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North Bennington VT Real Estate: A Historic Village next to Bennington College

By Tony Walton, Principal Broker, New England Landmark Realty

Quick Answer

North Bennington is an incorporated village of about 1,700 people in the town of Bennington, in Vermont's southwest corner. It has a historic village center listed on the National Register of Historic Places, the Park-McCullough Historic House, and Bennington College, whose campus straddles the village line. Downtown Bennington's shops, hospital, and services are a short drive south. Current listings appear at the bottom of this page, and our Bennington market report shows recent sales and prices.

North Bennington at a Glance

  • Town: Bennington (North Bennington is an incorporated village within it)
  • County: Bennington
  • ZIP code: 05257
  • Population: 1,716 (2020 Census)
  • Historic district: North Bennington Historic District, listed on the National Register of Historic Places in 1980
  • Roads: Vermont Routes 67 and 67A
  • Schools: The Village School of North Bennington (pre-K to grade 6) and Southshire Community School (K-8)

Living in North Bennington

North Bennington is a small, walkable village with a historic center of 19th-century homes, shops, and civic buildings. The Park-McCullough Historic House, a well-preserved 35-room Victorian country house, is one of its landmarks.

Bennington College, known for the arts and a self-directed approach to learning, sits on the village's edge; the boundary between North Bennington and Bennington runs across its grounds. The village also has literary history: the author Shirley Jackson, who wrote The Lottery and The Haunting of Hill House, lived in North Bennington.

Downtown Bennington, a few miles south, has groceries, shopping, restaurants, and Southwestern Vermont Medical Center.

Schools

Younger children in North Bennington can attend The Village School of North Bennington (pre-K to grade 6), and the progressive Southshire Community School serves grades K-8. Older students generally attend Bennington-area schools, including Mount Anthony Union High School. Confirm school options for any specific address.

Homes in North Bennington

Buyers in North Bennington find historic village homes within walking distance of the center, homes near the college, and properties with more land on the village outskirts. See what's for sale in the listings below, and check recent sale prices in the Bennington market report, which includes North Bennington.

Buying an older village home? Plan for a thorough inspection, including the heating system, electrical, and, for homes built before 1978, lead paint.

Getting Around

  • Vermont Route 67 passes through the village.
  • Vermont Route 67A meets Route 67 in the center of North Bennington and connects to Bennington.

Costs to Plan For

Vermont's property transfer tax, paid by the buyer at closing, is 0.5% on the first $200,000 of a primary residence and 1.47% above that; 3.62% for a second home; and a VHFA-financed primary residence is exempt on the first $250,000. Estimate your payment, transfer tax, and cash to close with our Vermont Home Cost Calculator. See our Vermont home inspection guide for what to check.

Frequently Asked Questions

Is North Bennington part of Bennington?

Yes. North Bennington is an incorporated village within the town of Bennington, with its own ZIP code, 05257.

Is Bennington College in North Bennington?

Bennington College's campus straddles the boundary between the village of North Bennington and the rest of the town of Bennington.

What schools serve North Bennington?

The Village School of North Bennington (pre-K to grade 6) and Southshire Community School (K-8) are in the village. Older students generally attend Bennington-area schools, including Mount Anthony Union High School.

What is the Park-McCullough House?

A well-preserved 35-room Victorian country house in North Bennington, now the Park-McCullough Historic House.

How do I see recent home prices in North Bennington?

Our Bennington market report lists recent sales, prices, and days on market for Bennington, including North Bennington.

What to Do Next

Call our office at 802-253-4711, reach Tony Walton directly at 802-233-4107, or contact us.

Want Vermont market updates and homeowner tips in your inbox? Sign up for Tony's newsletter. You can unsubscribe at any time.

