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Listed by REAL Broker NH, LLC · Kristin Reyes

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21 Oak Street, Windham, NH

Single Family Residence

For SaleActive

Listed by REAL Broker NH, LLC · Kristin Reyes

3 Beds|2 Baths|1,387 ft²|Built 1985|Windham

Property Description

Here's your chance at a Windham single-family home: 21 Oak Street, priced at $918,000. Expect 3 bedrooms, 2 bathrooms and 1,387 square feet of living space. Homes like this trade on the fundamentals: space, privacy and a New Hampshire address that works year-round. Also on the sheet: 1985 construction and roughly $662 per square foot. Scroll on for current photos, the complete spec sheet and this Windham listing's market context.

Your chance to own waterfront in Windham, NH! Welcome to 21 Oak Street, a charming A-frame waterfront home set along 48 feet of shoreline on private Cobbetts Pond. Soaring windows fill the open-concept living space with natural light while showcasing beautiful pond views. The home offers two first-floor bedrooms, plus a loft-style third bedroom with a half bath upstairs. Outside, a rare flat waterfront lot, patio, private dock, and beautiful sunsets set the stage for lake life. Launch your boat at the town beach and keep it right at your dock, ready for boating, tubing, jet skiing, kayaking, and more. With plenty of parking and a shed for the water toys, this is your chance to enjoy the waterfront lifestyle right here in southern NH. Private showings available immediately.

Location Highlights

21 Oak Street is a single family residence in Windham, New Hampshire, listed at $918,000. That works out to about $662 per square foot, for a home built in 1985. It has been on the market for 13 days.

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

Zoned schools: Golden Brook Elementary School (Elementary), Windham Middle School (Middle), WindhamHig (High). Always confirm zoning with the district office.

Source: zoned school names are PrimeMLS listing data; distances, sun exposure and school facts are Owl’s Nest Real Estate additions (school facts from the NCES, U.S. Department of Education) — not PrimeMLS data.

Property Details

Essentials & finishes

  • Bedrooms:3
  • Total Baths:2
  • SqFt:1,387
  • Price / SqFt:$661.86
  • Property Type:Single Family Residence
  • Year Built:1985
  • County:NH-Rockingham
  • Town:Windham, NH
  • Status:Active
  • Days on Market:4

Primary Features

CountyNH-Rockingham
Property TypeResidential
Year Built1985
ZoningRDA

Interior Features

AppliancesDishwasher, Electric Range, Refrigerator
BasementNo
1/4 Baths0
3/4 Baths1
CoolingWall Unit(s)
Electric100 Amp Service
FlooringCarpet, Tile
HeatingElectric
Interior FeaturesCathedral Ceiling(s)
Rooms - Total6
SqFt-Approximate Finished Above Grade1,387
SqFt-Approximate Finished Below Grade0
SqFt Approximate Total Finished1,387
SqFt Approximate Total1,387

Location Information

School - DistrictWindham School District
School - ElementaryGolden Brook Elementary School
School - HighWindhamHig
School - Middle/JrWindham Middle School

Financial Details

Tax - Gross Amount$14,068
Tax Year2026
Taxes TBDNo

Additional

Construction StatusExisting
ConstructionWood Frame, Wood Siding
CovenantsNo
Flood ZoneNo
Pre-ConstructionNo
Property Sub TypeSingle Family Residence
SeasonalYes
Total StoriesTwo
SurveyedNo
Timeshare/Fractional OwnershipNo
Water Access DetailsDirectly Adjoining

External Features

Colorbrown
DrivewayPaved
Exterior FeaturesBoat Slip, Dock, Deck, Shed
FoundationConcrete Slab
GarageNo
Lot FeaturesLandscaped, Level, Near School(s)
Lot - Acres0.11
Lot - SqFt4,792
Road Frontage TypePrivate Road, Privately Maintained
Road FrontageTBD
RoofAsphalt Shingle
SewerHolding Tank
UtilitiesOther
Water SourceDrilled Well
Water Body TypePond
MLS®: PrimeMLS #5109928; Listed by REAL Broker NH, LLC · Kristin Reyes

Property History

Estimated annual taxes for this property

YearEst. Tax
2024$15,606
2023$15,216
2022$14,826

Source: Owl’s Nest Real Estate estimate from the list price at New Hampshire’s average effective tax rate — not PrimeMLS or town assessor data. Verify with the town assessor.

Market Data

Live snapshot computed by Owl’s Nest Real Estate from PrimeMLS IDX active listings in this town

  • Active listings in Windham30
  • Average list price$853,618
  • Price range$325,000 – $1,600,000

Mortgage Calculator

Estimate your monthly payment for this home

20%
Loan Term
6.5%
Estimated monthly payment$6,134 / mo
  • Principal & Interest$4,642
  • Property Tax$1,301
  • Home Insurance$191

Source: Owl’s Nest Real Estate estimate, not PrimeMLS data. 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 21 Oak Street, Windham, NHSource: Google Maps Platform (Places) and Owl’s Nest Real Estate — not PrimeMLS data.

ElementaryGolden Brook Elementary School
MiddleWindham Middle School
High SchoolWindhamHig
DistrictWindham School District
$918,000/ Asking Price
For SaleActive

Listed by REAL Broker NH, LLC · Kristin Reyes

Est. $4,642 / mo20% down · 30yr · 6.5%

Owl’s Nest Real Estate estimate, not MLS data.

Tom DeMatteo

Tom DeMatteo

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Questions About This Listing

How much does 21 Oak Street cost?

21 Oak Street in Windham, NH is listed at $918,000.

That works out to about $662 per square foot.

How many bedrooms and bathrooms does 21 Oak Street have?

The home has 3 bedrooms and 2 bathrooms.

It offers 1,387 square feet of living space.

What type of home is 21 Oak Street?

Single-family home in Windham, New Hampshire, built in 1985.

What area is 21 Oak Street in?

The property is in Windham, New Hampshire (03087).

How do I find 21 Oak Street on the MLS?

The MLS number is #5109928 (PrimeMLS), listed on September 15, 2026.

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. Data last updated 09/28/26.