2,803

Keeling, VA Homes

Section Image
  • /2

    $12,500 Under Contract

    • Land
    • 2 Acres
    • $6,250 per Acre

    2149 Anderson Mill Rd, Chatham, VA 24531

    Justin Johnson ESKEY & ASSOCIATES REALTY

    2149 Anderson Mill Rd, Chatham, VA 24531
  • /5

    $126,000 Sold Nov 12, 2025

    757 Woodlawn Academy Rd, Chatham, VA 24531

    • 3 Beds
    • 2 Baths
    • 1,528 Sq Ft
    • Built 1971

    Last Sold Summary

    • 48% Above List Price
    • $82/SF
    • 18 Days On Market

    Last Listing Agent Jay Wentz WILKINS & CO., REALTORS, INC.

    757 Woodlawn Academy Rd, Chatham, VA 24531
    • /28

      Est $180,909 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,266 Sq Ft

      616 Oakland Dr, Chatham, VA 24531

      616 Oakland Dr, Chatham, VA 24531
  • /73

    $479,900

    • 2 Beds
    • 1 Bath
    • 1,512 Sq Ft

    2348 Anderson Mill Rd, Chatham, VA 24531

    Looking for a secluded cabin on 23+ acres that could easily be fenced to create a horse property? This home has been completely renovated. The home offers a tin roof, replacement windows, new custom kitchen with new appliances, tile backsplash and farmhouse sink. There are exposed beams, classic chinking, a stunning double-sided river rock fireplace, new bathroom, beautiful hardwood floors and

    Diron Clements WILKINS & CO., REALTORS, INC.

    2348 Anderson Mill Rd, Chatham, VA 24531
  • /42

    $225,000 Sold Jan 15, 2026

    288 Moses Mill Rd, Chatham, VA 24531

    • 3 Beds
    • 2 Baths
    • 1,492 Sq Ft
    • Built 1960

    Last Sold Summary

    • 4% Below List Price
    • $151/SF
    • 82 Days On Market

    Last Listing Agent Jacob Rowland Keller Williams

    288 Moses Mill Rd, Chatham, VA 24531
    • /18

      Est $198,275 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,553 Sq Ft

      610 Oakland Dr, Chatham, VA 24531

      610 Oakland Dr, Chatham, VA 24531
  • /62

    $399,900 Under Contract

    • 7 Beds
    • 3 Baths
    • 5,944 Sq Ft

    117 Reid St, Chatham, VA 24531

    This Magnificent Victorian Home rest on 4.28 AC in the Heart of Chatham Virginia. This Grand Town is the home of Hargrave Military Academy and Chatham Hall Boarding School. The 7 total bedrooms make it easy for this to be a primary residence, secondary home or a Bed & Breakfast for the business minded buyer. The 1st floor offers a foyer, 2 livingrooms, 2 dining rooms, 2 bedrooms, 2 kitchens and 2

    Diron Clements WILKINS & CO., REALTORS, INC.

    117 Reid St, Chatham, VA 24531
  • /9

    $350,000 Sold Jul 30, 2025

    124 N Main St, Chatham, VA 24531

    • 5 Beds
    • 3.5 Baths
    • 4,521 Sq Ft
    • Built 1890

    Last Sold Summary

    • 12% Below List Price
    • $77/SF
    • 164 Days On Market

    Current Estimated Value $337,077

    Last Listing Agent Sarah Welch WILKINS & CO., REALTORS, INC.

    124 N Main St, Chatham, VA 24531
    • /11

      Est $214,324 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,194 Sq Ft

      128 Hedrick Dr, Chatham, VA 24531

      128 Hedrick Dr, Chatham, VA 24531
  • /7

    $15,000

    • Land
    • 0.53 Acre
    • $28,302 per Acre

    lot 7 Cherrystone Lake Rd, Chatham, VA 24531

    Beautiful mostly wooded building lot in the Chatham area. Quiet road near the Cherrystone Lake. Secluded, but close enough to all that matters. Downtown Chatham, Gretna, and Danville are all withing short distances. Smith Mountain Lake as well as Buggs Island Reservoir are all within a short dive time. Larger cities like Roanoke, Richmond, and Raleigh NC within a reasonable drive. Pictures

    Harris Silverman RAMSEY YEATTS & ASSOCIATES, REALTORS

    lot 7 Cherrystone Lake Rd, Chatham, VA 24531
  • /45

    $200,000 Sold Oct 06, 2025

    246 N Main St, Chatham, VA 24531

    • 4 Beds
    • 2 Baths
    • 3,025 Sq Ft
    • Built 1902

    Last Sold Summary

    • 13% Below List Price
    • $66/SF
    • 82 Days On Market

    Current Estimated Value $199,688

    Last Listing Agent Donna Gibson WILKINS & CO., REALTORS, INC.

