Pittsylvania, VA Homes

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  /45

  $229,900

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

  246 N Main St, Chatham, VA 24531

  Charming historic home looking for a new owner to bring it back to it's original beauty. Original hardwood floors, and moldings throughout. Pocket doors on the main level, DR is being used as a main floor bedroom. Property adjoins Hargrave Military Academy. Priced at $229,900 due to the needed updates. Some contents is available for purchase. This property may not meet VA & FHA appraisal

  

  Donna Gibson

  WILKINS & CO., REALTORS, INC.

  (434) 442-6008

  246 N Main St, Chatham, VA 24531
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  /12

  $975 - $1,195 per month

  Chatham Lofts

  1 Bed

  315 S Main St, Chatham, VA 24531

  Chatham Lofts is the charming, historic home with lots of amenities that you have been looking for! And these apartments are pet-friendly!Chatham Lofts is a clever renovation of a 1920's school and offers open floor plans, modern kitchens, and large windows that overlook 10 beautiful acres! Escape the big city and enjoy small town life! Chatham lofts is just a few steps away from SAFE and

  315 S Main St, Chatham, VA 24531
• 

  

  

  /11

  $31,000 Sold Jul 28, 2025

  • Land
  • 2.50 Acres
  • $12,400 per Acre

  • 106 Days On Market

  3298 Sago Rd, Chatham, VA 24531

  Welcome to your dream homesite on 2.5 acres of picturesque landscape, offering a stunning backdrop of mountain views. With over 400 feet of road frontage, ideal for building your forever home. The driveway is already in place, leading to a cleared area at the front with serene woods at the rear, ensuring privacy & tranquility. Enjoy the freedom of NO RESTRICTIONS, allowing you the flexibility to

  Kimberly Fowlkes KELLER WILLIAMS

  3298 Sago Rd, Chatham, VA 24531
• 

  

  

  /23

  Est $283,277 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,624 Sq Ft

  513 Lester Rd, Chatham, VA 24531

  513 Lester Rd, Chatham, VA 24531
• 

  

  

  /26

  $329,000

  • 4 Beds
  • 2 Baths
  • 2,604 Sq Ft

  3985 Spring Garden Rd, Chatham, VA 24531

  Beautiful Depression Era Home. Private foyer divides Dining Room, Living Room and Family Room with open staircase to bedroom level. Convenient Butler Pantry with outside entrance serves kitchen, Dining Room and Family Room. Potential 5th bedroom or upstairs office. Kitchen and Butler pantry has laminated vinyl, baths have ceramic tile while all other rooms feature original hardwoods, Hardwoods

  

  Tom Cahill

  RIVER CITY LLC

  (434) 478-4668

  3985 Spring Garden Rd, Chatham, VA 24531
• 

  

  /19

  $96,440 Sold Jul 25, 2025

  • Land
  • 8 Acres
  • $11,619 per Acre

  • 78 Days On Market

  8.3 ac Cherrystone Rd, Chatham, VA 24531

  Beautiful 8.3+/- acres just outside the town of Chatham with mostly open fields and beautiful views for your new construction home! Not another tract of land like this on the market ! First time this property has been for sale since 1938 with long family history of ownership! Easy access to US 29 with public water and sewer available. Home site secluded with long road frontage and entrance

  Ramsey Yeatts RAMSEY YEATTS & ASSOCIATES, REALTORS

  8.3 ac Cherrystone Rd, Chatham, VA 24531
• 

  

  /46

  Est $432,125 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,256 Sq Ft

  1485 Lester Rd, Chatham, VA 24531

  1485 Lester Rd, Chatham, VA 24531
• 

  

  /21

  $379,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 1,512 Sq Ft

  2348 Anderson Mill Rd, Chatham, VA 24531

  Rare opportunity to own 23+ acres of serene countryside, paired with a beautifully restored log home. Near To Smith Mtn Lake, Homeplace Vineyards, Olde Dominion Agricultural Complex, Hargrave Military Academy, Chatham Hall, and just 20 minutes to Caesars in Danville - this property offers both convenience and seclusion. Featuring exposed beams, classic chinking, and a stunning double-sided river

  Genna Dickinson RAMSEY YEATTS & ASSOCIATES, REALTORS

  2348 Anderson Mill Rd, Chatham, VA 24531
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  /18

  $255,420 Sold Jul 17, 2025

  • Land
  • 38 Acres
  • $6,750 per Acre

  • 266 Days On Market

  000 Cherrystone Lake Rd, Chatham, VA 24531

  Waterfront Property in Pittsylvania County. This 37.84 Acres is located on Cherrystone Lake Rd. The back side of the property fronts Roaring Fork Lake. This property offers incredible views of the lake as well as seclusion. This would be the perfect property to build your primary home or consider building a vacation get-away cabin in the woods overlooking the lake. This is a great price on this

  Diron Clements WILKINS & CO., REALTORS, INC.

