OFF MARKET

Listed by Jamie Smith • BHG Masiello Keene. Bought with KW Vermont Woodstock.

Off Market Oct 2023 for $274K

$325,374

Est. refi paymentEst. refi $1,748/mo

•

2,268

sq ft

299 Cherry Hill St, Springfield, VT 05156

About this home

This property is a charming 1930s-style New Englander house in the quintessential town of Springfield. It has two stories and a total of 9 rooms, including 3 bedrooms and 2 full bathrooms. The house sits on a 0.38-acre lot. It also includes a detached two-car garage for additional storage. Inside, the home offers a bright and spacious interior, featuring a large kitchen, formal dining room with a bowed window, family room with a full bath, a laundry room, and a three-season porch on the first floor. The second floor houses the three bedrooms and another full bathroom. The property is located in a neighborhood of upscale homes on the upper side of the village. It is conveniently situated near parks and offers easy access to both urban amenities and a countryside setting. Overall, this New England-style property offers a comfortable and spacious living space, with the potential for expansion and plenty of storage in the basement and detached garage. It is a perfect blend of classic charm and modern convenience in a desirable location while close to many amenities including shopping, hiking, skiing, swimming and more.

Single-familyProperty Type

1930Year Built

0.38 acresLot Size

$143Est. Price/Sq.Ft.

2 car garageParking

Listed by Jamie Smith • BHG Masiello Keene

Bought with Shawna Fox • KW Vermont Woodstock

Redfin checked: 2 minutes ago

•Source:PrimeMLS #4963560

Redfin Estimate

$325,374

$51K since sold in October 2023$6,000 since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 10.7% higher than the average sale price ($294K) of 6 comparable homes.

SOLD JUL 2, 2026
$375,000
A
3 beds2.5 baths2,500 sq ft
21 Dell Rd, Springfield, VT 05156
SOLD MAY 18, 2026
$289,000
B
3 beds2 baths1,451 sq ft
29 Summer Hl, Springfield, VT 05156
SOLD MAY 29, 2026
$165,000
C
4 beds2.5 baths2,048 sq ft
79 Merrill St, Springfield, VT 05156
SOLD JUN 11, 2026
$219,200
D
3 beds1.5 baths1,400 sq ft
107 Litchfield St, Springfield, VT 05156
SOLD APR 28, 2026
$365,000
E
3 beds2 baths2,776 sq ft
64 Summer Hill St, Springfield, VT 05156
SOLD JUL 29, 2026
$350,000
F
3 beds2 baths2,912 sq ft
104 Holt St, Springfield, VT 05156

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$2,842/mo

Redfin rental estimate

List your home for rent

Market trends in 05156, VT

Last updated July 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

98.7%

+2.1% MoM

Median sale price

$283K

$10K MoM

Avg. days on market

62d

3 days MoM

Recently sold homes

3 MoM

New listings for sale

NEW 23 HRS AGO
$349,000
3 beds1 bath1,620 sq ft
184 Dutton District Rd, Springfield, VT 05156
3D WALKTHROUGH
$279,000
2 beds1 bath1,229 sq ft
119 Merrill St, Springfield, VT 05156
$54,900
3 beds1 bath924 sq ft
159 Ash Ln, Springfield, VT 05156
See all

Provided by Redfin

Sale history for 299 Cherry Hill St

Date

Event

Price

PrimeMLS #4963560

Oct 27, 2023

Sold

$274,000

$121/sq ft

Aug 24, 2023

Contingent

—

Aug 21, 2023

Relisted

—

Aug 17, 2023

Contingent

—

Aug 11, 2023

Price Changed

$269,900

$119/sq ft

Aug 1, 2023

Listed

$279,900

$123/sq ft

PrimeMLS #4847225

Apr 26, 2021

Sold

$215,000

$95/sq ft

Feb 19, 2021

Pending

—

Feb 12, 2021

Listed

$199,900

$88/sq ft

+20

This home is located in a neighborhood of upscale homes on the upper side of the village. The bright and spacious interior includes a large kitchen, formal dining room with bowed window, family room with full bath off the side, a formal dining room, laundry room and a three season porch on the first floor. Second floor includes three bedrooms and another full bath. Large walk out basement and a detached two car garage offer great storage. A short walk to a park in one direction, find yourself in the country a short distance in the other direction.

