# 636 Dexter Road, Shaftsbury, VT 05262 > **TL;DR:** 4bd/3ba single family, $799,000 ($325/sqft), built 1800, 2,462 sqft. > Fireplace, 2-car garage. Est. $4,273/mo. Listed 206 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $799,000 | | Price/sqft | $325 | | Bedrooms | 4 | | Bathrooms | 1 full | | Square Feet | 2,462 | | Year Built | 1800 | | Lot Size | 1,742,400 sqft (40.00 acres) | | Stories | 2 | | Garage | 2-car | | Property Type | Single Family (Other) | | Status | Active Under Contract | | Days on Market | 206 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $4,040 | | Estimated Insurance | $233 | | **Total** | **$4,273** | ## Nearby Schools - **Elementary:** Shaftsbury Elem. School - **Middle:** Mt. Anthony Union Middle Sch - **High:** Mt. Anthony Sr. UHSD 14 ## Key Amenities - Fireplace - 2-car garage ## Property Highlights - Built in 1800 - 40.00 acre lot - 2 stories - Fireplace ## Description ### Agent Description The Dexter Road Farmhouse, Circa 1800 In 1922, poet laureate and Shaftsbury resident Robert Frost was inspired by the bucolic nearby backroads to write "Stopping by the Woods on a Snowy Evening." Dating back more than 225 years, this charming farmhouse offers a rare opportunity to own a piece of Vermont history while embracing the slower pace and natural beauty that define the region. Tucked away at the end of a peaceful, tree-lined town road, the property is ideally suited as a second home, creative retreat, or year-round residence. Lovingly cared for by the same family for over 70 years, the home retains much of its original character and craftsmanship. Wide pine floors, original moldings, classic woodwork, traditional wall and ceiling boards, and a gracious entrance hall create a warm and authentic farmhouse atmosphere. Set on approximately 40 acres with a picturesque skating pond, the property offers abundant space to explore, garden, walk, and enjoy the pastoral surroundings. Writers, artists, and those seeking respite from city life will appreciate the quiet setting, changing seasonal views, and inspiring natural landscape. Whether painting, writing, working remotely, or simply unwinding, the setting encourages creativity and reflection. The spacious floor plan includes four bedrooms, three bathrooms, an inviting country kitchen, formal dining room, living room with wood-burning fireplace, library, and bonus room. A bright office overlooking the pond includes a Murphy bed, providing flexible space for guests, a studio, or a private workspace. Offering exceptional privacy while remaining convenient to the cultural, recreational, and dining attractions of Vermont's Northshire region, this remarkable property presents a rare opportunity to own a true Vermont retreat. With a town trail right out your back door, snowshoeing and cross-country skiing opportunities are close at hand. Bromley and Stratton Mountain ski resorts are within a 40 minute drive. ## Location - **Address:** 636 Dexter Road, Shaftsbury, VT 05262 - **County:** VT-Bennington - **Coordinates:** 43.004853, -73.18137972 - **Google Maps:** https://www.google.com/maps?q=43.004853,-73.18137972 ## Virtual Tour & Media - **Video Tour:** https://tour.primemls.com/636-Dexter-Road-Shaftsbury-VT-05262/unbranded ## Listing Agent - **Name:** Kristin Comeau - **Brokerage:** TPW Real Estate - **Broker Phone:** (802) 366-1430 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/636-Dexter-Rd_Shaftsbury_VT_05262_M42662-47849?f=listhub&s=NNERENNH&m=5083102&c=propsimple) ## Photos ![636 Dexter Road - Photo 1](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f3447692228r.jpg) ![636 Dexter Road - Photo 2](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f1552471822r.jpg) ![636 Dexter Road - Photo 3](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f3197948751r.jpg) ![636 Dexter Road - Photo 4](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f756602606r.jpg) ![636 Dexter Road - Photo 5](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f392085718r.jpg) ![636 Dexter Road - Photo 6](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f767570168r.jpg) ![636 Dexter Road - Photo 7](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f467164739r.jpg) ![636 Dexter Road - Photo 8](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f3744858059r.jpg) ![636 Dexter Road - Photo 9](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f3071684980r.jpg) ![636 Dexter Road - Photo 10](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f632082343r.jpg) ![636 Dexter Road - Photo 11](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f4096797371r.jpg) ![636 Dexter Road - Photo 12](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f1868322944r.jpg) ![636 Dexter Road - Photo 13](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f3109858233r.jpg) ![636 Dexter Road - Photo 14](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f3903664787r.jpg) ![636 Dexter Road - Photo 15](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f285940850r.jpg) ![636 Dexter Road - Photo 16](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f2300323210r.jpg) ![636 Dexter Road - Photo 17](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f1437496736r.jpg) ![636 Dexter Road - Photo 18](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f1696374498r.jpg) ![636 Dexter Road - Photo 19](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f2111582295r.jpg) ![636 Dexter Road - Photo 20](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f2521028695r.jpg) ![636 Dexter Road - Photo 21](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f994903655r.jpg) ![636 Dexter Road - Photo 22](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f3388069861r.jpg) ![636 