling terrace overlooking the pool. Seven

Joan Marks Christie's International Real Estate

4 Cowdray Park Dr, Greenwich, CT 06831
/47
$6,590,000
- 6 Beds
- 8 Baths
- 7,921 Sq Ft
182 Taconic Rd, Greenwich, CT 06831

Set on a serene, level 4.15-acre lot and perfectly sited for privacy, exceptional 6 bed, 6.2 bath, center-hall Georgian Colonial with a charming guest house offers the ultimate in luxury living. A harmonious blend of classic architecture and modern updates, this meticulously maintained residence is turnkey and move-in ready. The elegant, front-to-back foyer welcomes you into beautifully scaled

Stacy Young William Raveis Real Estate

182 Taconic Rd, Greenwich, CT 06831
/36
$6,990,000
- 7 Beds
- 9 Baths
- 14,066 Sq Ft
4 Cowdray Park Dr, Armonk, NY 10504

Nestled within the confines of Conyers Farm, this French Normandy chateau epitomizes exclusivity and grandeur. Blending exquisite architecture with lavish comforts and resort amenities that elevate luxury living to new heights. Showcasing impeccable materials, palatial entertaining spaces, a luxurious kitchen, family room, paneled library, and a sprawling terrace overlooking the pool. Seven

Gladys Disisto Christie's Int. Real Estate

4 Cowdray Park Dr, Armonk, NY 10504
/13
$6,999,000 New Construction
- 6 Beds
- 9 Baths
- 12,781 Sq Ft
1 Element Ln, Greenwich, CT 06831

Exceptional luxury estate inside ELEMENT, Greenwich's newest gated community where modern details meet natural beauty. This south-facing 12,781 sq ft new construction features 6 bedrooms / 9 baths with a transitional minimalist design. Step through the soaring two-story foyer with gorgeous floating stairs into light filled spaces w/ towering ceilings & walls of glass framing the sunset views over

Michael Ferraro Compass Connecticut, LLC

1 Element Ln, Greenwich, CT 06831
/30
$1,925,000
- 5 Beds
- 5.5 Baths
- 4,150 Sq Ft
6 Tripp Ln, Armonk, NY 10504

Available for quick move in. New construction five-bedroom home with large level yard. This environmentally friendly and energy efficient geothermal home has an open floor plan, large windows, wonderful light, attractive wood floors and great finishes. The heart of the house is the kitchen with stainless steel appliances, large island, separate dining area and doors to the deck, and is open to

Julie Schneider Compass Greater NY, LLC

6 Tripp Ln, Armonk, NY 10504
/49
$850,000
- 6 Beds
- 3 Baths
- 2,985 Sq Ft
60 Eton Rd, Thornwood, NY 10594

Welcome to 60 Eton Road in Thornwood, located in the heart of the award-winning Mount Pleasant School District. This spacious and versatile home offers 6 bedrooms, 3 full baths, a primary suite on the 1st floor, along with 2 other bedrooms/office — perfect for today’s lifestyle needs. The first-floor primary suite provides convenience and comfort, while the flowing layout includes generous

Annette Cicinelli Keller Williams Realty Partner

60 Eton Rd, Thornwood, NY 10594
/29
$1,499,000 Open Sun 11AM - 1PM
- 5 Beds
- 3 Baths
- 2,747 Sq Ft
18 Fox Ridge Rd, Armonk, NY 10504

Refreshed Windmill Farms expanded and updated five-bedroom split level home with beautiful private property. Bright and spacious home with wood floors, abundant windows and wonderful backyard with sport court. The main level includes an oversized family room with fireplace, built in shelves and a door to the patio, a laundry room and full bathroom. Up a small flight of stairs to the eat in

Julie Schneider Compass Greater NY, LLC

18 Fox Ridge Rd, Armonk, NY 10504
/25
$1,790,000 Open Sun 1PM - 3PM
- 5 Beds
- 3.5 Baths
- 5,499 Sq Ft
279 E Middle Patent Rd, Greenwich, CT 06831

