Homes in ZIP Code 05301

• 

  

  

  /19

  Est $269,179 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,148 Sq Ft

  1352 Stage Rd, Guilford, VT 05301

  1352 Stage Rd, Guilford, VT 05301
• 

  

  

  /26

  $149,000

  • Land
  • 19.4 Acres
  • $7,680 per Acre

  2610 Lower Dover Rd, Marlboro, VT 05344

  Marlboro Sanctuary – Private Meadow Retreat. Discover this beautiful and private parcel in the heart of Marlboro, featuring an open meadow with sunny southern exposure. With generous road frontage and easy access between two charming stonewalls, a well-maintained old logging road leads you into the property. Along the way, pass by a small pond site before arriving at the expansive meadow, framed

  Monique White Deerfield Valley Real Estate

  2610 Lower Dover Rd, Marlboro, VT 05344
• 

  

  

  /37

  $475,000 Sold Sep 23, 2025

  • 2,024 Sq Ft
  • $235/SF
  • 16 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1993

  46 Poplar Commons, Dummerston, VT 05301

  Nestled in the heart of Vermont, this charming Cape Cod-style home offers the perfect blend of country living and modern convenience. With 3 spacious bedrooms and 2.5 baths, it's designed for both comfort and functionality. The home boasts a large sunroom, perfect for enjoying Vermont's scenic beauty year-round, and a screened-in porch for those warm summer evenings. The outdoor deck provides an

  Josh Greenwald Greenwald Realty Group

  46 Poplar Commons, Dummerston, VT 05301
• 

  

  

  /25

  Est $231,302 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  2857 Coolidge Hwy, Guilford, VT 05301

  2857 Coolidge Hwy, Guilford, VT 05301
• 

  

  

  /24

  $400,000 Open Sun 11AM - 1PM

  • 5 Beds
  • 3 Baths
  • 2,254 Sq Ft

  85 Stockwell Dr, Brattleboro, VT 05301

  Motivated Seller! Sweet! This 5 bedroom /3 bath home is located in one of our most sought after neighborhoods, is newly remodeled, has 2 pellet stoves for economical heat and a nice back deck. Lots of opportunities to garden, relax in a hammock or play with pets. Flexible floor plan is perfect for at home workers, multigenerational living and aging in place. Hop the MOOVER and take a ride

  Christine Lewis Brattleboro Area Realty

  85 Stockwell Dr, Brattleboro, VT 05301
• 

  

  /47

  $305,000 Sold Sep 23, 2025

  • 1,222 Sq Ft
  • $250/SF
  • 49 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1942

  1082 W River Rd, Brattleboro, VT 05301

  Welcome to 1082 West River Road — a peaceful, well-located gem just minutes from downtown Brattleboro. This charming home offers the perfect blend of convenience, outdoor space, and natural beauty. Set on a spacious lot with a large, open yard, there's room to garden, gather, or simply relax and enjoy the Vermont seasons. The private river access makes it easy to enjoy kayaking, swimming, or

  Kate Barry EXP Realty

  1082 W River Rd, Brattleboro, VT 05301
• 

  

  /27

  Est $279,578 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 816 Sq Ft

  1211 Guilford Center Rd, Guilford, VT 05301

  1211 Guilford Center Rd, Guilford, VT 05301
• 

  

  /60

  $415,000

  • 6 Beds
  • 2 Baths
  • 2,048 Sq Ft

  58-60 Frost Place, Brattleboro, VT 05301

  Back on the market - Unit 58 is now Vacant! Located in the heart of downtown Brattleboro, Vermont's vibrant southern hub, recently dubbed "one of the best small towns in America". This turnkey income generator features two 3 bedroom units, one with a successful Airbnb rental history, completely renovated in 2018, with in-unit washer/dryer. Enter through the mudroom with generous built-in storage.

