OFF MARKET

Listed by Shannon DiPietro • DiPietro Group Real Estate. Bought with Keller Williams Realty-Metropolitan.

Off Market Jul 2022 for $1.7M

$1,930,545

•

4,364

sq ft

5 Bennington Rd, Windham, NH 03087

About this home

Meticulously constructed Federal Colonial with contemporary flair situated on a 2.4 acre lot surrounded by spectacular views. Home features over 4,300 sf of elegance with 5 bedrooms, 5 baths, gleaming hardwood floors, formal dining room with coffered ceiling, living room with custom millwork, family room, and office, with exquisite detail including the two story foyer with a magnificent angled staircase. The well-appointed gourmet kitchen is stunning with custom crafted cherry cabinets and center island. An expansive Master suite offers a sitting room with balcony overlooking the views and the sunset, and the master bath features a large soaking tub, marble floors and shower with a heated bench. Four additional bedrooms, and a 3rd floor media room, complete the home’s impressive living space. The massive deck lends itself to relaxing morning coffee or evening dinners, and overlooks the custom geothermal heated gunite pool with negative edge. Mature landscaping, appealing hardscaping, and the breathtaking views truly make this home feel like a vacation home. Additional amenities include whole home generator, irrigation system, exterior uplighting, and hard propane lines for grill and firepit. This home is thoughtfully designed to nurture a casual family lifestyle, create a luxurious escape, and accommodate full-scale entertaining of the grandest occasions. Welcome home . . . you won’t ever want to leave! SHOWINGS START 4/22/22.

Single-familyProperty Type

2011Year Built

2.4 acresLot Size

$442Est. Price/Sq.Ft.

3 car garageParking

Listed by Shannon DiPietro • DiPietro Group Real Estate

Bought with Jennifer Delisle • Keller Williams Realty-Metropolitan

Redfin checked: 2 minutes ago

•Source:PrimeMLS #4905387

Redfin Estimate

$1,930,545

$146K since sold in July 2022$92K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 27.1% higher than the average sale price ($1.52M) of 6 comparable homes.

SOLD JUL 31, 2026
$2,200,000
A
5 beds5.5 baths4,804 sq ft
5 Ryan Farm Rd, Windham, NH 03087
SOLD JUL 30, 2026
$1,090,000
B
4 beds2.5 baths4,304 sq ft
23 Ryan Farm Rd, Windham, NH 03087
SOLD MAY 15, 2026
$1,690,000
C
5 beds4.5 baths4,653 sq ft
36 Burnham Rd, Windham, NH 03087
SOLD MAY 21, 2026
$1,400,000
D
4 beds2.5 baths4,462 sq ft
22 Ryan Farm Rd, Windham, NH 03087
SOLD APR 24, 2026
$1,360,000
E
4 beds3 baths4,188 sq ft
6 Westchester Rd, Windham, NH 03087
SOLD JUL 29, 2026
$1,375,000
F
4 beds3.5 baths5,092 sq ft
10 Cristy Rd, Windham, NH 03087

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Earn from this home

Sell

$500,647

Est. take-home

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Rent

$4,366/mo

Redfin rental estimate

List your home for rent

Market trends in 03087, NH

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

101.4%

+0.0% MoM

Median sale price

$765K

$35K MoM

Avg. days on market

34d

8 days MoM

Recently sold homes

27 MoM

New listings for sale

OPEN WED, 4PM TO 6PM
$665,000
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$1,600,000
3 beds2.5 baths4,001 sq ft
6 Rosewood St, Windham, NH 03087
VIDEO TOUR
$799,900
3 beds2.5 baths2,468 sq ft
7 Twin St, Windham, NH 03087
$799,900
3 beds1 bath802 sq ft
6 Cross St, Windham, NH 03087
$1,140,000
4 beds2.5 baths3,900 sq ft
1 Telo Rd, Windham, NH 03087
OPEN THU, 5PM TO 7PM
$759,900
4 beds2 baths2,052 sq ft
13 Patricia St, Windham, NH 03087
$599,000
3 beds1.5 baths1,557 sq ft
2 Morrison Rd, Windham, NH 03087
VIDEO TOUR
$1,020,000
3 beds2 baths1,682 sq ft
112 S Shore Rd, Salem, NH 03079
$1,080,000
3 beds2.5 baths2,683 sq ft
33 Trails Edge Rd, Windham, NH 03087
See all