    246 N Main St, Chatham, VA 24531
    • /40

      Est $269,108 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,015 Sq Ft

      540 Jefferson Dr, Chatham, VA 24531

      540 Jefferson Dr, Chatham, VA 24531
  • /64

    $3,750,000

    • 5 Beds
    • 2 Baths
    • 4,000 Sq Ft

    400 Doe Ln, Chatham, VA 24531

    Experience timeless Southern elegance at Whitehall, a historic 619-acre estate in Chatham, VA. Built in 1939 by son of U.S. Congressman Joseph Whitehead, the plantation-style home sits atop a hill, accessed by a half-mile oak-lined driveway. Inside, the residence features five generous bedrooms?four upstairs and one on the main level?along with two full bathrooms, including a walk-in shower and

    Andrew Hardy FRANK HARDY SOTHEBY'S INTERNATIONAL REALTY

    400 Doe Ln, Chatham, VA 24531
  • /2

    $210,000 Sold Jul 02, 2025

    122 Hedrick Dr, Chatham, VA 24531

    • 3 Beds
    • 2.5 Baths
    • 2,450 Sq Ft
    • Built 1962

    Last Sold Summary

    • $86/SF
    • 14 Days On Market

    Current Estimated Value $207,039

    Last Listing Agent Sarah Welch WILKINS & CO., REALTORS, INC.

    122 Hedrick Dr, Chatham, VA 24531
    • /28

      Est $372,459 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,489 Sq Ft

      649 S Main St, Chatham, VA 24531

      649 S Main St, Chatham, VA 24531
  • /34

    $112,500 Pending

    • 2 Beds
    • 1 Bath
    • 1,084 Sq Ft

    381 Moses Mill Rd, Chatham, VA 24531

    Welcome to 381 Moses Mill Road, a charming retreat nestled in the serene countryside of Chatham, Virginia. This TurnKey property offers modern comfort within a classic design, boasting a spacious living area flooded with natural light and a well-appointed kitchen perfect for culinary adventures. With comfortable bedrooms and a basement area awaiting your creative touch, this residence provides a

    Derek Greene The Greene Realty Group

    381 Moses Mill Rd, Chatham, VA 24531
  • /2

    $64,000 Sold Sep 30, 2025

    36 Depot St, Chatham, VA 24531

    • 3 Beds
    • 2 Baths
    • 1,641 Sq Ft
    • Built 1880

    Last Sold Summary

    • $39/SF
    • 58 Days On Market

    Last Listing Agent Tinsley Brazauskas Berry-Elliott, REALTORS

    36 Depot St, Chatham, VA 24531
    • /48

      Est $297,893 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,803 Sq Ft

      343 S Main St, Chatham, VA 24531

      343 S Main St, Chatham, VA 24531
  • /4

    $195,000

    • Land
    • 36.04 Acres
    • $5,411 per Acre

    3400 Halifax Rd, Chatham, VA 24531

    This 36.04-acre recently cleared parcel is part of the larger Whitehall estate at 400 Doe Lane and is now offered as its own independent tract. The land features gently rolling, open acreage well-suited for a variety of uses, including a future homesite, agricultural pursuits, or recreational enjoyment. With its open setting and excellent usability, the parcel offers flexibility and strong

