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 223 Taylor Drive estimated to be worth?

Trulia's estimated value for 223 Taylor Drive in Windsor, VT is $537,600 .

What is the price history for 223 Taylor Drive?

223 Taylor Drive in Windsor, VT last sold for $530,000 in April 2026.

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 223 Taylor Drive have air conditioning?

Yes, 223 Taylor Drive in Windsor, VT has air conditioning.

How big is the lot at 223 Taylor Drive?

The lot at 223 Taylor Drive in Windsor, VT is about 1.2 acres .

SOLD

APR 3, 2026

Listed by Ara Cardew, BHG Masiello Keene, (603) 352-5433 . Bought with BHG Masiello Brattleboro

223 Taylor Drive
Windsor, VT 05089

4 Beds
2.5 Baths
2,468 sqft (on 1.24 acres)

$530,000

Last Sold: Apr 3, 2026

14% below list $615K

$215/sqft

Est. Refi. Payment $3,700/mo*

Refinance Your Home

$530,000

Last Sold: Apr 3, 2026

14% below list $615K

$215/sqft

Est. Refi. Payment $3,700/mo*

Refinance Your Home

4 Beds

2.5 Baths

2,468 sqft

(on 1.24 acres)

Local Information

Map ViewExplore the area around 223 Taylor Drive.
Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

2000

Lot Size

1.24 acres

Living Area

2,468 sqft

Price/Sqft

$215/sqft

Parking

Garage

Last check for updates: about 11 hours ago

Listed by Ara Cardew

BHG Masiello Keene, (603) 352-5433

Bought with: Mickey Hipp, BHG Masiello Brattleboro, (802) 257-1111

Source: PrimeMLS, MLS#5072087

About this House

This lovely home has plenty of sunny light filled space. Home features a large kitchen/eating area, with a formal-sized dining room, and spacious living room. First floor primary bedroom, and three more bedrooms upstairs. Main level laundry and lots of storage space in the basement.Two car garage with electric car charger.Recent improvements include paved driveway,mini splits and lifetime guttering. Located in a quiet Vermont neighborhood with convenient access to I 91 and I 89 also close enough to shopping needs in West Lebanon, lots of your boxes are checked. Easy commute to Ski areas, local hospitals or Dartmouth College.

223 Taylor Drive, Windsor, VT 05089 is a 4 bedroom, 3 bathroom, 2,468 sqft single-family home built in 2000. It last sold for $530,000 on Apr 3, 2026 (14% below the $615,000 asking price). It is currently off market. The Trulia Estimate is $537,600, with a rent estimate of $3,791/month.

Home Details for 223 Taylor Drive

Active Status
MLS Status: Closed

Interior Features
Interior Details Basement: Bulkhead,Interior Stairs,Storage Space,Unfinished,Interior Access,Interior EntryNumber of Rooms: 9
Beds & Baths Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout Living Area: 2468 Square Feet
Appliances & Utilities Utilities: Cable, Propane
Heating & Cooling Heating: Oil,Baseboard,Hot WaterHas CoolingAir Conditioning: Mini SplitHas HeatingHeating Fuel: Oil
Gas & Electric Electric: Circuit Breakers
Levels, Entrance, & Accessibility Stories: 1.75Levels: 1.75
View No View

Exterior Features
Exterior Home Features Roof: Asphalt ShingleFoundation: Concrete, Poured Concrete
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageParking Spaces: 2Parking: Paved
Frontage Road Frontage: PublicRoad Surface Type: PavedNot on Waterfront
Water & Sewer Sewer: Public Sewer
Farm & Range Frontage Length: Road frontage: 400
Finished Area Finished Area (above surface): 2468 Square Feet

Property Information
Year Built Year Built: 2000
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape
Building Construction Materials: Wood Frame, Vinyl ExteriorNot a New Construction

Price & Status
Price List Price: $615,000Price Per Sqft: $215/sqft

Location
Direction & Address City: Windsor
School Information Elementary School: Windsor State Street SchoolElementary School District: WindsorJr High / Middle School: Windsor High SchoolJr High / Middle School District: WindsorHigh School: Windsor High SchoolHigh School District: Windsor