Provided by Redfin

Sale history for 5 Bennington Rd

Date

Event

Price

PrimeMLS #4905387

Jul 15, 2022

Sold

$1,785,000

$409/sq ft

May 5, 2022

Contingent

—

Apr 15, 2022

Listed

$1,785,000

$409/sq ft

PrimeMLS #4165045

May 31, 2013

Sold

$790,000

$181/sq ft

Jun 12, 2012

Listed

$899,000

$206/sq ft

Meticulously constructed Federal Colonial with contemporary flair situated on a 2.4 acre lot surrounded by mountain views. Home features over 4,000 sf of understated elegance with 5 bedrooms, 5 bath, custom Anderson windows, gleaming hardwood floors, formal dining room with coffered ceiling, living room with custom millwork and exquisite detailing including the two story foyer with a magnificent angled staircase. The gourmet kitchen is stunning with custom crafted cherry cabinets and center island. Still time to chose granite and appliances. An expansive Master suite - sitting room with balcony overlooking the views and the sunset. Gorgeous Master bath with large soaking tub, marble floors and shower with a heated bench. Third floor provides privacy for an office. Home was built with state of the art systems and materials to provide energy efficiency

Year

Property tax

Land + Additions

Assessment*

2024

$23,177 (+5.8%)

$250,600 + $773,100

$1,023,700

2023

$21,907 (+10.1%)

$250,600 + $773,100

$1,023,700

2022

$19,896 (+6.1%)

$250,600 + $756,300

$1,006,900

2021

$18,748 (−1.9%)

$250,600 + $756,300

$1,006,900

2020

$19,109 (+3.5%)

$250,600 + $748,300

$998,900

2019

$18,455 (−1.8%)

$204,600 + $613,800

$818,400

2018

$18,790 (+14.0%)

$204,600 + $602,200

$806,800

2017

$16,489 (−7.4%)

$204,600 + $611,700

$816,300

2016

$17,812 (+0.5%)

$204,600 + $611,700

$816,300

2015

$17,730 (−3.8%)

$204,600 + $611,700

$816,300

2013

$18,427

$238,000 + $542,800

$780,800

Tax history for 5 Bennington Rd

Year

Property tax

Land + Additions

Assessment*

2024

$23,177 (+5.8%)

$250,600 + $773,100

$1,023,700

2023

$21,907 (+10.1%)

$250,600 + $773,100

$1,023,700

2022

$19,896 (+6.1%)

$250,600 + $756,300

$1,006,900

2021

$18,748 (−1.9%)

$250,600 + $756,300

$1,006,900

2020

$19,109 (+3.5%)

$250,600 + $748,300

$998,900

2019

$18,455 (−1.8%)

$204,600 + $613,800

$818,400

2018

$18,790 (+14.0%)

$204,600 + $602,200

$806,800

2017

$16,489 (−7.4%)

$204,600 + $611,700

$816,300

2016

$17,812 (+0.5%)

$204,600 + $611,700

$816,300

2015

$17,730 (−3.8%)

$204,600 + $611,700

$816,300

2013

$18,427

$238,000 + $542,800

$780,800

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

104,544

Year renovated

2022

Sq. Ft.

4,364

Year built

2011

Style

Single Family Residential

County

Rockingham County

APN

972961

Parking Spaces

Basement

Yes

Accessible

HOA Dues

—

Garage

Yes

Features

Views, Pool

Last updated by owner on Dec 15, 2025.

Property details

Parking

Parking & Garage
Garage Capacity: 3
Location: Attached
Driveway, Garage

Interior

Virtual Tour

Bathroom Information
# of Baths (full): 5

Basement Information
Basement: Yes
Basement Access: Interior
Daylight, Full, Unfinished, Walkout

Other Interior Features
# of Rooms: 11
Flooring: Carpet, Ceramic Tile, Hardwood, Marble
Water Heater: Gas - Liquid Propane Bottle
Central Vacuum, Cathedral Ceiling, Kitchen Island, Laundry Hook-ups, Master Bedroom With Bath, Vaulted Ceiling, Walk-in Closet, Laundry - 2nd Floor

Equipment & Appliance Information
Cooktop - Down-Draft, Microwave, Range - Gas
Security System, Smoke Detector

