Homes in ZIP Code 05301

/60
$4,950,000
- 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

(802) 317-7158

1950 Collins Rd, Brattleboro, VT 05301
/8
$1,850 per month
- 1 Bed
- 1 Bath
- 800 Sq Ft
- Condo for Rent
3550 Coolidge Hwy Unit 2, Guilford, VT 05301

Property Id: 1504084Find your peace in this adorable 1 bedroom, 2 bathroom unit in Guilford, VT. This second floor property at 3550 Coolidge Highway offers top amenities including full kitchen w/ gas range, washer/dryer, covered balcony, glass shower, storage, and more. Small dogs allowed, utilities included. Month-to-month lease. Available now!

3550 Coolidge Hwy Unit 2, Guilford, VT 05301
/31
$499,000 Sold Nov 07, 2025

321 Leonard Rd, Dummerston, VT 05301
- 3 Beds
- 2 Baths
- 1,568 Sq Ft
- Built 2016
Last Sold Summary
- $318/SF
- 67 Days On Market
Current Estimated Value $469,604

Last Listing Agent John Hatton Berkley & Veller Greenwood Country

321 Leonard Rd, Dummerston, VT 05301

/33
Est $367,892 Not Listed For Sale

113 Stockwell Dr, Brattleboro, VT 05301
- 3 Beds
- 2 Baths
- 1,754 Sq Ft
- Built 1984
113 Stockwell Dr, Brattleboro, VT 05301

Last Sold Summary
- 5% Above List Price
- $200/SF
- 4 Days On Market
Last Sold Price $350,000

Last Listing Agent Victoria Woods Brattleboro Area Realty

/46
$495,000
- 4 Beds
- 2.5 Baths
- 2,756 Sq Ft
214 Putney Rd, Brattleboro, VT 05301

Step back in time and discover the enchanting potential of this distinguished 1940 Colonial, perfectly positioned to capture the spirit of Brattleboro. Perched on a generous 0.79-acre level lot, this home offers a rare blend of expansive personal space and convenient in-town living. From the moment you arrive, the classic lines, wood siding, and enduring slate roof hint at the craftsmanship of a

Keith Nowak Four Seasons Sotheby's Int'l Realty

214 Putney Rd, Brattleboro, VT 05301
/7
$2,200 per month
- 2 Beds
- 1 Bath
- 827 Sq Ft
- Apartment for Rent
4 Elliot St Unit 5, Brattleboro, VT 05301

Corner apartment in downtown Brattleboro in the National is located on the corner of Elliot and Main Street. This two-bedroom apartment is in a secure building, laundry facilities on site, with parking down the street in the parking garage. Pets are welcome with an extra pet fee.

Peggy Winchester ACORN REAL ESTATE GROUP LLC

4 Elliot St Unit 5, Brattleboro, VT 05301
/17
$200,000 Sold Jan 16, 2026

75 Mather Rd, Brattleboro, VT 05301
- 1 Bed
- 1 Bath
- 720 Sq Ft
- Built 1959
Last Sold Summary
- 4% Below List Price
- $278/SF
- 6 Days On Market
Current Estimated Value $199,440

Last Listing Agent Kristen Ziter Taylor Brattleboro Area Realty

75 Mather Rd, Brattleboro, VT 05301

/40
Not Listed For Sale

965 Western Ave, Brattleboro, VT 05301
- 4 Beds
- 3 Baths
- 2,358 Sq Ft
- Built 1840
965 Western Ave, Brattleboro, VT 05301

Last Sold Summary
- $157/SF
- 55 Days On Market
Last Sold Price $370,000

Last Listing Agent Kate Barry EXP Realty

/60
$499,000
- 4 Beds
- 3.5 Baths
- 2,312 Sq Ft
23 Wilsons Woods Rd, Brattleboro, VT 05301

