1 Overbrook Drive, Middlebury, VT 05753
Property image
Property image
OFF MARKET
Listed by Susan Mackey, BHHS Vermont Realty Group/Middlebury, (802) 388-9836 . Bought with RE/MAX North Professionals

$395,200

Trulia Estimate
  • 2 Beds
  • 1 Bath
  • 1,008 sqft

1 Overbrook Drive, Middlebury, VT 05753

Refinance Your Home
Currently Off Market - Sold Sep 30, 2025 for $379,000

Home Value

Trulia Estimate
$395K
Since last month
Decreased$2K (-0.5%)
Since last year
Increased$44K (+12.4%)
Since last sale
Increased$15K (+4%)
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 +102% in the last 10 years
MonthEstimated value
2026
September 2026$394K
August 2026$395K
July 2026$396K
June 2026$399K
May 2026$392K
April 2026$386K
March 2026$387K
February 2026$380K
January 2026$380K
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
4 Overbrook Drive, Middlebury, VT
0.03
Condo
$379,000
09/15/26
2
1
1,008
70 Maple Street #108, Middlebury, VT
0.71
Condo
$675,000
10/08/25
2
2
1,345
31 Evergreen Lane, Middlebury, VT
0.43
Condo
$340,000
08/18/26
2
2
1,397
17 Twin Circle, Middlebury, VT
0.32
Condo
$385,000
05/13/26
2
2.5
1,894
36 Brush Lane #8.3A, Middlebury, VT
0.51
Condo
$480,000
05/01/26
2
2
1,434
14 Brush Lane #8.1A, Middlebury, VT
0.51
Condo
$480,000
02/19/26
2
2
1,434
28 Brush Lane #8.2A, Middlebury, VT
0.51
Condo
$480,000
03/05/26
2
2
1,434
50 Brush Lane #8.4A, Middlebury, VT
0.53
Condo
$636,500
06/05/26
2
2
1,434

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
18 Overbrook Drive, Middlebury, VT 05753
0.03
$382,700
2
1
1,829
Off Market
19 Overbrook Drive #19, Middlebury, VT 05753
0.05
$392,200
2
1
1,008
Off Market
26 Overbrook Drive, Middlebury, VT 05753
0.07
$361,800
2
1
1,016
Off Market
4 Overbrook Drive, Middlebury, VT 05753
0.03
$379,000
2
1
1,008
Recently Sold
13 Overbrook Drive, Middlebury, VT 05753
0.05
$399,100
3
2
1,812
Off Market
12 Overbrook Drive, Middlebury, VT 05753
0.05
$418,300
3
2
1,875
Off Market
6 Harrow Way, Middlebury, VT 05753
0.13
$492,500
3
3
1,710
Recently Sold
89 Court Street, Middlebury, VT 05753
0.17
$280,000
4
2
1,344
For Sale
68 Court Street, Middlebury, VT 05753
0.16
$390,000
4
2
1,652
Recently Sold
74 Court Street, Middlebury, VT 05753
0.17
$545,200
6
4
2,540
Off Market
23 Fairview Circle, Middlebury, VT 05753
0.21
$538,400
4
2
1,400
Off Market

Local Information

  • Map ViewExplore the area around 1 Overbrook Drive.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Condo
Built in 1988
1,008 sqft
$392/sqft
Garage

About this House

LIGHT & BRIGHT SINGLE LEVEL END UNIT IN A DESIRABLE MIDDLEBURY CONDOMINIUM NEIGHBORHOOD! Inviting spacious first floor end unit combines a generous kitchen, with lots of counter and cupboards, with the open sunlit living/dining room. Sliders, with interior pocket doors, open to a pleasant deck. Perfect for that morning cup of coffee or grilling dinner. Two first floor bedrooms, large bath, first floor laundry nook, and full basement create easy living. Central air, central vac and a one car garage round out the package. The partially finished basement with walls already sheet rocked lends itself to completing the project of your choice - office, rec room, exercise room, studio. Lots of storage space. This tucked-away location is convenient to all Middlebury has to offer - shops, restaurants, the arts, recreation, schools, hospital. EASY COMFORTABLE LIVING!
1 Overbrook Drive, Middlebury, VT 05753 is a 2 bedroom, 1 bathroom, 1,008 sqft condo built in 1988. It last sold for the $379,000 asking price on Sep 30, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $395,200, with a rent estimate of $1,893/month.

Home Details for 1 Overbrook Drive

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Bulkhead,Concrete,Full,Partially Finished,Exterior Stairs,Interior Stairs,Exterior Entry,Walk-Up AccessNumber of Rooms: 4
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 1Number of Bathrooms (full): 1
Dimensions and Layout
Living Area: 1008 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Dishwasher, Dryer, Range Hood, Microwave, Electric Range, Refrigerator, Washer, Propane Water Heater, Owned Water HeaterDishwasherDryerLaundry: Laundry Hook-ups,1st Floor LaundryMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Propane,Baseboard,Hot WaterHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Propane
Gas & Electric
Electric: 150 Amp Service
Windows, Doors, Floors & Walls
Flooring: Carpet, Laminate, Vinyl
Levels, Entrance, & Accessibility
Stories: 1Levels: OneAccessibility: 1st Floor Bedroom, 1st Floor Full Bathroom, 1st Floor Low-Pile Carpet, Bathroom w/Tub, 1st Floor LaundryFloors: Carpet, Laminate, Vinyl
View
No View
Security
Security: Hardwired Smoke Detector

Exterior Features

Exterior Home Features
Roof: Asphalt ShingleExterior: DeckFoundation: Concrete
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1Has a GarageParking Spaces: 1Parking: Shared Driveway,Gravel
Frontage
Road Frontage: None, Association, Cul-de-Sac
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1008 Square Feet

Property Information

Year Built
Year Built: 1988
Property Type / Style
Property Type: ResidentialProperty Subtype: CondominiumStructure Type: End UnitArchitecture: New Englander
Building
Building Name: OverbrookConstruction Materials: Wood Frame, Vinyl ExteriorNot a New Construction

Price & Status

Price
List Price: $379,000

Location

Direction & Address
City: Middlebury
School Information
Elementary School: Mary Hogan SchoolElementary School District: Middlebury ID School DistrictJr High / Middle School: Middlebury Union Middle #3Jr High / Middle School District: Middlebury ID School DistrictHigh School: Middlebury Senior UHSD #3High School District: Middlebury ID School District

Building

Building Area
Building Area: 2016 Square Feet

Community

Units in Building: 2

HOA

HOA Fee Includes: Maintenance Grounds, Plowing, Trash

Lot Information

Lot Area: 5.7 Acres

Miscellaneous

BasementMls Number: 5058955Additional Fee Info: Fee: $280Above Grade Unfinished Area: 1008Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 1008Below Grade Unfinished Area Source: Public RecordsBelow Grade Unfinished Area Units: Square Feet

Additional Information

HOA Amenities: Landscaping,Common Acreage,Snow Removal,Trash Removal

Price and Tax history

DateEventPrice
Sep 30, 2025
Source: PrimeMLS #5058955
Sold
$379,000
Aug 30, 2025
Source: PrimeMLS #5058955
Listed For Sale
$379,000
Jun 14, 2023
Source: PrimeMLS #4951941
Sold
$335,000
May 17, 2023
Source: PrimeMLS #4951941
Contingent
$335,000
May 10, 2023
Source: PrimeMLS #4951941
Listed For Sale
$335,000

Market trends in Middlebury

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
21
3MoM

Around this home

What Locals Say about Middlebury

At least 17 Trulia users voted on each feature.

  • 89 % Say car is needed

  • 76 % Say people would walk alone at night

  • 72 % Say yards are well-kept

  • 71 % Say it's dog friendly

  • 64 % Say there's wildlife

  • 61 % Say parking is easy

  • 60 % Say it's walkable to restaurants

  • 59 % Say there's holiday spirit

  • 54 % Say neighbors are friendly

  • 52 % Say it's quiet

  • 50 % Say it's walkable to grocery stores

  • 50 % Say they plan to stay for at least 5 years

  • 48 % Say there are sidewalks

  • 45 % Say there are community events

  • 39 % Say kids play outside

  • 27 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Jaimelshelfon
    "Great school district College town but not a party school Historically charm meets modern style and interests Easy and convenient public transportation for after school activities "
    1
    Flag
  • Drobinson
    "I’ve lived in this neighborhood for almost 30 years. Neighbors are friendly, but also respect privacy. Wooded area, but close to town center. "
    2
    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 2026-09-16 14:19:02 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 1 Overbrook Drive

  • What is 1 Overbrook Drive estimated to be worth?
    Trulia's estimated value for 1 Overbrook Drive in Middlebury, VT is $395,200.
  • What is the price history for 1 Overbrook Drive?
    1 Overbrook Drive in Middlebury, VT last sold for $379,000 in September 2025.
  • Is Middlebury a buyer's or seller's market?
    Middlebury is currently a balanced market, based on recent for-sale activity.
  • What do residents say about Middlebury?
    Residents describe Middlebury, VT as well-kept, dog-friendly, and easy to park in. Most residents say you need a car. See recently sold homes in Middlebury, VT.
  • Does 1 Overbrook Drive have air conditioning?
    Yes, 1 Overbrook Drive in Middlebury, VT has air conditioning.
  • Does 1 Overbrook Drive have laundry facilities?
    Yes, 1 Overbrook Drive in Middlebury, VT has in-unit laundry.

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