Leave a Message

By providing your contact information to Dipietro Group Real Estate, your personal information will be processed in accordance with Dipietro Group Real Estate's Privacy Policy. By checking the box(es) below, you consent to receive communications regarding your real estate inquiries and related marketing and promotional updates in the manner selected by you. For SMS text messages, message frequency varies. Message and data rates may apply. You may opt out of receiving further communications from Dipietro Group Real Estate at any time. To opt out of receiving SMS text messages, reply STOP to unsubscribe.

Thank you for your message. We will be in touch with you shortly.

Explore Our Properties

Property Description

Step into timeless elegance at 39 Overton Road--a residence where sophistication, craftsmanship, and comfort converge across 7,803 finished square feet of extraordinary living space. Perfectly sited on over 2 acres in one of Windham's most coveted neighborhoods, this 5-bed, 7-bath estate captures the essence of refined living. A stately stone facade, manicured grounds, and grand entry set the tone for the quality found within. Inside, radiant floor heating, rich hardwood flooring, and custom millwork accent spacious, light-filled rooms designed for both grand entertaining and everyday comfort. The gourmet kitchen serves as the heart of the home, complemented by formal and casual gathering areas and four fireplaces, adding warmth & charm. A richly appointed office provides an inspiring workspace with timeless appeal. The opulent primary suite is a true retreat with a spa-inspired bath, dual walk-in closets, and serene views. Upstairs bedrooms each feature private or en-suite baths, ensuring comfort for family and guests. The walkout lower level expands the living space with areas for recreation or fitness, complete with a convenient 3/4 bath. A walk-up third floor provides endless potential for future expansion or storage. Outdoors, enjoy your own private oasis with an in-ground pool, expansive patio, and lush landscaped grounds ideal for entertaining. This remarkable home defines luxury, elegance, and timeless design in Windham.

Overview

Property Status
Sold
Date Sold
May 8, 2026
Lot Size
2.15 Acres
MLS ID
5067107
Property Type
Residential
Year Built
2005

Features & Amenities

Total Area
8,440 Sq.Ft.
Neighborhood
Windham
Stories
2
Garage Spaces
5.0
Roof
Asphalt Shingle
Lot Features
Landscaped, Wooded, Level
Heat Type
Propane, Oil, Forced Air, Radiant Floor
Air Conditioning
Central AC
Sewer
Private
School District
Windham
Sales Price
$3,100,000
Real Estate Tax
$26,403/yr

Downloads

39 Overton Road

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.

Thank you

for your interest in 39 Overton Road, Windham, NH 03087

39 Overton Road
Navigate
Windham

Explore Windham

Search Windham, NH homes for sale, including luxury homes and new listings

read more

I'm Interested In

39 Overton Road

or
  • CallShannon Dipietro

    License #049965

    (603) 965-5834
  • Browse Our

    Featured Properties

    • 117 Castle Hill Rd For Sale

      $1,849,000

      117 Castle Hill Rd, Windham, NH 03087

      • 6 Beds
      • 5 Baths
      • 8,225 Sq.Ft.
    • 36 Northland Road Active Under Contract

      $1,650,000

      36 Northland Road, Windham, NH 03087

      • 4 Beds
      • 4 Baths
      • 4,248 Sq.Ft.
    • 64 Turtle Rock Road Active Under Contract

      $1,599,000

      64 Turtle Rock Road, Windham, NH 03087

      • 4 Beds
      • 2 Baths
      • 2,417 Sq.Ft.
    • 5 Sherwood Road For Sale

      $1,500,000

      5 Sherwood Road, Windham, NH 03087

      • 4 Beds
      • 4 Baths
      • 5,112 Sq.Ft.
    • 8 Arcadia Lane For Sale

      $1,399,000

      8 Arcadia Lane, Salem, NH 03079

      • 5 Beds
      • 5 Baths
      • 5,700 Sq.Ft.
    • 64 Bremen St For Sale

      $1,350,000

      64 Bremen St, Boston, MA 02128

      • 6 Beds
      • 3 Baths
      • 2,907 Sq.Ft.
    • 64 Bremen Street For Sale

      $1,350,000

      64 Bremen Street, Boston, MA 02128

      • 6 Beds
      • 3 Baths
      • 3,707 Sq.Ft.
    • 341 S. Broadway, Parcel I Pending

      $1,200,000

      341 S. Broadway, Parcel I, Lawrence, MA 01843

    • Lot 4 Canterbury Road Unit: 4 Active Under Contract

      $1,199,000

      Lot 4 Canterbury Road Unit: 4, Pelham, NH 03076

      • 4 Beds
      • 4 Baths
      • 3,176 Sq.Ft.
    • 158 Pinecrest Rd Pending

      $1,100,000

      158 Pinecrest Rd, Litchfield, NH 03052

      • 4 Beds
      • 4 Baths
      • 3,016 Sq.Ft.
    • 12 Haskell Road Pending

      $1,035,000

      12 Haskell Road, Windham, NH 03087

      • 4 Beds
      • 3 Baths
      • 3,702 Sq.Ft.
    • 20 Jackman Ridge Road Pending

      $899,000

      20 Jackman Ridge Road, Windham, NH 03087

      • 4 Beds
      • 3 Baths
      • 2,924 Sq.Ft.
    • 4 Brookview Circle Active Under Contract

      $895,000

      4 Brookview Circle, Tyngsborough, MA 01879

      • 3 Beds
      • 2 Baths
      • 2,619 Sq.Ft.
    • 467 Blane Circle For Sale

      $889,000

      467 Blane Circle, Pembroke, NH 03275

      • 3 Beds
      • 3 Baths
      • 2,224 Sq.Ft.
    • 108 Sky View Drive Active Under Contract

