Property Description

Timeless elegance meets modern luxury in this exceptional custom Colonial, privately set on 3.5meticulously landscaped acres. Offering 4 spacious bedrooms and a beautifully appointed walk-out lower-level in-law suite, this remarkable home blends sophistication,comfort, and versatility. A grand two-story foyer welcomes you into a home showcasing impeccable craftsmanship, classic architecture, and custom millwork throughout.The thoughtfully designed floor plan features a private home office, elegant formal dining room, and an inviting family room centered around a stunning fireplace. The expansive chef's kitchen flows seamlessly into the main living areas, creating the ideal space for everyday living and entertaining.Equipped with a custom cabinet-front refrigerator, plus an additional stainless steel refrigerator offering expanded refrigerated storage. Just beyond, a sun-filled four-season room overlooks the private backyard and opens to the expansive composite deck. Privately situated at the opposite end of the home, the first-floor media room features custom millwork, a built-in bar, and the perfect setting for entertaining. Designed with both luxury and practicality in mind, the home offers central air conditioning throughout, while strategically placed mini-split systems provide individualized comfort and energy-efficient climate control in frequently occupied spaces. The luxurious primary suite features a spa-inspired bath, while the additional bedrooms are generously sized. The walk-out lower level offers a complete in-law suite with its own living space, providing exceptional flexibility Outside, the expansive composite deck overlooks a gunite inground pool surrounded by professional landscaping, creating exceptional privacy. A classic farmer's porch completes this extraordinary property, where timeless architecture, refined finishes, and effortless indoor-outdoor living come together.

Overview

Open House

9/27/2026 11:30AM - 1:00PM EDT

Property Status

For Sale

Lot Size

3.79 Acres

MLS ID

73581900

Property Type

Residential

Year Built

1999

Are you interested?

Schedule a Tour

Shannon Dipietro

(603) 965-5834 [email protected]

Features & Amenities

Total Area

3,948 Sq.Ft.

Neighborhood

Windham

Architecture Styles

Colonial

Garage Spaces

3.0

Water Source

Private

Pool

In Ground

Roof

Shingle

Lot Features

Wooded

Parking

Under, Garage Door Opener, Storage, Workshop in Garage, Paved Drive, Off Street, Paved

Heat Type

Forced Air, Baseboard, Oil, Wood Stove, Ductless

Air Conditioning

Central Air, Ductless

Laundry Room

First Floor

Other Interior Features

Sun Room, Kitchen, Office

Sewer

Private Sewer

Substructure

Concrete Perimeter

Other Exterior Features

Porch, Deck, Patio, Pool - Inground, Hot Tub/Spa, Screens

Sales Price

$1,500,000

Real Estate Tax

$20,220/yr

Zoning

Schedule a Tour

We would love to help you see this beautiful home! As a full-service brokerage, we can help you tour. Please submit an offer, and answer questions about the buying process.

In Person

Via Video Chat

Your full name*

Your Phone*

E-mail Address*

Middle Name

I agree to be contacted by Shannon Dipietro via call, email, and text for real estate services. To opt out, you can reply 'stop' at any time or reply 'help' for assistance. You can also click the unsubscribe link in the emails. Message and data rates may apply. Message frequency may vary. Privacy Policy.

