South Boston, VA Homes for Sale under $300,000

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  /15

  $43,500

  • Land
  • 5.83 Acres
  • $7,461 per Acre

  5.83 Ac Boodie Trail, South Boston, VA 24592

  Discover the perfect setting for your dream home on this beautiful 5.83-acre (Lot J), mostly wooded property in Boodie Trail Estates, Halifax County, Virginia. Offering approximately 50 feet of road frontage on Boodie Trail, a state-maintained gravel road approved by VDOT for future paving, this property offers an outstanding blend of privacy, natural beauty, and convenience. The gently rolling

  Ken Buckley Pointe Realty Group South Boston

  5.83 Ac Boodie Trail, South Boston, VA 24592
• 

  

  

  /3

  $35,000

  • Land
  • 30,492 Sq Ft
  • $50,000 per Acre

  0 Easley St, South Boston, VA 24592

  Prime unimproved town lot with access to public utilities, including public water and sewer. Zoned T1 Transitional, this property supports a versatile mix of residential and commercial uses, offering excellent potential for development. Situated on a corner lot along main thoroughfares leading directly into Downtown South Boston, the location provides strong visibility and convenient access. A

  Gloria Chappell Long and Foster - South Boston

  0 Easley St, South Boston, VA 24592
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  /27

  $189,000

  $4K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,044 Sq Ft

  1424 Washington Ave, South Boston, VA 24592

  Freshly updated brick home in the heart of South Boston. This move in ready residence features many recent improvements, including durable metal roof, energy efficient heat pump, replacement windows, updated interior paint, and spacious deck perfect for outdoor enjoyment. Inside you'll find attractive hardwood and LVP flooring. Half basement offers storage and workshop space.

  Sharon Wilborn Realty Resource LLC

  1424 Washington Ave, South Boston, VA 24592
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  /27

  $180,000

  • 3 Beds
  • 1 Bath
  • 1,218 Sq Ft

  2009 College St, South Boston, VA 24592

  Check out this beautiful brick ranch that is move-in ready and filled with many inviting spaces. The kitchen features oak cabinetry, new countertops, laminate flooring, and new stainless-steel appliances. Beautiful pine flooring flows throughout the spacious living room, dining room, and bedrooms, adding warmth and character to the home. With three bedrooms and one full bath, there is plenty of

  Wanda Overby Anderson Realty

  2009 College St, South Boston, VA 24592
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  /42

  $139,000

  $11K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,120 Sq Ft

  5088 Lewis Ferrell Rd, South Boston, VA 24592

  Welcome to this well-maintained 3 bedroom, 2 bathroom manufactured home situated on approximately 0.96 +/- acres, offering a peaceful setting with plenty of space to enjoy. With 250 +/- feet of road frontage on Lewis Ferrell Road, this property provides both accessibility and privacy. The home features a functional layout with comfortable living areas, a spacious kitchen, and a primary bedroom

  Jeff Francisco Long and Foster - South Boston

  5088 Lewis Ferrell Rd, South Boston, VA 24592
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  /17

  $185,000

  • 3 Beds
  • 1 Bath
  • 1,197 Sq Ft

  8181 Highway 58, South Boston, VA 24592

  This house gives off the cozy cottage feeling. Lots of recent improvements. Over the past few months the majority of the interior has been painted, the hardwood floors have been redone,the exterior wood trim on the front porch was wrapped in aluminum. The hot water heater in the utility room was enclosed and a custom coat rack installed. New wood on the deck and a new back door installed. This

  Debbie Palmer Palmer & Palmer Realty LLC

  8181 Highway 58, South Boston, VA 24592
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  /28

  $230,500

  • 4 Beds
  • 1.5 Baths
  • 1,995 Sq Ft

  4157 Huell Matthews Hwy, South Boston, VA 24592

  Welcome to this charming 1& 1/2 story brick home located in the lovely Cluster Springs community! Offering 4 bedrooms & 1 &1/2 baths, this home provides plenty of space & versatility. Situated in a peaceful country seeting within the highly sought-after Cluster Springs Elementary School district, the property offers classic brick construction, mature shade trees & wonderful curb appeal. With its

  Lisa Lindsey Long and Foster - South Boston

  4157 Huell Matthews Hwy, South Boston, VA 24592
• 

  

  /27

  $265,000

  • 3 Beds
  • 1 Bath
  • 1,456 Sq Ft

  1425 Moore St, South Boston, VA 24592

  Welcome to this beautiful, move-in-ready Cape Cod home, perfect for you and your family! From the moment you step inside, you'll be impressed by the stunning hardwood floors that flow through the living room, dining room, and bedrooms. The kitchen is a true highlight, featuring custom-made cabinets and updated countertops ideal for both everyday living and entertaining. As you prepare meals,

