Luxury Homes for Sale in Connecticut

/40
$7,999,999
- 6 Beds
- 10 Baths
- 15,399 Sq Ft
119 Proprietors Crossing, New Canaan, CT 06840

119 Proprietors Crossing is a breathtaking estate by architect James E. Gearity. Set on four acres, this fully restored six-bedroom home blends timeless elegance with modern function. A private drive and grand fountain lead to your door revealing a soaring foyer with a sweeping staircase beneath a dramatic Baccarat chandelier. The parlor, with one of seven fireplaces, opens to a serene terrace.

Ashlei De Souza Serhant Connecticut, LLC

119 Proprietors Crossing, New Canaan, CT 06840
/40
$7,999,999
- 6 Beds
- 10 Baths
- 15,399 Sq Ft
119 Proprietors Crossing, New Canaan, CT 06840

119 Proprietors Crossing is a breathtaking estate by architect James E. Gearity. Set on four acres, this fully restored six-bedroom home blends timeless elegance with modern function. A private drive and grand fountain lead you in to a soaring foyer with a sweeping staircase beneath a dramatic Baccarat chandelier. The parlor, with one of seven fireplaces, flows to a serene terrace. The Blue Room

Ashlei De Souza Serhant LLC

119 Proprietors Crossing, New Canaan, CT 06840
/8
$7,995,000
- 8 Beds
- 11.5 Baths
- 10,646 Sq Ft
68 Dearfield Dr, Greenwich, CT 06831

Perched high on a hill in downtown Greenwich, 66 Dearfield is unparalleled in its grandeur with 10,646 square feet of luxury living spanning 4 floors. Close to Greenwich Library, Greenwich Avenue, the train and all downtown amenities. This exquisite colonial boasts stone chimneys with extra height ceilings on each floor. Upon entry, the 2 story foyer nestled between the living room and dining

Nina Frandson BHHS New England Properties

68 Dearfield Dr, Greenwich, CT 06831
/17
$7,995,000
- Land
- 1.9 Acres
- $4,207,895 per Acre
2 Vista Dr, Greenwich, CT 06830

Stunning waterfront building lot in the private downtown Indian Harbor Association with 24-hour security. This gated community has many luxury waterfront homes in the district. The expansive lot has 1.9 acres in a 1/2 zone, allowing for a substantial home to be built. This lot is not subdividable. There is 290 feet of waterfront on Long Island Sound with its own pier and dock. The owners had

Barbara Wells Houlihan Lawrence

2 Vista Dr, Greenwich, CT 06830
/17
$7,995,000
- Land
- 1.9 Acres
- $4,207,895 per Acre
2 Vista Dr, Greenwich, CT 06830

Stunning waterfront building lot in the private downtown Indian Harbor Association with 24-hour security. This gated community has many luxury waterfront homes in the district. The expansive lot has 1.9 acres in a 1/2 zone, allowing for a substantial home to be built. This lot is not subdividable. There is 290 feet of waterfront on Long Island Sound with its own pier and dock. The owners had

Barbara Wells Houlihan Lawrence

2 Vista Dr, Greenwich, CT 06830
/40
$7,995,000 New Construction
- 7 Beds
- 9 Baths
- 11,494 Sq Ft
928 West Rd, New Canaan, CT 06840

BRAND NEW CONSTRUCTION just completed and ready for IMMEDIATE OCCUPANCY. The Ultimate Compound! Exceptional new construction by custom home builder, Woodcrest Homes. Ultra-Prime West Road Location on 6.5 flat & dry private acres with room for a Pool, Pool House, Sports Court and Guest House. Seven ensuite bedrooms, transitional style throughout with beautiful finishes & clean lines. Four

Jaime Sneddon William Pitt Sotheby's Int'l

928 West Rd, New Canaan, CT 06840
/39
$7,950,000
- 6 Beds
- 10 Baths
- 9,051 Sq Ft
33 Highland Farm Rd, Greenwich, CT 06831

Tucked away on over seven quiet acres off prestigious Round Hill Road, this private estate offers a serene blend of luxury, space, and style. The main residence is complemented by a beautiful pool/guest house designed for effortless entertaining and resort-style living. At the heart of the home, a Christopher Peacock kitchen showcases statuary marble countertops and backsplash, double islands,