  Lily Gautot Greenwald Realty Group

  58-60 Frost Place, Brattleboro, VT 05301
• 

  

  /29

  $322,500 Sold Sep 23, 2025

  • 1,548 Sq Ft
  • $208/SF
  • 79 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1958

  11 Maple St, Brattleboro, VT 05301

  Charming and well-built Cape-style home featuring 4 bedrooms and 2 full baths. The updated kitchen boasts tiled floors, generous counter space, and modern finishes—perfect for the home chef. Just off the kitchen, the dining room includes a sliding door that opens to the backyard and patio, ideal for indoor-outdoor entertaining.Beautiful hardwood floors run throughout the home—no carpet here.

  Monica Sumner BHG Masiello Brattleboro

  11 Maple St, Brattleboro, VT 05301
• 

  

  /35

  Est $315,356 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,120 Sq Ft

  766 Guilford Center Rd, Guilford, VT 05301

  766 Guilford Center Rd, Guilford, VT 05301
• 

  

  /60

  $5,900,000

  • 4 Beds
  • 8 Baths
  • 16,736 Sq Ft

  1950 Collins Rd, Brattleboro, VT 05301

  Exceptional 177+ Acre Estate with Luxury Log Home, Event Venue & Craft Beverage Facilities. Experience unmatched luxury and opportunity on this remarkable 177+ acre estate. Featuring an 8,000+ sq ft timber frame log home, a 7,100 sq ft finished event venue, and on-site winery, craft brewery, and champagne-making facilities, this turn-key property is ideal as a private residence, retreat, or

  Margretta Fischer Wohler Realty Group

  1950 Collins Rd, Brattleboro, VT 05301
• 

  

  /40

  $781,000 Sold Sep 19, 2025

  • 2,663 Sq Ft
  • $293/SF
  • 33 Days On Market

  • 3 Beds
  • 5 Baths
  • Built 1944

  1194 Ames Hill Rd, Brattleboro, VT 05301

  Welcome to The Appleshed. Starting as a storage structure within an old apple orchard, to a gentleman's hunting/fishing camp, to the cherished family home it is today, this property has had many lives and grown into a beloved gathering place for generations. Now it’s ready for its next chapter. Set on 63.8 acres with a babbling brook and breathtaking views of Mount Monadnock, this is a true

  Keith Nowak Four Seasons Sotheby's Int'l Realty

  1194 Ames Hill Rd, Brattleboro, VT 05301
• 

  

  /19

  Est $411,470 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 1,895 Sq Ft

  742 Coolidge Hwy, Guilford, VT 05301

  742 Coolidge Hwy, Guilford, VT 05301
• 

  

  /30

  $369,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,703 Sq Ft

  1089 Marlboro Rd, Brattleboro, VT 05301

  The one you have been waiting for! This traditional New England cape with a twist checks all the boxes! Remodeled in the 90's, it has a cook's delight for a kitchen with tons of cabinets and lots of countertops for baking prep...cookies and breads are a must!. The first floor was expanded to almost double the size of the living room, adding a fireplace and a main bedroom. Aging in place is easy

  Christine Lewis Brattleboro Area Realty

  1089 Marlboro Rd, Brattleboro, VT 05301
• 

  

  /15

  $55,000 Sold Sep 19, 2025

  • 2,090 Sq Ft
  • $26/SF
  • 432 Days On Market

  • Built 1860

  211 High St, Brattleboro, VT 05301

  Here's a great opportunity! Formerly a 2 unit multi-family, this is currently a shell ready for your finishing! This property will need everything ... heating, electrical, plumbing, exterior work and full interior finishing. Very convenient to downtown, some off street parking but nicely sited above the road. Please do NOT park in the driveway.

