About This Home

This 3-bedroom, 3-bathroom single family at 158 Skyline Trl in Middlefield, MA is listed for $269,900 ($75 per sqft). Built in 1837, the home offers 3,576 sqft of living space on a 1.00 acres lot.

Key Features

  • Built in 1837
  • 1.00 acre lot
  • 4 parking spaces

Property Details

3 full
4 spaces
1837
Listing Description

Attention investors, cash buyers, and those ready to bring their vision to life-this charming 1837 Colonial-style farmhouse offers a unique opportunity in the heart of beautiful Middlefield. With approximately 3,576 square feet of bright, sun-filled living space, the home features generously sized rooms, a flexible floor plan, up to 5+ possible bedrooms, and 3 full bathrooms.

The attached red carriage barn/workshop adds valuable versatility, providing ample space for hobbies, storage, a workshop, or creative pursuits. Set on a full acre, the property features mature landscaping, pear trees, blueberry bushes, and a spacious lawn that creates a peaceful country retreat.Enjoy the best of small-town living with the Middlefi

eld Fairgrounds just a short walk away, plus easy access to area trails for hiking, snow sports, and exploring the outdoors. For those seeking recreational or investment potential, this Berkshire location is ideally situated near Jacob's Pillow Dance Festival, Otis Reservoir, Otis Ridge Ski Area, Butternut, Stockbridge, Northampton, Pittsfield, Lee

, Lenox, and many other popular cultural and recreational destinations.With its character, generous living space, acreage, carriage barn, and desirable Berkshire location, this property offers exciting possibilities as a primary residence, vacation getaway, or investment property, including potential Airbnb/vacation rental use. Property is being sold as-is. Buyers are responsible for their own due diligence. Shared well serves 6 homes and has a semi-annual water system maintenance fee of $168.

Monthly Cost Estimate

$1,443/mo

20% down · 6.5% · 30 years

Principal$195
Interest$1,170
Insurance$79

Estimates only. Actual payments may vary.

Location

158 Skyline Trl

Middlefield, MA 01243

Questions & Answers

This 3-bedroom, 3-bathroom single family at 158 Skyline Trl is listed at $269,900 ($75/sqft). The estimated monthly payment is $1,444 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance.

Key features include: Built in 1837, 1.00 acre lot, 4 parking spaces.

This property is listed by William Miner.

WM

William Miner

Agent at RE/MAX COMPASS

Listed by RE/MAX COMPASS · Broker phone: (413) 568-0040 · View on Broker Site

MLS# 73567550· Source: MLS Property Information Network Inc· 66 days on PropertySimple

Copyright © 2026 MLS Property Information Network Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

158 Skyline Trl, Middlefield, MA 01243

Open this listing in: