$1,205,000
SOLD AUG 11, 2025

44 Prospect Hill Rd Stockbridge, MA 01263

5 Beds
4 Baths
2,976 Sq Ft
319,295 Sq Ft Lot

Recently Sold

$405 Per Sq Ft

7% Below List Price

32 Days on Market

Highlights

  • In Ground Pool
  • Scenic Views
  • Contemporary Architecture
  • Monument Mountain Regional High School Rated A-
  • 319,295 Sq Ft lot
  • Wooded Lot

About This Home

As of August 2025

Escape to incredible mountaintop views and woodland privacy on prestigious Prospect Hill Road, Stockbridge, in this contemporary treasure set on 7.43 secluded acres and minutes to Tanglewood, the Stockbridge Bowl, and all that is Berkshire. This exceptional five bedroom, four bath awe-inspiring home is a living art retreat, inviting you to own and experience nature's grandeur inside and out. Discover distant mountain views framed by windows at each level, relax in nooks and a loft, or float in the heated pool, where sunlight dances through the towering trees and vistas unfold in every season. Experience an unprecedented feeling of release and freedom as you climb the winding drive up to the hilltop. The dramatic yet understated multilevel design flows as if ascending the mountain itself.

Last Agent to Sell the Property

Tonia Scalise

WILLIAM PITT SOTHEBY'S - LENOX License #900594 Listed on: 06/23/2025

WILLIAM PITT SOTHEBY'S - LENOX

Last Buyer's Agent

Matt Carlino

MACCARO REAL ESTATE License #9630813

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $9,476

Year Built

  • 1980

Lot Details

  • 7.33 Acre Lot
  • Lot Dimensions are 257 x 905
  • Interior Lot
  • Privacy
  • Irregular Lot
  • Wooded Lot
  • Landscaped with Trees

Property Views

  • Scenic Vista
  • Hills

Home Design

  • Contemporary Architecture
  • Wood Frame Construction
  • Asphalt Shingled Roof
  • Fiberglass Roof
  • Wood Siding

Interior Spaces

  • 2,976 Sq Ft Home
  • Vaulted Ceiling
  • Ceiling Fan
  • Skylights
  • Fireplace
  • Insulated Windows
  • Bay Window
  • Insulated Doors
  • Storm Doors

Kitchen

  • Range
  • Microwave
  • Dishwasher
  • Granite Countertops

Flooring

  • Wood
  • Ceramic Tile

Bedrooms and Bathrooms

  • 5 Bedrooms
  • 4 Full Bathrooms

Laundry

  • Dryer
  • Washer

Unfinished Basement

  • Basement Fills Entire Space Under The House
  • Interior Basement Entry

Parking

  • 6 Parking Spaces
  • No Garage
  • Off-Street Parking

Outdoor Features

  • In Ground Pool
  • Balcony
  • Patio
  • Exterior Lighting
  • Outbuilding
  • Porch

Schools

  • Muddy Brook Reg. Elementary School
  • Monument Valley Reg. Middle School
  • Monument Mountain High School

Utilities

  • Forced Air Zoned Heating and Cooling System
  • Boiler Heating System
  • Furnace
  • Hot Water Heating System
  • Well
  • Drilled Well
  • Propane Water Heater
  • Private Sewer
  • Cable TV Available

Home Details

Home Type

Single Family

Est. Annual Taxes

$9,476

Year Built

1980

Lot Details

7.33 Acres

Listing Details

  • Property Type: Residential - Single Family
  • Property Type: Residential
  • Style: Contemporary
  • Construction: Wood Frame
  • Directions: Prospect Hill Rd Stockbridge- 2 minutes south of Stockbridge Bowl Town Beach. Once on driveway, take right at fork and proceed past two houses, continuing to top of hill.''
  • Marketing Headline: Prospect Hill the Berkshires presents an Architectural Masterpiece.
  • Year Built Description: Approximate
  • Views: Distant, Scenic, Hill/Mountain
  • Right Of Way: No
  • Property Water Features: Public Beach
  • Special Features: None
  • Property Sub Type: Detached
  • Year Built: 1980