  Wanda Overby Anderson Realty

  1425 Moore St, South Boston, VA 24592
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  /21

  $42,000

  • Land
  • 4.7 Acres
  • $8,936 per Acre

  4.70 AC Hamilton Blvd, South Boston, VA 24592

  This +/- 4.7-acre parcel in South Boston, Virginia, is a prime opportunity for residential development. Zoned R-2, the property's flexible zoning permits a range of housing options, including single-family homes, duplexes, and potentially multi-family residences, subject to local regulations. Its level topography is a significant advantage, simplifying construction and site preparation. The

  Ken Buckley Pointe Realty Group South Boston

  4.70 AC Hamilton Blvd, South Boston, VA 24592
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  /33

  $159,900

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,938 Sq Ft

  1315 Wilkerson St, South Boston, VA 24592

  Wonderful opportunity to own a beautifully renovated 3-bedroom, 2-bath home offering approximately 1,938 sq ft of living space conveniently located in the Town of South Boston, VA. A pre-home inspection has already been completed and all repairs have been addressed, providing added peace of mind for buyers. A termite inspection has also been completed. This charming home blends modern updates

  Ken Buckley Pointe Realty Group South Boston

  1315 Wilkerson St, South Boston, VA 24592
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  /2

  $14,500

  $2K PRICE INCREASE

  • Land
  • 18,730 Sq Ft
  • $33,721 per Acre

  Lots 1 River & Lot 2 Rd, South Boston, VA 24592

  VERY open building site with expansive spaces on either side of property located adjacent to the Berryhill Baptist Church.

  Bonny MacLachlan Atkinson Realty

  Lots 1 River & Lot 2 Rd, South Boston, VA 24592
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  /26

  $299,900

  • 3 Beds
  • 2 Baths
  • 1,799 Sq Ft

  2140 E Hyco Rd, South Boston, VA 24592

  Just updated by seller. Cabinets, solid counters, paint, laminate flooring, lights, roof. . Replacement windows appear to be recent/previous owners possibly. Spacious !!! FP in Family room and bedroom. SOLD AS IS, USE FORM PLEASE. A detached 2 car garage with lean to !!!! Such a convenient location..Partial basement w/ext ent only.. great for storage. There is a wood stove in one FP, a circulator

  Marlene Shelton-Giles Re/Max 1st Olympic

  2140 E Hyco Rd, South Boston, VA 24592
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  /29

  $165,000

  $10K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  1725 Gygax Ave, South Boston, VA 24592

  Completely renovated and move-in ready! This beautifully updated 3 bedroom, 1 bathroom home offers the perfect blend of modern finishes and everyday convenience, tucked away in South Boston while still being just minutes from Highways 58 and 360 for an easy commute. Step inside to find fresh paint throughout, durable luxury vinyl plank flooring, and a bright, welcoming floor plan designed for

  Jeremy Holt Oak River Realty - South Boston

  1725 Gygax Ave, South Boston, VA 24592
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  /15

  $43,500

  • Land
  • 4.53 Acres
  • $9,603 per Acre

  4.53 Acr Boodie Trail, South Boston, VA 24592

  Discover the perfect setting for your dream home on this beautiful 4.53-acre (Lot A), mostly wooded property in Boodie Trail Estates, Halifax County, Virginia. Offering +/-250 feet of road frontage on Boodie Trail, a state-maintained gravel road approved by VDOT for paving, this property offers an outstanding blend of privacy, natural beauty, and convenience. The gently rolling landscape is

  Ken Buckley Pointe Realty Group South Boston

  4.53 Acr Boodie Trail, South Boston, VA 24592
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  /17

  $87,400

  $3K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,049 Sq Ft

  417 Ellyson Ave, South Boston, VA 24592

  Invest opportunity in South Boston! This property offers plenty of room and potential for its next owner. Conveniently located on Ellyson Ave with easy access to downtown South Boston and surrounding amenities. Whether you're looking for your next investment project or a property to make your own, this one is worth a look. Property sold as-is.

  Micaela Hopkins EXP Realty LLC

  417 Ellyson Ave, South Boston, VA 24592
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  /2

  $32,000

  • 2 Beds
  • 1 Bath
  • 576 Sq Ft

  1103 River Rd, South Boston, VA 24592

  Property is being sold "as-is'....owner to make no repairs.

