27 Pleasant Street

Closed 4/17/25
Closed 4/17/25
Gallery Image 1
Gallery Image 2
Gallery Image 3
Gallery Image 4
Gallery Image 5
Gallery Image 6
Gallery Image 7
Gallery Image 8
Gallery Image 9
Gallery Image 10
Gallery Image 11
Gallery Image 12
Gallery Image 13
Gallery Image 14
Gallery Image 15
Gallery Image 16
Gallery Image 17
Gallery Image 18
Gallery Image 19
Gallery Image 20
Gallery Image 21
Gallery Image 22
Gallery Image 23
Gallery Image 24
Gallery Image 25
Gallery Image 26
Gallery Image 27
Gallery Image 28
Gallery Image 29
Gallery Image 30
Gallery Image 31
Gallery Image 32
Gallery Image 33
Gallery Image 34
Gallery Image 35
Gallery Image 36
Gallery Image 37
Sold
Last Sold Price
$410,000
2 beds1,635 sqft
27 Pleasant St, Windham, NH 03087
CondoProperty Type
2001Year Built
$251/sq ftPrice per sq ft
$420/moHOA Fees
1 carParking Spaces

Description

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...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!

    Sold By Realty One Group Next Level

    • Listed by: Haynes Realty Group • Keller Williams Gateway Realty
    Listing closed: 04/17/2025 12:00 AM • Source: New England Real Estate Network, MLS#: 5032826

    Recent comparable sales

    Median sold price

    $430,000

    Avg days on market

    8

    Sale-to-list ratio

    104.6%

    Windham, NH

    9 comparable properties found

    $399,900 | 34 Pleasant Street, Windham, NH 03087
    1/31
    1

    $399,900

    Sold 02/18/26

    2
    Bedrooms
    1,522
    Square Feet
    Unavailable
    Acres

    34 Pleasant Street, Windham, NH 03087

    a view of a house with a backyard
    1/31
    2

    $399,900

    Sold 02/18/26

    2
    Bedrooms
    1,522
    Square Feet
    Unavailable
    Acres

    34 Pleasant Street, Unit 34, Windham, NH 03087

    $420,000 | 36 Pleasant Street, Windham, NH 03087
    1/35
    3

    $420,000

    Sold 11/08/24

    2
    Bedrooms
    1,522
    Square Feet
    Unavailable
    Acres

    36 Pleasant Street, Windham, NH 03087

    $430,000 | 18 Pleasant Street, Windham, NH 03087
    1/39
    4

    $430,000

    Sold 05/15/26

    2
    Bedrooms
    1,522
    Square Feet
    Unavailable
    Acres

    18 Pleasant Street, Windham, NH 03087

    $435,000 | 63 Pleasant Street, Windham, NH 03087
    1/39
    5

    $435,000

    Sold 06/15/26

    2
    Bedrooms
    1,522
    Square Feet
    Unavailable
    Acres

    63 Pleasant Street, Windham, NH 03087

    $425,000 | 75 Brookview Road, Windham, NH 03087
    1/31
    6

    $425,000

    Sold 02/20/26

    2
    Bedrooms
    1,606
    Square Feet
    Unavailable
    Acres

    75 Brookview Road, Windham, NH 03087

    $475,000 | 51 Brookview Road, Windham, NH 03087
    1/37
    7

    $475,000

    Sold 03/27/26

    2
    Bedrooms
    1,529
    Square Feet
    Unavailable
    Acres

    51 Brookview Road, Windham, NH 03087

    a front view of a house with garden
    1/38
    8

    $475,000

    Sold 03/27/26

    2
    Bedrooms
    1,529
    Square Feet
    Unavailable
    Acres

    51 Brookview Road, Unit 4 1, Windham, NH 03087

    $490,000 | 64 Brookview Road, Windham, NH 03087
    1/36
    9

    $490,000

    Sold 06/15/26

    2
    Bedrooms
    1,522
    Square Feet
    Unavailable
    Acres

    64 Brookview Road, Windham, NH 03087

    Get preapproved with Rocket Mortgage1

    Location

    Add your commute

    Payment Calculator

    Get preapproved with Rocket Mortgage1

    $3,016 per month

    30 year fixed, 6.71% Interest

    Principal and Interest

    $2,119

    Property Taxes

    $477

    HOA Dues

    $420

    The Payment Calculator is for illustrative purposes only.

