OFF MARKET

Off market mar 2023 for $440K

$663,287

Est. refi paymentEst. refi $1,468/mo

•

3,381

sq ft

75 Chestnut St, Lee, MA 01238

About this home

Public Remarks: OWNER FINANCING AVAILABLE TO QUILIFIED BUYER Chestnut Lodge, a charming, rustic historic property, is nestled on over 3 acres with gardens, pasture and abundant stone walls. This post and beam style cape, originally called ''the Baker House'' was built circa 1773. Adding to the appeal of this 18th century farmhouse are fieldstone fireplaces, wide plank floors, ,a fascinating tower , a barn with a summer apartment. and a charming cottage The property is located about two miles from Main Street Lee and close to Berkshire cultural and recreational activities.

Single-familyProperty Type

1886Year Built

3.34 acresLot Size

$196Est. Price/Sq.Ft.

Listed by Anthony Caropreso • MACCARO REAL ESTATE

Bought with Herbert Butzke • WILLIAM PITT SOTHEBY'S - LENOX

Redfin checked: a minute ago

•Source:BCMLS #236879

Redfin Estimate

$663,287

$223K since sold in March 2023$20K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 18.8% lower than the average sale price ($817K) of 6 comparable homes.

SOLD SEP 18, 2026
$825,000
A
4 beds4.5 baths3,200 sq ft
1571 Pleasant St, Lee, MA 01238
SOLD SEP 11, 2026
$895,000
B
4 beds2 baths2,515 sq ft
10 Prospect Hl, Stockbridge, MA 01262
SOLD AUG 28, 2026
$1,165,000
C
4 beds3 baths3,242 sq ft
15 Interlaken Cross Rd, Stockbridge, MA 01262
SOLD MAR 20, 2026
$560,000
D
4 beds2.5 baths3,000 sq ft
161 Otis Rd, Becket, MA 01223
SOLD AUG 26, 2026
$682,000
E
3 beds2.5 baths2,544 sq ft
25 Golden Hill Rd, Lee, MA 01238
SOLD MAY 4, 2026
$775,000
F
4 beds2.5 baths3,188 sq ft
303 Housatonic St, Lenox, MA 01240

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Earn from this home

Refinance

Est. cash available

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Rent

$3,572/mo

Redfin rental estimate

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Market trends in 01238, MA

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

99.0%

+0.3% MoM

Median sale price

$493K

$66K MoM

Avg. days on market

55d

6 days MoM

Recently sold homes

2 MoM

New listings for sale

3D WALKTHROUGH
$515,000
5 beds1.5 baths2,306 sq ft
25 Saint Marys Ave, Lee, MA 01238
$499,000
2 beds2.5 baths1,711 sq ft
15 Chanter Rd, Lee, MA 01238
$525,000
3 beds2 baths1,440 sq ft
880 East St Unit 1A, Lee, MA 01238
See all

Provided by Redfin

Sale history for 75 Chestnut St

Date

Event

Price

BCMLS #236879

Mar 3, 2023

Sold

$440,000

$130/sq ft

Jan 21, 2023

Pending

—

Sep 24, 2022

Price Changed

$549,000

$162/sq ft

Mar 1, 2022

Listed

$599,000

$177/sq ft

BCMLS #233746

Mar 28, 2021

Listing Removed

—

Mar 23, 2021

Listed

$454,900

$135/sq ft

BCMLS #224421

Apr 9, 2019

Sold

$325,000

$96/sq ft

Aug 14, 2018

Listed

$369,800

$109/sq ft

+51

Public Remarks

Owner financing available. Seller open to Creative Offers; Barters & Trades. Why just dream about owning a B&B when you can own one! It pays for itself and the SKY IS THE LIMIT in potential. This historic estate parcel was the stagecoach stop at the edge of ''Dodgetown''. Run as a summer bed and breakfast for the last 10 years , Chestnut Lodge is an easy way to live the dream in the Berskhire mountains. Not out in the middle of nowhere but right in the middle of everything. Easy access to Mass Pike , downtown Lee, Lenox, Great Barrington, Becket, Stockbridge and Pittsfield. Get ready and start booking for next season! Also available with nearly 20 acres for $429,000.00 Owner financing possible. Why just dream about owning a B&B when you can own one! It pays for itself and the Sky's the limit in potential. This historic estate parcel was the stagecoach stop at the edge of ''Dodgetown''. Run as a summer bed and breakfast for the last 10 years , Chestnut Lodge is an easy way to live the dream in the Berskhire mountains. Not out in the middle of nowhere but right in the middle of everything. Easy access to Mass Pike , downtown Lee, Lenox great Barrington, Becket Stockbridge and Pittsfield. Get ready and start booking for next season !The Baker House. Built circa 1773, this 3381 square foot lodge is an authentic gem kept informal with rustic charm, a writer's nook, fieldstone fireplaces, cherry and chestnut wide plank floors, country kitchen and even a secret passageway. Situated on 3+ acres gardens, equestrian pasture, fascinating lookout tower and barn with rustic summer apartment. Mature trees, property abuts protected conservation land.

