Searching ...

This magnificent Tudor mansion, the manor house of High Wick Farm, offers impressive yet comfortable light-filled rooms, exquisite architectural details, 7 bedrooms, 11 fireplaces, plus indoor & outdoor swimming pools, all majestically set on 11 acres with gorgeous open views of fields & mountains to the south. In a superb location minutes from Tanglewood & Lenox, this is the quintessential Berkshire estate. An additional 95 Acres across the road at 390 Under Mountain is available for a total asking price of $3,650,000: see MLS #219053. The total package includes several residential rental units, as well as equestrian facilities comprising two barns with a total of 50 stalls, an indoor riding ring, and tack rooms.

  • Bedrooms
    7
  • Bathrooms
    7 full · 2 half
  • Year Built
    1900
  • Architectural Style
    Tudor
  • Construction Materials
    Stucco, Other
  • Garage Spaces
    2.0
  • Parking Features
    Oversized, Detached, Off Street
  • Living Area
    10629.0
  • Interior Features
    Walk-In Closet(s), In-Law Floorplan, Sauna
  • Appliances
    Dryer, Dishwasher, Refrigerator, Washer, Range
  • Flooring
    Carpet, Ceramic Tile, Wood
  • Exterior Features
    Lighting
  • Heating
    Forced Air, Propane, Steam
  • Basement
    Full

  • Acres
    11.0
  • Lot Features
    Wooded
  • View
    Mountain(s), Water, Scenic
  • Utilities
    Cable Available
  • Water
    Private

  • Area
    Middle Registry
  • County
    Berkshire
  • City
    Lenox
  • Zip Code
    01240
  • High School
    Lenox Memorial
  • Middle School
    Lenox Memorial
  • Elementary School
    Morris

Ask a Question

What's your home worth?

Calculate your current home value within seconds.

Frequently Asked Questions

How do I schedule a tour of 399 Under Mountain Rd?

We can make that happen quickly. Click Tour This Home and we'll connect you directly with our vetted local partner to schedule your visit to 399 Under Mountain Rd.

They know residentials in the area well and can give you the guidance you need to buy with confidence.

How do I get more information about 399 Under Mountain Rd?

Click Ask a Question to talk with our team. You already know it is a 7 bed, 7 bath, listed for $1,300,000. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Lenox, and can even get you in to see the property quickly.

How much is the monthly mortgage payment for 399 Under Mountain Rd?

With a 20% down payment and a 30-year fixed loan at an illustrative 7.25% rate, the ez Mortgage Calculator estimates the monthly payment for 399 Under Mountain Rd at around $9,016. This includes estimated property taxes and insurance.

Want to see how this changes with different down payments or interest rates? Jump to the calculator to run the numbers and fine-tune your plan.

How do I get pre-approved to buy 399 Under Mountain Rd?

Stand out in a competitive market by getting pre-approved today. Our quick and private pre-approval process helps you understand your true buying power—no credit pull required to explore all of your options.

Or, let us connect you with our preferred local lender in Berkshire County. They will give you all of your available financing options, based on your specific situation and what is available to you.

Can I negotiate the asking price for 399 Under Mountain Rd?

In most cases, yes. Whether 399 Under Mountain Rd is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Lenox's market. Our preferred local partner will help you craft a strategy—factoring in comparable properties that have sold, timing, and deal structure—to make a smart, strong offer. Click here to ask about negotiation opportunities.

How do I make an offer on 399 Under Mountain Rd?

We can handle that for you. Our preferred local agent specializes in residentials in Lenox and can guide you through every step of the offer process.

You need an expert who is looking out for your best interests. From market valuation to contingencies and timing, they'll help you present a compelling offer that fits your goals. Click Ask a Question to get started today.

What is the price per square foot for this home?

This home is listed at $1,300,000 with 10,629 sqft of space—that comes out to approximately $122 per square foot.

How long has this property been on the market?

399 Under Mountain Rd was listed on October 13, 2015, which means it's been on the market for 4044 days.

Want to keep tabs on it? Click the ♥ to favorite this home and get notified of price drops or changes.

When was this house built?

This home was built in 1900, making it approximately 126 years old.

What is the lot size of this property?

399 Under Mountain Rd sits on a 11.0-acre lot, which is 479,160 square feet.

What schools are assigned to this property?

Based on MLS info, this home is zoned for:

  • Elementary: Morris
  • Middle: Lenox Memorial
  • High: Lenox Memorial

Want to see how these schools compare? Check out our Berkshire County School Guide to see ratings, reviews, and more for the schools in the area.

What are the property taxes for 399 Under Mountain Rd?

The most recent public record shows annual property taxes for 399 Under Mountain Rd were approximately $19,413. This may change with reassessment or exemptions. Our local partner can verify current tax amounts and help you estimate future costs based on your situation.

Is 399 Under Mountain Rd still available for sale?

Source: ez Home Search, MLS Data

Popular Home Searches in Lenox, MA


Search Nearby Cities


Search Nearby Postal Codes

Information from the Berkshire County Board of REALTORS®, Inc. or its Multiple Listing Service, Information herein believed to be accurate, but not warranted. All right, title and interest in the exclusively listed property information represented on this website was created, maintained and copyrighted by the Berkshire County Board of REALTORS®, and in copyrights therein, shall at all times remain vested in the Berkshire County Board of REALTORS®. As a Participant of the Berkshire County Multiple Listing Service, this company was granted a lease to use this information in accordance with all rules and regulations of the Service. This information is being provided 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. Copyright ©2026 Berkshire County Multiple Listing Service. All rights reserved.