33,165

Cheshire County, NH Homes

Section Image
  • 196 Lord Brook Rd, Rindge, NH 03461
    196 Lord Brook Rd, Rindge, NH 03461
    196 Lord Brook Rd, Rindge, NH 03461
    /49

    $1,150,000

    Sold Apr 21, 2026

    196 Lord Brook Rd, Rindge, NH 03461

    • 5 Beds
    • 4.5 Baths
    • 3,688 Sq Ft
    • Built 2022

    Last Sold Summary

    • $312/SF
    • 25 Days On Market

    Current Estimated Value $1,124,589

    Last Listing Agent Melissa Somero-DiGeronimo Garrison Realty

    196 Lord Brook Rd, Rindge, NH 03461
    • 20 Cattail Cir, Rindge, NH 03461
      20 Cattail Cir, Rindge, NH 03461
      20 Cattail Cir, Rindge, NH 03461
      /21

      Est $345,047

      Not Listed For Sale

      20 Cattail Cir, Rindge, NH 03461

      • 3 Beds
      • 2.5 Baths
      • 1,192 Sq Ft
      • Built 2015
      20 Cattail Cir, Rindge, NH 03461

      Last Sold Summary

      • 37 Days On Market

  • 205 Route 9, West Chesterfield, NH 03466
    205 Route 9, West Chesterfield, NH 03466
    205 Route 9, West Chesterfield, NH 03466
    /42

    $325,000

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,855 Sq Ft

    205 Route 9, West Chesterfield, NH 03466

    Welcome to 205 Route 9 in Chesterfield, NH, a home designed for easy living. This inviting ranch combines the convenience of a single-level floor plan with valuable updates, including a newer metal roof (2020), Harmon pellet stove, and updated appliances. Downstairs, the finished bonus room provides flexibility that's hard to find. Use it as a playroom, home office, workout space, game room, or

    Kelsey Malloy Keller Williams Realty Metro-Keene

    205 Route 9, West Chesterfield, NH 03466
  • 00 Gilsum St Unit 19, Keene, NH 03431
    00 Gilsum St Unit 19, Keene, NH 03431
    /2

    $7,800

    Sold Nov 21, 2025

    00 Gilsum St Unit 19, Keene, NH 03431

    • Land
    • 3.1 Acres
    • $2,516 per Acre

    Last Sold Summary

    • 22% Below List Price
    • 26 Days On Market

    Last Listing Agent Jamie Watson BHG Masiello Keene

    00 Gilsum St Unit 19, Keene, NH 03431
    • 54 Skyline Dr, Keene, NH 03431
      54 Skyline Dr, Keene, NH 03431
      54 Skyline Dr, Keene, NH 03431
      /29

      Est $463,031

      Not Listed For Sale

      54 Skyline Dr, Keene, NH 03431

      • 3 Beds
      • 2.5 Baths
      • 1,996 Sq Ft
      • Built 1989
      54 Skyline Dr, Keene, NH 03431

      Last Sold Summary

      • 12 Days On Market

  • 375 Main St, Rindge, NH 03461
    375 Main St, Rindge, NH 03461
    375 Main St, Rindge, NH 03461
    /22

    $349,900

    Pending
    • 3 Beds
    • 2 Baths
    • 1,196 Sq Ft

    375 Main St, Rindge, NH 03461

    Welcome home to this 3-bedroom, 2 full bath raised ranch set on 5 private acres in picturesque Rindge. Tucked back from the road, this property offers the perfect balance of privacy and convenience, with easy access to Routes 119 and 202. The home features a functional layout with cathedral ceilings and abundant natural light throughout the main living areas. The primary bedroom includes its own

    Patrick Willie-Bonglo Dominion Realty

    375 Main St, Rindge, NH 03461
  • 8 Charlonne St, Jaffrey, NH 03452
    8 Charlonne St, Jaffrey, NH 03452
    8 Charlonne St, Jaffrey, NH 03452
    /40

