55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Hero Image
mark-land-7-color-scheme-1 copy 3 Created with Sketch.
55
Main St
Stockbridge | Massachusetts

The Quality of

Elevated Living

View More
Menu
Elle Villetto
Elle Villetto
Presented At
$2,500,000
Bedrooms
5
Bathrooms
5
Living
5,233
SQFT
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 1
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 2
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 3
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 4
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 5
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 6
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 7
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 8
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 9
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 10
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 11
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 12
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 13
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 14
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 15
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 16
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 17
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 18
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 19
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 20
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 21
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 22
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 23
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 24
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 25
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 26
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 27
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 28
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 29
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 30
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 31
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 32
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 33
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 34
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 35
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 36
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 37
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 38
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 39
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 40
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 41
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 42
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 43
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 44
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 45
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 46
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 47
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 48
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 49
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 50
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. - Photo 51
Thumbnail 1
Thumbnail 2
Thumbnail 3
Thumbnail 4
Thumbnail 5
Thumbnail 6
Thumbnail 7
Thumbnail 8
Thumbnail 9
Thumbnail 10
Thumbnail 11
Thumbnail 12
Thumbnail 13
Thumbnail 14
Thumbnail 15
Thumbnail 16
Thumbnail 17
Thumbnail 18
Thumbnail 19
Thumbnail 20
Thumbnail 21
Thumbnail 22
Thumbnail 23
Thumbnail 24
Thumbnail 25
Thumbnail 26
Thumbnail 27
Thumbnail 28
Thumbnail 29
Thumbnail 30
Thumbnail 31
Thumbnail 32
Thumbnail 33
Thumbnail 34
Thumbnail 35
Thumbnail 36
Thumbnail 37
Thumbnail 38
Thumbnail 39
Thumbnail 40
Thumbnail 41
Thumbnail 42
Thumbnail 43
Thumbnail 44
Thumbnail 45
Thumbnail 46
Thumbnail 47
Thumbnail 48
Thumbnail 49
Thumbnail 50
Thumbnail 51
55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States. , Stockbridge , Massachusetts

Historic Elegance Reimagined!

Wellness-forward design. Artisan craftsmanship. In-town privacy. A Kitchen Rebuilt from the Ground Up: At the heart of the home, a brand-new chef's kitchen makes a bold, refined statement with honed dark gray granite countertops, crisp white shaker cabinetry, and minimalist matte black fixtures. Oversized divided-light windows flood the space with natural light, while high-end appliances—including a Wolf range and paneled Sub-Zero fridge—offer top-tier performance. A spacious center island provides both prep space and casual gathering room, and the open sightlines connect seamlessly to the dining room, great room, and beyond. Dining, Living and Everyday Flow: The dining room is elegant and bright, with wainscoting, a central fireplace, and large sliding doors opening directly to the outdoors. Just beyond lies a timber-framed great room; a soaring architectural showpiece with exposed beams, dramatic ceiling height, and three full walls of sliding glass doors framing the surrounding woods. Built by Lanoue as part of a substantial addition, it is the emotional center of the home, equally suited to entertaining or unwinding. A Suite Made for Retreat: Upstairs, the primary suite is calm and luminous, with a central skylight, soft neutral tones, and custom built-ins. The en suite bath is its own retreat: a freestanding clawfoot tub, frameless glass shower with rain head, double vanity, towel warmer, and leafy views from every window. A spacious walk-in closet with integrated laundry completes the suite's intuitive, everyday functionality.Two additional upstairs bedrooms share a stylish full bath. Guest Suite Above the Garage: Above the newly built, radiant-heated two-car garage sits a 735 sq. ft. guest apartment with soaring ceilings, beautiful dormered windows, and a full suite of amenities: kitchenette, full bath with walk-in shower, and open living/sleeping area. Whether used for guests, remote work, art, or extended stays, this space mirrors the quality and quiet style of the main residence. Additional Living Space or Potential First Floor Bedroom Suite: In the original front section of the home, a classic window-lined living room with fireplace and French doors offers a secondary gathering space. With a full bathroom just adjacent, it also offers the flexibility to function as a main-level primary suite, providing single-level living without compromise. Wellness and Bonus Spaces: On the lower level, a 918 sq ft gym with walkout access, radiant heated floors, offers a true year-round wellness retreat. Whether used for fitness, yoga, or recovery, the space is open for your imagination and built to the same standards as the main home. Thoughtful Systems for Healthy Living: This home was completely rebuilt from the framing inward, with top-tier systems and materials selected for health, efficiency, and long-term performance-
  • Hospital

Gallery

3D Street View Tour

Map showing 55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States.

Property Location

55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States., Stockbridge Massachusetts

Local Weather & Climate

Stockbridge, Massachusetts

Current Conditions Updated recently
52 °F
Broken clouds
Feels Like 51°F
Humidity 81%
Wind 3 mph
Visibility 6.2 mi
Sunrise 11:12 AM
Sunset 10:54 PM
5-Day Forecast
Wed 11 Mar
Clouds
High 67°
Low 52°
Thu 12 Mar
Rain
High 69°
Low 29°
Fri 13 Mar
Clouds
High 34°
Low 24°
Sat 14 Mar
Snow
High 38°
Low 31°
Sun 15 Mar
Clouds
High 34°
Low 23°
Data from OpenWeatherMap

Walkability & Transit Scores

How easy is it to get around Stockbridge?

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

Mortgage Calculator

Estimate your monthly payments for this property

$
%
$100,000
%
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.

Frequently Asked Questions

Common questions about this property

This house at 55 Main St, Stockbridge, MA 01262, Stockbridge, Massachusetts, United States features 5 bedrooms with 5,233 square feet of living space.
This property offers 5,233 square feet of living space.
This property is listed at $250,000,000, which equals $47774 per square foot.
This is a house located in Stockbridge, Massachusetts. The property is situated in an established neighborhood with convenient access to local amenities and services.
Elle Villetto

Elle Villetto

William Pitt Sotheby's International Realty

View Full Profile

Schedule a Tour

Get in touch with our listing agents

SunMonTueWedThuFriSat

More Listings

Explore more properties

Official Real Estate Games

Have fun discovering more properties while playing our real estate games — win prizes for ranking high!

$
$
$
$
$
$
$
WIN CREDITS
Up Your Real Estate Skills FOR FREE

Loading listings...