Listed by Kristin Reyes, REAL Broker NH, LLC, (603) 945-1539
$850,000
Original price: $918,000
3 Beds
1.5 Baths
1,387 sqft
21 Oak Street, Windham, NH 03087
Est. Mortgage $5,743/mo*
Get Pre-QualifiedWe estimate this home will sell faster than 93% nearby.
Home Highlights
Single-Family Home
Built in 1985
$613/sqft
Local Information
- Map ViewExplore the area around 21 Oak Street.
- Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
- Shop & Eat
-- mins to
About this House
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.
We estimate this home will sell faster than 93% nearby.
Open House
Sunday, October 25
11:00 AM to 1:00 PM
Home Details for 21 Oak Street
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Interior Details Number of Rooms: 6 |
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (three quarters): 1Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 1387 Square Feet |
Appliances & Utilities Utilities: OtherAppliances: Dishwasher, Electric Range, RefrigeratorDishwasherRefrigerator |
Heating & Cooling Heating: ElectricHas CoolingAir Conditioning: Wall Unit(s)Has HeatingHeating Fuel: Electric |
Gas & Electric Electric: 100 Amp Service |
Windows, Doors, Floors & Walls Flooring: Carpet, Tile |
Levels, Entrance, & Accessibility Stories: 2Levels: TwoFloors: Carpet, Tile |
View Has a ViewView: Water |
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Exterior Home Features Roof: Asphalt ShingleExterior: Boat Slip/Dock, Dock, Deck, ShedFoundation: Concrete Slab |
Parking & Garage No GarageParking: Paved |
Frontage WaterfrontRoad Frontage: TBD, Private RoadResponsible for Road Maintenance: Private Maintained RoadOn Waterfront |
Water & Sewer Sewer: Holding TankWater Body: Cobbetts Pond |
Farm & Range Frontage Length: Water frontage: 48 |
Finished Area Finished Area (above surface): 1387 Square Feet |
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Days on Market: 34 |
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Year Built Year Built: 1985 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: A-Frame |
Building Construction Materials: Wood Frame, Wood SidingNot a New Construction |
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Price List Price: $850,000Price Per Sqft: $613 |
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MLS Status: Active |
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Direction & Address City: Windham |
School Information Elementary School: Golden Brook Elementary SchoolElementary School District: Windham School DistrictJr High / Middle School: Windham Middle SchoolJr High / Middle School District: Windham School DistrictHigh School: Windham High SchoolHigh School District: Windham School District |
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Listing Agent Listing ID: 5109928 |
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Building Area Building Area: 1387 Square Feet |
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Lot Area: 4792 sqft |
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Special Conditions: Standard |
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Mls Number: 5109928Water ViewWater View: WaterAttribution Contact: Phone: 603-945-1539Above Grade Unfinished Area: 1387Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area Source: PlansBelow Grade Unfinished Area Units: Square Feet |
Around this home
What Locals Say about Windham
This October
Trick-or-Treat Score
Built from what locals say about this neighborhood.- 87% say there's holiday spirit
- 61% say neighbors are friendly
- 52% say there are community events
Trulia Trick or TreatStart Ghost Hunt
At least 42 Trulia users voted on each feature.
96 % Say car is needed
94 % Say it's dog friendly
92 % Say parking is easy
89 % Say people would walk alone at night
88 % Say it's quiet
87 % Say there's holiday spirit
85 % Say yards are well-kept
82 % Say there's wildlife
69 % Say kids play outside
61 % Say neighbors are friendly
53 % Say they plan to stay for at least 5 years
52 % Say there are community events
14 % Say streets are well-lit
13 % Say it's walkable to grocery stores
12 % Say there are sidewalks
Sourced by Trulia users. Learn more about our methodology.
