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Readsboro VT Real Estate: Homes and Land on the Deerfield River

By Tony Walton, Principal Broker, New England Landmark Realty

Quick Answer

Readsboro is a small Bennington County town of about 700 people in Vermont's southern Green Mountains, on the Deerfield River and bordering Massachusetts. Routes 100 and 8 run through town, connecting to Wilmington and the Mount Snow area to the northeast and to North Adams, Massachusetts, to the south. The village of Heartwellville is about 5 miles north on Route 100. Readsboro Central School serves PreK through grade 6. Current Readsboro listings appear at the bottom of this page, and our Readsboro market report shows recent sales and prices.

Readsboro at a Glance

  • County: Bennington
  • ZIP codes: 05350 and 05352
  • Population: 702 (2020 Census); about 297 in Readsboro village
  • Area: about 36.5 square miles
  • Villages: Readsboro and Heartwellville
  • River: the Deerfield River
  • Neighbors: Searsburg, Woodford, Stamford, Whitingham, Wilmington, and Monroe, Massachusetts
  • Schools: Readsboro Central School (PreK-6)

Living in Readsboro

Readsboro is a quiet river town in the southern Green Mountains, named for landholder John Reade. The Deerfield River runs through town, and the Harriman hydroelectric station sits in Readsboro, fed by Harriman Reservoir just over the line in Whitingham. The reservoir covers 2,039 acres, and its dam has an unusual "glory hole" spillway.

The town's location is a big part of its appeal. Wilmington and the Mount Snow area are a short drive northeast, Bennington is reached by Route 8 north to Route 9 west, and North Adams and the Berkshires are just south across the Massachusetts line. Southeast Vermont Transit's fare-free MOOver bus runs a route through town twice daily.

Schools

Readsboro Central School, in the Windham Southwest Supervisory Union, serves PreK through grade 6. For older grades, contact the supervisory union about current school options and tuition.

Homes and Land in Readsboro

Buyers in Readsboro find village homes, older homes that may need updating, cabins and camps, rural homes on acreage, and wooded land. See what's for sale now in the listings below, and check recent sale prices in the Readsboro market report, which updates as homes sell.

For homes near the Deerfield River or its tributaries, read the seller's flood disclosure and check the flood zone. For older homes, plan for a thorough inspection. For land and camps, confirm road access and winter maintenance, septic suitability, and whether the parcel is enrolled in Current Use.

Getting Around

  • Vermont Routes 100 and 8 run together through Stamford into Readsboro, then split: Route 100 continues toward Whitingham and Wilmington, and Route 8 runs north to Route 9 in Searsburg.
  • To Massachusetts: Route 8 runs south through Stamford to the state line, continuing to North Adams.

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 suitable for year-round use; 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. Many Readsboro homes have private wells and septic systems; see our Vermont home inspection guide.

Frequently Asked Questions

What county is Readsboro, VT in?

Bennington County, in southern Vermont on the Massachusetts border.

What are the ZIP codes for Readsboro, VT?

05350 and 05352.

How close is Readsboro to Mount Snow?

Readsboro borders Wilmington, and Route 100 connects the town northeast to Wilmington and the Mount Snow area.

What schools serve Readsboro?

Readsboro Central School serves PreK through grade 6. Contact the Windham Southwest Supervisory Union about options for older grades.

How do I see recent home prices in Readsboro?

Our Readsboro market report lists recent sales, prices, and days on market, and updates automatically.

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 Second Home Buying Guide
  • Nearby: Wilmington, Stamford, Woodford, Somerset

Sources

  • Readsboro, Vermont (county, population, area, ZIP codes, Heartwellville, routes, Deerfield River, neighbors, name, MOOver bus)
  • Harriman Dam
  • Vermont Route 8
  • Readsboro Central School (PreK-6)
  • Vermont Department of Taxes, Property Transfer Tax

Readsboro Homes & Land

93 Depot St, Readsboro image
93 Depot St, Readsboro $275,000

Discover the charm of this turnkey four-bedroom, two-full-bath village home, offering comfortable living spaces and numerous improvements over the years. An addition buil...

  • 4 Beds
  • 2 Baths
  • 5115482 MLS
  • 0.2 Acres
White Rd, Readsboro image
White Rd, Readsboro $280,000

Privacy Guaranteed. Possibilities Unlimited. Rarely does an opportunity like this become available. Nestled in a quiet, remote setting in Southern Vermont, this exceptio...

  • 5113810 MLS
  • 80 Acres
94 Canal Dr, Readsboro image
94 Canal Dr, Readsboro $249,900 ▼

Set at the end of a paved, town-maintained road near the village in Readsboro, this 3-bedroom home offers much more space than the bedroom count might suggest, with multi...

