Sold
Last Sold Price
4 beds2,550 sqft$101/sqft
21 Painter Hills Rd, Middlebury, VT 05753
Single FamilyProperty Type
0.75 acresLot Size
1966Year Built
$101/sq ftPrice per sq ft
2 carsParking Spaces

Description

This comfortable home has plenty of living space in a desirable Middlebury neighborhood. Beautiful fieldstone fireplace in the open concept living area with a large island ready to entertain or gather with family or friends. A formal dining area opens to a fenced backyard with deck and in-ground pool. Two bedrooms and two full baths complete the first floor, while a master bedroom with large walk-in closet, full bath and an additional bedroom are on the renovated second floor. The living space doesn't...This comfortable home has plenty of living space in a desirable Middlebury neighborhood. Beautiful fieldstone fireplace in the open concept living area with a large island ready to entertain or gather with family or friends. A formal dining area opens to a fenced backyard with deck and in-ground pool. Two bedrooms and two full baths complete the first floor, while a master bedroom with large walk-in closet, full bath and an additional bedroom are on the renovated second floor. The living space doesn't stop there, with a large family room and utility room with washer and dryer hook-ups in the basement. Come take a look at this affordable home.

    Sold By Coldwell Banker Bill Beck R.E. Midd

    • Listed by: Elizabeth Marino • Four Seasons Sotheby's Int'l Realty
    Listing closed: 05/15/2017 12:00 AM • Source: New England Real Estate Network, MLS#: 4615804

    Recent comparable sales

    Median sold price

    $632,000

    Avg days on market

    65

    Sale-to-list ratio

    92.4%

    Middlebury, VT

    9 comparable properties found

    $632,000 | 417 Painter Road, Middlebury, VT 05753
    1/61
    1

    $632,000

    Sold 12/08/25

    4
    Bedrooms
    2,906
    Square Feet
    12.48
    Acres
    $1,149,000 | 3 Chipman Heights, Middlebury, VT 05753
    1/50
    2

    $1,149,000

    Sold 08/04/25

    4
    Bedrooms
    2,615
    Square Feet
    0.72
    Acres
    $650,000 | 719 Washington St Extension, Middlebury, VT 05753
    1/52
    3

    $650,000

    Sold 09/24/25

    4
    Bedrooms
    2,930
    Square Feet
    3
    Acres
    $610,000 | 144 Fields Road, Middlebury, VT 05753
    1/46
    4

    $610,000

    Sold 01/30/26

    4
    Bedrooms
    2,894
    Square Feet
    0.3
    Acres
    $215,000 | 1726 Munger Street, Middlebury, VT 05753
    1/41
    5

    $215,000

    Sold 12/19/25

    4
    Bedrooms
    2,128
    Square Feet
    2
    Acres
    $250,000 | 53 High Street, Middlebury, VT 05753
    1/39
    6

    $250,000

    Sold 06/11/26

    3
    Bedrooms
    1,740
    Square Feet
    0.29
    Acres
    $806,000 | 292 Chipman Park, Middlebury, VT 05753
    1/34
    7

    $806,000

    Sold 06/18/25

    4
    Bedrooms
    2,154
    Square Feet
    0.33
    Acres
    $524,500 | 3614 Case Street, Middlebury, VT 05753
    1/41
    8

    $524,500

    Sold 10/04/24

    4
    Bedrooms
    2,380
    Square Feet
    2.07
    Acres
    $725,000 | 34 Seminary Street, Middlebury, VT 05753
    1/38
    9

    $725,000

    Sold 12/09/24

    4
    Bedrooms
    3,219
    Square Feet
    0.23
    Acres

    Location

    Add your commute

    Payment Calculator

    $1,930 per month

    30 year fixed, 6.55% Interest

    Principal and Interest

    $1,309

    Property Taxes

    $621

    HOA Dues

    $0

    The Payment Calculator is for illustrative purposes only.

