506 Skyline Trl, Chester MA 01011

Chester, MA 01011
$578,900
Est. $3,395/month
4
Beds
2
Baths
2,244
Sq Ft
$258
Price/Sq Ft
7.63
Acres
1969
Year Built
2
Garage Spaces
55
Days on Market
Pending Listed May 5, 2026 • MLS# 73513068 Copied! • Updated Jul 1, 2026

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.

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Property History

Market Insights

Property Timeline

📋
Status: Active under contract
Jun 17, 2026
Active → Active Under Contract
Pending Sale
Jun 17, 2026
Offer accepted, sale pending
🏠
Listed for Sale
May 5, 2026
$578,900
Original listing
Agent: Oleg Abramchuk Office: First NationWide Realty Inc.

Tax History

Year Taxes Assessment
2025 $3,216 $178,100

Financial Details

Annual Property Tax
$3,216
Tax Year 2025
Assessed Value
$178,100

Facts & Features

2 Car Garage

Home Facts

Type Residential
Style Single Family Residence
Year Built 1969
Living Area 2,244 sq ft
Lot Size 7.63 acres
Bedrooms 4
Full Baths 2
Total Rooms 6

Interior

Heating Electric Baseboard, Radiant, Electric, Ductless
Cooling Ductless
Flooring Tile
Appliances Tankless Water Heater, Range, Refrigerator, Range Hood
Fireplace Family Room, Living Room
Fireplaces 2
Basement None
Laundry Remodeled, First Floor, Electric Dryer Hookup, Washer Hookup
Features None

Exterior

Construction Frame
Architecture Contemporary
Roof Shingle
Features Porch, Deck, Patio, Rain Gutters, Storage, Barn/stable, Fruit Trees, Garden
Pool None
Spa None
Fencing None
Patio/Porch Porch, Deck, Patio
Garage Spaces 2
Has Garage Yes
Features Attached, Storage, Workshop In Garage, Paved Drive, Off Street, Driveway, Paved
Total Spaces 13
Electric 110 Volts, 220 Volts, Circuit Breakers, 200+ Amp Service
Water Private
Sewer Private Sewer
Gas None
Other For Gas Range, For Electric Dryer, Washer Hookup
Annual Tax $3,216
Assessed Value $178,100
Fee Includes None
Amenities None
Optional Fee Includes None
Down Payment Resource Eligible
Seller Disclosures Buyer And Buyer’s Agent Responsible For All Due Diligence And Verification. All Measurements Are Approximate.
Possession None
Accepted Financing Contract
Structure Type []
House Color Brown
Sq Ft Source Owner
Documents None
County Hampden
Total market time (incl. prior listings) 57 days

Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1969
Bedrooms
4
Full Bathrooms
2
Living Area
2,244 sq ft
Total Rooms
6

Room Details

First Floor

Bedroom4
Recessed Lighting
Bedroom3
Recessed Lighting
Bedroom2
Recessed Lighting
Family Room
Recessed Lighting

Second Floor

Kitchen
Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Open Floorplan, Stainless Steel Appliances
Master Bedroom
Slider

Other Floor

Bathroom1
Bedroom5
Bathroom2
Bathroom3
Office
Master Bathroom

Main,Second Floor

Dining Room
Cathedral Ceiling(s), Flooring - Stone/Ceramic Tile, Open Floorplan, Recessed Lighting, Remodeled, Slider
Living Room
Cathedral Ceiling(s), Flooring - Stone/Ceramic Tile, Open Floorplan, Recessed Lighting, Remodeled, Slider

Interior Features

Flooring: Tile
Appliances: Tankless Water Heater, Range, Refrigerator, Range Hood
Interior Features:
Windows: Insulated Windows
Basement:
Laundry: Remodeled, First Floor, Electric Dryer Hookup, Washer Hookup
Security:

Construction & Materials

Style: Contemporary
Year Built: 1969
Structure Type:
Exterior Materials: Frame
Roof: Shingle
Foundation: Concrete Perimeter

Heating, Cooling & Utilities

Heating: Electric Baseboard, Radiant, Electric, Ductless
Cooling: Ductless
Cooling Zones: 3
Hot Water:
Water Source: Private
Sewer: Private Sewer
Energy Features:

Exterior & Lot

Exterior Features: Porch, Deck, Patio, Rain Gutters, Storage, Barn/Stable, Fruit Trees, Garden
Patio & Porch: Porch, Deck, Patio
Fencing:
Other Structures: Barn/Stable
Lot Features: Wooded, Cleared, Level
Road Surface: Paved

Parking & Garage

Garage Spaces: 2
Garage Type: Attached
Total Parking Spaces: 13
Parking Features: Attached, Storage, Workshop in Garage, Paved Drive, Off Street, Driveway, Paved

Special Features

Fireplaces: 2
Fireplace Type: Family Room, Living Room
View: Yes
View Type: Scenic View(s)
Community Amenities: Shopping, Stable(s), Medical Facility, Conservation Area, House of Worship, Public School, Other
School District
Gateway School District local
🎓 Where Graduates Go Class of 2021
61% attend college
41% 4-Year 20% 2-Year 11% Out of State 0% Working
School Safety 2024-25
4.2% Above Average
4.2% Suspensions 3.3% In-School
1.3% below state avg
E

Elementary Schools

1 school
B-
Chester Elementary School
2.0 mi | #498 of 824 | Score: 44.7
Dropped 463 spots from last year
-13.5 below state avg
114 students Less Diverse
Grades PK-05
Learn about these ratings

Monthly Payment Calculator

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Including down payment
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $268
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

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Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Location

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Neighborhood

506 Skyline Trl, Chester MA 01011

Chester, MA 01011

Listing Information

Listing Agent Oleg Abramchuk
Listing Office First NationWide Realty Inc.
Office Phone 413-450-0355
Agent MLS ID M8000541
Office MLS ID M95329
Listing Data Updated Jul 1, 2026 3:30 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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