  Bonny MacLachlan Atkinson Realty

  1103 River Rd, South Boston, VA 24592
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  /24

  $235,000

  • 3 Beds
  • 1 Bath
  • 1,675 Sq Ft

  1732 Haskins St, South Boston, VA 24592

  Charming 3 bedroom, 1 bath brick home situated on a corner lot in the lovely Town of South Boston. Fresh interior paint & beautiful refinished wood flooring add to the home's appeal. Convenient location close to shopping, dining, medical & more local amenities. Property is being sold AS IS. Great opportunity for homeowners or investors! SELLER TO INSTALL NEW HVAC SYSTEM (HEAT PUMP) FOR CENTRAL

  Lisa Lindsey Long and Foster - South Boston

  1732 Haskins St, South Boston, VA 24592
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  /13

  $229,900

  $20K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,512 Sq Ft

  102 White Oak Dr, South Boston, VA 24592

  Welcome to this charming, 4 bed 2 bath, all brick home nestled in a beautiful, well-established subdivision. Situated on a spacious, level lot with mature trees and attractive landscaping, this property offers the perfect blend of comfort, character and value. Inside, you'll find hardwood floors, spacious living areas, and a cozy den with a fireplace and built-in shelving. The kitchen features

  Jim Houser WILKINS & CO., REALTORS, INC.

  102 White Oak Dr, South Boston, VA 24592
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  /3

  $94,000

  $4K PRICE DROP

  • Land
  • 19.6 Acres
  • $4,796 per Acre

  19.6ac Link Puryear Rd, South Boston, VA 24592

  19acres of planted pines. Cluster Springs school district. No deeded easement.

  Leasa Oakley Long and Foster - South Boston

  19.6ac Link Puryear Rd, South Boston, VA 24592
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  /17

  $214,000

  $10K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,151 Sq Ft

  5003 Quail Roost Rd, South Boston, VA 24592

  Welcome to 5003 Quail Roost Rd in the Brentwood Subdivision!! Bring your design ideas and your paintbrushes to this incredible opportunity. This spacious 3-bedroom, 2.5-bathroom fixer-upper is bursting with possibility and just waiting for your personal touch. The double attached garage has a nice den area or possible 4th bedroom to better suite all your needs!

  Helen McKenzie JACOBS REAL ESTATE

  5003 Quail Roost Rd, South Boston, VA 24592
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  /5

  $7,499

  • Land
  • 34,848 Sq Ft
  • $9,374 per Acre

  0 College St, South Boston, VA 24592

  Tucked away in a convenient in-town location, this charming small, wooded lot offers the perfect blend of privacy and accessibility. Featuring approximately 120 +/- feet of road frontage on College Street & a stream running through the property, this property provides easy access while still maintaining a peaceful, natural setting. Mature trees cover the lot, offering shade, character, and a

  Jeff Francisco Long and Foster - South Boston

  0 College St, South Boston, VA 24592
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  /25

  $189,900

  $9K PRICE DROP

  • 4 Beds
  • 1 Bath
  • 1,320 Sq Ft

  1336 Fenton St, South Boston, VA 24592

  Thoughtfully updated and move-in ready, 1336 Fenton Street offers the perfect blend of character, comfort, and convenience. Situated on a 0.4 acre lot in the Town of South Boston, this charming 4 bedroom, 1 bath home features 1,320 square feet of inviting living space. Step inside to discover beautiful hardwood floors that have been professionally refinished and a fresh, modern feel with new

  Lezlie Bryant Realty Resource LLC

  1336 Fenton St, South Boston, VA 24592
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  /2

  $13,770

  $4K PRICE DROP

  • Land
  • 1 Acre
  • $13,770 per Acre

  0 Maid Marion Ln Unit 71557, South Boston, VA 24592

  Build your dream home on this 1-acre lot located on Maid Marion Lane in South Boston. Surrounded by mature trees, the property offers privacy and a peaceful, natural setting while still being close to town amenities, schools, and major routes. With road frontage and access to utilities, this lot is ready for your custom home or modular plan. Enjoy the perfect blend of nature and convenience in

  Madison Howle Oak River Realty

  0 Maid Marion Ln Unit 71557, South Boston, VA 24592
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  /45

  $184,900

  • 3 Beds
  • 1 Bath
  • 1,474 Sq Ft

  801 Marshall Ave, South Boston, VA 24592

  Vintage means timeless; the real thing never goes out of style. In a world where new construction is borrowing heavily from Craftsman design, here's your chance to own the authentic original. Built nearly 100 years ago, this classic Arts & Crafts/Craftsman home has stood the test of time with grace and character, cared for by only three owners in 99 years. Imagine starting your mornings on the