  • 3 Beds
  • 3 Baths
  • 5109287 MLS
  • 0.13 Acres
3149 W Hill Dr, Readsboro image
3149 W Hill Dr, Readsboro $325,000

A little piece of Vermont just waiting to be discovered! Tucked into nearly 13 surveyed acres of woods, this charming 1970s ranch offers the peace, privacy and simplicity...

  • 2 Beds
  • 1 Baths
  • 5107298 MLS
  • 12.88 Acres
00 Heartwellville View Rd, Readsboro image
00 Heartwellville View Rd, Readsboro $19,500

The land lots on Heartwelleville View Road offer an idyllic setting for your dream home or getaway retreat. These lots are perfectly situated less than 30 minutes from th...

  • 5104829 MLS
  • 1 Acres
00 Heartwellville View Rd, Readsboro image
00 Heartwellville View Rd, Readsboro $19,500

The land lots on Heartwelleville View Road offer an idyllic setting for your dream home or getaway retreat. These lots are perfectly situated less than 30 minutes from th...

  • 5104828 MLS
  • 1.1 Acres
00 Heartwellville View Rd, Readsboro image
00 Heartwellville View Rd, Readsboro $39,500

The land lots on Heartwelleville View Road offer an idyllic setting for your dream home or getaway retreat. These lots are perfectly situated less than 30 minutes from th...

  • 5104824 MLS
  • 2.1 Acres
00 Heartwellville View Rd, Readsboro image
00 Heartwellville View Rd, Readsboro $15,500

The land lots on Heartwelleville View Road offer an idyllic setting for your dream home or getaway retreat. These lots are perfectly situated less than 30 minutes from th...

  • 5104821 MLS
  • 1.1 Acres
00 Heartwellville View Rd, Readsboro image
00 Heartwellville View Rd, Readsboro $15,500

The land lots on Heartwelleville View Road offer an idyllic setting for your dream home or getaway retreat. These lots are perfectly situated less than 30 minutes from th...

  • 5104818 MLS
  • 1.2 Acres
87 Grinka Farm Dr, Readsboro image
87 Grinka Farm Dr, Readsboro $514,900 ▼

Set on 5 acres in the scenic hills of Readsboro, this spacious 4-bedroom, 2.5-bath farmhouse offers privacy, mountain views, and plenty of room to enjoy Vermont’s natural...

  • 4 Beds
  • 3 Baths
  • 5101666 MLS
  • 5 Acres
7066 Main St, Readsboro image
7066 Main St, Readsboro $199,900 ▼

Why Rent when You Can Own a Home?! First Time Homebuyers eligible for financing with very low down payment and help with closing costs. Recently renovated & affordable 3...

  • 3 Beds
  • 2 Baths
  • 5098898 MLS
  • 0.07 Acres
631 Oberdorf Ave, Readsboro image
631 Oberdorf Ave, Readsboro $169,000 ▼

Bring your vision and transform this 3-bedroom, 2-bathroom home into the Vermont getaway you've always wanted. Located in the private Alpenwald Village community, this fi...

  • 3 Beds
  • 2 Baths
  • 5097798 MLS
  • 1 Acres
1806 Bosley Hill Rd, Readsboro image
1806 Bosley Hill Rd, Readsboro $259,000 ▼

This Contemporary Chalet sit on a quiet rural town maintained road. The property is a tasteful blend of woodland and grassy yard with gardens. You can enter from the gara...

  • 3 Beds
  • 3 Baths
  • 5095632 MLS
  • 10 Acres
773 Oberdorf Rd, Readsboro image
773 Oberdorf Rd, Readsboro $299,000 ▼

Discover cozy mountain living in this charming Alpenwald chalet, where rustic character meets thoughtful modern updates. Nestled among the trees, this inviting retreat ha...

  • 4 Beds
  • 2 Baths
  • 5080881 MLS
  • 1.1 Acres
00 Heartwellville View Rd, Readsboro image
00 Heartwellville View Rd, Readsboro $23,999 ▼

The land lots on Heartwelleville View Road offer an idyllic setting for your dream home or getaway retreat. These lots are perfectly situated less than 30 minutes from th...

  • 5068956 MLS
  • 2.4 Acres
00 Bill T Dr, Readsboro image
00 Bill T Dr, Readsboro $79,000 ▼

Significant price reduction! This gently sloping 17acre parcel should not be overlooked. This property offers a dead-end location on a town-maintained road, providing you...

  • 5068152 MLS
  • 17 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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