577 Old Windsor Rd, Dalton, MA 01226
OFF MARKET

577 Old Windsor Rd
Dalton, MA 01226

  • 4 Beds
  • 3.5 Baths
  • 3,633 sqft (on 6 acres)

$697,000

Trulia Estimate
as of Jun 12, 2026
Est. Refi. Payment $4,329/mo*
Refinance Your Home

$697,000

Trulia Estimate
as of Jun 12, 2026
Est. Refi. Payment $4,329/mo*
Refinance Your Home
4 Beds
3.5 Baths
3,633 sqft
(on 6 acres)

Local Information

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

Description

Note: Google Maps will take you to 46 Johnson - a blue house. We are 46R, a grey house behind/above the blue house.

Beautiful large contemporary home on almost 6 acres. With over 3,600 sqft., 4 bedrooms and 3.5 baths, there is more than enough room for your family to spread out and thrive. Split floorplan with master suite on one end, and two bedrooms on the other. Fourth bedroom is downstairs.

In addition to the four bedrooms, there is a formal living room (with fireplace), a family rec. room with wet bar, and an extra living room (den with woodstove) downstairs. And there is still an additional room downstairs for in home business or office!

Large master bedroom, with private bathroom and walk-in-closet. Beautiful porcelain tiled plant/sitting room outside master bedroom. Cherry laminate floors on 2nd level. Gorgeous 40'x20' in-ground pool, central A/C, wet bar, with a finished lower level. Rear raised deck overlooking pool and woods in a very private setting. Lower level can be an in-law apartment.

Updated and custom moldings throughout. Updated electrical outlets with decora style outlets with screwless faceplates and: built in USB; LED compliant dimmers; GFCI with built in night lights. Recessed smart lighting in plant/sitting room. Newer windows that tilt in for easy cleaning.

Fresh bright paint throughout!

Gardens abound including roses, foxgloves, holly, Rose of Sharon, lilies, hyacinths, hydrangeas, peonies, lilacs and more! Nicely landscaped yard. Large fenced in back yard.

Oversized two bay attached garage with electric door openers and large concrete driveway provide plenty of parking. Detached pool shed, and detached small storage shed.

More pictures soon!

Note: Property tax address is 577 Old Windsor Rd. However, the house is off a private easement, and the mailing address is 46R Johnson Rd. The land does have 200ft of road frontage on Old Windsor Rd.
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.

Home Highlights

Parking
Garage
Outdoor
Patio, Deck, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 577 Old Windsor Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 16Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Master Bath, Mud Room, Office, Pantry, Recreation Room, Sun RoomWet BarCeiling Fan
Heating & Cooling
Heating: Baseboard, Stove, Propane Butane, Wood PelletAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Laminate
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: VinylGardenLawnPatio
Pool
Pool
Parking & Garage
GarageParking: Garage Attached, Off Street

Property Information

Year Built
Year Built: 1984Year Updated: 2005
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Community

Units in Building: 1

Lot Information

Lot Area: 6.00 acres

Price History for 577 Old Windsor Rd

DatePriceEventSource
05/26/2023ListingRemovedN/A
02/26/2023$589,000PendingN/A
11/08/2022$589,000PriceChange
N/A
10/16/2022$620,000Listed For SaleN/A
06/30/2017$364,000Sold
N/A
09/19/2013$369,900ListingRemovedAgent Provided
07/09/2013$369,900PriceChange
Agent Provided
03/22/2013$374,900Listed For SaleAgent Provided
09/26/2001$240,000Sold
BCMLS #154570
03/29/1996$222,000Sold
N/A
06/14/1993$212,000Sold
N/A

Market trends in Dalton

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
17
3MoM
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Property Tax and Assessment

Year2025
Tax$10,615
Assessment$585,500
Home facts updated by county records

Homeowner tools

Estimated monthly rent$5,279/mo
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Homes for rent near 577 Old Windsor Rd

