1689 E Windsor Rd
Windsor, MA 01270
3 Beds
1.5 Baths
1,632 sqft (on 2.28 acres)
$385,000
Last Sold: Jan 9, 2026
4% below list $399K
$236/sqft
Est. Refi. Payment $2,356/mo*
$385,000
Last Sold: Jan 9, 2026
4% below list $399K
$236/sqft
Est. Refi. Payment $2,356/mo*
3 Beds
1.5 Baths
1,632 sqft
(on 2.28 acres)
Local Information
- Map ViewExplore the area around 1689 E Windsor Rd.
- Schools1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Description
A rare find: 3 Bedroom colonial home with a picturesque pond for endless enjoyment. Dining under the stars in your private backyard oasis and waking up to breathtaking views and gentle melodies of nature. Discover the magic where memories are waiting to be made.
Anderson windows and doors. A brick chimney with a wood stove adds seasonal warmth to the living room. The back porch entices you to come relax or entertain while listening to the babbling brook and a serene view of the pond. The rolling field across the paved street provides plenty or privacy. The convenience to work from home is made easy with fast fiber optics and Windsors low taxes. 39 minutes to Northampton and 20 Minutes to Pittsfield. An ideal hobby farm or artist/ photographer studio with a horse stall, a gable roof barn with electric and a chicken coop. Owning this home means you can stargaze & dream away to the sound of the peepers. There is pleasure and appreciation being on this land. A lifestyle of leisure and connection to the surrounding environment. Nature's abundance with established blueberry bushes approx. fifty. A row of raspberry bushes and a circle of blackberries. 3 stone wall flower beds adorn the land. Apple & plum trees and a variety of flowering trees. Whether you are raising livestock, gardening and living off the land, growing fruits and vegetables, or would like to start your own business. This home appeals to a variety of lifestyles and needs. Motivated seller!
Anderson windows and doors. A brick chimney with a wood stove adds seasonal warmth to the living room. The back porch entices you to come relax or entertain while listening to the babbling brook and a serene view of the pond. The rolling field across the paved street provides plenty or privacy. The convenience to work from home is made easy with fast fiber optics and Windsors low taxes. 39 minutes to Northampton and 20 Minutes to Pittsfield. An ideal hobby farm or artist/ photographer studio with a horse stall, a gable roof barn with electric and a chicken coop. Owning this home means you can stargaze & dream away to the sound of the peepers. There is pleasure and appreciation being on this land. A lifestyle of leisure and connection to the surrounding environment. Nature's abundance with established blueberry bushes approx. fifty. A row of raspberry bushes and a circle of blackberries. 3 stone wall flower beds adorn the land. Apple & plum trees and a variety of flowering trees. Whether you are raising livestock, gardening and living off the land, growing fruits and vegetables, or would like to start your own business. This home appeals to a variety of lifestyles and needs. Motivated seller!
1689 E Windsor Rd, Windsor, MA 01270 is a 3 bedroom, 2 bathroom, 1,632 sqft single-family home built in 1976. It last sold for $385,000 on Jan 9, 2026 (4% below the $399,000 asking price). It is currently off market. The Trulia Estimate is $388,300, with a rent estimate of $3,593/month.