Welcome to 23 Wilsons Woods Road, a meticulously maintained Colonial-style home that offers the perfect Vermont balance: total wooded privacy combined with absolute convenience. Nestled at the end of a quiet road, this property feels like a secluded retreat tucked into the forest, yet you are literally moments away from Brattleboro’s vibrant restaurants, local shops, the hospital, and a thriving

Kate Barry EXP Realty

23 Wilsons Woods Rd, Brattleboro, VT 05301
/30
$1,300 total monthly price
- 2 Beds
- 1 Bath
- 1,000 Sq Ft
- Condo for Rent
210 Elliot St Unit 3, Brattleboro, VT 05301

210 Elliot St Unit 3, Brattleboro, VT 05301
/54
$1,743,600 Sold Sep 30, 2025

1324 Middle Rd, Brattleboro, VT 05301
- 7 Beds
- 7.5 Baths
- 8,718 Sq Ft
- Built 2005
Last Sold Summary
- 50% Below List Price
- $200/SF
- 274 Days On Market
Current Estimated Value $1,754,418

Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

1324 Middle Rd, Brattleboro, VT 05301

/26
Not Listed For Sale

1 Wildwood Dr, West Brattleboro, VT 05301
- 2 Beds
- 1 Bath
- 962 Sq Ft
- Built 1977
1 Wildwood Dr, West Brattleboro, VT 05301

Last Sold Summary
- $82/SF
- 12 Days On Market
Last Sold Price $79,000

Last Listing Agent Victoria Woods Brattleboro Area Realty

/42
$650,000 Pending
- 3 Beds
- 2.5 Baths
- 1,995 Sq Ft
299 Sunset Lake Rd, Brattleboro, VT 05301

This exceptional 3-bedroom residence offers refined rural living with space, comfort, and stunning natural surroundings. The home features expansive open living areas, anchored by a large living room with a fireplace, creating a warm yet elegant gathering space. A newly redesigned kitchen serves as the heart of the home, perfectly suited for entertaining family and guests. Enjoy seamless

Peggy Winchester ACORN REAL ESTATE GROUP LLC

299 Sunset Lake Rd, Brattleboro, VT 05301
/17
$2,300 per month
- 2 Beds
- 1 Bath
- 930 Sq Ft
- Townhouse for Rent
60 Brookside Dr Unit 3, Brattleboro, VT 05301

This warm and inviting 2-bedroom condo comes fully furnished with everything you will need to just move in and relax. The first-floor open concept kitchen/living room makes for easy entertaining while you cook dinner. Upstairs are both bedrooms and the 3/4 bathroom. This comes with a full basement that has the washer and dryer and still usable space for storage or another room. This condo is not

Peggy Winchester ACORN REAL ESTATE GROUP LLC

60 Brookside Dr Unit 3, Brattleboro, VT 05301
/60
$570,000 Sold Jul 31, 2025

290 Roel Rd, Brattleboro, VT 05301
- 2 Beds
- 2.5 Baths
- 2,599 Sq Ft
- Built 1991
Last Sold Summary
- 5% Below List Price
- $219/SF
- 79 Days On Market
Current Estimated Value $589,667

Last Listing Agent Flex Realty Group Flex Realty

290 Roel Rd, Brattleboro, VT 05301

/12
Est $340,185 Not Listed For Sale

2812 River Rd, Brattleboro, VT 05301
- 2 Beds
- 2 Baths
- 1,152 Sq Ft
- Built 2008
2812 River Rd, Brattleboro, VT 05301

Last Sold Summary
- 3% Above List Price
- $287/SF
- 36 Days On Market
Last Sold Price $331,000

Last Listing Agent John Hatton Berkley & Veller Greenwood Country

/26
$395,000
- 3 Beds
- 2.5 Baths
- 2,128 Sq Ft
135 Country Hill, Brattleboro, VT 05301

Built in 2004 in this much-loved neighborhood, on a desirable one-way cul-de-sac, beautifully maintained, sits this 3-bedroom, 3-bath home. The first floor has a beautiful, large, eat-in kitchen, dining room, 1/2 bath, and access to a very spacious and inviting 16x16 deck ideal for family gatherings or entertaining, and a real sense of privacy. On the second floor, there is a primary bedroom with

