159 Skyline Trl, Middlefield, MA 01243
OFF MARKET

159 Skyline Trl
Middlefield, MA 01243

  • 3 Beds
  • 2 Baths
  • 2,044 sqft (on 0.43 acres)

$450,100

Trulia Estimate
as of Jun 1, 2026
Est. Refi. Payment $2,793/mo*
Refinance Your Home

$450,100

Trulia Estimate
as of Jun 1, 2026
Est. Refi. Payment $2,793/mo*
Refinance Your Home
3 Beds
2 Baths
2,044 sqft
(on 0.43 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

A VIEW SO GOOD YOU WILL NEVER WANT TO LEAVE! Perched in the peaceful Hilltowns, this timeless 1890 Colonial blends historic charm with modern updates. Bathed in natural light, it offers breathtaking sunset views from the back of the home. Thoughtful upgrades include a converted garage-turned-home gym with new heating, insulation, windows, flooring & garage door. The home has also been enhanced with a switch from oil to propane, updated kitchen appliances, fresh paint, a new shed, & MassSave winterization. Inside, a grand foyer leads to an airy 2nd floor landing with a charming reading nook. A beautifully designed vintage-inspired bath adds character, while a bonus room off the third bedroom offers flexibility as a home office. First-floor laundry adds convenience, & high-speed internet ensures easy connectivity. Enjoy the best of country living with easy access to Tanglewood, ski resorts, breweries & endless outdoor adventures an ideal scenic retreat where charm meets modern comfort.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from April 28, 2025

Home Highlights

Parking
2 Car Garage
Outdoor
Yes
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
135 days ago

Home Details for 159 Skyline Trl

Interior Features

Interior Details
Basement: Full,Interior EntryNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Master Bathroom, Bathroom 1, Bathroom 2, Dining Room, Kitchen, Living Room, Office
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2Number of Bathrooms (main level): 1
Dimensions and Layout
Living Area: 2044 Square Feet
Appliances & Utilities
Utilities: for Electric Range, for Electric Oven, for Electric Dryer, Washer HookupAppliances: Water Heater, Range, Dishwasher, Microwave, Refrigerator, Washer, DryerDishwasherDryerLaundry: Bathroom - Full,Flooring - Stone/Ceramic Tile,First Floor,Electric Dryer Hookup,Washer HookupMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,PropaneNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
No FireplaceNo Spa
Gas & Electric
Electric: Circuit Breakers
Windows, Doors, Floors & Walls
Flooring: Wood, Tile, Vinyl, Laminate, Flooring - Stone/Ceramic Tile, Flooring - Wood, Flooring - Wall to Wall Carpet
Levels, Entrance, & Accessibility
Floors: Wood, Tile, Vinyl, Laminate, Flooring Stone Ceramic Tile, Flooring Wood, Flooring Wall To Wall Carpet
View
Has a ViewView: Scenic View(s)

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: EnclosedExterior: Patio - Enclosed, Rain Gutters, StorageFoundation: Stone, Brick/Mortar
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 6No CarportHas a GarageHas an Attached GarageParking Spaces: 8Parking: Attached,Heated Garage,Off Street
Frontage
Road Frontage: PublicRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Private Sewer
Finished Area
Finished Area (above surface): 2044

Property Information

Year Built
Year Built: 1890
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial,Farmhouse
Building
Construction Materials: FrameNot Attached PropertyDoes Not Include Home Warranty
Property Information
Not Included in Sale: Two Propane Tanks Owned By Mirabito.Parcel Number: M:406.0 B:0004 L:0000.0, 3045272

Price & Status

Price
List Price: $379,900
Status Change & Dates
Off Market Date: Wed Mar 12 2025

Active Status

MLS Status: Sold

Location

Direction & Address
City: Middlefield

Building

Building Area
Building Area: 2044 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.43 acres

Miscellaneous

BasementMls Number: 73340263Above Grade Unfinished Area: 2044
Last check for updates: about 2 hours ago
Listed by The Aimee Kelly Crew, (413) 313-2127
eXp Realty, (888) 854-7493
Aimee Kelly, (413) 313-2127
Bought with: Nicole Moore, (802) 999-6485, Keller Williams Realty, (413) 585-0022
Source: MLS PIN, MLS#73340263

Price History for 159 Skyline Trl

DatePriceEventSource
04/28/2025$421,000Sold
MLS PIN #73340263
03/12/2025$379,900PendingBCMLS #245668
03/03/2025$379,900Listed For SaleMLS PIN #73340263
09/08/2021$310,000Sold
N/A
07/15/2021$289,000PendingBCMLS #234994
07/09/2021$289,000Listed For SaleBCMLS #234994
11/13/2009$190,000Sold
N/A
05/28/2009$199,900Listed For SaleAgent Provided
11/22/2008$240,000ListingRemovedAgent Provided
07/13/2008$240,000PriceChange
Agent Provided
06/19/2008$255,000Listed For SaleAgent Provided
08/06/2003$125,600Sold
N/A
12/02/1996$67,500Sold
BCMLS #136398
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Property Tax and Assessment

Year2025
Tax$5,720
Assessment$313,600
Home facts updated by county records

Comparable Sales for 159 Skyline Trl

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
116 Skyline Trl, Middlefield, MA
0.84
Single-Family Home
$395,000
08/28/25
3
2
1,562
70 Town Hill Rd, Chester, MA
1.00
Single-Family Home
$280,000
05/01/26
3
1.5
1,100
70 Town Hill Rd, Hinsdale, MA
1.01
Single-Family Home
$280,000
05/01/26
3
1.5
966
95 W Hill Rd, Middlefield, MA
1.32
Single-Family Home
$360,000
02/02/26
3
2.5
1,106
40 Ryan Rd, Washington, MA
2.76
Single-Family Home
$470,000
05/08/26
3
2
2,300
120 E River Rd, Chester, MA
2.64
Single-Family Home
$339,000
10/14/25
2
1
1,080
11 Campbell Rd, Chester, MA
3.27
Single-Family Home
$365,000
02/20/26
3
1.5
1,792
689 Skyline Trl, Chester, MA
2.82
Single-Family Home
$340,000
12/30/25
2
1
1,360
654 Skyline Trl, Chester, MA
3.15
Single-Family Home
$380,000
03/19/26
3
2.5
1,768

Nearby homes

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Assigned Schools

These are the assigned schools for 159 Skyline Trl.

What Locals Say about Middlefield

At least 1 Trulia users voted on each feature.

  • 100 % Say there's wildlife

  • 100 % Say it's dog friendly

  • 100 % Say they plan to stay for at least 5 years

  • 50 % Say neighbors are friendly

  • 50 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 159 Skyline Trl

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Off Market Homes Near 159 Skyline Trl

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The property listing data and information 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 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 set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.

Homes for rent near 159 Skyline Trl

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159 Skyline Trl, Middlefield, MA 01243 is a 3 bedroom, 2 bathroom, 2,044 sqft single-family home built in 1890. This property is not currently available for sale. 159 Skyline Trl was last sold on Apr 28, 2025 for $421,000 (11% higher than the asking price of $379,900). The current Trulia Estimate for 159 Skyline Trl is $450,100.