Homes for Sale in 05301

• 

  

  

  /35

  $350,000

  New Construction

  • 2 Beds
  • 1 Bath
  • 640 Sq Ft

  203 Fairview St, Brattleboro, VT 05301

  Welcome to this brand NEW, beautiful home, professionally blower-door tested at an exceptional 1.7 providing outstanding airtightness, energy efficiency, and year-round comfort. Completed in July 2026 and designed for low-maintenance living, the home benefits from net-metered solar credits that have offset the owner’s electrical needs, including heating and cooling. Warrantied ENERGY STAR®

  Kristen Ziter Taylor Brattleboro Area Realty

  203 Fairview St, Brattleboro, VT 05301
• 

  

  

  /20

  $320,000

  $34K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  39 Atwood St, Brattleboro, VT 05301

  First time offered, EVER... built and loved by the current family, it is time to pass the keys to a new generation of owners ready to put their own love and dreams into this sweet home. Just across from the high and middle schools, around the corner from Oak Grove grade school, and down the street from the hospital and shopping. There is a first floor bed and bath for aging in place, but 2 big

  Christine Lewis Brattleboro Area Realty

  39 Atwood St, Brattleboro, VT 05301
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  /51

  $284,000

  $15K PRICE DROP

  • 2,360 Sq Ft

  5 Reynolds Dr, Brattleboro, VT 05301

  Turn-Key Investment in the Heart of Brattleboro! This versatile three-unit multifamily property offers an excellent opportunity for investors. Two of the three units have been recently and extensively renovated, featuring brand-new flooring, fresh paint, modern baseboards, and updated plumbing and light fixtures. All three units are currently occupied, providing immediate cash flow. Unit 2 also

  Kate Barry EXP Realty

  5 Reynolds Dr, Brattleboro, VT 05301
• 

  

  

  /35

  $245,000

  • 2 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  9 Evergreen Ln, Brattleboro, VT 05301

  Welcome to Brookside Condominiums! This 2-bedroom, 1.5-bath end-unit townhome offers a comfortable, low-maintenance lifestyle in a convenient Brattleboro location. Natural light fills the living areas throughout, while the thoughtfully designed galley kitchen offers ample cabinet and counter space, a breakfast bar, and an easy flow into the dining area. Upstairs, two spacious bedrooms feature

  Ayden Hardy BHG Masiello Keene

  9 Evergreen Ln, Brattleboro, VT 05301
• 

  

  

  /28

  $390,000

  Open Sat 10AM - 12PM Coming Soon

  • 2 Beds
  • 3 Baths
  • 1,614 Sq Ft

  116 Green Meadow Rd, Brattleboro, VT 05301

  Welcome to 116 Green Meadow Road, where a unique shared-meadow setting offers the feel of country living with the convenience of Brattleboro nearby. Built in 1981 and situated on a manageable .25-acre lot, this home overlooks a beautiful 22-acre meadow. The current owner holds 20 shares in the meadow, providing shared ownership, recreational use and a voice in its stewardship. Purchase of the 20

  Carol Slocum Keller Williams Realty Metro-Keene

  116 Green Meadow Rd, Brattleboro, VT 05301
• 

  

  /31

  $260,000

  • 4 Beds
  • 2.5 Baths
  • 2,572 Sq Ft

  106 Coolidge Hwy Unit 6-276, Guilford, VT 05301

  Beautiful 1925 stucco Craftsman home needing TLC. Narrow strip oak flooring throughout, brick fireplace with original oak trim, original windows, beautiful oak staircase, arched doorways, dining room with enclosed porch, and a big country kitchen. There are many original features that make this property a great investment. The main house offers 2 sunny bedrooms; the adjacent finished apartment

  John Mcpherson Berkley & Veller Greenwood Country

  106 Coolidge Hwy Unit 6-276, Guilford, VT 05301
• 

  /2

  $350,000

  $50K PRICE INCREASE

  • 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 to

  Christine Lewis Brattleboro Area Realty

  109 Central St, Brattleboro, VT 05301
• 

  

