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.
Sold for $580,000
$580,000
506 Skyline Trl, Chester, MA 01011
4beds
2,244sqft
Single Family Residence
Built in 1969
7.63 Acres Lot
$582,600 Zestimate®
$258/sqft
$2,397 Estimated rent
Home value
$582,600
$542,000 - $623,000
$2,397/mo
Zestimate® history
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Zillow last checked:
Listing updated:
Listed by:
Oleg Abramchuk 413-450-0355,
First NationWide Realty Inc. 413-450-0355
Bought with:
Sean Brady
Today Real Estate, Inc.
Source: MLS PIN,MLS#: 73513068
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Features: Slider
- Level: Second
Bedroom 2
- Features: Recessed Lighting
- Level: First
Bedroom 3
- Features: Recessed Lighting
- Level: First
Bedroom 4
- Features: Recessed Lighting
- Level: First
Dining room
- Features: Cathedral Ceiling(s), Flooring - Stone/Ceramic Tile, Open Floorplan, Recessed Lighting, Remodeled, Slider
- Level: Main,Second
Family room
- Features: Recessed Lighting
- Level: First
Kitchen
- Features: Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Open Floorplan, Stainless Steel Appliances
- Level: Second
Living room
- Features: Cathedral Ceiling(s), Flooring - Stone/Ceramic Tile, Open Floorplan, Recessed Lighting, Remodeled, Slider
- Level: Main,Second
Heating
- Electric Baseboard, Radiant, Electric, Ductless
Cooling
- Ductless
Appliances
- Included: Tankless Water Heater, Range, Refrigerator, Range Hood
- Laundry: Remodeled, First Floor, Electric Dryer Hookup, Washer Hookup
Features
- Flooring: Tile
- Doors: Insulated Doors
- Windows: Insulated Windows
- Has basement: No
- Number of fireplaces: 2
- Fireplace features: Family Room, Living Room
Interior area
- Total structure area: 2,244
- Total interior livable area: 2,244 sqft
- Finished area above ground: 1,122
- Finished area below ground: 1,122
Property
Parking
- Total spaces: 13
- Parking features: Attached, Storage, Workshop in Garage, Paved Drive, Off Street, Driveway, Paved
- Attached garage spaces: 2
- Uncovered spaces: 11
Features
- Patio & porch: Porch, Deck, Patio
- Exterior features: Porch, Deck, Patio, Rain Gutters, Storage, Barn/Stable, Fruit Trees, Garden
- Has view: Yes
- View description: Scenic View(s)
Lot
- Size: 7.63 Acres
- Features: Wooded, Cleared, Level
Details
- Additional structures: Barn/Stable
- Foundation area: 1122
- Parcel number: M:405.0 B:0000 P:0108.0,3972170
- Zoning: AR
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary
- Property subtype: Single Family Residence
Materials
- Frame
- Foundation: Concrete Perimeter
- Roof: Shingle
Condition
- Year built: 1969
Utilities & green energy
- Electric: 110 Volts, 220 Volts, Circuit Breakers, 200+ Amp Service
- Sewer: Private Sewer
- Water: Private
- Utilities for property: for Gas Range, for Electric Dryer, Washer Hookup
Community & HOA
Community
- Features: Shopping, Stable(s), Medical Facility, Conservation Area, House of Worship, Public School, Other
HOA
- Has HOA: No
Location
- Region: Chester
Financial & listing details
- Price per square foot: $258/sqft
- Tax assessed value: $178,100
- Annual tax amount: $3,216
- Date on market: 6/8/2026
- Listing terms: Contract
- Road surface type: Paved
Price history
| Date | Event | Price |
|---|---|---|
| 8/3/2026 | Sold | $580,000+0.2%$258/sqft |
Source: MLS PIN #73513068 Report a problem | ||
| 7/1/2026 | Pending sale | $578,900$258/sqft |
Source: MLS PIN #73513068 Report a problem | ||