Joy Kim Metalios Houlihan Lawrence

33 Highland Farm Rd, Greenwich, CT 06831
/40
$7,950,000 Coming Soon
- 6 Beds
- 9 Baths
- 11,472 Sq Ft
108 Husted Ln, Greenwich, CT 06830

A rare offering of refined luxury and meticulous craftsmanship, 108 Husted Lane is a stunning estate that has been extensively renovated and enhanced, blending timeless architecture with modern sophistication. Set behind stone walls and surrounded by mature landscaping, this exceptional residence offers unparalleled privacy, scale, and comfort. The home has undergone significant, high-caliber

Joy Kim Metalios Houlihan Lawrence

108 Husted Ln, Greenwich, CT 06830
/34
$7,825,000
- 6 Beds
- 9 Baths
- 8,970 Sq Ft
105 Woodside Dr, Greenwich, CT 06830

Located within the sought-after private association of Milbrook, this stately stone manor blends timeless old-world charm with thoughtful modern updates. A recent addition and renovation features a stunning great room with a soaring 19-foot ceiling and lake views, as well as a stone terrace overlooking the water, a beautifully updated primary suite, and an exceptional mudroom. Perfectly suited

Sarah Muir Houlihan Lawrence

105 Woodside Dr, Greenwich, CT 06830
/40
$7,750,000
- 6 Beds
- 8 Baths
- 9,238 Sq Ft
319 Bayberry Ln, Westport, CT 06880

This exceptional Modern estate, originally crafted by Skyview as the builder's own residence, is available in as-new condition and enhanced by inspired customization. Set on 2+/- private acres in Coleytown, adjacent to the Paul Newman-Poses Nature Preserve, the home is approached by a long, gated drive that opens to a motorcourt ideal for grand entertaining. Triple-glazed Klar Studio windows

Doug Bross Coldwell Banker Realty

319 Bayberry Ln, Westport, CT 06880
/38
$7,699,000 New Construction
- 5 Beds
- 5.5 Baths
- 7,028 Sq Ft
48 Lexington Ave, Greenwich, CT 06830

Extraordinary new construction crafted by a highly regarded local builder. Every detail of this 5-bedroom, 5.1-bathroom home timeless design exudes excellence offering the best that in-town living can be! Tucked away on a quiet street, it offers the perfect balance of privacy and convenience to everything downtown Greenwich has to offer. An open floor plan, meticulously crafted with exceptional

Stacy Young William Raveis Real Estate

48 Lexington Ave, Greenwich, CT 06830
/31
$7,500,000
- 9 Beds
- 8 Baths
- 12,057 Sq Ft
138 Amenia Rd, Sharon, CT 06069

Seize the rare opportunity to own Filston, one of Litchfield County's most distinguished Gilded Age estates. Designed in 1903 by renowned architect William Cromwell, Jr. for Mr. and Mrs. Romulus Colgate, this Neoclassical treasure seamlessly blends Italianate Renaissance Revival, Palladian, Neo-Gothic, and French Empire influences, creating a singularly breathtaking country estate. Every original

Dan Kessler Compass Connecticut, LLC

138 Amenia Rd, Sharon, CT 06069
/3
$7,500,000 New Construction
- 6 Beds
- 9 Baths
- 10,134 Sq Ft
94 Porchuck Rd, Greenwich, CT 06831

2026 NEW CONSTRUCTION - CAN FULLY CUSTOMIZE AT THIS STAGE. Set back on a quiet private drive in a coveted central Greenwich location, this 12,000+/- sq ft modern masterpiece sits on 5.59 serene acres with exceptional landscaping and privacy. Designed for today's lifestyle, it offers 6 ensuite bedrooms, 7 full and 2 half baths, and four levels of refined living. Expansive windows, soaring

Brett Lieberman

The Riverside Realty Group

(475) 473-9501

94 Porchuck Rd, Greenwich, CT 06831
/63
$7,495,000
- 6 Beds
- 6.5 Baths
- 6,943 Sq Ft
530 Round Hill Rd, Greenwich, CT 06831

Set on 4.3 picturesque acres along coveted Round Hill Rd, the original main residence of historic Field View Farm is a distinguished pre-war Georgian Colonial of exceptional quality, long associated with one of the area's notable legacy estates. A long sweeping private driveway introduces the stately brick and clapboard home, thoughtfully and comprehensively renovated to today's highest standards