    $395,000

    Sold Mar 27, 2026

    8 Charlonne St, Jaffrey, NH 03452

    • 3 Beds
    • 2 Baths
    • 1,518 Sq Ft
    • Built 2020

    Last Sold Summary

    • 6% Below List Price
    • $260/SF
    • 16 Days On Market

    Current Estimated Value $394,628

    Last Listing Agent Bert Priddle Keller Williams Realty North Central

    8 Charlonne St, Jaffrey, NH 03452
    • 75 Cross St, Keene, NH 03431
      75 Cross St, Keene, NH 03431
      75 Cross St, Keene, NH 03431
      /40

      Est $468,450

      Not Listed For Sale

      75 Cross St, Keene, NH 03431

      • 3 Beds
      • 3 Baths
      • 2,661 Sq Ft
      • Built 1850
      75 Cross St, Keene, NH 03431

      Last Sold Summary

      • 6 Days On Market

  • 41 Dale Dr, Keene, NH 03431
    41 Dale Dr, Keene, NH 03431
    41 Dale Dr, Keene, NH 03431
    /28

    $389,000

    • 3 Beds
    • 1 Bath
    • 1,095 Sq Ft

    41 Dale Dr, Keene, NH 03431

    It is all here for you..the right buyer! Such a comfortable easy to live in ONE LEVEL home can be yours. The two car garage is a few steps from the back door of the house and so close to the pretty pergola that could be enhanced with grape vines and trailing flowering greens. . and surrounded by the newly painted fence around the back yard.. There is an open lawn are for more plantings, games,

    Susan Doyle BHG Masiello Keene

    41 Dale Dr, Keene, NH 03431
  • 398 Jordan Rd, Keene, NH 03431
    398 Jordan Rd, Keene, NH 03431
    398 Jordan Rd, Keene, NH 03431
    /46

    $508,000

    Sold Jun 03, 2026

    398 Jordan Rd, Keene, NH 03431

    • 3 Beds
    • 1.5 Baths
    • 1,403 Sq Ft
    • Built 1952

    Last Sold Summary

    • 3% Above List Price
    • $362/SF
    • 5 Days On Market

    Current Estimated Value $484,674

    Last Listing Agent Michelle Carter Four Seasons Sotheby's International Realty

    398 Jordan Rd, Keene, NH 03431
    • 35 Pierce Rd, Chesterfield, NH 03462
      35 Pierce Rd, Chesterfield, NH 03462
      35 Pierce Rd, Chesterfield, NH 03462
      /36

      Est $318,637

      Not Listed For Sale

      35 Pierce Rd, Chesterfield, NH 03462

      • 4 Beds
      • 2 Baths
      • 1,667 Sq Ft
      • Built 1890
      35 Pierce Rd, Chesterfield, NH 03462

      Last Sold Summary

      • 6 Days On Market

  • 78 Harkness Rd, Jaffrey, NH 03452
    78 Harkness Rd, Jaffrey, NH 03452
    78 Harkness Rd, Jaffrey, NH 03452
    /60

    $539,000

    Under Contract
    • 3 Beds
    • 3 Baths
    • 2,312 Sq Ft

    78 Harkness Rd, Jaffrey, NH 03452

    On the outskirts of Jaffrey Center Village, nestled on its own 1.94 acre lot, this outstanding home was custom designed by its original owner. The attention to detail is evident from the time you walk through a large front porch into the charming front to back gas fireplaced living room with handsome built-in bookcases, and a roomy dining area. A vaulted ceiling enhances the spaciousness of this

    Marc Tieger Tieger Realty Co. Inc.

    78 Harkness Rd, Jaffrey, NH 03452
  • 152 Halls Crossing Rd, Walpole, NH 03608
    152 Halls Crossing Rd, Walpole, NH 03608
    152 Halls Crossing Rd, Walpole, NH 03608
    /38

    $495,000

    Sold Nov 25, 2025

    152 Halls Crossing Rd, Walpole, NH 03608

    • 2 Beds
    • 2 Baths
    • 1,660 Sq Ft
    • Built 2007

    Last Sold Summary

    • 4% Below List Price
    • $298/SF
    • 40 Days On Market

    Current Estimated Value $495,633

    Last Listing Agent Heidi Bernier Berkley & Veller Greenwood Country

    152 Halls Crossing Rd, Walpole, NH 03608
    • 46 Old Cheshire Turnpike, Walpole, NH 03608
      46 Old Cheshire Turnpike, Walpole, NH 03608
      46 Old Cheshire Turnpike, Walpole, NH 03608
      /26

