$578,900
506 Skyline Trl
Chester, MA, 01011
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.
Property Details
Price:
$578,900
MLS #:
73457674
Status:
Active
Beds:
4
Baths:
2
Address:
506 Skyline Trl
Type:
Single Family
Subtype:
Single Family Residence
City:
Chester
Listed Date:
Nov 25, 2025
State:
MA
Finished Sq Ft:
2,244
Total Sq Ft:
2,244
ZIP:
01011
Lot Size:
332,365 sqft / 7.63 acres (approx)
Year Built:
1969
Schools
Interior
Appliances
Tankless Water Heater, Range, Refrigerator, Range Hood
Bathrooms
2 Full Bathrooms
Cooling
Ductless
Fireplaces Total
2
Flooring
Tile
Heating
Electric Baseboard, Radiant, Electric, Ductless
Laundry Features
Remodeled, First Floor, Electric Dryer Hookup, Washer Hookup
Exterior
Architectural Style
Contemporary
Community Features
Shopping, Stable(s), Medical Facility, Conservation Area, House of Worship, Public School, Other
Construction Materials
Frame
Exterior Features
Porch, Deck, Patio, Rain Gutters, Storage, Barn/ Stable, Fruit Trees, Garden
Other Structures
Barn/ Stable
Parking Features
Attached, Storage, Workshop in Garage, Paved Drive, Off Street, Driveway, Paved
Parking Spots
13
Roof
Shingle
Financial
Tax Year
2025
Taxes
$3,216
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Courtesy of First NationWide Realty Inc.. 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.
506 Skyline Trl
Chester, MA
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