Is parking easy in Springfield, VT?

As of early 2026, 88% of users say parking is easy

Are yards well-kept in Springfield, VT?

As of early 2026, 79% of users say yards are well-kept

Does Springfield, VT have sidewalks?

As of early 2026, 78% of users say there are sidewalks

Is a car needed in Springfield, VT?

As of early 2026, 76% of users say car is needed

Is Springfield, VT dog-friendly?

As of early 2026, 71% of users say it's dog friendly

Is Springfield, VT walkable to grocery stores?

As of early 2026, 68% of users say it's walkable to grocery stores

Do kids play outside in Springfield, VT?

As of early 2026, 68% of users say kids play outside

Is Springfield, VT walkable to restaurants?

As of early 2026, 65% of users say it's walkable to restaurants

Would people walk alone at night in Springfield, VT?

As of early 2026, 64% of users say people would walk alone at night

Is there wildlife in Springfield, VT?

As of early 2026, 61% of users say there's wildlife

Does Springfield, VT show holiday spirit?

As of early 2026, 58% of users say there's holiday spirit

Do residents of Springfield, VT plan to stay at least 5 years?

As of early 2026, 50% of users say they plan to stay for at least 5 years

Is Springfield, VT quiet?

As of early 2026, 50% of users say it's quiet

Are neighbors friendly in Springfield, VT?

As of early 2026, 46% of users say neighbors are friendly

Are the streets well-lit in Springfield, VT?

As of early 2026, 41% of users say streets are well-lit

Are there community events in Springfield, VT?

As of early 2026, 29% of users say there are community events

What is 23 Highland Road estimated to be worth?

Trulia's estimated value for 23 Highland Road in Springfield, VT is $808,400 .

What is the price history for 23 Highland Road?

23 Highland Road in Springfield, VT last sold for $864,000 in June 2022.

Is Springfield a buyer's or seller's market?

Springfield is currently a buyer's market, based on recent for-sale activity.

What do residents say about Springfield?

Residents describe Springfield, VT as easy to park in, well-kept, and pedestrian-friendly. See recently sold homes in Springfield, VT .

Does 23 Highland Road have air conditioning?

Yes, 23 Highland Road in Springfield, VT has air conditioning.

Does 23 Highland Road have laundry facilities?

Yes, 23 Highland Road in Springfield, VT has in-unit laundry.

OFF MARKET

Listed by Laird Bradley, Williamson Group Sothebys Intl. Realty, (802) 457-2000 . Bought with Williamson Group Sothebys Intl. Realty

$808,400

Trulia Estimate

6 Beds
7 Baths
6,506 sqft (on 4.38 acres)

23 Highland Road, Springfield, VT 05156

Refinance Your Home

Currently Off Market - Sold Jun 1, 2022 for $864,000

Home Value

Trulia Estimate

$808K

Since last month

$72K (+9.7%)

Since last year

$180K (+28.6%)

Since last sale

$53K (-6.1%)

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 +29% in the last 10 years

Month	Estimated value
2026
August 2026	$811K
August 2026	$808K
July 2026	$739K
June 2026	$833K
May 2026	$842K
April 2026	$724K
March 2026	$719K
February 2026	$734K
January 2026	$631K

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
1016 Cherry Hill, Springfield, VT	0.53	Single-Family Home	$535,000	12/11/25	4	3.5	2,865
21 Dell Road, Springfield, VT	0.28	Single-Family Home	$375,000	07/02/26	3	2.5	2,500
64 Summer Hill Street, Springfield, VT	0.22	Single-Family Home	$365,000	04/28/26	3	2	2,776
215 Elm Hill Street, Springfield, VT	0.57	Single-Family Home	$340,000	03/31/26	4	2.5	2,240
29 Summer Hill, Springfield, VT	0.23	Single-Family Home	$289,000	05/18/26	3	2	1,451
303 Woodbury Road, Springfield, VT	0.67	Single-Family Home	$800,000	06/26/26	3	2	2,034
137 Wall Street, Springfield, VT	0.49	Single-Family Home	$279,000	06/15/26	4	1.5	2,038
60 Mark Street, Springfield, VT	0.36	Single-Family Home	$225,000	08/17/26	4	1.5	1,419
10 Derby Court, Springfield, VT	0.44	Single-Family Home	$265,000	09/17/25	4	1.5	1,616
9 Fairview Street, Springfield, VT	0.51	Single-Family Home	$180,000	02/10/26	4	1.5	1,482

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
40 Cherry Hill Road, Springfield, VT 05156	0.16	$474,400	5	5	3,510	Off Market
299 Cherry Hill Street, Springfield, VT 05156	0.16	$312,700	3	2	2,268	Off Market
35 Cherry Hill, Springfield, VT 05156	0.16	$335,500	3	2	2,268	Off Market
26 Orchard Street, Springfield, VT 05156	0.17	$364,700	4	2.5	2,240	Off Market
16 Poplar Street, Springfield, VT 05156	0.18	$298,000	5	2.5	2,082	Off Market
15 Orchard Street, Springfield, VT 05156	0.19	$466,400	5	3.5	3,758	Off Market
16 Orchard Street, Springfield, VT 05156	0.19	$318,900	4	2	2,418	Off Market
55 Cherry Hill, Springfield, VT 05156	0.20	$2,300,000	6	4.5	8,656	For Sale
68 Front Street, Springfield, VT 05156	0.20	$362,000	4	2	2,677	Off Market
14 Orchard Street, Springfield, VT 05156	0.22	$380,100	3	2.5	2,784	Off Market
64 Summer Hill Street, Springfield, VT 05156	0.22	$365,000	3	2	2,776	Recently Sold

Local Information

Map ViewExplore the area around 23 Highland Road.
Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1811

4.38 acre lot

6,506 sqft

$124/sqft

Garage

About this House

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.

