242 Overlook Road

Closed 11/1/19
Closed 11/1/19
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Last Sold Price
$523,000
4 beds2,253 sqft$232/sqft
242 Overlook Rd, Dorset, VT 05251

Description

Sweeping mountain and meadow vistas from this adorable homestead allow an abundance of light to flow throughout. Open concept kitchen, dining and living rooms with hardwood flooring. Private spaces such as the first floor bedroom with year round sunroom could function as a den or office space. Upstairs the master has a spa bath with soaking tub and dressing nook. Two additional guest rooms share a Jack and Jill bath. Adorable mudroom with cubbies and hooks, first floor laundry/pantry, clean and dry...Sweeping mountain and meadow vistas from this adorable homestead allow an abundance of light to flow throughout. Open concept kitchen, dining and living rooms with hardwood flooring. Private spaces such as the first floor bedroom with year round sunroom could function as a den or office space. Upstairs the master has a spa bath with soaking tub and dressing nook. Two additional guest rooms share a Jack and Jill bath. Adorable mudroom with cubbies and hooks, first floor laundry/pantry, clean and dry basement for storage and then some. Secret bonus space over the garage for musicians, private office, or teen hangout. But the real gem is basking in the 7+ acres from the screened in porch or slate patio. Stone walls, stunning gardens with perennials, fruit trees, and raised beds - potting shed. All located on the Dorset/Manchester line close to fine dining, world class shopping, and a wealth of four season recreational opportunities.
LISTING CLOSED: 11/01/2019 12:00 AM

  1. Listed by Julie Citron • RE/MAX Four Seasons
  2. Listed by David Citron • RE/MAX Four Seasons

Sold By Varick Associates Ltd

Property Details for 242 Overlook Road

Status
Closed
MLS #
4750586
Days on Market
118
Taxes
$9,941 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
Single Family
MLS Type
Residential / Single Family
Year Built
1978
Lot Size
7.20 AC / 313,632 SF
County
Bennington County
Zoning
Rural Residential

Recent comparable sales

Median sold price

$709,000

Avg days on market

28

Sale-to-list ratio

94.5%

[Dorset, VT]

9 comparable properties found

$776,000 | 267 Eagle Ridge, Dorset, VT 05251
1/15
1

$776,000

Sold 08/04/26

4
Bedrooms
4,282
Square Feet
5.92
Acres

267 Eagle Ridge, Dorset, VT 05251

$405,000 | 2870 Russell Road, Dorset, OH 44032
1/35
2

$405,000

Sold 09/18/24

4
Bedrooms
2,015
Square Feet
20.01
Acres

2870 Russell Road, Dorset, OH 44032

$875,000 | 81 Windward Hill, Dorset, VT 05251
1/39
3

$875,000

Sold 12/19/25

4
Bedrooms
4,650
Square Feet
5.8
Acres

81 Windward Hill, Dorset, VT 05251

$709,000 | 253 Owl's Head Hill Lane South, Dorset, VT 05251
1/30
4

$709,000

Sold 03/18/26

3
Bedrooms
2,262
Square Feet
1.8
Acres

253 Owl's Head Hill Lane South, Dorset, VT 05251

$615,000 | 848 Mad Tom Road, Dorset, VT 05253
1/59
5

$615,000

Sold 06/25/26

3
Bedrooms
2,400
Square Feet
4
Acres

848 Mad Tom Road, Dorset, VT 05253

$675,000 | 201 Owls Head Hill Lane, Dorset, VT 05251
1/23
6

$675,000

Sold 05/01/26

3
Bedrooms
2,400
Square Feet
2.2
Acres

201 Owls Head Hill Lane, Dorset, VT 05251

$525,000 | 62 Dorset Village Lane, Dorset, VT 05251
1/24
7

$525,000

Sold 08/29/25

4
Bedrooms
2,139
Square Feet
0.65
Acres

62 Dorset Village Lane, Dorset, VT 05251

$715,000 | 343 Kelleher Road, Dorset, VT 05251
1/39
8

$715,000

Sold 09/29/25

3
Bedrooms
2,120
Square Feet
1.75
Acres

343 Kelleher Road, Dorset, VT 05251

$2,600,000 | 198 Church Street, Dorset, VT 05251
1/46
9

$2,600,000

Sold 07/29/26

4
Bedrooms
2,338
Square Feet
0.76
Acres

198 Church Street, Dorset, VT 05251

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Location

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Building Information for 242 Overlook Road

Stories2Year Built1978Building Size-Lot Size7.20 AC / 313,632 SF

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$3,487 per month

30 year fixed, 6.55% Interest

Principal and Interest

$2,658

Property Taxes

$828

HOA Dues

$0

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Property Information for 242 Overlook Road

