Listed by Shannon DiPietro, DiPietro Group Real Estate, (603) 216-5086 . Bought with DiPietro Group Real Estate
39 Overton Road
Windham, NH 03087
- 5 Beds
- 6 Baths
- 7,803 sqft (on 2.15 acres)
$3,100,000
Last Sold: May 8, 2026
6% below list $3.29M
$397/sqft
$3,100,000
Last Sold: May 8, 2026
6% below list $3.29M
$397/sqft
5 Beds
6 Baths
7,803 sqft
(on 2.15 acres)
Local Information
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
2005
Lot Size
2.15 acres
Living Area
7,803 sqft
Price/Sqft
$397/sqft
Parking
Garage
Last check for updates: about 11 hours ago
Listed by Shannon DiPietro
DiPietro Group Real Estate, (603) 216-5086
Bought with: Shannon DiPietro, DiPietro Group Real Estate, (603) 216-5086
Source: PrimeMLS, MLS#5067107

About this House
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 façade, 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 ¾ 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.
39 Overton Road, Windham, NH 03087 is a 5 bedroom, 7 bathroom, 7,803 sqft single-family home built in 2005. It last sold for $3,100,000 on May 8, 2026 (6% below the $3,295,000 asking price). It is currently off market. The Trulia Estimate is $1,107,700, with a rent estimate of $7,819/month.
Home Details for 39 Overton Road
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MLS Status: Closed |
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Interior Details Basement: Full,Partially Finished,Walkout,Walk-Out AccessNumber of Rooms: 10 |
Beds & Baths Number of Bedrooms: 5Number of Bathrooms: 7Number of Bathrooms (full): 5Number of Bathrooms (half): 2 |
Dimensions and Layout Living Area: 7803 Square Feet |
Appliances & Utilities Utilities: Propane, Other |
Heating & Cooling Heating: Propane,Oil,Forced Air,Radiant FloorHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Propane |
Gas & Electric Electric: Circuit Breakers |
Levels, Entrance, & Accessibility Stories: 2Levels: Two |
View No View |
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Exterior Home Features Roof: Asphalt ShingleFoundation: Poured Concrete |
Parking & Garage Number of Garage Spaces: 5Number of Covered Spaces: 5No CarportHas a GarageParking Spaces: 5Parking: Paved,Direct Entry,Heated Garage,Attached,Detached |
Frontage Road Frontage: PublicResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: Paved |
Water & Sewer Sewer: Private Sewer |
Farm & Range Frontage Length: Road frontage: 386 |
Finished Area Finished Area (above surface): 5894 Square FeetFinished Area (below surface): 1909 Square Feet |
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Year Built Year Built: 2005 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial |
Building Construction Materials: Wood FrameNot a New Construction |
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Price List Price: $3,295,000Price Per Sqft: $397/sqft |
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Direction & Address City: Windham |
School Information Elementary School District: WindhamJr High / Middle School District: WindhamHigh School District: Windham |
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Building Area Building Area: 8440 Square Feet |
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Lot Area: 2.15 Acres |
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BasementMls Number: 5067107Above Grade Unfinished Area: 5894Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 637Below Grade Unfinished Area Source: Public RecordsBelow Grade Unfinished Area Units: Square Feet |
Price History for 39 Overton Road
| Date | Price | Event | Source |
|---|---|---|---|
| 05/08/2026 | $3,100,000 | Sold | PrimeMLS #5067107 |
| 10/24/2025 | $3,295,000 | Listed For Sale | PrimeMLS #5067107 |
| 05/07/2004 | $230,000 | Sold | N/A |
Market trends in Windham
Last updated June 2026
Avg. sale price
$678K
Sale-to-List Price
102.3%
Price per sq ft
$320
Available listings
58
2MoM
Property Tax and Assessment
| Year | 2024 |
|---|---|
| Tax | $26,403 |
| Assessment | $1,166,200 |
Home facts updated by county records
Comparable Sales for 39 Overton Road
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.29 | Single-Family Home | $1,450,000 | 06/29/26 | 5 | 3.5 | 5,206 | |
0.25 | Single-Family Home | $1,150,000 | 08/22/25 | 4 | 3.5 | 4,291 | |
0.71 | Single-Family Home | $2,125,000 | 11/12/25 | 4 | 4.5 | 5,409 | |
0.75 | Single-Family Home | $1,900,000 | 06/18/26 | 4 | 4.5 | 4,884 | |
0.59 | Single-Family Home | $1,200,000 | 06/30/26 | 4 | 2.5 | 4,151 | |
0.78 | Single-Family Home | $1,150,000 | 02/05/26 | 4 | 2.5 | 4,069 | |
0.40 | Single-Family Home | $950,000 | 07/08/26 | 4 | 2.5 | 2,800 | |
0.73 | Single-Family Home | $4,948,364 | 11/05/25 | 16 | 7 | 9,351 | |
0.91 | Single-Family Home | $735,000 | 05/13/26 | 4 | 3 | 2,938 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 39 Overton Road.
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.
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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 2026-08-07 02:09:31 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.
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.