  /14

  $325,000

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

  12 Autumn Gem Dr, Dummerston, VT 05301

  This affordable Dummerston home is tucked away on 11 private acres. Built with personal privacy in mind, the primary bedroom is on one end and the other 2 bedrooms and bath are at the other, eliminating hallways and adding to the living area. Warm yourself and save on fuel with the large pellet stove in the living room. Abundant light with the picture window in the front and skylight over the

  Christine Lewis Brattleboro Area Realty

  12 Autumn Gem Dr, Dummerston, VT 05301
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  /48

  $1,650,000

  • 4 Beds
  • 3.5 Baths
  • 3,268 Sq Ft

  161 Depot Rd, Williamsville, VT 05362

  Perched high above the enchanting hills of Newfane, VT, lies a truly one-of-a-kind property. This meticulously crafted home offers an off-grid, private retreat with breathtaking views of the surrounding landscape. Constructed in 2003, the post and beam design incorporates wood and stone harvested from its expansive 219-acre setting, showcasing a harmonious blend of nature and architecture. This

  Keith Nowak Four Seasons Sotheby's Int'l Realty

  161 Depot Rd, Williamsville, VT 05362
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  /5

  $250,000

  $20K PRICE DROP

  • 2,112 Sq Ft

  556 S Main St, Brattleboro, VT 05301

  New beginnings! Just right to live in one side, fix the other and have the tenant pay for your new lifestyle or have a family duplex and lie with extended family. the north side is vacant, needs renovation, and the south side has a tenant that will transfer with the building. Corner lot, yard, off street parking. Easy to see north unit, but otherwise a 48 hour notice to show.

  Christine Lewis Brattleboro Area Realty

  556 S Main St, Brattleboro, VT 05301
• 

  

  /14

  $249,999

  • Land
  • 29 Acres
  • $8,621 per Acre

  0 Stickney Brook Rd Unit 5101849, Dummerston, VT 05301

  Here's your chance to own 29 acres of wooded Vermont countryside with frontage on both Stickney Brook Road and Hopkins Road, offering flexible access and endless possibilities. Set along one of Dummerston's most picturesque country roads this unique parcel offers privacy, potential and the perfect setting for a private retreat, camp or future homesite. A mix of timber and classic New England

  Lily Gautot Greenwald Realty Group

  0 Stickney Brook Rd Unit 5101849, Dummerston, VT 05301
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  /60

  $335,000

  $14K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,550 Sq Ft

  90 Wilsons Woods Rd, Brattleboro, VT 05301

  Enjoy the privacy of your own space secluded from the rest of the world. Enjoy the comfort of a country setting in town. Look through the treetops over the roofs of houses below on one side, onto a garden on another side, and onto a wooded hillside on the rest. Nature surrounds this immaculate house on a hill. Amenities include beautiful hardwood floors, designer lighting fixtures, a pantry with

  Sally Fegley BHG Masiello Brattleboro

  90 Wilsons Woods Rd, Brattleboro, VT 05301
• 

  

  /16

  $259,900

  • Land
  • 29.2 Acres
  • $8,901 per Acre

  1270 Melendy Hill Rd, Guilford, VT 05301

  A rare find! This amazing land has long range views, privacy and close to everything! There is a right of way for egress, and will be perfect for an off grid tuck away cabin or primary. A small meadow is part of the 2 acre exemption for house site, just at the end of the existing drive...easy to get to and just the beginning of the land. Mostly Black Birch, Sugar Maple and Hemlock, there is a

  Christine Lewis Brattleboro Area Realty

  1270 Melendy Hill Rd, Guilford, VT 05301
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  /33

  $110,000

  • 1 Bed
  • 1 Bath
  • 784 Sq Ft

  77 Hatch School Rd, Brattleboro, VT 05301

  Beautiful country setting! Manufactured home with addition located just off the pavement in Halifax, VT, rural yet central to VT Routes 9 & VT/MA 112 and the outlying towns of Guilford, Marlboro, Whitingham (Jacksonville), Wilmington and Dover, VT. The trustee seller has never occupied the home and has minimal information; financing may be limited due to the home pre-dating 1976. Shown by

  Stephanie Wilde

  77 Hatch School Rd, Brattleboro, VT 05301
• 

  