      Est $197,300

      Not Listed For Sale

      46 Old Cheshire Turnpike, Walpole, NH 03608

      • 1 Bed
      • 1 Bath
      • 552 Sq Ft
      • Built 1890
      46 Old Cheshire Turnpike, Walpole, NH 03608

      Last Sold Summary

      • 18 Days On Market

  • 658 Main St, Marlborough, NH 03455
    658 Main St, Marlborough, NH 03455
    658 Main St, Marlborough, NH 03455
    /41

    $420,000

    $30K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,713 Sq Ft

    658 Main St, Marlborough, NH 03455

    Step into the timeless character of this 1875 New Englander farmhouse, where classic charm meets modern comfort. Just waiting for your imagination to make this gem shine again. Set on 5 full acres with established garden space and sweeping mountain views, this property offers the perfect blend of history, beauty, and New Hampshire living. Inside, you’ll find amazing wood flooring that carries the

    Bruce Murphy Keller Williams Realty Metro-Keene

    658 Main St, Marlborough, NH 03455
  • 29 Grant St, Keene, NH 03431
    29 Grant St, Keene, NH 03431
    29 Grant St, Keene, NH 03431
    /60

    $520,000

    Sold Apr 22, 2026

    29 Grant St, Keene, NH 03431

    • 3 Beds
    • 2.5 Baths
    • 2,079 Sq Ft
    • Built 1870

    Last Sold Summary

    • 7% Above List Price
    • $250/SF
    • 6 Days On Market

    Current Estimated Value $502,560

    Last Listing Agent Donna Moxley Keller Williams Realty Metro-Keene

    29 Grant St, Keene, NH 03431
    • 29 Windsor Ct, Keene, NH 03431
      29 Windsor Ct, Keene, NH 03431
      29 Windsor Ct, Keene, NH 03431
      /36

      Not Listed For Sale

      29 Windsor Ct, Keene, NH 03431

      • 2 Beds
      • 2 Baths
      • 1,071 Sq Ft
      • Built 1989
      29 Windsor Ct, Keene, NH 03431

      Last Sold Summary

      • 26 Days On Market

  • 152 Old Chesterfield Rd, Winchester, NH 03470
    152 Old Chesterfield Rd, Winchester, NH 03470
    152 Old Chesterfield Rd, Winchester, NH 03470
    /31

    $425,000

    Under Contract
    • 1 Bed
    • 2 Baths
    • 1,232 Sq Ft

    152 Old Chesterfield Rd, Winchester, NH 03470

    2007 EXPANDABLE CAPE! A lovely, lovely home to begin with, plus the entire 2nd floor open to expansion, already plumbed and wired with layout for 2BR's and full bath with full shed dormer. On 7.5 acres with privacy and views to distant hills, you will not want to leave this serene home. It is a sanctuary. Plenty of wildlife viewing in your front yard. Inside is a welcoming single level layout

    Edith Fifield BHG Masiello Keene

    152 Old Chesterfield Rd, Winchester, NH 03470
  • 9 Scotland Rd, Winchester, NH 03470
    9 Scotland Rd, Winchester, NH 03470
    9 Scotland Rd, Winchester, NH 03470
    /18

    $110,000

    Sold Jul 22, 2026

    9 Scotland Rd, Winchester, NH 03470

    • Land
    • 14.49 Acres
    • $7,591 per Acre

    Last Sold Summary

    • 31% Below List Price
    • 802 Days On Market

    Current Estimated Value $175,822

    Last Listing Agent Jonathan Bafundi Realty One Group Next Level

    9 Scotland Rd, Winchester, NH 03470
    • 30 White Birch Dr, Chesterfield, NH 03443
      30 White Birch Dr, Chesterfield, NH 03443
      30 White Birch Dr, Chesterfield, NH 03443
      /40

      Est $677,380

      Not Listed For Sale

      30 White Birch Dr, Chesterfield, NH 03443

      • 3 Beds
      • 4 Baths
      • 1,536 Sq Ft
      • Built 2017
      30 White Birch Dr, Chesterfield, NH 03443

      Last Sold Summary

      • 3 Days On Market

  • 71 Headlands Rd, Winchester, NH 03470
    71 Headlands Rd, Winchester, NH 03470
    71 Headlands Rd, Winchester, NH 03470
    /42

    $445,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,066 Sq Ft

    71 Headlands Rd, Winchester, NH 03470

    This year-round lakefront retreat offers 100 feet of shoreline on Forest Lake and combines comfort, character, and stunning water views. Relax on the enclosed porch or one of several decks while enjoying the peaceful lakeside setting. The open-concept living and dining area features a pellet stove and abundant windows that capture beautiful lake views throughout the seasons. Outdoor living takes

    Anna Schierioth HKS Associates, Inc.

