Chatham, VA Homes for Sale

Rare find in the Oakland community of the Town of Chatham! Spacious split level with large living space on both levels. First floor offers living room with kitchen dining great room area with storage room and full bath. Upper level has hardwood floors with 3 bedrooms and a full bath, family room with another bonus room flex space above the carport. Easily a large 4th bedroom with added closet!

Ramsey Yeatts RAMSEY YEATTS & ASSOCIATES, REALTORS

This is an updated, remodeled home with an added back wood deck and side porch, enclosed sunroom, new vinyl siding, and additional living room space. Within the past 3 years: New roof, new HVAC, painted cabinets, and new granite countertops. New insulation, electrical, and plumbing. Composite decking on front porch and new windows, new doors, and new drywall. All new tiled bathrooms. Come see

Samantha Aaron Keller Williams

Updated brick ranch tucked on a quiet street with breathtaking mountain views showcased through the oversized front picture window. Natural light fills the living room, making it feel warm and inviting from the moment you walk in. 3 bedrooms, 1.5 baths with a functional layout and fresh updates throughout, and is truly move-in ready. Major upgrades include a new roof and HVAC, giving you added

Jessica Malaska KELLER WILLIAMS REALTY ROANOKE

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.

Move-in ready, charming ranch-style 3–4 bedroom home offering convenient one-level living. The spacious floor plan is ideal for family living and features two bathrooms, a generous primary bedroom, and a comfortable family room. Recent updates include a new roof and encapsulated crawl space (2021), new gutters and gutter guards installed in (2024), and a freshly painted exterior providing

Jason Merricks WILKINS & CO., REALTORS, INC.

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

NEW PRICE, new photos, with virtual staging showing the true potential of this property! Do not sleep on this! 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

Alisa Davis WILKINS & CO., REALTORS, INC.

Classic charm meets Main Street living at 237 S Main St. Offering 3,966 SF of heated living space, this beautiful 2-story home features hardwood floors throughout-oak on the main level & pine upstairs-along with tall ceilings & rich architectural detail. The main level includes a spacious primary with en-suite bath, while a second primary upstairs also offers an en suite bath w/jetted tub &

Kimberly Fowlkes KELLER WILLIAMS

Come see this, Beautiful two story home in the Town of Chatham. Huge dining room, study area and living room. Bedroom on the first level with bath. Enclosed sun room off of eat in kitchen. Huge bedrooms upstairs with full bath.

Nikki Dodson DODSON REALTY

Unique opportunity in the Town of Chatham! 65 N Main Street is a versatile residential property offering multiple uses. The home is currently divided into two separate rental units, but can easily be opened into one full residence. The main portion features 2 bedrooms and 1 bath, while the adjoining apartment offers 2 bedrooms and 2 baths. A simple door conversion allows the home to function as

Bear Davidson United Country Virginia Realty

This approximately 234-acre parcel is part of the historic Whitehall estate at 400 Doe Lane and is offered subject to final survey. At its center stands the original plantation-style residence, built in 1939 by the son of U.S. Congressman Joseph Whitehead and positioned atop a hill, reached by a half-mile oak-lined driveway that creates a striking approach. The home offers five bedrooms—four

Andrew Hardy FRANK HARDY SOTHEBY'S INTERNATIONAL REALTY

Investors Special. 1 Bedroom/1 Bathroom Home on a spacious 1.50 acre lot near Chatham High School. Lots of privacy. Home will not qualify for a loan, as extensive work is needed. No central heat and air. Seller used a woodstove to heat home. Home must sell for Assessed Value.

Emily Wright RAMSEY YEATTS & ASSOCIATES, REALTORS

INVESTOR SPECIAL! Centrally located in the charming town of Chatham, near Hargrave Military Academy and Chatham Hall. Walk to nearby Silas Moore Park, the Community Market, and more! With a little love, this home could be a charmer! Preliminary demo already done!

Alisa Davis WILKINS & CO., REALTORS, INC.

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.

Tucked away on 2.24 acres in the quiet countryside of Chatham, this 1930 farmhouse is a step into a simpler time. Original woodlap walls and roof echo stories of the past, while two porches invite you to slow down and savor the view. A small chicken coop and vintage outbuildings dot the property, ready for revival. While electric, well, and septic will need to be added, the groundwork is here for

Lila Headden MANASCO REALTY

Move in ready! One level home on 14 acres of open land that offers road frontage on both Marion Rd and Callands Rd. This well kept 3 bedroom, 2 bath home features a newer metal roof, spacious living areas, and a primary suite with an ensuite bath and walk in closet. The useable acreage lays relatively flat and contains multiple outbuildings for storage, equipment, or agricultural needs: three

Karl Miller Karl Miller Realty LLC

What a great starter home or investment property! This 3br/2ba home provides you gorgeous hardwood floors, updated kitchen with all appliances, designated dining room, and all 3 bedrooms on the main floor. Large updated bathroom on main level has nice walk-in shower, replacement windows throughout home, central heat & AC! Downstairs full bathroom and possible 4th bedroom, inside entry and outside

Rick Fain JEFF DAVIS & ASSOCIATES, LLC

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

This property is currently under construction. Estimated completion date 09/01/26.This Heritage model features beautiful one level living with a split floor plan, 3 bedrooms, 2 bathrooms and a covered front porch. This home boasts a charming open floor plan and living area that provides a delightful retreat without sacrificing comfort. The kitchen is designed to maximize space and offers

Callie Reyes Mark A. Dalton & Co., Inc.