  000 Cherrystone Lake Rd, Chatham, VA 24531
• 

  

  /47

  Est $409,333 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 3,260 Sq Ft

  1105 Abbott Place, Chatham, VA 24531

  1105 Abbott Place, Chatham, VA 24531
• 

  

  /75

  $850,000

  • 2 Beds
  • 2 Baths
  • 1,688 Sq Ft

  1084 Hedge Rd, Chatham, VA 24531

  Exceptional 127-Acre Homestead and Outdoorsman's Dream. This turnkey farm features a well-maintained 1900 Virginia Farmhouse with modern updates. Stainless steel appliances, granite countertops, ample cabinetry, and a dry bar with a wine fridge and prep sink in the kitchen. Shiplap ceilings and wood flooring run throughout the main level, with original hardwood floors in the living room and

  Micah Woodall Mast Realty Estates and Farms

  1084 Hedge Rd, Chatham, VA 24531
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  /4

  $14,500 Sold Jul 17, 2025

  • Land
  • 0.90 Acre
  • $16,111 per Acre

  • 525 Days On Market

  00 Green Pond Rd, Chatham, VA 24531

  Back on market by no fault of seller. Beautiful building lot rural county area. Just over an acre of cleared flat land to be the site of your new home. Great area of the county just a hope, skip, and jump from Burton Lake. A little farther to Smith Mountain. Easy access major arteries for travel further away. PERC testing was done several years ago., No longer on file at the county, but

  Harris Silverman RAMSEY YEATTS & ASSOCIATES, REALTORS

  00 Green Pond Rd, Chatham, VA 24531
• 

  

  /25

  Est $146,759 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  892 Sheva Rd, Chatham, VA 24531

  892 Sheva Rd, Chatham, VA 24531
• 

  

  /55

  $1,050,000

  • Land
  • 100 Acres
  • $10,500 per Acre

  4031 Marion Rd, Chatham, VA 24531

  Income Producing Property! 20,000 sqft chicken house operation and large free span litter shed! WILLING TO SUBDIVIDE CHICKEN OPERATION FROM FARM. 40 acres in pasture. 4,060ft of frontage on Marion Rd and 670 on Irish Rd. 4,000ft of Lick Branch running through 20 acres of mature hardwoods. 10 acres in 20 year old planted pines. 1950 farm house heated by a central boiler wood stove, ideal for farm

  Micah Woodall Mast Realty Estates and Farms

  4031 Marion Rd, Chatham, VA 24531
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  /62

  $275,000 Sold Jul 16, 2025

  • 1,848 Sq Ft
  • $149/SF
  • 2 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1990

  560 Tomahawk Mill Rd, Chatham, VA 24531

  Looking for peace and quiet with room to grow? Look no further then this sprawling 25.75 acre mini farm. Featuring a cozy manufactured home with rocking chair front porch, 3 bedrooms, 2 full baths, spacious kitchen with solid hardwood cabinets, a living room and a den with wood burning fireplace allows for the family to spread out. The property is completely cross fenced with woven wire and

  Jennifer Mazeika PROPERTY NAVIGATORS LLC

  560 Tomahawk Mill Rd, Chatham, VA 24531
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  /14

  Est $296,587 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  1188 Sheva Rd, Chatham, VA 24531

  1188 Sheva Rd, Chatham, VA 24531
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  /74

  $349,900 Open Wed 5PM - 7PM

  • 4 Beds
  • 2 Baths
  • 2,018 Sq Ft

  227 Catalpa Dr, Chatham, VA 24531

  OPEN HOUSE - Wednesday, Aug 6th 5-7pm! Immaculate, one of a kind 4 BR / 2 BA Cape Cod updated inside & out! The main level features a pretty living room with a wood burning fireplace, beautifully remodeled kitchen with a granite island which flows into a spacious dining room with a second fireplace. This home has many upgrades - too many to list here. Pretty hardwood floors and main level

  Lolly Baker Mark A. Dalton & Co., Inc.

  227 Catalpa Dr, Chatham, VA 24531
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  /9

  $170,000 Sold Jul 16, 2025

  • 1,458 Sq Ft
  • $117/SF
  • 83 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1964

  201 Rison St, Chatham, VA 24531

  Lovely, move-in ready cottage on a quiet street, with fresh paint and refinished floors, just waiting for your touch! Excellent workmanship in this home, fenced back and front yards. Cozy sunporch will be where you spend all your time! Third bedroom could easily be home office. Easy maintenance!

  Alisa Davis WILKINS & CO., REALTORS, INC.

