Newfane, VT | 66 Upper Oak Hill Road

Christie's International Real Estate
$579,000
MLS#: 5100634
1,723
Sq Ft
12
Acres
2
Baths
4
Bedrooms
General Property Information
Property Status
Active
Price
$579, 000
Property Type
Single Family
County
VT-Windham
Agency / Brokerage
Jacki Murano
Southern Vermont Realty Group
List Date
7/17/2026 8:00 PM
Acres
12
Year Built
1987
Bedrooms
4
Total Baths
2
Sq. Ft. (Total)
1,723
Tax Year
2025
Taxes
$7,205

Description

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.

Map

Interior Features
# Of Stories
2
Sq. Ft. (Total)
1,723
Sq. Ft. (Above Ground)
1,723
Sq. Ft. (Below Ground)
0
Sq. Ft. Unfinished
400
Rooms
4
Bedrooms
4
Baths
2
Heating
Oil, Baseboard
Basement Desc
Crawl Space

Town Market Snapshot

Source: Data provided by PrimeMLS, graph generated by Pall Spera Company

Exterior Features
Style of Residence
Colonial, Gambrel
Time Share
No
Land Desc.
Open, View, Wooded, Private
Roof Desc.
Corrugated, Metal, Shingle
Driveway Desc.
Gravel
Foundation Desc.
Concrete
Sewer Desc.
On-Site Septic Exists
Garage / Parking
No
Garage Spaces
0
Road Frontage
658
Zoning
Newfane

Affordability Estimate

Quick payment estimate for this listing. Not a loan offer — rates and terms vary.

Est. monthly principal & interest

  • Loan amount:
  • Down payment:

Estimate excludes taxes, insurance, HOA, and PMI. Consult a lender for accurate figures.

You May Also Like

View more nearby