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

What is 23 Coolidge Ct estimated to be worth?

Trulia's estimated value for 23 Coolidge Ct in Windsor, VT is $153,200 .

What is the price history for 23 Coolidge Ct?

23 Coolidge Ct in Windsor, VT last sold for $92,000 in November 2021.

Is Windsor a buyer's or seller's market?

Windsor is currently a buyer's market, based on recent for-sale activity.

What do residents say about Windsor?

Residents describe Windsor, VT as dog-friendly, well-kept, and walkable to grocery stores. See recently sold homes in Windsor, VT .

Does 23 Coolidge Ct have laundry facilities?

Yes, 23 Coolidge Ct in Windsor, VT has in-unit laundry.

How big is the lot at 23 Coolidge Ct?

The lot at 23 Coolidge Ct in Windsor, VT is about 0.09 acres (3,920 sq ft).

OFF MARKET

23 Coolidge Ct
Windsor, VT 05089

2 Beds
1 Bath
833 sqft

$153,200

Trulia Estimate

as of Aug 21, 2026

$153,200

Trulia Estimate

as of Aug 21, 2026

2 Beds

1 Bath

833 sqft

Home Value

Trulia Estimate

$153K

Since last month

$800 (-0.5%)

Since last year

$8K (+5.8%)

Since last sale

$60K (+65.7%)

Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +179% in the last 10 years

Month	Estimated value
2026
August 2026	$152K
July 2026	$153K
June 2026	$149K
May 2026	$147K
April 2026	$143K
March 2026	$140K
February 2026	$137K
January 2026	$133K
2025
December 2025	$139K
November 2025	$143K
October 2025	$144K
September 2025	$142K
August 2025	$144K
July 2025	$144K
June 2025	$142K
May 2025	$136K
April 2025	$137K
March 2025	$134K
February 2025	$130K
January 2025	$131K
2024
December 2024	$133K
November 2024	$138K
October 2024	$144K
September 2024	$144K
August 2024	$148K
July 2024	$151K
June 2024	$150K
May 2024	$147K
April 2024	$143K
March 2024	$140K
February 2024	$132K
January 2024	$131K
2023
December 2023	$130K
November 2023	$136K
October 2023	$133K
September 2023	$134K
August 2023	$135K
July 2023	$129K
June 2023	$120K
May 2023	$111K
April 2023	$109K
March 2023	$107K
February 2023	$110K
January 2023	$115K
2022
December 2022	$114K
November 2022	$115K
October 2022	$115K
September 2022	$115K
August 2022	$115K
July 2022	$117K
June 2022	$115K
May 2022	$113K
April 2022	$109K
March 2022	$104K
February 2022	$96K
January 2022	$94K
2021
December 2021	$94K
November 2021	$76K
October 2021	$72K
September 2021	$76K
August 2021	$97K
July 2021	$81K
June 2021	$82K
May 2021	$85K
April 2021	$86K
March 2021	$76K
February 2021	$77K
January 2021	$72K
2020
December 2020	$70K
November 2020	$64K
October 2020	$59K
August 2020	$61K
July 2020	$59K
June 2020	$60K
May 2020	$60K
April 2020	$57K
March 2020	$56K
February 2020	$54K
January 2020	$53K
2019
December 2019	$55K
November 2019	$55K

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
38 Jarvis Street, Windsor, VT	0.46	Single-Family Home	$139,000	06/10/26	1	1	768
68 Jarvis Street, Windsor, VT	0.54	Single-Family Home	$165,000	01/23/26	3	1	1,602
5 Clough Avenue, Windsor, VT	0.71	Single-Family Home	$60,000	12/18/25	3	1	1,392
9 Main Street, Windsor, VT	0.08	Single-Family Home	$200,001	08/28/25	4	1.5	2,310
33 Central St, Windsor, VT	0.48	Single-Family Home	$35,000	09/08/25	3	2	1,436
16 Day Street, Windsor, VT	1.21	Single-Family Home	$94,900	12/04/25	2	1	660
66 Union Street, Windsor, VT	0.70	Single-Family Home	$219,000	09/02/25	3	2	1,743
10 McKenzie Drive, Windsor, VT	0.68	Single-Family Home	$271,000	11/13/25	3	1.5	1,320
3 Cherry Street, Windsor, VT	0.96	Single-Family Home	$259,000	05/01/26	3	1	1,176
31 Maple Street, Windsor, VT	0.67	Single-Family Home	$215,000	10/06/25	3	1.5	1,900