This exceptional 5-bedroom, 4-bath center hall colonial underwent a complete renovation in 2007 and was thoughtfully updated again in 2023. Privately set back on over 2.5 acres abutting Mianus River Park, this home offers a rare combination of tranquility and convenience, located just minutes from downtown Greenwich and under an hour to NYC. Enter through a gracious double-height foyer from the

Stacy Young William Raveis Real Estate

279 E Middle Patent Rd, Greenwich, CT 06831
/64
$16,750,000
- 5 Beds
- 9 Baths
- 13,031 Sq Ft
50 Dingletown Rd, Greenwich, CT 06830

Peace and tranquility amid 7.37 lush acres, just minutes from Downtown Greenwich: this is Harkaway Farm, a distinguished Georgian Colonial estate set behind stately stone pillars and impressive gates. A meandering drive carries you over a stone bridge fording a gentle stream, to the recently transformed home. Framed by idyllic views of Oakley Pond, the light-filled 11,000+ square foot manor

Francine Ehrlich Sotheby's International Realty

50 Dingletown Rd, Greenwich, CT 06830
/25
$4,900,000
- 5 Beds
- 5 Baths
- 4,437 Sq Ft
147 Mianus River Rd, Bedford, NY 10506

Experience modern design in perfect harmony with nature at 147 Mianus River Road. Originally created by master builder John Tishman (The World Trade Center, Sears Tower, John Hancock Building), the home was artfully reimagined in 2019 by AIA award–winning architect Belmont Freeman, who introduced luxurious modern finishes while preserving the simple lines and gracious spaces of the original

Brian Milton Compass Greater NY, LLC

147 Mianus River Rd, Bedford, NY 10506
/39
$4,900,000
- 5 Beds
- 5.5 Baths
- 7,735 Sq Ft
839 Mount Kisco Rd, Armonk, NY 10504

Nestled behind a gated entry on nearly three private acres in Armonk, this stately brick colonial offers a world of refined luxury and total seclusion. The property blends timeless architecture with modern sophistication—and delivers resort-caliber living at every turn.Outdoors, the amenities rival any private club: a regulation tennis court with pickleball lines, sparkling in-ground

Xanthi DeMasi William Raveis Real Estate

839 Mount Kisco Rd, Armonk, NY 10504
/7
$4,495,000
- 5 Beds
- 6.5 Baths
- 8,048 Sq Ft
21 Whippoorwill Rd, Armonk, NY 10504

Ready for occupancy late 2025. New construction underway by respected local builder on prestigious Whippoorwill Road wth a breathtaking bucolic vista from the moment you enter the home. Sited on over 2 level, usable acres, with winter reservoir views, this luxurious 5-bedroom home offers an elegant open-plan design with 10' ceilings, soaring vaulted Kitchen with premier appliances, Wine Room and

Harriet Libov Houlihan Lawrence Inc.

21 Whippoorwill Rd, Armonk, NY 10504
/43
$3,690,000
- 6 Beds
- 6.5 Baths
- 7,141 Sq Ft
37 Sarles St, Armonk, NY 10504

Welcome to 37 Sarles Street, Armonk — A Private Sanctuary of Sophistication and StyleNestled in one of Armonk’s most coveted locations, 37 Sarles Street offers a rare opportunity to own a truly exclusive 2.98 acre estate. This property provides unmatched privacy and a serene natural backdrop that will remain untouched for generations to come.From the moment you arrive, the home’s

Christian Perry Sotheby's International Realty

37 Sarles St, Armonk, NY 10504
/28
$2,500,000
- 5 Beds
- 4 Baths
- 3,772 Sq Ft
43 Buckfield Ln, Greenwich, CT 06831

Nestled at the end of a quiet street in one of the most prestigious towns in the country, this rare 8.5-acre estate in Greenwich, offers an exceptional opportunity for those seeking space, privacy, and potential. Built in 1936, this stately residence features 5 bedrooms, 4 full bathrooms, and over 3,700 square feet of living space, all set on a sprawling flat parcel rarely found in the area. The

