Homes in ZIP Code 05301

• 

  

  

  /60

  $849,000 Sold Aug 29, 2025

  • 3,056 Sq Ft
  • $278/SF
  • 15 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1987

  91 E Hill Rd, Wilmington, VT 05363

  Welcome to your dream escape! This beautifully renovated 4BR/5BA home is set on 4 private acres in the desirable Spruce Lake community, offering the perfect balance of comfort, nature, and year-round recreation. Thoughtfully updated in 2015, the home features a stunning addition that created a spacious primary suite with ensuite bath and generous walk-in closet. That same year, the first floor

  Donna Cote Four Seasons Sotheby's Int'l Realty

  91 E Hill Rd, Wilmington, VT 05363
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• 

  

  

  /24

  Est $375,548 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,144 Sq Ft

  118 Partridge Rd, Guilford, VT 05301

  118 Partridge Rd, Guilford, VT 05301
• 

  

  

  /37

  $499,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,024 Sq Ft

  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
• 

  

  

  /56

  $240,000 Sold Aug 29, 2025

  • 1,056 Sq Ft
  • $227/SF
  • 19 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1988

  67 Morningside Commons, Guilford, VT 05301

  From the rhododendron, orange day lily and morning glories in front of this condo to the herb and flower garden in the rear and with everything in between, this condo speaks "lovely". Completely updated and immaculately maintained. Kitchen features stylish cabinets, Corian counter tops, all Whirlpool stainless steel appliances and a double oven. The hanging wrought iron pot holder and fruit

  Sally Fegley BHG Masiello Brattleboro

  67 Morningside Commons, Guilford, VT 05301
• 

  

  

  /31

  Est $352,160 Not Listed For Sale

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

  47 Sherwood Cir, Brattleboro, VT 05301

  47 Sherwood Cir, Brattleboro, VT 05301
• 

  

  /46

  $379,000

  • 4 Beds
  • 2 Baths
  • 1,446 Sq Ft

  155 Oak Grove Ave, Brattleboro, VT 05301

  All work has been done for you on this beautiful, 1932 period home. 4 bedrooms, 2 full baths, set in a high demand, desirable neighborhood. Manicured, corner lot with classical perennial plantings, two covered porches, a slate roof, and detached double garage. There are 20+ upgraded, insulated windows, with antique reproduction filling the home with natural light. Hardwood floors predominate.

  Kristen Ziter Taylor Brattleboro Area Realty

  155 Oak Grove Ave, Brattleboro, VT 05301
• 

  

  /59

  $380,000 Sold Aug 29, 2025

  • 828 Sq Ft
  • $459/SF
  • 8 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1960

  1171 Wickopee Hill Rd, Dummerston, VT 05301

  Serenity now! Fall in love with this peaceful retreat where every element has been lovingly and artistically designed, nurtured, and enhanced to the utmost of its beautiful and natural potential. The property features TWO inviting houses, a charming barn-style garage, and stunning established gardens overflowing with flowers, fruits, and vegetables—seven fruit trees, six blueberry bushes,

  Stephanie Peduzzi-Baker Brattleboro Area Realty

  1171 Wickopee Hill Rd, Dummerston, VT 05301
• 

  

  /38

  Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,950 Sq Ft

  773 Guilford St, Brattleboro, VT 05301

  773 Guilford St, Brattleboro, VT 05301
• 

  

  /30

  $400,000

  • 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. Again in place is easy

  Christine Lewis Brattleboro Area Realty

  1089 Marlboro Rd, Brattleboro, VT 05301
• 

  

  /35

  $525,000 Sold Aug 19, 2025

  • 2,456 Sq Ft
  • $214/SF
  • 5 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1989

  1073 Upper Dummerston Rd, Brattleboro, VT 05301

  This very Vermont country home is nestled on a peaceful, beautifully landscaped 1.5 acre lot along Upper Dummerston Road. Built with unparalleled craftsmanship by some of the region’s finest artisans, the home exudes exceptional quality throughout. At the heart of the residence is a large chef's kitchen, complete with a gas fireplace, granite countertops, solid maple cabinetry, and premium Wolf

  Thomas Dahlin Berkley & Veller Greenwood Country

  1073 Upper Dummerston Rd, Brattleboro, VT 05301
• 

  

  /40

  Est $126,196 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 595 Sq Ft

  335 Depot Rd Unit 2, Williamsville, VT 05362

  335 Depot Rd Unit 2, Williamsville, VT 05362
• 

  

  /19

  $84,500

  • 3 Beds
  • 1 Bath
  • 1,490 Sq Ft

  7 Nichols Dr, Guilford, VT 05301

  This two story home offers 3 bedrooms/1 bathroom with 1,490 sq. ft. of living space. The property sits on a 0.50 acre lot. The first floor has a kitchen with wooden cabinets and granite countertops, wood flooring and a carpeted living room. A dedicated laundry area is also included. The property features a barn in the backyard for storage. Exterior highlights include a covered front entry,

  Derek Greene Derek Greene

  7 Nichols Dr, Guilford, VT 05301
• 

  