  /13

  $49,900

  $29K PRICE DROP

  • Land
  • 3.69 Acres
  • $13,523 per Acre

  0 Honeycomb Hill, Marlboro, VT 05301

  On the privately maintained road of Honeycomb Hill sits this 3.69 acre lot. The wooded parcel has young tree growth and slopes gently. There are three areas that are fairly level and open and may be suitable building sites. Just 30 minutes to Mt. Snow, 25 minutes to Brattleboro and 15 minutes to Harriman Reservoir, this conveniently located parcel offers easy access to all of Southern Vermont's

  Laura D'Angelo Berkley & Veller Greenwood Country

  0 Honeycomb Hill, Marlboro, VT 05301
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  /50

  $250,000

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

  147 Morningside Dr, Brattleboro, VT 05301

  Easy living. This move-in-ready townhouse comes with snow removal; trash, recycling and compost removal; landscaping; a swimming pool; tennis and pickleball courts; a hiking trail and little libraries included. The seller has refurbished the entire unit by installing beautiful flooring on the first floor and in bathrooms, refinishing cabinets, painting, and cleaning carpeting in order to get the

  Sally Fegley BHG Masiello Brattleboro

  147 Morningside Dr, Brattleboro, VT 05301
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  /37

  $285,000

  $14K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,872 Sq Ft

  412 Western Ave, Brattleboro, VT 05301

  Move in ready and full of potential, this charming Brattleboro home is ready for its next chapter. The main level features a bright, open concept layout with a spacious kitchen and comfortable living area, creating an ideal space for everyday living and entertaining. Filled with natural light, the living room opens directly onto a private rear deck overlooking a manageable backyard perfect for

  Keith Nowak Four Seasons Sotheby's Int'l Realty

  412 Western Ave, Brattleboro, VT 05301
• 

  

  /9

  $250,000

  • Land
  • 3.79 Acres
  • $65,963 per Acre

  000 Fort Dummer Heights, Brattleboro, VT 05301

  Easy to build!!! The land is open, so no fuss with a lot of prep. Beautiful high meadow, in a nice little neighborhood tucked up against the state park, what more could you want? This land has gone thru several transitions and plans for development by it's builder owner, but we now have the simplest! There are potentially a couple of options for hooking to town sewer with neighbor cooperation.

  Christine Lewis Brattleboro Area Realty

  000 Fort Dummer Heights, Brattleboro, VT 05301
• 

  

  /17

  $319,000

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,280 Sq Ft

  550 S Main St, Brattleboro, VT 05301

  Lovely level lot, close to schools, hospital, shopping, State park and downtown. The best of everything, and BRAND NEW!!! Be the the envy of all your friends, with this wonderful, open concept, one level home. Primary bedroom on one end with an ensuite for privacy! New, shiny appliances, good sized island for cooking or hanging out and both a tub and a walk in shower. Special in so many ways,

  Christine Lewis Brattleboro Area Realty

  550 S Main St, Brattleboro, VT 05301
• 

  

  /15

  $135,000

  $25K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 685 Sq Ft

  39 Brookside Dr Unit 7, Brattleboro, VT 05301

  Welcome to this beautifully refurbished one-bedroom, one-bath condominium in desirable West Brattleboro. Freshly updated with new flooring, fresh interior paint, vanity, and a new oven, this move-in-ready home offers comfortable, low-maintenance living in a convenient location.Ideally situated just minutes from I-91, this condominium provides easy access for commuters while placing you close

  Angela Sherman Brattleboro Area Realty

  39 Brookside Dr Unit 7, Brattleboro, VT 05301
• 

  

  /9

  $165,000

  • Land
  • 1.9 Acres
  • $86,842 per Acre

  Lot A Sweet Pond Rd, Guilford, VT 05301

  Beautiful open 1.9-acre parcel on scenic Sweet Pond Road in Guilford, VT. Featuring open pastureland, generally level terrain, and excellent southern exposure, this property offers a wonderful opportunity for a primary residence, homestead, recreation property, or investment. A classic stone wall borders the western edge, adding timeless Vermont character. Buyers to verify utility availability

  Erica Reynolds Southern Vermont Realty Group

  Lot A Sweet Pond Rd, Guilford, VT 05301
• 

  

