343

Homes for Sale in Connecticut - Historic

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  • /12

    $359,000

    • 5 Beds
    • 3 Baths
    • 2,707 Sq Ft

    45 Warrenton Ave Unit 47, Hartford, CT 06105

    Discover an incredible investment or owner-occupant opportunity in the vibrant Parkville neighborhood of Hartford! This spacious 3-family home offers the perfect blend of versatility and potential-ideal for investors seeking strong rental income or homeowners looking to live in one unit while collecting rent from the others. Each unit features generous living space, classic traditional details,

    Doreen Alfano Coldwell Banker Realty

    45 Warrenton Ave Unit 47, Hartford, CT 06105
  • /8

    $1,200,000

    • 4 Beds
    • 1.5 Baths
    • 1,536 Sq Ft

    400 Gay St, Sharon, CT 06069

    Discover Timeless Elegance and Potential at 400 Gay Street, Sharon CT Situated on the edge of over 20 acres of picturesque land, this 1940 hand-built brick house awaits a visionary's touch to update the interior. There are several possible building sites that would accommodate a large Main house. This estate presents a rare chance to own a piece of Sharon's history and to craft a sanctuary

    John Harney William Pitt Sotheby's Int'l

    400 Gay St, Sharon, CT 06069
  • /40

    $1,475,000

    • 4 Beds
    • 2.5 Baths
    • 2,634 Sq Ft

    18 Benson Ln, Essex, CT 06426

    Perhaps once in a generation might an Essex village property with so much to offer and such potential to expand, become available. The water view setting is otherworldly. The gracious level 1.37 acre lot is located in a coveted neighborhood, prized for its natural beauty, country vibe, and close proximity to downtown Essex. The grounds are awe-inspiring. Subtly landscaped borders contain an

    Rick Weiner William Pitt Sotheby's Int'l

    18 Benson Ln, Essex, CT 06426
  • /40

    $2,750,000

    • 3 Beds
    • 3 Baths
    • 2,619 Sq Ft

    92 Water St, Stonington, CT 06378

    Direct Waterfront with Private 90' fixed IPE dock constructed 2012 by Gwenmor Marine. Appx. 3.5' of water at Low Tide, all located in the Heart of Historic Stonington Borough. Water, Louvered Halogen Foot Lights and 30amp power box on your private dock. Walls of Windows overlooking Stonington Harbor and your dock from this Stunning fully renovated 3 Bedrooms, 3 Full Baths waterfront home. Open

    Judi Caracausa William Pitt Sotheby's Int'l

    92 Water St, Stonington, CT 06378
  • /27

    $1,775,000

    • 5 Beds
    • 2 Baths
    • 3,132 Sq Ft

    5 Park Place, Mystic, CT 06355

    Welcome to 5 Park Place-a truly rare opportunity to own a remarkable property on one of Mystic's most coveted waterfront streets. This cherished piece of Mystic's history features two existing houses and a detached garage on a beautifully sited parcel, just steps from the shoreline. The authentic 1853 Greek Revival residence, recognized by the National Registry of Historic Places and intertwined

    Jon Arruda William Pitt Sotheby's Int'l

    5 Park Place, Mystic, CT 06355
  • /29

    $479,000

    • 2 Beds
    • 2.5 Baths
    • 1,532 Sq Ft

    109 Harbour Close Unit 109, New Haven, CT 06519

    Welcome home to water view living! Enjoy this serene, gated community with two beautiful pools. The indoor pool is within a pool clubhouse featuring an exercise room, showers, and sauna, open 24 hours. The outdoor pool features direct waterfront views. When you enter the home, you are greeted with sundrenched, open floor plan living and dining areas. You are just in time to cozy up in front of

    Craig Spinnato LAER Realty Partners

    109 Harbour Close Unit 109, New Haven, CT 06519
  • /40

    $1,477,000

    • 6 Beds
    • 4.5 Baths
    • 4,874 Sq Ft

    614 Chapel St, New Haven, CT 06511

    Nestled in the Historic heart of New Haven's Wooster Square, this 1873 charmer is elegance & sophistication at it's best! Just feet away from the legendary Wooster Street,coined most recently as the "Pizza Capital of the America", this beautifully restored French Empire style brick mansion,once the home of Daniel Goffe Phipps, offers the perfect blend of old-world charm and modern luxury.This

