16 West Road, Bennington, VT, 05201 | $1,495,000

Elegant and stately, this distinguished 1910 home is beautifully set in the heart of Old Bennington, Vermont. Thoughtful renovations began in 2000, carefully preserving the home’s historic character while enhancing comfort and functionality throughout. Offering over 6, 000 square feet of gracious living space, the residence features seven bedrooms, six baths, and six fireplaces, with timeless architectural details at every turn. Enter into a large, welcoming foyer highlighted by a grand staircase that sets the tone for the home’s classic elegance. Generous living and gathering spaces flow seamlessly, while the chef’s kitchen enjoys dramatic eastern views, filling the home with morning light. The primary suite is a true retreat, complete with its own fireplace and a large sunroom perfect for quiet mornings or evening relaxation. A convenient second-floor laundry area enhances everyday living. Outside, the 4. 5-acre setting is framed by stacked stone walls, a serene spring-fed pond, and lovely birch trees. A two-story carriage barn with garage space complements the property, completing this rare offering where historic beauty, thoughtful updates, and pastoral Vermont charm come together effortlessly.

Features

  • Rooms: 12
  • Bedrooms: 7
  • Baths: 4 full / 1 three-quarter / 1 half
  • Style: Gambrel
  • Year Built: 1910
  • Garage: 2-car Garage
  • Heating: Oil,Baseboard,Heat Pump,Multi Zone,Radiant Floor,Radiator,Mini Split
  • Cooling: Attic Fan,Mini Split
  • Basement: Bulkhead,Concrete,Concrete Floor,Crawl Space,Exterior Stairs,Interior Stairs,Sump Pump,Unfinished,Interior Access,Exterior Access,Basement Stairs
  • Approx Sq. Feet: 6,392
  • Acreage: 4.5
  • Est. Taxes: $22,186
  • Lot Desc: Level,Mountain View,Sidewalks,View,Near Country Club,Near Golf Course,Near Skiing,Near Hospital
  • Elem. School: Monument Elementary School
  • Middle School: Mt. Anthony Union Middle Sch
  • High School: Mt. Anthony Sr. UHSD 14
  • School District: Southwest Vermont
  • MLS#: 5075253
  • Website: https://www.raveis.com
    /eprop/5075253/16westroad_bennington_vt?source=qrflyer
©2026 New England Real Estate Network, Inc. All rights reserved.This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of PrimMLS. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 2/24/2026
Listing courtesy of Mahar McCarthy Real Estate   Phone: 802-442-8337
Listing Agent: Kelley McCarthy

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Frank KolbSenior Vice President - Coaching & Strategic, William Raveis Mortgage, LLC

NMLS Mortgage Loan Originator ID 81725

203.980.8025

Frank.Kolb@raveis.com

Our Executive Mortgage Banker:

  • Is available to meet with you in our office, your home or office, evenings or weekends
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Our Insurance Division:

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16 West Road, Bennington, VT, 05201

$1,495,000

Customer Service

William Raveis Real Estate

Phone: 888.699.8876

Contact@raveis.com

Frank Kolb

Senior Vice President - Coaching & Strategic

William Raveis Mortgage, LLC

Phone: 203.980.8025

Frank.Kolb@raveis.com

NMLS Mortgage Loan Originator ID 81725

5/6 (30 Yr)
Adjustable Rate Jumbo*
30 Year
Fixed-Rate Jumbo
15 Year
Fixed-Rate Jumbo
Loan Amount $1,196,000 $1,196,000 $1,196,000
Term 360 months 360 months 180 months
Initial Interest Rate** 4.875% 5.750% 5.500%
Interest Rate based on Index + Margin 8.125%
Annual Percentage Rate 5.925% 5.858% 5.681%
Monthly Tax Payment $1,849 $1,849 $1,849
H/O Insurance Payment $125 $125 $125
Initial Principal & Interest Pmt $6,329 $6,980 $9,772
Total Monthly Payment $8,303 $8,954 $11,746

* The Initial Interest Rate and Initial Principal & Interest Payment are fixed for the first and adjust every six months thereafter for the remainder of the loan term. The Interest Rate and annual percentage rate may increase after consummation. The Index for this product is the SOFR. The margin for this adjustable rate mortgage may vary with your unique credit history, and terms of your loan.

** Mortgage Rates are subject to change, loan amount and product restrictions and may not be available for your specific transaction at commitment or closing. Rates, and the margin for adjustable rate mortgages [if applicable], are subject to change without prior notice.

The rates and Annual Percentage Rate (APR) cited above may be only samples for the purpose of calculating payments and are based upon the following assumptions: minimum credit score of 740, 20% down payment (e.g. $20,000 down on a $100,000 purchase price), $1,950 in finance charges, and 30 days prepaid interest, 1 point, 30 day rate lock. The rates and APR will vary depending upon your unique credit history and the terms of your loan, e.g. the actual down payment percentages, points and fees for your transaction. Property taxes and homeowner's insurance are estimates and subject to change.