Building
Building Area Building Area: 3910 Square Feet

Lot Information
Lot Area: 1.24 Acres

Miscellaneous
BasementMls Number: 5072087Above Grade Unfinished Area: 2468Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 1442Below Grade Unfinished Area Source: Public RecordsBelow Grade Unfinished Area Units: Square Feet

Price History for 223 Taylor Drive

Date	Price	Event	Source
04/03/2026	$530,000	Sold	PrimeMLS #5072087
Recording Date 04/03/2026 County Transfer Tax N/A Total Transfer Tax N/A
03/18/2026	$615,000	Pending	PrimeMLS #5072087

01/28/2026	$615,000	Contingent	PrimeMLS #5072087

12/16/2025	$615,000	Listed For Sale	PrimeMLS #5072087

04/05/2024	$500,000	Sold	PrimeMLS #4984697
Recording Date 04/05/2024 County Transfer Tax N/A Total Transfer Tax N/A
02/12/2024	$499,000	Listed For Sale	PrimeMLS #4984697

05/11/2017	$299,900	ListingRemoved	Agent Provided

05/11/2017	$299,900	Listed For Sale	Agent Provided

05/10/2017	$293,000	Sold	PrimeMLS #4619080
Recording Date 05/10/2017 County Transfer Tax N/A Total Transfer Tax N/A
03/11/2017	$299,900	Pending	Agent Provided

02/23/2017	$299,900	Listed For Sale	Agent Provided

11/12/2002	$212,000	Sold	N/A
Recording Date 11/12/2002 Contract Date 11/01/2002 County Transfer Tax N/A Total Transfer Tax $1,900

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	$465,730

Home facts updated by county records

Comparable Sales for 223 Taylor Drive

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
473 Taylor Drive, Windsor, VT	0.21	Single-Family Home	$426,000	01/23/26	4	2.5	1,832
58 Morningside Drive, Windsor, VT	0.62	Single-Family Home	$395,900	11/13/25	3	1.5	1,680
1471 County Road, Windsor, VT	0.85	Single-Family Home	$290,000	08/25/25	4	2.5	2,196
255 Channing Drive, Windsor, VT	0.28	Single-Family Home	$350,000	08/29/25	3	2	1,196
205 Channing Drive, Windsor, VT	0.33	Single-Family Home	$310,000	09/05/25	2	1.5	1,391
672 County Road, Windsor, VT	0.72	Single-Family Home	$340,000	09/05/25	3	2	1,500
1487 NH Route 12A, Plainfield, NH	1.45	Single-Family Home	$575,000	07/10/26	3	3	1,860
16 NH Route 12A, Cornish, NH	1.26	Single-Family Home	$275,000	01/22/26	3	1.5	1,398
161 St Gaudens Road, Cornish, NH	1.51	Single-Family Home	$339,000	12/19/25	4	2	2,656

Nearby homes

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

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SOLD
OCT 30, 2025
$90,000
00 Snow Lane Lot #2 & #3,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
JAN 23, 2026
$426,000
4 bd
2.5 ba
1,832 sqft
473 Taylor Drive,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $391,000
8 bd
4 ba
5,088 sqft
77 Taylor Drive,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $363,000
3 bd
2 ba
1,196 sqft
255 Channing Drive,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $321,300
2 bd
1.5 ba
1,391 sqft
205 Channing Drive,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $288,100
3 bd
1 ba
1,710 sqft
242 Huntington Drive,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $366,900
3 bd
1 ba
2,160 sqft
39 Huntington Drive,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $313,800
3 bd
1.5 ba
1,550 sqft
109 Morningside Drive,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
81 Paradise Drive,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $338,000
3 bd
2 ba
1,242 sqft
69 Morningside Drive,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $425,800
3 bd
2 ba
1,638 sqft
37 Morningside Drive,
Windsor, VT 05089
PrimeMLS, Closed

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Additional Cost

Assigned Schools

These are the assigned schools for 223 Taylor Drive.

