37 Morningside Drive, Windsor, VT 05089
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Property image
OFF MARKET

37 Morningside Drive
Windsor, VT 05089

  • 3 Beds
  • 2 Baths
  • 1,638 sqft (on 1.15 acres)

$425,800

Trulia Estimate
as of Aug 21, 2026

$425,800

Trulia Estimate
as of Aug 21, 2026
3 Beds
2 Baths
1,638 sqft
(on 1.15 acres)

Home Value

Trulia Estimate
$426K
Since last month
Increased$1K (+0.3%)
Since last year
Decreased$3K (-0.7%)
Since last sale
Increased$22K (+5.5%)
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 +147% in the last 10 years
MonthEstimated value
2026
August 2026$427K
July 2026$426K
June 2026$426K
May 2026$429K
April 2026$424K
March 2026$429K
February 2026$434K
January 2026$423K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
58 Morningside Drive, Windsor, VT
0.04
Single-Family Home
$395,900
11/13/25
3
1.5
1,680
473 Taylor Drive, Windsor, VT
0.39
Single-Family Home
$426,000
01/23/26
4
2.5
1,832
672 County Road, Windsor, VT
0.54
Single-Family Home
$340,000
09/05/25
3
2
1,500
255 Channing Drive, Windsor, VT
0.35
Single-Family Home
$350,000
08/29/25
3
2
1,196
205 Channing Drive, Windsor, VT
0.30
Single-Family Home
$310,000
09/05/25
2
1.5
1,391
223 Taylor Drive, Windsor, VT
0.61
Single-Family Home
$530,000
04/03/26
4
2.5
2,468
9 Main Street, Windsor, VT
0.69
Single-Family Home
$200,001
08/28/25
4
1.5
2,310
1471 County Road, Windsor, VT
1.11
Single-Family Home
$290,000
08/25/25
4
2.5
2,196
32 Clough Avenue, Windsor, VT
1.24
Single-Family Home
$292,500
08/28/25
3
1.5
1,606
74 Union Street, Windsor, VT
1.04
Single-Family Home
$319,000
07/23/26
4
2
2,142

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
69 Morningside Drive, Windsor, VT 05089
0.03
$348,100
3
2
1,242
Off Market
58 Morningside Drive, Windsor, VT 05089
0.04
$395,900
3
1.5
1,680
Recently Sold
109 Morningside Drive, Windsor, VT 05089
0.08
$313,800
3
1.5
1,550
Off Market
39 Huntington Drive, Windsor, VT 05089
0.13
$368,100
3
1
2,160
Off Market
2156 Route 5 North, Windsor, VT 05089
0.27
$269,900
3
1
1,196
Off Market
205 Channing Drive, Windsor, VT 05089
0.30
$322,500
2
1.5
1,391
Off Market
81 Paradise Drive, Windsor, VT 05089
0.34
-
-
-
-
Off Market
242 Huntington Drive, Windsor, VT 05089
0.33
$291,900
3
1
1,710
Off Market
255 Channing Drive, Windsor, VT 05089
0.35
$364,300
3
2
1,196
Off Market
2460 Route 5N, Windsor, VT 05089
0.36
$237,100
5
2
2,304
Off Market
2446 US Route 5 North, Windsor, VT 05089
0.37
$336,300
4
2
2,289
Off Market

Local Information

  • Map ViewExplore the area around 37 Morningside 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
1986
Lot Size
1.15 acres
Living Area
1,638 sqft
Price/Sqft
$260
Parking
Garage
Last check for updates: about 15 hours ago
Listed by Katie Ladue Gilbert
KW Vermont Woodstock, (802) 654-8500
Bought with: Jennifer Snyder Fogg, Black House Real Estate, (603) 678-8056
Source: PrimeMLS, MLS#5001571

About this House

Price Just Improved! Discover your dream home nestled in a serene neighborhood! This charming 3-bedroom Cape Cod-style house sits on a spacious 1.15-acre lot adorned with delightful perennial gardens. Step inside to experience a cozy, yet spacious interior that seamlessly blends classic charm with modern comfort. The home features a thoughtfully designed layout, ideal for both relaxation and entertaining. Enjoy gatherings in the generous living areas, enclosed porch and expansive deck or retreat to the tranquil bedrooms for peace and quiet, complete with endless closet space. Convenience meets lifestyle with a one-car garage providing ample storage and parking space. Located just minutes from I-91, commuting is a breeze, while easy access to town amenities ensures you're never far from shopping, dining, and entertainment options. Don't miss your chance to own this exceptional property in a sought-after neighborhood. Schedule your private tour today and envision the possibilities of calling this house your new home.
37 Morningside Drive, Windsor, VT 05089 is a 3 bedroom, 2 bathroom, 1,638 sqft single-family home built in 1986. It last sold for $405,000 on Aug 29, 2024 (5% below the $425,000 asking price). It is currently off market. The Trulia Estimate is $425,800, with a rent estimate of $2,797/month.

Home Details for 37 Morningside Drive

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Full,Unfinished,Walk-Out AccessNumber of Rooms: 8
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1638 Square Feet
Appliances & Utilities
Utilities: NoneAppliances: Dishwasher, Dryer, Electric Range, Refrigerator, Washer, Rented Water HeaterDishwasherDryerLaundry: 1st Floor LaundryRefrigeratorWasher
Heating & Cooling
Heating: Oil,Wood,Hot AirNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Oil
Fireplace & Spa
Fireplace: Wood Stove Hook-up
Gas & Electric
Electric: 100 Amp Service, Circuit Breakers
Windows, Doors, Floors & Walls
Flooring: Hardwood
Levels, Entrance, & Accessibility
Stories: 1.75Levels: 1.75Floors: Hardwood
View
No View

Exterior Features

Exterior Home Features
Roof: Asphalt ShinglePatio / Porch: Screened PorchExterior: DeckFoundation: Concrete
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1Has a GarageParking Spaces: 1Parking: Paved
Frontage
Road Frontage: Public
Water & Sewer
Sewer: Public Sewer
Farm & Range
Frontage Length: Road frontage: 75
Finished Area
Finished Area (above surface): 1638 Square Feet

Property Information

Year Built
Year Built: 1986
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape
Building
Construction Materials: Wood FrameNot a New Construction

Price & Status

Price
List Price: $425,000

Location

Direction & Address
City: Windsor
School Information
Elementary School: 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: 2574 Square Feet

Lot Information

Lot Area: 1.15 Acres

Miscellaneous

BasementMls Number: 5001571Attribution Contact: Cell: 802-299-7522Above Grade Unfinished Area: 1638Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 936Below Grade Unfinished Area Source: Public RecordsBelow Grade Unfinished Area Units: Square Feet

Price and Tax history

DateEventPrice
Aug 29, 2024
Source: PrimeMLS #5001571
Sold
$405,000
Jul 18, 2024
Source: PrimeMLS #5001571
PriceChange
$425,000
Price decreased by 4%
Jun 20, 2024
Source: PrimeMLS #5001571
Listed For Sale
$445,000

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

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 2026-08-20 14:33:50 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 37 Morningside Drive

  • What is 37 Morningside Drive estimated to be worth?
    Trulia's estimated value for 37 Morningside Drive in Windsor, VT is $425,800.
  • What is the price history for 37 Morningside Drive?
    37 Morningside Drive in Windsor, VT last sold for $405,000 in August 2024.
  • 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 37 Morningside Drive have laundry facilities?
    Yes, 37 Morningside Drive in Windsor, VT has in-unit laundry.
  • How big is the lot at 37 Morningside Drive?
    The lot at 37 Morningside Drive in Windsor, VT is about 1.2 acres.

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