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, 90% 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, 78% of users say it's walkable to restaurants

Is parking easy in Windsor, VT?

As of early 2026, 67% of users say parking is easy

Would people walk alone at night in Windsor, VT?

As of early 2026, 67% of users say people would walk alone at night

Are the streets well-lit in Windsor, VT?

As of early 2026, 64% of users say streets are well-lit

Is Windsor, VT quiet?

As of early 2026, 64% of users say it's quiet

Does Windsor, VT have sidewalks?

As of early 2026, 64% of users say there are sidewalks

Do kids play outside in Windsor, VT?

As of early 2026, 64% of users say kids play outside

Does Windsor, VT show holiday spirit?

As of early 2026, 60% of users say there's holiday spirit

Is there wildlife in Windsor, VT?

As of early 2026, 60% of users say there's wildlife

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

OFF MARKET

Listed by Katie Ladue Gilbert, KW Vermont Woodstock, (802) 654-8500 . Bought with Black House Real Estate

37 Morningside Drive
Windsor, VT 05089

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

$428,100

Trulia Estimate

as of May 23, 2026

Est. Refi. Payment $2,919/mo*

Refinance Your Home

$428,100

Trulia Estimate

as of May 23, 2026

Est. Refi. Payment $2,919/mo*

Refinance Your Home

3 Beds

2 Baths

1,638 sqft

(on 1.15 acres)

Local Information

-- mins to

Commute Destination

Last check for updates: about 8 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

Description

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.

This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from September 01, 2024

Home Highlights

Parking

Garage

Outdoor

Porch

A/C

Heating only

HOA

None

Price/Sqft

No Info

Listed

180+ days ago

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 History for 37 Morningside Drive

Date	Price	Event	Source
08/29/2024	$405,000	Sold	PrimeMLS #5001571
Recording Date 08/29/2024 County Transfer Tax N/A Total Transfer Tax N/A
07/18/2024	$425,000	PriceChange	PrimeMLS #5001571
Price Change $20,000 (-4%)
06/20/2024	$445,000	Listed For Sale	PrimeMLS #5001571

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Property Tax and Assessment

Year	2024
Tax
Assessment	$295,910

Home facts updated by county records

Comparable Sales for 37 Morningside Drive

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
3 Fitch Court, Windsor, VT	1.00	Single-Family Home	$229,000	06/25/25	2	2	1,665
32 Clough Avenue, Windsor, VT	1.24	Single-Family Home	$292,500	08/28/25	3	1.5	1,606

Nearby homes

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

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AUCTION
0.48 ACRES
$535,000
6 bd
4 ba
4,933 sqft
2 Pine Street,
Windsor, VT 05089
PrimeMLS, Active
FOR SALE
$229,000
2 bd
1 ba
1,008 sqft
29 National Street,
Windsor, VT 05089
PrimeMLS, Active
FOR SALE
$229,000
2 bd
1 ba
1,008 sqft
15 National Street,
Windsor, VT 05089
PrimeMLS, Active
FOR SALE
0.25 ACRES
$329,000
4 bd
2 ba
2,142 sqft
74 Union Street,
Windsor, VT 05089
PrimeMLS, Active
SOLD
MAY 5, 2026
$425,000
3,700 sqft
64 State Street,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
MAY 1, 2026
$259,000
3 bd
1 ba
1,176 sqft
3 Cherry Street,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
APR 3, 2026
$530,000
4 bd
2.5 ba
2,468 sqft
223 Taylor Drive,
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
SOLD
DEC 18, 2025
$60,000
3 bd
1 ba
1,392 sqft
5 Clough Avenue,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
OCT 30, 2025
$90,000
00 Snow Lane Lot #2 & #3,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
JAN 23, 2026
$165,000
3 bd
1 ba
1,602 sqft
68 Jarvis Street,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
NOV 13, 2025
$271,000
3 bd
1.5 ba
1,320 sqft
10 McKenzie Drive,
Windsor, VT 05089
PrimeMLS, Closed

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Additional Cost

Assigned Schools

These are the assigned schools for 37 Morningside Drive.

Windsor School
PK-12
Public
580 Students
Mount Ascutney School District #86
4/10
GreatSchools Rating
Parent Rating Average
No reviews available for this school.
Check out schools near 37 Morningside 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 9 Trulia users voted on each feature.

100 % Say it's dog friendly
92 % Say yards are well-kept
90 % Say it's walkable to grocery stores
83 % Say car is needed
78 % Say it's walkable to restaurants
67 % Say parking is easy
67 % Say people would walk alone at night
64 % Say streets are well-lit
64 % Say it's quiet
64 % Say there are sidewalks
64 % Say kids play outside
60 % Say there's holiday spirit
60 % Say there's wildlife
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
5y 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."
0
Flag

