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Adam Dow

| The Dow Group | #1 Real Estate Team in New Hampshire

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5 Hillwinds North , Brattleboro, VT 05301
$769,900
Est. Payment: $4,012.06/mo
4 Bed
4 Bath
3600 Sqft
Status: active | Days on site: 114
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VCR-C15903466 - VCR-C159091383,VCR-C159052275

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House Description

New updates: roof replacement with 30 year architectural shingles completed and six new skylights with remote control shades installed. Elegant Post-and-Beam!!! Tucked along a birch-lined drive, this exceptional home is set on almost 2 acres of landscaped grounds with lawns, stone walls & gardens, plus an adjoining 9.4 acre woodland lot with snowshoe trails in the desirable Hillwinds community. Enjoy direct trail access and easy proximity to downtown and the Country Club. Step inside the striking custom-designed interior through a covered porch that opens into a marble floored foyer with skylight, entry closet and stained-glass windows. Adjacent, opens into a warm, spacious family room with cherry wainscoting, a gas stone fireplace, curved architectural accents and mud room access. The formal living room features a brick fireplace and is surrounded by classic post & beam architecture and stained glass windows. The open kitchen & dining area are ideal for entertaining and impress with cherry cabinetry, quartz countertops, stainless appliances, and sliders to an expansive deck with serene views. A den, half bath, and laundry closet complete the main level. Upstairs offers four bedrooms, including a stunning primary suite with cathedral ceiling, triple closets, fireplace, and Palladian windows. There is a tucked-away guest room that enjoys a private ¾ bath. The finished lower level includes a generous game room with wet bar, half bath, propane stove, & TV area - pool table included! A detached 2-car garage with storage, a garden shed, and timeless craftsmanship throughout make this a truly rare offering. 12/1/25 new System 2000 boiler, recently paved drive and so many beautiful appointments.

Highlights

Listed by Robert Doyle , 802-254-6400 Berkley & Veller Greenwood Country , 802-254-6400. PrimeMLS mls logo

Property Type

Residential

Lot/Acreage
11.4

Year Built

1986

County

Windham

School District

Windham Southeast

Listing ID

5081610

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Interior Features

Bedrooms and Bathrooms
  • Bedrooms:4
  • Bathrooms:4
  • Full Bathrooms:1
  • 3/4 Bathrooms:1
  • 1/2 Bathrooms:2
Appliances:Gas Cooktop, Dishwasher, Dryer, Microwave, Wall Oven, Refrigerator, Washer, Domestic Water Heater, Tank Water Heater
Floor:Carpet,Ceramic Tile,Hardwood,Marble
Above Ground Sq Ft:3000
Basement:Yes,Concrete,Concrete Floor,Partial,Partially Finished,Storage Space
Other:Level 1: 1/2 Bathroom,Level 1: Den,Level 1: Family Room,Level 1: Foyer,Level 1: Kitchen/Dining,Level 1: Living Room,Level 1: Mudroom,Cathedral Ceiling,Gas Fireplace,Wood Fireplace,3+ Fireplaces,Kitchen Island,Kitchen/Dining,LED Lighting,Natural Light,Skylight,Vaulted Ceiling,Wet Bar

Exterior Features

Lot:Existing
Zoning:Residential
Roof:Asphalt Shingle
Others:Deck,Garden Space,Patio,Covered Porch,Shed,Double Pane Window(s),Handicap Modified
Sewer:Septic
Parking Features:Auto Open,Storage Above,Paved,Detached
Principal Interest
$4,012
Taxes
$1,298

Home Price

$769,900

Loan Details

30 yrs
6.792%

Down Payment

20%
$153,980
All calculations are estimates and provided by Blueroof360. Today’s Rates provided by Blueroof360. Information and interactive calculators are made available to you only as self-help tools for your independent use and are not intended to provide investment or tax advice. We cannot and do not guarantee their applicability or accuracy in regards to your individual circumstances. All examples are hypothetical and are for illustrative purposes. We encourage you to seek personalized advice from qualified professionals regarding all personal finance issues.
Monthly Price:
$4,012.06

Principal

Taxes

Principal Taxes HOA Total
Monthly $4,012.06 $1,298.00 $0.00 $5,310.06
Yearly $48,144.67 $15,576.00 $0.00 $63,720.67
Total $1,444,340.16 $467,280.00 $0.00 $1,911,620.16

Today's Rates

30 Year

6.79%

20 Year

6.27%

15 Year

6.15%

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Market insight data is pulled from the same city as the listing being viewed (Brattleboro, VT).

The schools listed are within a 2-mile radius of the property; however, attendance is not guaranteed. Please contact the local school district to confirm zoning and enrollment options.

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 August 1, 2026 11:51pm

Data last updated: 2026-08-02T03:51:12.800Z

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