  201 Rison St, Chatham, VA 24531
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  /4

  Est $113,503 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,750 Sq Ft

  4721 Spring Garden Rd, Chatham, VA 24531

  4721 Spring Garden Rd, Chatham, VA 24531
• 

  

  /60

  $340,000

  • 5 Beds
  • 2 Baths
  • 3,320 Sq Ft

  111 N Main St, Chatham, VA 24531

  Charming and spacious 5-bedroom, 2-bath home located on Main Street in the heart of Chatham! Enjoy the convenience of a main-level primary suite with en-suite bath, high ceilings, gorgeous moldings and beautiful hardwood floors throughout. The living room features a cozy fireplace with gas logs and built-in bookshelves. The kitchen offers a built-in desk, a large eating area, & appliances that

  Kimberly Fowlkes KELLER WILLIAMS

  111 N Main St, Chatham, VA 24531
• 

  

  /35

  $260,000 Sold Jun 30, 2025

  • 1,557 Sq Ft
  • $167/SF
  • 432 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1962

  1673 Chalk Level Rd, Chatham, VA 24531

  Very well maintained home, over 4 acres of level land, large 40 x 50 shop with 200 amp electricity, large dog lot with 4 pins w/water & electric, family room with fp/ gas logs, replacement windows, new generator less than 2 years old, metal roof, single garage in the back, hardwood flooring, unfinished basement. Also there is a underground oil tank that has been filled in by code.

  Kelli Hauser HAUSER REALTY GROUP

  1673 Chalk Level Rd, Chatham, VA 24531
• 

  

  /34

  Est $242,000 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft

  440 Sheva Rd, Chatham, VA 24531

  440 Sheva Rd, Chatham, VA 24531
• 

  

  /23

  $325,000

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

  238 N Main St, Chatham, VA 24531

  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. Home is being sold as is. Seller to make no repairs.

  Nikki Dodson DODSON REALTY

  238 N Main St, Chatham, VA 24531
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  /2

  $32,500 Sold Jun 20, 2025

  • Land
  • 6 Acres
  • $5,078 per Acre

  • 7 Days On Market

  6.4 AC Brandon Rd, Chatham, VA 24531

  Nice road frontage and large open field with multiple home sites.

  Ramsey Yeatts RAMSEY YEATTS & ASSOCIATES, REALTORS

  6.4 AC Brandon Rd, Chatham, VA 24531
• 

  

  /33

  Est $345,639 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,641 Sq Ft

  5009 Chalk Level Rd, Chatham, VA 24531

  5009 Chalk Level Rd, Chatham, VA 24531
• 

  

  /17

  $245,000

  • 4 Beds
  • 3 Baths
  • 1,988 Sq Ft

  2765 Union Hall School Rd, Chatham, VA 24531

  Welcome to your private retreat in Chatham! This 2004 ranch-style home sits on a peaceful 2.86-acre lot, offering a perfect blend of privacy and potential. The partially finished basement features an extra bedroom, full bath, and family room, giving you plenty of space for guests or hobbies. A double carport and spacious deck add outdoor living options. With a little cosmetic refresh—paint,

  Abby Manasco MANASCO REALTY

  2765 Union Hall School Rd, Chatham, VA 24531
• 

  

  /19

  $185,000 Sold Jun 19, 2025

  • 1,525 Sq Ft
  • $121/SF
  • 83 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1955

  608 Oakland Dr, Chatham, VA 24531

  Nestled in the charming town of Chatham, Virginia, this delightful three-bedroom, one-bath brick ranch exudes warmth and comfort. As you step inside, you'll be greeted by beautiful hardwood floors that flow throughout the home, leading you to a cozy living room complete with a welcoming fireplace—perfect for those chilly evenings. The eat-in kitchen is both functional and inviting, offering

  Chuck Eskey ESKEY & ASSOCIATES REALTY

  608 Oakland Dr, Chatham, VA 24531
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  /68

  Est $312,219 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,788 Sq Ft

  273 Catawba Dr, Chatham, VA 24531

  273 Catawba Dr, Chatham, VA 24531
• 

  

  /83

  $285,000

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

  1433 Chalk Level Rd, Chatham, VA 24531

  Come check out this completely renovated cute bungalow in the town of Chatham. New everything. New LVP flooring, new kitchen with new stainless steel appliances and granite countertops, new under cabinet lighting, new bathrooms, new roof, new furnace, new garage doors and garage door openers, even the paved driveway was newly sealed. Convenient one level living floor plan with 4 bedrooms and 2

  Jeremy Phillips BHHS Dawson Ford Garbee-Forest

  1433 Chalk Level Rd, Chatham, VA 24531
• 

  

  /5

  $15,000 Sold Jun 18, 2025

  • Land
  • 1.07 Acres
  • $14,019 per Acre

  • 496 Days On Market

  00 Double Bridge Rd, Chatham, VA 24531

  Beautiful building lot rural county area. Just over an acre of cleared flat land to be the site of your new home. Great area of the county just a hope, skip, and jump from Burton Lake. A little farther to Smith Mountain. Easy access major arteries for travel further away. PERC testing was done several years ago., No longer on file at the county, but should not be a problem.