  • Vermont Home Buying Guide
  • Colleges and Universities in Vermont
  • Nearby: Manchester, Woodford

Sources

  • North Bennington, Vermont (village, population, ZIP code, Bennington College, Park-McCullough House, historic district, schools, routes, Shirley Jackson)
  • Mount Anthony Union High School
  • Vermont Department of Taxes, Property Transfer Tax

North Bennington Homes & Land

200 Weeks St, Bennington image
200 Weeks St, Bennington $215,000

Good sized home situated on the corner of Weeks Street and Putnam Street. Walking distance to the hospital, corner market and post office. # bedrooms including a large be...

  • 3 Beds
  • 2 Baths
  • 5115662 MLS
  • 0.13 Acres
882 Matteson Rd, Bennington image
882 Matteson Rd, Bennington $345,000

Superb location, inviting living spaces, and a private backyard make this raised ranch a wonderful place to call home! Offering three bedrooms, two full bathrooms, and a ...

  • 3 Beds
  • 2 Baths
  • 5115368 MLS
  • 1.05 Acres
48 Autumn Acres Rd, Bennington image
48 Autumn Acres Rd, Bennington $299,000

Move-In Ready 3-Bedroom Raised Ranch with ensuite primary. Fresh paint and new flooring make this three-bedroom, two-bath Raised Ranch, located just outside of town, read...

  • 3 Beds
  • 2 Baths
  • 5114802 MLS
  • 0.44 Acres
432 South St Unit C3, Bennington image
432 South St Unit C3, Bennington $154,000

Enjoy downtown living in Bennington with this 2BR/2BA ground-floor condominium. Convenient single-level living with in-unit laundry and dedicated parking for added comfor...

  • 2 Beds
  • 2 Baths
  • 5113833 MLS
319 Chester Knoll Dr, Bennington image
319 Chester Knoll Dr, Bennington $389,000

Brand New Construction in Desirable Chester Knoll! Welcome home to this beautifully crafted, energy-efficient Cape offering the perfect blend of classic New England charm...

  • 4 Beds
  • 2 Baths
  • 5113804 MLS
38 Center St, Bennington image
38 Center St, Bennington $285,000

Welcome to this spacious three bedroom, two bathroom ranch in a highly desirable neighborhood, offering approximately 3,000 square feet of finished living space and plent...

  • 3 Beds
  • 2 Baths
  • 5113739 MLS
  • 0.32 Acres
55 Mcintosh Ln, Bennington image
55 Mcintosh Ln, Bennington $480,000

Love character, craftsmanship and room to gather? Welcome home. At first sight you will notice the artistry of the hand selected stone used to create the garage exterior...

  • 4 Beds
  • 3 Baths
  • 5113685 MLS
  • 1.13 Acres
78 Astrachan Dr, Bennington image
78 Astrachan Dr, Bennington $425,000

Beautifully renovated inside and out, this 3-bedroom, 2-bath Ranch offers 1,788 square feet of comfortable single-level living in a highly coveted Bennington location. Tu...

  • 3 Beds
  • 2 Baths
  • 5113018 MLS
  • 1.06 Acres
432 South St Unit B3, Bennington image
432 South St Unit B3, Bennington $145,000

Enjoy the convenience and value of this two bedroom, 1.5 bathroom end-unit condo. Offering easy first-floor living, this home is a great option for first-time buyers, dow...

  • 2 Beds
  • 2 Baths
  • 5112929 MLS
110 Coulter St, Bennington image
110 Coulter St, Bennington $329,000

Charming Bennington home with classic character, hardwood floors, and a bright enclosed sun porch! This inviting property offers a comfortable blend of traditional charm ...

  • 3 Beds
  • 2 Baths
  • 5111698 MLS
  • 0.24 Acres
2100 Monument Ave, Bennington image
2100 Monument Ave, Bennington $975,000

Stunning Monument Avenue home offering unparalleled craftsmanship, exceptional style, and beautiful mountain and meadow views. This remarkable ranch-inspired design is eq...

  • 4 Beds
  • 3 Baths
  • 5111680 MLS
  • 1.97 Acres
370 Southshire Dr, Bennington image
370 Southshire Dr, Bennington $695,000

Welcome to a home that truly has room for it all! Set in a desirable neighborhood on a beautifully landscaped lot, this impressive property offers an incredible amount of...

