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$2,269,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 4 Full Baths
  • 2 Partial Baths
  • 5,513 Sq. Ft.
  • 3.09 Acres
  • 3 Car Garage
  • Updated 12 hours ago
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Tucked behind a private gated entrance in one of Bedford's most desirable neighborhoods, this custom built Boutin brick home offers an exceptional blend of elegance, privacy, and resort-inspired living. Built in 2002 and set on 3.09 beautifully landscaped, wooded acres, the home encompasses over 5,000 square feet of thoughtfully designed living space with great entertaining areas and intimate gathering spaces throughout. A dramatic two-story foyer with a sweeping curved staircase sets the tone upon arrival, while the spacious chef's kitchen opens seamlessly to the soaring family room. Formal living and dining rooms, a private office, and beautifully appointed living spaces create an ideal balance of sophistication and comfort. Each bedroom enjoys the privacy of its own bathroom, while the luxurious primary suite serves as a true retreat, featuring a spa-inspired bath and adjoining sitting room ideal for quiet relaxation, office, fitness space, or dressing room. The finished walkout lower level includes a dedicated home theater, additional recreation space and three-quarter bathroom. Outside, discover a private backyard oasis featuring a heated Gunite pool and spa, expansive patio, and a custom outdoor kitchen with built-in gas grill, gas burners, two mini refrigerators, a kegerator and two pizza ovens. A built-in fire-pit adds to a perfect setting for entertaining and relaxation. Conveniently located minutes from Bedford's award-winning schools, shopping, dining, amenities and Manchester-Boston Regional Airport.

Full Property Details for 2 Rolling Woods Dr

General

  • Price: $2,269,000
  • Taxes: $32,323 (2025)
  • Status: Active
  • Type: Single Family
  • Source: PrimeMLS
  • MLS ID: 5110606
  • Updated: Today (9/26/2026)
  • Added to Site: Today

Interior

  • Number of Rooms: 15
  • Interior Features: Central Vacuum, Blinds, Cathedral Ceiling, Ceiling Fan, Primary BR w/ BA, Soaking Tub, Walk-In Closet
  • Appliances: Down Draft Cooktop, Electric Cooktop, Dishwasher, Dryer, Microwave, Wall Oven, Refrigerator, Washer, Wine Cooler
  • Flooring: Carpet, Ceramic Tile, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 6
  • Full Bathrooms: 4
  • 3/4 Bathrooms: 1
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: 15.10 x 20.2, Level 2
  • Primary Suite: 13.7 x 10.6, Level 2

Other Rooms

  • Foyer/Entry: 13.114.3, Level 1
  • Living Room: 15.10 x 16.5, Level 1
  • Family Room: Family Room, 20.4 x 17.9, Level 1
  • Kitchen: Kitchen, 15.4 x 14.7, Level 1
  • Dining Room: Dining Room, 14.4 x 17.3, Level 1
  • Breakfast Room: 12.2 x 16.4, Level 1
  • Office: 11.7 x 10.11, Level 2
  • Den: Den, 10.10 x 10.2, Level 2
  • Rec Room: Basement
  • Exercise Room: Exercise Room, 12.8 x 22.1, Basement
  • Laundry: 6.11 x 7.5, Level 2

Additional Information

  • Pool: Yes
  • Equipment: Irrigation System, Radon Mitigation, Standby Generator, Wood Stove

Exterior

  • Exterior Features: Deck, Full Fence, Patio, In-Ground Pool, Shed, Built in Gas Grill
  • Color: Brick

Parking

  • Garage: Yes
  • Garage Spaces: 3
  • Parking: Auto Open, Direct Entry, Paved, Attached

Location

  • County: Hillsborough
  • Subdivision: Laurel Woods
  • Driving Directions: Route 101 to Wallace Road, turn left on North Amherst Road, turn right onto Campbell Road and then right onto Rolling Woods Drive.

School Information

  • School District: Bedford Sch District SAU #25
  • Elementary School: Riddle Brook Elem
  • Middle School: Ross A Lurgio Middle School
  • High School: Bedford High School

Heating & Cooling

  • Cooling Type: Central AC
  • Heating Type: Oil, Forced Air

Utilities

  • Sewer: Private

Structural Information

  • Construction Status: Existing
  • Basement Entrance: Interior
  • Basement Desc.: Climate-Controlled, Daylight, Finished, Interior Stairs, Storage Space, Walkout
  • Roof: Architectural Shingle
  • Stories/Levels: 2
  • Square Feet: 5,513
  • Finished Total: 5,513 Sq. Ft.
  • Finished Above Grnd: 4,235 Sq. Ft.
  • Finished Below Grnd: 1,278 Sq. Ft.
  • Year Built: 2002

Lot Features

  • Lot Size (Acres): 3.09
  • Lot Size (Sq. Ft.): 134,600
  • Frontage: TBD
  • Driveway/Sidewalk: Circular, Gated, Paved
  • Zoning: Residential

Financial Considerations

  • Price Per Sq. Ft.: $535.77
  • Other Fee: Fee 1: $250
  • Other Fee Freq.: Fee 1 Frequency: Yearly
  • Assessment Year: 2026
  • Assessment Amount: $1,960,200
  • Tax Amount: $32,323.7
  • Tax Year: 2025

Disclosures and Reports

  • Block: 8
  • Lot Number: 49
Buyer's Brokerage Compensation: Contact Listing Agent
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— 2 Rolling Woods Dr —

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NMLS#: 1598647

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Be ready to buy your new home!

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NMLS#: 1598647

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Schools serving 2 Rolling Woods Dr

School District:Bedford School District, Bedford, NH
NameGradesDistance
Riddle Brook School
230 New Boston Road, Bedford, NH 03110
K-41.2 mi
Ross A. Lurgio Middle School
47A Nashua Rd., Bedford, NH 03110
7-81.6 mi
Bedford High School, Bedford, NH
47 Nashua Road, Bedford, NH 03110
9-121.6 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 2 Rolling Woods Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/26/2026
Listed
$2,269,000
20.37%
MLS
5/16/2024
Sold
$1,885,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 2 Rolling Woods Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$27,672
4%
$1,678,100
—
2024
$26,531
13%
$1,678,100
6%
2023
$23,468
10%
$1,585,700
31%
2022
$21,344
3%
$1,212,700
—
2021
$20,786
—
$1,212,700
17%
2020
$20,833
6%
$1,040,600
—
2019
$19,719
-2%
$1,040,600
6%
2018
$20,092
8%
$984,900
—
2017
$18,624
-5%
$984,900
13%
2016
$19,583
-2%
$875,400
—
2015
$19,924
1%
$875,400
—
2014
$19,697
1%
$875,400
—
2013
$19,408
—
$875,400
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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2 Rolling Woods Drive, Bedford, NH 03110 (MLS# 5110606) is a Single Family property with 4 bedrooms, 4 full bathrooms and 2 partial bathrooms. 2 Rolling Woods Drive is currently listed for $2,269,000 and was received on September 26, 2026. This property is listed by Carmen Du Plessis from our Bedford, NH Office.Want to learn more about 2 Rolling Woods Drive? Do you have questions about finding other Single Family real estate for sale in Bedford? You can browse all Bedford real estate or contact a Coldwell Banker agent to request more information.

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