Discover the extraordinary on this sprawling almost 12-acre canvas of potential. Nestled amidst nature's beauty, this contemporary and artistic home is a true masterpiece waiting for your creative touch to bring this beauty back to her finer glory! With a picturesque barn that exudes rustic charm, this property offers a once-in-a-lifetime opportunity to craft your dream estate. While the house needs work, envision the possibilities and let your imagination run wild. Embrace the serenity of expansive acreage, and create a unique haven that reflects your vision. This property has 5 separate deeds, house, barn and 3 possible building lots. The barn is 2,400' on 3 floors. One floor has a large workshop with an atrium. The landscape has many mature apple trees and a spectacular view. The floor to ceiling windows make this home a plant lovers dream. Hike and 4 wheel right from your back yard. Make your appointment today!
Sold for $487,000
$487,000
499 Skyline Trl, Chester, MA 01011
3beds
3,844sqft
Single Family Residence
Built in 1980
11.56 Acres Lot
$528,500 Zestimate®
$127/sqft
$2,880 Estimated rent
Home value
$528,500
$502,000 - $555,000
$2,880/mo
Zestimate® history
Owner options
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$2,880/mo
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$3,322/mo
Est. payment
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$3,322/mo
Est. payment
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List your homeWhat's special
Mature apple treesLarge workshopExpansive acreage
Zillow last checked:
Listing updated:
Listed by:
Claire Kenna 413-519-4312,
Coldwell Banker Realty - Western MA 413-567-8931,
Claire Kenna 413-519-4312
Bought with:
BeckyJean Thompson
Coldwell Banker Realty - Western MA
Source: MLS PIN,MLS#: 73160496
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Features: Closet, Flooring - Wall to Wall Carpet
- Level: First
Bedroom 2
- Features: Closet, Flooring - Stone/Ceramic Tile
- Level: Second
Bedroom 3
- Features: Skylight, Closet
- Level: Basement
Bathroom 1
- Features: Bathroom - With Tub & Shower, Flooring - Stone/Ceramic Tile
- Level: First
Bathroom 2
- Level: Basement
Dining room
- Features: Flooring - Stone/Ceramic Tile
- Level: First
Family room
- Features: Flooring - Hardwood
- Level: First
Kitchen
- Features: Flooring - Stone/Ceramic Tile
- Level: Main,First
Living room
- Features: Flooring - Wall to Wall Carpet
- Level: First
Heating
- Baseboard, Oil
Cooling
- Window Unit(s)
Appliances
- Included: Water Heater, Tankless Water Heater, Range, Dishwasher, Disposal, Refrigerator, Freezer, Washer, Dryer, Water Treatment
- Laundry: First Floor, Electric Dryer Hookup, Washer Hookup
Features
- Walk-up Attic
- Flooring: Wood, Carpet, Concrete
- Doors: Insulated Doors
- Windows: Insulated Windows, Screens
- Basement: Full,Finished,Interior Entry,Concrete
- Has fireplace: No
Interior area
- Total structure area: 3,844
- Total interior livable area: 3,844 sqft
Property
Parking
- Total spaces: 22
- Parking features: Detached, Off Street
- Garage spaces: 2
- Uncovered spaces: 20
Features
- Patio & porch: Porch, Deck
- Exterior features: Porch, Deck, Barn/Stable, Greenhouse, Professional Landscaping, Screens
Lot
- Size: 11.56 Acres
- Features: Wooded
Details
- Additional structures: Barn/Stable, Greenhouse
- Parcel number: M:405.0 B:0000 P:0064.0,3972127
- 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: 1980
Utilities & green energy
- Electric: Circuit Breakers, 200+ Amp Service
- Sewer: Private Sewer
- Water: Private
- Utilities for property: for Electric Range, for Electric Dryer, Washer Hookup
Green energy
- Energy generation: Solar
Community & HOA
Community
- Features: Walk/Jog Trails
HOA
- Has HOA: No
Location
- Region: Chester
Financial & listing details
- Price per square foot: $127/sqft
- Tax assessed value: $400,000
- Annual tax amount: $7,132
- Date on market: 12/15/2025
- Road surface type: Paved
Price history
| Date | Event | Price |
|---|---|---|
| 12/14/2023 | Sold | $487,000-11.5%$127/sqft |
Source: MLS PIN #73160496 Report a problem | ||
| 10/16/2023 | Contingent | $550,000$143/sqft |
Source: MLS PIN #73160496 Report a problem | ||
| 9/18/2023 | Listed for sale | $550,000+83.3%$143/sqft |
Source: MLS PIN #73160496 Report a problem | ||
| 10/12/2001 | Sold | $300,000$78/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $5,582 +5.7% | $309,100 |
| 2024 | $5,279 +2.9% | $309,100 +7.5% |
| 2023 | $5,128 +5.3% | $287,600 +13.2% |
| 2022 | $4,872 +5.3% | $254,000 +13.6% |
| 2021 | $4,626 | $223,500 |
| 2020 | $4,626 +1% | $223,500 +2.5% |
| 2019 | $4,580 +5.5% | $218,100 -2.5% |
| 2018 | $4,342 -4.5% | $223,800 |
| 2017 | $4,548 +0.8% | $223,800 |
| 2016 | $4,512 +2.2% | $223,800 -2.2% |
| 2015 | $4,416 -7.6% | $228,800 |
| 2014 | $4,777 +3% | $228,800 |
| 2013 | $4,640 +4.9% | $228,800 -2% |
| 2012 | $4,425 +1.7% | $233,400 |
| 2011 | $4,351 +1.4% | $233,400 -8.9% |
| 2010 | $4,290 +3.5% | $256,300 +1% |
| 2009 | $4,145 +1.2% | $253,800 +1.8% |
| 2008 | $4,096 +7.1% | $249,300 +8.4% |
| 2007 | $3,826 | $229,900 |
Find assessor info on the county website
Neighborhood: 01011
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Nearby schools
GreatSchools rating
- 5/10Chester Elementary SchoolGrades: PK-5Distance: 2.2 mi
- 4/10Gateway Regional High SchoolGrades: 6-12Distance: 5.4 mi
- NAGateway Regional Junior High SchoolGrades: 6-8Distance: 5.4 mi
Sell for more on Zillow
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$528,500
2% more
+$10,570
With Zillow Showcase(estimated)
$539,070
Sell for more on Zillow
Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
$528,500
2% more
+$10,570
With Zillow Showcase(estimated)
$539,070
- Massachusetts
- Hampden County
- Chester
- 01011
- 499 Skyline Trl