  • 4 Beds
  • 4 Baths
  • 5111572 MLS
  • 2.37 Acres
2 North St, Bennington image
2 North St, Bennington $219,000

As the old saying goes... LOCATION, LOCATION, LOCATION! Situated on a large corner lot in the desirable village of North Bennington, this one level home is brimming with ...

  • 2 Beds
  • 1 Baths
  • 5111442 MLS
  • 0.89 Acres
390 Fairview St, Bennington image
390 Fairview St, Bennington $95,000

Situated just outside historic Old Bennington and near the Bennington Battle Monument, this property offers the privacy and natural setting of a larger country parcel whi...

  • 5111395 MLS
  • 9.68 Acres
230 Beech St, Bennington image
230 Beech St, Bennington $249,500

Conveniently located in the heart of Bennington, this charming 3-bedroom, 2-bath Cape offers a wonderful combination of comfort, privacy, and walkability. Set along a new...

  • 3 Beds
  • 2 Baths
  • 5111369 MLS
  • 0.41 Acres
18 Greenview Dr, Bennington image
18 Greenview Dr, Bennington $399,900 ▼

Come home to the warmth and character of this inviting 4-bedroom, 2.5-bathroom log cabin, tucked into a desirable Bennington neighborhood on .46 acres. From the welcoming...

  • 4 Beds
  • 3 Baths
  • 5111091 MLS
  • 0.46 Acres
314 Chester Knoll Dr, Bennington image
314 Chester Knoll Dr, Bennington $299,000 ▼

There is something special about a home that has been truly loved, and you can feel it the moment you step inside. Exceptionally clean, beautifully cared for, and thought...

  • 3 Beds
  • 2 Baths
  • 5110700 MLS
856 Matteson Rd, Bennington image
856 Matteson Rd, Bennington $579,000

Escape to your own private Vermont retreat with this beautiful log home, tucked away in a peaceful, secluded setting surrounded by several acres of thoughtfully landscape...

  • 3 Beds
  • 2 Baths
  • 5110554 MLS
  • 5.01 Acres
220 Gage St, Bennington image
220 Gage St, Bennington $165,000 ▼

Tired of renting? Discover the charm, convenience, and value of this adorable two-bedroom bungalow - an ideal opportunity for first-time buyers, downsizers, investors, or...

  • 2 Beds
  • 1 Baths
  • 5109415 MLS
  • 0.05 Acres
436 Matteson Rd, Bennington image
436 Matteson Rd, Bennington $589,900

Magnificent Views & 7.05 Acres in North Bennington Experience the beauty and tranquility of the Vermont countryside from this inviting three-bedroom, three-and-a-half-bat...

  • 3 Beds
  • 4 Baths
  • 5108314 MLS
  • 7.05 Acres
2 Bromley Ln, Bennington image
2 Bromley Ln, Bennington $395,000

Charming 4-bedroom, 1.5 bathroom house on private lane in desirable North Bennington, steps from Bennington College and a short walk to the Village center's restaurants, ...

  • 4 Beds
  • 2 Baths
  • 5106470 MLS
  • 0.42 Acres
301 Beech St, Bennington image
301 Beech St, Bennington $165,000 ▼

Cute, cozy, and move-in ready! This freshly renovated 2-bedroom, 1-bath home has been updated from the ground up and offers comfortable, low-maintenance living in a conve...

  • 2 Beds
  • 1 Baths
  • 5106352 MLS
  • 0.16 Acres
1141 Burgess Rd, Bennington image
1141 Burgess Rd, Bennington $330,000 ▼

Completely renovated, turnkey single-level home offering mountain views, modern finishes, and a beautiful country setting. All major systems and cosmetic updates were co...

  • 2 Beds
  • 2 Baths
  • 5106263 MLS
  • 0.32 Acres
51 Pageant St, Bennington image
51 Pageant St, Bennington $295,000 ▼

There is something special about a home with character, and this charming 3BR property has it in abundance! Set in an established neighborhood within sight of the Mt. Ant...

