21 Osgood St, Windham, NH 03087
Property image
Property image
OFF MARKET

21 Osgood St
Windham, NH 03087

  • 4 Beds
  • 3.5 Baths
  • 4,100 sqft (on 1.42 acres)

$1,144,200

Trulia Estimate
as of Jul 4, 2026
Est. Refi. Payment $7,081/mo*

$1,144,200

Trulia Estimate
as of Jul 4, 2026
Est. Refi. Payment $7,081/mo*
4 Beds
3.5 Baths
4,100 sqft
(on 1.42 acres)

Local Information

  • Map ViewExplore the area around 21 Osgood St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Private Entrance for your HOME BUSINESS or apartment or au par or IN LAW!!! This custom home is located in an exclusive neighborhood and welcomes your extended family. It features the best and most sought after in-law suite imaginable! A truly self-contained residence within the home, this accessory apartment has its own private entrance invisible from the road, a full kitchen and bath, and personal balcony to the back yard. The main house has beautiful cherry hardwood floors, a spectacular family room flooded with daylight from all the windows and a cozy, romantic fireplace. An atrium door leads to the deck overlooking the private yard and woods. The master bedroom is a retreat unto itself, open and spacious with a great walk-in closet and luxurious spa bathroom. The second floor bedrooms are generously-sized and the finished bonus room serves as a playroom or secluded haven for guests. A short stroll through the neighborhood brings you to nature paths waiting to be explored while walking through the woods!
21 Osgood St, Windham, NH 03087 is a 4 bedroom, 4 bathroom, 4,100 sqft single-family home built in 2000. It last sold for $640,000 on Mar 7, 2019. It is currently off market. The Trulia Estimate is $1,144,200, with a rent estimate of $6,531/month.

Home Highlights

Parking
Garage
Outdoor
Patio, Deck
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 21 Osgood St

Interior Features

Interior Details
BasementAtticNumber of Rooms: 11Types of Rooms: Walk In Closet, Dining Room
Heating & Cooling
Heating: Baseboard, OilHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet
Appliances & Utilities
DishwasherMicrowave
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Stone, VinylPatio
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 2000Year Updated: 2006
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 1.42 acres

Price History for 21 Osgood St

DatePriceEventSource
03/07/2019$640,000Sold
PrimeMLS #4709069
02/06/2019$664,999PendingAgent Provided
01/31/2019$664,999PendingToActiveAgent Provided
01/17/2019$664,999PendingAgent Provided
12/14/2018$664,999PendingToActiveAgent Provided
11/15/2018$664,999PendingAgent Provided
10/23/2018$664,999PriceChange
Agent Provided
10/09/2018$679,900PriceChange
Agent Provided
08/31/2018$699,900PriceChange
Agent Provided
07/26/2018$750,000Listed For SaleAgent Provided
03/29/2000$120,000Sold
N/A

Market trends in Windham

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
56
12
MoM
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Property Tax and Assessment

Year2024
Tax$14,730
Assessment$650,600
Home facts updated by county records

Comparable Sales for 21 Osgood St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.53
Single-Family Home
$1,050,000
11/25/25
4
3.5
4,168
0.42
Single-Family Home
$660,000
02/27/26
4
2.5
2,206
0.78
Single-Family Home
$880,000
05/29/26
4
3.5
3,882
0.62
Single-Family Home
$1,250,000
09/23/25
4
3
3,866
0.90
Single-Family Home
$785,000
07/29/25
4
3.5
2,884
0.65
Single-Family Home
$1,220,000
03/06/26
4
2.5
3,488
0.71
Single-Family Home
$960,000
06/04/26
4
2.5
3,191
0.93
Single-Family Home
$640,000
11/07/25
3
2.5
2,874
0.83
Single-Family Home
$715,000
12/15/25
4
3
2,706
1.02
Single-Family Home
$965,000
06/29/26
4
2.5
3,905

Nearby homes

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Assigned Schools

These are the assigned schools for 21 Osgood St.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Windham

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

  • 88 % Say it's quiet

  • 88 % Say people would walk alone at night

  • 87 % Say there's holiday spirit

  • 85 % Say yards are well-kept

  • 82 % Say there's wildlife

  • 69 % Say kids play outside

  • 62 % 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

  • 12 % Say there are sidewalks

  • 11 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • M Rideout
    "Nicest town in New Hampshire by far, safe, good schools, easy access to 93. Taxes are high but you get what you pay for I guess. "
  • Viren.patel
    "You see dog owners walking here all the time. Everyone is so friendly & nice that you feel like a part of one big family. "
  • Renee C.
    "Recreation department has a lot of town events at the park at the library They have dog Halloween parade Town beach hs many water activity’s "
  • Caitlinschiffer
    "Strawberry Festival, concerts in the common, Griffen Park sports and recreation fields, tennis, basketball. Great community restaurants, Old School, Reds Tavern, Common Man, Windham Restuarant. "
  • Tammy V.
    "all the dogs in my neighborhood are small and friendly, everyone picks up after their dogs for the most part. "
  • Morgan.pm
    "Everyone has a dog and everyone knows all the neighbors dogs names and they are all friends. Okay people allow their dogs to run around leash free during the day. A great neighborhood for walking your dogs. Everyone is super friendly. Everyone cleans up after their pups"
  • Rebekah S.
    "Lots of room to run in yards, lots of doggy friends and neighbors, lots of great vets and hospitals and safe to walk on road anytime of day "
  • 13mnesti
    "Quiet small town community with all the necessary shops, delicious restaurants, and close proximity to the mountains, beach, and city "
  • Vismay S.
    "It’s an awesome town to raise kids & live your entire life in. It is very conveniently located suburb. "
  • deborahemyers
    "I think it is a little piece of heaven close enough to Boston to be worth the extra 1/2 hour drive from a "normal" commute."
  • deborahemyers
    "Used to live there and going back ASAP. Windham has spoiled me for other areas, if you need to be in the southern New Hampshire, or Boston area at all. "
  • cb_bullock
    "Snob Quotient very high. Has become over-built Easy access to rte 93; state rtes 111, 128, 3"
  • karting4fun
    "The area is well kept, quiet, friendly, and clean. Very close to schools. "

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