Neil Goldberg Brattleboro Area Realty

135 Country Hill, Brattleboro, VT 05301
/5
$1,875 total monthly price
- 2 Beds
- 1 Bath
- 1,000 Sq Ft
- Townhouse for Rent
995 Western Ave Unit 100, Brattleboro, VT 05301

This first floor, renovated 2-bedroom apartment is freshly painted. Amenities include an eat-in kitchen, new dishwasher and refrigerator, pantry, new or refinished flooring throughout, new bathroom, large screened porch, 1/2 garage plus parking for a second car in the driveway, separate entrance, and a large backyard with room to garden. Mowing, snow removal and heat are included. Tenant pays

995 Western Ave Unit 100, Brattleboro, VT 05301
/40
$781,000 Sold Sep 19, 2025

1194 Ames Hill Rd, Brattleboro, VT 05301
- 3 Beds
- 5 Baths
- 2,663 Sq Ft
- Built 1944
Last Sold Summary
- 2% Below List Price
- $293/SF
- 33 Days On Market
Last Listing Agent Keith Nowak Four Seasons Sotheby's Int'l Realty

1194 Ames Hill Rd, Brattleboro, VT 05301

/12
Est $570,866 Not Listed For Sale

58 Oak St, Brattleboro, VT 05301
- 3 Beds
- 2 Baths
- 3,400 Sq Ft
- Built 1867
58 Oak St, Brattleboro, VT 05301

Last Sold Summary
- 4% Below List Price
- $175/SF
- 20 Days On Market
Last Sold Price $595,000

Last Listing Agent Robert Doyle Berkley & Veller Greenwood Country

/42
$499,990
- 3 Beds
- 2 Baths
- 1,850 Sq Ft
555 Vermont 9, Wilmington, VT 05363

MOTIVATED SELLER WITH A NEW PRICE IMPROVEMENT! This brand-new construction, three-bedroom, two-bath residence blends modern comfort with classic Vermont charm and sits on a desirable double lot, offering both space and privacy. Designed for year-round living or a weekend retreat, the home features a bright, open-concept layout filled with natural light from high-quality Anderson windows and

Colt Hazell Flex Realty

555 Vermont 9, Wilmington, VT 05363
/11
$1,700 per month
- 1 Bed
- 1 Bath
- 300 Sq Ft
- Apartment for Rent
4 Elliot St Unit 2, Brattleboro, VT 05301

Corner apartment in downtown Brattleboro in the National is located on the corner of Elliot and Main Street. This one-bedroom apartment is in a secure building, laundry facilities on site, with parking down the street in the parking garage. Pets are welcome with an extra pet fee.

Peggy Winchester ACORN REAL ESTATE GROUP LLC

4 Elliot St Unit 2, Brattleboro, VT 05301
/36
$341,000 Sold Jan 27, 2026

7 Union St, Brattleboro, VT 05301
- 4 Beds
- 3 Baths
- 1,668 Sq Ft
- Built 1903
Last Sold Summary
- 10% Above List Price
- $204/SF
- 3 Days On Market
Current Estimated Value $329,470

Last Listing Agent Kathy Dowd Bellville Realty

7 Union St, Brattleboro, VT 05301

/3
Est $413,009 Not Listed For Sale

394 Canal St, Brattleboro, VT 05301
- Studio
- 2 Baths
- 2,863 Sq Ft
- Built 1930
394 Canal St, Brattleboro, VT 05301

Last Sold Summary
- 12% Above List Price
- $129/SF
- 0 Days On Market
Last Sold Price $370,000

Last Listing Agent Christine Lewis Brattleboro Area Realty

/41
$429,000 Pending
- 4 Beds
- 2 Baths
- 1,568 Sq Ft
387 Meadowbrook Rd, Brattleboro, VT 05301