Home Highlights
Parking
No Info
Outdoor
Porch
A/C
Heating only
HOA
None
Price/Sqft
$236/sqft
Listed
180+ days ago
Home Details for 1689 E Windsor Rd
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Interior Details Basement: Radon Remed Sys,Interior Entry,Partially Finished,Concrete,Bulk headNumber of Rooms: 6Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Half Bathroom, Full Bathroom, Bonus Room, Dining Room, Kitchen, Living Room, Office |
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 1632 Square Feet |
Appliances & Utilities Utilities: Fiber Optic Availabl, Trash PrivateAppliances: Dishwasher, Dryer, Range, Range Hood, Refrigerator, Trash Compactor, WasherDishwasherDryerRefrigeratorWasher |
Heating & Cooling Heating: Oil,Wood,Furnace,Hot Water,Fireplace(s)No CoolingHas HeatingHeating Fuel: Oil |
Fireplace & Spa Has a Fireplace |
Gas & Electric Electric: 100 Amp Service |
Windows, Doors, Floors & Walls Window: Bay/Bow WindowFlooring: Carpet, Ceramic Tile, Wood |
Levels, Entrance, & Accessibility Accessibility: 1st Flr Half BathFloors: Carpet, Ceramic Tile, Wood |
View Has a ViewView: Water, Pond, Pasture, Hill/Mountain |
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Exterior Home Features Roof: Asphalt ShinglesPatio / Porch: PorchOther Structures: Barn/Stable, OutbuildingExterior: Lighting, Privacy, Deciduous Shade Trees, Bus-School, Mature Landscaping, Landscaped |
Parking & Garage Other Parking: Off StreetNo GarageNo Attached GarageParking: Off Street |
Frontage Waterfront: Pond Access, Pond, Close to Water, BrookNot on Waterfront |
Water & Sewer Sewer: Private Sewer |
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Year Built Year Built: 1976 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial |
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Price List Price: $399,000Price Per Sqft: $236/sqft |
Status Change & Dates Off Market Date: Fri Jan 09 2026Possession Timing: See Remarks, Close Of Escrow |
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MLS Status: Closed |
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Direction & Address City: Windsor |
School Information Elementary School: Berkshire TrailJr High / Middle School: Nessacus RegionalHigh School: Wahconah Regional |
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Building Area Building Area: 1632 Square Feet |
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Lot Area: 2.28 Acres |
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BasementMls Number: 246830Water ViewWater View: Water, Pond |
Last check for updates: about 1 hour ago
Listed by Tanya LeRose, (413) 446-9480
THE KINDERHOOK GROUP
Bought with: Maureen Borg, (413) 896-6742, NON-MEMBER / RECIPROCAL
Source: BCMLS, MLS#246830
Price History for 1689 E Windsor Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 01/09/2026 | $385,000 | Sold | BCMLS #246830 |
| 11/18/2025 | $399,000 | Pending | BCMLS #246830 |
| 08/18/2025 | $399,000 | PriceChange | BCMLS #246830 |
| 08/11/2025 | $435,000 | PriceChange | BCMLS #246830 |
| 07/28/2025 | $485,000 | PriceChange | BCMLS #246830 |
| 07/21/2025 | $495,000 | PriceChange | BCMLS #246830 |
| 07/07/2025 | $549,900 | PriceChange | BCMLS #246830 |
| 06/23/2025 | $580,000 | Listed For Sale | BCMLS #246830 |
Market trends in Windsor
Last updated May 2026
Avg. sale price
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Sale-to-List Price
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Available listings
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $2,792 |
| Assessment | $246,200 |
Home facts updated by county records
Comparable Sales for 1689 E Windsor Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.86 | Single-Family Home | $685,000 | 10/30/25 | 3 | 2.5 | 2,572 | |
1.18 | Single-Family Home | $75,000 | 05/26/26 | 2 | 1 | 816 | |
2.04 | Single-Family Home | $397,000 | 10/30/25 | 4 | 2 | 2,728 | |
2.55 | Single-Family Home | $309,000 | 10/31/25 | 3 | 1 | 1,338 | |
2.27 | Single-Family Home | $250,000 | 09/19/25 | 2 | 1 | 1,369 | |
2.08 | Single-Family Home | $333,000 | 03/27/26 | 1 | 1 | 1,031 | |
2.74 | Single-Family Home | $480,000 | 10/24/25 | 3 | 3 | 1,708 | |
2.22 | Single-Family Home | $225,000 | 09/30/25 | 2 | 1 | 1,158 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
FOR SALE4.36 ACRESJames Adams, Hilltown Real Estate by Adams Realty- FOR SALE2.35 ACRESJames Adams, Hilltown Real Estate by Adams Realty
OFF MARKETCindy Carrigan, BERKSHIRE DREAM HOME, INC.