Danielle Malloy

Serhant Connecticut LLC

(203) 350-6918

530 Round Hill Rd, Greenwich, CT 06831
/34
$7,495,000
- 6 Beds
- 11 Baths
- 7,528 Sq Ft
229 Umpawaug Rd, Redding, CT 06896

Welcome to 229 Umpawaug Road, the quintessential estate of exceptional quality on the premier scenic road in Redding, Connecticut in Fairfield County. Surround yourself in luxury inside this sun-filled 6 bedroom, 11 bathroom, 6 fireplaces center hall colonial with a flowing floor plan, formal and informal rooms, embracing the incredibly private 6.5 acres of hand-stacked walls, privacy gates and

Stacy Young William Raveis Real Estate

229 Umpawaug Rd, Redding, CT 06896
/40
$7,400,000
- 4 Beds
- 5.5 Baths
- 5,400 Sq Ft
23 Mauwee Brook Rd, Kent, CT 06757

"The Falls." Prominent Modernist Architect, Charles Gwathmey of Guggenheim Museum renovation fame, designed this masterpiece in one of the most beautiful locations, offering dramatic views, cascading waterfall, nestled on 40+ acres of beautifully landscaped grounds with serene stream and extensive stonework. The property boasts a breathtaking western view of the Litchfield Hills. Just minutes to

Kathryn Clair William Pitt Sotheby's Int'l

23 Mauwee Brook Rd, Kent, CT 06757
/40
$7,400,000
- 7 Beds
- 7 Baths
- 6,844 Sq Ft
102 Melius Rd, Warren, CT 06754

Reverie Farm is an exceptionally rare late 18th century stone and shingle estate, on more than one hundred acres, located in one of the highest and most private parts of Connecticut. Situated in the heart of Litchfield County, the property rises more than 1,200 feet in elevation across four distinct tax parcels, among which are several estate quality building sites. The setting is dreamlike in

Andrew Gates Houlihan Lawrence, Inc.

102 Melius Rd, Warren, CT 06754
/29
$7,000,000
- 5,088 Sq Ft
63 Church St Unit A, Greenwich, CT 06830

5.5% Cap Investment with 5 Units in downtown Greenwich. Presenting The Midtown by Fisk Hospitality: Exclusive Luxury Living, Hotel-Style Comfort. A boutique collection of four Manhattan-style lofts and one townhome at 63 Church Street, The Midtown seamlessly blends modern sophistication with classic Greenwich charm. These spacious residences boast open-concept layouts, soaring ceilings,

Mike Parelli Mike Parelli Real Estate LLC

63 Church St Unit A, Greenwich, CT 06830
/21
$6,999,999
- 7 Beds
- 10 Baths
- 6,010 Sq Ft
132 Curtiss Rd, Warren, CT 06777

A once in a lifetime opportunity to own a significant estate overlooking Lake Waramaug. Nestled high in the hills overlooking the pristine beauty of the lake, this offering features 40 acres with exceptional views. Owned by the same family for the last 70 years, dignitaries from the worlds of art, politics, and industry have been entertained here while the stables, paddocks and trails have been

Pat Lahoud William Pitt Sotheby's Int'l

132 Curtiss Rd, Warren, CT 06777
/2
$6,999,999 New Construction
- 6 Beds
- 9 Baths
- 10,521 Sq Ft
32 Narrow Rocks Rd, Westport, CT 06880

NEW CONSTRUCTION BY RENOWNED LUXURY BUILDER MATTERA CONSTRUCTION - STEPS TO COMPO BEACH! A rare opportunity to own a brand-new, architecturally refined home in one of Westport's most coveted coastal locations-just steps to Compo Beach, Longshore Club, downtown Westport, the train, and schools. Currently under construction, this impeccably designed 6-bedroom residence spans four finished levels

Judy Michaelis Coldwell Banker Realty

32 Narrow Rocks Rd, Westport, CT 06880
/17
$6,995,826 New Construction
- 6 Beds
- 10 Baths
- 8,417 Sq Ft
24 Edgemarth Hill Rd, Westport, CT 06880