Market trends in Windham
Last updated September 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
43
7MoM
Sourced by Trulia Market Trends
Home Value
Trulia Estimate
$836KSince last month
Decreased$75K (-8.3%)Since last year
Decreased$32K (-3.6%)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 +107% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| October 2026 | $836K |
| September 2026 | $912K |
| August 2026 | $893K |
| July 2026 | $885K |
| June 2026 | $886K |
| May 2026 | $840K |
| April 2026 | $843K |
| March 2026 | $834K |
| February 2026 | $805K |
| January 2026 | $800K |
2025 | |
2024 | |
2023 | |
2022 | |
2021 | |
2020 | |
2019 | |
2018 | |
2017 | |
2016 | |
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 |
|---|---|---|---|---|---|---|---|
0.14 | Single-Family Home | $485,000 | 05/29/26 | 2 | 1 | 834 | |
0.62 | Single-Family Home | $625,000 | 09/11/26 | 3 | 2 | 1,526 | |
0.39 | Single-Family Home | $831,000 | 07/01/26 | 3 | 1.5 | 1,223 | |
0.37 | Single-Family Home | $950,000 | 06/26/26 | 3 | 1 | 1,156 | |
0.37 | Single-Family Home | $1,850,000 | 09/18/26 | 3 | 3.5 | 2,574 | |
0.31 | Single-Family Home | $999,999 | 09/25/26 | 2 | 3.5 | 2,071 | |
0.27 | Single-Family Home | $2,500,000 | 08/26/26 | 5 | 3 | 3,219 |
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 |
|---|---|---|---|---|---|---|
0.01 | $628,200 | Studio | - | - | Off Market | |
0.02 | $1,831,100 | 4 | 4 | 3,100 | Off Market | |
0.02 | $290,900 | 2 | 1 | 669 | Off Market | |
0.02 | $379,300 | 3 | 1 | 1,080 | Off Market | |
0.03 | $1,999,000 | 3 | 4 | 3,513 | Off Market | |
0.03 | $971,200 | 2 | 1 | 1,260 | Off Market | |
0.04 | $660,800 | 2 | 1 | 1,014 | Off Market | |
0.04 | $420,000 | 2 | 1 | 900 | Recently Sold | |
0.04 | $444,300 | 2 | 1 | 1,004 | Off Market | |
0.04 | $1,670,100 | 3 | 3 | 3,135 | Off Market | |
0.04 | $555,600 | 2 | 2 | 1,320 | Off Market | |
0.05 | $825,500 | 2 | 2 | 1,193 | Off Market | |
0.05 | $475,000 | 3 | 2 | 1,590 | Off Market | |
0.06 | $1,096,700 | 4 | 1 | 1,488 | Off Market | |
0.06 | $1,572,000 | 5 | 5 | 3,671 | Off Market | |
0.06 | $472,100 | 3 | 1.5 | 1,612 | Off Market | |
0.07 | $1,039,000 | 4 | 1 | 1,117 | Off Market | |
0.07 | $1,001,500 | 3 | 3 | 2,072 | Off Market | |
0.08 | $1,503,200 | 2 | 4 | 2,276 | Off Market | |
0.09 | $1,178,300 | 3 | 2 | 1,677 | Off Market |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Oct 19, 2026 Source: PrimeMLS #5109928 | PriceChange | $850,000 Price decreased by 7% |
Sep 21, 2026 Source: PrimeMLS #5109928 | Listed For Sale | $918,000 |
Dec 22, 2017 Source: Agent Provided | ListingRemoved | $1,795 |
Nov 16, 2017 Source: Agent Provided | Listed For Rent | $1,795 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2024 | $12,210 | $539,300 |
Home facts updated by county records
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Kristin Reyes, REAL Broker NH, LLC, Phone: 603-945-1539
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 2026-10-20 12:13:49 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.
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.
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Frequently asked questions about 21 Oak Street
- What is the estimated monthly payment for 21 Oak Street?Based on a $850,000 list price with 20% down at today's rates, the estimated monthly payment for 21 Oak Street in Windham, NH is approximately $5,783 (about $4,730 principal & interest, $978 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
- What do residents say about Windham?Residents describe Windham, NH as dog-friendly, easy to park in, and quiet. Most residents say you need a car. See homes for sale in Windham, NH.
- What are the closest schools to 21 Oak Street?The closest schools to 21 Oak Street in Windham, NH are Golden Brook Elementary School (Pre-K, rated 8/10), Windham Center School (Elementary, rated 9/10), Windham High School (rated 9/10).
- What is 21 Oak Street estimated to be worth?Trulia's estimated value for 21 Oak Street in Windham, NH is $836,300.
- Does 21 Oak Street have air conditioning?Yes, 21 Oak Street in Windham, NH has air conditioning.
- How big is the lot at 21 Oak Street?The lot at 21 Oak Street in Windham, NH is about 0.11 acres (4,792 sq ft).
21 Oak Street, Windham, NH 03087 is a 3 bedroom, 2 bathroom, 1,387 sqft single-family home built in 1985. This property is currently available for sale and was listed by PrimeMLS on Sep 15, 2026. The MLS # for this home is MLS# 5109928.