    Know your buying power with a preapproval and custom rate in minutes

    Rocket Mortgage1

    Property Information for 21 Painter Hills Road

    Property Details
    • Taxes: $7,451 / year
    • MLS Type: Residential / Single Family
    • Development / Subdivision: Painter Hills
    • Parking: Garage, Parking Spaces 3
    • Zoning: Residential
    Building Information
    • Stories: 1
    • Year Built: 1966
    • Lot Size: 0.75 AC / 32,670 SF
    Summary
    Location and General Information
    • City: Middlebury
    • County: VT-Addison
    • Directions: From Middlebury, Washington Street Extension to Painter hils on the right. First house on left.
    • Road Frontage: Yes
    • Seasonal: No
    • State: VT
    • Street Designation: Road
    • Zip: 05753
    Taxes and HOA Information
    • SPAN Number: 387-120-10374
    • Tax - Gross Amount: $7,450.67
    • Tax Year: 2015
    • Taxes TBD: Yes
    School Information
    • School - High: Middlebury Senior UHSD #3
    • School - District: Addison Central
    • 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: 32670.0
    • Lot Size Acres: 0.75
    • Road Frontage Length: 489.0
    • Square Feet Apx Finished Above Grade: 1950.0
    • Square Feet Apx Finished AG Source: Public Records
    • Square Feet Apx Finished Below Grade: 600.0
    • Square Feet Apx Finished BG Source: Public Records
    • Square Feet Apx Total: 2862.0
    • Square Feet Apx Total Finished: 2550.0
    • Square Feet Apx Unfinished Above Grade: 0.0
    • Square Feet Apx Unfinished AG Source: Public Records
    • Square Feet Apx Unfinished Below Grade: 312.0
    • Square Feet Apx Unfinished BG Source: Public Records
    Property and Assessments
    • Current Use: No
    • Property Class: Residential
    • Property Type: Single Family
    • Flood Zone: Unknown
    • Foundation: Concrete
    • PreConstruction: No
    • Surveyed: Yes
    • Year Built: 1966
    Utilities
    • Electric Company: GMP
    • Cable Company: Comcast
    • Fuel Company: Mike's Fuels
    • Electric: 200 Amp, Circuit Breaker(s)
    • Sewer: Public
    Interior and Exterior Features
    Exterior Features
    • Color: White
    • Features - Accessibility: 1st Floor Full Bathroom, 1st Floor Hrd Surfce Flr, Paved Parking
    • Features - Exterior: Deck, Fence - Partial, Patio, Pool - In Ground, Shed
    • Roads: Paved, Public
    • Roof: Shingle - Asphalt
    Interior Features
    • Appliances: Dishwasher, Disposal, Microwave, Range - Electric, Refrigerator
    • Basement: Yes
    • Basement Access Type: Interior
    • Basement Description: Concrete, Full, Partially Finished, Stairs - Interior, Storage Space
    • Baths - Total: 3
    • Baths - Full: 3
    • Half Baths: 0
    • One Quarter Baths: 0
    • Three Quarter Bath: 0
    • Rooms - Total: 8
    • Rooms: Level 1: Level 1: Bedroom, Level 1: Dining Room, Level 1: Kitchen, Level 1: Living Room
    • Rooms: Level 2: Level 2: Bedroom, Level 2: Master Bedroom
    • Rooms: Level B: Level B: Family Room
    • Bedrooms - Total: 4
    • Equipment: Smoke Detector
    • Features - Interior: Ceiling Fan, Dining Area, Fireplace - Wood, Kitchen Island, Kitchen/Living, Laundry Hook-ups, Walk-in Closet
    • Flooring: Carpet, Hardwood, Laminate, Vinyl
    • Heat Fuel: Oil
    • Heating: Baseboard
    • Cooling: None
    • Total Stories: 1.5
    Room Information
    Room 1
    • Room Dimensions: 9 x 16
    • Room Level: 1
    • Room Type: Kitchen
    Room 2
    • Room Dimensions: 11.5 x 24
    • Room Level: 1
    • Room Type: Dining Room
    Room 3
    • Room Dimensions: 14 x 17
    • Room Level: 1
    • Room Type: Living Room
    Room 4
    • Room Dimensions: 16.5 x 21.5
    • Room Level: Basement
    • Room Type: Family Room
    Room 5
    • Room Dimensions: 12 x 15
    • Room Level: 1
    • Room Type: Bedroom
    Room 6
    • Room Dimensions: 9 x 14
    • Room Level: 1
    • Room Type: Bedroom
    Room 7
    • Room Dimensions: 11.5 x 15.5
    • Room Level: 2
    • Room Type: Master Bedroom
    Room 8
    • Room Dimensions: 10.5 x 11.5
    • Room Level: 2
    • Room Type: Bedroom

