Sold
Last Sold Price
3 beds2,088 sqft$131/sqft
37 Ossie Rd, Middlebury, VT 05753
Single FamilyProperty Type
0.5 acresLot Size
1967Year Built
$131/sq ftPrice per sq ft
2 carsParking Spaces

Description

All systems a go! This home has been meticulously cared for over the years. Including, standing seam roof, paved driveway, one car garage addition, natural gas boiler, standby generator, heat pumps and much more. Easy one level living, this three bedroom two bath offers an open floor plan, updated stainless kitchen appliances and wood floors throughout. Partially finished basement for extra living space or additional storage. Spacious deck includes an attached screened gazebo overlooking a large...All systems a go! This home has been meticulously cared for over the years. Including, standing seam roof, paved driveway, one car garage addition, natural gas boiler, standby generator, heat pumps and much more. Easy one level living, this three bedroom two bath offers an open floor plan, updated stainless kitchen appliances and wood floors throughout. Partially finished basement for extra living space or additional storage. Spacious deck includes an attached screened gazebo overlooking a large backyard. All this within a few minutes drive to downtown Middlebury.

    Sold By Greentree Real Estate

    • Listed by: Courtney Houston DeBisschop • IPJ Real Estate
    Listing closed: 03/16/2021 12:00 AM • Source: New England Real Estate Network, MLS#: 4844365

    Recent comparable sales

    Median sold price

    $345,500

    Avg days on market

    37

    Sale-to-list ratio

    96.4%

    Middlebury, VT

    9 comparable properties found

    $345,500 | 800 Highway 7, Middlebury, VT 05753
    1/47
    1

    $345,500

    Sold 08/29/25

    3
    Bedrooms
    2,300
    Square Feet
    1.7
    Acres
    $413,000 | 45 Ossie Road, Middlebury, VT 05753
    1/31
    2

    $413,000

    Sold 08/08/25

    3
    Bedrooms
    2,185
    Square Feet
    0.55
    Acres
    $280,000 | 82 Ossie Road, Middlebury, VT 05753
    1/31
    3

    $280,000

    Sold 03/18/26

    3
    Bedrooms
    1,330
    Square Feet
    0.33
    Acres
    4

    $248,984

    Sold 06/22/26

    3
    Bedrooms
    1.5
    Bathrooms
    1,710
    Square Feet
    2
    Acres
    $516,000 | 418 East Main Street, Middlebury, VT 05753
    1/36
    5

    $516,000

    Sold 08/22/25

    3
    Bedrooms
    1,780
    Square Feet
    0.8
    Acres
    $315,000 | 52 School House Hill Road, Middlebury, VT 05753
    1/29
    6

    $315,000

    Sold 02/19/26

    3
    Bedrooms
    1,830
    Square Feet
    2.88
    Acres
    $410,000 | 86 Ossie Road, Middlebury, VT 05753
    1/47
    7

    $410,000

    Sold 02/11/26

    3
    Bedrooms
    1,673
    Square Feet
    0.26
    Acres
    $435,000 | 915 Lower Foote Street, Middlebury, VT 05753
    1/20
    8

    $435,000

    Sold 08/29/25

    3
    Bedrooms
    1,584
    Square Feet
    0.4
    Acres
    $275,000 | 1912 Highway 19, Middlebury, NY 14591
    1/2
    9

    $275,000

    Sold 10/28/24

    3
    Bedrooms
    2,230
    Square Feet
    33.12
    Acres

    Location

    Add your commute

    Payment Calculator

    $1,792 per month

    30 year fixed, 6.55% Interest

    Principal and Interest

    $1,393

    Property Taxes

    $399

    HOA Dues

    $0

    The Payment Calculator is for illustrative purposes only.

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    Property Information for 37 Ossie Road