PrimeMLS #3053704

Jul 31, 2008

Sold

$225,000

$99/sq ft

Apr 19, 2008

Listed

$227,900

$100/sq ft

PrimeMLS #3006152

Apr 30, 2001

Sold

$98,000

$43/sq ft

Jan 19, 2001

Listed

$107,000

$47/sq ft

Public Records

Sep 17, 1998

Sold

$57,800

$25/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$3,403 (+2.4%)

$33,900 + $176,800

$210,700

2024

$3,323 (+10.5%)

$33,900 + $176,800

$210,700

2023

$3,008 (−55.5%)

$33,900 + $176,800

$210,700

2022

$6,765 (+7.8%)

$33,900 + $176,800

$210,700

2021

$6,273 (+1.2%)

$26,000 + $141,900

$167,900

2020

$6,201 (+4.2%)

$26,000 + $141,900

$167,900

2019

$5,952 (−3.1%)

$26,000 + $141,900

$167,900

2018

$6,141 (−11.5%)

$26,000 + $141,900

$167,900

2016

$6,940 (+2.6%)

$36,000 + $153,400

$189,400

2015

$6,766 (+263.4%)

$36,000 + $192,400

$228,400

2014

$1,862

$36,000 + $192,400

$228,400

Tax history for 299 Cherry Hill St

Year

Property tax

Land + Additions

Assessment*

2025

$3,403 (+2.4%)

$33,900 + $176,800

$210,700

2024

$3,323 (+10.5%)

$33,900 + $176,800

$210,700

2023

$3,008 (−55.5%)

$33,900 + $176,800

$210,700

2022

$6,765 (+7.8%)

$33,900 + $176,800

$210,700

2021

$6,273 (+1.2%)

$26,000 + $141,900

$167,900

2020

$6,201 (+4.2%)

$26,000 + $141,900

$167,900

2019

$5,952 (−3.1%)

$26,000 + $141,900

$167,900

2018

$6,141 (−11.5%)

$26,000 + $141,900

$167,900

2016

$6,940 (+2.6%)

$36,000 + $153,400

$189,400

2015

$6,766 (+263.4%)

$36,000 + $192,400

$228,400

2014

$1,862

$36,000 + $192,400

$228,400

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Zoning

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

0.38 Acres

Year renovated

—

Sq. Ft.

2,320

Year built

1930

Style

Single Family Residential

County

Windsor County

APN

60619013000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 15, 2026.

MDR

Medium Density Residential District

The Medium Density Residential District is designated for land where central water and sewer facilities are available or where the installation of these facilities is feasible. Residential and other compatible and complementing uses are permitted in this district at densities dependent on utility service availability. This district is intended to serve as an urban fringe area for both Springfield and North Springfield, housing a majority of the community's residents in areas and at densities consistent with the utilities provided. See also the requirements of the zoning district, if any, set forth in the town plan and current and future land use maps.

Permitted uses

Include but are not limited to:

Housing-Single unit
Housing-Multiple units

Property details

Parking

Parking & Garage
Garage Capacity: 2
Location: Detached

Interior

Virtual Tour

Bathroom Information
# of Baths (full): 2

Basement Information
Basement: Yes
Basement Access: Interior
Concrete, Full, Stairs - Interior, Walkout

Other Interior Features
# of Rooms: 9
Flooring: Wood
Water Heater: Electric
Dining Area, Natural Light, Natural Woodwork, Laundry - 1st Floor

Equipment & Appliance Information
Dishwasher, Dryer, Microwave, Range - Electric, Refrigerator, Washer

Room 1 Information
Kitchen
Kitchen
Dimensions: 20x13
Level: 1

Room 2 Information
Dining Room
Dimensions: 16x12
Level: 1

Room 3 Information
Family Room
Dimensions: 20x13
Level: 1

Room 4 Information
Laundry Room
Dimensions: 8x5
Level: 1

Room 5 Information
Living Room
Dimensions: 13x15
Level: 1

Room 6 Information
Porch
Porch
Dimensions: 13x10
Level: 1

Room 7 Information
Master Bedroom
Dimensions: 15x14
Level: 2

Room 8 Information
Bedroom
Dimensions: 15x12
Level: 2

Room 9 Information
Bedroom
Dimensions: 10x12
Level: 2

Room 10 Information
Full Bath
Level: 1

Room 11 Information
Full Bath
Level: 2

Exterior

Building Information
Construction Status: Existing
Approximate Sq. Ft. Total Finished: 2268
Approximate Sq. Ft. Total: 3516
Color: White
Patio, Porch - Enclosed
Construction: Wood Frame
Foundation: Brick, Stone
Roof: Slate
Exterior: Aluminum, Wood