23 Highland Road, Springfield, VT 05156 is a 6 bedroom, 8 bathroom, 6,506 sqft single-family home built in 1811. It last sold for $864,000 on Jun 1, 2022 (3% below the $889,500 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $808,400, with a rent estimate of $4,133/month.

Home Details for 23 Highland Road

Active Status
MLS Status: Closed

Interior Features
Interior Details Basement: Bulkhead,Concrete,Concrete Floor,Unfinished,Basement Stairs,Interior EntryNumber of Rooms: 18
Beds & Baths Number of Bedrooms: 6Number of Bathrooms: 8Number of Bathrooms (full): 6Number of Bathrooms (half): 2
Dimensions and Layout Living Area: 6506 Square Feet
Appliances & Utilities Utilities: CableAppliances: Dishwasher, Disposal, Dryer, Microwave, Gas Range, Washer, Oil Water Heater, Wine CoolerDishwasherDisposalDryerLaundry: 1st Floor LaundryMicrowaveWasher
Heating & Cooling Heating: Oil,Hot Water,Zoned,SteamHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Oil
Fireplace & Spa Fireplace: Wood Burning, 3+ FireplacesHas a Fireplace
Gas & Electric Electric: 200+ Amp Service
Windows, Doors, Floors & Walls Flooring: Hardwood, Softwood, Tile
Levels, Entrance, & Accessibility Stories: 2Levels: TwoFloors: Hardwood, Softwood, Tile
View Has a ViewView: Mountain(s)

Exterior Features
Exterior Home Features Roof: SlateFoundation: Concrete, Stone
Parking & Garage Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageParking Spaces: 3Parking: Paved,Attached
Frontage Road Frontage: PublicRoad Surface Type: Paved
Water & Sewer Sewer: Public Sewer
Farm & Range Frontage Length: Road frontage: 480
Finished Area Finished Area (above surface): 6506 Square Feet

Property Information
Year Built Year Built: 1811
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Federal
Building Construction Materials: Masonry, Timber Frame, Wood Frame, Brick Exterior, Clapboard ExteriorNot a New Construction

Price & Status
Price List Price: $889,500

Location
Direction & Address City: Springfield
School Information Elementary School: Elm Hill SchoolElementary School District: Springfield School DistrictJr High / Middle School: Riverside Middle SchoolJr High / Middle School District: Springfield School DistrictHigh School: Springfield High SchoolHigh School District: Springfield School District

Building
Building Area Building Area: 10504 Square Feet

Lot Information
Lot Area: 4.38 Acres

Miscellaneous
BasementMls Number: 4811649Attribution Contact: Phone: 802-457-2000Above Grade Unfinished Area: 6506Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 2654Below Grade Unfinished Area Source: Public RecordsBelow Grade Unfinished Area Units: Square Feet

Price and Tax history

Date	Event	Price
Jun 1, 2022 Source: PrimeMLS #4811649	Sold	$864,000
Dec 27, 2021 Source: PrimeMLS #4811649	Contingent	$889,500
Jun 23, 2021 Source: PrimeMLS #4811649	PriceChange	$889,500 Price decreased by 10%
May 28, 2021 Source: PrimeMLS #4811649	Listed For Sale	$985,000
Apr 29, 2021 Source: PrimeMLS #4811649	ListingRemoved
Jun 18, 2020 Source: PrimeMLS #4811649	Listed For Sale	$985,000

Additional Cost

Market trends in Springfield

Last updated August 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

3MoM

Around this home

Elm Hill School
PK-2
Public
343 Students
Springfield School District
NA
GreatSchools Rating
Parent Rating Average
Overall great experience with staff who care for their children!
Other Review
3y ago
2 Reviews

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Springfield

At least 18 Trulia users voted on each feature.

88 % Say parking is easy
79 % Say yards are well-kept
78 % Say there are sidewalks
76 % Say car is needed
71 % Say it's dog friendly
68 % Say it's walkable to grocery stores
68 % Say kids play outside
65 % Say it's walkable to restaurants
64 % Say people would walk alone at night
61 % Say there's wildlife
58 % Say there's holiday spirit
50 % Say they plan to stay for at least 5 years
50 % Say it's quiet
46 % Say neighbors are friendly
41 % Say streets are well-lit
29 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.

Trulia User
Visitor
3mo ago
"There are not many other dogs around and it is a very nice loop and easy walk to the reservoir. There are a couple of places for them to get wet in the brook and river nearby also!"
0
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Ray Bent
Resident
8mo ago
"Nice and cozy if you live in the north Springfield area. I personally live off of a private road. Neighbors don’t bug me. People here are friendly . "
0
Flag
Sissy A.
Resident
6y ago
"I’ve lived here for 8 years. The drug epidemic is bad. Schools are not good at all(have 3 in all grades) . Too expensive and not much for the youth to do. Not many shops or stores "
1
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 2026-09-13 14:29:36 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 23 Highland Road

What is 23 Highland Road estimated to be worth?
Trulia's estimated value for 23 Highland Road in Springfield, VT is $808,400.
What is the price history for 23 Highland Road?
23 Highland Road in Springfield, VT last sold for $864,000 in June 2022.
Is Springfield a buyer's or seller's market?
Springfield is currently a buyer's market, based on recent for-sale activity.
What do residents say about Springfield?
Residents describe Springfield, VT as easy to park in, well-kept, and pedestrian-friendly. See recently sold homes in Springfield, VT.
Does 23 Highland Road have air conditioning?
Yes, 23 Highland Road in Springfield, VT has air conditioning.
Does 23 Highland Road have laundry facilities?
Yes, 23 Highland Road in Springfield, VT has in-unit laundry.