Listed by Kim Meeker, Southern Vermont Realty Group, (802) 464-2585 . Bought with KW Vermont
956 Old Cheney Road
Windham, VT 05359
2 Beds
2 Baths
2,144 sqft (on 44.80 acres)
2 Beds
2 Baths
2,144 sqft
(on 44.80 acres)
Local Information
- Map ViewExplore the area around 956 Old Cheney Road.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1790
Lot Size
44.8 acres
Living Area
2,144 sqft
Price/Sqft
$292/sqft
Last check for updates: about 20 hours ago
Listed by Kim Meeker
Southern Vermont Realty Group, (802) 464-2585
Bought with: The Hammond Team, KW Vermont, (802) 654-8500
Source: PrimeMLS, MLS#5049346
About this House
Experience Vermont living in this beautifully restored 1790 farmhouse, set on 44 acres, gardens, ponds, and stone walls. Just a short drive from Magic Mountain, Grafton Trails, Jamaica State Park, and the iconic Hamilton Falls, this property combines historic character with modern comforts in the heart of southern Vermont. Step inside and discover rich craftsmanship throughout: handmade doors, wide-plank floors secured with antique nails, exposed beams, and a Rumford-style fireplace with a beehive oven. The soapstone kitchen and open-concept dining and living spaces invite gatherings, while the sunny south-facing windows highlight the home’s warmth and charm. Thoughtful updates ensure peace of mind, including an Energy Star® metal roof, new septic system (2022), cement basement floor, whole-house generator, and a seamless barn connection through the mudroom. Two ponds, blueberry bushes, gardens, and 150 maple taps create endless opportunities for homesteading, outdoor recreation, or quiet retreat. Whether you dream of a year-round residence or a seasonal escape, this property offers unmatched privacy, history, and natural beauty—without sacrificing convenience.
956 Old Cheney Road, Windham, VT 05359 is a 2 bedroom, 2 bathroom, 2,144 sqft single-family home built in 1790. It last sold for the $625,000 asking price on Jan 15, 2026. It is currently off market. The Trulia Estimate is $637,500, with a rent estimate of $2,391/month.
Home Details for 956 Old Cheney Road
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MLS Status: Closed |
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Interior Details Basement: Concrete Floor,Insulated,Unfinished,Interior Access,Exterior Entry,Interior EntryNumber of Rooms: 6 |
Beds & Baths Number of Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 2 |
Dimensions and Layout Living Area: 2144 Square Feet |
Appliances & Utilities Utilities: Phone, PropaneLaundry: 1st Floor Laundry |
Heating & Cooling Heating: Oil,Hot AirNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Oil |
Fireplace & Spa Number of Fireplaces: 2Fireplace: 2 FireplacesHas a Fireplace |
Gas & Electric Electric: 100 Amp Service, Circuit Breakers |
Levels, Entrance, & Accessibility Stories: 1.5Levels: One and One Half |
View No View |
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Exterior Home Features Roof: MetalOther Structures: Barn(s)Foundation: Fieldstone |
Parking & Garage No GarageParking: Dirt |
Frontage Waterfront: PondResponsible for Road Maintenance: Public Maintained Road |
Water & Sewer Sewer: Concrete, Mound Septic, Septic Tank |
Farm & Range Frontage Length: Road frontage: 1594 |
Finished Area Finished Area (above surface): 2144 Square Feet |
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Year Built Year Built: 1790 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape |
Building Construction Materials: Wood SidingNot a New Construction |
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Price List Price: $625,000Price Per Sqft: $292/sqft |
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Direction & Address City: Windham |
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Building Area Building Area: 3042 Square Feet |
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Lot Area: 44.8 Acres |
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BasementMls Number: 5049346Above Grade Unfinished Area: 2144Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 898Below Grade Unfinished Area Source: EstimatedBelow Grade Unfinished Area Units: Square Feet |