    Andrew Hardy FRANK HARDY SOTHEBY'S INTERNATIONAL REALTY

    3400 Halifax Rd, Chatham, VA 24531
  • /35

    $295,000 Sold Mar 27, 2025

    2297 Tight Squeeze Rd, Chatham, VA 24531

    • Land
    • 35.34 Acres
    • $8,347 per Acre

    Last Sold Summary

    • 9% Below List Price
    • 142 Days On Market

    Last Listing Agent Chris Dunlap HAUSER REALTY GROUP

    2297 Tight Squeeze Rd, Chatham, VA 24531
    • /33

      Est $191,668 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,392 Sq Ft

      1504 Fairview Rd, Chatham, VA 24531

      1504 Fairview Rd, Chatham, VA 24531
  • /10

    $19,000 Under Contract

    • Land
    • 0.99 Acre
    • $19,192 per Acre

    00 4A Hodnetts Mill Rd, Chatham, VA 24531

    Beautiful mostly wooded building lot in the Chatham area. Quiet road near the Cherrystone Lake. Secluded, but close enough to all that matters. Downtown Chatham, Gretna, and Danville are all withing short distances. Smith Mountain Lake as well as Buggs Island Reservoir are all within a short dive time. Larger cities like Roanoke, Richmond, and Raleigh NC within a reasonable drive. Pictures may

    Harris Silverman RAMSEY YEATTS & ASSOCIATES, REALTORS

    00 4A Hodnetts Mill Rd, Chatham, VA 24531
  • /61

    $395,000 Sold Mar 12, 2025

    135 Reid St, Chatham, VA 24531

    • 5 Beds
    • 3 Baths
    • 3,680 Sq Ft
    • Built 1912

    Last Sold Summary

    • $107/SF
    • 110 Days On Market

    Current Estimated Value $367,421

    Last Listing Agent Kimberly Fowlkes KELLER WILLIAMS

    135 Reid St, Chatham, VA 24531
    • /26

      Est $289,640 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,400 Sq Ft

      1630 Dairy View Rd, Chatham, VA 24531

      1630 Dairy View Rd, Chatham, VA 24531
  • /18

    $190,000

    204 S Main St, Chatham, VA 24531

    RENOVATORS AND INVESTORS - TAKE A LOOK AT THIS PROPERTY! Originally a 5 bedroom, 2 bathroom home with formal dining and living rooms, this property has been taken down to the studs and is ready to finish. This spacious residence is located on Main Street in the charming Town of Chatham, Virginia. The property also sits on over 2 1/2 acres that would be perfect for a greenhouse, garden, pool, or

    Emily Wright RAMSEY YEATTS & ASSOCIATES, REALTORS

    204 S Main St, Chatham, VA 24531
  • /18

    $223,000 Sold Sep 30, 2025

    2130 Riddle Rd, Chatham, VA 24531

    • 3 Beds
    • 2 Baths
    • 1,176 Sq Ft
    • Built 2000

    Last Sold Summary

    • 1% Below List Price
    • $190/SF
    • 71 Days On Market

    Last Listing Agent Jim Houser WILKINS & CO., REALTORS, INC.

    2130 Riddle Rd, Chatham, VA 24531
    • /13

      Est $284,609 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 3,669 Sq Ft

      480 Fairview Rd, Chatham, VA 24531

      480 Fairview Rd, Chatham, VA 24531
  • /32

    $216,600 Pre-Foreclosure

    • 4 Beds
    • 2 Baths
    • 2,835 Sq Ft

    270 N Main St, Chatham, VA 24531

    Charming traditional home on a corner lot in the Town Of Chatham. All contracts and offers are subject to final review and approval by seller. ** Contracts are not binding unless the entire agreement is ratified by all parties. *Please note all offers are subject to HUD approval and must have a valid appraisal to close** Seller Pays”

    Helen McKenzie JACOBS REAL ESTATE

    270 N Main St, Chatham, VA 24531
  • /14

    $62,500 Sold Oct 17, 2025

    1-Lot Cherrystone Lake Rd, Chatham, VA 24531

    • Land
    • 10.38 Acres
    • $6,021 per Acre

    Last Sold Summary

    • 17% Below List Price
    • 20 Days On Market

    Last Listing Agent Sabrina Tomlin NextHome TwoFourFive

    1-Lot Cherrystone Lake Rd, Chatham, VA 24531
    • /28

      Est $274,741 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,996 Sq Ft

      240 Anderson Mill Rd, Chatham, VA 24531

      240 Anderson Mill Rd, Chatham, VA 24531
  • /41

    $267,100 Pending

    • 4 Beds
    • 2 Baths
    • 1,420 Sq Ft

    1433 Chalk Level Rd, Chatham, VA 24531

    Priced to sell! Fully renovated and move-in ready, this charming Chatham bungalow offers convenient one-level living with 4 bedrooms and 2 full baths. Enjoy brand-new LVP flooring, a stunning kitchen with granite countertops, stainless steel appliances, and under-cabinet lighting. Everything is new--roof, furnace, bathrooms, garage doors with openers, and freshly sealed driveway. One bedroom