    Know your buying power with a preapproval and custom rate in minutes

    Rocket Mortgage1

    Property Information for 27 Pleasant Street

    Property Details
    • Taxes: $5,729 / year
    • MLS Type: Residential / Condo
    • County: Rockingham County
    • Parking: Driveway, Garage, Attached
    • Water View: No
    • Waterfront Property: No
    • Zoning: RDC
    Building Information
    • Building/Complex: Whispering Winds
    • Stories: 1
    • Residences: 8
    • Year Built: 2001
    Summary
    Location and General Information
    • City: Windham
    • County: NH-Rockingham
    • Directions: Take Route 111 to Mammoth Road, then make a right turn onto Pleasant Street. Unit #27 is in the first building on the right side.
    • Latitude: 42.786260352340321
    • Longitude: -71.357612994689930
    • Road Frontage: No
    • Seasonal: No
    • State: NH
    • Street Designation: Street
    • Map: 19
    • Zip Code: 03087
    Taxes and HOA Information
    • Condo Fees: Yes
    • Fee: $420.00
    • Fee Frequency: Monthly
    • Fee Includes: Landscaping, Plowing, Sewer, Trash, Water
    • Tax Year: 2023
    • Taxes TBD: No
    Parking
    • Garage: Yes
    • Garage Capacity: 1.00
    • Driveway: Common/Shared, Paved
    Property
    Lot Information
    • Block: A
    • Lot: 800
    • Lot Features: Condo Development, Landscaped, Level
    • Lot Size Acres: 0.0
    • Square Feet Apx Finished Above Grade: 1635.0
    • Square Feet Apx Finished AG Source: Measured
    • Square Feet Apx Finished Below Grade: 0.0
    • Square Feet Apx Finished BG Source: Measured
    • Square Feet Apx Total: 2669.0
    • Square Feet Apx Total Finished: 1635.0
    • Square Feet Apx Unfinished Above Grade: 0.0
    • Square Feet Apx Unfinished AG Source: Measured
    • Square Feet Apx Unfinished Below Grade: 1034.0
    • Square Feet Apx Unfinished BG Source: Measured
    • Water Body Access: No
    Property and Assessments
    • Current Use: No
    • Condo Name: Whispering Winds
    • Property Class: Residential
    • Property Type: Condo
    • Easements: Unknown
    • Flood Zone: Unknown
    • Foundation: Poured Concrete
    • Owned Land: No
    • PreConstruction: No
    • Resort: No
    • Surveyed: Unknown
    • Year Built: 2001
    Utilities
    • Electric: Circuit Breaker(s)
    • Sewer: Community, Private
    • Water Source: Community, Private
    • Utilities: Cable
    • Internet: Internet - Cable
    Interior and Exterior Features
    Exterior Features
    • Color: Beige
    • Construction Materials: Wood Frame, Vinyl Siding
    • Features - Accessibility: 1st Floor 1/2 Bathroom, 1st Floor Bedroom, 1st Floor Full Bathroom, 1st Floor Hrd Surfce Flr, Access Mailboxes 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 Laundry
    • Features - Exterior: Patio, Porch - Enclosed
    • Roof: Shingle - Asphalt
    Interior Features
    • Appliances: Dishwasher, Dryer, Microwave, Range - Electric, Refrigerator, Washer
    • Basement: Yes
    • Basement Access Type: Walkout
    • Basement Description: Concrete, Full, Stairs - Interior, Unfinished, Walkout, Exterior Access
    • Baths - Total: 3
    • Baths - Full: 2
    • Half Baths: 1
    • One Quarter Baths: 0
    • Three Quarter Bath: 0
    • Rooms - Total: 6
    • Rooms: Level 1: Level 1: Bath - 1/2, Level 1: Dining Room, Level 1: Kitchen, Level 1: Living Room, Level 1: Primary Bdm Ste, Level 1: Sunroom
    • Rooms: Level 2: Level 2: Primary Bdm Ste
    • Bedrooms - Total: 2
    • Equipment: Smoke Detector
    • Features - Interior: Central Vacuum, Ceiling Fan, Dining Area, Kitchen/Dining, Kitchen/Living, Primary BR w/ BA, Natural Light, Storage - Indoor, Vaulted Ceiling, Walk-in Closet, Laundry - 1st Floor
    • Flooring: Carpet, Hardwood, Tile
    • Heating: Forced Air
    • Cooling: Central AC
    • Total Stories: 1.5
    Room Information
    Room 1
    • Room Dimensions: 13'0"x13'1"
    • Room Level: 1
    • Room Type: Primary BR Suite
    Room 2
    • Room Dimensions: 15'9"x19'4"
    • Room Level: 2
    • Room Type: Primary BR Suite
    Room 3
    • Room Dimensions: 12'2"x20'8"
    • Room Level: 1
    • Room Type: Kitchen
    Room 4
    • Room Dimensions: 15'10"x12'6"
    • Room Level: 1
    • Room Type: Dining Room
    Room 5
    • Room Dimensions: 10'8"x9'5"
    • Room Level: 1
    • Room Type: Sunroom
    Room 6
    • Room Dimensions: 13'5"x13'4"
    • Room Level: 1
    • Room Type: Living Room
    Room 7
    • Room Dimensions: 5'6"x5'4"
    • Room Level: 1
    • Room Type: Bath - 1/2
    Multi Family
    Multi-Family Information
    • Units Per Building: 8

    Property History for 27 Pleasant Street

    DateEvent & SourcePriceAppreciation
    Apr 17, 2025

    Sold

    New England Real Estate Network #5032826

    		$410,000—
    Mar 25, 2025

    Pending

    New England Real Estate Network #5032826

    		—
    Mar 20, 2025

    Listed (Active)

    New England Real Estate Network #5032826

    		$399,900—
    DateEvent & SourcePrice
    04/17/2025

    Sold

    New England Real Estate Network #5032826

    $410,000
    03/25/2025

    Pending

    New England Real Estate Network #5032826

    —
    03/20/2025

    Listed (Active)

    New England Real Estate Network #5032826

    $399,900

    For completeness, we often displays two records for one sale: the MLS record and the public record.