True Beauty In The Making! Construction of this 8,417SF dream residence with pool and spa on 1 private acre in coveted Greens Farms, Westport, is in full swing. 24 Edgemarth Hill was designed and will be crafted and appointed with the finest materials - see rendering photos of what's to come. Flaunting walls of windows, sexy floor-to-ceiling stone and textured accents, vaulted ceilings, and

Jaclyn Picarillo Higgins Group Bedford Square

24 Edgemarth Hill Rd, Westport, CT 06880
/9
$6,950,000
- Land
- 7.42 Acres
- $936,658 per Acre
549 Round Hill Rd, Greenwich, CT 06831

549 Round Hill Road is the original entrance to the former Wilshire Farm, once one of the largest farm estates in Greenwich. Set on over 7 acres and atop one of the highest elevations in Greenwich with distant Long Island Sound views. Fully approved site is offered with Rich Granoff plans for an elegant 6-bedroom, 10-bath, 11,000 sq. ft. residence. Design features: 4,000 sq. ft. walk-out lower

Francine Ehrlich Sotheby's International Realty

549 Round Hill Rd, Greenwich, CT 06831
/16
$6,785,000 New Construction
- 6 Beds
- 9 Baths
- 7,888 Sq Ft
14 Burr School Rd, Westport, CT 06880

RARE OPPORTUNITY TO CUSTOMIZE NEW CONSTRUCTION BY COASTAL LUXURY HOMES. PLANS APPROVED & PERMITS IN PLACE. CONSTRUCTION CAN BEGIN IMMEDIATELY, SAVE 6+ MOS ON NEW BUILD TIMELINE. This ultra luxury modern cul-de-sac residence features stucco exterior, DaVinci Boral roof, and expansive windows up to 10ft high. Main level includes luxe chef's kitchen w/ breakfast room opening to the great room with

Jennifer Tanner The Riverside Realty Group

14 Burr School Rd, Westport, CT 06880
/23
$6,685,000 New Construction
- 6 Beds
- 8.5 Baths
- 9,638 Sq Ft
18 Edgar Rd, Greenwich, CT 06831

Another gorgeous home by CG Homes Group of Manhattan, Westchester County and now Greenwich, CT. Completion by March 2026. This curated lifestyle home sits on over 9 acres which includes a conservation parcel to ensure complete privacy and tranquility. Every detail has been configured to create a seamless transition; inviting nature into each space in the home. A true modern home that will endure

Shelly Tretter Lynch Compass Connecticut, LLC

18 Edgar Rd, Greenwich, CT 06831
/32
$6,650,000
- 7 Beds
- 8.5 Baths
- 10,723 Sq Ft
28 Thunder Mountain Rd, Greenwich, CT 06831

Bathed in natural light, this exquisitely designed stone and clapboard home embodies today's look & lifestyle. The stunning residence set on 2 lovely acres in a quiet neighborhood blends timeless architecture with modern elegance. Soaring ceilings and an airy layout connect the double-height foyer, elegant formal rooms and a chef's eat-in kitchen adjoining the vaulted family room. The serene

B.K. Bates Houlihan Lawrence

28 Thunder Mountain Rd, Greenwich, CT 06831
/40
$6,595,000
- 6 Beds
- 9 Baths
- 16,126 Sq Ft
62 Summersweet Ln, New Canaan, CT 06840

Welcome to a truly exceptional New Canaan architectural masterpiece built in 2004, nestled on a majestic private lane occupied by only 6 estates, enveloped by serene forests and 48 acres of reservoir conservancy. This picturesque estate offers a tranquil escape and sense of openness with intricate millwork and wainscoting adorning every corner, 9 to 12-foot ceilings on every level and

Danielle Malloy

Serhant Connecticut, LLC

(475) 241-0980

62 Summersweet Ln, New Canaan, CT 06840
/40
$6,500,000
- 5 Beds
- 7 Baths
- 7,697 Sq Ft
252 River Rd, Deep River, CT 06417

A WORLD-CLASS PRIVATE ESTATE SET ON 9.31 GATED ACRES. Nestled behind a private gated entry, this extraordinary CT River Valley estate is a rare luxury compound of architectural distinction, solitude, & resort-caliber amenities. Thoughtfully composed across 5 distinct structures, the property blends modern luxury, European influences, & timeless craftsmanship amid curated landscapes, stone

