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Proctorsville VT Real Estate: Village Homes near Okemo in Cavendish

By Tony Walton, Principal Broker, New England Landmark Realty

Quick Answer

Proctorsville is a village in the town of Cavendish, in Windsor County, on the Black River where Vermont Routes 103 and 131 meet. Okemo Mountain Resort in Ludlow is just west on Route 103, so Proctorsville pairs a village setting with easy access to the slopes. Current Proctorsville homes for sale appear at the bottom of this page, and our Cavendish and Proctorsville market report shows recent sales and prices.

Proctorsville at a Glance

  • Town: Cavendish, which includes the villages of Proctorsville and Cavendish
  • County: Windsor
  • ZIP codes: 05153 (Proctorsville) and 05142 (Cavendish)
  • Population: 451 in the village; 1,392 in the town of Cavendish (2020 Census)
  • Roads: Vermont Routes 103 and 131
  • Schools: Cavendish Town Elementary School in Proctorsville and Green Mountain Union High School in Chester (Green Mountain Unified School District)

Living in Proctorsville

Proctorsville is a compact village along the Black River, with homes close together near the center and rural properties in the hills of Cavendish around it. Okemo's slopes are a short drive west in Ludlow, and Route 103 also leads south through Proctorsville Gulf to Chester.

Cavendish has some remarkable history. In 1848, railroad foreman Phineas Gage survived an iron rod driven through his head while working near Cavendish, a case that became famous in the history of brain science. Later, the Nobel Prize-winning Russian writer Aleksandr Solzhenitsyn lived in Cavendish during his years in exile.

Homes in Proctorsville

Buyers in Proctorsville and Cavendish find village homes, older homes near the river, ski-country homes and condos within reach of Okemo, and rural homes with land. See what's for sale now in the listings below, and check recent sale prices in the Cavendish and Proctorsville market report, which updates as homes sell.

Planning to rent the home when you're not using it? Check Cavendish's current short-term rental rules first. For homes near the Black River, read the seller's flood disclosure and check the flood zone. Our second home guide covers what to check.

Getting Around

  • Vermont Route 103 runs west to Ludlow and Okemo, and south through Proctorsville Gulf to Chester, toward I-91.
  • Vermont Route 131 heads east from Proctorsville toward Weathersfield and I-91.

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. Homes outside the village often have private wells and septic systems; see our Vermont home inspection guide.

Frequently Asked Questions

Is Proctorsville its own town?

No. Proctorsville is a village in the town of Cavendish, in Windsor County, along with the village of Cavendish.

What is the ZIP code for Proctorsville, VT?

05153. The village of Cavendish uses 05142.

How close is Proctorsville to Okemo?

Okemo Mountain Resort is just west of Proctorsville in Ludlow, via Vermont Route 103.

What schools serve Proctorsville?

Cavendish Town Elementary School in Proctorsville, and Green Mountain Union High School in Chester, part of the Green Mountain Unified School District.

How do I see recent home prices in Proctorsville?

Our Cavendish and Proctorsville 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 Home Buying Guide
  • Vermont Second Home Buying Guide
  • Nearby: Killington, Woodstock

Sources

  • Proctorsville, Vermont (village, population, ZIP codes, routes, Black River)
  • Cavendish, Vermont (town, population, villages, Phineas Gage, Solzhenitsyn)
  • NCES, Green Mountain Unified School District schools
  • Vermont Department of Taxes, Property Transfer Tax

Proctorsville Homes & Land For Sale

2141 Twenty Mile Stream Rd Unit Lot 1 and 2, Cavendish image
2141 Twenty Mile Stream Rd Unit Lot 1 and 2, Cavendish $1,300,000

Exceptional Vermont Log Home on 23.13 Acres with Horse Property & Mountain Living Appeal. Meticulously maintained and beautifully landscaped, this stunning five-bedroom, ...

  • 5 Beds
  • 4 Baths
  • 5112138 MLS
  • 23.13 Acres
2949 Rte 131, Cavendish image
2949 Rte 131, Cavendish $329,500

Tucked into the Vermont hills on 15 private acres, this inviting property offers the space and setting to bring your homesteading vision to life. The cozy floor plan feat...

  • 2 Beds
  • 1 Baths
  • 5110657 MLS
  • 15 Acres
312 Tierney Rd, Cavendish image
312 Tierney Rd, Cavendish $550,000

Nestled in the peaceful hills of Cavendish, this inviting three-bedroom, two-and-a-half-bath home offers privacy, breathtaking views of Mount Ascutney, and easy access to...

  • 3 Beds
  • 3 Baths
  • 5108500 MLS
  • 5.42 Acres
226 Hoey Rd, Cavendish image
226 Hoey Rd, Cavendish $1,995,000 ▼

Historic Rowen Farm is an extraordinary Vermont country property, where 87.92 private acres across 2 separately deeded parcels of reclaimed meadow, woodland, brooks and m...

  • 4 Beds
  • 5 Baths
  • 5108457 MLS
  • 87.92 Acres
129 Depot St, Cavendish image
129 Depot St, Cavendish $195,000

In the heart of the Proctorsville Village is this completely renovated, turnkey, three-bedroom home. Yes, it's right next to the railroad tracks, but the train goes by s...

  • 3 Beds
  • 1 Baths
  • 5106447 MLS
  • 0.18 Acres
425 Main St, Cavendish image
425 Main St, Cavendish $112,500 ▼

This quaint property has 1 bed, 1 bath on the 1st floor, with an additional bonus room and storage space upstairs. Attached garage and shed offer abundant storage. Custom...