Change time

Thank you

for your interest in 5 Sherwood Rd, Windham, NH 03087

Browse Our

Featured Properties

Pending
$3,499,900

3 Regency Rdg, Andover, MA 01810
- 7 Beds
- 10 Baths
- 19,364 Sq.Ft.
Active Under Contract
$2,800,000

17 Bennington Rd, Windham, NH 03087
- 4 Beds
- 6 Baths
- 6,511 Sq.Ft.
Pending
$1,849,000

117 Castle Hill Rd, Windham, NH 03087
- 6 Beds
- 5 Baths
- 8,225 Sq.Ft.
For Sale
$1,500,000

5 Sherwood Rd, Windham, NH 03087
- 4 Beds
- 4 Baths
- 3,948 Sq.Ft.
Active Under Contract
$1,399,000

15 Alden Circle, Reading, MA 01867
- 5 Beds
- 3 Baths
- 3,640 Sq.Ft.
For Sale
$1,399,000

42 Canterbury Road, Pelham, NH 03076
- 4 Beds
- 4 Baths
- 3,452 Sq.Ft.
Active Under Contract
$1,149,000

37 Sheffield Street, Windham, NH 03087
- 4 Beds
- 3 Baths
- 3,508 Sq.Ft.
Pending
$1,100,000

199 Federal Street, Wilmington, MA 01887
- 4 Beds
- 3 Baths
- 2,288 Sq.Ft.
Pending
$1,080,000

33 Trails Edge Road, Windham, NH 03087
- 3 Beds
- 3 Baths
- 2,683 Sq.Ft.
Pending
$900,000

9 Alexandra Drive, Pelham, NH 03076
- 3 Beds
- 4 Baths
- 3,066 Sq.Ft.
For Sale
$899,900

23 Bradford Street, North Andover, MA 01845
- 4 Beds
- 2 Baths
- 2,566 Sq.Ft.
Pending
$875,000

270 Northern Blvd, Newburyport, MA 01950
- 3 Beds
- 2 Baths
- 1,488 Sq.Ft.
Pending
$874,000

52 Christian Street, Lowell, MA 01850
- 4 Beds
- 4 Baths
- 2,800 Sq.Ft.
For Sale
$869,000

106 Christian Street, Lowell, MA 01850
- 4 Beds
- 4 Baths
- 2,800 Sq.Ft.
For Sale
$869,000

80 Christian Street, Lowell, MA 01850
- 4 Beds
- 4 Baths
- 2,800 Sq.Ft.
For Sale
$850,000

17 Stone Castle Dr # 17, Methuen, MA 01844
- 3 Beds
- 3 Baths
- 2,438 Sq.Ft.
For Sale
$829,000

81 Reservoir Street, Lowell, MA 01850
- 3 Beds
- 3 Baths
- 2,500 Sq.Ft.
For Sale
$799,000

467 Blane Circle, Pembroke, NH 03275
- 3 Beds
- 3 Baths
- 1,656 Sq.Ft.
Active Under Contract
$655,000

37-39 Intervale Street, Nashua, NH 03064
- 4 Beds
- 4 Baths
- 2,080 Sq.Ft.
For Sale
$650,000

129 Hobbs Road, Pelham, NH 03076
- 4 Beds
- 2 Baths
- 2,188 Sq.Ft.
Active Under Contract
$635,000

15 Warton Road, Nashua, NH 03062
- 4 Beds
- 3 Baths
- 2,409 Sq.Ft.
For Sale
$615,000

334 Rimmon Street, Manchester, NH 03102
- 4 Beds
- 3 Baths
- 2,594 Sq.Ft.
Coming Soon
$599,900

8 Homestead Drive, Raymond, NH 03077
- 3 Beds
- 2 Baths
- 1,608 Sq.Ft.
Pending
$599,000

36 Governor Dinsmore Road, Windham, NH 03087
- 3 Beds
- 2 Baths
- 2,144 Sq.Ft.
For Sale
$579,900

18 Maple Avenue, Hudson, NH 03051
- 3 Beds
- 2 Baths
- 2,000 Sq.Ft.
Active Under Contract
$569,000

14 Highview Terrace, Manchester, NH 03104
- 4 Beds
- 3 Baths
- 1,854 Sq.Ft.
Active Under Contract

$550,000

00 Mammoth Road, Pelham, NH 03076
For Sale
$499,900

10 Lilac Street, Hudson, NH 03051
- 2 Beds
- 1 Bath
- 1,644 Sq.Ft.
Coming Soon
$399,900

1 Industrial Drive Unit: 2, Hudson, NH 03051
- 1 Bath
- 1,500 Sq.Ft.
Active Under Contract
$350,000

26 Blake Road, Epping, NH 03042
- 3 Beds
- 1 Bath
- 1,316 Sq.Ft.
Coming Soon
$350,000

69 Dudley Road, Alton, NH 03809
- 3 Beds
- 2 Baths
- 2,768 Sq.Ft.
Pending
$310,000

141 Thissell Ave # 4, Dracut, MA 01826
- 2 Beds
- 2 Baths
- 1,044 Sq.Ft.
Pending
$249,900

5 Lancelot Ct # 2, Salem, NH 03079
- 2 Beds
- 1 Bath
- 720 Sq.Ft.
For Sale

$239,000

Lot 11 Christian Street, Lowell, MA 01850
Pending

$239,000

Lot 12 Christian Street, Lowell, MA 01850
For Sale
$125,000

451 Andover St # 150, North Andover, MA 01845
- 295 Sq.Ft.
For Sale
$90,000

451 Andover St # 160, North Andover, MA 01845
- 203 Sq.Ft.
For Lease
$3,300/mo

1111 Riverside Dr # 8 Unit: 7-8, Methuen, MA 01844
- 1 Bath
- 3,300 Sq.Ft.
For Lease
$3,000/mo

131 Franklin Street, Seabrook, NH 03874
- 3 Beds
- 1 Bath
- 1,200 Sq.Ft.
For Lease
$2,800/mo

81 N Lowell Road Unit: 2, Windham, NH 03087
- 2 Beds
- 1 Bath
- 1,052 Sq.Ft.