Listed by REAL Broker NH, LLC · Kristin Reyes · Phone: 603-945-1539

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Single Family Residence · Windham, NH

ActiveFor SalePrice Reduced

21 Oak Street, Windham, NH

$850,000

$918,000 · changed Oct 18, 2026

Est. $4,298/mo · 20% down, 30-yr, 6.5% (Owl’s Nest Real Estate estimate, not MLS data)

Beds
3
Baths
2
Sq Ft
1,387
Built
1985
MLS®
#5109928

Property Description

Here's your chance at a Windham single-family home: 21 Oak Street, priced at $850,000. 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: a 0.11-acre lot, 1985 construction and roughly $613 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 $850,000. That works out to about $613 per square foot, for a home built in 1985. It has been on the market for 7 weeks.

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
$612.83
Property Type
Single Family Residence
Year Built
1985
County
NH-Rockingham
Town
Windham, NH
Status
Active
Days on Market
43

Primary Features

County
NH-Rockingham
Property Type
Residential
Year Built
1985
Zoning
RDA

Interior Features

Appliances
Dishwasher, Electric Range, Refrigerator
Basement
No
1/4 Baths
0
3/4 Baths
1
Cooling
Wall Unit(s)
Electric
100 Amp Service
Flooring
Carpet, Tile
Heating
Electric
Interior Features
Cathedral Ceiling(s)
Rooms - Total
6
SqFt-Approximate Finished Above Grade
1,387
SqFt-Approximate Finished Below Grade
0
SqFt Approximate Total Finished
1,387
SqFt Approximate Total
1,387

Location Information

School - District
Windham School District
School - Elementary
Golden Brook Elementary School
School - High
WindhamHig
School - Middle/Jr
Windham Middle School

Financial Details

Tax - Gross Amount
$14,068
Tax Year
2026
Taxes TBD
No

Additional

Construction Status
Existing
Construction
Wood Frame, Wood Siding
Covenants
No
Flood Zone
No
Pre-Construction
No
Property Sub Type
Single Family Residence
Seasonal
Yes
Total Stories
Two
Surveyed
No
Timeshare/Fractional Ownership
No
Water Access Details
Directly Adjoining

External Features

Color
brown
Driveway
Paved
Exterior Features
Boat Slip, Dock, Deck, Shed
Foundation
Concrete Slab
Garage
No
Lot Features
Landscaped, Level, Near School(s)
Lot - Acres
0.11
Lot - SqFt
4,792
Road Frontage Type
Private Road, Privately Maintained
Road Frontage
TBD
Roof
Asphalt Shingle
Sewer
Holding Tank
Utilities
Other
Water Source
Drilled Well
Water Body Type
Pond

MLS®: PrimeMLS #5109928; Listed by REAL Broker NH, LLC · Kristin Reyes · Phone: 603-945-1539

Property History

Estimated annual taxes for this property

2024
$14,450
2023
$14,089
2022
$13,728

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 Windham
30
Average list price
$795,764
Price range
$444,900 – $1,100,000

Mortgage Calculator

Estimate your monthly payment for this home

Loan Term

Estimated Monthly Payment

$5,679/ mo

Principal & Interest
$4,298
Property Tax
$1,204
Home Insurance
$177

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, NH

Assigned Schools

Elementary
Golden Brook Elementary School
Middle
Windham Middle School
High School
WindhamHig
District
Windham School District

Source: Google Maps Platform (Places) and Owl’s Nest Real Estate — not PrimeMLS data.

Questions About This Listing

How much does 21 Oak Street cost?

21 Oak Street in Windham, NH is listed for $850,000 on PrimeMLS.

That is about $613 per square foot of finished living space.

It came on the market on September 15, 2026.

How many bedrooms and bathrooms does 21 Oak Street have?

21 Oak Street in Windham, NH has 3 bedrooms and 2 bathrooms (1 three-quarter and 1 half) in 1,387 square feet of finished living space.

What type of home is 21 Oak Street?

21 Oak Street in Windham, NH is a single-family home built in 1985.

The MLS lists its style as A Frame, with two stories.

The MLS marks it as a seasonal property, so check year-round access and systems.

What town is 21 Oak Street in?

21 Oak Street is in Windham, New Hampshire 03087, in Rockingham County.

Location notes from the MLS: near school(s).

What is the lot size of 21 Oak Street?

21 Oak Street in Windham, NH sits on 0.11 acres, per the MLS.

The lot is described as landscaped and level.

Zoning: RDA.

The MLS lists it as outside a flood zone.

What are the annual property taxes for 21 Oak Street?

Annual property taxes on 21 Oak Street in Windham, NH are $14,068 for the 2026 tax year, per the MLS.

New Hampshire towns set their own tax rates and revalue periodically, so confirm the current bill with the Windham assessing office.

What heating and cooling does 21 Oak Street have?

21 Oak Street in Windham, NH is heated by electric, per the MLS.

Cooling: wall unit(s).

What are the water and sewer systems at 21 Oak Street?

21 Oak Street in Windham, NH has a private drilled well, per the MLS.

MLS details — water: drilled well; sewer: holding tank.

Electric: 100 amp service.

Plan a water test and septic inspection during your inspection period.

Does 21 Oak Street have a basement?

No. The MLS lists no basement at 21 Oak Street in Windham, NH.

What are the key features of 21 Oak Street?

Inside, the MLS lists these features at 21 Oak Street in Windham, NH: cathedral ceiling(s).

Outside: boat slip, dock, deck and shed.

Flooring: carpet and tile.

Listed appliances: dishwasher, electric range and refrigerator; confirm which ones convey in the purchase agreement.

What parking does 21 Oak Street have?

The MLS lists no garage at 21 Oak Street in Windham, NH; parking is off a paved driveway.

Is 21 Oak Street a waterfront property?

Yes. The MLS lists 21 Oak Street in Windham, NH as a waterfront property on a pond.

Water access: directly adjoining.

The MLS lists a dock.

Confirm frontage, shoreland rules and any dock or beach rights during due diligence.

What school district is 21 Oak Street in?

The MLS places 21 Oak Street in Windham, NH in the Windham School District.

Listed schools: Golden Brook Elementary School (elementary), Windham Middle School (middle) and WindhamHig (high).

School assignments can change; confirm with the district.

Is 21 Oak Street still for sale?

Yes. 21 Oak Street in Windham, NH is listed as Active on PrimeMLS (MLS #5109928).

Status can change quickly; contact us to confirm availability before you visit.

Which brokerage has 21 Oak Street listed?

21 Oak Street in Windham, NH is listed by Kristin Reyes of REAL Broker NH, LLC (855-450-0442).

Owl's Nest Real Estate shows it through the PrimeMLS IDX feed; we are not the listing brokerage.

How does the price of 21 Oak Street compare with other Windham listings?

At $850,000, 21 Oak Street in Windham, NH is priced above the $749,900 median asking price of the 19 single-family homes for sale in Windham on PrimeMLS as of November 3, 2026 (this listing included).

That figure is Owl's Nest Real Estate's analysis of active listings, and asking prices are not sale prices — ask us for recent comparable sales before you make an offer.

How can I see 21 Oak Street in person?

To see 21 Oak Street in Windham, NH, use Request a Showing on this page or call Owl's Nest Real Estate at 401-648-5308.

We can show any MLS-listed home and represent you as your buyer's agent; the listing brokerage represents the seller.

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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 11/03/26.