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Properties

  • 506 Skyline Trl, Chester, Massachusetts, 4 Bedrooms Bedrooms, 6 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Skyline Trl,73457674
  • 506 Skyline Trl, Chester, Massachusetts, 4 Bedrooms Bedrooms, 6 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Skyline Trl,73457674
  • 506 Skyline Trl, Chester, Massachusetts, 4 Bedrooms Bedrooms, 6 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Skyline Trl,73457674
  • 506 Skyline Trl, Chester, Massachusetts, 4 Bedrooms Bedrooms, 6 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Skyline Trl,73457674
  • 506 Skyline Trl, Chester, Massachusetts, 4 Bedrooms Bedrooms, 6 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Skyline Trl,73457674
  • 506 Skyline Trl, Chester, Massachusetts, 4 Bedrooms Bedrooms, 6 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Skyline Trl,73457674
  • 506 Skyline Trl, Chester, Massachusetts, 4 Bedrooms Bedrooms, 6 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Skyline Trl,73457674
  • 506 Skyline Trl, Chester, Massachusetts, 4 Bedrooms Bedrooms, 6 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Skyline Trl,73457674
  • 506 Skyline Trl, Chester, Massachusetts, 4 Bedrooms Bedrooms, 6 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Skyline Trl,73457674
  • 506 Skyline Trl, Chester, Massachusetts, 4 Bedrooms Bedrooms, 6 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Skyline Trl,73457674
  • 506 Skyline Trl, Chester, Massachusetts, 4 Bedrooms Bedrooms, 6 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Skyline Trl,73457674
  • 506 Skyline Trl, Chester, Massachusetts, 4 Bedrooms Bedrooms, 6 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Skyline Trl,73457674
  • 506 Skyline Trl, Chester, Massachusetts, 4 Bedrooms Bedrooms, 6 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Skyline Trl,73457674
  • 506 Skyline Trl, Chester, Massachusetts, 4 Bedrooms Bedrooms, 6 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Skyline Trl,73457674
  • 506 Skyline Trl, Chester, Massachusetts, 4 Bedrooms Bedrooms, 6 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Skyline Trl,73457674
  • 506 Skyline Trl, Chester, Massachusetts, 4 Bedrooms Bedrooms, 6 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Skyline Trl,73457674
  • 506 Skyline Trl, Chester, Massachusetts, 4 Bedrooms Bedrooms, 6 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Skyline Trl,73457674
  • 506 Skyline Trl, Chester, Massachusetts, 4 Bedrooms Bedrooms, 6 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Skyline Trl,73457674
Property Description

Set along the scenic Skyline Trail, this fully renovated home offers refined finishes, abundant natural light, and an elegant open layout. A long, estate-style concrete approach creates a grand sense of arrival, leading to a beautifully updated interior with porcelain tile floors, modern updates, and two fireplaces that add warmth and character. The finished bonus space just off the main living area offers valuable flexibility: perfect as a family room, creative retreat, fitness room, or easily converted back to a two-car garage. A charming barn provides optional space for equestrian interests or upscale hobbies without becoming the focal point of the property. The sale also includes a separate buildable lot, offering outstanding potential for future development, guest house plans, or long-term investment. Surrounded by mature rhododendrons and natural landscape, the home delivers privacy, style, and a peaceful mountain setting just minutes from everyday conveniences.

Features
Heating System:
Electric, Electric Baseboard, Radiant, Ductless
Cooling System:
Ductless
Fireplace:
Family Room, Living Room
Parking:
Attached, Storage, Workshop In Garage, Off Street, Paved, Paved Drive, Driveway
Appliances:
Range, Refrigerator, Range Hood, Tankless Water Heater
Construction:
Frame
Exterior Unit Features:
Deck, Patio, Porch, Barn/stable, Fruit Trees, Rain Gutters, Storage, Garden
Flooring:
Tile
Sewer:
Private Sewer
Style:
Contemporary
Water:
Private
Disclosure:
See Documents in MLS for Easement information. The pool was last used in the summer of 2019. The interior liner has detached and the pool is currently not operational. It will require a replacement of the liner and related work to be usable. $10, 000 credit toward pool repairs at closing.
Electric Feature:
Circuit Breakers, 110 Volts, 220 Volts, 200+ Amp Service
Garage Parking:
2
Lead Paint:
Unknown
Laundry Features:
Washer Hookup, First Floor, Electric Dryer Hookup, Remodeled
Road Type:
Paved
Additional Information
Market Time:
4
Parking Spaces:
13
Tax Year:
2025
Status:
Active
Price Per Sqft:
$258
Zoning:
AR
Orig Price:
$578,900
Fireplaces:
2
Waterfront:
No
MlsStatus:
Active
Address Map
City:
Chester
State:
MA
County:
Hampden
Postal Code:
01011
Longitude:
W73° 3' 10.7''
Latitude:
N42° 18' 26.2''
  • Google Map

Residential

506 Skyline Trl, Chester, Massachusetts

4 Bedrooms
2 Total Bathrooms
2,244 Sqft
$578,900
Listing ID #73457674
Basic Details
Property Type :
Residential
Listing Type :
For Sale
Price :
$578,900
View :
Scenic View(s)
Bedrooms :
4
Rooms :
6
Total Bathrooms :
2
Full Bathrooms :
2
Square Footage :
2,244 Sqft
Year Built :
1969
Lot Area :
7.63 Acre
Listing ID :
73457674
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Agent info
Robb Enterprises
  • Stephen E. Robb
  • View website
  • 617-212-0251
  • srobb@robbenterprises.com

Contact Agent

The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing 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 or leasing. 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 set forth herein.

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