    Carissa Mastriano GRL & Realtors, LLC

    614 Chapel St, New Haven, CT 06511
  • /35

    $1,845,000

    • 6 Beds
    • 5 Baths
    • 4,219 Sq Ft

    28 Sunny Ridge Rd, Washington, CT 06793

    Historic home with untapped potential in Washington. Set on 3.8 serene acres in the Sunny Ridge Historic District, this 1846 Colonial contains elements of the original house which was built in 1768 on the same location. With approximately 4,200 square feet of living space, the home's six bedrooms and three full, two half baths provide a flexible layout ready for a thoughtful renovation. The

    Sally Cornell Klemm Real Estate Inc

    28 Sunny Ridge Rd, Washington, CT 06793
  • /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

    $750,000

    • 4 Beds
    • 2.5 Baths
    • 3,285 Sq Ft

    245 Brooklyn Rd, Canterbury, CT 06331

    Tucked along a quiet country road, the Isaac Backus House (c.1787) is a beautifully preserved New England Colonial on 45 private acres with stone walls, walking trails, and a pond. This 4-bed, 3-bath home offers 3,259 sq ft of timeless charm-wide-plank floors, hand-sawn beams, and six working fireplaces, two with pizza and bread ovens. A spacious kitchen with gas cooktop, stainless appliances,

    Cary Marcoux RE/MAX Bell Park Realty

    245 Brooklyn Rd, Canterbury, CT 06331
  • /38

    $17,000,000

    • 6 Beds
    • 9 Baths
    • 10,197 Sq Ft

    865 Hollow Tree Ridge Rd, Darien, CT 06820

    Blending refined elegance with complete privacy, this 9.5-acre estate is a true sanctuary for those seeking a sophisticated lifestyle. At the end of a Bradford Pear-lined gravel drive, the compound features a 10,000 sq. ft. main house, pool and pool house, two-bedroom guest cottage, and a breathtaking field house by architect Louise Brooks. The main home marries historic charm with sleek, modern

    Ashley Dineen Compass Connecticut, LLC

    865 Hollow Tree Ridge Rd, Darien, CT 06820
  • /23

    $289,000

    • 3 Beds
    • 1.5 Baths
    • 1,100 Sq Ft

    9 Bushnell Place, Norwich, CT 06360

    Lovely 3 bedroom 1 1/2 bath home on a quiet dead end street. This home comes with modern updates. Large eat in kitchen, with washer and dryer. Bright and inviting living room and dining room. Also an additional room for office, craft or quiet reading room. Spacious lawn with pelenty of room for play and recreation. Trek deck provides outdoor relaxation and entertaining. Detached 2 car garage and

    Greg Saunders MLS Direct

    9 Bushnell Place, Norwich, CT 06360
  • /85

    $3,795,000

    • 7 Beds
    • 10 Baths
    • 11,075 Sq Ft

    214 Good Hill Rd, Weston, CT 06883

    Modern luxury meets historic charm on 5 private acres in lower Weston. Set at the end of a long, tree-lined drive, this reimagined Tudor Revival estate—once the retreat of Godspell creator John-Michael Tebelak—offers exceptional privacy and turnkey living. Renovated and expanded by architect Jack Franzen, the main home features 7 bedrooms, 8 full and 2 half baths, a dramatic two-story

    Eva Penson Sotheby's International Realty

    214 Good Hill Rd, Weston, CT 06883
  • /40

    $725,000

    • 4 Beds
    • 2.5 Baths
    • 2,332 Sq Ft

    1152 Worthington Ridge, Berlin, CT 06037

    Experience timeless elegance in the heart of Berlin's Historic District. Set on nearly 2 acres of beautifully landscaped grounds with a sprawling front lawn, this distinguished 4-bedroom, 2.5-bath home blends classic character with refined modern living. Watch the seasons change while resting on an Adirondack chair along this storied stretch of Worthington Ridge. Come inside to an elegant foyer

