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 2315 Route 44 estimated to be worth?

Trulia's estimated value for 2315 Route 44 in Windsor, VT is $219,400 .

What is the price history for 2315 Route 44?

2315 Route 44 in Windsor, VT last sold for $115,000 in March 2005.

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 2315 Route 44 have laundry facilities?

Yes, 2315 Route 44 in Windsor, VT has in-unit laundry.

How big is the lot at 2315 Route 44?

The lot at 2315 Route 44 in Windsor, VT is about 1.3 acres .

OFF MARKET

$219,400

Trulia Estimate

2 Beds
1 Bath
824 sqft (on 1.30 acres)

2315 Route 44, Windsor, VT 05089

Est. Refi. Payment $1,550/mo*

Refinance Your Home

Currently Off Market - Sold Mar 24, 2005 for $115,000

Home Value

Trulia Estimate

$219K

Since last month

$1K (-0.6%)

Since last year

$6K (+2.9%)

Since last sale

$106K (+92.4%)

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 +82% in the last 10 years

Month	Estimated value
2026
August 2026	$221K
July 2026	$223K
June 2026	$221K
May 2026	$221K
April 2026	$213K
March 2026	$211K
February 2026	$206K
January 2026	$199K
2025
December 2025	$203K
November 2025	$210K
October 2025	$208K
September 2025	$215K
August 2025	$215K
July 2025	$219K
2023
May 2023	$186K
April 2023	$208K
March 2023	$209K
February 2023	$192K
January 2023	$192K
2022
December 2022	$193K
November 2022	$195K
October 2022	$193K
September 2022	$202K
August 2022	$201K
July 2022	$202K
June 2022	$201K
May 2022	$196K
April 2022	$190K
March 2022	$181K
February 2022	$172K
January 2022	$172K
2021
December 2021	$174K
November 2021	$175K
October 2021	$175K
September 2021	$173K
August 2021	$173K
July 2021	$172K
June 2021	$170K
May 2021	$166K
April 2021	$158K
March 2021	$154K
February 2021	$164K
January 2021	$166K
2020
December 2020	$170K
November 2020	$169K
October 2020	$168K
September 2020	$160K
August 2020	$159K
July 2020	$147K
June 2020	$140K
May 2020	$146K
April 2020	$145K
March 2020	$134K
February 2020	$134K
January 2020	$133K
2019
December 2019	$135K
November 2019	$132K
October 2019	$132K
September 2019	$137K
August 2019	$136K
July 2019	$133K
June 2019	$135K
May 2019	$135K
April 2019	$129K
March 2019	$126K
February 2019	$126K
January 2019	$128K
2018
December 2018	$128K
November 2018	$129K
October 2018	$130K
September 2018	$130K
August 2018	$130K
July 2018	$129K
June 2018	$128K
May 2018	$126K
April 2018	$123K
March 2018	$125K
February 2018	$123K
January 2018	$115K
2017
December 2017	$116K
November 2017	$120K
October 2017	$119K
September 2017	$125K
August 2017	$128K
July 2017	$125K
June 2017	$123K
May 2017	$122K
April 2017	$124K
March 2017	$123K
February 2017	$123K
January 2017	$125K
2016
December 2016	$118K
November 2016	$121K
October 2016	$121K
September 2016	$120K
August 2016	$121K

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
96 Dairy Lane, Windsor, VT	0.68	Single-Family Home	$400,000	12/19/25	4	2.5	2,272
16 Day Street, Windsor, VT	1.50	Single-Family Home	$94,900	12/04/25	2	1	660
61 Kennedy Drive, Windsor, VT	1.72	Single-Family Home	$273,000	08/07/26	3	1	1,008
21 Bavier Avenue, Windsor, VT	1.52	Single-Family Home	$256,500	11/14/25	3	1	1,232
4 Bavier Avenue, Windsor, VT	1.47	Single-Family Home	$226,000	08/07/26	3	1	2,088
2085 US Route 5 South, Windsor, VT	1.67	Single-Family Home	$327,000	09/26/25	3	1	1,560
1 Dorrance Street, Windsor, VT	1.49	Single-Family Home	$315,000	11/21/25	2	1.5	1,649
3 Cherry Street, Windsor, VT	1.73	Single-Family Home	$259,000	05/01/26	3	1	1,176
920 Town House Road, Cornish, NH	2.38	Single-Family Home	$355,000	10/24/25	2	1	1,092
5 Clough Avenue, Windsor, VT	1.98	Single-Family Home	$60,000	12/18/25	3	1	1,392