Kiara Rusconi William Raveis Real Estate

252 River Rd, Deep River, CT 06417
/40
$6,500,000
- 9 Beds
- 5.5 Baths
- 9,784 Sq Ft
57 NW Corner Rd, Preston, CT 06365

Maple Lane Farms is a unique, one of a kind, property and potential business opportunity consisting of approximately 225 contiguous acres with approximately 114 acres located in the town of Preston and approximately 111 acres located in the town of North Stonington. The property's improvements include: a c. 1993 Cape Cod style single family home; a c. 1791 Antique Colonial style residence (the

Thomas Switz Switz Real Estate Associates

57 NW Corner Rd, Preston, CT 06365
/47
$6,500,000
- 5 Beds
- 10 Baths
- 7,632 Sq Ft
21 Calhoun Dr, Greenwich, CT 06831

Welcome to ''Park Hill'', a reimagined 1923 English Manor in a Prestigious Private Association. Thoughtfully refreshed for modern living while preserving the architectural character that makes it timeless. Set on 1.81 private, park-like acres, this 7,632 sq. ft. manor blends historic charm with contemporary luxury in a way few properties can. 1923 English Tudor Revival with 2025 updates. Rare

Danielle Claroni Sotheby's International Realty

21 Calhoun Dr, Greenwich, CT 06831
/40
$6,495,000
- 8 Beds
- 11 Baths
- 10,335 Sq Ft
15 Elm St, Groton, CT 06340

Iconic Historic Inn steps from Historic Downtown Mystic. Once-in-a-lifetime opportunity to live in this exquisite architectural masterpiece. Meticulous 10,500 Sq Ft Italianate Victorian with 8 Bedrooms, 8 Full Bathrooms and 3 Half Bathrooms all nestled on 1.49 manicured acres with private parking lot and porte-cochere. Featuring 3 grand parlors with hand-painted ceilings, full commercial kitchen

Judi Caracausa William Pitt Sotheby's Int'l

15 Elm St, Groton, CT 06340
/16
$6,247,000 New Construction
- 6 Beds
- 8.5 Baths
- 7,580 Sq Ft
14 5 Mile River Rd, Darien, CT 06820

Designed by custom home builder Vita Design, this exciting newly constructed modern residence is a refined architectural statement that balances scale and light, capturing direct 5 Mile River views and a connection to its natural surroundings. Finished across four levels, the home features dramatic 10- and 16-foot ceilings and a main level wrapped in floor-to-ceiling European-style windows

Jennifer DaSilva Mixer William Raveis Real Estate

14 5 Mile River Rd, Darien, CT 06820
/2
$6,000,000
- Land
- 136.38 Acres
- $43,995 per Acre
0 Allen Hill Rd Unit 24140370, Brooklyn, CT 06234

Welcome to Pinedale Farms, a rare large-scale development opportunity in the heart of Brooklyn. This offering includes 136.38 acres of industrial-zoned land along with the additional 2.8-acre parcel at 22 Allen Hill Rd, creating a substantial combined footprint of 139.18 acres for future projects. The property provides three access points which are 22 Allen Hill, south of 68 Allen Hill Rd and

Adam Gumula Kazantzis Real Estate, LLC

0 Allen Hill Rd Unit 24140370, Brooklyn, CT 06234
/39
$5,999,000
- 6 Beds
- 7 Baths
- 6,100 Sq Ft
9 Pond Edge Rd, Westport, CT 06880

Experience the pinnacle of Compo Beach living at 9 Pond Edge Road, a rare coastal sanctuary offering immediate beach access with the peace of mind of an elevated, flood-safe setting. Spanning 6,100 square feet across four impeccably finished levels, this 6-bedroom home is designed for effortless entertaining and everyday relaxation. Sunlight fills the open great room (with WBF) and dining area,

Meredith Kamo Compass Connecticut, LLC

9 Pond Edge Rd, Westport, CT 06880
/12
$5,995,000
- 5 Beds
- 5.5 Baths
- 8,208 Sq Ft
20 Cutler Rd, Greenwich, CT 06831

A rare blend of privacy, luxury + modern design, this stunningly renovated 5-bed, 5-bath Colonial is set on 4 private acres w a heated pool. Spanning over 8,000 SF across three light-filled levels, the home offers exceptional living + entertaining spaces. Primary suite features vaulted ceiling + dual dressing rooms, while a dramatic FR showcases soaring ceiling + three walls of windows. The new

Amanda Bates Houlihan Lawrence Inc.