    Michele Devanney ERA Hart Sargis-Breen

    1152 Worthington Ridge, Berlin, CT 06037
  • /38

    $125,000

    • 3 Beds
    • 1 Bath
    • 739 Sq Ft

    30 Riverside Dr, Baltic, CT 06330

    Attention Investors!! Welcome to 30 Riverside Drive, a property loaded with potential and priced accordingly for a quick sale. Located just minutes from historic Baltic Village, local shops, parks, and easy routes to Norwich, Lisbon, and major employment hubs, this home sits in a quiet residential area with strong rental demand and long-term growth potential. The main level features, eat-in

    Mustafa Muaremi Regency Real Estate, LLC

    30 Riverside Dr, Baltic, CT 06330
  • /26

    $699,000

    • 4 Beds
    • 3 Baths
    • 2,750 Sq Ft

    26 Granite Ave, Canaan, CT 06018

    Welcome to a circa 1882 Victorian home nestled on a picturesque street in the heart of Canaan, CT. This exceptional INVESTMENT property set on 1.32 acres, offers a rare blend of historic elegance and contemporary living. The main residence boasts 4 bedrooms and 3 full baths. Step inside to discover three gracious first-floor parlors, adorned with original architectural details. These versatile

    Christopher Virtuoso KW Legacy Partners

    26 Granite Ave, Canaan, CT 06018
  • /16

    $229,000

    • Land
    • 8 Acres
    • $28,625 per Acre

    555 Town Hill Rd, New Hartford, CT 06057

    Situated atop the distinguished Historic Town Hill Road, this exceptional 8-acre parcel represents one of New Hartford's premier homesites. With its level and easily accessible terrain, this property is an ideal canvas upon which to create your dream home. Directly adjoining the Jerram Winery, New Hartford's renowned vineyard, the lot offers both prestige and serene beauty. Conveniently

    Scott Holmes William Pitt Sotheby's Int'l

    555 Town Hill Rd, New Hartford, CT 06057
  • /40

    $875,000

    • 4 Beds
    • 2 Baths
    • 2,713 Sq Ft

    120 Boston Post Rd, Old Lyme, CT 06371

    Step into this beautifully restored and lovingly preserved historic home, brimming with character and charm. Antique wide plank wood floors and fireplaces, custom cabinets and beautiful mill work blend seamlessly with contemporary features. The expansive chef's kitchen, open to dining/living areas, is the ideal place for any festive gathering. Light fills the 3 season room with a gas stove

    Anne Thurlow Coldwell Banker Realty

    120 Boston Post Rd, Old Lyme, CT 06371
  • /11

    $249,900

    • 3 Beds
    • 1 Bath
    • 1,344 Sq Ft

    321 Litchfield Rd, Norfolk, CT 06058

    Set on a full acre against the backdrop of the Litchfield Hills, this modest 3-bedroom, 1-bath ranch offers a practical layout and solid essentials. The living room features a fireplace and connects easily to the kitchen, which includes a farmhouse sink, butcher block countertops, stainless steel appliances-electric range, built-in microwave, dishwasher, and refrigerator-and an adjoining dining

    Nicholas Mastrangelo Coldwell Banker Realty

    321 Litchfield Rd, Norfolk, CT 06058
  • /23

    $259,000

    • 3 Beds
    • 1.5 Baths
    • 2,280 Sq Ft

    462 Norwich Rd, Plainfield, CT 06374

    Charming and full of history! This beautiful 3-bedroom, 1.5-bath home in Windham County offers 2,280 sq ft of living space on a spacious 0.48-acre lot. Originally built around 1720, this historic property showcases timeless character and craftsmanship. Enjoy the convenience of a detached 2-car garage, plenty of outdoor space, and the unique charm that only a centuries-old home can provide. A rare