  • 3 Beds
  • 1 Baths
  • 5105313 MLS
  • 0.34 Acres
1944 Monument Ave, Bennington image
1944 Monument Ave, Bennington $1,695,000

Set on 5.63 beautiful acres in one of Bennington's most desirable locations, this exceptional 1880 historic home has been thoughtfully renovated inside and out, blending ...

  • 3 Beds
  • 3 Baths
  • 5105174 MLS
  • 5.63 Acres
33 Asas Way, Bennington image
33 Asas Way, Bennington $58,000

This lot in beautiful North Bennington is ready to go! Building plans have been drawn up and available to come with the property for an approx. 2200 sq ft 3 bed, 2 bath h...

  • 5104588 MLS
  • 0.48 Acres
3213 West Rd, Bennington image
3213 West Rd, Bennington $595,000

Some properties offer acreage, some offer breathtaking views, very few offer both along with a rich history worth preserving and a future waiting to be imagined. For gene...

  • 5104539 MLS
  • 23.62 Acres
130 Morgan St, Bennington image
130 Morgan St, Bennington $179,000

200 feet of Walloomsac River front .There is a second kitchen for a possible in-law or AB&B. RV parking for those visitors who travel listing to the sounds of the stream...

  • 3 Beds
  • 2 Baths
  • 5104457 MLS
  • 0.21 Acres
291 Spring Hill Rd, Bennington image
291 Spring Hill Rd, Bennington $355,000 ▼

Tucked into Bennington's established Spring Hill neighborhood, this inviting 3 bedroom, 2 bath home offers nearly 2,000 square feet of comfortable living space with a set...

  • 3 Beds
  • 2 Baths
  • 5104363 MLS
  • 1.6 Acres
Mount Anthony Rd, Bennington image
Mount Anthony Rd, Bennington $75,000

A beautiful opportunity awaits on Mount Anthony Road in Bennington, Vermont-11.2 acres of wooded land nestled along a quiet, scenic dirt road. This property offers the pe...

  • 5102718 MLS
  • 11.2 Acres
432 South St Unit A11, Bennington image
432 South St Unit A11, Bennington $162,500 ▼

Enjoy easy first-floor, one-level living in this two-bedroom, one-and-a-half-bath condominium in Bennington’s Nathaniel Court community. The comfortable layout features a...

  • 2 Beds
  • 2 Baths
  • 5102057 MLS
  • 0.02 Acres
2 Belvedere St, Bennington image
2 Belvedere St, Bennington $49,000

Here is the blank slate for your Vermont home, offering beautiful views of the Green Mountains and a location that is just steps from a 160-acre wildlife preserve with nu...

  • 5102053 MLS
  • 0.21 Acres
60 Tori Ln, Bennington image
60 Tori Ln, Bennington $132,900 ▼

Very well kept single-wide mobile home on it's own land. Cozy 2 bedroom, 1 bathroom home with single level living. Living room, kitchen with dining area, main level laund...

  • 2 Beds
  • 1 Baths
  • 5101539 MLS
  • 0.12 Acres
301 Elm St, Bennington image
301 Elm St, Bennington $250,000 ▼

Back on the market and ready for its next buyer! Set on a 0.25-acre corner lot, this classic 4-bedroom home offers the space, character, and friendly atmosphere that make...

  • 4 Beds
  • 2 Baths
  • 5101031 MLS
  • 0.25 Acres
1278 Harrington Rd, Bennington image
1278 Harrington Rd, Bennington $595,000

Nestled on 16.96 picturesque acres, this spacious 3-4 bedroom, 2 full bath home offers the perfect blend of privacy, comfort, and breathtaking Vermont scenery. Built in 1...

  • 3 Beds
  • 2 Baths
  • 5099405 MLS
  • 16.96 Acres
128 Northside Dr, Bennington image
128 Northside Dr, Bennington $265,000

Welcome to this 3 bedroom, 1.5 bath Cape style home located in a planned commercial zone. Offering 1,688 square feet of well-designed living space on a manageable 0.26-ac...