  /33

  $377,840 Sold Aug 19, 2025

  • 1,536 Sq Ft
  • $246/SF
  • 103 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 2000

  111 Bonnyvale Rd, Brattleboro, VT 05301

  An attractive, low-maintenance, solid home in great shape in a desirable West Brattleboro country location just a few minutes to downtown! This 3 bedroom, 1.5 bath home was built in 2000. Enter through the front steps or the attached 2 car garage into the mudroom. First floor features a sweet efficient kitchen with plenty of cabinets and a movable island, a charming dining room, an attractive,

  Stephanie Peduzzi-Baker Brattleboro Area Realty

  111 Bonnyvale Rd, Brattleboro, VT 05301
• 

  

  /39

  Est $299,144 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,206 Sq Ft

  10 Jackson Rd, Guilford, VT 05301

  10 Jackson Rd, Guilford, VT 05301
• 

  

  /24

  $279,000

  • 3 Beds
  • 1 Bath
  • 912 Sq Ft

  91 Carriage Hill Rd, Brattleboro, VT 05301

  This charming split-level home offers 3 bedrooms and a full bathroom, complete with a single-bay garage in the desirable Carriage Hill neighborhood. Hardwood floors extend through the living room, hall, and bedrooms, adding warmth and character. The living room features a lovely picture window with opening side windows, perfect for letting in a refreshing breeze and natural light.The lower level

  Rebecca Seymour Brattleboro Area Realty

  91 Carriage Hill Rd, Brattleboro, VT 05301
• 

  

  /38

  $239,000 Sold Aug 14, 2025

  • 1,056 Sq Ft
  • $226/SF
  • 13 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1988

  81 Morningside Commons, Guilford, VT 05301

  The moment you step into this condo, you notice its unique features and feel a sense of calm. In the living room, you’ll enjoy the “Anywhere” ethanol fireplace for its ambience and extra heat - with no connections, venting or emissions to worry about! The kitchen has been carefully redone, with expanded cabinetry and improvements to the layout and lighting, including a custom display cabinet and

  Victoria Woods Brattleboro Area Realty

  81 Morningside Commons, Guilford, VT 05301
• 

  

  /38

  Est $421,741 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,398 Sq Ft

  71 Great Blue Heron Dr, Guilford, VT 05301

  71 Great Blue Heron 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 home in coveted Hillwinds. Tucked along a birch-lined drive, this exceptional post-and-beam home is set on 11+ acres of landscaped grounds with lawns, stone walls, gardens, and mixed 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

  Robert Doyle Berkley & Veller Greenwood Country

  5 Hillwinds N, Brattleboro, VT 05301
• 

  

  /39

  $329,000 Sold Aug 14, 2025

  • 1,713 Sq Ft
  • $192/SF
  • 24 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1920

  158 Clark Ave, Brattleboro, VT 05301

  Lovingly refurbished and full of timeless charm, this two bedroom, one bathroom Arts and Crafts bungalow offers bright, comfortable living within a mile from Brattleboro Memorial Hospital and both the middle and high schools. Set on a beautifully level lot, the home features a welcoming enclosed porch, a covered outdoor dining area perfect for three-season enjoyment, and a built-in one-car garage

  Andie Fusco Four Seasons Sotheby's Int'l Realty

  158 Clark Ave, Brattleboro, VT 05301
• 

  

  /18

  Est $353,988 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft

  103 Great Blue Heron Dr, Guilford, VT 05301

  103 Great Blue Heron Dr, Guilford, VT 05301
• 

  

  /38

  $549,900

  • 3 Beds
  • 2 Baths
  • 2,476 Sq Ft

  458 Bonnyvale Rd, Brattleboro, VT 05301

  PRICE REDUCTION! THE 4.875 ACRE LOT NEXT DOOR HAS BEEN REMOVED FROM SALE. Welcome to this inviting West Brattleboro home, perfectly situated just 1 mile from Route 9 and 2 miles from I-91 on 1.95 private acres. Relax by the in-ground pool, soak in the jacuzzi tub, or enjoy your own blueberry bushes, raspberry bushes, and beautifully maintained flower and vegetable gardens. Recent updates include

  Kelsea McAuliffe Greenwald Realty Group

  458 Bonnyvale Rd, Brattleboro, VT 05301
• 

  

  /46

  $668,000 Sold Aug 12, 2025

  • 2,226 Sq Ft
  • $300/SF
  • 7 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1985

  395 Hillwinds Rd, Brattleboro, VT 05301

  Turnkey Home in Sought-After Hillwinds! Located in the desirable Hillwinds neighborhood and nestled among the trees, your dream home awaits! This charming and functional home offers open, sun-filled living spaces, softwood floors, and abundant storage. The kitchen is a cook’s dream, featuring granite countertops, a gas stove, farmhouse sink, and a unique pull-out cabinet on wheels for added

  Desiree Stango Berkley & Veller Greenwood Country

  395 Hillwinds Rd, Brattleboro, VT 05301
• 

  