    71 Headlands Rd, Winchester, NH 03470
  • 20 Jaffrey Rd Unit 9, Fitzwilliam, NH 03447
    20 Jaffrey Rd Unit 9, Fitzwilliam, NH 03447
    20 Jaffrey Rd Unit 9, Fitzwilliam, NH 03447
    /23

    $110,000

    Sold May 14, 2026

    20 Jaffrey Rd Unit 9, Fitzwilliam, NH 03447

    • 3 Beds
    • 1 Bath
    • 1,104 Sq Ft
    • Built 1976

    Last Sold Summary

    • 15% Below List Price
    • $100/SF
    • 23 Days On Market

    Last Listing Agent Susan Love Duston Leddy Real Estate

    20 Jaffrey Rd Unit 9, Fitzwilliam, NH 03447
    • 21 Skyview Cir, Keene, NH 03431
      21 Skyview Cir, Keene, NH 03431
      21 Skyview Cir, Keene, NH 03431
      /21

      Est $431,542

      Not Listed For Sale

      21 Skyview Cir, Keene, NH 03431

      • 4 Beds
      • 2 Baths
      • 1,744 Sq Ft
      • Built 1987
      21 Skyview Cir, Keene, NH 03431

      Last Sold Summary

      • 3 Days On Market

  • 201 Gunn Rd, Keene, NH 03431
    201 Gunn Rd, Keene, NH 03431
    201 Gunn Rd, Keene, NH 03431
    /60

    $625,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 2,830 Sq Ft

    201 Gunn Rd, Keene, NH 03431

    Set on 2.1 beautifully landscaped acres surrounded by mature trees, gardens, and peaceful natural scenery, this thoughtfully updated 4 bedroom, 3 bath ranch offers the kind of setting that feels both private and welcoming. From the moment you arrive, the winding driveway, expansive lawn, and charming exterior create a sense of quiet retreat just minutes from everyday conveniences. Inside, the

    Christine Houston Greenwald Realty Group

    201 Gunn Rd, Keene, NH 03431
  • 11 Woodbury St, Keene, NH 03431
    11 Woodbury St, Keene, NH 03431
    11 Woodbury St, Keene, NH 03431
    /59

    $425,000

    Sold May 29, 2026

    11 Woodbury St, Keene, NH 03431

    • 3 Beds
    • 1 Bath
    • 1,178 Sq Ft
    • Built 1930

    Last Sold Summary

    • 13% Above List Price
    • $361/SF
    • 5 Days On Market

    Current Estimated Value $366,465

    Last Listing Agent Isabella Luhrs BHG Masiello Keene

    11 Woodbury St, Keene, NH 03431
    • 110 Arch St Unit 34, Keene, NH 03431
      110 Arch St Unit 34, Keene, NH 03431
      110 Arch St Unit 34, Keene, NH 03431
      /47

      Est $389,578

      Not Listed For Sale

      110 Arch St Unit 34, Keene, NH 03431

      • 3 Beds
      • 2 Baths
      • 1,726 Sq Ft
      • Built 1984
      110 Arch St Unit 34, Keene, NH 03431

      Last Sold Summary

      • 17 Days On Market

  • 00 Rd Unit 7, Gilsum, NH 03448
    00 Rd Unit 7, Gilsum, NH 03448
    00 Rd Unit 7, Gilsum, NH 03448
    /5

    $25,000

    $30K PRICE DROP
    • Land
    • 4.3 Acres
    • $5,814 per Acre

    00 Rd Unit 7, Gilsum, NH 03448

    PRICE IMPROVEMENT!! 4.3 acres with long frontage on both Route 10 and Old Marlow Road. Wetlands towards the south part of the property. Ashuelot River goes along one side and Route 10 & Old Marlow Road is on the other side. Very pretty woods. Snowmobile trail goes thru this property. Recreational property, probably not buildable, High water table. Set up your camper and enjoy the great fishing,