  • 1 Beds
  • 1 Baths
  • 5106419 MLS
  • 0.12 Acres
112 Johnson Rd, Cavendish image
112 Johnson Rd, Cavendish $415,000

Located just 10 minutes from downtown Ludlow’s vibrant shopping and dining, and the world class slopes of Okemo Mountain, this property delivers the ultimate year round V...

  • 3 Beds
  • 2 Baths
  • 5106223 MLS
  • 0.99 Acres
2141 Twenty Mile Stream Rd, Cavendish image
2141 Twenty Mile Stream Rd, Cavendish $935,000 ▼

Exceptional Vermont Log Home on 2+ Acres with Mountain Living Appeal. Meticulously maintained and beautifully landscaped, this stunning five-bedroom, four-bath log home o...

  • 5 Beds
  • 4 Baths
  • 5105732 MLS
  • 2 Acres
164 Pine View Ln, Cavendish image
164 Pine View Ln, Cavendish $570,000 ▼

Welcome to this charming, easy-care country home nestled on a private road in the heart of Cavendish, Vermont. Offering 4 bedrooms and two bathrooms, this inviting proper...

  • 4 Beds
  • 2 Baths
  • 5103999 MLS
  • 1.2 Acres
2940 Rte 103, Unit 254, Cavendish image
2940 Rte 103, Unit 254, Cavendish $175,000

Full Ownership Condominium at the Castle Pointe. This second floor, one bedroom, fully furnished condo is in great condition and ready for your weekend getaways. The open...

  • 1 Beds
  • 1 Baths
  • 5103894 MLS
2055 & 2071 Main & 28 Pleasant Street, Cavendish image
2055 & 2071 Main & 28 Pleasant Street, Cavendish $399,000 ▼

Three properties are being sold together with some owner terms possible. Investors, Dreamers, Skiers, Business Owners...Many possibilities and much potential. Bring your ...

  • 7 Beds
  • 2 Baths
  • 5102974 MLS
  • 0.71 Acres
265 Depot St, Cavendish image
265 Depot St, Cavendish $895,000

Welcome to your new home and business headquarters in Cavendish, Vermont. This expansive property near Okemo Mountain Resort blends residential comfort and commercial opp...

  • 3 Beds
  • 2 Baths
  • 5099940 MLS
  • 0.44 Acres
1104 Main St, Cavendish image
1104 Main St, Cavendish $650,000 ▼

Back on the market and drastically reduced! Situated on the bank of the Black River at the edge of the Village Of Proctorsville is this three bedroom all ensuites, 5 bat...

  • 3 Beds
  • 5 Baths
  • 5097509 MLS
  • 7.59 Acres
934 Heald Rd, Cavendish image
934 Heald Rd, Cavendish $780,000 ▼

Enjoy the best of Vermont living in this recently built 3-bedroom, 2.5 -bathroom country home in Cavendish. Designed with comfort and functionality in mind, this home wel...

  • 3 Beds
  • 3 Baths
  • 5095538 MLS
  • 3.29 Acres
990 Main St, Cavendish image
990 Main St, Cavendish $495,000

If you're looking for the ultime village ski house look no more! This four bedroom three and a half bath TURN KEY home is nestled in the village of Proctorsville. Home ...

  • 4 Beds
  • 4 Baths
  • 5090469 MLS
  • 0.15 Acres
366 Knapp Pond Rd, Cavendish image
366 Knapp Pond Rd, Cavendish $1,200,000 ▼

Did I read that right? 172 acres?! Impeccably renovated farmhouse on +-172 acres - what more could you ask for? ~131 acres of this property are located in Cavendish while...

  • 4 Beds
  • 2 Baths
  • 5086028 MLS
  • 172.26 Acres
41 Parkhurst Rd Unit L-4, Cavendish image
41 Parkhurst Rd Unit L-4, Cavendish $599,000

Welcome to The Castle Hill Resort and Spa where you'll find this beautiful three bedroom, three and a half bath, condominium with loft and bonus room. The kitchen with cu...

  • 3 Beds
  • 4 Baths
  • 5083328 MLS
66 Duttonsville School Dr, Cavendish image
66 Duttonsville School Dr, Cavendish $499,000 ▼

Where History Meets Possibility. An 1862 Schoolhouse Reimagined. Step back in time and into opportunity. Built in 1862, this remarkable historic schoolhouse has been lov...

  • 3 Baths
  • 5077747 MLS
  • 3.7 Acres
2404 Tarbell Hill Rd, Cavendish image
2404 Tarbell Hill Rd, Cavendish $176,000 ▼

This home is a must see for location alone: 15 minutes to Okemo gets you skiing all day, or hiking and camping in the state forests. With over 2200 square feet and 3-4 be...

  • 4 Beds
  • 2 Baths
  • 5075119 MLS
  • 2 Acres
2940 Rte 103, Unit 158, Cavendish image
2940 Rte 103, Unit 158, Cavendish $175,000 ▼

A Rare Find...1 bedroom condominium at Castle Point, only 3 miles to Okemo Mountain Resort. This condo can be rented out or used whenever you like, it is a full ownership...

  • 1 Beds
  • 1 Baths
  • 5072479 MLS
1589 Main St, Cavendish image
1589 Main St, Cavendish $1,400,000 ▼

Glimmerstone Mansion, an extraordinary legacy estate where timeless elegance meets modern sophistication. Set on 2.4± beautifully landscaped acres, this iconic property, ...

  • 10 Beds
  • 12 Baths
  • 5048760 MLS
  • 2.4 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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