    Thomas Mele Dorrance Realty

    462 Norwich Rd, Plainfield, CT 06374
  • /18

    $649,000

    • 1 Bed
    • 2.5 Baths
    • 1,868 Sq Ft

    91 Church St Unit 3, New Haven, CT 06510

    Urban oasis in the heart of Downtown New Haven! Welcome to The Lofts at 91 Church - where historic charm meets modern luxury. This stunning, one-of-a-kind loft condominium is part of a 2015 build-out within an early 1900's building, offering the perfect blend of classic architecture and contemporary design. This fabulous unit features soaring ceilings, expansive open-concept design, and refined

    Jill Nathanson-Zaengel Press/Cuozzo Realtors

    91 Church St Unit 3, New Haven, CT 06510
  • /7

    $1,844,000 New Construction

    • 2 Beds
    • 2 Baths
    • 1,867 Sq Ft

    2 Arapahoe Rd Unit 308, West Hartford, CT 06107

    Experience luxury living at Center Park Place, located in the heart of West Hartford Center. These incredible condominiums offer unparalleled access to upscale shopping, gourmet dining, and cultural experiences, making it the ultimate destination for those seeking a sophisticated lifestyle. Indulge in our curated amenities, including a heated outdoor pool and luxurious lounge area, perfect for

    Kate D'Addabbo Coldwell Banker Realty

    2 Arapahoe Rd Unit 308, West Hartford, CT 06107
  • /40

    $310,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 1,888 Sq Ft

    4 Heather Ct Unit 4, Woodbury, CT 06798

    Move-in ready and impeccably maintained, this desirable townhome is located in the Woodlake Condominium Complex in Woodbury. The open-concept living and dining area features gleaming hardwood floors, a board-and-batten accent wall, fireplace, abundant natural light, and newer 8' slider leading to a private deck overlooking wooded views. The spacious eat-in kitchen offers ample counter space,

    Jenn Lailer BHGRE Gaetano Marra Homes

    4 Heather Ct Unit 4, Woodbury, CT 06798
  • /28

    $550,000

    • 2 Beds
    • 2 Baths
    • 1,476 Sq Ft

    4 Currycross Rd Unit 4, Madison, CT 06443

    Welcome to highly desirable Windermere East. Windermere is nestled in a private picture perfect setting along the Madison Shoreline. 4 Currycross Road is a charming free standing home with 2 spacious bedrooms and one detached garage just steps to your front door. Home has been freshly painted and boast a lovely open floor plan with a wood burning fireplace, cathedral ceiling, extra attic storage

    Terry Morgan CT Realty Exchange, LLC

    4 Currycross Rd Unit 4, Madison, CT 06443
  • /40

    $2,150,000

    • 5 Beds
    • 5 Baths
    • 4,259 Sq Ft

    32 E Main St, Stonington, CT 06355

    Stately Mystic Residence in Premier Live-Work Zone Perfectly positioned in the heart of Historic Downtown Mystic, this grand 4,259 sq ft residence offers a rare opportunity to own a stately 4-bedroom, 4 full and 2 half bath property on a professionally landscaped corner lot. Nestled on a level 0.25-acre parcel in the coveted LS-5 Zone, this unique offering allows for a flexible Live-Work

    Judi Caracausa William Pitt Sotheby's Int'l

    32 E Main St, Stonington, CT 06355
  • /32

    $349,000

    • 5 Beds
    • 3.5 Baths
    • 2,424 Sq Ft

    24 Maynard Ave, Waterbury, CT 06708

    Historic 5-Bedroom Retreat with Modern Upgrades and Secluded Yard Welcome to this spacious, light-filled 5-bedroom, 3.5-bath home offering a perfect blend of country living charm and modern convenience. Nestled on nearly a 1/3rd of an acre on a quiet no through street, this property features recent high-value renovations throughout, including new windows, updated electric, a new gas hot water

    Tom Jacovino Great Estates, CT

    24 Maynard Ave, Waterbury, CT 06708
  • /35

    $624,900

    • 2 Beds
    • 1.5 Baths
    • 1,674 Sq Ft

    58 Maple St, Ellington, CT 06029

    Where History Meets Heart, and Land Meets Legacy. Gracefully set amid the timeless beauty of Ellington Center, this historic farmstead embodies New England's most cherished traditions - a rolling pasture, weathered outbuildings, and a farmhouse whose walls have witnessed over a century of stories. Every acre invites imagination. Every beam speaks of craftsmanship from a bygone era. This is not

    Linda Goff Berkshire Hathaway NE Prop.