    Cynthia Westover Galloway Real Estate LLC

    00 Rd Unit 7, Gilsum, NH 03448
  • 59 S Winchester St, Swanzey, NH 03446
    59 S Winchester St, Swanzey, NH 03446
    59 S Winchester St, Swanzey, NH 03446
    /41

    $305,000

    Sold Nov 06, 2025

    59 S Winchester St, Swanzey, NH 03446

    • 3 Beds
    • 1.5 Baths
    • 1,643 Sq Ft
    • Built 1900

    Last Sold Summary

    • 13% Below List Price
    • $186/SF
    • 23 Days On Market

    Current Estimated Value $326,009

    Last Listing Agent Tanja Pellerin BobbyVan Realty

    59 S Winchester St, Swanzey, NH 03446
    • 84 Hunt Rd, Jaffrey, NH 03452
      84 Hunt Rd, Jaffrey, NH 03452
      84 Hunt Rd, Jaffrey, NH 03452
      /31

      Est $420,539

      Not Listed For Sale

      84 Hunt Rd, Jaffrey, NH 03452

      • 3 Beds
      • 2 Baths
      • 1,825 Sq Ft
      • Built 1979
      84 Hunt Rd, Jaffrey, NH 03452

      Last Sold Summary

      • 6 Days On Market

  • 21 Lorraine St, Keene, NH 03431
    21 Lorraine St, Keene, NH 03431
    /2

    $339,720

    $18K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 996 Sq Ft

    21 Lorraine St, Keene, NH 03431

    AUCTION- OCCUPIED. Cozy rambler offers 3 beds, 1 bath with an unfinished basement and sits on a spacious lot. The property is sold as with NO property disclosure, or inspection report, NO lease in place, NO interior photos, NO ACCESS - the seller does not represent or guarantee occupancy status. Please DO NOT DISTURB the occupant. "As is" CASH ONLY sale with no contingencies or inspections. Buyer

    Andrea Butcher RealHome Services and Solutions Inc/NH

    21 Lorraine St, Keene, NH 03431
  • 3 N Winchester St, Swanzey, NH 03446
    3 N Winchester St, Swanzey, NH 03446
    3 N Winchester St, Swanzey, NH 03446
    /10

    $370,000

    Sold Dec 19, 2025

    3 N Winchester St, Swanzey, NH 03446

    • 4 Beds
    • 3 Baths
    • 2,911 Sq Ft
    • Built 1850

    Last Sold Summary

    • 7% Below List Price
    • $127/SF
    • 9 Days On Market

    Last Listing Agent Josie McNeil Erwin Real Estate

    3 N Winchester St, Swanzey, NH 03446
    • 0 Old Settlers Rd, Alstead, NH 03602
      0 Old Settlers Rd, Alstead, NH 03602
      0 Old Settlers Rd, Alstead, NH 03602
      /16

      Not Listed For Sale

      0 Old Settlers Rd, Alstead, NH 03602

      0 Old Settlers Rd, Alstead, NH 03602

      Last Sold Summary

      • 13 Days On Market

  • 26 Cedar St, Hinsdale, NH 03451
    26 Cedar St, Hinsdale, NH 03451
    26 Cedar St, Hinsdale, NH 03451
    /21

    $109,900

    • 3 Beds
    • 2 Baths
    • 1,064 Sq Ft

    26 Cedar St, Hinsdale, NH 03451

    Sweet newer home in a tidy park!. Yes, there are rules, but rules to help keep the park looking fresh, clean and desirable! Check with the park to see if your pet fits the criteria. This home is close to Brattleboro, Keene and Greenfield, pick your shopping, medical and play lifestyle. The main bedroom with it's own bath and the 2 secondary bedrooms are at opposite ends of the home, so very

    Christine Lewis Brattleboro Area Realty

    26 Cedar St, Hinsdale, NH 03451
  • 40 Jaffrey Rd, Marlborough, NH 03455
    40 Jaffrey Rd, Marlborough, NH 03455
    40 Jaffrey Rd, Marlborough, NH 03455
    /28