| 6/17/2026 | Contingent | $578,900$258/sqft |
Source: MLS PIN #73513068 Report a problem | ||
| 5/5/2026 | Listed for sale | $578,900$258/sqft |
Source: MLS PIN #73513068 Report a problem | ||
| 4/2/2026 | Listing removed | $578,900$258/sqft |
Source: MLS PIN #73457674 Report a problem | ||
| 11/25/2025 | Listed for sale | $578,900-3.5%$258/sqft |
Source: MLS PIN #73457674 Report a problem | ||
| 3/26/2025 | Listing removed | $600,000$267/sqft |
Source: MLS PIN #73270244 Report a problem | ||
| 7/27/2024 | Listed for sale | $600,000+494.1%$267/sqft |
Source: MLS PIN #73270244 Report a problem | ||
| 11/30/2017 | Sold | $101,000+1.1%$45/sqft |
Source: Public Record Report a problem | ||
| 9/23/2017 | Price change | $99,900-9.1%$45/sqft |
Source: Property Works CT #72191526 Report a problem | ||
| 8/15/2017 | Price change | $109,900-8.3%$49/sqft |
Source: Property Works CT #72191526 Report a problem | ||
| 7/6/2017 | Price change | $119,900-7.7%$53/sqft |
Source: Property Works CT #72191526 Report a problem | ||
| 5/25/2017 | Price change | $129,900-7.1%$58/sqft |
Source: Agnelli Real Estate #72156613 Report a problem | ||
| 4/2/2017 | Price change | $139,900-6.7%$62/sqft |
Source: Agnelli Real Estate #72113220 Report a problem | ||
| 1/28/2017 | Price change | $149,900+3.4%$67/sqft |
Source: Agnelli Real Estate #72113220 Report a problem | ||
| 11/1/2016 | Price change | $145,000-6.1%$65/sqft |
Source: Agnelli Real Estate #72067244 Report a problem | ||
| 9/14/2016 | Listed for sale | $154,500$69/sqft |
Source: Agnelli Real Estate #72067244 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $3,216 +5.7% | $178,100 |
| 2024 | $3,042 +2.1% | $178,100 +6.6% |
| 2023 | $2,979 +3.6% | $167,100 +11.5% |
| 2022 | $2,875 +4.3% | $149,900 +12.5% |
| 2021 | $2,757 | $133,200 |
| 2020 | $2,757 +3.2% | $133,200 +4.7% |
| 2019 | $2,671 +8.4% | $127,200 +0.2% |
| 2018 | $2,464 -28.6% | $127,000 -25.2% |
| 2017 | $3,450 -14.6% | $169,800 -15.3% |
| 2016 | $4,042 +0.6% | $200,500 -3.7% |
| 2015 | $4,016 -7.6% | $208,100 |
| 2014 | $4,345 +3% | $208,100 |
| 2013 | $4,220 +2% | $208,100 -4.7% |
| 2012 | $4,139 +1.7% | $218,300 |
| 2011 | $4,069 +1.9% | $218,300 -8.5% |
| 2010 | $3,992 +2.5% | $238,500 |
| 2009 | $3,895 +1.7% | $238,500 +2.3% |
| 2008 | $3,830 +6.6% | $233,100 +8% |
| 2007 | $3,593 | $215,900 |
Find assessor info on the county website
Neighborhood: 01011
Nearby homes
- $388,6003 bd1 ba1.6k sqft510 Skyline Trl, Chester, MA 01011Off Market
- $481,3003 bd2 ba1.7k sqft509 Skyline Trl, Chester, MA 01011Off Market
- $511,2004 bd2 ba2.1k sqft10 Birch Cir, Chester, MA 01011Off Market
- $301,6003 bd1 ba1.7k sqft13 Birch Cir, Chester, MA 01011Off Market
- $46,100-- bd-- ba-- sqft3 Birch Cir, Chester, MA 01011Off Market
- $290,6002 bd1 ba1.3k sqft517 Skyline Trl, Chester, MA 01011Off Market
- $378,5003 bd2 ba1.2k sqft9 Lyon Hill Rd, Chester, MA 01011Off Market
- $41,800-- bd-- ba-- sqftWestern Vw, Chester, MA 01011Off Market
Nearby schools
GreatSchools rating
- 5/10Chester Elementary SchoolGrades: PK-5Distance: 2 mi
- 4/10Gateway Regional High SchoolGrades: 6-12Distance: 5.5 mi
- NAGateway Regional Junior High SchoolGrades: 6-8Distance: 5.5 mi
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$594,252
Sell for more on Zillow
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With Zillow Showcase(estimated)
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- Massachusetts
- Hampden County
- Chester
- 01011
- 506 Skyline Trl