Driveway
Paved

Lot, Zoning, & Easement Information
Level, Sloping

Survey Information
Surveyed: Unknown

Other Property & Lot Information
Year Built: 1930

Financial

Assessment Information
Assessment Amount: 210700
Assessment Year: 2022

Tax Information
Tax Year: 2023
Gross Amount Tax: 7004.08
SPAN Number: 60619013000

Other Tax Information
Page Deed: 208

Utilities

Heating & Cooling Information
Heat: Baseboard, Hot Water
Heat Fuel: Oil

Sewer Information
Public

Electric Information
200 Amp

Water Information
Public

Other Utilities Information
DSL

Location

School Information
School District: Springfield School District
Elementary School: Union Street School
Elementary School: Union Street School
Middle/Jr School: Riverside Middle School

Neighborhood Information
Neighborhood

Road Information
Road Frontage: Yes
Road Frontage Length: 50
Public

Public facts

Beds: 3
Baths: 2.0
Sq. Ft.: 2,320
Stories: 2.0
Lot Size: 0.38 acres
Style: Single Family Residential
Year Built: 1930
Year Renovated: —
County: Windsor County
APN: 60619013000

Home facts updated by county records on Jul 15, 2026

Around this home

Schools

Elm Hill School

Public PreK-2 • Assigned • 0.5mi

Riverside School

Public 6-8 • Assigned • 1.1mi

2/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

3/10 Heat Factor

7 days above 92° expected this year, 17 days in 30 years

3/10 Wind Factor

7% chance of strong winds in next 30 years

1/10 Air Factor

0 unhealthy days expected this year, 0 days in 30 years

Provided by First Street

Historical weather

Springfield, VT • 05156

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.7 hours in June and 3.7 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

3.7 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$310,000 – $375,000

Sell confidently with a local market expert in Springfield. 3 minutes to get started.

Nearby similar homes

$610,000

4 beds2 baths1,908 sq ft

548 Crow Hill Rd, Chester, VT 05143

$414,000

2 beds2 baths1,144 sq ft

469 Meany Rd, Charlestown, NH 03603

$625,000

3 beds3 baths2,257 sq ft

478 Jarvis Hill Rd, Claremont, NH 03743

$389,000

— beds— baths2,287 sq ft

38 Sullivan St, Charlestown, NH 03603

$689,500

4 beds4 baths4,848 sq ft

11 Bracket Cir, Charlestown, NH 03603

$260,000

4 beds1.5 baths1,529 sq ft

32 Hartness Ave, Springfield, VT 05156

New listings for sale in 05156

NEW 23 HRS AGO

$349,000

3 beds1 bath1,620 sq ft

184 Dutton District Rd, Springfield, VT 05156

3D WALKTHROUGH

$279,000

2 beds1 bath1,229 sq ft

119 Merrill St, Springfield, VT 05156

$54,900

3 beds1 bath924 sq ft

159 Ash Ln, Springfield, VT 05156

Home values near 299 Cherry Hill St

Data from public records.

Address	Redfin Estimate
323 Cherry Hl, Springfield, VT 5 Beds \| 3.5 Baths \| 3100 Sq. Ft.	$503,706
343 Cherry Hl, Springfield, VT 4 Beds \| 2.5 Baths \| 2099 Sq. Ft.	$334,838

Address	Redfin Estimate
347 Cherry Hl, Springfield, VT 8 Beds \| 5.5 Baths \| 5455 Sq. Ft.	$778,049
302 Cherry Hl, Springfield, VT 5 Beds \| 5 Baths \| 3510 Sq. Ft.	$375,297

Address	Redfin Estimate
235 Cherry Hl, Springfield, VT 4 Beds \| 1.5 Baths \| 2198 Sq. Ft.	$271,706
17 Poplar St, Springfield, VT 3 Beds \| 2 Baths \| 1426 Sq. Ft.	$301,749

Property information provided by PrimeMLS when last listed in 2023. This data may not match . Learn more.

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

Sunapee homes for sale
Killington homes for sale
Londonderry homes for sale
Grantham homes for sale
Hartford homes for sale

Houses for rent in Springfield	Agents near me	Brattleboro, VT homes for sale	Springfield Housing Market
Houses for sale near me	Burlington, VT homes for sale	South Burlington, VT homes for sale
Land for sale near me	Stowe, VT homes for sale	Rutland, VT homes for sale
Open Houses near me	Woodstock, VT homes for sale	Springfield Property Records
Condos for sale near me	Montpelier, VT homes for sale	VT New Listings

Ludlow homes for sale
Claremont homes for sale
Newport homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 05156, VT

Sale history for 299 Cherry Hill St

Tax history for 299 Cherry Hill St

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 05156

Home values near 299 Cherry Hill St

More real estate resources