159 Skyline Trail

This property is no longer actively marketed. The last publicly available listing details are shown below; contact us for current availability.

About this home

A VIEW SO GOOD YOU WILL NEVER WANT TO LEAVE! Perched in the peaceful Hilltowns, this timeless 1890 Colonial blends historic charm with modern updates. Bathed in natural light, it offers breathtaking sunset views from the back of the home. Thoughtful upgrades include a converted garage-turned-home gym with new heating, insulation, windows, flooring & garage door. The home has also been enhanced with a switch from oil to propane, updated kitchen appliances, fresh paint, a new shed, & MassSave winterization. Inside, a grand foyer leads to an airy 2nd floor landing with a charming reading nook. A beautifully designed vintage-inspired bath adds character, while a bonus room off the third bedroom offers flexibility as a home office. First-floor laundry adds convenience, & high-speed internet ensures easy connectivity. Enjoy the best of country living with easy access to Tanglewood, ski resorts, breweries & endless outdoor adventures an ideal scenic retreat where charm meets modern comfort.

Listing last checked: October 18, 2026 at 5:43 PM EDTListing updated: April 28, 2025 at 2:29 PM EDT

Listed by The Aimee Kelly Crew · eXp Realty · MLS #73340263

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Details at a glance

Interior5 property facts

Rooms: 7
Heating: Forced Air, Propane
Cooling: None
Flooring: Wood, Tile, Vinyl, Laminate, Flooring - Stone/Ceramic Tile, Flooring - Wood, Flooring - Wall to Wall Carpet
Basement: Yes · Full, Interior Entry

Building6 property facts

Style: Single Family Residence
Year built: 1890
Garage: 2
Parking: 6
Foundation: Stone, Brick/Mortar
Roof: Shingle

Land & utilities5 property facts

Lot size: 0.43 acres
Water: Shared Well
Sewer: Private Sewer
Pool: Not reported
Zoning: R1

Financial2 property facts

Annual taxes: $5,720
Assessment year: 2025

Location

More property insights

Automated value estimate $412,093

Estimated range $350,807–$473,379.

Automated estimates are not appraisals or guarantees of market value.

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About 159 Skyline Trail

Is this home available for a showing?

This home is no longer actively marketed. Ask our team about its current status or similar homes.

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Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.

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Availability varies by property and source. Request the documents you need and we will help obtain what is available.

Bean Group · eXp Realty

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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