Jolanta Rojek eXp Realty

43 Buckfield Ln, Greenwich, CT 06831
/28
$3,495,000
- 6 Beds
- 8 Baths
- 5,613 Sq Ft
4 Mountain Laurel Dr, Greenwich, CT 06831

Stately Georgian brick on a private cul-de-sac w/2 landscaped acres, stunning pool & spa. Approach via wrought iron gates to a circular driveway. Elegant, beautifully decorated home boasts 5,613 SF (add. 1000+/- sf in finished part of garden level), high ceilings, hardwood & stone floors & 5 fireplaces. Spacious entry foyer leads to gourmet kitchen w/Sub Zero, Viking & Bosch appliances, adj.

Barbara Wells Houlihan Lawrence

4 Mountain Laurel Dr, Greenwich, CT 06831
/7
$3,195,000
- 5 Beds
- 5.5 Baths
- 6,128 Sq Ft
10 East Ln, Armonk, NY 10504

Welcome to 10 East Lane -your future modern villa nestled on over an acres of private land in an exclusive new 3 -Lot subdivision in Armonk. With a 9- month construction timeline, you can look forward to moving in by March 2026. Now is the ideal moment to secure your dream home and personalize every detail to suit your lifestyle.Designed to embrace the best of the outdoors, this home

Jaimme Pudalov Houlihan Lawrence Inc.

10 East Ln, Armonk, NY 10504
/40
$3,225,000
- 6 Beds
- 7 Baths
- 6,520 Sq Ft
63 Buckout Rd, White Plains, NY 10604

Set on a sprawling one-acre private lot, surrounded by Silver Lake Preserve, this beautifully crafted new home blends luxury and elegance in every detail. With over 6,500 sq ft (including basement) of living space and an open floor plan, it’s designed for both comfort and style.The main level features 9-foot ceilings with crown molding, a spacious living room, formal dining with Butler’s pantry,

David White Owner Entry.com

63 Buckout Rd, White Plains, NY 10604
/38
$4,350,000
- 5 Beds
- 6.5 Baths
- 5,257 Sq Ft
331 Round Hill Rd, Greenwich, CT 06831

Built in 1758 and masterfully updated, 331 Round Hill Road offers a rare opportunity where historic character and modern comfort exist in perfect balance. Wide-plank floors, hand-hewn beams, and wood-burning fireplaces showcase early American craftsmanship, while a reimagined kitchen with premium appliances and renovated baths provides seamless functionality. The large living room offers a quiet

Jack Sarsen Compass Connecticut, LLC

331 Round Hill Rd, Greenwich, CT 06831
/39
$2,660,000
- 5 Beds
- 5.5 Baths
- 5,907 Sq Ft
61 Carolyn Place, Chappaqua, NY 10514

Located in the coveted Whippoorwill estate area, 61 Carolyn Place presides on 2.19 manicured acres and overlooks the Whippoorwill Country Club’s private golf course. Meticulous details abound with lofty ceilings and spacious rooms, complemented by warm, inviting, intimate spaces and outdoor areas. An open gourmet kitchen and breakfast room flow to the grand two-story family room and dedicated

Richard Hopple Julia B Fee Sothebys Int. Rlty

61 Carolyn Place, Chappaqua, NY 10514
/51
$19,900,000
- 7 Beds
- 10 Baths
- 18,000 Sq Ft
37 Burying Hill Rd, Greenwich, CT 06831

Custom designed and built to exacting standards, this phenomenal back country lakefront compound was built to exacting standards offering fabulous privacy and flexibility for families, guests and staff. Prominent local design build firm created a masterpiece that combines a pre war elegance with substantial entertaining and modern lifestyle amenities. Multiple structures, including a large pool