20 Cutler Rd, Greenwich, CT 06831
/40
$5,995,000
- 6 Beds
- 7 Baths
- 7,605 Sq Ft
276 Greenley Rd, New Canaan, CT 06840

Nestled in one of Connecticut's most sought-after estate neighborhoods and just minutes from town, this spectacular 1939 Classic Colonial blends timeless elegance with every modern amenity. Set on nearly 5 bucolic acres of rolling lawns, perennial gardens, and mature trees, this pristine property offers unmatched privacy and beauty. The grand approach includes a stately driveway with a central

Melissa Rwambuya William Raveis Real Estate

276 Greenley Rd, New Canaan, CT 06840
/38
$5,995,000
- 7 Beds
- 8.5 Baths
- 6,351 Sq Ft
85 W Church Hill Rd, Washington Depot, CT 06794

Stunning uber luxe retreat built to the highest standards in premier location. 7 bedrooms, 8 Full and 1 half Waterworks bathrooms. Long driveway. Combined Living/Dining with wood burning fireplace, steel French doors to outdoor stone terrace. Eat-in Kitchen. Enclosed screened porch with fireplace. Library/Home Office with vaulted ceiling, antique beams, built-in bookshelves and wood burning

Peter Klemm Klemm Real Estate Inc

85 W Church Hill Rd, Washington Depot, CT 06794
/11
$5,995,000 New Construction
- 3 Beds
- 3.5 Baths
- 2,938 Sq Ft
15 Burtis Ave Unit East Penthouse A, New Canaan, CT 06840

In the heart of New Canaan, The Quartier presents 21 bespoke luxury residences that pairs classic architecture and natural materials with sustainable energy features. This thoughtfully designed 3-bedroom, 3.5-bath Penthouse offers over 2,900 square feet and includes a private elevator to all levels, a private outdoor terrace overlooking the village rooftops, cathedral ceilings, oversized windows

Jaime Sneddon William Pitt Sotheby's Int'l

15 Burtis Ave Unit East Penthouse A, New Canaan, CT 06840
/2
$5,980,000 New Construction
- 6 Beds
- 9 Baths
- 10,521 Sq Ft
21 Sturges Commons, Westport, CT 06880

NEW CONSTRUCTION TO BE BUILT IN THE COVETED HUNT CLUB NEIGHBORHOOD - Renowned, luxury builder Mattera Construction is well-known for architecturally significant & stunning modern homes filled with elegance, timeless beauty, custom interiors with state-of-the-art amenities. Now offering a perfectly designed 6 bedroom home finished on 4 levels filled with elegant finishes, well sited on a quiet

Patricia Shea Coldwell Banker Realty

21 Sturges Commons, Westport, CT 06880
/2
$5,926,000 New Construction
- 7 Beds
- 9 Baths
- 7,806 Sq Ft
25 Ellery Ln, Westport, CT 06880

Work is underway at 25 Ellery! Have you been quietly creating a wishlist of EVERYTHING you want in your next home? This new mini-estate on a preferred Greens Farms cul-de-sac is YOUR EVERYTHING! There will be no reason to leave home - 25 Ellery offers it all including a pool with spa and auto cover. The flow of this house is divine. Rooms are spacious, comfortable, and well-thought out for

Jaclyn Picarillo Higgins Group Bedford Square

25 Ellery Ln, Westport, CT 06880
/71
$5,900,000
- 5 Beds
- 4.5 Baths
- 6,738 Sq Ft
279 Granville Rd, North Granby, CT 06060

The Definition of Ultimate Privacy! A masterpiece of a home invites the most fastidious prospect. Built with the utmost dedication to detail that no item too small was overlooked. The ability to expand and build to your heart's desire is here. Perhaps a pool, tennis court, even a football field is within your reach. This property consists of 200+ acres, a 6,700 sq. ft home, Primary En-Suite on

Cristian Sanchez

COHEN & WHITE ASSOCIATES

(860) 590-9458

279 Granville Rd, North Granby, CT 06060

Showing Results 41 - 80, Page 2 of 18

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Luxury Homes for Sale in Connecticut

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