23 Highland Rd

6,506 Sq. Ft.
$133 / Sq. Ft.
6,506
Sq. Ft.
$133
per Sq. Ft.

Description

The 'Smiley Manse',is named after a Scottish Presbyterian minister and original owner-builder in 1811 of this extraordinary historic home. A later occupant, Senator Ralph Flanders, commissioned the 1929 addition and a comprehensive renovation, which has been refined and maintained to a high standard under the stewardship of successive owners. The gracious historic floor plan remains relevant for modern living styles with the spacious gathering rooms, bespoke Smallbone kitchen imported from England...The 'Smiley Manse',is named after a Scottish Presbyterian minister and original owner-builder in 1811 of this extraordinary historic home. A later occupant, Senator Ralph Flanders, commissioned the 1929 addition and a comprehensive renovation, which has been refined and maintained to a high standard under the stewardship of successive owners. The gracious historic floor plan remains relevant for modern living styles with the spacious gathering rooms, bespoke Smallbone kitchen imported from England with its AGA stove and a variety of special purpose rooms. The home offers 10 working wood burning fireplaces and all 6 bedrooms are appointed for comfort and privacy with bath en suite. A remarkable feature of the home is the former Flanders Library, which was originally conceived as a music room with a parabolic shaped ceiling possessing superb acoustics. Currently this great room is used for recreation and display of historic reference books and collections of sporting equipment. The grounds are superbly landscaped and feature an in-ground spa, Har-tru tennis court wide covered patio, grape arbor and one of the regions' finest carriage barns. All of the structures are clad with Vermont slate roofs and old-growth clapboards. Oriented to southerly views, the Manse is discretely located in a neighborhood populated by dozens of Vermont's finest residences representing architectural styles and sizes afforded by wealth produced at the zenith of the Machine Tool Industry.
  1. Listed by Laird Bradley • Williamson Group Sothebys Intl. Realty

Sold By Williamson Group Sothebys Intl. Realty

Property Details for 23 Highland Road

Zoning
Residential
LISTING CLOSED: 06/01/2022 12:00 AM

Property Details for 23 Highland Road

StatusClosed
MLS #4811649
Days on Market536
Taxes$18,873 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family
Year Built1811
Lot Size4.38 AC / 190,792 SF
CountyWindsor County
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Building Information for 23 Highland Road