    Public Records for 27 Pleasant Street

    Taxable ValueLand-Additions$408,300Total-
    Tax Record2025$5,777 ($481 / month)
    Home Facts
    Beds2Baths2.5Total Finished SqFt1,522 SqFtAbove Grade Finished SqFt1,522 SqFtUnfinished Basement SqFt1,080 SqFtStories2StyleCondominiumYear Built2001Year Renovated2007ZoningRDCCountyROCKINGHAMAPNWNDM M:19 B:A L:800-3.6

    Schools near 27 Pleasant Street

    This home is within Windham School District.
    Rating
    School
    Type
    Grades
    Distance
    Golden Brook Elementary School
    		Public - PK to 4
    Windham Center School
    		Public - 5 to 6
    Windham Middle School
    		Public - 7 to 8
    Windham High School
    		Public - 9 to 12
    Rating
    School
    Distance
    Golden Brook Elementary School
    PublicPK to 4

    Windham Center School
    Public5 to 6

    Windham Middle School
    Public7 to 8

    Windham High School
    Public9 to 12

    School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

    Similar Homes

    New listings in 03087

    a front view of a house with a garden
    1/3

    $2,475,000

    5
    Bedrooms
    4,400
    Square Feet
    4
    Acres

    41 Heritage Hill Road, Windham, NH 03087

    $1,450,000 | 3 Aberdeen Street, Windham, NH 03087
    1/42
    Open: 9/19 10:00AM - 12:00PM

    $1,450,000

    4
    Bedrooms
    5,330
    Square Feet
    1.88
    Acres

    3 Aberdeen Street, Windham, NH 03087

    $1,089,000 | 5 Bedros Street, Windham, NH 03087
    1/31
    Virtual Tour

    $1,089,000

    4
    Bedrooms
    3,707
    Square Feet
    1.39
    Acres

    5 Bedros Street, Windham, NH 03087

    $550,000 | 4 Cypress Lane, Unit 10, Windham, NH 03087
    1/21
    Listed By Compass

    $550,000

    2
    Bedrooms
    1,550
    Square Feet

    4 Cypress Lane, Unit 10, Windham, NH 03087

    $2,200,000 | 88 Ryan Farm Road, Unit 1 2 3, Windham, NH 03087
    1/5
    Listed By Compass

    $2,200,000

    Unavailable
    Bedrooms
    Unavailable
    Bathrooms
    6,452
    Square Feet
    Unavailable
    Acres

    88 Ryan Farm Road, Unit 1 2 3, Windham, NH 03087

    $1,065,000 | 55 Trails Edge Road, Windham, NH 03087
    1/43

    $1,065,000

    3
    Bedrooms
    2,768
    Square Feet

    55 Trails Edge Road, Windham, NH 03087

    $1,100,000 | 64 Trails Edge Road, Windham, NH 03087
    1/42
    Under Contract

    $1,100,000

    3
    Bedrooms
    2,768
    Square Feet

    64 Trails Edge Road, Windham, NH 03087

    $299,000 | 10 1st Street, Windham, NH 03087
    1/26
    Active Under Contract

    $299,000

    1
    Bedrooms
    252
    Square Feet
    0.51
    Acres

    10 1st Street, Windham, NH 03087

    $575,000 | 12 Blueberry Road, Windham, NH 03087
    1/30

    $575,000

    3
    Bedrooms
    1,536
    Square Feet
    0.95
    Acres

    12 Blueberry Road, Windham, NH 03087

    Nearby home values

    AddressSold priceBedsBathsSqftLot (Sqft)
    This home: 27 Pleasant Street, Windham, NH 03087
    $410,000
    2
    1,635
    –
    27 Pleasant Street, Unit 6, Windham, NH 03087
    $174,160
    2
    1,060
    –
    27 Pleasant Street, Unit 27, Windham, NH 03087
    $255,000
    2
    1,595
    –
    26 Pleasant Street, Windham, NH 03087
    $450,000
    2
    2,210
    –
    26 Pleasant Street, Unit 7, Windham, NH 03087
    $221,066
    2
    1,060
    –
    28 Pleasant Street, Unit 8, Windham, NH 03087
    $207,400
    2
    1,060
    –

    Explore Nearby Homes

    No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

    Listing Courtesy of Keller Williams Gateway Realty

    Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site 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 09/16/2026 04:12 PM