    58 Maple St, Ellington, CT 06029
  • /35

    $329,900

    • 4 Beds
    • 2 Baths
    • 1,999 Sq Ft

    148 Danbury Quarter Rd, Winchester, CT 06098

    Welcome to this Wonderful Historic Colonial Farmhouse.. This home has been lovingly remodeled with many of the original features still intact. This home offers a large kitchen with newer counters open to the dining area and is complete with a fireplace. Living room is generous sized, it's filled with light, exposed beams and hardwood floor. On this level you'll also find 2 bedrooms and a fully

    Susan MCGHEE The Washington Agency

    148 Danbury Quarter Rd, Winchester, CT 06098
  • /20

    $425,000

    • 4 Beds
    • 1.5 Baths
    • 2,528 Sq Ft

    21 Shepard Rd, Norfolk, CT 06058

    This Tambour Cottage located at the edge of the historic village of Norfolk, CT, offers classic New England charm and versatile potential. The property includes two large barns, ideal for storage, hobbies, creative use or collections. The home features a welcoming front porch, foyer, formal living and dining room, a large kitchen, and full bath on the main level. The second floor offers four

    Michelle Bongiovanni Vision Real Estate

    21 Shepard Rd, Norfolk, CT 06058
  • /36

    $849,000

    • 5 Beds
    • 3 Baths
    • 2,898 Sq Ft

    26 College St, Old Saybrook, CT 06475

    Discover a truly enchanting antique home nestled in the heart of Old Saybrook's quaint, historic charm. This beautiful 4/5 bedroom residence overflows with character and period details, offering a rare opportunity to own a piece of local history. Adding to its significant appeal is a separate guest suite, providing an excellent private space for guests or extended family. Experience small-town

    Tammy Tinnerello William Pitt Sotheby's Int'l

    26 College St, Old Saybrook, CT 06475
  • /23

    $325,000

    • 3 Beds
    • 1.5 Baths
    • 1,078 Sq Ft

    17 Spruce St, Vernon Rockville, CT 06066

    Welcome to 17 Spruce Street-an inviting Vermont-style home offering classic New England charm and a slice of local history. This 3-bedroom, 1.5-bath residence and features warm character throughout. The property includes an extra finished room above the garage, providing flexible space for work, hobbies, or storage. The sloping backyard offers seasonal views of Vernon and a peaceful natural

    Dianna Sleis BHHS Realty Professionals

    17 Spruce St, Vernon Rockville, CT 06066
  • /40

    $2,480,000 New Construction

    • 4 Beds
    • 4 Baths
    • 4,266 Sq Ft

    97 Chalybes Rd W, Roxbury, CT 06783

    TO BE BUILT - A New Classic by Connecticut Residential. A rare opportunity to bring your dream home to life in scenic Roxbury, CT-this timeless Farm House Colonial-inspired residence is thoughtfully designed for both elegance and ease. Sited on a private 4-acre parcel, the proposed 4,266 sq ft home offers antique wooden timbers, refined architectural details, enduring craftsmanship, and a layout

    Christopher Haggerty Around Town Real Estate LLC

    97 Chalybes Rd W, Roxbury, CT 06783
  • /30

    $499,500

    • 3 Beds
    • 1 Bath
    • 1,724 Sq Ft

    32 Old Green Rd, Sandy Hook, CT 06482

    This mid-century modern ranch, situated in a highly desirable area of Sandy Hook, boasts a renovated kitchen equipped with stainless steel appliances, an updated bathroom, two fireplaces and three bedrooms. The open floor plan includes floor to ceiling windows in the living room combination dining room with a fireplace.. The large finished walk-out lower-level family room features another