Summary
Location and General Information
  • City: Dorset
  • County: VT-Bennington
  • Directions: From North Rd or Morse Hill Rd take Overlook Rd to #242
  • Latitude: 43.212438096964277
  • Longitude: -73.037039779098507
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Zip: 05253
Taxes and HOA Information
  • SPAN Number: 18005710319
  • Tax - Gross Amount: $9,941.23
  • Tax Year: 2018
  • Taxes TBD: No
School Information
  • School - High: Burr and Burton Academy
  • School - Elementary: Dorset Elementary School
  • School - Middle/Jr: Dorset Elementary School
Parking
  • Garage: Yes
  • Garage Capacity: 2.00
  • Driveway: Gravel, Paved
Property
Lot Information
  • Lot - Sqft: 313632.0
  • Lot Size Acres: 7.2
  • Road Frontage Length: 426.0
  • Square Feet Apx Finished Above Grade: 2253.0
  • Square Feet Apx Finished AG Source: Other
  • Square Feet Apx Finished Below Grade: 0.0
  • Square Feet Apx Total: 3345.0
  • Square Feet Apx Total Finished: 2253.0
  • Square Feet Apx Unfinished Above Grade: 0.0
  • Square Feet Apx Unfinished Below Grade: 1092.0
  • Square Feet Apx Unfinished BG Source: Public Records
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Flood Zone: No
  • Foundation: Poured Concrete
  • PreConstruction: No
  • Surveyed: Unknown
  • Year Built: 1978
Utilities
  • Electric: Circuit Breaker(s)
  • Sewer: Septic
  • Utilities: High Speed Intrnt -Avail
Interior and Exterior Features
Exterior Features
  • Color: Gray
  • Features - Exterior: Garden Space, Patio, Porch, Porch - Screened, Shed, Window Screens, Windows - Double Pane
  • Roads: Public
  • Roof: Rolled, Standing Seam
Interior Features
  • Appliances: Dishwasher, Dryer - Energy Star, Exhaust Hood, Freezer, Range - Electric, Refrigerator, Washer - Energy Star
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Bulkhead, Concrete, Full, Stairs - Interior, Storage Space, Unfinished
  • Baths - Total: 3
  • Baths - Full: 3
  • Half Baths: 0
  • One Quarter Baths: 0
  • Three Quarter Bath: 0
  • Rooms - Total: 12
  • Rooms: Level 1: Level 1: Bedroom, Level 1: Dining Room, Level 1: Kitchen, Level 1: Laundry Room, Level 1: Living Room, Level 1: Mudroom, Level 1: Porch, Level 1: Sunroom
  • Rooms: Level 2: Level 2: Bedroom, Level 2: Bonus Room, Level 2: Master Bedroom
  • Bedrooms - Total: 4
  • Equipment: Window AC, Dehumidifier
  • Features - Interior: Blinds, Dining Area, Draperies, Fireplace - Wood, Kitchen/Dining, Kitchen/Living, Laundry Hook-ups, Master BR w/ BA, Natural Light, Soaking Tub, Window Treatment, Laundry - 1st Floor
  • Flooring: Carpet, Hardwood, Tile
  • Heat Fuel: Oil
  • Heating: Baseboard, Hot Water
  • Cooling: Other
  • Total Stories: 2
Room Information
Room 1
  • Room Dimensions: 13 x 11
  • Room Level: 1
  • Room Type: Kitchen
Room 2
  • Room Dimensions: 15 x 10
  • Room Level: 1
  • Room Type: Dining Room
Room 3
  • Room Dimensions: 21 x 14
  • Room Level: 1
  • Room Type: Living Room
Room 4
  • Room Dimensions: 12.5 x 8.5
  • Room Level: 1
  • Room Type: Mudroom
Room 5
  • Room Dimensions: 14 x 11
  • Room Level: 1
  • Room Type: Bedroom
Room 6
  • Room Dimensions: 13 x 10.5
  • Room Level: 1
  • Room Type: Sunroom
Room 7
  • Room Dimensions: 17.5 x 11
  • Room Level: 2
  • Room Type: Master Bedroom
Room 8
  • Room Dimensions: 13 x 12.5
  • Room Level: 2
  • Room Type: Bedroom
Room 9
  • Room Dimensions: 16 x 9
  • Room Level: 2
  • Room Type: Bedroom
Room 10
  • Room Dimensions: 7 x 6
  • Room Level: 1
  • Room Type: Laundry Room
Room 11
  • Room Dimensions: 18 x 14
  • Room Level: 1
  • Room Type: Porch
Room 12
  • Room Dimensions: 23 x 12
  • Room Level: 2
  • Room Type: Bonus Room

Property History for 242 Overlook Road

DateEvent & SourcePriceAppreciation
Nov 6, 2019

Sold (Public Record)

Public Record #656280640

$523,000—
Nov 1, 2019

Sold

New England Real Estate Network #4750586

$523,000—
Oct 30, 2019

Pending

New England Real Estate Network #4750586

—
DateEvent & SourcePrice
11/06/2019

Sold (Public Record)

Public Record #656280640

$523,000
11/01/2019

Sold

New England Real Estate Network #4750586

$523,000
10/30/2019

Pending

New England Real Estate Network #4750586

—

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

Public Records for 242 Overlook Road

Taxable ValueLand$504,300Additions$537,200Total$1,041,500
Home Facts
Beds0Lot Size257,004 SqFtStyleSingle Family ResidenceCountyBENNINGTONAPN(057)000845

Schools near 242 Overlook Road

This home is within Taconic and Green Regional School District.
Rating
School
Type
Grades
Distance
Dorset Elementary School
Public - PK to 8
Rating
School
Distance
Dorset Elementary School
PublicPK to 8

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: 242 Overlook Road, Dorset, VT 05251
$523,000
4
2,253
313,632
810 Green Peak Orchard South, Dorset, VT 05253
$530,000
3
2,932
418,176
50 Overlook Road, Dorset, VT 05251
$310,000
2
1,315
40,510
743 Green Peak Orchard South, Manchester Center, VT 05255
$2,068,000
–
3,411
344,124
810 Green Peak Orchard Road, Manchester Center, VT 05255
$530,000
–
–
–
348,480
40 Jamesons Flat, Manchester Center, VT 05255
–
3
3
1,760
3,920

Explore Nearby Homes

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 RE/MAX Four Seasons

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 08/14/2026 07:07 AM