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Comparable Sales for 577 Old Windsor Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
288 Johnson Rd, Dalton, MA
0.49
Single-Family Home
$532,500
08/27/25
3
1.5
2,043
59 Orchard Rd, Dalton, MA
1.08
Single-Family Home
$485,000
08/29/25
3
2
2,522
224 East St, Dalton, MA
1.23
Single-Family Home
$485,000
10/21/25
4
3.5
2,318
440 E Housatonic St, Dalton, MA
1.22
Single-Family Home
$455,000
07/02/25
4
2.5
1,760
298 E Housatonic St, Dalton, MA
1.39
Single-Family Home
$359,900
06/01/26
4
2
2,320
7 Whippoorwill Ln, Dalton, MA
1.52
Single-Family Home
$595,000
08/19/25
4
3
2,875
1157 Main St, Dalton, MA
1.12
Single-Family Home
$299,900
04/14/26
2
1.5
1,544
235 Pleasant St, Dalton, MA
1.78
Single-Family Home
$440,000
09/15/25
4
3
2,973
34 Hazelwood Ct, Dalton, MA
1.59
Single-Family Home
$361,000
08/04/25
3
2.5
1,882
301 North St, Dalton, MA
1.58
Single-Family Home
$315,000
11/04/25
4
1.5
1,992

Nearby homes

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Assigned Schools

These are the assigned schools for 577 Old Windsor Rd.
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The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Dalton

At least 20 Trulia users voted on each feature.

  • 97 % Say parking is easy

  • 92 % Say it's dog friendly

  • 91 % Say yards are well-kept

  • 85 % Say kids play outside

  • 85 % Say people would walk alone at night

  • 83 % Say there's holiday spirit

  • 81 % Say streets are well-lit

  • 79 % Say car is needed

  • 77 % Say there are sidewalks

  • 74 % Say there's wildlife

  • 70 % Say it's walkable to restaurants

  • 70 % Say they plan to stay for at least 5 years

  • 65 % Say neighbors are friendly

  • 64 % Say it's quiet

  • 41 % Say there are community events

  • 10 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Alicia T.
    "Not much traffic which is nice.Buses are available if needed and comes to my front door.Finding apartments is tough because no one ever moves it seems."
    3
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  • Caitlin P.
    "Dalton is a great town to raise a family - nice playground, schools, library, and neighbors. It's quiet but close to the city of Pittsfield, where there are restaurants, museums, theater, and other cultural attractions. "
    4
    Flag
  • Metaleater45
    "I just moved into the area but it seems really homely and a great place to raise a family.And also everything is close by or a short bike ride away."
    4
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  • Kristie B.
    "Nice small town. A new high school will be built soon. There are many community events and resources for children like sports and summer activities "
    3
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  • Mark A. K. J.
    "Everything is near by wether in town or into coatsville in pittsfield . The town is small and friendly , great community support"
    2
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  • Mark A. K. J.
    "Our neighborhood is special with a tight community and we take crime and bad acts seriously here. Everyone always looks out for another "
    2
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  • Mark a. K. J.
    "This neighborhood is full of polite and nice people. All friendly and willing to extend a helping hand. Lots of kids and kid friendly street. "
    2
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  • Tayseer A.
    "I am living in this neighborhood for 3 years and I love it. I already made friendship with 3 families. Very quite neighborhood and close to shops however you need a car to go around. "
    3
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  • Julieluvs4
    "It’s friendly and safe, we all look out for one another. The park and school are within walking distance."
    0
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  • Donnavirg
    "I’ve lived in this neighborhood for 38 years. It’s a quiet place and neighbors are friendly. There is a wide range of wildlife. "
    0
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Homes for sale near 577 Old Windsor Rd

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Off Market Homes Near 577 Old Windsor Rd

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577 Old Windsor Rd, Dalton, MA 01226 is a 4 bedroom, 4 bathroom, 3,633 sqft single-family home built in 1984. This property is not currently available for sale. 577 Old Windsor Rd was last sold on Jun 30, 2017 for $364,000. The current Trulia Estimate for 577 Old Windsor Rd is $697,000.