Is Windsor, VT dog-friendly?

As of early 2026, 100% of users say it's dog friendly

Are yards well-kept in Windsor, VT?

As of early 2026, 92% of users say yards are well-kept

Is Windsor, VT walkable to grocery stores?

As of early 2026, 91% of users say it's walkable to grocery stores

Is a car needed in Windsor, VT?

As of early 2026, 83% of users say car is needed

Is Windsor, VT walkable to restaurants?

As of early 2026, 80% of users say it's walkable to restaurants

Would people walk alone at night in Windsor, VT?

As of early 2026, 69% of users say people would walk alone at night

Does Windsor, VT show holiday spirit?

As of early 2026, 64% of users say there's holiday spirit

Do kids play outside in Windsor, VT?

As of early 2026, 64% of users say kids play outside

Does Windsor, VT have sidewalks?

As of early 2026, 64% of users say there are sidewalks

Are the streets well-lit in Windsor, VT?

As of early 2026, 64% of users say streets are well-lit

Is there wildlife in Windsor, VT?

As of early 2026, 60% of users say there's wildlife

Is parking easy in Windsor, VT?

As of early 2026, 60% of users say parking is easy

Is Windsor, VT quiet?

As of early 2026, 58% of users say it's quiet

Are neighbors friendly in Windsor, VT?

As of early 2026, 52% of users say neighbors are friendly

Do residents of Windsor, VT plan to stay at least 5 years?

As of early 2026, 36% of users say they plan to stay for at least 5 years

Are there community events in Windsor, VT?

As of early 2026, 20% of users say there are community events

OFF MARKET

Listed by Don Chabot, Town and Country Realty, (603) 542-5188 . Bought with KW Vermont Woodstock

141 Ascutney Street
Windsor, VT 05089

2 Beds
1 Bath
696 sqft (on 0.25 acres)

$246,200

Trulia Estimate

as of Jul 14, 2026

$246,200

Trulia Estimate

as of Jul 14, 2026

2 Beds

1 Bath

696 sqft

(on 0.25 acres)

Local Information

Map ViewExplore the area around 141 Ascutney Street.
Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Last check for updates: about 7 hours ago

Listed by Don Chabot

Town and Country Realty, (603) 542-5188

Bought with: Evan Russell, KW Vermont Woodstock, (802) 654-8500

Source: PrimeMLS, MLS#4999012

Description

RECENT UPDATES INCLUDE NEW WIRING, STANDING SEAM ROOF, PLUMBING, HOT WATER HEATER, KITCHEN CABINETS & COUNTERTOPS AND FLOORING, LANDSCAPED GROUNDS WITH A HUGE ARRAY OF FLOWERS PLUS BLUEBERRIES, RASPBERRIES AND PLUM TREE. WALK TO TOWN, TENNIS, BASKETBALL COURTS AND KENNEDY'S POND.

141 Ascutney Street, Windsor, VT 05089 is a 2 bedroom, 1 bathroom, 696 sqft single-family home built in 1941. It last sold for the $224,900 asking price on Jul 26, 2024. It is currently off market. The Trulia Estimate is $246,200, with a rent estimate of $2,062/month.

Home Highlights

Parking

No Info

Outdoor

No Info

A/C

Heating only

HOA

None

Price/Sqft

No Info

Listed

180+ days ago

Home Details for 141 Ascutney Street

Active Status
MLS Status: Closed

Interior Features
Interior Details Basement: Concrete,Full,Interior Stairs,Interior Access,Interior EntryNumber of Rooms: 4
Beds & Baths Number of Bedrooms: 2Number of Bathrooms: 1Number of Bathrooms (three quarters): 1
Dimensions and Layout Living Area: 696 Square Feet
Appliances & Utilities Utilities: Cable AvailableAppliances: Dryer, Electric Range, Refrigerator, Washer, Exhaust FanDryerRefrigeratorWasher
Heating & Cooling Heating: Oil,Baseboard,Hot WaterNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Oil
Gas & Electric Electric: Circuit Breakers
Windows, Doors, Floors & Walls Flooring: Combination, Softwood, Vinyl, Wood
Levels, Entrance, & Accessibility Stories: 1Levels: OneFloors: Combination, Softwood, Vinyl, Wood
View No View

Exterior Features
Exterior Home Features Roof: Metal Standing SeamExterior: ShedFoundation: Concrete
Parking & Garage No GarageParking: Paved
Frontage Road Frontage: Public
Water & Sewer Sewer: Public Sewer
Farm & Range Frontage Length: Road frontage: 100
Finished Area Finished Area (above surface): 696 Square Feet