This West Brattleboro ranch style home is situated in that sought after "just outside of town" location with the hard-to-find combination of convenient proximity to the necessities and out the door access to walks on quiet country roads including the trails around the Pleasant Valley Reservoir just short drive up the road. The house has had two renovations in the past 20 years (2006 & 2015/16)

Chris Long BHG Masiello Brattleboro

387 Meadowbrook Rd, Brattleboro, VT 05301
/8
$1,700 per month
- 1 Bed
- 1 Bath
- 400 Sq Ft
- Apartment for Rent
4 Elliot St Unit 3, Brattleboro, VT 05301

The National, featuring this 1 Bedroom apartment with bright sunlit rooms, amazing hardwood floors and views of downtown. Coin operated Laundry is on site and off-street parking is available in the parking garage. The building is pet friendly

Peggy Winchester ACORN REAL ESTATE GROUP LLC

4 Elliot St Unit 3, Brattleboro, VT 05301
/51
$425,000 Sold Nov 18, 2025

17 Tinker Hill Rd, Guilford, VT 05301
- 4 Beds
- 2 Baths
- 2,445 Sq Ft
- Built 1928
Last Sold Summary
- $174/SF
- 74 Days On Market
Current Estimated Value $422,790

Last Listing Agent Christine Lewis Brattleboro Area Realty

17 Tinker Hill Rd, Guilford, VT 05301

/37
Est $406,006 Not Listed For Sale

94 Brets Rd, Brattleboro, VT 05301
- 3 Beds
- 2.5 Baths
- 1,444 Sq Ft
- Built 2001
94 Brets Rd, Brattleboro, VT 05301

Last Sold Summary
- 6% Below List Price
- $301/SF
- 16 Days On Market
Last Sold Price $434,000

Last Listing Agent John Redd Skihome Realty

/30
$579,000 Under Contract
- 4 Beds
- 2 Baths
- 2,656 Sq Ft
204 Meeting House Ln, Brattleboro, VT 05301

Your Dream Home Awaits on Meetinghouse Lane! Nestled in the desirable and quiet neighborhood of Meetinghouse Lane, this contemporary home offers both privacy & charm. Surrounded by mature trees, the property feels like a peaceful retreat, while still being conveniently located. A paved driveway leads to an oversized two-car garage, connected to the house by a convenient breezeway. The expansive

Desiree Stango Berkley & Veller Greenwood Country

204 Meeting House Ln, Brattleboro, VT 05301
/37
$375,000 Sold Jun 16, 2025

146 Sherwood Cir, Brattleboro, VT 05301
- 3 Beds
- 1.5 Baths
- 1,632 Sq Ft
- Built 1998
Last Sold Summary
- 7% Above List Price
- $230/SF
- 66 Days On Market
Current Estimated Value $391,838

Last Listing Agent Kate Barry EXP Realty

146 Sherwood Cir, Brattleboro, VT 05301

/32
Est $540,093 Not Listed For Sale

110 Beaver Pond Rd, Dummerston, VT 05301
- 3 Beds
- 2.5 Baths
- 2,280 Sq Ft
- Built 2008
110 Beaver Pond Rd, Dummerston, VT 05301

Last Sold Summary
- 3% Above List Price
- $230/SF
- 9 Days On Market
Last Sold Price $525,000

Last Listing Agent Thomas Dahlin Berkley & Veller Greenwood Country

/35
$475,000 Under Contract
- 3 Beds
- 2 Baths
- 2,480 Sq Ft
24 Laurel St, Brattleboro, VT 05301

This well-maintained three-bedroom, two-bath single-family home is set on a level, fenced-in lot in a coveted neighborhood close to downtown, with convenient access to major highways. The home features radiant flooring, central air, and a finished basement offering flexible living or recreational space. A spacious kitchen provides ample cabinetry and storage, ideal for everyday living and