    Mark Nolan Nolan Realty LLC

    32 Old Green Rd, Sandy Hook, CT 06482
  • /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
  • /39

    $729,000

    • 3 Beds
    • 2.5 Baths
    • 2,290 Sq Ft

    59 Prospect St Unit C, Ridgefield, CT 06877

    Discover timeless elegance at Wisteria Garden Colonial Condos in the heart of historic Ridgefield, CT. This exquisite 1,690 sq ft residence, built in 1995, features three bedrooms and two and a half baths. This is an end unit. Welcome to the open floor plan with a bay-windowed living room flowing into a dining area highlighted by a mantled fireplace. Hardwood floors, crown molding, and large

    CARINE NOWAK Compass Connecticut, LLC

    59 Prospect St Unit C, Ridgefield, CT 06877
  • /32

    $299,900

    • 2 Beds
    • 2 Baths
    • 1,050 Sq Ft

    145 Canal St Unit 2, Shelton, CT 06484

    Live your best loft life on the Housatonic. Welcome to Birmingham on the River - a renovated historic mill where industrial-chic vibes meet modern comfort. This 2 bedroom, 2 full bath condo offers approx. 1,050 sq ft of modern living space with 9+ ft ceilings, exposed brick, open wood beams and oversized windows that frame the river and downtown Shelton. The open-concept layout is perfect for

    JaKeith Action Jackson ASJ Realty Partners

    145 Canal St Unit 2, Shelton, CT 06484
  • /30

    $2,260,900 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,966 Sq Ft

    2 Arapahoe Rd Unit 611, West Hartford, CT 06107

    Experience luxury living at Center Park Place, located in the heart of West Hartford Center. These incredible condominiums offer unparalleled access to upscale shopping, gourmet dining, and cultural experiences, making it the ultimate destination for those seeking a sophisticated lifestyle. Indulge in our curated amenities, including a heated outdoor pool and luxurious lounge area, perfect for

    Kate D'Addabbo Coldwell Banker Realty

    2 Arapahoe Rd Unit 611, West Hartford, CT 06107
  • /30

    $430,000

    • 4 Beds
    • 2 Baths
    • 2,232 Sq Ft

    687 Wood Ave, Bridgeport, CT 06604

    Arts and Crafts Colonial in convenient Brooklawn section of Bridgeport, near Downtown Bridgeport, Black Rock and Fairfield. 4 Bedrooms and 2 full baths on 2nd floor and walk up attic with additional finished room offers flexibility and ample space for in laws, in home office, guests and more. Authentic historic charm with original wood floors and detailing throughout. Soaring ceilings, fire

    Nina Cloutier Gibson William Raveis Real Estate

    687 Wood Ave, Bridgeport, CT 06604
  • /34

    $211,000

    • 1 Bed
    • 1 Bath
    • 1,088 Sq Ft

    50 Birdseye St Unit 409, Stratford, CT 06615

    Welcome to 409A Birdseye Street in the desirable Tide Harbor Condominium Complex. This well-maintained, smoking-free, elevator building features a spacious lobby and an inground pool for residents to enjoy. This one-bedroom, one-bath home offers pleasant views of the pool and Long Island Sound while being located in Stratford's historic district. Set directly on the Stratford Greenway, it

    Dean Sepulveda A to Z Realty

    50 Birdseye St Unit 409, Stratford, CT 06615
  • /40

    $2,475,000

    • 2 Beds
    • 2.5 Baths
    • 1,709 Sq Ft

    22 W Main St Unit 11, Mystic, CT 06355

    CENTRAL HALL MYSTIC - LIFE AT THE WATER'S EDGE There's something special about living where the Mystic River becomes your quiet constant and the village offers its steady beat just beyond your windows. This penthouse at Central Hall isn't just a home-it's a way of living connected to the water, the town, and the history that gives Mystic its soul. Wide windows frame the river in a cinematic

    Nicole White William Raveis Real Estate

    22 W Main St Unit 11, Mystic, CT 06355

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