161 Hillwinds Road

Closed 12/21/16
Closed 12/21/16
Gallery Image 1
Sold
Last Sold Price
$330,500
4 beds2,600 sqft$127/sqft
161 Hillwinds Rd, Brattleboro, VT 05301
Single FamilyProperty Type
1.09 acresLot Size
1975Year Built
$127/sq ftPrice per sq ft
2 carsParking Spaces

Description

Great opportunity to own a fantastic home in Hillwinds and enjoy the summer cooling off in the beautiful in-ground pool! Hardwood floors grace most of the interior and there are many options for your family to spread out from the formal living room to the family room, 2 dens or the screen room out on the back deck. There is also a private accessory apartment above the garage that includes a bedroom, bath and living/partial kitchen area for in-laws or guests. Lovely gardens and flowering trees & shrubs...Great opportunity to own a fantastic home in Hillwinds and enjoy the summer cooling off in the beautiful in-ground pool! Hardwood floors grace most of the interior and there are many options for your family to spread out from the formal living room to the family room, 2 dens or the screen room out on the back deck. There is also a private accessory apartment above the garage that includes a bedroom, bath and living/partial kitchen area for in-laws or guests. Lovely gardens and flowering trees & shrubs surround the home, plus there is some lawn for the kids to play and a fenced dog pen for your pets. You¢ll enjoy the protection of having conserved land behind you and across the street. Like to hike, bike, snowshoe or cross country ski? The Hillwinds trails provide year round options for you and your family. Don't miss out on this fine home, make an appointment today! Sellers reserve right to remove some Peonies & Mountain Laurel.

    Sold By Berkley & Veller Greenwood Country

    • Listed by: Jane Sonntag • Berkley & Veller Greenwood Country
    Listing closed: 12/21/2016 12:00 AM • Source: New England Real Estate Network, MLS#: 4499319

    Recent comparable sales

    Median sold price

    $405,000

    Avg days on market

    23

    Sale-to-list ratio

    101.7%

    Brattleboro, VT

    9 comparable properties found

    $320,000 | 11 Culbertson Drive, Brattleboro, VT 05301
    1/61
    1

    $320,000

    Sold 11/17/25

    5
    Bedrooms
    2,579
    Square Feet
    0.56
    Acres

    11 Culbertson Drive, Brattleboro, VT 05301

    $868,000 | 155 Hillwinds North, Brattleboro, VT 05301
    1/61
    2

    $868,000

    Sold 09/09/25

    4
    Bedrooms
    3,685
    Square Feet
    1.08
    Acres

    155 Hillwinds North, Brattleboro, VT 05301

    $405,000 | 156 Sherwood Circle, Brattleboro, VT 05301
    1/45
    3

    $405,000

    Sold 07/28/25

    4
    Bedrooms
    2,132
    Square Feet
    0.86
    Acres

    156 Sherwood Circle, Brattleboro, VT 05301

    $399,000 | 28 Wilsons Woods Road, Brattleboro, VT 05301
    1/28
    4

    $399,000

    Sold 06/29/26

    4
    Bedrooms
    2,464
    Square Feet
    0.39
    Acres

    28 Wilsons Woods Road, Brattleboro, VT 05301

    $1,175,000 | 390 Pleasant Valley Road, Brattleboro, VT 05301
    1/56
    5

    $1,175,000

    Sold 08/24/26

    4
    Bedrooms
    4,491
    Square Feet
    25.9
    Acres

    390 Pleasant Valley Road, Brattleboro, VT 05301

    $339,000 | 65 Cedar Street, Brattleboro, VT 05301
    1/41
    6

    $339,000

    Sold 08/14/26

    4
    Bedrooms
    2,250
    Square Feet
    0.2
    Acres

    65 Cedar Street, Brattleboro, VT 05301

    $615,000 | 143 Hillwinds Road, Brattleboro, VT 05301
    1/47
    7

    $615,000

    Sold 06/26/26

    5
    Bedrooms
    2,520
    Square Feet
    1.19
    Acres

    143 Hillwinds Road, Brattleboro, VT 05301

    $341,000 | 7 Union Street, Brattleboro, VT 05301
    1/37
    8

    $341,000

    Sold 01/27/26

    4
    Bedrooms
    1,668
    Square Feet
    0.12
    Acres

    7 Union Street, Brattleboro, VT 05301

    $489,000 | 23 Wilsons Woods Road, Brattleboro, VT 05301
    1/61
    9

    $489,000

    Sold 05/13/26

    4
    Bedrooms
    2,312
    Square Feet
    0.27
    Acres

    23 Wilsons Woods Road, Brattleboro, VT 05301

    Get preapproved with Rocket Mortgage1

    Location

    Add your commute

    Payment Calculator

    Get preapproved with Rocket Mortgage1

    $2,465 per month

    30 year fixed, 6.55% Interest

    Principal and Interest

    $1,680

    Property Taxes

    $785

    HOA Dues

    $0

    The Payment Calculator is for illustrative purposes only.