BCMLS #214600

Sep 21, 2016

Listing Removed

—

Mar 24, 2016

Listed

$399,000

$118/sq ft

BCMLS #207251

Dec 15, 2015

Listing Removed

—

Jun 17, 2014

Listed

$425,000

$126/sq ft

BCMLS #198999

Dec 16, 2012

Listing Removed

—

Jun 16, 2012

Listed

$425,000

$126/sq ft

BCMLS #181145

Jul 25, 2008

Sold

$225,000

$67/sq ft

Feb 13, 2008

Listed

$275,000

$81/sq ft

Public Records

May 17, 1999

Sold

$120,000

$35/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$4,926 (+0.7%)

$116,500 + $299,900

$416,400

2022

$4,891 (+8.8%)

$109,500 + $248,800

$358,300

2021

$4,494 (+4.1%)

$98,400 + $207,700

$306,100

2020

$4,316 (−10.8%)

$92,300 + $201,700

$294,000

2019

$4,840 (+1.0%)

$122,000 + $205,500

$327,500

2018

$4,791 (−1.2%)

$122,000 + $205,500

$327,500

2017

$4,847 (+1.8%)

$108,900 + $220,400

$329,300

2016

$4,763 (+7.0%)

$106,700 + $220,400

$327,100

2014

$4,452

$106,700 + $207,900

$314,600

Tax history for 75 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$4,926 (+0.7%)

$116,500 + $299,900

$416,400

2022

$4,891 (+8.8%)

$109,500 + $248,800

$358,300

2021

$4,494 (+4.1%)

$98,400 + $207,700

$306,100

2020

$4,316 (−10.8%)

$92,300 + $201,700

$294,000

2019

$4,840 (+1.0%)

$122,000 + $205,500

$327,500

2018

$4,791 (−1.2%)

$122,000 + $205,500

$327,500

2017

$4,847 (+1.8%)

$108,900 + $220,400

$329,300

2016

$4,763 (+7.0%)

$106,700 + $220,400

$327,100

2014

$4,452

$106,700 + $207,900

$314,600

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

3.34 Acres

Year renovated

1982

Sq. Ft.

3,867

Year built

1886

Style

Single Family Residential

County

Berkshire County

APN

2692381

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 19, 2023.

Property details

Parking

Parking Information
Other Parking: Off Street

Interior

Virtual Tour
Virtual Tour URL Unbranded: https://my.matterport.com/show/?m=U4Haphoco2g&mls=1

Heating & Cooling
Has Heating
Heating: Propane

Interior Features
Appliances: Dishwasher, Refrigerator
Flooring: Wood

Room Information
Rooms Total: 10

Bathroom Information
Bathrooms Full: 4

Exterior

Building Information
Building Area Total: 3381.0

Financial

Tax Information
Tax Annual Amount: 4525.0
Tax Year: 2021

Location

School Information
Elementary School: Other
Middle Or Junior School: Lee
High School: Lee

Location Information
Directions: Main Street Lee to Cape street (rt 20) to Chestnut Street

Utility Information
200 Amp
Private Sewer

Public facts

Beds: 4
Baths: 2.0
Sq. Ft.: 3,867
Stories: 2.0
Lot Size: 3.34 acres
Style: Single Family Residential
Year Built: 1886
Year Renovated: 1982
County: Berkshire County
APN: 2692381

Home facts updated by county records on Jul 19, 2023

Other

Listing Information
Previous List Price: 599000.0
Standard Status: Closed
Photos Count: 41
Internet Automated Valuation Display YN: Yes

Around this home

Schools

Lee Elementary School

Public PreK-6 • Assigned • 1.0mi

5/10

Lee Middle/High School

Public 7-12 • Assigned • 0.9mi

7/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

2/10 Fire Factor

0.00% chance of being in a wildfire in next 30 years

2/10 Heat Factor

7 days above 91° expected this year, 16 days in 30 years

4/10 Wind Factor

13% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Lee, MA • 01238

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.5 hours in June and 3.9 hours in December, placing it below the U.S. average for solar exposure.

8.5 hrs

3.9 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$631,000 – $763,000

Sell confidently with a local market expert in Lee. 3 minutes to get started.

Nearby similar homes

$825,000

3 beds3 baths2,829 sq ft

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Custom designed • Wrap around deck • Guest suite

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2 beds2 baths980 sq ft

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2 beds2.5 baths1,711 sq ft

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Renovated throughout • Cathedral ceiling • Open concept living

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2 beds1 bath852 sq ft

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Vaulted ceilings • Fieldstone fireplace • Screened in-porch

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Integrated hot tub • Renovated pool house • One-level living

New listings for sale in 01238

3D WALKTHROUGH

$515,000

5 beds1.5 baths2,306 sq ft

25 Saint Marys Ave, Lee, MA 01238

Open kitchen • Dining area • Bonus front room

$499,000

2 beds2.5 baths1,711 sq ft

15 Chanter Rd, Lee, MA 01238

Renovated throughout • Cathedral ceiling • Open concept living

$525,000

3 beds2 baths1,440 sq ft

880 East St Unit 1A, Lee, MA 01238

End unit • Vaulted family room • Skylights

Home values near 75 Chestnut St

Data from public records.

Address	Redfin Estimate
595 Maple Street, Lee, MA 2 Beds \| 2.5 Baths \| 1184 Sq. Ft.	$359,235
10 Old Maple Street, Lee, MA 3 Beds \| 2 Baths \| 3640 Sq. Ft.	$852,451

Address	Redfin Estimate
545 Chapel Street, Lee, MA 4 Beds \| 2 Baths \| 1626 Sq. Ft.	$494,938
710 Maple Street, Lee, MA 4 Beds \| 1.5 Baths \| 1274 Sq. Ft.	$430,305

Address	Redfin Estimate
541 Chapel Street, Lee, MA 4 Beds \| 2.5 Baths \| 2750 Sq. Ft.	$582,813
585 Chapel Street, Lee, MA 7 Beds \| 4 Baths \| 5029 Sq. Ft.	—

Property information provided by BCMLS when last listed in 2022. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 01238, MA

Sale history for 75 Chestnut St

Tax history for 75 Chestnut St

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 01238

Home values near 75 Chestnut St

More real estate resources