  A.J. Bellville Bellville Realty

  211 High St, Brattleboro, VT 05301
• 

  

  /40

  Est $296,499 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,736 Sq Ft

  46 Buck Hill Dr, Guilford, VT 05301

  46 Buck Hill Dr, Guilford, VT 05301
• 

  

  /37

  $849,000

  • 4 Beds
  • 4 Baths
  • 3,600 Sq Ft

  5 Hillwinds N, Brattleboro, VT 05301

  Elegant Post-and-Beam!!! Tucked along a birch-lined drive, this exceptional home is set on 11 acres of landscaped grounds with lawns, stone walls, gardens, and woodland in the desirable Hillwinds community. Enjoy direct trail access and easy proximity to downtown and the Country Club. Step inside the striking custom-designed interior through a covered porch that opens into a marble floored foyer

  Robert Doyle Berkley & Veller Greenwood Country

  5 Hillwinds N, Brattleboro, VT 05301
• 

  

  /13

  $269,141 Sold Sep 12, 2025

  • 956 Sq Ft
  • $282/SF
  • 6 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1929

  81 Oak Grove Ave, Brattleboro, VT 05301

  Welcome to this delightful 2-bedroom, 1-bathroom bungalow nestled in one of the most sought-after neighborhoods! Brimming with character and warmth, this cozy home offers a perfect blend of vintage charm and modern convenience. Many upgrades including a garage makeover, storage shed, roof, back porch, and so much more. Step inside to find a bright, inviting living space with hardwood floors,

  Claire Renaud Berkley & Veller Greenwood Country

  81 Oak Grove Ave, Brattleboro, VT 05301
• 

  

  /40

  Est $834,435 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,186 Sq Ft

  3137 Bonnyvale Rd, Guilford, VT 05301

  3137 Bonnyvale Rd, Guilford, VT 05301
• 

  

  /29

  $310,000

  • 4 Beds
  • 2 Baths
  • 2,408 Sq Ft

  78-80 Central St, Brattleboro, VT 05301

  MOTIVATED SELLER: Charming Two-Unit Multi-Family on Quiet In-Town Street – Ideal for Investors or Owner-Occupants! Tucked away on a peaceful side street yet just minutes from shopping, dining, and public transportation, this two-family property offers the perfect blend of convenience and comfort. The current owners have updated all the electrical in both units. Each unit features spacious,

  Peggy Winchester ACORN REAL ESTATE GROUP LLC

  78-80 Central St, Brattleboro, VT 05301
• 

  

  /20

  $265,000 Sold Sep 12, 2025

  • 1,178 Sq Ft
  • $225/SF
  • 6 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1970

  17 Winter Ct, Brattleboro, VT 05301

  Classic Ranch Style Home! Just starting out or thinking of downsizing? This could be the one! Nestled in a sweet neighborhood, this charming ranch offers easy one-level living just minutes from downtown shopping, schools, and recreation. Set on a manageable 0.2 acre lot, this home features a bright enclosed porch/bonus room perfect for morning coffee, reading, or relaxing year-round. Continuing

  Liz LaVorgna Berkley & Veller Greenwood Country

  17 Winter Ct, Brattleboro, VT 05301
• 

  

  /34

  Est $210,446 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,000 Sq Ft

  766 Us Route 5, Dummerston, VT 05301

  766 Us Route 5, Dummerston, VT 05301
• 

  

  /58

  $568,000

  • 3 Beds
  • 2 Baths
  • 2,066 Sq Ft

  192 Western Ave, Brattleboro, VT 05301

  Timeless 1855 classic with historic charm just minutes to downtown Brattleboro. Step back in time with this beautifully preserved home, offering a rare blend of vintage character and modern comfort. Featuring three bedrooms and two bathrooms, this home is perfect for those who appreciate craftsmanship and history. Thoughtful updates complement the historic features without compromising

  Claire Renaud Berkley & Veller Greenwood Country

  192 Western Ave, Brattleboro, VT 05301
• 

  

  /32

  $372,500 Sold Sep 10, 2025

  • 1,556 Sq Ft
  • $239/SF
  • 84 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1985

  886 Brook Rd, Halifax, VT 05358

  ALL NEW ENGINEERED SEPTIC SYSTEM BEING INSTALLED IN AUGUST!Welcome to this charming and authentic log cabin in Southern Vermont, nestled among evergreens just off a paved road. This cozy retreat features true log construction throughout and offers a warm, inviting atmosphere perfect for year-round enjoyment. Inside, you’ll find a spacious living room with a wood stove, a large kitchen and