Stories2Year Built1811Building Size-Lot Size4.38 AC / 190,792 SF

Payment Calculator

$5,878 per month

30 year fixed, 6.36% Interest

Principal and Interest

$4,305

Property Taxes

$1,573

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 23 Highland Road

Summary
Location and General Information
  • City: Springfield
  • County: VT-Windsor
  • Directions: Route 106 or Route 143 to Summer Hill Road in the historic central business district in Springfield. Go uphill 500' and bear left on Cherry Hill and travel .5 miles to Subject on Right.
  • Latitude: 43.302452231366701
  • Longitude: -72.474634915344197
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Zip: 05156
Taxes and HOA Information
  • SPAN Number: 606-190-10605
  • Tax - Gross Amount: $18,873.04
  • Tax Year: 2020
  • Taxes TBD: No
School Information
  • School - High: Springfield High School
  • School - District: Springfield School District
  • School - Elementary: Elm Hill School
  • School - Middle/Jr: Riverside Middle School
Parking
  • Garage: Yes
  • Garage Capacity: 3.00
  • Driveway: Paved
Virtual Tour
Property
Lot Information
  • Lot - Sqft: 190793.0
  • Lot Size Acres: 4.38
  • Road Frontage Length: 480.0
  • Square Feet Apx Finished Above Grade: 6506.0
  • Square Feet Apx Finished AG Source: Public Records
  • Square Feet Apx Finished Below Grade: 0.0
  • Square Feet Apx Finished BG Source: Public Records
  • Square Feet Apx Total: 10504.0
  • Square Feet Apx Total Finished: 6506.0
  • Square Feet Apx Unfinished Above Grade: 1344.0
  • Square Feet Apx Unfinished AG Source: Public Records
  • Square Feet Apx Unfinished Below Grade: 2654.0
  • Square Feet Apx Unfinished BG Source: Public Records
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Flood Zone: No
  • Foundation: Concrete, Stone
  • PreConstruction: No
  • Surveyed: Yes
  • Year Built: 1811
Utilities
  • Electric: 200 Amp
  • Sewer: Public
  • Utilities: Cable, High Speed Intrnt -AtSite, Internet - Fiber Optic
Interior and Exterior Features
Exterior Features
  • Roads: Paved, Public
  • Roof: Slate
Interior Features
  • Appliances: Dishwasher, Disposal, Dryer, Microwave, Range - Gas, Washer, Wine Cooler
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Bulkhead, Concrete, Concrete Floor, Unfinished, Stairs - Basement
  • Baths - Total: 8
  • Baths - Full: 6
  • Half Baths: 2
  • One Quarter Baths: 0
  • Three Quarter Bath: 0
  • Rooms - Total: 18
  • Rooms: Level 1: Level 1: Bedroom, Level 1: Breakfast Nook, Level 1: Dining Room, Level 1: Kitchen - Eat-in, Level 1: Laundry Room, Level 1: Living Room, Level 1: Mudroom, Level 1: Office/Study, Level 1: Other
  • Rooms: Level 2: Level 2: Bedroom, Level 2: Exercise Room, Level 2: Great Room, Level 2: Other
  • Rooms: Level B: Level B: Wine Cellar
  • Bedrooms - Total: 6
  • Features - Interior: Attic, Fireplace - Wood, Fireplaces - 3+, Hearth, Kitchen Island, Primary BR w/ BA, Natural Light, Vaulted Ceiling, Walk-in Pantry, Laundry - 1st Floor
  • Flooring: Hardwood, Softwood, Tile
  • Heat Fuel: Oil
  • Heating: Hot Water, Multi Zone, Steam
  • Cooling: Central AC
  • Total Stories: 2
Room Information
Room 1
  • Room Dimensions: 14x16
  • Room Level: 1
  • Room Type: Kitchen - Eat-in
Room 2
  • Room Dimensions: 16x19
  • Room Level: 1
  • Room Type: Dining Room
Room 3
  • Room Dimensions: 9.6 x 13.6
  • Room Level: 1
  • Room Type: Breakfast Nook
Room 4
  • Room Dimensions: 15x29
  • Room Level: 1
  • Room Type: Living Room
Room 5
  • Room Dimensions: 15x16
  • Room Level: 1
  • Room Type: Office/Study
Room 6
  • Room Dimensions: 15x16
  • Room Level: 1
  • Room Type: Bedroom
Room 7
  • Room Dimensions: 8x16
  • Room Level: 1
  • Room Type: Other
Room 8
  • Room Dimensions: 8x12
  • Room Level: 1
  • Room Type: Mudroom
Room 9
  • Room Dimensions: 14x14
  • Room Level: 1
  • Room Type: Laundry Room
Room 10
  • Room Dimensions: 15x16
  • Room Level: 2
  • Room Type: Bedroom
Room 11
  • Room Dimensions: 15x15
  • Room Level: 2
  • Room Type: Bedroom
Room 12
  • Room Dimensions: 16x20
  • Room Level: 2
  • Room Type: Bedroom
Room 13
  • Room Dimensions: 16x20
  • Room Level: 2
  • Room Type: Bedroom
Room 14
  • Room Dimensions: 14x15
  • Room Level: 2
  • Room Type: Bedroom
Room 15
  • Room Dimensions: 22x24
  • Room Level: 2
  • Room Type: Great Room
Room 16
  • Room Dimensions: 10x12
  • Room Level: 2
  • Room Type: Exercise Room
Room 17
  • Room Dimensions: 15x15
  • Room Level: 2
  • Room Type: Other
Room 18
  • Room Dimensions: 10x14
  • Room Level: Basement
  • Room Type: Wine Cellar

Property History for 23 Highland Road

DateEvent & SourcePriceAppreciation
Jun 1, 2022

Sold

New England Real Estate Network #4811649

$864,000—
Dec 27, 2021

Pending

New England Real Estate Network #4811649

—
Dec 6, 2021

Active Under Contract

New England Real Estate Network #4811649

—
DateEvent & SourcePrice
06/01/2022

Sold

New England Real Estate Network #4811649

$864,000
12/27/2021

Pending

New England Real Estate Network #4811649

—
12/06/2021

Active Under Contract

New England Real Estate Network #4811649

—

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

Public Records for 23 Highland Road

Taxable ValueLand$63,800Additions$602,600Total$666,400
Tax Record2024$23,571 ($1,964 / month)
Home Facts
Beds6Total Finished SqFt6,506 SqFtAbove Grade Finished SqFt6,506 SqFtStories2Lot Size190,793 SqFtStyleSingle Family ResidenceYear Built1811CountyWINDSORAPN(190) 006/3/54

Schools near 23 Highland Road

This home is within Springfield School District.
Rating
School
Type
Grades
Distance
Public - PK to 2
Public - 3 to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Elm Hill School
PublicPK to 2

Union School
Public3 to 5

Riverside School
Public6 to 8

Springfield High School
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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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 Williamson Group Sothebys Intl. 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 07/21/2026 08:18 PM