Robert Johnson Brown Harris Stevens CT, LLC

37 Burying Hill Rd, Greenwich, CT 06831
/44
$19,500,000
- 8 Beds
- 17 Baths
- 26,454 Sq Ft
11 Langhorne Ln, Greenwich, CT 06831

Famed architect Boris Baranovich designed this extraordinary stone Georgian estate of 26,000+/- square feet on 8.788 secluded acres off of Round Hill Road. Exquisitely executed, this stately manor home offers eight bedrooms and twelve full and five half bathrooms throughout four levels of living space. Mature trees and lush lawn surround this exceptional estate with two gated entrances: one to

Leslie McElwreath Sotheby's International Realty

11 Langhorne Ln, Greenwich, CT 06831
/44
$2,499,000
- 5 Beds
- 4.5 Baths
- 4,348 Sq Ft
482 Armonk Rd, Mount Kisco, NY 10549

Welcome to Mill Stream Farm, privately set on13.7 picture book acres with a sweeping entrance through towering trees, & a terrace with firepit overlooking a scenic pond and stream with waterfall. Experience the magic of a private lake, cascading waterfalls, and your own private mountain range. Historical and breathtaking beauty surrounds this special home. Live your dreams now. The stunning

Sena Baron William Raveis-New York, LLC

482 Armonk Rd, Mount Kisco, NY 10549
/38
$3,150,000
- 5 Beds
- 9 Baths
- 8,775 Sq Ft
70 Haights Cross Rd, Chappaqua, NY 10514

Welcome to 70 Haights Cross, a stunning turn-key 5 bedroom, 7.2 bath colonial designed by noted architect Tasos Kokoris. Located in a coveted neighborhood, this home is set on 2 plus private professionally landscaped acres with a Gunite pool with waterfall and jacuzzi. The heart of the home lies in the gourmet kitchen featuring a Wolf-6-burner range, warming and fridge drawer, 2 Bosch dishwashers

Wendy Nolan Houlihan Lawrence Inc.

70 Haights Cross Rd, Chappaqua, NY 10514
/34
$3,400,000
- 6 Beds
- 6.5 Baths
- 10,000 Sq Ft
6 Katsura Dr, Purchase, NY 10577

Impressive Center Hall Colonial set on a private cul-de-sac. Dramatic two-story cathedral ceiling entry foyer with circular staircase, step down living room /limestone gas fireplace, formal dining room with butler's pantry, and guest powder room complete the front of the 1st floor. Entire back of home is designed for comfortable casual living: large gourmet kitchen with center island plus

Eileen Brennan Houlihan Lawrence Inc.

6 Katsura Dr, Purchase, NY 10577
/46
$17,500,000
- 7 Beds
- 13 Baths
- 16,597 Sq Ft
11 Conyers Farm Dr, Greenwich, CT 06831

Breathtaking lake, waterfall and nature views enhance this architecturally sundrenched Colonial with unrivaled amenities on 19.69 private acres-best location in Conyers Farm. On the market for the 1st time, this custom designed Home by architect Robert Lamb Hart takes full advantage of the beautiful setting with walls of windows overlooking the lake in a stunning open floor plan. Easy access to

Anne Ward Houlihan Lawrence

11 Conyers Farm Dr, Greenwich, CT 06831

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In North Castle, there are currently 58 5-bedroom homes for sale, offering expansive and versatile living spaces suitable for larger families or those desiring ample room for guests, home offices, or recreational areas. These properties provide flexibility and comfort, with generous bedroom counts accommodating various living arrangements and lifestyle needs. Whether you're in search of a spacious single-family home, a luxurious estate, or a custom-built residence with five or more bedrooms, there are options to cater to different lifestyles. Explore the selection of 5-bedroom homes for sale in North Castle and find the perfect place to meet your needs.

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