  Monica Sumner BHG Masiello Brattleboro

  886 Brook Rd, Halifax, VT 05358
• 

  

  /34

  Est $592,864 Not Listed For Sale

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

  1245 Black Mountain Rd, Brattleboro, VT 05301

  1245 Black Mountain Rd, Brattleboro, VT 05301
• 

  

  /39

  $585,000

  • Land
  • 67.63 Acres
  • $8,650 per Acre

  932 Middle Rd, Dummerston, VT 05301

  Discover the perfect blend of peace, privacy, and potential on this 67.63-acre privately owned parcel of land. Nestled in a scenic and serene setting, this expansive property is a rare opportunity to build your dream home, estate, or getaway retreat. Two picturesque ponds – ideal for fishing, wildlife watching, or just enjoying the view. The main home site has amazing mountain views and sits

  Peggy Winchester ACORN REAL ESTATE GROUP LLC

  932 Middle Rd, Dummerston, VT 05301
• 

  

  /60

  $868,000 Sold Sep 09, 2025

  • 3,685 Sq Ft
  • $236/SF
  • 28 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1994

  155 Hillwinds N, Brattleboro, VT 05301

  Situated in Brattleboro’s premier, rural neighborhood, this much-loved home is a masterclass in thoughtful design, meticulous construction, & refined living. A grand dbl-door foyer welcomes you into a soaring entry hall that flows seamlessly into a sunken, dbl-height ceiling LR - complete w/ granite-surround FP, custom blt-ins, & crowned by a dramatic balcony overlook. Light pours in from every

  Dan Normandeau Berkley & Veller Greenwood Country

  155 Hillwinds N, Brattleboro, VT 05301
• 

  

  /23

  Est $672,549 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,750 Sq Ft

  50 Knapp Rd, Dummerston, VT 05301

  50 Knapp Rd, Dummerston, VT 05301
• 

  

  /25

  $189,000

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  22 Chestnut St Unit 1, Brattleboro, VT 05301

  Welcome to 22 Chestnut Street, Unit #1 — a charming and fully furnished first-floor condo nestled in the lovely Chestnut Street neighborhood. This spacious 2-bedroom, 1-bath unit features a thoughtfully updated bathroom with a clawfoot tub and separate shower, a cozy mudroom entryway, and a sunny side porch that conveys with the unit — perfect for morning coffee or evening relaxation. The kitchen

  Erica Reynolds Southern Vermont Realty Group

  22 Chestnut St Unit 1, Brattleboro, VT 05301
• 

  

  /20

  $245,000 Sold Sep 05, 2025

  • 2,168 Sq Ft
  • $113/SF
  • 18 Days On Market

  • Built 1915

  14-16 Valley St, Brattleboro, VT 05301

  Perfectly situated on a quiet street close to downtown, stores, and schools, this well cared for duplex is a rare opportunity for owner-occupants or investors alike. Each spacious unit offers 3 bedrooms and 1 full bath, with a host of updates and energy-efficient upgrades throughout. Many recent upgrades include Solar panels, Finished and insulated attics, Partially finished basements, Gas

  Claire Renaud Berkley & Veller Greenwood Country

  14-16 Valley St, Brattleboro, VT 05301
• 

  

  /22

  Est $299,794 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  1075 Middle Rd, Brattleboro, VT 05301

  1075 Middle Rd, Brattleboro, VT 05301
• 

  

  /20

  $279,900

  • 4 Beds
  • 2 Baths
  • 1,733 Sq Ft

  1177 Western Ave, Brattleboro, VT 05301

  So much to offer! This 4 bedroom 2 bath has plenty of room for all! It features a large kitchen with lots of counter space and the laundry tucked in for easy access while you cook and bake. The deck overlooks the lower yard where the solar panels live and the perfect spot for the above ground swimming pool (needs a liner). Huge lot, lots of off street parking and on the MOOVER line for non