LGBTQ Local Legal Protections

Apartments for Rent

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$1,400/mo
1 bd
1 ba
2326 US Route 5 North | 2326 US Route 5 N #C,
Windsor, VT 05089
$1,050 - $1,375/mo
Studio-2 bd
1 ba
55 River St,
Windsor, VT 05089
$1,136/mo
Studio
1 ba
18 Union St #C,
Windsor, VT 05089
$1,650/mo
2 bd
1 ba
75 Union St #3,
Windsor, VT 05089
$1,500/mo
2 bd
1 ba
24 Durkee St #B,
Windsor, VT 05089
$1,950/mo
2 bd
1 ba
16-20 State St #B,
Windsor, VT 05089
$1,950/mo
3 bd
1 ba
8 Union St #4,
Windsor, VT 05089
$1,150/mo
1 bd
1 ba
18 Central St #3,
Windsor, VT 05089
$1,800/mo
2 bd
1 ba
77 Union St #2,
Windsor, VT 05089
PET FRIENDLY
$1,855/mo
3 bd
1 ba
108 Main St #2,
Windsor, VT 05089
APPLY INSTANTLY
$2,150/mo
1 bd
1 ba
Address Not Disclosed,
Hartland, VT 05048
See more homes for rent in
Windsor
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Explore by feature

NEW - 6 HRS AGO
$1,675/mo
1 bd
1 ba
68 Ascutney St,
Windsor, VT 05089
$2,950/mo
3 bd
1 ba
69 Belknap Ln,
Windsor, VT 05089
$1,400/mo
1 bd
1 ba
2326 US Route 5 North | 2326 US Route 5 N #C,
Windsor, VT 05089
$1,325/mo
1 bd
1 ba
17 State St,
Windsor, VT 05089
$1,950/mo
2 bd
1 ba
16-20 State St #B,
Windsor, VT 05089

Homes for sale near 37 Morningside Drive

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0.25 ACRES
$329,000
4 bd
2 ba
2,142 sqft
74 Union Street,
Windsor, VT 05089
PrimeMLS, Active
AUCTION
0.48 ACRES
$535,000
6 bd
4 ba
4,933 sqft
2 Pine Street,
Windsor, VT 05089
PrimeMLS, Active
1.22 ACRES
$413,900
4 bd
2.5 ba
2,888 sqft
273 Route 5 North,
Windsor, VT 05089
PrimeMLS, Active
5.3 ACRES
$699,000
3 bd
2 ba
1,706 sqft
53 Sunset Strip Road,
Cornish, NH 03745
PrimeMLS, Active
0.84 ACRES
$369,000
2 bd
2 ba
1,192 sqft
39 Parsonage Road,
Cornish, NH 03745
PrimeMLS, Active
3.2 ACRES
$599,000
4 bd
3 ba
3,200 sqft
84 Old Barn Lane,
West Windsor, VT 05089
PrimeMLS, Active
1.53 ACRES
$474,800
3 bd
2 ba
1,480 sqft
586 Ski Tow Road,
Brownsville, VT 05037
PrimeMLS, Active
$115,000
1 bd
1 ba
240 sqft
505 Back Mountain Road #14,
Windsor, VT 05089
PrimeMLS, Active
15.12 ACRES
$659,000
5 bd
3 ba
3,510 sqft
330 Parsonage Road,
Cornish, NH 03745
PrimeMLS, Active
See more homes for sale in
Windsor
Take a look

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Off Market Homes Near 37 Morningside Drive

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SOLD
MAY 15, 2026
$459,000
4 bd
1.5 ba
2,349 sqft
579 Town House Road,
Cornish, NH 03745
PrimeMLS, Closed
SOLD
MAY 5, 2026
$425,000
3,700 sqft
64 State Street,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
MAY 4, 2026
$609,652
3 bd
2 ba
2,354 sqft
30 Linden Rd,
Hartland, VT 05048
SOLD
MAY 1, 2026
$259,000
3 bd
1 ba
1,176 sqft
3 Cherry Street,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
MAY 1, 2026
$450,000
3 bd
2 ba
1,730 sqft
545 Freeman Rd,
Plainfield, NH 03781
SOLD
APR 30, 2026
$387,000
3 bd
2 ba
1,932 sqft
5 Brownsville Road,
Hartland, VT 05048
PrimeMLS, Closed
SOLD
APR 30, 2026
$230,000
3 bd
2 ba
1,434 sqft
19 SPRUCE PARK Drive #19,
Plainfield, NH 03781
PrimeMLS, Closed
SOLD
APR 10, 2026
$590,000
4 bd
3 ba
2,720 sqft
1106 Route 12A,
Plainfield, NH 03781
PrimeMLS, Closed
SOLD
APR 3, 2026
$530,000
4 bd
2.5 ba
2,468 sqft
223 Taylor Drive,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
MAR 20, 2026
$239,000
2 bd
1.5 ba
1,140 sqft
104 Deer Run #13,
Brownsville, VT 05037
PrimeMLS, Closed
See more homes for sale in
Windsor
Take a look

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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 2026-05-22 11:11:49 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.

Homes for rent near 37 Morningside Drive

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37 Morningside Drive, Windsor, VT 05089 is a 3 bedroom, 2 bathroom, 1,638 sqft single-family home built in 1986. This property is not currently available for sale. 37 Morningside Drive was last sold on Aug 29, 2024 for $405,000 (5% lower than the asking price of $425,000). The current Trulia Estimate for 37 Morningside Drive is $428,100.

37 Morningside Drive
Windsor, VT 05089

$428,100

$428,100

Local Information