  • 3 Beds
  • 2 Baths
  • 5099392 MLS
  • 0.26 Acres
118 Foster Dr, Bennington image
118 Foster Dr, Bennington $190,000 ▼

Invest in the potential with this unique split-level ranch and guest house. This property presents an exceptional opportunity for anyone looking to roll up their sleeves...

  • 5 Beds
  • 2 Baths
  • 5098066 MLS
  • 5.54 Acres
127 Dewey St, Bennington image
127 Dewey St, Bennington $140,000 ▼

Opportunity awaits with this spacious property offering incredible potential for investors, renovators, or buyers looking to create their dream home. Currently configured...

  • 5 Beds
  • 2 Baths
  • 5096965 MLS
  • 0.17 Acres
105 Hicks Ave, Bennington image
105 Hicks Ave, Bennington $170,000 ▼

Back on the market- This one is for the buyer that sees potential, not perfection! Opportunity awaits at this unique property with an exceptional setting along the Walloo...

  • 3 Beds
  • 2 Baths
  • 5096423 MLS
  • 0.84 Acres
107 Lyons St, Bennington image
107 Lyons St, Bennington $80,000

Situated on a peaceful dead-end street, this home offers tremendous potential for investors, contractors, or buyers looking to create their dream home. The property featu...

  • 4 Beds
  • 2 Baths
  • 5096159 MLS
  • 0.16 Acres
498 Town Line Rd, Bennington image
498 Town Line Rd, Bennington $460,000 ▼

If you are seeking privacy and serenity, look no further. Your private drive will lead you to your home on the hill with no neighbors in sight. You will enjoy this peac...

  • 4 Beds
  • 3 Baths
  • 5095717 MLS
  • 56.44 Acres
89 Merson St, Bennington image
89 Merson St, Bennington $299,000 ▼

Welcome to 89 Merson Street! This charming Cape style home offers 3 bedrooms, 1 full bathroom and a half bathroom, and nearly an acre of land on a quiet in town street. I...

  • 3 Beds
  • 2 Baths
  • 5095251 MLS
  • 0.93 Acres
262 Union St, Bennington image
262 Union St, Bennington $289,000 ▼

Just a short walk to downtown shopping and dining you can move right into this well-maintained and thoughtfully updated 3-bedroom, 2-bath home offering comfortable living...

  • 3 Beds
  • 2 Baths
  • 5095149 MLS
  • 0.18 Acres
Brambley Ln, Bennington image
Brambley Ln, Bennington $69,900 ▼

Expansive 2.25-acre level lot situated on a quiet, private dead-end street. This is an amazing opportunity to build a dream home, a weekend retreat, or a spec house for i...

  • 5092066 MLS
  • 2.25 Acres
524 Jennings Brook Dr, Bennington image
524 Jennings Brook Dr, Bennington $350,000

Brand new 2026 construction offering the ease of single: level living with thoughtful, ADA-compliant design throughout. This energy efficient home features 2 bedrooms and...

  • 2 Beds
  • 2 Baths
  • 5090266 MLS
515 Quarry Rd, Bennington image
515 Quarry Rd, Bennington $675,000 ▼

Peaceful, private, and completely surrounded by nature, this beautifully renovated contemporary home offers the perfect mountain retreat nestled on 14.7 acres on the side...

  • 4 Beds
  • 2 Baths
  • 5089246 MLS
  • 14.7 Acres
971 S Stream Rd, Bennington image
971 S Stream Rd, Bennington $550,000

Have you been searching for the Vermont farmhouse that truly feels like home? The one with the land, the barns, the mountain views, the wraparound driveway, the screened ...

  • 5 Beds
  • 2 Baths
  • 5088350 MLS
  • 17.62 Acres
22 Morse Rd, Bennington image
22 Morse Rd, Bennington $475,000

Positioned in the heart of Bennington’s commercial corridor on 12.82 open acres, 22 Morse Road present a prime development opportunity. Offering excellent visibility and ...