    Rene Reiner REINER REALTY

    1433 Chalk Level Rd, Chatham, VA 24531
  • /2

    $235,000 Sold Dec 04, 2025

    540 S Main St, Chatham, VA 24531

    • 3 Beds
    • 2 Baths
    • 1,794 Sq Ft
    • Built 1920

    Last Sold Summary

    • $131/SF
    • 0 Days On Market

    Last Listing Agent Amy Wood KELLER WILLIAMS

    540 S Main St, Chatham, VA 24531
    • /2

      Est $245,970 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,021 Sq Ft

      420 Emery Rd, Chatham, VA 24531

      420 Emery Rd, Chatham, VA 24531
  • /23

    $189,000

    • 4 Beds
    • 2 Baths
    • 1,754 Sq Ft

    439 Peach St, Chatham, VA 24531

    This lovely, well-kept, 4 bedroom, 2 bath home sits on a gorgeous .42 acre corner lot in charming Chatham. Whether you are downsizing, aging in place, or just starting out, this home offers comfortable living on one level, with one fireplace and a lovely sun porch, as well as a generous utility room for crafting or other activities. Enjoy grilling or just chilling on the back deck. Don't miss the

    Alisa Davis WILKINS & CO., REALTORS, INC.

    439 Peach St, Chatham, VA 24531
  • /19

    $185,000 Sold Jun 19, 2025

    608 Oakland Dr, Chatham, VA 24531

    • 3 Beds
    • 1 Bath
    • 1,525 Sq Ft
    • Built 1955

    Last Sold Summary

    • 7% Below List Price
    • $121/SF
    • 83 Days On Market

    Current Estimated Value $178,657

    Last Listing Agent Chuck Eskey ESKEY & ASSOCIATES REALTY

    608 Oakland Dr, Chatham, VA 24531
    • /14

      Est $107,675 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 2,100 Sq Ft

      360 Hawkins Rd, Chatham, VA 24531

      360 Hawkins Rd, Chatham, VA 24531
  • /19

    $147,900

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    1368 Beverly Heights Rd, Chatham, VA 24531

    Totally remodeled 3BR/1BA home on LARGE almost 1 acre lot! This home gives you open floorplan kitchen / living room / designated dining room, NEW vinyl plank flooring, NEW replacement windows, NEW quartz counters & updated cabinets, NEW appliances - stove / fridge / microwave, NEW mini-splits HVAC (one in each bedroom & 1 in lr/kit/dr), NEW updated bathroom with new shower surround, vanity,

    Rick Fain JEFF DAVIS & ASSOCIATES, LLC

    1368 Beverly Heights Rd, Chatham, VA 24531
  • /19

    $184,000 Sold Nov 20, 2025

    17 Woodlawn Heights, Chatham, VA 24531

    • 3 Beds
    • 2 Baths
    • 1,272 Sq Ft
    • Built 1950

    Last Sold Summary

    • 10% Below List Price
    • $145/SF
    • 44 Days On Market

    Last Listing Agent Elizabeth Ware ELIZABETH WARE REALTORS

    17 Woodlawn Heights, Chatham, VA 24531
    • /28

      Est $101,834 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,574 Sq Ft

      832 Dry Bridge Rd, Chatham, VA 24531

      832 Dry Bridge Rd, Chatham, VA 24531
  • /2

    $38,000

    • Land
    • 1.6 Acres
    • $23,750 per Acre

    01.60 AC Main St, Chatham, VA 24531

    1.60 AC Building Lot, Zoned R-1 located on the corner of N Main St. & Clarktown Church Rd. Easy access to Town of Chatham & Route 29 to Lynchburg, Altavista, Gretna, etc.

    Sarah Welch WILKINS & CO., REALTORS, INC.

    01.60 AC Main St, Chatham, VA 24531

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