14 Cherry St, Windsor, VT 05089
OFF MARKET

14 Cherry St
Windsor, VT 05089

  • 2 Beds
  • 1 Bath
  • 850 sqft

$200,900

Trulia Estimate
as of Aug 17, 2026

$200,900

Trulia Estimate
as of Aug 17, 2026
2 Beds
1 Bath
850 sqft

Home Value

Trulia Estimate
$201K
Since last month
Increased$2K (+1%)
Since last year
Increased$6K (+2.8%)
Since last sale
Increased$123K (+153.1%)
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 +145% in the last 10 years
MonthEstimated value
2026
August 2026$204K
July 2026$200K
June 2026$201K
May 2026$200K
April 2026$188K
March 2026$189K
February 2026$184K
January 2026$179K
2025
2024
2023
2022
2021
2020
2019
2018

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
16 Day Street, Windsor, VT
0.20
Single-Family Home
$94,900
12/04/25
2
1
660
6 Bavier Avenue, Windsor, VT
0.24
Single-Family Home
$200,000
08/27/25
2
1
786
3 Cherry Street, Windsor, VT
0.07
Single-Family Home
$259,000
05/01/26
3
1
1,176
21 Bavier Avenue, Windsor, VT
0.21
Single-Family Home
$256,500
11/14/25
3
1
1,232
5 Clough Avenue, Windsor, VT
0.35
Single-Family Home
$60,000
12/18/25
3
1
1,392
1 Dorrance Street, Windsor, VT
0.21
Single-Family Home
$315,000
11/21/25
2
1.5
1,649
4 Bavier Avenue, Windsor, VT
0.23
Single-Family Home
$226,000
08/07/26
3
1
2,088
10 McKenzie Drive, Windsor, VT
0.37
Single-Family Home
$271,000
11/13/25
3
1.5
1,320
66 Union Street, Windsor, VT
0.31
Single-Family Home
$219,000
09/02/25
3
2
1,743
38 Jarvis Street, Windsor, VT
0.89
Single-Family Home
$139,000
06/10/26
1
1
768

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
21 Cherry Street, Windsor, VT 05089
0.07
$244,100
2
2
1,354
Off Market
3 Cherry Street, Windsor, VT 05089
0.07
$259,000
3
1
1,176
Recently Sold
42 Elm Street, Windsor, VT 05089
0.11
$287,900
3
2
1,264
Off Market
4 Kiniry Street, Windsor, VT 05089
0.14
$288,100
4
1.5
1,400
Off Market
119 Ascutney Street, Windsor, VT 05089
0.18
$324,800
4
1.5
2,554
Off Market
16 Day Street, Windsor, VT 05089
0.20
$94,900
2
1
660
Recently Sold
1 Dorrance Street, Windsor, VT 05089
0.21
$315,000
2
1.5
1,649
Recently Sold
21 Bavier Avenue, Windsor, VT 05089
0.21
$256,500
3
1
1,232
Recently Sold
3 Bavier Avenue, Windsor, VT 05089
0.22
$390,200
3
1.5
1,493
Off Market
4 Bavier Avenue, Windsor, VT 05089
0.23
$226,000
3
1
2,088
Recently Sold
6 Bavier Avenue, Windsor, VT 05089
0.24
$208,200
2
1
786
Off Market
141 Ascutney Street, Windsor, VT 05089
0.26
$246,300
2
1
696
Off Market

Local Information

  • Map ViewExplore the area around 14 Cherry St.
  • Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Living Area
850 sqft
Price/Sqft
$236

About this House

Looking for a person/couple to take over my lease, I am moving down South with my fiance. Starting between June 15th and July 1st!!About 850 square feet, with lots of storage space in the attic and basement (both dry all year). Carpet in both bedrooms and living room, one bedroom is large and the other on the small side. Larger bedroom has a large closet with lots of hanging space and shelves, the smaller bedroom has a smaller closet. Kitchen is tile, with ample counter space, refrigerator/freezer, oven and stove fully functioning. Tons of outlets, phone jack and internet ports available. Hookups for Cable TV already installed. 1 full bathroom with a tub and shower, tile floors, two mirrors and a large medicine cabinet with space for storage. This cozy house is located on Cherry Street in Windsor VT, it has a large back porch with a clothesline for hanging clothes, and a small backyard that extends slightly around one side. Neighbors are quiet and nice, no one is nosy or rude! Landlords are a very nice, quiet old elderly couple that live in Florida most of the year, when they are up here they keep to themselves. $1,100 a month that INCLUDES snow removal, lawn care, heat and electricity. Save a bunch on your winter bills!! Trash is picked up weekly in front of the house, and recycling is collected twice a month, very easy system. Pets allowed, as long as they are clean and not too noisey. The house is on a quiet street, 5 minutes walking distance from the center of Windsor. Close to both Windsor High School, Middle/Elementary School. Walking distance to Library, Kennedy Pond, Post Office, Rite Aid, Cumberland Farms and restaurants in town. Great family area, lots of kids and pets in the area. Enough parking for two cars in the driveway, and one on the street in front of the house. Please call, text or email if you'd like to know more, or come see the place! We are moving out June 13th, need someone to move in between June 15th - July 1st. Length of lease can be negotiated as you will be signing your own, the landlords are aware that we are looking for new tenants. They would like a one year lease, but I'm positive that can be negotiated to be longer or shorter depending on your needs.Lease can be negotiated for longer or shorter then 1 year. Monthly rent INCLUDES snow removal, lawn care, electricity bill and heat. Save a bunch this winter!!
14 Cherry St, Windsor, VT 05089 is a 2 bedroom, 1 bathroom, 850 sqft single-family home. It last sold for $80,410 on Aug 10, 2017. It is currently off market. The Trulia Estimate is $200,900, with a rent estimate of $2,212/month.

Home Details for 14 Cherry St

Interior Features

Heating & Cooling
Heating: Forced AirHeating Fuel: Forced Air
Interior Details
Additional StorageTypes of Rooms: Walk In Closet, Family RoomStorageCeiling Fan
Appliances & Utilities
Cable ReadyRefrigerator

Property Information

Property Type / Style
Property Type: Single Family Home

Exterior Features

Exterior Home Features
LawnPorch
Parking & Garage
Parking: Off Street, On Street

Lot Information

Lot Area: 6969 sqft

Building

Fitness & Sports
Basketball CourtTennis Court

Price and Tax history

DateEventPrice
Aug 10, 2017
Source: N/A
Sold
$80,410
Jan 13, 1989
Source: N/A
Sold
$25,000

Market trends in Windsor

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
6
Skip to last item
  • Results are loading
Skip to first item

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

Apartments for Rent

Skip to last item
Skip to first item

Homes for sale near 14 Cherry St

Skip to last item
Skip to first item

Off Market Homes Near 14 Cherry St

Skip to last item
Skip to first item

Frequently asked questions about 14 Cherry St

  • What is 14 Cherry St estimated to be worth?
    Trulia's estimated value for 14 Cherry St in Windsor, VT is $200,900.
  • What is the price history for 14 Cherry St?
    14 Cherry St in Windsor, VT last sold for $80,410 in August 2017.
  • 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.
  • How big is the lot at 14 Cherry St?
    The lot at 14 Cherry St in Windsor, VT is about 0.16 acres (6,969 sq ft).
  • Does 14 Cherry St have parking?
    Yes, 14 Cherry St in Windsor, VT has on-site parking.