Under Mountain Rd

Lenox | Massachusetts

A Home of

Rare Refinement

View Photos Watch Film 360° VTour Open House

Jared Kelly

Presented At

$4,995,000

Bedrooms

Bathrooms

Living

13,261

SQFT

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 1

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 2

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 3

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 4

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 5

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 6

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 7

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 8

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 9

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 10

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 11

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 12

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 13

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 14

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 15

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 16

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 17

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 18

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 19

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 20

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 21

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 22

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 23

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 24

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 25

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 26

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 27

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 28

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 29

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 30

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 31

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 32

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 33

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 34

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 35

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 36

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 37

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 38

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 39

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 40

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 41

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 42

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 43

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 44

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 45

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 46

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 47

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 48

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 49

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 50

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 51

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 52

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 53

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 54

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 55

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 56

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. - Photo 57

319

Under Mountain Rd

Lenox | Massachusetts

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States. , Lenox , Massachusetts

Lenox Legacy: Natural Beauty, Architectural Significance, Enduring Charm.

Pine Needles--Built circa 1900 as a Berkshire ’’cottage’’ in the era of grand summer estates, this historic property blends the dignity of Colonial Revival architecture with the relaxed elegance of an Italian villa and the artisanal detail of the Arts & Crafts movement. Sited on 80 private acres just minutes from the heart of Lenox, the estate offers breathtaking southern views, rolling forest, and a rare level of privacy and provenance. Arrival. Approached via a long private drive, the property unfolds gradually—passing a sun-kissed meadow, through a grove of majestic pines, past a stunning carriage house, before arriving at an inviting courtyard. The house itself is beautifully sited to capture natural light and frame the sweeping mountain and pastoral views. Entry--A double-door entry opens to a gracious reception hall with original tile flooring and sightlines through French doors to the central living room and terrace beyond. Just off the entry is a coat room with period hooks and hardware, as well as a cozy sitting room with fireplace and built-in shelves. The central living room, paneled in rich wood, is anchored by a fireplace and opens to the view through a wide picture window and two sets of French doors leading to a stone terrace. West Wing--Formal and informal rooms radiate from the center of the home. The western wing includes a spacious living room, a library tucked beneath a vaulted studio, and a striking Persian-themed room adorned with carved woodwork, decorative tile, and intricate architectural details, providing an atmospheric space for reading, conversation, or quiet escape. Above, the vaulted studio with exposed beams and skylights offers an inspiring space for art, music, or quiet retreat. East Wing--The east wing centers around a chef’s dream kitchen, thoughtfully tucked to one side for privacy, with direct access to a classic butler’s pantry. The pantry connects to the kitchen, the formal dining room, and an airy summer dining space that opens to a loggia, offering an elegant progression for entertaining that bridges indoors and out. Sleeping Quarters--The second and third floors are devoted primarily to bedrooms, retaining the character of the original layout. Two sleeping porches, both located on the upper levels of the west wing, provide a nostalgic and tranquil way to enjoy the Berkshire air. Some of the bedrooms were originally designed for staff, while others, particularly those with the best views, served as guest or family quarters. Grounds and Outbuildings--Outdoor spaces are equally compelling, with lawns and mature plantings surrounding the home. A wide open meadow along the drive amplifies the sense of arrival and serenity. A pool built into the natural bedrock and fed by a spring provides a private and picturesque place to swim, echoing the home’s seamless blend with the surrounding landscape. Additional structures include a striking two-story carriage house, distinguished by its dramatic arched entry and distinctive proportions. The lower level retains original horse stalls, a nod to the estate’s equestrian past, while the upper level features a character-rich apartment offering opportunity for personalization. A detached garage with another apartment offers further accommodations for extended family, guests, or staff. The estate is well suited for a private compound or multi-generational retreat. Legacy--This is a rare opportunity to own one of Lenox’s great legacy properties--where natural beauty, architectural significance, and enduring charm come together just minutes from the cultural heart of the Berkshires.