    Property Details
    • Taxes: $4,786 / year
    • MLS Type: Residential / Single Family
    • Zoning: HDR
    Building Information
    • Stories: 1
    • Year Built: 1967
    • Lot Size: 0.50 AC / 21,780 SF
    Summary
    Location and General Information
    • City: Middlebury
    • County: VT-Addison
    • Directions: Route 7 South to Ossie Road, look for sign
    • Latitude: 43.971875278664243
    • Longitude: -73.111227999999983
    • Road Frontage: Yes
    • Seasonal: No
    • State: VT
    • Street Designation: Road
    • Zip: 05753
    Taxes and HOA Information
    • SPAN Number: 387-120-12657
    • Tax - Gross Amount: $4,786.09
    • Tax Year: 2020
    • Tax Year Notes: prebate
    • Taxes TBD: No
    School Information
    • School - High: Middlebury Senior UHSD #3
    • School - Elementary: Mary Hogan School
    • School - Middle/Jr: Middlebury Union Middle #3
    Parking
    • Garage: Yes
    • Garage Capacity: 2.00
    • Driveway: Paved
    Property
    Lot Information
    • Lot - Sqft: 21780.0
    • Lot Size Acres: 0.5
    • Road Frontage Length: 145.0
    • Square Feet Apx Finished Above Grade: 1392.0
    • Square Feet Apx Finished AG Source: Public Records
    • Square Feet Apx Finished Below Grade: 696.0
    • Square Feet Apx Finished BG Source: Public Records
    • Square Feet Apx Total: 2784.0
    • Square Feet Apx Total Finished: 2088.0
    • Square Feet Apx Unfinished Above Grade: 0.0
    • Square Feet Apx Unfinished AG Source: Public Records
    • Square Feet Apx Unfinished Below Grade: 696.0
    • Square Feet Apx Unfinished BG Source: Public Records
    Property and Assessments
    • Assessment Amount: $237,000
    • Property Class: Residential
    • Property Type: Single Family
    • Flood Zone: No
    • Foundation: Concrete
    • PreConstruction: No
    • Surveyed: Yes
    • Year Built: 1967
    Utilities
    • Electric Company: Green Mountain Power
    • Fuel Company: Vermont gas
    • Electric: 100 Amp, Circuit Breaker(s)
    • Sewer: Septic
    • Utilities: Phone
    Interior and Exterior Features
    Exterior Features
    • Features - Exterior: Deck, Gazebo, Porch
    • Roads: Public
    • Roof: Metal
    Interior Features
    • Appliances: Dishwasher, Dryer, Range - Electric, Refrigerator, Washer
    • Basement: Yes
    • Basement Access Type: Walk-up
    • Basement Description: Partially Finished
    • Baths - Total: 2
    • Baths - Full: 0
    • Half Baths: 0
    • One Quarter Baths: 0
    • Three Quarter Bath: 2
    • Rooms - Total: 5
    • Rooms: Level 1: Level 1: Bedroom, Level 1: Dining Room, Level 1: Kitchen, Level 1: Living Room
    • Rooms: Level B: Level B: Bonus Room
    • Bedrooms - Total: 3
    • Equipment: Radon Mitigation, Generator - Standby
    • Features - Interior: Central Vacuum, Fireplace - Gas
    • Flooring: Vinyl, Wood
    • Heat Fuel: Gas - Natural
    • Heating: Baseboard
    • Cooling: Mini Split
    • Total Stories: 1
    Room Information
    Room 1
    • Room Dimensions: 11’4x14’8
    • Room Level: 1
    • Room Type: Bedroom
    Room 2
    • Room Dimensions: 11’6x13’3
    • Room Level: 1
    • Room Type: Bedroom
    Room 3
    • Room Dimensions: 9’10x11’5
    • Room Level: 1
    • Room Type: Bedroom
    Room 4
    • Room Dimensions: 12’11x16’5
    • Room Level: 1
    • Room Type: Living Room
    Room 5
    • Room Dimensions: 9’9x10’6
    • Room Level: 1
    • Room Type: Dining Room
    Room 6
    • Room Dimensions: 8’5x9’2
    • Room Level: 1
    • Room Type: Kitchen
    Room 7
    • Room Dimensions: 13’10x25
    • Room Level: Basement
    • Room Type: Bonus Room

    Property History for 37 Ossie Road

    DateEvent & SourcePriceAppreciation
    Mar 16, 2021

    Sold (Public Record)

    Public Record #1456443510

    $274,000

    +7.3% / yr

    Mar 16, 2021

    Sold

    New England Real Estate Network #4844365

    $274,000
    Jan 25, 2021

    Pending

    New England Real Estate Network #4844365

    DateEvent & SourcePrice
    03/16/2021

    Sold (Public Record)

    Public Record #1456443510

    $274,000

    +7.3% / yr

    03/16/2021

    Sold

    New England Real Estate Network #4844365

    $274,000
    01/25/2021

    Pending

    New England Real Estate Network #4844365

    For completeness, we often displays two records for one sale: the MLS record and the public record.

    Public Records for 37 Ossie Road

    Taxable ValueLand$65,000Additions$172,000Total$237,000
    Tax Record2025$3,890 ($324 / month)
    Home Facts
    Beds3Baths1.5Total Finished SqFt1,392 SqFtAbove Grade Finished SqFt1,392 SqFtUnfinished Basement SqFt696 SqFtLot Size21,780 SqFtStyleSingle Family ResidenceYear Built1967Year Renovated1967CountyADDISONAPN(120) 030050.000

    Schools near 37 Ossie Road

    This home is within Addison Central Unified School District.
    Rating
    School
    Type
    Grades
    Distance
    Public - PK to 5
    Public - 6 to 8
    Public - 9 to 12
    Rating
    School
    Distance
    Mary Hogan School
    PublicPK to 5

    Middlebury Union Middle School
    Public6 to 8

    Middlebury Senior Uhsd #3
    Public9 to 12

    School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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    Nearby home values

    AddressSold priceBedsBathsSqftLot (Sqft)
    This home: 37 Ossie Road, Middlebury, VT 05753
    $274,000
    3
    2,088
    21,780
    3
    1
    1,040
    16,553
    2
    1
    936
    62,726
    $179,700
    2
    1,264
    14,810
    $267,000
    3
    1,161
    14,810
    $170,500
    3
    1,508
    14,374

    No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

    Listing Courtesy of IPJ Real Estate

    Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site 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 09/09/2026 08:09 AM