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37 High Street, Chesterfield, NH

Single Family Residence

For SaleActive
3 Beds|2 Baths|1,958 ft²|Built 1790|Chesterfield

Listed by BHG Masiello Keene · Robin Smith

Property Description

Welcome to 37 High Street, a single-family home in Chesterfield, New Hampshire. The home offers 3 bedrooms, 2 bathrooms and 1,958 square feet of living space, listed at $419,900. Single-family ownership here means your own land, your own walls and room to make the property yours. The numbers worth knowing: garage parking for 1, 1790 construction and roughly $214 per square foot. See the listing's full details below, and reach out for a private showing of 37 High Street.

Storybook charm in the sweet village of Spofford! Tucked behind a welcoming picket fence and an enchanting English-style garden, this delightful 3-bedroom, 2-bath Antique Cape is filled with warmth, character and unexpected surprises. Step inside to beautiful wide pine floors and an adorable eat-in kitchen featuring granite counters, recessed lighting and even a secret pantry! Just off the kitchen is a ¾ bath with a custom tiled shower. The inviting front living room, complete with a cozy pellet stove, is the perfect place to settle in on a chilly New England evening. The spacious family room addition, added in 1992, may quickly become your favorite room in the house! With plenty of space for a large dining table and comfortable sitting area & wood stove, it was made for gathering with family and friends. Sliders open to the deck overlooking the cozy side yard—perfect for summer dinners, morning coffee and entertaining. Upstairs, the primary bedroom is simply enchanting, with a wonderful cottage-style feel that you are sure to fall in love with. You'll also find an office area, full bath with tiled floor, and an additional bedroom with charming built-ins. And then there are the extras that make this property truly special! A whimsical cottage shed with a loft and sleeping quarters creates the sweetest little escape—grab a good book, sneak away for an afternoon nap or simply enjoy your own private hideaway. Nearby, a cozy fire pit area is ready for summer nights under the stars. The large garage offers yet another bonus: a studio apartment, (currently rented), providing an opportunity for additional income or flexible space for extended guests. All of this is just minutes from beautiful Spofford Lake, the Spofford Post Office and a short drive to Keene. This isn't just a house, it's a chance to slow down, settle in and enjoy the charm of village life. Come experience a simpler way of living…the way it was meant to be.

Location Highlights

37 High Street is a single family residence in Chesterfield, New Hampshire, listed at $419,900. That works out to about $214 per square foot, for a home built in 1790. It has been on the market for 4 weeks.

At this latitude, Chesterfield averages roughly 8.3 hours of sun a day in June and 3.6 in December.

Zoned schools in the Keene Sch Dst SAU #29: Chesterfield School (Elementary), Chesterfield School (Middle), KeeneHighS (High). Always confirm zoning with the district office.

Property Details

Essentials & finishes

  • Bedrooms:3
  • Total Baths:2
  • Full Baths:1
  • SqFt:1,958
  • Price / SqFt:$214.45
  • Property Type:Single Family Residence
  • Year Built:1790
  • County:NH-Cheshire
  • Town:Chesterfield, NH
  • Status:Active
  • Days on Market:27

Primary Features

CountyNH-Cheshire
Property TypeResidential
Year Built1790
ZoningRes

Interior Features

AppliancesDishwasher, Dryer, Microwave, Mini Fridge, Gas Range, Refrigerator, Washer, Electric Stove, Owned Water Heater
BasementYes
Basement Access TypeWalk-up
Basement DescriptionBulkhead, Concrete, Concrete Floor, Full, Interior Entry, Interior Stairs, Storage Space, Unfinished, Basement Stairs
1/4 Baths0
3/4 Baths1
CoolingNone
ElectricCircuit Breakers
FlooringSoftwood, Tile
HeatingOil, Pellet Stove, Wood, Forced Air
Interior FeaturesDining Area, 1 Fireplace, Kitchen/Dining, Natural Light, Indoor Storage, Basement Laundry
Rooms - Total7
SqFt-Approximate Finished Above Grade1,958
SqFt-Approximate Finished Below Grade0
SqFt Approximate Total Finished1,958
SqFt Approximate Total3,130

Location Information

School - DistrictKeene Sch Dst SAU #29
School - ElementaryChesterfield School
School - HighKeeneHighS
School - Middle/JrChesterfield School

Financial Details

Electric CompanyEversource
Fuel CompanyDiscount Oil
PossessionClose Of Escrow
Tax - Gross Amount$4,943
Tax Year2025
Taxes TBDNo

Additional

Construction StatusExisting
ConstructionWood Frame, Clapboard
CovenantsNo
Flood ZoneNo
Pre-ConstructionNo
Property Sub TypeSingle Family Residence
ResortNo
RestrictionsNone
SeasonalNo
Total StoriesTwo
SurveyedUnknown
Timeshare/Fractional OwnershipNo

External Features

ColorPutty
DrivewayPaved
Exterior FeaturesDeck, Partial Fence, Shed
FoundationBlock, Concrete, Poured Concrete
GarageYes
Garage Capacity1
Lot FeaturesLandscaped, Level, In Town
Lot - Acres0.31
Lot - SqFt13,504
ParkingDetached, Driveway, Garage, Parking Spaces 3, Paved
Road Frontage TypePaved, Public Maintained Road, Public
Road FrontageYes
Road Frontage Length77
RoofArchitectural Shingle, Slate
Sewer1500+ Gallon, Concrete, Leach Field, Private, Septic Tank
UtilitiesPhone Available
Water SourceDrilled Well, Private
MLS®: PrimeMLS #5105943; Listed by BHG Masiello Keene · Robin Smith

Property History

Annual taxes for this property

YearAssessed Tax
2024$7,138
2023$6,960
2022$6,781

Estimated from list price; verify with the town assessor.

Market Data

Live snapshot computed from active listings in this town

  • Active listings in Chesterfield16
  • Average list price$558,127
  • Price range$295,000 – $899,000

Mortgage Calculator

Estimate your monthly payment for this home

20%
Loan Term
6.5%
Estimated monthly payment$2,806 / mo
  • Principal & Interest$2,123
  • Property Tax$595
  • Home Insurance$87

Estimates use typical New Hampshire costs — a 1.7% effective property-tax rate, insurance at 0.25% of home value/yr, and PMI below 20% down. Actual town tax rates vary; verify with your lender and the town assessor.

Around This Property

Schools, everyday places and nearby destinations near 37 High Street, Chesterfield, NH

ElementaryChesterfield School
MiddleChesterfield School
High SchoolKeeneHighS
DistrictKeene Sch Dst SAU #29
$419,900/ Asking Price
For SaleActive
Est. $2,123 / mo20% down · 30yr · 6.5%
Tom DeMatteo

Tom DeMatteo

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Questions About This Listing

What type of home is 37 High Street?

Single-family home in Chesterfield, New Hampshire, built in 1790.

How many bedrooms and bathrooms does 37 High Street have?

The home has 3 bedrooms and 2 bathrooms.

It offers 1,958 square feet of living space.

What area is 37 High Street in?

The property is in Chesterfield, New Hampshire (03462).

How much does 37 High Street cost?

37 High Street in Chesterfield, NH is listed at $419,900.

That works out to about $214 per square foot.

PrimeMLS

NOTE: This representation is based in whole or in part on data generated by PrimeMLS, Inc., which assumes no responsibility for its accuracy. The data relating to real estate displayed on this site comes in part from the IDX Program of PrimeMLS.

This listing data is intended 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.