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
159 Estey Lane, Windsor, VT 05089	0.32	$291,800	2	2	1,154	Off Market
319 Back Mountain Road, Windsor, VT 05089	0.34	$299,000	2	1	1,152	For Sale
2742 Route 44, Windsor, VT 05089	0.45	$247,000	1	1	1,248	Off Market
1804 Rte 44, Windsor, VT 05089	0.48	$316,300	2	2	1,500	Off Market
1807 Route 44, Windsor, VT 05089	0.48	$187,600	3	1.5	1,182	Off Market
108 Cubb Court, Windsor, VT 05089	0.50	$96,232	2	2	777	For Sale
23 Cubb Court, Windsor, VT 05089	0.50	$87,826	1	1	643	For Sale
505 Back Mountain Road #14, Windsor, VT 05089	0.52	$99,000	1	1	240	For Sale
333 Brook Road, Windsor, VT 05089	0.51	$326,600	4	1.5	1,008	Off Market
517 Back Mountain Road, Windsor, VT 05089	0.53	$96,232	2	2	777	Recently Sold
84 Cubb Court, Windsor, VT 05089	0.54	$98,995	3	2	880	Recently Sold
466 Estey Lane, Windsor, VT 05089	0.59	$299,000	2	1	1,152	For Sale

Local Information

Map ViewExplore the area around 2315 Route 44.
Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

1952

Lot Size

1.3 acres

Living Area

824 sqft

Price/Sqft

$266

About this House

Welcome home to your well maintained 2-bedroom, 1 bath ranch home on 1.3 acres less than 4 minutes to Mount Ascutney State Park! You will be hiking, biking and exploring all the Windsor and Brownsville trails have to offer! The roof, furnace and oil tank have all been replaced within the past 3 years to offer you further peace of mind. Surrounded by nature, you will be well set to relax, explore or garden with the privacy provided by mature trees. The shed provides you excellent storage and flexibility to bring your outdoor vision to life. Your front entry deck invites you home where you will enjoy the comfort of your kitchen which opens up in to your comfortable living room. Conveniently located 30 minutes to Dartmouth Hitchcock Medical Center and to all the wonders of the Upper Valley. This property is fully move-in ready for the next owner!

2315 Route 44, Windsor, VT 05089 is a 2 bedroom, 1 bathroom, 824 sqft single-family home built in 1952. It last sold for $115,000 on Mar 24, 2005. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $219,400, with a rent estimate of $2,253/month.

Home Details for 2315 Route 44

Interior Features
Heating & Cooling Heating: Forced Air, OilHeating Fuel: Forced Air
Interior Details Number of Rooms: 5
Appliances & Utilities DishwasherDryerRefrigeratorWasher
Levels, Entrance, & Accessibility Floors: Tile, Hardwood

Exterior Features
Exterior Home Features Roof: AsphaltExterior: Vinyl

Property Information
Year Built Year Built: 1952
Property Type / Style Property Type: Single Family HomeArchitecture: Ranch / Rambler

Lot Information
Lot Area: 1.30 acres

Price and Tax history

Date	Event	Price
Oct 15, 2022 Source: Berkshire Hathaway HomeServices Verani Realty	ListingRemoved
Oct 2, 2022 Source: PrimeMLS #4932032	Listed For Sale	$199,000
Oct 5, 2015 Source: Agent Provided	ListingRemoved	$117,000
Jul 16, 2015 Source: Agent Provided	PriceChange	$117,000 Price decreased by 2%
Apr 28, 2015 Source: Agent Provided	PriceChange	$119,900 Price decreased by 4%
Mar 16, 2015 Source: Agent Provided	Listed For Sale	$125,000
Mar 24, 2005 Source: N/A	Sold	$115,000

Year	Property tax	Tax assessment
2025	$4,500	$174,900

Additional Cost

Market trends in Windsor

Last updated July 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

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."
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Frequently asked questions about 2315 Route 44

What is 2315 Route 44 estimated to be worth?
Trulia's estimated value for 2315 Route 44 in Windsor, VT is $219,400.
What is the price history for 2315 Route 44?
2315 Route 44 in Windsor, VT last sold for $115,000 in March 2005.
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 2315 Route 44 have laundry facilities?
Yes, 2315 Route 44 in Windsor, VT has in-unit laundry.
How big is the lot at 2315 Route 44?
The lot at 2315 Route 44 in Windsor, VT is about 1.3 acres.