    $347,000

    Sold Feb 06, 2026

    40 Jaffrey Rd, Marlborough, NH 03455

    • 3 Beds
    • 2 Baths
    • 1,820 Sq Ft
    • Built 1850

    Last Sold Summary

    • 5% Below List Price
    • $191/SF
    • 117 Days On Market

    Current Estimated Value $346,362

    Last Listing Agent Don Goudreau EXP Realty

    40 Jaffrey Rd, Marlborough, NH 03455
    • 0 Gilsum Rd, Sullivan, NH 03445
      0 Gilsum Rd, Sullivan, NH 03445
      0 Gilsum Rd, Sullivan, NH 03445
      /4

      Not Listed For Sale

      0 Gilsum Rd, Sullivan, NH 03445

      0 Gilsum Rd, Sullivan, NH 03445

      Last Sold Summary

      • 6 Days On Market

  • 69 High St, Walpole, NH 03608
    69 High St, Walpole, NH 03608
    69 High St, Walpole, NH 03608
    /60

    $899,000

    • 2 Beds
    • 3 Baths
    • 3,287 Sq Ft

    69 High St, Walpole, NH 03608

    Perched near the top of High Street, this beautifully renovated property offers the rare convenience of village living, where the church bells mark the hour and fill the air with music at noon and 5 p.m. Since purchasing the home in 2022, the current owner has completed extensive renovations and thoughtful landscaping, creating an inviting retreat that blends timeless charm with modern comfort.

    Heidi Bernier Berkley & Veller Greenwood Country

    69 High St, Walpole, NH 03608
  • 2 Ashley Ave Unit LOT 30, Hinsdale, NH 03451
    2 Ashley Ave Unit LOT 30, Hinsdale, NH 03451
    2 Ashley Ave Unit LOT 30, Hinsdale, NH 03451
    /36

    $380,000

    Sold May 15, 2026

    2 Ashley Ave Unit LOT 30, Hinsdale, NH 03451

    • 3 Beds
    • 2 Baths
    • 1,408 Sq Ft
    • Built 2026

    Last Sold Summary

    • 5% Above List Price
    • $270/SF
    • 14 Days On Market

    Last Listing Agent Kim Curry BHG Masiello Keene

    2 Ashley Ave Unit LOT 30, Hinsdale, NH 03451
    • 334 Chapman Rd, Keene, NH 03431
      334 Chapman Rd, Keene, NH 03431
      334 Chapman Rd, Keene, NH 03431
      /13

      Est $266,333

      Not Listed For Sale

      334 Chapman Rd, Keene, NH 03431

      334 Chapman Rd, Keene, NH 03431

      Last Sold Summary

      • 4 Days On Market

  • 229 Back Ashuelot Rd, Winchester, NH 03470
    229 Back Ashuelot Rd, Winchester, NH 03470
    229 Back Ashuelot Rd, Winchester, NH 03470
    /60

    $324,900

    Under Contract
    • 2 Beds
    • 1 Bath
    • 960 Sq Ft

    229 Back Ashuelot Rd, Winchester, NH 03470

    Welcome home to Ashuelot Road! Enjoy your quiet, extremely well-maintained river front home for many years to come. Just steps from the Ashuelot river and rail trail, this home is perfect for anyone seeking rest and relaxation from the busy days life brings. Featuring a brand new metal roof, as well as a brand new composite back deck and front entry way, you will never have to worry about

    Kenny Laughters LPT Realty

    229 Back Ashuelot Rd, Winchester, NH 03470
  • 0 Old Walpole Rd Unit 5-78-2, Keene, NH 03431
    0 Old Walpole Rd Unit 5-78-2, Keene, NH 03431
    0 Old Walpole Rd Unit 5-78-2, Keene, NH 03431
    /17

    $80,000

    Sold Nov 25, 2025

    0 Old Walpole Rd Unit 5-78-2, Keene, NH 03431

    • Land
    • 2.07 Acres
    • $38,647 per Acre

    Last Sold Summary

    • 11% Below List Price
    • 22 Days On Market

    Last Listing Agent Emily Lagerberg R.H. Thackston & Company

    0 Old Walpole Rd Unit 5-78-2, Keene, NH 03431

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