    Property History for 21 Painter Hills Road

    DateEvent & SourcePriceAppreciation
    May 17, 2017

    Sold (Public Record)

    Public Record #598834577

    $257,500

    +3.2% / yr

    May 15, 2017

    Sold

    New England Real Estate Network #4615804

    $257,500
    Apr 11, 2017

    Pending

    New England Real Estate Network #4615804

    DateEvent & SourcePrice
    05/17/2017

    Sold (Public Record)

    Public Record #598834577

    $257,500

    +3.2% / yr

    05/15/2017

    Sold

    New England Real Estate Network #4615804

    $257,500
    04/11/2017

    Pending

    New England Real Estate Network #4615804

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

    Public Records for 21 Painter Hills Road

    Taxable ValueLand$65,000Additions$217,900Total$282,900
    Tax Record2025$4,652 ($388 / month)
    Home Facts
    Beds3Baths3Total Finished SqFt1,350 SqFtAbove Grade Finished SqFt1,350 SqFtUnfinished Basement SqFt312 SqFtLot Size32,670 SqFtStyleSingle Family ResidenceYear Built1966Year Renovated1966CountyADDISONAPN(120) 005144.000

    Schools near 21 Painter Hills 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
    Private - PK to 6
    Rating
    School
    Distance
    Mary Hogan School
    PublicPK to 5

    Middlebury Union Middle School
    Public6 to 8

    Middlebury Senior Uhsd #3
    Public9 to 12

    Bridge School
    PrivatePK to 6

    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.

    Similar Homes

    New listings in 05753

    $599,900 | 1465 West Street, Cornwall, VT 05753
    1/45
    Under Contract

    $599,900

    Unavailable
    Bedrooms
    Unavailable
    Bathrooms
    3,750
    Square Feet
    2.5
    Acres
    $585,000 | 35 Barnes Brk Road, Unit 9 4, Middlebury, VT 05753
    1/5
    Active Under Contract

    $585,000

    2
    Bedrooms
    1,516
    Square Feet
    Unavailable
    Acres
    $585,000 | 39 Barnes Brk Road, Unit 9 3, Middlebury, VT 05753
    1/8

    $585,000

    2
    Bedrooms
    1,516
    Square Feet
    Unavailable
    Acres
    $455,000 | 40 Brush Lane, Unit 8 3B, Middlebury, VT 05753
    1/33
    Virtual Tour

    $455,000

    3
    Bedrooms
    1,660
    Square Feet
    $550,000 | 1332 Cider Mill Road, Cornwall, VT 05753
    1/13

    $550,000

    5
    Bedrooms
    2,236
    Square Feet
    7.2
    Acres
    $479,000 | 35 Ossie Road, Middlebury, VT 05753
    1/37

    $479,000

    3
    Bedrooms
    2,213
    Square Feet
    1.2
    Acres
    $499,000 | 74 Brush Lane, Unit 10 5, Middlebury, VT 05753
    1/9
    Active Under Contract

    $499,000

    3
    Bedrooms
    1,938
    Square Feet
    Unavailable
    Acres
    $765,000 | 78 Brush Lane, Unit 10 6, Middlebury, VT 05753
    1/9

    $765,000

    3
    Bedrooms
    1,938
    Square Feet
    Unavailable
    Acres
    $765,000 | 30 Barnes Brk Road, Unit 10 4, Middlebury, VT 05753
    1/6
    Active Under Contract

    $765,000

    3
    Bedrooms
    1,938
    Square Feet
    Unavailable
    Acres

    Nearby home values

    AddressSold priceBedsBathsSqftLot (Sqft)
    This home: 21 Painter Hills Road, Middlebury, VT 05753
    $257,500
    4
    2,550
    32,670
    $358,000
    3
    2,026
    33,541
    4
    1
    1,224
    16,553
    2
    1
    1,460
    23,958
    $500,000
    4
    2
    1,118
    23,087
    $445,000
    3
    2,459
    52,707

    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 Four Seasons Sotheby's Int'l Realty

    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 10:20 AM