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Active Under Contract

506 Skyline Trl, Chester MA 01011

$578,900

Estimated $3,835/month Calculator

Single Family

4 Bedrooms

Baths

2244

Total Parking: 15 (2 Garage)

332,365 (7.63)

Built in 1969

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.

This home has been viewed 6 times

Last Checked: June 18th, 2026 at 9:08am (Source: MLS PIN #73513068)

Garage Parking

Air Conditioning

Lead Paint Free

General Information for 506 Skyline Trl, Chester MA 01011

Listing ID73513068

Property TypeSingle Family / Detached

Price$578,900 ($257.98/SqFt)

StyleColonial

CityChester

CountyHampden

Neighborhood(s)

Garage Parking2

ZoningAR

Year Built1969

Year Built SourcePublic Records

Year Built DetailsActual

Interior Features for 506 Skyline Trl, Chester MA 01011

Approximate Living Area Total2244

Living Area Includes BasementYes

Rooms6

Bedrooms4

Primary En Suite BathroomYes

Basement

Cooling1, Split

Fireplaces

AppliancesRange

FlooringTile

Electric220 Volts

Exterior Features for 506 Skyline Trl, Chester MA 01011

Approximate Lot Size (Acres)7.63

Approximate Lot Size (Square Feet)332364.6

Total Parking15 (2 Garage)

Garage Parking2

WaterPrivate

SewerPrivate Sewer

Lot FeaturesGentle Sloping

Parking Features1

Exterior FeaturesPorch

Foundation Area1122

Foundation Materials

Construction MaterialsFrame

Road Frontage Type

Patio & PorchCovered

Roof MaterialAsphalt/fiberglass Shingles

Utility Connections110 Volts

Water Views

Water Views Features

Waterfront0

Waterfront Features

Pool Features

Horse Permitted0

Horse Amenities

Disclosures for 506 Skyline Trl, Chester MA 01011

Lead PaintNone

UFFI

Living Area Includes BasementYes

Living Area Disclosure

Building Area SourceOwner

Special Listing Conditions

ExclusionsFireplace Mantel In Living Room Is Excluded.

Title 5A

Compensation Based On

Financial Information for 506 Skyline Trl, Chester MA 01011

Association Fee

Association Fee Frequency

Association Fee Includes

Real Estate Tax3216

Tax Year2025

Assessed Value$178,100

Location Information for 506 Skyline Trl, Chester MA 01011

Neighborhood(s)

Area AmenitiesWalk/jog Trails

Contact Information for 506 Skyline Trl, Chester MA 01011

Agent

Name: Oleg Abramchuk

Office

Name: First NationWide Realty Inc.

Phone: 413-450-0355

Payment Calculator

, Interest

Property Taxes 268

Principal & Interest 3567

HOA Dues

Term

Interest

Home Price

Down Payment

Exclusive Listing Agent

First NationWide Realty Inc.

Oleg Abramchuk

Agent Phone

Office Phone

(413) 450-0355

Text Agent Call Agent Call Office

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EXIT

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