Property Information
Year Built Year Built: 1941
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape
Building Construction Materials: Shingle SidingNot a New Construction

Price & Status
Price List Price: $224,900

Location
Direction & Address City: Windsor

Building
Building Area Building Area: 1392 Square Feet

Lot Information
Lot Area: 10890 sqft

Miscellaneous
BasementMls Number: 4999012Above Grade Unfinished Area: 696Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 696Below Grade Unfinished Area Source: Public RecordsBelow Grade Unfinished Area Units: Square Feet

Price History for 141 Ascutney Street

Date	Price	Event	Source
07/26/2024	$224,900	Sold	PrimeMLS #4999012
Recording Date 07/26/2024 County Transfer Tax N/A Total Transfer Tax N/A
06/13/2024	$224,900	Contingent	PrimeMLS #4999012

06/05/2024	$224,900	Listed For Sale	PrimeMLS #4999012

05/21/1996	$60,500	Sold	N/A
Recording Date 05/21/1996 County Transfer Tax N/A Total Transfer Tax $303

Market trends in Windsor

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

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Property Tax and Assessment

Year	2024
Tax
Assessment	$139,760

Home facts updated by county records

Comparable Sales for 141 Ascutney Street

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
6 Bavier Avenue, Windsor, VT	0.03	Single-Family Home	$200,000	08/27/25	2	1	786
16 Day Street, Windsor, VT	0.12	Single-Family Home	$94,900	12/04/25	2	1	660
21 Bavier Avenue, Windsor, VT	0.10	Single-Family Home	$256,500	11/14/25	3	1	1,232
3 Cherry Street, Windsor, VT	0.29	Single-Family Home	$259,000	05/01/26	3	1	1,176
1 Dorrance Street, Windsor, VT	0.08	Single-Family Home	$315,000	11/21/25	2	1.5	1,649
32 Clough Avenue, Windsor, VT	0.48	Single-Family Home	$292,500	08/28/25	3	1.5	1,606
10 McKenzie Drive, Windsor, VT	0.58	Single-Family Home	$271,000	11/13/25	3	1.5	1,320
31 Maple Street, Windsor, VT	0.68	Single-Family Home	$215,000	10/06/25	3	1.5	1,900
66 Union Street, Windsor, VT	0.55	Single-Family Home	$219,000	09/02/25	3	2	1,743

Nearby homes

Get a sense of prices in the area by checking nearby homes.

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SOLD
OCT 6, 2025
$40,000
2 bd
1 ba
434 sqft
138 Ascutney Street,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $208,200
2 bd
2 ba
1,439 sqft
146 Ascutney Street,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $205,900
2 bd
1 ba
786 sqft
6 Bavier Avenue,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $381,900
3 bd
1.5 ba
1,493 sqft
3 Bavier Avenue,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $276,500
3 bd
1 ba
1,080 sqft
28 Enright Avenue,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
NOV 21, 2025
$315,000
2 bd
1.5 ba
1,649 sqft
1 Dorrance Street,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $325,200
4 bd
1.5 ba
2,554 sqft
119 Ascutney Street,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
NOV 21, 2025
$175,000
3 bd
2 ba
1,344 sqft
44 Route 44,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
NOV 14, 2025
$256,500
3 bd
1 ba
1,232 sqft
21 Bavier Avenue,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
DEC 4, 2025
$94,900
2 bd
1 ba
660 sqft
16 Day Street,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $171,800
2 bd
1 ba
768 sqft
17 Fairview Terrace,
Windsor, VT 05089
PrimeMLS, Closed

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Additional Cost

Assigned Schools

These are the assigned schools for 141 Ascutney Street.

View nearby schools on GreatSchools

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 Windsor

At least 10 Trulia users voted on each feature.

100 % Say it's dog friendly
92 % Say yards are well-kept
91 % Say it's walkable to grocery stores
83 % Say car is needed
80 % Say it's walkable to restaurants
69 % Say people would walk alone at night
64 % Say there's holiday spirit
64 % Say kids play outside
64 % Say there are sidewalks
64 % Say streets are well-lit
60 % Say there's wildlife
60 % Say parking is easy
58 % Say it's quiet
52 % Say neighbors are friendly
36 % Say they plan to stay for at least 5 years
20 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.