Property

Property Video

PLAY FILM

319

Under Mountain Rd

Lenox | Massachusetts

3D Street View Tour

Property Location

319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States., Lenox Massachusetts

Local Weather & Climate

Lenox, Massachusetts

Current Conditions Updated recently

29 °F

Overcast clouds

Feels Like 19°F

Humidity 68%

Wind 12 mph

Visibility 6.2 mi

Sunrise 11:07 AM

Sunset 10:57 PM

5-Day Forecast

Sun 15 Mar

Clouds

High 38°

Low 22°

Mon 16 Mar

Rain

High 54°

Low 29°

Tue 17 Mar

Snow

High 53°

Low 19°

Wed 18 Mar

Clouds

High 28°

Low 15°

Thu 19 Mar

Clouds

High 40°

Low 21°

Data from OpenWeatherMap

Walkability & Transit Scores

How easy is it to get around Lenox?

Walkability and transit scores for this address come from the EPA National Walkability Index.

Mortgage Calculator

Estimate your monthly payments for this property

Home Price

Down Payment

$100,000

Interest Rate

Loan Term

Estimated Monthly Payment $3,160

Monthly Payment Breakdown

Principal & Interest $2,528

Loan Amount $400,000

Total Interest $337,621

Total Cost $737,621

Potential Tax Benefits (United States)

$0 Est. First Year Interest Deduction

$0 Est. Annual Tax Savings

*Based on post-2017 tax law. Actual deductions depend on filing status, itemization, and current tax laws.

Ready to explore financing?

Connect with trusted mortgage partners

Important Information

This calculator is for illustrative purposes only and does not constitute a loan offer, pre-approval, or commitment to lend.
Monthly payment estimates do not include property taxes, homeowner's insurance, HOA fees, or other applicable costs which may significantly increase your actual payment.
Interest rates shown are for demonstration only. Actual rates depend on your credit score, down payment, loan type, property location, and current market conditions.
This tool provides estimates only. Consult with a licensed mortgage professional for accurate quotes and personalized advice.
Tax benefit calculations are simplified estimates based on general assumptions for United States. Actual deductions depend on your specific tax situation, filing status, and current tax laws.
Tax Year Information: Tax data shown is based on United States tax year 2025 (fiscal year: January-December), rules effective from 2018 through 2025. Tax laws change frequently and may have been amended since this data was compiled.

Tax Information Disclaimer

The tax benefit information displayed on this page is provided for general informational and educational purposes only. This information:

Does not constitute tax advice and should not be relied upon as such. Tax laws are complex and vary by jurisdiction, individual circumstances, and are subject to change without notice.
May not be current or accurate for your specific situation. Tax rules are updated frequently by governments, and the information shown may not reflect the most recent changes.
Uses simplified assumptions that may not apply to your circumstances, including filing status, total income, other deductions, alternative minimum tax considerations, and local tax variations.
Should not be used as the basis for any tax planning decisions or financial strategies without consulting a qualified tax professional licensed in your jurisdiction.

Before making any decisions based on potential tax benefits, you should consult with a qualified tax advisor, certified public accountant (CPA), or licensed tax professional who can evaluate your specific circumstances and provide advice tailored to your situation.

Limitation of Liability: By using this calculator, you acknowledge that all results are approximations and should not be relied upon for financial, legal, or tax decisions. openluxe, its affiliates, officers, directors, employees, and agents expressly disclaim all liability for any damages, losses, or consequences arising from the use of or reliance on this calculator or the information provided herein. openluxe is not a lender, financial advisor, or tax professional and does not provide mortgage loans, financial advice, or tax advice. Use of this calculator does not create any professional relationship.

Frequently Asked Questions

Common questions about this property

How many bedrooms and bathrooms does 319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States have?

This house at 319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States features 7 bedrooms with 13,261 square feet of living space.

What is the size of 319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States?

This property offers 13,261 square feet of living space.

What is the listing price for 319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States?

This property is listed at $499,500,000, which equals $37667 per square foot.

What type of property is 319 Under Mountain Rd, Lenox, MA 01240, Lenox, Massachusetts, United States?

This is a house located in Lenox, Massachusetts. The property is situated in an established neighborhood with convenient access to local amenities and services.

Brokerage: