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.
Pending
$578,900
506 Skyline Trl, Chester, MA 01011
4beds
2,244sqft
Single Family Residence
Built in 1969
7.63 Acres Lot
$373,400 Zestimate®
$258/sqft
$-- HOA
What's special
- 61 days |
- 187 |
- 14 |
Zillow last checked:
Listing updated:
Listed by:
Oleg Abramchuk 413-450-0355,
First NationWide Realty Inc. 413-450-0355
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: 5/5/2026
- Listing terms: Contract
- Road surface type: Paved
Estimated market value
$373,400
$340,000 - $403,000
$2,415/mo
Price history
| Date | Event | Price |
|---|---|---|
| 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 | $215,900 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 01011
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
A local agent can set up tours, give advice and negotiate with sellers.
- Massachusetts
- Hampden County
- Chester
- 01011
- 506 Skyline Trl



