27 Pleasant Street, Windham, NH 03087
Property image
Property image
OFF MARKET
Listed by Haynes Realty Group, Keller Williams Gateway Realty, (603) 883-8400 . Bought with Realty One Group Next Level

$424,200

Trulia Estimate
  • 2 Beds
  • 2.5 Baths
  • 1,635 sqft

27 Pleasant Street, Windham, NH 03087

Currently Off Market - Sold Apr 17, 2025 for $410,000

Home Value

Trulia Estimate
$424K
Since last month
Increased$5K (+1.1%)
Since last year
Increased$15K (+3.7%)
Since last sale
Increased$15K (+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 +79% in the last 10 years
MonthEstimated value
2026
August 2026$425K
August 2026$424K
July 2026$420K
June 2026$417K
May 2026$415K
April 2026$418K
March 2026$423K
February 2026$419K
January 2026$418K
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
0.03
Townhouse
$399,900
02/18/26
2
2.5
1,522
0.14
Townhouse
$402,500
02/19/26
2
2.5
1,642
0.14
Townhouse
$399,900
02/18/26
2
2.5
1,522
0.15
Townhouse
$435,000
06/15/26
2
2.5
1,522
0.19
Townhouse
$451,000
05/21/26
2
2.5
1,522
0.25
Townhouse
$425,000
02/20/26
2
2.5
1,606
0.23
Townhouse
$490,000
06/15/26
2
2.5
1,522
0.25
Townhouse
$475,000
03/27/26
2
2.5
1,529
0.26
Townhouse
$475,000
03/27/26
2
2.5
1,529
0.25
Townhouse
$490,000
06/15/26
2
2.5
1,522

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
0.03
$399,900
2
2.5
1,522
Recently Sold
0.00
$428,100
2
2.5
1,522
Off Market
0.06
$441,700
2
2.5
1,522
Off Market
0.04
$868,600
3
3.5
4,215
Off Market
0.10
$452,000
2
2.5
1,529
Off Market
0.11
$456,900
3
2.5
1,715
Off Market
0.14
$430,000
2
2.5
1,522
Recently Sold
0.14
$402,500
2
2.5
1,642
Recently Sold
0.14
$399,900
2
2.5
1,522
Recently Sold
0.13
$735,000
3
3
3,148
Recently Sold
0.15
$446,800
2
2.5
1,522
Off Market

Local Information

  • Map ViewExplore the area around 27 Pleasant Street.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Townhouse
Built in 2001
1,635 sqft
$259/sqft
Garage

About this House

Welcome to 27 Pleasant Street, a beautifully maintained home in one of Windham’s most desirable 55+ communities! Offering over 1600+ sq ft of finished living space, this inviting 2-bedroom, 2.5-bath condo has been freshly painted throughout and features brand-new carpeting, making it truly move-in ready. The main level offers easy one-level living, highlighted by hardwood flooring in the living room, dining area, and kitchen. The first-floor primary suite includes a private bath, while the convenient first-floor laundry adds to the effortless lifestyle. Enjoy your morning coffee in the charming three-season sunroom, perfect for relaxing and taking in the peaceful surroundings. Upstairs, a spacious loft area with a large walk-in closet and a full bath provides additional living space - ideal for guests, a home office, or a hobby area. The unfinished walkout basement is a blank canvas, ready for storage or future expansion. Set in a sought-after 55+ community with a fantastic location, this home is just minutes from shopping, dining, and major highways. Don’t miss your chance to make 27 Pleasant Street your next home! Schedule your showing today!
27 Pleasant Street, Windham, NH 03087 is a 2 bedroom, 3 bathroom, 1,635 sqft townhouse built in 2001. It last sold for $410,000 on Apr 17, 2025 (3% above the $399,900 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $424,200, with a rent estimate of $3,535/month.

Home Details for 27 Pleasant Street

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Concrete,Full,Interior Stairs,Unfinished,Walkout,Exterior Entry,Walk-Out AccessNumber of Rooms: 6
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1635 Square Feet
Appliances & Utilities
Utilities: CableAppliances: Dishwasher, Dryer, Microwave, Electric Range, Refrigerator, WasherDishwasherDryerLaundry: 1st Floor LaundryMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Gas & Electric
Electric: Circuit Breakers
Windows, Doors, Floors & Walls
Flooring: Carpet, Hardwood, Tile
Levels, Entrance, & Accessibility
Stories: 1.5Levels: One and One HalfAccessibility: 1st Floor 1/2 Bathroom, 1st Floor Bedroom, 1st Floor Full Bathroom, 1st Floor Hrd Surfce Flr, Mailbox Access w/No Steps, Bathroom w/Step-in Shower, Bathroom w/Tub, Hard Surface Flooring, Kitchen w/5 Ft. Diameter, One-Level Home, Paved Parking, 1st Floor LaundryFloors: Carpet, Hardwood, Tile
View
No View
Security
Security: Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: Asphalt ShinglePatio / Porch: Patio, Enclosed PorchFoundation: Poured Concrete
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageHas Open ParkingParking Spaces: 1Parking: Shared Driveway,Paved,Driveway,Garage,Attached
Frontage
Road Frontage: None, Association, Cul-de-Sac, Private Road, SharedRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Community, Private Sewer
Finished Area
Finished Area (above surface): 1635 Square Feet

Property Information

Year Built
Year Built: 2001
Property Type / Style
Property Type: ResidentialProperty Subtype: Condominium, TownhouseStructure Type: TownhouseArchitecture: Townhouse
Building
Building Name: Whispering WindsConstruction Materials: Wood Frame, Vinyl SidingNot a New Construction

Price & Status

Price
List Price: $399,900

Location

Direction & Address
City: Windham

Building

Building Area
Building Area: 2669 Square Feet

Community

Is a Senior CommunityUnits in Building: 8

HOA

HOA Fee Includes: Maintenance Grounds, Plowing, Sewer, Trash, Water

Miscellaneous

BasementMls Number: 5032826Additional Fee Info: Fee: $420Above Grade Unfinished Area: 1635Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 1034Below Grade Unfinished Area Source: MeasuredBelow Grade Unfinished Area Units: Square Feet

Price and Tax history

DateEventPrice
Apr 17, 2025
Source: PrimeMLS #5032826
Sold
$410,000
Mar 25, 2025
Source: PrimeMLS #5032826
Contingent
$399,900
Mar 20, 2025
Source: PrimeMLS #5032826
Listed For Sale
$399,900
Dec 27, 2017
Source: N/A
Sold
$255,000
Nov 9, 2017
Source: Agent Provided
Pending
$255,000

Market trends in Windham

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
50
2
MoM

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

  • 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.
  • 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. "

LGBTQ Local Legal Protections

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 2026-09-13 00:58:24 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.

Frequently asked questions about 27 Pleasant Street

  • What is 27 Pleasant Street estimated to be worth?
    Trulia's estimated value for 27 Pleasant Street in Windham, NH is $424,200.
  • What is the price history for 27 Pleasant Street?
    27 Pleasant Street in Windham, NH last sold for $410,000 in April 2025.
  • Is Windham a buyer's or seller's market?
    Windham is currently a seller's market, based on recent for-sale activity.
  • 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 recently sold homes in Windham, NH.
  • Does 27 Pleasant Street have air conditioning?
    Yes, 27 Pleasant Street in Windham, NH has air conditioning.
  • Does 27 Pleasant Street have laundry facilities?
    Yes, 27 Pleasant Street in Windham, NH has in-unit laundry.

Explore by feature - Air Conditioning

Explore by feature - Washer/dryer

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