58 Morningside Drive, Windsor, VT 05089
Property image
Property image
OFF MARKET
Listed by Katie Ladue Gilbert, KW Vermont Woodstock, (802) 654-8500 . Bought with KW Vermont Woodstock

$407,100

Trulia Estimate
  • 3 Beds
  • 1.5 Baths
  • 1,680 sqft (on 0.96 acres)

58 Morningside Drive, Windsor, VT 05089

Est. Refi. Payment $2,927/mo*
Refinance Your Home
Currently Off Market - Sold Nov 13, 2025 for $395,900

Home Value

Trulia Estimate
$407K
Since last month
Increased$1K (+0.3%)
Since last year
Increased$31K (+8.3%)
Since last sale
Increased$12K (+3.1%)
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 +377% in the last 10 years
MonthEstimated value
2026
September 2026$408K
August 2026$407K
July 2026$407K
June 2026$405K
May 2026$404K
April 2026$404K
March 2026$404K
February 2026$405K
January 2026$400K
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
473 Taylor Drive, Windsor, VT
0.40
Single-Family Home
$426,000
01/23/26
4
2.5
1,832
223 Taylor Drive, Windsor, VT
0.62
Single-Family Home
$530,000
04/03/26
4
2.5
2,468
74 Union Street, Windsor, VT
1.05
Single-Family Home
$319,000
07/23/26
4
2
2,142
10 McKenzie Drive, Windsor, VT
1.11
Single-Family Home
$271,000
11/13/25
3
1.5
1,320
93 Belaski Road, Windsor, VT
1.31
Single-Family Home
$565,000
08/17/26
3
3
2,368
31 Maple Street, Windsor, VT
1.20
Single-Family Home
$215,000
10/06/25
3
1.5
1,900
3 Cherry Street, Windsor, VT
1.24
Single-Family Home
$259,000
05/01/26
3
1
1,176
161 St Gaudens Road, Cornish, NH
1.40
Single-Family Home
$339,000
12/19/25
4
2
2,656

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
37 Morningside Drive, Windsor, VT 05089
0.04
$423,700
3
2
1,638
Off Market
69 Morningside Drive, Windsor, VT 05089
0.05
$342,200
3
2
1,242
Off Market
109 Morningside Drive, Windsor, VT 05089
0.08
$307,600
3
1.5
1,550
Off Market
39 Huntington Drive, Windsor, VT 05089
0.12
$366,200
3
1
2,160
Off Market
2156 Route 5 North, Windsor, VT 05089
0.24
$265,900
3
1
1,196
Off Market
205 Channing Drive, Windsor, VT 05089
0.30
$320,600
2
1.5
1,391
Off Market
242 Huntington Drive, Windsor, VT 05089
0.32
$298,400
3
1
1,710
Off Market
2460 Route 5N, Windsor, VT 05089
0.33
$239,500
5
2
2,304
Off Market
2446 US Route 5 North, Windsor, VT 05089
0.34
$335,100
4
2
2,289
Off Market
255 Channing Drive, Windsor, VT 05089
0.35
$362,200
3
2
1,196
Off Market
473 Taylor Drive, Windsor, VT 05089
0.40
$426,000
4
2.5
1,832
Recently Sold

Local Information

  • Map ViewExplore the area around 58 Morningside Drive.
  • Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1957
0.96 acre lot
1,680 sqft
$242/sqft
Garage

About this House

Welcome to this well-kept ranch home in the heart of Windsor, VT. Offering 3 bedrooms and 1.5 baths, this home provides a comfortable layout, perfect for everyday living. The spacious living room is bright and inviting, opening easily into the eat-in kitchen where there’s plenty of room for family and friends to gather. This is what a true turnkey home looks like; new roof, windows, siding, decking, electrical, flooring, whole house generator, and beautiful new baths and kitchen complete with granite countertops. Boiler was replaced just before these owners purchased in 2016. Even the basement has potential to be fully finished if you need more living space or to have a workshop or home studio. Enjoy the convenience of a 2-car garage and a level lot that’s ideal for gardening, pets, or outdoor entertaining. Single-level living makes this property easy to maintain, while the location offers quick access to Windsor’s shops, restaurants, and local amenities. Whether you’re looking for your first home, a place to downsize, or a Vermont getaway, this ranch is full of potential and ready for its next chapter.
58 Morningside Drive, Windsor, VT 05089 is a 3 bedroom, 2 bathroom, 1,680 sqft single-family home built in 1957. It last sold for $395,900 on Nov 13, 2025 (1% below the $399,900 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $407,100, with a rent estimate of $2,822/month.

Home Details for 58 Morningside Drive

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Bulkhead,Full,Unfinished,Interior EntryNumber of Rooms: 5
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1680 Square Feet
Appliances & Utilities
Utilities: NoneAppliances: Dishwasher, Dryer, Electric Range, Refrigerator, WasherDishwasherDryerRefrigeratorWasher
Heating & Cooling
Heating: Oil,BaseboardNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Oil
Gas & Electric
Electric: 200+ Amp Service, Circuit Breakers
Levels, Entrance, & Accessibility
Stories: 1Levels: One
View
No View

Exterior Features

Exterior Home Features
Roof: Asphalt ShingleFoundation: Concrete
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageParking Spaces: 2Parking: Paved
Frontage
Road Frontage: PublicRoad Surface Type: Paved
Water & Sewer
Sewer: Public Sewer
Farm & Range
Frontage Length: Road frontage: 150
Finished Area
Finished Area (above surface): 1680 Square Feet

Property Information

Year Built
Year Built: 1957
Property Type / Style
Property Type: ResidentialProperty Subtype: RanchArchitecture: Ranch
Building
Construction Materials: Wood FrameNot a New Construction

Price & Status

Price
List Price: $399,900

Location

Direction & Address
City: Windsor
School Information
Elementary School: State Street SchoolElementary School District: Windsor School DistrictJr High / Middle School: Windsor High SchoolJr High / Middle School District: Windsor School DistrictHigh School: Windsor High SchoolHigh School District: Windsor School District

Building

Building Area
Building Area: 3360 Square Feet

Lot Information

Lot Area: 0.96 acres

Miscellaneous

BasementMls Number: 5062273Attribution Contact: Cell: 802-299-7522Above Grade Unfinished Area: 1680Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 1680Below Grade Unfinished Area Source: Public RecordsBelow Grade Unfinished Area Units: Square Feet

Price and Tax history

DateEventPrice
Nov 13, 2025
Source: PrimeMLS #5062273
Sold
$395,900
Sep 20, 2025
Source: PrimeMLS #5062273
Listed For Sale
$399,900
Jun 1, 2016
Source: N/A
Sold
$85,000
May 13, 2016
Source: Agent Provided
Pending
$90,000
May 12, 2016
Source: Agent Provided
Listed For Sale
$90,000

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 06:14:50 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 58 Morningside Drive

  • What is 58 Morningside Drive estimated to be worth?
    Trulia's estimated value for 58 Morningside Drive in Windsor, VT is $407,100.
  • What is the price history for 58 Morningside Drive?
    58 Morningside Drive in Windsor, VT last sold for $395,900 in November 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.
  • Does 58 Morningside Drive have laundry facilities?
    Yes, 58 Morningside Drive in Windsor, VT has in-unit laundry.
  • How big is the lot at 58 Morningside Drive?
    The lot at 58 Morningside Drive in Windsor, VT is about 0.96 acres (41,818 sq ft).

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