    Know your buying power with a preapproval and custom rate in minutes

    Rocket Mortgage1

    Property Information for 161 Hillwinds Road

    Property Details
    • Taxes: $9,424 / year
    • MLS Type: Residential / Single Family
    • County: Windham County
    • Parking: Driveway
    • Zoning: RR
    Building Information
    • Stories: 1
    • Year Built: 1975
    • Lot Size: 1.09 AC / 47,480 SF
    Summary
    Location and General Information
    • Area Description: Abuts Conservation
    • City: Brattleboro
    • County: VT-Windham
    • Directions: Upper Dummerston Rd. to Hillwinds Rd, at top of hill, go straight to second house on right.
    • Latitude: 42.890255180075
    • Longitude: -72.601452576721
    • Road Frontage: Yes
    • Seasonal: No
    • State: VT
    • Street Designation: Road
    • Zip: 05301
    Taxes and HOA Information
    • SPAN Number: 081-025-12450
    • Tax - Gross Amount: $9,424.00
    • Tax Year: 2016
    • Taxes TBD: No
    Parking
    • Garage: Yes
    • Garage Capacity: 2.00
    • Driveway: Paved
    Property
    Lot Information
    • Lot - Sqft: 47480.0
    • Lot Size Acres: 1.09
    • Road Frontage Length: 173.0
    • Square Feet Apx Finished Above Grade: 2600.0
    • Square Feet Apx Finished AG Source: Public Records
    • Square Feet Apx Finished Below Grade: 0.0
    • Square Feet Apx Tot BG Source: Public Records
    • Square Feet Apx Total: 3900.0
    • Square Feet Apx Tot Below Grade: 1008.0
    • Square Feet Apx Total Finished: 2600.0
    • Square Feet Apx Unfinished Above Grade: 0.0
    • Square Feet Apx Unfinished Below Grade: 1300.0
    • Square Feet Apx Unfinished BG Source: Other
    Property and Assessments
    • Current Use: No
    • Assessment Amount: $352,070
    • Property Class: Residential
    • Property Type: Single Family
    • Flood Zone: No
    • Foundation: Concrete
    • PreConstruction: No
    • Resort: No
    • ROW to other Parcel: No
    • Surveyed: Unknown
    • Year Built: 1975
    Utilities
    • Electric: 100 Amp, Circuit Breaker(s)
    • Sewer: 1000 Gallon, Concrete, Leach Field
    • Utilities: Cable, Internet - Cable
    Interior and Exterior Features
    Exterior Features
    • Color: Cream
    • Features - Accessibility: 1st Floor 3/4 Bathroom, 1st Floor Bedroom
    • Features - Exterior: Deck, Fence - Dog, Pool - In Ground, Porch - Screened, Window Screens
    • Roads: Paved, Public
    • Roof: Metal, Shingle - Asphalt
    Interior Features
    • Appliances: Dishwasher, Dryer, Exhaust Hood, Microwave, Range - Electric, Refrigerator, Washer
    • Basement: Yes
    • Basement Access Type: Interior
    • Basement Description: Bulkhead, Concrete, Full, Stairs - Interior, Storage Space, Unfinished
    • Baths - Total: 5
    • Baths - Full: 1
    • Half Baths: 1
    • One Quarter Baths: 0
    • Three Quarter Bath: 3
    • Rooms - Total: 12
    • Rooms: Level 1: Level 1: Dining Room, Level 1: Family Room, Level 1: Kitchen, Level 1: Living Room, Level 1: Office/Study, Level 1: Other, Level 1: Utility Room
    • Rooms: Level 2: Level 2: Bedroom, Level 2: Master Bedroom, Level 2: Other
    • Bedrooms - Total: 4
    • Equipment: Smoke Detectr-Batt Powrd
    • Features - Interior: Fireplace - Wood, Fireplaces - 1, Hearth, In-Law/Accessory Dwelling, Kitchen/Dining, Master BR w/ BA
    • Flooring: Carpet, Ceramic Tile, Hardwood, Vinyl
    • Heat Fuel: Oil, Wood
    • Heating: Baseboard, Hot Water, Stove - Wood
    • Cooling: None
    • Total Stories: 1.75
    Room Information
    Room 1
    • Room Dimensions: 11'8x10'7
    • Room Level: 1
    • Room Type: Kitchen
    Room 2
    • Room Dimensions: 10'6x13'4
    • Room Level: 1
    • Room Type: Dining Room
    Room 3
    • Room Dimensions: 13'4x15'7
    • Room Level: 1
    • Room Type: Living Room
    Room 4
    • Room Dimensions: 11'11x18'8
    • Room Level: 1
    • Room Type: Family Room
    Room 5
    • Room Dimensions: 8'11x11'11
    • Room Level: 1
    • Room Type: Office/Study
    Room 6
    • Room Dimensions: 9'2x9'11
    • Room Level: 1
    • Room Type: Utility Room
    Room 7
    • Room Dimensions: 13'5x13'8
    • Room Level: 2
    • Room Type: Master Bedroom
    Room 8
    • Room Dimensions: 10x14'8
    • Room Level: 2
    • Room Type: Bedroom
    Room 9
    • Room Dimensions: 13'5'x13'8
    • Room Level: 2
    • Room Type: Bedroom
    Room 13
    • Room Dimensions: 9x9
    • Room Level: 2
    • Room Type: Other
    Room 14
    • Room Dimensions: 12'2x17'10
    • Room Level: 2
    • Room Type: Other
    Room 15
    • Room Dimensions: 11'8x13'4
    • Room Level: 1
    • Room Type: Other

