- 4 beds
- 4 baths
- 3,685 sqft
- ~1 acre lot
- $243 per sqft
- 1994 build
- – on site
Situated in Brattleboro’s premier, rural neighborhood, this much-loved home is a masterclass in thoughtful design, meticulous construction, & refined living. A grand dbl-door foyer welcomes you into a soaring entry hall that flows seamlessly into a sunken, dbl-height ceiling LR - complete w/ granite-surround FP, custom blt-ins, & crowned by a dramatic balcony overlook. Light pours in from every angle of the home, highlighting arch. details like trayed ceilings, plate rails, picture shelves, & bullseye rosettes that elevate every space w/ timeless elegance. The stylish kitchen - w/ cherry cabinetry, granite counters, & center island - overlooks the expansive LR & enjoys hillside views, a sunny eat-in area, & walk-in pantry. The spacious 1st-fl prim. suite features a spacious 4-fixt BA & luxurious walk-in closet. A cath.-ceiling Lib, Ofc, Ldry/MR, powder rm, & a carefree, Fibercon deck complete the main level. Upstairs, 4 BR’s, 2 full BA’s, & a cozy FR provide many options. Outside, enjoy manicured, irrigated, weed-free lawns (the envy of the local country club), dozens of blooming lily varietals, & a 20x40 in-ground pool w/diving board. Extras incl. a 2-car garage, expansive basement, Tesla battery, & cntl fire/sec. sys. 160-ac conserved parcel w/ easy trail access at cul-de-sac. Close to town, yet incredibly peaceful - minutes to shopping, Amtrak, hospital, golf, schools, & recreation. A remarkable blend of tranquility & accessibility. Sched. your private viewing today!
Last checked:
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Last updated Jul 8, 2025
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MLS# 5050375 —
The Building
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Year Built:1994
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Pre-Construction:No
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Construction Status:Existing
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Construction Materials:Wood Frame, Clapboard Exterior
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Architectural Style:Contemporary
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Roof:Architectural Shingle
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Total Stories:2
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Approx SqFt Total:6015
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Approx SqFt Total Finished:3,685 Sqft
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Approx SqFt Finished Above Grade:3,685 Sqft
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Approx SqFt Finished Below Grade:0 Sqft
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Approx SqFt Unfinished Above Grade:100
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Approx SqFt Unfinished Above Grade Source:Other
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Approx SqFt Unfinished Below Grade:2230
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Approx SqFt Finished Building Source:Public Records
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Approx SqFt Unfinished Building Source:Public Records
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Approx SqFt Finished Above Grade Source:Public Records
Interior
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Total Rooms:13
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Flooring:Carpet, Ceramic Tile, Hardwood
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Basement:Yes
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Basement Description:Concrete, Full, Unfinished
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Basement Access Type:Walk-up
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Room 1 Level:1
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Room 2 Level:1
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Room 3 Level:1
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Room 5 Level:1
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Room 7 Level:1
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Room 8 Level:1
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Room 9 Level:2
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Room 10 Level:1
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Room 11 Level:2
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Room 12 Level:2
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Room 13 Level:2
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Room 14 Level:2
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Room 15 Level:1
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Room 16 Level:1
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Room 17 Level:2
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Room 18 Level:2
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Room 19 Level:1
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Room 1 Type:Eat-in Kitchen
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Room 2 Type:Dining Room
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Room 8 Type:Foyer
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Room 9 Type:Family Room
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Room 10 Type:Primary BR Suite
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Room 7 Type:Library
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Room 5 Type:Den
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Room 3 Type:Living Room
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Room 11 Type:Bedroom
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Room 12 Type:Bedroom
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Room 14 Type:Bonus Room
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Room 13 Type:Bedroom
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Room 15 Type:Laundry Room
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Room 16 Type:Bathroom Full
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Room 17 Type:Bathroom Full
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Room 18 Type:Bathroom Full
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Room 19 Type:Bathroom Half
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Rooms Level 1:Level 1: Full Bathroom, Level 1: 1/2 Bathroom, Level 1: Den, Level 1: Dining Room, Level 1: Foyer, Level 1: Eat-in Kitchen, Level 1: Laundry Room, Level 1: Library, Level 1: Living Room, Level 1: Primary Bdm Ste
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Rooms: Level 2Level 2: Bedroom, Level 2: Bonus Room, Level 2: Full Bathroom, Level 2: Family Room
Room Dimensions
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Room 1 Dimensions:25 Sqft
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Room 2 Dimensions:13 Sqft
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Room 3 Dimensions:21 Sqft
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Room 5 Dimensions:14 Sqft
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Room 7 Dimensions:17 Sqft
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Room 8 Dimensions:16 Sqft
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Room 9 Dimensions:20 Sqft
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Room 10 Dimensions:17 Sqft
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Room 11 Dimensions:16 Sqft
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Room 12 Dimensions:15 Sqft
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Room 13 Dimensions:16 Sqft
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Room 14 Dimensions:12 Sqft
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Room 15 Dimensions:8 Sqft
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Room 16 Dimensions:14.5x11.5
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Room 17 Dimensions:8x7
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Room 18 Dimensions:9.5x5
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Room 19 Dimensions:6.5x2.5
Location
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Directions:From downtown Brattleboro, take VT-30 north for approx. 0.8 mi. Left onto Upper Dummerston Rd for approx. 2.3 mi. Left onto Hillwinds Rd for approx. 0.2 mi. Right onto Hillwinds North for approx. 0.3 mi. See sign on left.
