5 Chestnut St
Windham, NH 03087
5 Beds
4.5 Baths
8,106 sqft (on 3.13 acres)
5 Beds
4.5 Baths
8,106 sqft
(on 3.13 acres)
Local Information
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Description
This elegant, luxury estate home features a masterful design, impeccable condition and fine details and amenities. As soon as you approach the grand entrance hall and begin to understand the refined grace and sophistication that this home offers, you'll want to make this the setting for your unique story to unfold. Set proudly on a park-like lot of over 3 acres, with extensive, well-planned and inspired hardscapes, gardens and landscape details the grounds boast a free-form in-ground heated swimming pool, spa and tennis court/basketball court. As you explore this residence, one of the first things you'll notice is the spacious and well-proportioned rooms. The second thing that will impress you is the attention to detail and the exceptional craftsmanship throughout. The lower level suite with oversized windows and a view to the gardens is a great area to entertain or to allow your guests their privacy (en-suite with complete kitchen). Enjoy the changing seasons from the wonderful sunroom and the screened porch poolside. Finally, you'll appreciate the convenience of the 4-car garage. The photographs will just barely whet your appetite for this beautiful residence until you can view and enjoy the property for yourself. Assisted and by appointment only.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.
Home Highlights
Parking
Garage
Outdoor
Patio, Deck, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info
Home Details for 5 Chestnut St
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Interior Details BasementNumber of Rooms: 14Types of Rooms: Walk In Closet |
Heating & Cooling Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air |
Levels, Entrance, & Accessibility Stories: 2Floors: Tile, Carpet, Hardwood |
Appliances & Utilities DishwasherRefrigerator |
Fireplace & Spa FireplaceHot Tub or Spa |
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Exterior Home Features Roof: AsphaltDeckExterior: Other, StonePatio |
Pool Pool |
Parking & Garage GarageParking: Garage Attached |
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Year Built Year Built: 1998Year Updated: 2008 |
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial |
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Units in Building: 1 |
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Lot Area: 3.13 acres |
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Fitness & Sports Tennis Court |
Price History for 5 Chestnut St
| Date | Price | Event | Source |
|---|---|---|---|
| 05/17/2019 | $1,210,000 | Sold | PrimeMLS #4752328 |
| 07/05/2018 | $1,260,000 | Listed For Sale | Agent Provided |
| 11/04/2015 | $975,000 | Sold | N/A |
| 09/26/2015 | $1,075,000 | Pending | Agent Provided |
| 07/29/2015 | $1,075,000 | PriceChange | Agent Provided |
| 05/12/2015 | $1,150,000 | Listed For Sale | Agent Provided |
| 04/02/1998 | $100,000 | Sold | N/A |
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Property Tax and Assessment
| Year | 2024 |
|---|---|
| Tax | $27,843 |
| Assessment | $1,229,800 |
Home facts updated by county records
Comparable Sales for 5 Chestnut St
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.33 | Single-Family Home | $1,131,000 | 06/20/25 | 4 | 2.5 | 3,979 | |
0.23 | Single-Family Home | $1,680,745 | 10/03/25 | 4 | 3.5 | 3,617 | |
0.30 | Single-Family Home | $2,167,500 | 06/20/25 | 4 | 5 | 6,982 | |
0.26 | Single-Family Home | $700,000 | 01/07/26 | 4 | 2.5 | 2,602 | |
0.80 | Single-Family Home | $2,200,000 | 05/01/26 | 5 | 4.5 | 6,112 | |
0.90 | Single-Family Home | $910,000 | 08/18/25 | 5 | 4.5 | 4,188 | |
0.21 | Single-Family Home | $725,000 | 11/04/25 | 3 | 2 | 2,020 | |
0.92 | Single-Family Home | $1,500,000 | 07/29/25 | 4 | 4.5 | 4,248 | |
0.89 | Single-Family Home | $1,570,000 | 07/01/25 | 4 | 3 | 4,090 | |
0.91 | Single-Family Home | $808,000 | 05/08/26 | 4 | 2.5 | 2,917 |
Assigned Schools
These are the assigned schools for 5 Chestnut St.
- Windham Center School
- 5-6
- Public
- 418 Students
9/10GreatSchools RatingParent Rating Average
No reviews available for this school. - Golden Brook Elementary School
- PK-4
- Public
- 1098 Students
8/10GreatSchools RatingParent Rating AverageGolden Brook is an amazing elementary school. My daughter will be said to leave after this year (she is a 4th grader). She has been going to GBS since pre-k and has only had positive experiences with the teachers and staff. I appreciate her teacher providing weekly homework rather than every night so that if she has sports or other activities, she doesn't have to cram it in every night. Love the GRIT concept taught throughout the Windham school district.Parent Review4y ago - Windham Middle School
- 7-8
- Public
- 438 Students
9/10GreatSchools RatingParent Rating AverageHorrible school, I do not recommend. Please send your kids to private school after 6th gradeStudent Review1y ago - Windham High School
- 9-12
- Public
- 1055 Students
9/10GreatSchools RatingParent Rating AverageWindham High School strives to serve. They do suffer from staffing shortages, and because of high praise nationally, the classes have become overcrowded, which is unacceptable given they built the high school such a short time ago. The curriculum is rounded and promotes critical thinking. They promote A/P coursework and high academic performance. I would not recommend the school for special needs. It is not so much the school's fault than it is a New Hampshire issue. For special education, the district is supportive in elementary, but for middle school and high school, too much parental oversight is needed for effective implementation of basic executive function development. Special education paraprofessionals are under-trained and under-staffed. There is a lot of lip service, and you are better served in Massachusetts, where the state funding is put to good use. There should be less emphasis on sports, but that's an observation that could be made of most high schools in the US. It is a positive place to raise a child. I do think the policies of inclusion, tolerance, and acceptance overall are a notch over adequate.Parent Review3y ago 
Check out schools near 5 Chestnut St.
What Locals Say about Windham
At least 41 Trulia users voted on each feature.
96 % Say car is needed
94 % Say it's dog friendly
91 % Say parking is easy
88 % Say it's quiet
88 % Say people would walk alone at night
87 % Say there's holiday spirit
85 % Say yards are well-kept
82 % Say there's wildlife
69 % Say kids play outside
62 % Say neighbors are friendly
53 % Say they plan to stay for at least 5 years
52 % Say there are community events
15 % Say streets are well-lit
12 % Say there are sidewalks
11 % Say it's walkable to grocery stores
Learn more about our methodology.
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5 Chestnut St, Windham, NH 03087 is a 5 bedroom, 5 bathroom, 8,106 sqft single-family home built in 1998. This property is not currently available for sale. 5 Chestnut St was last sold on May 17, 2019 for $1,210,000. The current Trulia Estimate for 5 Chestnut St is $2,061,300.