Room 1 Information
Kitchen
Kitchen
Dimensions: 15 x 22
Level: 1

Room 2 Information
Dining Room
Dimensions: 15 x 18
Level: 1

Room 3 Information
Living Room
Dimensions: 15 x 18
Level: 1

Room 4 Information
Family Room
Dimensions: 15 x 10
Level: 1

Room 5 Information
Foyer
Level: 1

Room 6 Information
Sunroom
Sunroom
Level: 1

Room 7 Information
Master Bedroom
Dimensions: 15 x 27 / 15 x 11
Level: 2

Room 8 Information
Bedroom
Dimensions: 15 x 18
Level: 2

Room 9 Information
Bedroom
Dimensions: 11 x 11
Level: 2

Room 10 Information
Bedroom
Dimensions: 12 x 18
Level: 2

Room 11 Information
Bedroom
Dimensions: 11 x 19
Level: 2

Room 12 Information
Other
Dimensions: 15 x 20
Level: 3

Room 13 Information
Other
Dimensions: 16 x 14
Level: 1

Exterior

Building Information
Construction Status: Existing
Approximate Sq. Ft. Total Finished: 4364
Approximate Sq. Ft. Total: 6088
Balcony, Deck, Garden Space, Patio, Pool - In Ground
Construction: Wood Frame
Foundation: Concrete
Roof: Shingle - Architectural
Exterior: Hardwood

Driveway
Paved

Lot, Zoning, & Easement Information
Lot: 3004
Country Setting, Landscaped, Secluded, Sloping, Wooded

Survey Information
Surveyed: Unknown

Other Property & Lot Information
Year Built: 2011

Financial

Assessment Information
Assessment Amount: 1006900
Assessment Year: 2021

Tax Information
Tax Year: 2021
Gross Amount Tax: 18748

Other Tax Information
Page Deed: 2137

Utilities

Heating & Cooling Information
Cooling: Central AC, Multi Zone
Heat: Multi Zone
Heat Fuel: Gas - Liquid Propane Bottle

Sewer Information
Leach Field, Private, Septic

Electric Information
200 Amp

Water Information
Drilled Well, Private

Other Utilities Information
Other

Location

School Information
School District: Windham

Road Information
Road Frontage: Yes
Road Frontage Length: 167
Paved, Public

Other Location Information
Directions: Rte 111 to Lowell Road, right on Heritage Hill, right on Bennington
Development / Subdivision: The Woods at Heritage Hill
Block: D

Public facts

Beds: 5
Baths: 5.0
Sq. Ft.: 4,364
Stories: 2.0
Parking Spaces: 1
Basement: Yes
Accessible: No
Lot Size: 2.4 acres
Style: Single Family Residential
Year Built: 2011
Year Renovated: 2022
County: Rockingham County
APN: 972961
HOA Dues: —
Garage: Yes
Features: Views, Pool

Home facts updated by owner on Dec 15, 2025

Other

Selling Agent Information
Sell Team: Inspire Realty Group

Around this home

Schools

Golden Brook Elementary School

Public PreK-4 • Assigned • 1.0mi

8/10

Windham Middle School

Public 7-8 • Assigned • 1.0mi

9/10

Windham High School

Public 9-12 • Assigned • 0.8mi

9/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

3/10 Heat Factor

7 days above 95° expected this year, 14 days in 30 years

5/10 Wind Factor

26% chance of strong winds in next 30 years

2/10 Air Factor

2 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Windham, NH • 03087

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9.1 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

9.1 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.84M – $2.22M

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New listings for sale in 03079

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VIDEO TOUR

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Home values near 5 Bennington Rd

Data from public records.

Address	Redfin Estimate
11 Bennington Rd, Windham, NH 4 Beds \| 5.5 Baths \| 6020 Sq. Ft.	$2,163,582
6 Bennington Rd Lot 29, Windham, NH 4 Beds \| 2.5 Baths \| 3700 Sq. Ft.	$1,463,392

Address	Redfin Estimate
7 Bennington Rd Lot 5, Windham, NH 4 Beds \| 2.5 Baths \| 3868 Sq. Ft.	$1,459,334
9 Bennington Rd Lot 9, Windham, NH 4 Beds \| 3.5 Baths \| 4445 Sq. Ft.	$1,744,467

Address	Redfin Estimate
8 Bennington Rd, Windham, NH 4 Beds \| 3.5 Baths \| 5012 Sq. Ft.	$1,811,632
9 Bennington Rd, Windham, NH 4 Beds \| 3.5 Baths \| 4890 Sq. Ft.	$1,974,913

Property information provided by PrimeMLS when last listed in 2022. This data may not show owner updates. Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 03087, NH

Sale history for 5 Bennington Rd

Tax history for 5 Bennington Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 03079

Home values near 5 Bennington Rd

More real estate resources