506 Skyline Trl Chester, MA ^$ 578,900

506 Skyline Trl

^$ 578,900

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506 Skyline Trl

Chester, MA, 01011

^$ 578,900

Bedrooms4 Baths2.0 Sq 2,244

Monthly Estimate*

^$ 3,612

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Single Family Home for sale in Chester, MA

for $578,900 with 4 bedrooms and 2 full baths. This 2,244 square foot home was built in 1969 on a lot size of 7.63.

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.

Single Family Active

Price

^$ 578,900

Bedrooms

Full Bath

Property Type

Single Family

Taxes

^$ 3,216

Style

Contemporary

Lot Size

7.63

Year Built

1969

Town/City

Chester

County/Region

Hampden

MLS | Web ID

73457674

List By

Oleg Abramchuk

Listing Agent

First Nationwide Realty Inc.

Broker

Affordability Calculator

$3,880

Per Month

Monthly Principal & Interest: $3,612
Monthly Property Taxes: $268
Monthly Home Insurance: --

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Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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Trends

Single family listings in Chester, MA

Average List Price ^$358,880

Percent of Sale Price 38%

About Chester, MA

1,429 Population

9% Since 2002

^$76,500 Median Income

47.98 Median Age

24% Households with Children

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Trends Information provided by ATTOM Data Solutions.

Neighborhood & Schools

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Pricing History

Date	Price	Price Change	Description
11/25/2025	$578,900		Listed Price

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506 Skyline Trl, Chester, MA, 01011 is a Single Family Home for sale at $578,900 with 2,244 sqft and a lot size of 7.63. 506 Skyline Trl has 4 bedrooms, 2.0 baths, and was built in 1969. The property's zip code is 01011 which is in Chester, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Data is updated as of 12/7/2025.

The real estate information and related content displayed on this site is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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 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 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, or as to the accuracy of any of the Images, set forth herein.

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506 Skyline Trl

Single Family Home for sale in Chester, MA

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