Dexter Road - Photo 23](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f3030086973r.jpg) ![636 Dexter Road - Photo 24](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f1513584175r.jpg) ![636 Dexter Road - Photo 25](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f3934409181r.jpg) ![636 Dexter Road - Photo 26](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f517927973r.jpg) ![636 Dexter Road - Photo 27](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f333877329r.jpg) ![636 Dexter Road - Photo 28](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f2960240126r.jpg) ![636 Dexter Road - Photo 29](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f3109834835r.jpg) ![636 Dexter Road - Photo 30](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f1743346544r.jpg) ![636 Dexter Road - Photo 31](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f1700487046r.jpg) ![636 Dexter Road - Photo 32](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f792879861r.jpg) ![636 Dexter Road - Photo 33](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f2794193362r.jpg) ![636 Dexter Road - Photo 34](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f2099509608r.jpg) ![636 Dexter Road - Photo 35](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f1151084371r.jpg) ![636 Dexter Road - Photo 36](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f4138053751r.jpg) ![636 Dexter Road - Photo 37](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f3712282822r.jpg) ![636 Dexter Road - Photo 38](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f421216289r.jpg) ![636 Dexter Road - Photo 39](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f3411285660r.jpg) ![636 Dexter Road - Photo 40](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f1287375666r.jpg) ![636 Dexter Road - Photo 41](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f3128410888r.jpg) ![636 Dexter Road - Photo 42](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f3535071675r.jpg) ![636 Dexter Road - Photo 43](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f3447692228r.jpg) ![636 Dexter Road - Photo 44](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f1423404814r.jpg) ![636 Dexter Road - Photo 45](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f2886762110r.jpg) ![636 Dexter Road - Photo 46](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f1303097151r.jpg) ![636 Dexter Road - Photo 47](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f4037469279r.jpg) ![636 Dexter Road - Photo 48](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f3171475443r.jpg) ![636 Dexter Road - Photo 49](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f2992870329r.jpg) ![636 Dexter Road - Photo 50](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f4146597771r.jpg) ![636 Dexter Road - Photo 51](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f2080787378r.jpg) ![636 Dexter Road - Photo 52](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f2876833705r.jpg) ![636 Dexter Road - Photo 53](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f3536675863r.jpg) ![636 Dexter Road - Photo 54](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f2206972179r.jpg) ![636 Dexter Road - Photo 55](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f2116434189r.jpg) ![636 Dexter Road - Photo 56](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f3960385147r.jpg) ![636 Dexter Road - Photo 57](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f1638651494r.jpg) ![636 Dexter Road - Photo 58](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f2812519315r.jpg) ![636 Dexter Road - Photo 59](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f3635589056r.jpg) ![636 Dexter Road - Photo 60](http://lh.rdcpix.com/a136393fb202e3d16030222c44737be3l-f1690802815r.jpg) --- **MLS#:** 5083102 | **Updated:** 2026-10-25 **Source:** listhub *Copyright © 2026 PrimeMLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/636-dexter-road-shaftsbury-vt-05262-ad7b96404ff849ab82be4e0207326d6a) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/636-dexter-road-shaftsbury-vt-05262-ad7b96404ff849ab82be4e0207326d6a#listing", "url": "https://www.propertysimple.ai/listing/636-dexter-road-shaftsbury-vt-05262-ad7b96404ff849ab82be4e0207326d6a", "name": "636 Dexter Road, Shaftsbury, VT 05262", "description": "The Dexter Road Farmhouse, Circa 1800 In 1922, poet laureate and Shaftsbury resident Robert Frost was inspired by the bucolic nearby backroads to write \"Stopping by the Woods on a Snowy Evening.\" Dating back more than 225 years, this charming farmhouse offers a rare opportunity to own a piece of Vermont history while embracing the slower pace and natural beauty that define the region. Tucked away at the end of a peaceful, tree-lined town road, the property is ideally suited as a second home, creative retreat, or year-round residence. Lovingly cared for by the same family for over 70 years, the home retains much of its original character and craftsmanship. Wide pine floors, original moldings, classic woodwork, traditional wall and ceiling boards, and a gracious entrance hall create a warm and authentic farmhouse atmosphere. Set on approximately 40 acres with a picturesque skating pond, the property offers abundant space to explore, garden, walk, and enjoy the pastoral surroundings. Writers, artists, and those seeking respite from city life will appreciate the quiet setting, changing seasonal views, and inspiring natural landscape. Whether painting, writing, working remotely, or simply unwinding, the setting encourages creativity and reflection. 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