77 Taylor Drive, Windsor, VT 05089
Property image
Property image
OFF MARKET
Listed by Katie Ladue Gilbert, KW Vermont Woodstock, (802) 654-8500 . Bought with Real Broker LLC

$376,400

Trulia Estimate
  • 8 Beds
  • 4 Baths
  • 5,088 sqft (on 1.93 acres)

77 Taylor Drive, Windsor, VT 05089

Est. Refi. Payment $2,712/mo*
Refinance Your Home
Currently Off Market - Sold Jun 2, 2025 for $335,000

Home Value

Trulia Estimate
$376K
Since last month
Decreased$8K (-2.1%)
Since last year
Decreased$1K (-0.4%)
Since last sale
Increased$37K (+11%)
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 +68% in the last 10 years
MonthEstimated value
2026
September 2026$372K
August 2026$380K
July 2026$386K
June 2026$381K
May 2026$368K
April 2026$385K
March 2026$377K
February 2026$383K
January 2026$386K
2025
2023
2022
2021
2020
2019

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
102-104 State Street, Windsor, VT
1.56
Multi-Family Home
$250,000
10/02/25
7
4
3,894
64 State Street, Windsor, VT
1.61
Multi-Family Home
$425,000
05/05/26
-
3,700
7 and 7A Brownsville Road, Hartland, VT
3.22
Multi-Family Home
$560,000
10/20/25
-
2,525
40 Mill Street, North Hartland, VT
6.60
Multi-Family Home
$281,000
11/17/25
5
2
2,734

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
00 Snow Lane Lot #2 & #3, Windsor, VT 05089
0.12
-
-
-
-
Off Market
223 Taylor Drive, Windsor, VT 05089
0.17
$530,000
4
2.5
2,468
Recently Sold
918 US Route 5 N, Windsor, VT 05089
0.40
$355,700
3
2
1,700
Off Market
473 Taylor Drive, Windsor, VT 05089
0.38
$426,000
4
2.5
1,832
Recently Sold
255 Channing Drive, Windsor, VT 05089
0.45
$362,200
3
2
1,196
Off Market
205 Channing Drive, Windsor, VT 05089
0.50
$320,600
2
1.5
1,391
Off Market
242 Huntington Drive, Windsor, VT 05089
0.51
$298,400
3
1
1,710
Off Market
54 Hillside Drive, Windsor, VT 05089
0.70
$274,900
3
1
1,300
Off Market
1268 County Road, Windsor, VT 05089
0.66
$475,000
3
2
1,320
For Sale
112 NH Route 12A, Cornish, NH 03745
0.71
-
5
4
5,518
Off Market
39 Huntington Drive, Windsor, VT 05089
0.67
$366,200
3
1
2,160
Off Market

Local Information

  • Map ViewExplore the area around 77 Taylor Drive.
  • Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Multi-Family
Built in 1860
1.93 acre lot
5,088 sqft
$74/sqft
Garage

About this House

A stellar combination and flexible to your needs. This 3 unit building situated on a large lot includes workshops, storage for tenants, and /or covered parking. Included is a single family manufactured home for additional income or a great spot to build a 2 bedroom cottage / tiny home. Great property for rental income or make this a family compound. Just north of town there is ample lawn for gardening, easy access to I-91 and all of the Windsor amenities on a paved road, and the heat is paid by most of the tenants and metered as well. There is even room to add another 1 bedroom with some ingenuity and labor. Currently all 4 units are rented month to month. Bring your ideas. Long standing tenants, and solar potential. *sold as one, both 77/81 Taylor Drive.
77 Taylor Drive, Windsor, VT 05089 is a 8 bedroom, 4 bathroom, 5,088 sqft multi-family built in 1860. It last sold for $335,000 on Jun 2, 2025 (7% below the $359,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $376,400.

Home Details for 77 Taylor Drive

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Crawl Space,Full,Unfinished,Interior Entry
Beds & Baths
Number of Bedrooms: 8Number of Bathrooms: 4Number of Bathrooms (full): 4
Dimensions and Layout
Living Area: 5088 Square Feet
Appliances & Utilities
Utilities: Cable at SiteAppliances: Electric Water Heater, Water Heater off Boiler
Heating & Cooling
Heating: Propane,Oil,Hot Air,Hot WaterNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Propane
Gas & Electric
Electric: 100 Amp Service, 200+ Amp Service
Levels, Entrance, & Accessibility
Number of Stories: 2Levels: Two
View
No View

Exterior Features

Exterior Home Features
Roof: Asphalt ShinglePatio / Porch: Covered PorchOther Structures: Barn(s), OutbuildingExterior: Garden, StorageFoundation: StoneGarden
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageParking Spaces: 2Parking: Dirt,Gravel,Detached
Frontage
Road Frontage: PublicRoad Surface Type: Paved
Water & Sewer
Sewer: 1000 Gallon, 1500+ Gallon, Drywell
Farm & Range
Frontage Length: Road frontage: 875
Finished Area
Finished Area (above surface): 5088 Square Feet

Property Information

Year Built
Year Built: 1860
Property Type / Style
Property Type: Residential IncomeProperty Subtype: Multi FamilyStructure Type: Multi FamilyArchitecture: Multi Family
Building
Construction Materials: Wood Frame, Vinyl SidingNot a New Construction

Price & Status

Price
List Price: $359,000

Location

Direction & Address
City: Windsor
School Information
Elementary School: Windsor State Street SchoolElementary School District: Windsor SoutheastJr High / Middle School: Windsor High SchoolJr High / Middle School District: Windsor SoutheastHigh School: Windsor High SchoolHigh School District: Windsor Southeast

Building

Building Area
Building Area: 6088 Square Feet

Lot Information

Lot Area: 1.93 Acres

Miscellaneous

BasementMls Number: 5027791Attribution Contact: Cell: 802-299-7522Above Grade Unfinished Area: 5088Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 1000Below Grade Unfinished Area Source: Public RecordsBelow Grade Unfinished Area Units: Square Feet

Price and Tax history

DateEventPrice
Jun 2, 2025
Source: PrimeMLS #5027791
Sold
$335,000
Jan 27, 2025
Source: PrimeMLS #5027791
Listed For Sale
$359,000
Sep 27, 2023
Source: PrimeMLS #4931491
ListingRemoved
May 5, 2023
Source: PrimeMLS #4931491
PendingToActive
$349,000
Feb 13, 2023
Source: PrimeMLS #4933364
Contingent
$349,000

Market trends in Windsor

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
9
3MoM

Around this home

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.
    "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

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 2026-09-22 12:18:19 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.

Frequently asked questions about 77 Taylor Drive

  • What is 77 Taylor Drive estimated to be worth?
    Trulia's estimated value for 77 Taylor Drive in Windsor, VT is $376,400.
  • What is the price history for 77 Taylor Drive?
    77 Taylor Drive in Windsor, VT last sold for $335,000 in June 2025.
  • 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.

Explore by feature - Washer/dryer

6 rentals with a washer/dryer in Windsor, VT

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