Skip to content
Bean Group
← Back to search
Offered at $569,000Under Contract
beds
4
baths
2
sq ft
1,723
Built
1987

66 Upper Oak Hill Road

Newfane, VT 05345

About this home

180° +/- views, end of the road, top of the hill privacy. 12 acres,4 beds,2 baths,brick,beams,built-ins,custom features,screen room, bonus space! A combination increasingly difficult to find, especially minutes from Newfane Village, Rock River, Brattleboro, vibrant arts community, farm-to-table dining, local galleries, garden shops, farm markets, outdoor recreation that define this special corner of Southern Vermont. Tucked away,this 4 bed, 2 bath Gambrel-style home offers the kind of privacy that has become a luxury in its own right w/wooded & open land, rock gardens, panoramic mountain views,room to explore, relax, or simply enjoy the peace & quiet. With more clearing, the already impressive views offer the opportunity to become even more expansive. Whether you're looking for a full-time Vermont home, weekend retreat, place to work remotely while surrounded by nature, this property offers remarkable flexibility. Enjoy your morning coffee overlooking the mountains, spend the afternoon exploring your land, or gather w/friends in the screened gazebo while watching the sunset. Inside, beams,window seat, custom built-ins & a striking brick accent wall create inviting spaces filled w/warmth & character. Spacious kitchen open to dining room, formal and mudroom entries, full laundry, easily accessible mechanicals. Four bedrooms PLUS multiple flexible bonus spaces provide exceptional versatility for a home office, studio, library, fitness room, guest overflow. Whole-house generator, Wi-Fi & reliable cell service provide modern convenience, while additional utility buildings offer abundant storage, workshop space & room for outdoor gear, equipment or hobbies. Private yet close enough to everything that makes Newfane one of Southern Vermont's most beloved villages. Spend the afternoon at the Rock River, explore galleries, garden shops, linger over farm-to-table dining, hike, or enjoy a night out in Brattleboro before returning home to the rare luxury of complete privacy.

Listing last checked: Listing updated:

Listed by Jacki J Murano · Southern Vermont Realty Group · MLS #5100634

Request property information

Select a document to start a request. You can add others in the form. Availability varies.

Details at a glance

Interior4 property facts
Rooms
4
Heating
Baseboard, Oil
Cooling
None
Basement
Yes · Crawl Space
Building3 property facts
Style
Single Family Residence
Year built
1987
Roof
Metal, Shingle
Land & utilities5 property facts
Lot size
12 acres
Water
Well
Sewer
Septic Tank
Pool
Not reported
Zoning
Newfane
Financial2 property facts
Annual taxes
$7,205
Assessment year
2025

Location

Explore the area

Get to know the neighborhood and explore local school information as you picture life here.

Estimated monthly cost

Explore costs at the $569,000 asking price. Adjust the assumptions to your situation.

Known monthly costs$3,478 / monthAdjust
Principal & interest
$2,877
Property tax
$600
Insurance
Not entered
HOA
Not entered

Listing annual taxes: $7,205. Initial monthly tax is one twelfth of that amount. HOA amount was not supplied.

Partial estimate: add insurance, monthly HOA to include those costs. Blank amounts are unknown.

The initial 6.5% rate is illustrative, not a current rate or lender quote. Excludes utilities, maintenance, closing costs and mortgage insurance, which may apply with a down payment below 20%. Taxes and insurance can change.

More property insights

Photo-based condition insights

Overall presentation: average

Explore more of Newfane

Continue your search in Newfane.

Need help making sense of this home?

About 66 Upper Oak Hill Road

Can I request a private showing?

Request a tour of 66 Upper Oak Hill Road and a Bean Group agent will help coordinate an available time with the listing side.

Can you help me evaluate this property?

Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.

Are property documents available?

Availability varies by property and source. Request the documents you need and we will help obtain what is available.