Price History for 956 Old Cheney Road
| Date | Price | Event | Source |
|---|---|---|---|
| 01/15/2026 | $625,000 | Sold | PrimeMLS #5049346 |
| 10/31/2025 | $625,000 | PriceChange | PrimeMLS #5049346 |
| 09/27/2025 | $674,000 | PriceChange | PrimeMLS #5049346 |
| 08/29/2025 | $699,000 | PriceChange | PrimeMLS #5049346 |
| 07/01/2025 | $725,000 | Listed For Sale | PrimeMLS #5049346 |
Market trends in Londonderry
Last updated June 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
24
4MoM
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Property Tax and Assessment
| Year | 2024 |
|---|---|
| Tax | |
| Assessment | $560,900 |
Home facts updated by county records
Comparable Sales for 956 Old Cheney Road
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.98 | Single-Family Home | $390,000 | 10/03/25 | 3 | 2 | 1,554 | |
2.18 | Single-Family Home | $484,000 | 07/01/26 | 3 | 2.5 | 2,584 | |
3.28 | Single-Family Home | $475,000 | 09/18/25 | 3 | 2 | 2,160 | |
3.17 | Single-Family Home | $300,000 | 03/16/26 | 3 | 2 | 1,468 | |
3.40 | Single-Family Home | $1,305,000 | 03/18/26 | 4 | 3.5 | 2,588 | |
3.56 | Single-Family Home | $586,750 | 04/30/26 | 3 | 3 | 2,700 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
FOR SALENEW - 2 DAYS AGO53 ACRESPrimeMLS, Active
Assigned Schools
These are the assigned schools for 956 Old Cheney Road.
- Windham Elementary School
- PK-6
- Public
- 16 Students
NAGreatSchools RatingParent Rating Average
No reviews available for this school. - Leland & Gray Uhsd #34
- 6-12
- Public
- 243 Students
3/10GreatSchools RatingParent Rating AverageThis school is very good compared to other in the area and even thought it may not seem the best it’s employees are great at what they do.Student Review2y ago 
Check out schools near 956 Old Cheney Road.
What Locals Say about Londonderry
At least 6 Trulia users voted on each feature.
100 % Say car is needed
100 % Say parking is easy
100 % Say it's dog friendly
100 % Say there's wildlife
89 % Say there's holiday spirit
67 % Say people would walk alone at night
67 % Say they plan to stay for at least 5 years
58 % Say it's quiet
57 % Say neighbors are friendly
57 % Say yards are well-kept
55 % Say there are community events
43 % Say it's walkable to restaurants
13 % Say it's walkable to grocery stores
13 % Say streets are well-lit
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
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Apartments for Rent
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Homes for sale near 956 Old Cheney Road
- NEW - 2 DAYS AGO53 ACRESPrimeMLS, Active
NEW - 1 DAY AGO25 ACRESPrimeMLS, Active
60 ACRESPrimeMLS, Active
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Off Market Homes Near 956 Old Cheney Road
SOLDJUL 1, 2026PrimeMLS, Closed
SOLDMAY 21, 2026PrimeMLS, Closed
SOLDFEB 2, 2026- See more homes for sale inWindham
Frequently asked questions about 956 Old Cheney Road
- What is 956 Old Cheney Road estimated to be worth?Trulia's estimated value for 956 Old Cheney Road in Windham, VT is $637,500.
- What is the price history for 956 Old Cheney Road?956 Old Cheney Road in Windham, VT last sold for $625,000 in January 2026.
- Is Windham a buyer's or seller's market?Windham is currently a seller's market, based on recent for-sale activity.
- What do residents say about Windham?Residents describe Windham, VT as easy to park in, dog-friendly, and established. Most residents say you need a car. See recently sold homes in Windham, VT.
- Does 956 Old Cheney Road have laundry facilities?Yes, 956 Old Cheney Road in Windham, VT has laundry facilities.
- How big is the lot at 956 Old Cheney Road?The lot at 956 Old Cheney Road in Windham, VT is about 44.8 acres.
Copyright 2026 PrimeMLS, Inc. All rights reserved.
This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 2026-08-07 14:44:32 PDT.
This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information.
This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information.