Brianna W.
Resident
5y ago
"It’s small but fun. It’s got a local salon, pizza chef, and a hospital, fire/police department, and a school all within a mile of each other."
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LGBTQ Local Legal Protections

Apartments for Rent

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$1,325/mo
1 bd
1 ba
9 State St #3C,
Windsor, VT 05089
$1,350/mo
1 bd
1 ba
24 State St #1,
Windsor, VT 05089
$1,300/mo
1 bd
1 ba
2326 US Route 5 N #1A,
Windsor, VT 05089
$1,950/mo
3 bd
1 ba
8 Union St #4,
Windsor, VT 05089
$1,450/mo
2 bd
1 ba
55 River St #B,
Windsor, VT 05089
$1,136/mo
Studio
1 ba
18 Union St #C,
Windsor, VT 05089
$1,500 - $1,700/mo
1-2 bd
1 ba
360 Tecumseh Road West | Tecumseh Rd W,
Windsor, VT 05089
Contact for price
1-2 bd
1-2 ba
65 State St #f320a52c6,
Windsor, VT 05089
Contact for price
1-2 bd
1-2 ba
289 County Rd #f320a52c6,
Windsor, VT 05089
$1,500/mo
2 bd
1 ba
4-10 Central St,
Windsor, VT 05089
APPLY INSTANTLY
PET FRIENDLY
$1,495/mo
1 bd
1 ba
51 River St #1,
Windsor, VT 05089
See more homes for rent in
Windsor
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Homes for sale near 141 Ascutney Street

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$225,000
3 bd
1 ba
1,095 sqft
24 Cherry Street,
Windsor, VT 05089
PrimeMLS, Active
6.8 ACRES
$299,000
2 bd
1 ba
1,152 sqft
466 Estey Lane,
Windsor, VT 05089
PrimeMLS, Active
4.96 ACRES
$1,399,000
4 bd
3.5 ba
4,000 sqft
145 The Plateau,
Windsor, VT 05089
PrimeMLS, Active
AUCTION
0.48 ACRES
$510,000
6 bd
4 ba
4,933 sqft
2 Pine Street,
Windsor, VT 05089
PrimeMLS, Active
$110,000
1 bd
1 ba
240 sqft
505 Back Mountain Road #14,
Windsor, VT 05089
PrimeMLS, Active
11 ACRES
$575,000
4 bd
3 ba
2,229 sqft
511 Route 12A,
Cornish, NH 03745
PrimeMLS, Active
1.2 ACRES
$239,900
1 bd
1 ba
570 sqft
23 CHASE HILL Road,
Cornish, NH 03745
PrimeMLS, Active
3.2 ACRES
$599,000
4 bd
3 ba
3,200 sqft
84 Old Barn Lane,
West Windsor, VT 05089
PrimeMLS, Active
1.22 ACRES
$413,900
4 bd
2.5 ba
2,888 sqft
273 Route 5 North,
Windsor, VT 05089
PrimeMLS, Active
1.53 ACRES
$474,800
3 bd
2 ba
1,480 sqft
586 Ski Tow Road,
Brownsville, VT 05037
PrimeMLS, Active
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Windsor
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Off Market Homes Near 141 Ascutney Street

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SOLD
JUL 6, 2026
$260,000
00 Tandy Brook Road #12,
Cornish, NH 03745
PrimeMLS, Closed
SOLD
JUN 30, 2026
$200,000
245 Orchard Ln,
Windsor, VT 05089
SOLD
JUN 24, 2026
$290,000
3 bd
2.5 ba
1,614 sqft
127 Mountains Edge Road #211,
Brownsville, VT 05037
PrimeMLS, Closed
SOLD
JUN 17, 2026
$365,000
17 Riley Dr,
Windsor, VT 05089
SOLD
JUN 10, 2026
$139,000
1 bd
1 ba
768 sqft
38 Jarvis Street,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
JUN 10, 2026
$330,000
2 bd
2 ba
1,604 sqft
290 Village Lane,
Brownsville, VT 05037
PrimeMLS, Closed
SOLD
MAY 21, 2026
$195,000
Hotel Rd,
Brownsville, VT 05037
SOLD
MAY 15, 2026
$195,000
3 bd
1,604 sqft
295 Hotel Road #10/10A,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
MAY 7, 2026
$185,000
195 Main St,
Windsor, VT 05089
SOLD
MAY 4, 2026
$227,940
16 Ascutney St,
Windsor, VT 05089
See more homes for sale in
Windsor
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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 2026-07-13 14:24:25 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.

141 Ascutney Street
Windsor, VT 05089

$246,200

$246,200

Local Information