  Scotty Felton Long and Foster - South Boston

  801 Marshall Ave, South Boston, VA 24592
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  /2

  $2,499

  • Land
  • 20,037 Sq Ft
  • $5,433 per Acre

  0.46 AC Willingham Ave, South Boston, VA 24592

  Beautiful 0.46 +/-acre wooded lot with approximately 100 +/- feet of road frontage on Willingham Avenue, conveniently located in town. This R-2 zoned property offers the perfect blend of privacy and accessibility, making it ideal for a future home, investment, or recreational use. The mature trees provide natural beauty, shade, and a peaceful setting while still being close to schools, shopping,

  Jeff Francisco Long and Foster - South Boston

  0.46 AC Willingham Ave, South Boston, VA 24592
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  /15

  $43,500

  • Land
  • 5 Acres
  • $8,700 per Acre

  5 Ac G Boodie Trail, South Boston, VA 24592

  Discover the perfect setting for your dream home on this beautiful 5-acre (Lot G), mostly wooded property in Boodie Trail Estates, Halifax County, Virginia. Offering +/-235 feet of road frontage on Boodie Trail, a state-maintained gravel road approved by VDOT for future paving, this property offers an outstanding blend of privacy, natural beauty, and convenience. The gently rolling landscape is

  Ken Buckley Pointe Realty Group South Boston

  5 Ac G Boodie Trail, South Boston, VA 24592
• 

  

  /3

  $29,500

  • Land
  • 1.32 Acres
  • $22,348 per Acre

  1.32ac River Rd and Farm Rd, South Boston, VA 24592

  Site contains 44,188sq'....an acre and a quarter acre of an acre! Single-family/auxiliary building 400 square feet possible. Property is located at the corner of Farm Rd & where it intersects River Rd. It is located in close proximity to the local golf and country club.

  Bonny MacLachlan Atkinson Realty

  1.32ac River Rd and Farm Rd, South Boston, VA 24592
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  /22

  $189,000

  $11K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,100 Sq Ft

  3193 Bold Springs Rd, South Boston, VA 24592

  This 4-bedroom, 2-bath brick ranch in South Boston offers 2,100 sq ft of one-level living. A newer heat pump (2 years) ensures reliable HVAC comfort. The kitchen and bathrooms are in good shape, complemented by solid electric, plumbing, and foundation systems. Features include select light fixtures, a full unfinished basement with excellent potential, and no HOA. It features private well water

  Devin Moore INNOVATION PROPERTIES, LLC

  3193 Bold Springs Rd, South Boston, VA 24592
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  /27

  $105,000

  • 4 Beds
  • 1 Bath
  • 1,440 Sq Ft

  436 Summit Dr, South Boston, VA 24592

  Move-in ready 4-bedroom home conveniently located in the Town of South Boston. This well maintained home offers comfortable living with plenty of space for a growing family. Recent updates include durable metal roof, energy efficient heat pump, fresh interior paint, & a combination of LVP and hardwood floors.

  Sharon Wilborn Realty Resource LLC

  436 Summit Dr, South Boston, VA 24592
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  /30

  $168,000

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  223 Lomax Ave, South Boston, VA 24592

  Welcome to 223 Lomax Ave, South Boston, VA — a move-in ready, fully wheelchair accessible single-family home built in 2015, offering 2 bedrooms, 1 bathroom, and 960 square feet of comfortable living space on a spacious .4-acre lot. Hardwood floors run throughout the home, and the kitchen has been freshly updated with new upper cabinets, new countertops, and updated appliances including a

  Jason Clark Long and Foster - South Boston

  223 Lomax Ave, South Boston, VA 24592
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  /17

  $244,900

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft

  4055 Philpott Rd, South Boston, VA 24592

  This 3/4 bedroom brick home has a lot to offer any size family. 2 full bathrooms, a full basement. Gas log fireplace. Large eat-in kitchen. Double attached garage can serve as extra storage or parking. Asphalt driveway & a detached metal carport. Basement could easily be finished into an in-law suite or apartment type setiing. 2 acres of land & a wonderfully convenient location in the county! Who

  Lisa Lindsey Long and Foster - South Boston

  4055 Philpott Rd, South Boston, VA 24592
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  /37

  $250,000

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  208 Wildflower Dr, South Boston, VA 24592