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Latitude:42.895021783279383
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Longitude:-72.601228526458783
The Property
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Property Type:Single Family
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Property Class:Residential
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Seasonal:No
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Lot Features:Landscaped, Mountain View, Open, Trail/Near Trail, View, Walking Trails, Abuts Conservation, Near Country Club, Near Paths, Near Shopping, Near Skiing, Near Hospital, Near School(s)
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Lot SqFt:47,045 Sqft
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Lot Acres:1 Sqft
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Zoning:Rural Residential
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Driveway:Paved
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Road Frontage:Yes
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Road Frontage Length:340 Sqft
Listing Agent
- Contact info:
- Office phone:
- (802) 254-6400
Taxes
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Tax Year:2024
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Taxes TBD:No
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Tax - Gross Amount:$17,648
Beds
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Total Bedrooms:4
Baths
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Total Baths:4
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Full Baths:3
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Half Baths:1
The Listing
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Price Per SqFt:243.96
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Foreclosed/Bank-Owned/REO:No
Heating & Cooling
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Heating:Oil, Baseboard, Hot Water
Utilities
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Utilities:Cable Available, Telephone Available
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Sewer:Private, Septic
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Electric:200+ Amp Service, Circuit Breaker(s)
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Water Source:Drilled Well, Private
Appliances
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Appliances:Dishwasher, Dryer, Electric Range, Refrigerator, Washer, Electric Water Heater
Schools
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Elementary School:Brattleboro Elem Schools
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Middle Or Junior School:Brattleboro Area Middle School
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High School:Brattleboro High School
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School District:Windham Southeast
The Community
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Covenants:Yes
Parking
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Garage:Yes
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Garage Capacity:2
Monthly cost estimate

Asking price
$899,000
Expense | Monthly cost |
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Mortgage
This calculator is intended for planning and education purposes only. It relies on assumptions and information provided by you regarding your goals, expectations and financial situation, and should not be used as your sole source of information. The output of the tool is not a loan offer or solicitation, nor is it financial or legal advice. |
$4,813
|
Taxes | $1,470 |
Insurance | $247 |
Utilities | $268 See report |
Total | $6,798/mo.* |
*This is an estimate |
Walk Score®
Provided by WalkScore® Inc.
Walk Score is the most well-known measure of walkability for any address. It is based on the distance to a variety of nearby services and pedestrian friendliness. Walk Scores range from 0 (Car-Dependent) to 100 (Walker’s Paradise).
Bike Score®
Provided by WalkScore® Inc.
Bike Score evaluates a location's bikeability. It is calculated by measuring bike infrastructure, hills, destinations and road connectivity, and the number of bike commuters. Bike Scores range from 0 (Somewhat Bikeable) to 100 (Biker’s Paradise).
Air Pollution Index
Provided by ClearlyEnergy
The air pollution index is calculated by county or urban area using the past three years data. The index ranks the county or urban area on a scale of 0 (best) - 100 (worst) across the United Sates.
Sale history
Date | Event | Source | Price | % Change |
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7/8/25
Jul 8, 2025
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Listed / Active | PRIME_MLS | $899,000 |