      $879,900

      108 Sky View Drive, Pelham, NH 03076

      • 4 Beds
      • 3 Baths
      • 2,921 Sq.Ft.
    • 270 Northern Blvd For Sale

      $875,000

      270 Northern Blvd, Newburyport, MA 01950

      • 3 Beds
      • 2 Baths
      • 1,488 Sq.Ft.
    • 52 Christian Street Pending

      $874,000

      52 Christian Street, Lowell, MA 01850

      • 4 Beds
      • 4 Baths
      • 2,800 Sq.Ft.
    • 82 Christian Street For Sale

      $869,000

      82 Christian Street, Lowell, MA 01850

      • 4 Beds
      • 4 Baths
      • 2,800 Sq.Ft.
    • 81 Reservoir Street For Sale

      $829,000

      81 Reservoir Street, Lowell, MA 01850

      • 3 Beds
      • 3 Baths
      • 2,500 Sq.Ft.
    • 4 Longmeadow Road Active Under Contract

      $790,000

      4 Longmeadow Road, Windham, NH 03087

      • 3 Beds
      • 3 Baths
      • 2,904 Sq.Ft.
    • 13 Edson St Pending

      $749,000

      13 Edson St, Stow, MA 01775

      • 4 Beds
      • 2 Baths
      • 1,900 Sq.Ft.
    • 477-479 Kenoza St Pending

      $699,900

      477-479 Kenoza St, Haverhill, MA 01830

      • 4 Beds
      • 4 Baths
      • 3,355 Sq.Ft.
    • 00 Mammoth Road Active Under Contract

      $550,000

      00 Mammoth Road, Pelham, NH 03076

    • 175 Pennsylvania Avenue Active Under Contract

      $534,800

      175 Pennsylvania Avenue, Manchester, NH 03104

      • 3 Beds
      • 2 Baths
      • 1,944 Sq.Ft.
    • 10 Flash Road Pending

      $489,900

      10 Flash Road, North Reading, MA 01864

      • 2 Beds
      • 1 Bath
      • 935 Sq.Ft.
    • 10 Canterberry Court Unit: B Pending

      $469,000

      10 Canterberry Court Unit: B, Hudson, NH 03051

      • 2 Beds
      • 3 Baths
      • 2,318 Sq.Ft.
    • 6 Exeter Pl Pending

      $455,000

      6 Exeter Pl, Billerica, MA 01821

      • 2 Beds
      • 1 Bath
      • 952 Sq.Ft.
    • 6-8 Field Drive For Sale

      $450,000

      6-8 Field Drive, Ashland, NH 03217

      • 3 Beds
      • 1 Bath
      • 720 Sq.Ft.
    • 202 Forest Road For Sale

      $449,900

      202 Forest Road, Lyndeborough, NH 03082

      • 4 Beds
      • 2 Baths
      • 2,076 Sq.Ft.
    • 5 Old Turnpike Road For Sale

      $430,500

      5 Old Turnpike Road, Epsom, NH 03234

      • 3 Beds
      • 2 Baths
      • 2,314 Sq.Ft.
    • 15 Culver Street Unit: 8 Active Under Contract

      $384,000

      15 Culver Street Unit: 8, Plaistow, NH 03865

      • 2 Beds
      • 2 Baths
      • 1,896 Sq.Ft.
    • 13 Batchelder Avenue For Sale

      $349,900

      13 Batchelder Avenue Unit: 2, Manchester, NH 03103

      • 1 Bed
      • 1 Bath
      • 1,098 Sq.Ft.
    • 9 Midridge Circle Active Under Contract

      $325,000

      9 Midridge Circle, Londonderry, NH 03053

      • 2 Beds
      • 2 Baths
      • 1,490 Sq.Ft.
    • 16 Appleton Street Pending

      $299,900

      16 Appleton Street, Manchester, NH 03104

      • 4 Beds
      • 2 Baths
      • 1,805 Sq.Ft.
    • 5 Lancelot Ct # 2 For Sale

      $265,000

      5 Lancelot Ct # 2, Salem, NH 03079

      • 2 Beds
      • 1 Bath
      • 720 Sq.Ft.
    • Lot 11 Christian Street For Sale

      $239,000

      Lot 11 Christian Street, Lowell, MA 01850

    • Lot 12 Christian Street Pending

      $239,000

      Lot 12 Christian Street, Lowell, MA 01850

    • 451 Andover St # 150 For Sale

      $125,000

      451 Andover St # 150, North Andover, MA 01845

      • 295 Sq.Ft.
    • 451 Andover St # 160 For Sale

      $90,000

      451 Andover St # 160, North Andover, MA 01845

      • 203 Sq.Ft.
    • 1111 Riverside Dr # 8 Unit: 7-8 For Lease

      $3,300/mo

      1111 Riverside Dr # 8 Unit: 7-8, Methuen, MA 01844

      • 1 Bath
      • 3,300 Sq.Ft.
    • 131 Franklin Street For Lease

      $3,000/mo

      131 Franklin Street, Seabrook, NH 03874

      • 3 Beds
      • 1 Bath
      • 1,200 Sq.Ft.
    • 81 N Lowell Road Unit: 2 For Lease

      $2,900/mo

      81 N Lowell Road Unit: 2, Windham, NH 03087

      • 2 Beds
      • 1 Bath
      • 1,052 Sq.Ft.
    View All

    Follow Us On Instagram