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506 Skyline Trail, Chester, MA

Chester · MA 01011

$580,000
Price
4
Beds
2
Baths
2244
Sq. ft.

Overview

Property type: Single Family
Year built: Built in 1969
Lot size: 7.63 Acres Lot
Price per square foot: $258 / Sq.Ft
Parking: 2 Garage Spaces
Heating & cooling: Heat, Mini-Split, Oil, AC

About this home

Set along the scenic Skyline Trail, this fully renovated home offers refined finishes, abundant natural light, and a seamless open layout. A long, estate-style concrete approach creates a striking sense of arrival, leading into a thoughtfully updated interior featuring porcelain tile flooring, modern upgrades, and two fireplaces that add warmth and architectural character. A versatile finished bonus space off the main living area provides flexibility, ideal as a family room, studio, fitness area, or easily converted back to a two-car garage. A charming barn offers additional space for equestrian pursuits or curated hobby use without overpowering the setting. Included is a separate buildable lot, presenting exceptional opportunity for future development, guest accommodations, or long-term investment. Surrounded by mature rhododendrons and natural landscape, the home offers exceptional privacy, a peaceful setting, and a true retreat-like atmosphere.

Neighborhood & Transit

506 Skyline Trail, Chester · MA 01011

Nearby transit

Within 0.5 mile, measured straight-line to the nearest station entrance.

No subway or commuter rail stations within 0.5 mile.

Price Insight

Days on Market:
183 days
Listing Price:
$578,900
Price per Sq.Ft:
$258
Tax Assessment:
$178,100 in 2025
Taxes:
$268 / Monthly

Home Facts

Interior Features

Bedrooms
4
Full Bathrooms
2
Half Bathrooms
0
Living Area
2,244 Sq.Ft (Includes Basement)
Kitchen
Floor 2, Open Floor Plan, Stainless Steel Appliances, Stone Countertops, Flooring - Stone/Ceramic Tile, Range, Vent Hood, Refrigerator
Primary Bedroom
Floor 2, Slider
Laundry
Unknown
Living levels
Unknown
Rooms
6
Above grade area
1122
Flooring
Tile
Lead paint
Unknown

Utilities

Heating Type
Ductless Mini-Split System, Hot Water Radiators, Oil, Wall Unit
Heating Zone
Unknown
Cooling
Ductless Mini-Split System
Cooling Zones
3
Water
Private Water
Sewer
Private Sewerage
Electric Features
110 Volts, 220 Volts, Circuit Breakers, 200 Amps

Exterior Features

Lot Size
332,365 Sq.Ft
Lot Description
Wooded, Paved Drive, Cleared, Level, Scenic View(s)
Exterior Features
Fruit Trees, Garden Area, Porch, Deck, Patio, Gutters, Storage Shed, Barn/Stable

Parking

Garage Parking
2 Parking Spaces, Attached, Storage, Work Area
Off Street Parking
None, Off-Street, Improved Driveway, Paved Driveway

Construction Details

Construction Type
Frame
Siding
Wood
Roof
Asphalt/Fiberglass Shingles

Green Features

Electric Vehicle Charger
Unknown
Solar Panels
Unknown
Green Certified
Unknown
Insulation Features
Unknown
Energy Features
Unknown

Room details

Living room level
Second Floor
Living room features
Fireplace, Ceiling - Cathedral, Flooring - Stone/Ceramic Tile, Main Level, Open Floor Plan, Recessed Lighting, Remodeled, Slider
Dining room level
Second Floor
Dining room features
Ceiling - Cathedral, Flooring - Stone/Ceramic Tile, Main Level, Open Floor Plan, Recessed Lighting, Remodeled, Slider
Family room level
First Floor
Family room features
Fireplace, Recessed Lighting
Bedroom 2 level
First Floor
Bedroom 2 features
Recessed Lighting
Bedroom 3 level
First Floor
Bedroom 3 features
Recessed Lighting
Bedroom 4 level
First Floor
Bedroom 4 features
Recessed Lighting

Listing information

Listing agent
Oleg Abramchuk
Listing office
First NationWide Realty Inc.
MLS PIN #
73513068
Disclosure
Buyer and Buyer’s agent responsible for all due diligence and verification. All measurements are approximate.