OFF MARKETLaiken Rapisarda, LAMACCHIA REALTY, INC
OFF MARKETKolleen E. Schmitt, BISHOP WEST REAL ESTATE
OFF MARKETTanya LeRose, THE KINDERHOOK GROUP
SOLDOCT 30, 2025Jesse Dimitropolis, RE/MAX COMPASS
Assigned Schools
These are the assigned schools for 1689 E Windsor Rd.
- Craneville Elementary School
- K-5
- Public
- 450 Students
7/10GreatSchools RatingParent Rating AverageRacial differences and bullying have been becoming a big issue . No equality, teacher kids are treated so special . Strong and rebellious kids always win . Being nice and kind is no where seen or appreciated. Students have no respect to their teachers. Role modeling or importance of olders or parents.Other Review2y ago - Nessacus Regional Middle School
- 6-8
- Public
- 371 Students
6/10GreatSchools RatingParent Rating AverageI went to this school back in 2025 and let me start by saying it's not all bad, but from my personal experience I confided multiple times in a guidance counselor who then proceeded to call my family after a written out plan to not speak to them about personal them into promoting the cops to show up at my school, this caused many problems not only within me and the staff but also my friends, after the occurrence I was bullied and multiple phone calls were received from my family to the school complaining about such bullying which they stated "would be handled" which it was unfortunately was never handled.Other Review1mo ago - Wahconah Regional High School
- 9-12
- Public
- 446 Students
6/10GreatSchools RatingParent Rating AverageWhile it is a bit tedious for very good or excellent students, the school still does a decent job.Parent Review9y ago 
Check out schools near 1689 E Windsor Rd.
What Locals Say about Windsor
At least 1 Trulia users voted on each feature.
100 % Say yards are well-kept
100 % Say there are community events
100 % Say car is needed
100 % Say there's wildlife
50 % Say neighbors are friendly
50 % Say parking is easy
50 % Say people would walk alone at night
Sourced by Trulia users. Learn more about our methodology.
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Apartments for Rent
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Homes for sale near 1689 E Windsor Rd
1 ACREJessie Downer, Lamacchia Realty, Inc. - Dalton
44.5 ACRESSherry Street, REALTY STREET, LLC
1.1 ACRESKolleen E. Schmitt, KELLER WILLIAMS REALTY
5.9 ACRESJames Adams, Hilltown Real Estate by Adams Realty
1.8 ACRESCarla Ness, Delap Real Estate LLC
0.4 ACRESVictoria A Standring, Lamacchia Realty, Inc. - Dalton
0.33 ACRESSherry Street, REALTY STREET, LLC
2.3 ACRESJames Adams, Hilltown Real Estate by Adams Realty
0.47 ACRESSean Taylor, MORESI REAL ESTATE PARTNERS
See more homes for sale inWindsor
Off Market Homes Near 1689 E Windsor Rd
SOLDJUN 22, 2026Elizabeth Helliwell, 5 College REALTORS® Northampton
SOLDJUN 1, 2026Brenda Anne Durant, KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
SOLDMAY 29, 2026Wanda Mooney, Coldwell Banker Community REALTORS®
SOLDMAR 27, 2026Barbara Osborne, ASHMERE REALTY, INC.
SOLDFEB 3, 2026Carla Ness, Delap Real Estate LLC
SOLDDEC 19, 2025
SOLDDEC 3, 2025Barbara Osborne, ASHMERE REALTY, INC.
SOLDOCT 31, 2025James A. Molyneux, Molyneux Realty- See more homes for sale inWindsor
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The data relating to real estate for sale on this website comes from Berkshire County Board of Realtors and the Broker Reciprocity Program. Copyright 2026 Berkshire County Board of Realtors. All rights reserved.
The data relating to real estate for sale on this website comes from Berkshire County Board of Realtors and the Broker Reciprocity Program. Copyright 2026 Berkshire County Board of Realtors. All rights reserved.