  Opportunity awaits with this 3-bedroom, 2-full-bath split-level home situated on 1.80 acres in an established subdivision. Offering plenty of space both inside and out, this property is in overall good condition and ready for its next owner. The home is being sold as-is, making it an excellent opportunity for buyers looking to add their personal touch while enjoying a quick and easy purchase

  Gloria Chappell Long and Foster - South Boston

  208 Wildflower Dr, South Boston, VA 24592
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  /3

  $29,900

  $9K PRICE DROP

  • Land
  • 5,553 Sq Ft
  • $234,510 per Acre

  3 Lots Seymour Dr, South Boston, VA 24592

  Corner, Commercial/Industrial lot, fronting on Seymour Dr & Edmondson Ave

  Leasa Oakley Long and Foster - South Boston

  3 Lots Seymour Dr, South Boston, VA 24592
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  /2

  $45,000

  $10K PRICE DROP

  • Land
  • 13,068 Sq Ft
  • $150,000 per Acre

  0 Seymour Dr, South Boston, VA 24592

  Prime commercial opportunity in the town of South Boston. Two adjoining commercial lots totaling 0.3 acre with an impressive 230 feet of combined road frontage along Seymour Drive and Edmundson Ave. Excellent visibility and accessibility in a high-traffic area, making this an ideal location for retail, office, service or investment development. Public water and sewer available, offering

  Lezlie Bryant Realty Resource LLC

  0 Seymour Dr, South Boston, VA 24592
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  /2

  $121,000

  $11K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 3,084 Sq Ft

  622 N Main St, South Boston, VA 24592

  Property is available for online auction only. See RealtyBid website for property, auction, showing & bidding information.

  Brian Brockman Bang Realty

  622 N Main St, South Boston, VA 24592
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  /58

  $228,000

  • 3 Beds
  • 1.5 Baths
  • 1,324 Sq Ft

  104 E Forest Trail, South Boston, VA 24592

  Welcome home to this beautifully remodeled 3-bedroom, 1.5-bath ranch home tucked away on a quiet cul-de-sac! Remodeled in 2025, this inviting home features an open-concept layout, stylish quartz countertops, stainless steel appliances, and modern finishes throughout. Enjoy your morning coffee or evening relaxation on the covered porch, or entertain outdoors on the side and back decks. Owner added

  Lisa Wallace Southern Pine Realty Solutions - Halifax

  104 E Forest Trail, South Boston, VA 24592
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  /61

  $265,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,043 Sq Ft

  1214 Washington Ave, South Boston, VA 24592

  Step into a piece of history with this stunning 2-story Victorian Italianate-style residence, beautifully situated within South Boston's Historic District-one of the largest and most architecturally significant historic districts in Southern Virginia. Rich in character and timeless elegance, this home offers the perfect blend of historic charm and modern updates. Featuring 3 spacious bedrooms and

  Melanie Saunders Long and Foster - South Boston

  1214 Washington Ave, South Boston, VA 24592
• 

  /2

  $25,000

  • Land
  • 4.9 Acres
  • $5,102 per Acre

  LOTS 1-7 Henry St, South Boston, VA 24592

  Wooded lots being sold together 4.61+-acres.

  Leasa Oakley Long and Foster - South Boston

  LOTS 1-7 Henry St, South Boston, VA 24592
• 

  

  /16

  $25,000

  • 4 Beds
  • 1 Bath
  • 952 Sq Ft

  312 Johnston St, South Boston, VA 24592

  ONLINE REAL ESTATE AUCTION-Bidding begins at $25,000 and closes Thursday, September 24 at 11:00 AM. The listing price is the opening bid. According to Halifax County tax records, this two-story South Boston home contains approximately 1,904 square feet with four bedrooms and one bathroom on a 50-by-160-foot lot. The property needs repairs, cleaning, and updating and is being sold as-is, where-is.

  Andy Austin Double A Auction & Realty

  312 Johnston St, South Boston, VA 24592
• 

  

  /6

  $43,500

  • Land
  • 5 Acres
  • $8,700 per Acre

  5AC Boodie Trail, South Boston, VA 24592

  Discover the possibilities with this beautiful 5 acre wooded tract in Boodie Trail Estates. Whether you're dreaming of building your forever home, a weekend getaway, or simply investing in land, this property offers the privacy and peaceful setting that so many buyers are searching for. Located in the heart of Halifax County, you'll enjoy the quiet charm of country living while still being just a

  Jeremy Holt Oak River Realty - South Boston

  5AC Boodie Trail, South Boston, VA 24592

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