  Harris Silverman RAMSEY YEATTS & ASSOCIATES, REALTORS

  00 Double Bridge Rd, Chatham, VA 24531
• 

  

  /17

  Est $235,651 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,104 Sq Ft

  261 Catawba Dr, Chatham, VA 24531

  261 Catawba Dr, Chatham, VA 24531
• 

  

  /48

  $249,900

  • 3 Beds
  • 1 Bath
  • 1,736 Sq Ft

  247 Maysville Rd, Chatham, VA 24531

  This Large 3BR Brick Ranch Home is in the Chatham area of Pittsylvania County. This property offers a quite country setting. There is a kitchen with bar seating, dining area, living room, full bathroom, 3 bedrooms and den all on the first floor. The basement is unfinished and has lots of storage options. The home has replacement windows, double carport, one car garage and is on 1.91 acres.

  Diron Clements WILKINS & CO., REALTORS, INC.

  247 Maysville Rd, Chatham, VA 24531
• 

  

  /54

  $271,000 Sold Jun 09, 2025

  • 1,396 Sq Ft
  • $194/SF
  • 38 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1989

  2029 Banister Rd, Chatham, VA 24531

  ARE YOU LOOKING FOR A GETAWAY? This ranch-style home on 10 Acres is the spot for you! What you will find here is seclusion with nothing but the sounds of nature. It features a living room with a brick fireplace, a dining area, a kitchen, a laundry room/ mudroom, three bedrooms, and two baths on the main level. The full unfinished basement has endless possibilities with inside and outside access.

  Non Member Mls NON MEMBER OFFICE

  2029 Banister Rd, Chatham, VA 24531
• 

  

  /20

  Est $173,613 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,752 Sq Ft

  117 Robin Ct, Chatham, VA 24531

  117 Robin Ct, Chatham, VA 24531
• 

  

  /43

  $299,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  Unlisted Address

  Welcome to 1545 Chalk Level Rd. in Chatham, VA! This charming three-bedroom, two-bath home features real hardwood floors beneath the carpeting and sits on an expansive 5.93-acre lot. Over the years this home has been maintained with the best if care! The property offers a full unfinished basement, providing excellent potential for future living space or storage. Enjoy the great yard space,

  Shannon Sims Keller Williams

  Unlisted Address
• 

  

  /19

  $275,000 Sold Jun 09, 2025

  • 1,622 Sq Ft
  • $170/SF
  • 41 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1938

  220 Catalpa Dr, Chatham, VA 24531

  A southern classic in Chatham!! This adorable cottage boasts hardwood floors, Spacious living room with fireplace, formal dining, Kitchen has ample prep space and storage. Primary bedroom has private bath with tile. Guest bedrooms and hall bath. Laundry room located on enclosed porch. Permanent steps to attic which could be future living space. Unfinished basement for storage. Single car

  Elizabeth Ware ELIZABETH WARE REALTORS

  220 Catalpa Dr, Chatham, VA 24531
• 

  

  /25

  Est $150,152 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 925 Sq Ft

  1488 Mill Creek Rd, Chatham, VA 24531

  1488 Mill Creek Rd, Chatham, VA 24531
• 

  

  /41

  $259,900 Pending

  • 4 Beds
  • 2 Baths
  • 1,902 Sq Ft

  107 Woodlawn Heights, Chatham, VA 24531

  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

  107 Woodlawn Heights, Chatham, VA 24531
• 

  

  /40

  $189,900 Sold May 19, 2025

  • 1,152 Sq Ft
  • $165/SF
  • 18 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1995

  353 Lester Rd, Chatham, VA 24531

  This charming doublewide in Chatham offers 3 bedrooms and 2 full baths, with a private primary suite. Enjoy a spacious front porch and a large side porch accessible from the kitchen, complete with steps leading up from outside. The living room includes an electric fireplace, adding warmth and charm. Recently updated with new LVP flooring, fresh interior paint, and tile in the bathrooms, this home

  Stacy Powell KELLER WILLIAMS

  353 Lester Rd, Chatham, VA 24531
• 

  

  /5

  Est $256,980 Not Listed For Sale

  • 3 Beds

  677 Strader Rd, Chatham, VA 24531

  677 Strader Rd, Chatham, VA 24531

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