Kelly Agrillo Southern Vermont Realty Group

24 Laurel St, Brattleboro, VT 05301
/2
$80,000 Sold Dec 19, 2025

Lot #3 Peachtree Ln, Brattleboro, VT 05301
- Land
- 4.27 Acres
- $18,735 per Acre
Last Sold Summary
- 6% Below List Price
- 50 Days On Market
Last Listing Agent Desiree Stango Berkley & Veller Greenwood Country

Lot #3 Peachtree Ln, Brattleboro, VT 05301

/20
Est $266,173 Not Listed For Sale

149 Canal St, Brattleboro, VT 05301
- 3 Beds
- 3 Baths
- 2,100 Sq Ft
- Built 1899
149 Canal St, Brattleboro, VT 05301

Last Sold Summary
- 21% Above List Price
- $105/SF
- 81 Days On Market
Last Sold Price $220,000

Last Listing Agent David Brown

/41
$474,900
- 3 Beds
- 2 Baths
- 1,920 Sq Ft
216 Ghastly Job Way, Wilmington, VT 05363

Vermont mountain getaway perched on a private parcel at the end of a quiet country road, this charming mountain retreat offers sweeping long-range views spanning from the Green Mountains within the National Forest north to Mount Snow and east toward neighboring Marlboro. Enjoy breathtaking sunsets from the covered front porch or relax in the outdoor hot tub surrounded by nature. Inside, the

Monique White Deerfield Valley Real Estate

216 Ghastly Job Way, Wilmington, VT 05363
/33
$386,250 Sold Jun 12, 2025

33 Frost Place, Brattleboro, VT 05301
- 3 Beds
- 2.5 Baths
- 1,617 Sq Ft
- Built 1880
Last Sold Summary
- 3% Below List Price
- $239/SF
- 49 Days On Market
Current Estimated Value $333,000

Last Listing Agent Keith Nowak Four Seasons Sotheby's Int'l Realty

33 Frost Place, Brattleboro, VT 05301

/31
Est $332,878 Not Listed For Sale

47 Sherwood Cir, Brattleboro, VT 05301
- 3 Beds
- 2 Baths
- 1,400 Sq Ft
- Built 1995
47 Sherwood Cir, Brattleboro, VT 05301

Last Sold Summary
- 1% Below List Price
- $239/SF
- 38 Days On Market
Last Sold Price $335,000

Last Listing Agent Christine Lewis Brattleboro Area Realty

/32
$449,000 Under Contract
- 3 Beds
- 2 Baths
- 1,660 Sq Ft
56 Lee Rd, Guilford, VT 05301

Enjoy privacy and nature just minutes from town! This well-cared for 3 bedroom, 2 bath home sits on 4.81 acres, offering space, tranquility, and convenience. Features include a first-floor bedroom, bright and comfortable living areas, a beautiful three-season porch perfect for relaxing and taking in the peaceful setting, and a two-car garage for added storage and functionality. A great

Claire Renaud Berkley & Veller Greenwood Country

56 Lee Rd, Guilford, VT 05301
/24
$22,000 Sold Apr 01, 2026

97 Glen St, Brattleboro, VT 05301
- 2 Beds
- 1 Bath
- 684 Sq Ft
- Built 1968
Last Sold Summary
- 26% Below List Price
- $32/SF
- 36 Days On Market
Last Listing Agent Angela Sherman Brattleboro Area Realty

97 Glen St, Brattleboro, VT 05301

/26
Est $293,157 Not Listed For Sale

240 S Main St, Brattleboro, VT 05301
- 4 Beds
- 2 Baths
- 1,948 Sq Ft
- Built 1865
240 S Main St, Brattleboro, VT 05301

Last Sold Summary
- 9% Below List Price
- $166/SF
- 18 Days On Market
Last Sold Price $323,000

Last Listing Agent Dan Normandeau Berkley & Veller Greenwood Country

Showing Results 1 - 40, Page 1 of 18

Vermont Windham County Brattleboro 05301

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