  Christine Lewis Brattleboro Area Realty

  1177 Western Ave, Brattleboro, VT 05301
• 

  

  /52

  $495,000 Sold Sep 05, 2025

  • 2,023 Sq Ft
  • $245/SF
  • 112 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1959

  6940 Coolidge Hwy, Guilford, VT 05301

  Located just north of the Massachusetts border, this home with two car detached garage is conveniently just 15 minutes from both Greenfield and Brattleboro.As you step inside to the mudroom you'll enter the coziest of kitchens radiating warmth and character. Featuring a wood stove, a stunning brick hearth with beehive oven, wooden beams adding rustic charm, while a cathedral ceiling keeps the

  Rebecca Seymour Brattleboro Area Realty

  6940 Coolidge Hwy, Guilford, VT 05301
• 

  

  /33

  Est $317,884 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,532 Sq Ft

  1219 Wickopee Hill Rd, Dummerston, VT 05301

  1219 Wickopee Hill Rd, Dummerston, VT 05301
• 

  /2

  $300,000

  • 4 Beds
  • 2 Baths
  • 1,808 Sq Ft

  109 Central St, Brattleboro, VT 05301

  Bright Sunny, south facing! 2 stacked flats just perfect for multi generational living! Inside access with both formal front stair and back utility stairs, so easy for caring for family members, or a plan for aging in place with a care giver. Rent one or both for a money maker. This owner is owner occupying both flats. Plenty of off street parking, a sweet side porch and just a bit of a yard

  Christine Lewis Brattleboro Area Realty

  109 Central St, Brattleboro, VT 05301
• 

  

  /13

  $91,000 Sold Sep 04, 2025

  • 949 Sq Ft
  • $96/SF
  • 7 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1984

  7 Stonewall Dr Unit 60159.s07, Brattleboro, VT 05301

  This is a well cared for and improved affordable home. The airy open concept of the main space makes for a feeling of spaciousness. The primary bedroom has direct access to the full bath and laundry. The attached enclosed porch offers additional seasonal living space, The large corner lot offers good garden space and storage in the good sized storage shed.

  David Brown Berkley & Veller Greenwood Country

  7 Stonewall Dr Unit 60159.s07, Brattleboro, VT 05301
• 

  

  /36

  Est $343,700 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,026 Sq Ft

  1670 Upper Dummerston Rd, Dummerston, VT 05301

  1670 Upper Dummerston Rd, Dummerston, VT 05301
• 

  

  /35

  $399,000

  • 4 Beds
  • 2 Baths
  • 1,768 Sq Ft

  1469 Higley Hill Rd, West Marlboro, VT 05363

  Cozy Log Cabin with Sunny Addition, Small Pond & Sugar House on 5 Acres in Marlboro, VermontThis inviting log cabin blends classic Vermont charm with a thoughtfully designed, light-filled addition—offering comfort, space, and versatility on 5 peaceful acres. Tucked away on a quiet dirt road in a desirable Marlboro neighborhood, the property features a small pond and a traditional sugar house,

  Melissa Nebelski Skihome Realty

  1469 Higley Hill Rd, West Marlboro, VT 05363
• 

  

  /10

  $54,000 Sold Sep 03, 2025

  • Land
  • 0.25 Acre
  • $216,000 per Acre

  • 387 Days On Market

  203 Fairview St, Brattleboro, VT 05301

  In-town lots are few and far between these days but are such a great option! Design your own low inpact, energy efficient home, your dream home! This is your spot! This neighborhood is friendly and convenient to schools, Memorial Park, shopping, hospitals and just minutes to 91. The .25 acre lot is cleared and ready to go with easy access to town water and sewer. House site is set back from the

  Rebecca Seymour Brattleboro Area Realty

  203 Fairview St, Brattleboro, VT 05301
• 

  

  /10

  Est $235,606 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,079 Sq Ft

  272 Stickney Brook Rd, Dummerston, VT 05301

  272 Stickney Brook Rd, Dummerston, VT 05301

Showing Results 81 - 120, Page 3 of 18