  /37

  Est $351,653 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,056 Sq Ft

  298 Sweet Pond Rd, Guilford, VT 05301

  298 Sweet Pond Rd, Guilford, VT 05301
• 

  

  /29

  $345,000

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

  78-80 Central St, Brattleboro, VT 05301

  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, light-filled

  Peggy Winchester ACORN REAL ESTATE GROUP LLC

  78-80 Central St, Brattleboro, VT 05301
• 

  

  /28

  $180,000 Sold Aug 12, 2025

  • 1,531 Sq Ft
  • $118/SF
  • 70 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1941

  316 Putney Rd, Brattleboro, VT 05301

  Convenient Location & Low Maintenance Living! Enjoy easy access to shopping, public transportation and waterfront with scenic trails. The backyard is just the right size for enjoying nature and a little fresh air. This charming home combines classic character with practical updates featuring a standing seam roof, vinyl windows and aluminum siding. Inside, the home radiates its original charm

  Kristen Ziter Taylor Brattleboro Area Realty

  316 Putney Rd, Brattleboro, VT 05301
• 

  

  /39

  Est $779,742 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,272 Sq Ft

  762 Stage Rd, Guilford, VT 05301

  762 Stage Rd, Guilford, 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
• 

  

  /22

  $336,000 Sold Aug 12, 2025

  • 1,104 Sq Ft
  • $304/SF
  • 63 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1968

  62 Lawton Dr, Brattleboro, VT 05301

  Everything deserves a second chance, and this home found the right owner to love and recreate it in a stunning new life. Anyone who has looked at this home in the past few years, has to come back to see the shine....the fresh new look....the simplicity of move right in. Not only is this home refreshed stem to stern, it has new windows, siding, shingles, kitchen, bath.....and on and on! Tuck

  Christine Lewis Brattleboro Area Realty

  62 Lawton Dr, Brattleboro, VT 05301
• 

  

  /19

  Est $375,454 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,351 Sq Ft

  1190 Stage Rd, Guilford, VT 05301

  1190 Stage Rd, Guilford, VT 05301
• 

  

  /24

  $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
• 

  

  /5

  $100,000 Sold Aug 11, 2025

  • 700 Sq Ft
  • $143/SF
  • 19 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1966

  39 Brookside Dr Unit 7, Brattleboro, VT 05301

  Ready for a redo, this home is priced right for anyone who is handy with freshening, light carpentry (flooring) and other minor skills. Worth the effort to find an affordable option to renting or living with Mom! 48 hour a must for notice. This condo is located in a prime location with quick, easy access to I91 and a stones throw to the Whetstone Brook, Farmers Market and Living Memorial Park.

  Christine Lewis Brattleboro Area Realty

  39 Brookside Dr Unit 7, Brattleboro, VT 05301
• 

  

  /40

  Est $461,064 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,190 Sq Ft

  98 Jelly Mill Rd, Guilford, VT 05301

  98 Jelly Mill Rd, Guilford, 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
• 

  

  /59

  $543,000 Sold Aug 07, 2025

  • 5,850 Sq Ft
  • $93/SF
  • 20 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2000

  628 S Main St, Brattleboro, VT 05301

  Absolutely Gorgeous In-Town Home with Exceptional Attention to Detail.This stunning residence offers over 5,000 square feet of meticulously designed living space in the main house, plus a fully separate accessory dwelling with two independent living areas—ideal for extended family, guests, or producing income. Additionally there is a two-car garage with an integrated service pit for

  Kerry Mulverhill

  628 S Main St, Brattleboro, VT 05301
• 

  

  /19

  Est $292,801 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,148 Sq Ft

  1352 Stage Rd, Guilford, VT 05301

  1352 Stage Rd, Guilford, 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
• 

  

  /30

  $330,000 Sold Aug 07, 2025

  • 2,146 Sq Ft
  • $154/SF
  • 56 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1952

  116 Edward Heights, Brattleboro, VT 05301

  This spacious, single-level home is neatly tucked away on a large corner lot at the end of the street - no through-traffic! The interior features inviting, open living space on one end and separate rooms at the other, including a walk-in pantry, laundry room and bathroom with a step-in tub. The expansive yard offers both sun and shade, with a screened-in outbuilding (formerly a pool house) and a

  Stephanie Wilde

  116 Edward Heights, Brattleboro, VT 05301
• 

  

  /25

  Est $240,225 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  2857 Coolidge Hwy, Guilford, VT 05301

  2857 Coolidge Hwy, Guilford, 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
• 

  

  /20

  $490,000 Sold Aug 07, 2025

  • 2,400 Sq Ft
  • $204/SF
  • 52 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1880

  21 Howard St, Brattleboro, VT 05301

  This beautiful Victorian home is just a short stroll from vibrant Brattleboro and has access to a huge town trail network. Nicely landscaped and has a partially fenced yard for pets or children. The house has lovely Victorian detailing and includes 3 covered porches. The formal entry has hardwood flooring, period staircase, stained glass window and a 3/4 bath. The adjacent front parlor includes

  Robert Doyle Berkley & Veller Greenwood Country

  21 Howard St, Brattleboro, VT 05301

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