  /37

  $340,000

  $10K PRICE DROP

  • 1,918 Sq Ft

  50 Oak Grove Ave, Brattleboro, VT 05301

  Excellent opportunity to own a three-unit investment property in a fabulous location. Enjoy being near the well-known Little League field, grab a hot dog and catch a game. Conveniently located near public transportation, the hospital, shopping, restaurants, schools, and other local amenities.The property offers a great yard set back from the road, providing both privacy and usable outdoor

  Kerry Mulverhill

  50 Oak Grove Ave, Brattleboro, VT 05301
• 

  

  /14

  $465,500

  $50K PRICE DROP

  • 3,364 Sq Ft

  28 Brook St, Brattleboro, VT 05301

  Strong returns and future potential define this well-maintained 4-unit investment property in vibrant Brattleboro. The building consists of four spacious 2-bedroom, 1-bath apartments, providing a desirable and consistent unit mix. Pride of ownership is evident throughout, making this a turnkey addition to any portfolio. Beyond the existing income, the property offers exciting upside with attic

  The Nancy Jenkins Team Nancy Jenkins Real Estate

  28 Brook St, Brattleboro, VT 05301
• 

  

  /31

  $415,000

  • 3 Beds
  • 2 Baths
  • 1,934 Sq Ft

  138 Wantastiquet Dr, Brattleboro, VT 05301

  Finally! A rare offering in a neighborhood with a waiting list!! And....a rare ranch style for either aging in place or just starting out!! Nice open concept living/dining features a fireplace that has been converted to a wood stove hook up for efficient use. Private primary bath, wood floors, big mud room/ breakfast nook are some of the sweet features to look forward to. Finished basement adds

  Christine Lewis Brattleboro Area Realty

  138 Wantastiquet Dr, Brattleboro, VT 05301
• 

  

  /17

  $110,000

  • Land
  • 5,227 Sq Ft
  • $916,667 per Acre

  117 * Fuller Dr, Brattleboro, VT 05301

  Nestled just behind 117 Fuller Drive, with privacy and easy access from the street, this property is the perfect spot for the tiny home you have been longing for. Water, sewer, and electric are all at the street, and the seller will help to keep the access accessible :) The subdivision has received preliminary approval from the town, with finalization to be completed prior to sale—giving you

  Rebecca Seymour Brattleboro Area Realty

  117 * Fuller Dr, Brattleboro, VT 05301
• 

  

  /12

  $422,000

  $43K PRICE DROP

  • 3,756 Sq Ft

  820 Western Ave, Brattleboro, VT 05301

  Exceptional cash flow meets classic Vermont charm in this well-maintained 4-unit property in the heart of Brattleboro. The building features a desirable unit mix with two 2-bedroom, 1-bath apartments and two 1-bedroom, 1-bath apartments. Recent improvements include a freshly painted exterior in 2025 and bathroom renovations completed in 2023, reflecting pride of ownership and minimizing near-term

  The Nancy Jenkins Team Nancy Jenkins Real Estate

  820 Western Ave, Brattleboro, VT 05301
• 

  

  /60

  $319,000

  • 2 Beds
  • 2 Baths
  • 1,164 Sq Ft

  3185 Higley Hill Rd, West Marlboro, VT 05363

  Vermont A-Frame Retreat in Marlboro! Escape to this charming 2-bedroom, 2-bath A-frame set on 2.18 wooded acres in scenic Marlboro, Vermont. With a stream, deck, and peaceful natural setting, this property offers the perfect blend of privacy and character. Inside, you’ll find 1,164 square feet of furnished living space featuring natural light, a wood fireplace, first-floor laundry, and a

  Grayson VanHendrick Flex Realty

  3185 Higley Hill Rd, West Marlboro, VT 05363
• 

  

  /27

  $519,000

  • 3 Beds
  • 2.5 Baths
  • 1,784 Sq Ft

  56 Park Laughton Rd, East Dummerston, VT 05346

  A wonderful Colonial home in Dummerston Village Vermont. Classic layout with a huge primary bedroom with double closets, 2 additional generouslysized bedrooms and a full bath on the second floor. The first floor has a large family room, dining room, a full bath with laundry, and a lovely 1/2 bath. Freshly updated with a new roof, new Anderson windows, new high efficiency furnace, whole house

  Derek Greene Derek Greene

  56 Park Laughton Rd, East Dummerston, VT 05346

Showing Results 41 - 68, Page 2 of 2