Nearby home prices

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

Address	Distance	Price	Bed	Bath	Sqft	Status
19 Coolidge Court, Windsor, VT 05089	0.01	$221,600	3	1	1,248	Off Market
25 Main Street, Windsor, VT 05089	0.06	$464,400	4	2	3,146	Off Market
29 Main Street, Windsor, VT 05089	0.07	$539,000	4	3	3,024	Off Market
9 Main Street, Windsor, VT 05089	0.08	$319,100	4	1.5	2,310	Off Market
2 Pine Street, Windsor, VT 05089	0.24	$500,000	6	4	4,933	For Sale
40 Village Green, Windsor, VT 05089	0.30	$403,200	6	5	3,176	Off Market
18 Pine Street, Windsor, VT 05089	0.32	$407,300	3	1.5	2,273	Off Market
43 River Street, Windsor, VT 05089	0.34	$287,300	4	1.5	2,116	Off Market
64 State Street, Windsor, VT 05089	0.37	$425,000	Studio	-	3,700	Recently Sold
51-53 River Street, Windsor, VT 05089	0.36	$280,500	4	4	2,509	Off Market
36 River Street, Windsor, VT 05089	0.37	$281,800	Studio	-	2,662	Off Market
70-74 State Street, Windsor, VT 05089	0.39	$115,000	5	3.5	4,011	Recently Sold

Local Information

Map ViewExplore the area around 23 Coolidge Ct.
Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

1920

Living Area

833 sqft

Price/Sqft

$184

Parking

Garage

About this House

Cute 2 bedroom home with front and rear porches. Full basement, detached 1 car garage, oil FHA heat and an easy walking distance to Windsor Village amenities. Owner has completed many updates including windows and roof. Are you looking to start investing, or is this your first place to call HOME?

23 Coolidge Ct, Windsor, VT 05089 is a 2 bedroom, 1 bathroom, 833 sqft single-family home built in 1920. It last sold for $92,000 on Nov 23, 2021. It is currently off market. The Trulia Estimate is $153,200, with a rent estimate of $2,145/month.

Home Details for 23 Coolidge Ct

Interior Features
Interior Details BasementTypes of Rooms: Walk In Closet
Heating & Cooling Heating: Forced Air, OilHeating Fuel: Forced Air
Appliances & Utilities DryerRefrigeratorWasher
Levels, Entrance, & Accessibility Floors: Carpet, Laminate, Linoleum Vinyl

Exterior Features
Exterior Home Features Roof: AsphaltDeckExterior: VinylLawn
Parking & Garage GarageParking: Garage Detached

Property Information
Year Built Year Built: 1920
Property Type / Style Property Type: Single Family Home

Lot Information
Lot Area: 3920 sqft

Price and Tax history

Date	Event	Price
Nov 23, 2021 Source: PrimeMLS #4877474	Sold	$92,000
Aug 13, 2021 Source: PrimeMLS #4877474	Listed For Sale	$99,000
Aug 1, 2002 Source: N/A	Sold	$29,500
Jul 1, 1998 Source: N/A	Sold	$49,500
Jan 14, 1994 Source: N/A	Sold	$35,000

Year	Property tax	Tax assessment
2025	$2,952	$114,730

Additional Cost

Market trends in Windsor

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

Around this home

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
6y 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."
0
Flag

LGBTQ Local Legal Protections

Frequently asked questions about 23 Coolidge Ct

What is 23 Coolidge Ct estimated to be worth?
Trulia's estimated value for 23 Coolidge Ct in Windsor, VT is $153,200.
What is the price history for 23 Coolidge Ct?
23 Coolidge Ct in Windsor, VT last sold for $92,000 in November 2021.
Is Windsor a buyer's or seller's market?
Windsor is currently a buyer's market, based on recent for-sale activity.
What do residents say about Windsor?
Residents describe Windsor, VT as dog-friendly, well-kept, and walkable to grocery stores. See recently sold homes in Windsor, VT.
Does 23 Coolidge Ct have laundry facilities?
Yes, 23 Coolidge Ct in Windsor, VT has in-unit laundry.
How big is the lot at 23 Coolidge Ct?
The lot at 23 Coolidge Ct in Windsor, VT is about 0.09 acres (3,920 sq ft).