Interior Features

  • Appliances Included: Dishwasher, Washer, Refrigerator, Range, Microwave, Dryer
  • Total Bedrooms: 5
  • Total Bathrooms: 4.00
  • Total Full Baths: 4
  • Basement: Full, Concrete Floor, Interior Access, Unfinished
  • Insulation: Fiberglass
  • Interior Amenities: Cable Available, Bay/Bow Window, Vaulted Ceilings, Granite Counter, Interior Balcony, Skylight(s), Fireplace (s)
  • Floor: Ceramic Tile, Wood
  • Sq Ft Liv Apx: 2976.00

Exterior Features

  • Exterior Amenities: Bus-Public, Pool - In Ground, Deciduous Shade Trees, Trash Private, Privacy, Porch, Patio, Outbuilding, Landscaped, Lighting, Bus-School
  • Roof: Asphalt Shingles, Fiberglass
  • Waterfront Lake Pond Name: Stockbridge Bowl
  • Exterior Siding: Wood

Garage/Parking

  • Parking Spaces: 6.00
  • Parking Spaces Type: Off Street
  • Garage: None

Utilities

  • Electric Type: 200 Amp
  • Fuel: Propane
  • Hot Water: Propane
  • Internet Service: Cable Available
  • Sewer: Private
  • Underground Oil Tank: No
  • Water: Well
  • Well Detail: Drilled
  • Flood Hazard Area: No
  • Heat Cool Vent: Central AC, HVAC Zones, Ceiling Fan, Boiler, Multizone, Hot Water, Furnace, Forced Air

Lot Info

  • Estimated Acres: 7.33
  • Assessed Year: 2025.00
  • Lot Description: Wooded, Irregular Shape, Interior
  • Lot Size Sq Ft: 319295.00
  • Map Ref: 211-23
  • Right To Farm Comm: Yes
  • Zoning: Residential
  • Lot Dimensions: 257 x 905
  • Easement: Yes
  • Survey: No

Green Features

  • Energy Features: Insulated Windows, ProgramThermostat, Storm Doors, Insulated Doors

Tax Info

  • Taxes: 9475.90
  • Tax Year: 2025

MLS Schools

  • Elementary School: Muddy Brook Reg.
  • High School: Monument Mountain
  • Middle School: Monument Valley Reg.
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area

Home Values in the Area

Source: Public Records

Average Home Value in this Area

Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft
08/11/2025 08/11/25 Sold $1,205,000 -7.3% $405 / Sq Ft
07/25/2025 07/25/25 Pending -- -- --
06/23/2025 06/23/25 For Sale $1,299,900 -- $437 / Sq Ft
Source: Berkshire County Board of REALTORS®

Agents Affiliated with this Home

  • Tonia Scalise

    Seller's Agent in 2025

    Tonia Scalise

    William Pitt

    (413) 822-0574

    1 in this area

    123 Total Sales

    Tonia Scalise
    Section Image
  • Matt Carlino

    Buyer's Agent in 2025

    Matt Carlino

    MACCARO REAL ESTATE

    (413) 441-3256

    11 in this area

    130 Total Sales

    Matt Carlino
    Section Image
See All Agents

Map

Source: Berkshire County Board of REALTORS®

MLS Number: 246844

Berkshire County Board of REALTORS®
Massachusetts Berkshire County Stockbridge 01262

44 Prospect Hill Rd, Stockbridge, MA

Sold

Detached

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Berkshire County Board of REALTORS® IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed to be reliable but not guaranteed.

The data relating to real estate for sale on this website comes from Berkshire County Board of Realtors and the Broker Reciprocity Program.
Copyright 2026 Berkshire County Board of Realtors. All rights reserved.

Nearby Homes
Your Personal Tour Guide

Ask me questions while you tour the home.