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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LGBTQ Local Legal Protections

Apartments for Rent

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$1,325/mo
1 bd
1 ba
9 State Street | 9 State St,
Windsor, VT 05089
$1,325 - $1,350/mo
1 bd
1 ba
24 State Street | 24 State St,
Windsor, VT 05089
$1,425/mo
1 bd
1 ba
112-114 State St #114A,
Windsor, VT 05089
$1,895/mo
3 bd
1 ba
8 Union St #4,
Windsor, VT 05089
$1,500 - $1,700/mo
1-2 bd
1 ba
360 Tecumseh Road West | 360 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
APPLY INSTANTLY
$1,500/mo
Total price
1 bd
1 ba
14 James Foster Rd #A,
Hartland, VT 05048
$1,500/mo
2 bd
1 ba
4-10 Central St,
Windsor, VT 05089
See more homes for rent in
Windsor
Take a look

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Homes for sale near 223 Taylor Drive

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AUCTION
0.48 ACRES
$510,000
6 bd
4 ba
4,933 sqft
2 Pine Street,
Windsor, VT 05089
PrimeMLS, Active
NEW
OPEN SAT, 10-12PM
2.51 ACRES
$279,000
2 bd
1 ba
783 sqft
15 Rt. 5 North,
Windsor, VT 05089
PrimeMLS, Active
OPEN SUN, 11-1PM
11 ACRES
$575,000
4 bd
3 ba
2,229 sqft
511 Route 12A,
Cornish, NH 03745
PrimeMLS, Active
4.96 ACRES
$1,399,000
4 bd
3.5 ba
4,000 sqft
145 The Plateau,
Windsor, VT 05089
PrimeMLS, Active
NEW
OPEN SAT, 11-1PM
$350,000
2 bd
1.5 ba
1,092 sqft
143 Ascutney Street,
Windsor, VT 05089
PrimeMLS, Active
$109,000
1 bd
1 ba
504 sqft
52 Jarvis Street,
Windsor, VT 05089
PrimeMLS, Active
4.9 ACRES
$639,000
4 bd
1.5 ba
2,120 sqft
72 Ledge Drive,
Plainfield, NH 03781
PrimeMLS, Active
See more homes for sale in
Windsor
Take a look

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Off Market Homes Near 223 Taylor Drive

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SOLD
JUL 30, 2026
$500,000
3 bd
1.5 ba
2,140 sqft
33 Merritt Road,
Hartland, VT 05048
PrimeMLS, Closed
SOLD
JUL 27, 2026
$425,000
27 Route 12,
Hartland, VT 05048
SOLD
JUL 23, 2026
$319,000
4 bd
2 ba
2,142 sqft
74 Union Street,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
JUL 14, 2026
$374,000
2 bd
2 ba
1,192 sqft
39 Parsonage Road,
Cornish, NH 03745
PrimeMLS, Closed
SOLD
JUL 10, 2026
$575,000
3 bd
3 ba
1,860 sqft
1487 NH Route 12A,
Plainfield, NH 03781
PrimeMLS, Closed
SOLD
JUL 6, 2026
$675,000
3 bd
2 ba
1,706 sqft
53 Sunset Strip Road,
Cornish, NH 03745
PrimeMLS, Closed
SOLD
JUL 1, 2026
$346,000
3 bd
2 ba
1,120 sqft
7 Best Road,
Hartland, VT 05048
PrimeMLS, Closed
SOLD
JUN 9, 2026
$346,000
7 Best Rd,
Windsor, VT 05089
SOLD
MAY 19, 2026
$675,000
3 bd
1 ba
1,488 sqft
56 Mount Hunger Road,
Hartland, VT 05048
PrimeMLS, Closed
SOLD
MAY 15, 2026
$459,000
4 bd
1.5 ba
2,349 sqft
579 Town House Road,
Cornish, NH 03745
PrimeMLS, Closed
See more homes for sale in
Windsor
Take a look

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Frequently asked questions about 223 Taylor Drive

What is 223 Taylor Drive estimated to be worth?
Trulia's estimated value for 223 Taylor Drive in Windsor, VT is $537,600.
What is the price history for 223 Taylor Drive?
223 Taylor Drive in Windsor, VT last sold for $530,000 in April 2026.
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 223 Taylor Drive have air conditioning?
Yes, 223 Taylor Drive in Windsor, VT has air conditioning.
How big is the lot at 223 Taylor Drive?
The lot at 223 Taylor Drive in Windsor, VT is about 1.2 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 12:13:54 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.

223 Taylor Drive
Windsor, VT 05089

$530,000

$530,000