  • 5087850 MLS
  • 12.82 Acres
8 West St, Bennington image
8 West St, Bennington $249,000 ▼

Nestled in the heart of the charming North Bennington community, this lovingly maintained 3 bedroom, 1.5 bath home is ready for its next chapter. Recently refreshed with ...

  • 3 Beds
  • 2 Baths
  • 5087836 MLS
  • 0.25 Acres
1073 Chapel Rd, Bennington image
1073 Chapel Rd, Bennington $180,000 ▼

Unlock the potential of this spectacular 58.1 +/- acre woodland property in historic Bennington. The groundwork for your future home or getaway is already laid with a Sta...

  • 5087361 MLS
  • 58.1 Acres
425 Main St, Bennington image
425 Main St, Bennington $475,000 ▼

15,000 plus sq. ft. commercial/office/retail/residential building on Main St in Downtown Bennington VT. On the ground level there are two prime street front retail space...

  • 6 Beds
  • 6 Baths
  • 5087015 MLS
  • 0.28 Acres
29 Asas Way, Bennington image
29 Asas Way, Bennington $53,000 ▼

Build your dream home at 29 Asa's Way, ideally situated at the top of the hill in a desirable North Bennington neighborhood. This 0.48 acre lot offers a level, build frie...

  • 5086024 MLS
  • 0.48 Acres
24 Asas Way, Bennington image
24 Asas Way, Bennington $53,000 ▼

Build your future in the heart of North Bennington at 24 Asa's Way. This 0.51 acre corner lot offers a rare opportunity to create a custom home in a well established neig...

  • 5086022 MLS
  • 0.51 Acres
951 Gage St, Bennington image
951 Gage St, Bennington $255,000 ▼

This charming village home offers the perfect blend of tranquility and convenience. Situated on a spacious double lot, you'll enjoy plenty of room for outdoor activities ...

  • 3 Beds
  • 1 Baths
  • 5083898 MLS
  • 0.25 Acres
20 Sage St, Bennington image
20 Sage St, Bennington $199,900 ▼

Charming home in the heart of the Village of North Bennington, set on a beautiful village lot and offering solid bones with great potential. This well-maintained property...

  • 4 Beds
  • 1 Baths
  • 5083528 MLS
  • 0.23 Acres
153 Northside Dr, Bennington image
153 Northside Dr, Bennington $997,000

Level, .53-acre lot situated in Bennington’s high-traffic Planned Commercial (PC) District. This site offers a rare opportunity to save significantly on demolition costs ...

  • 5081713 MLS
  • 0.53 Acres
399 Bard Rd, Bennington image
399 Bard Rd, Bennington $198,000 ▼

Secluded serenity meets unmatched convenience on this sprawling 54+/- wooded acres in beautiful and historic Bennington, VT! Nestled among a lush mix of hard and softwoo...

  • 5081020 MLS
  • 54 Acres
527 Jennings Brook Dr, Bennington image
527 Jennings Brook Dr, Bennington $375,000 ▼

Brand new 2026 construction offering the ease of single-level living with thoughtful, ADA-compliant design throughout. This energy-efficient home features 2 bedrooms and ...

  • 2 Beds
  • 2 Baths
  • 5080868 MLS
301 Northside Dr, Bennington image
301 Northside Dr, Bennington $2,190,000

Prime commercial investment opportunity at 301 Northside Drive, Bennington. This 1.16-acre corner lot offers exceptional visibility on a heavily traveled road, making it ...

  • 5072776 MLS
  • 1.16 Acres
113 Main St, Bennington image
113 Main St, Bennington $230,000

Charming downtown family home with modern upgrades and timeless appeal. This beautifully updated 3-bedroom home is perfectly situated on a corner lot in the heart of down...

  • 3 Beds
  • 1 Baths
  • 5068744 MLS
  • 0.19 Acres

board logoCopyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated .

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