    Property History for 161 Hillwinds Road

    DateEvent & SourcePriceAppreciation
    Dec 27, 2016

    Sold (Public Record)

    Public Record #585654343

    		$330,500—
    Dec 21, 2016

    Sold

    New England Real Estate Network #4499319

    		$330,500—
    Dec 21, 2016

    Pending

    New England Real Estate Network #4499319

    		—
    DateEvent & SourcePrice
    12/27/2016

    Sold (Public Record)

    Public Record #585654343

    $330,500
    12/21/2016

    Sold

    New England Real Estate Network #4499319

    $330,500
    12/21/2016

    Pending

    New England Real Estate Network #4499319

    —

    For completeness, we often displays two records for one sale: the MLS record and the public record.

    Public Records for 161 Hillwinds Road

    Taxable ValueLand$66,800Additions$285,270Total$352,070
    Tax Record2025$6,686 ($557 / month)
    Home Facts
    Beds4Baths4.5Total Finished SqFt2,504 SqFtAbove Grade Finished SqFt2,504 SqFtStories2Lot Size47,480 SqFtStyleSingle Family ResidenceYear Built1975Year Renovated1975ZoningRR / RCountyWINDHAMAPN(025) 00070156.000

    Schools near 161 Hillwinds Road

    This home is within Windham Southeast Unified Union School District #96.
    Rating
    School
    Type
    Grades
    Distance
    Academy School
    		Public - PK to 6
    Brattleboro Area Middle School
    		Public - 7 to 8
    Brattleboro Senior Uhsd #6
    		Public - 9 to 12
    Green Street School
    		Public - PK to 6
    Rating
    School
    Distance
    Academy School
    PublicPK to 6

    Brattleboro Area Middle School
    Public7 to 8

    Brattleboro Senior Uhsd #6
    Public9 to 12

    Green Street School
    PublicPK to 6

    School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

    Similar Homes

    New listings in 05301

    $250,000 | 556 South Main Street, Brattleboro, VT 05301
    1/5

    $250,000

    6
    Bedrooms
    2,112
    Square Feet
    0.15
    Acres

    556 South Main Street, Brattleboro, VT 05301

    $350,000 | 10 Birge Street, Brattleboro, VT 05301

    $350,000

    5
    Bedrooms
    3,002
    Square Feet
    0.15
    Acres

    10 Birge Street, Brattleboro, VT 05301

    $350,000 | 573 South Main Street, Brattleboro, VT 05301

    $350,000

    2
    Bedrooms
    3,312
    Square Feet
    0.65
    Acres

    573 South Main Street, Brattleboro, VT 05301

    $380,000 | 25 Cottage Street, Brattleboro, VT 05301
    1/5

    $380,000

    6
    Bedrooms
    3,264
    Square Feet
    0.15
    Acres

    25 Cottage Street, Brattleboro, VT 05301

    $225,000 | 16 Washington Street, Brattleboro, VT 05301
    1/32

    $225,000

    4
    Bedrooms
    2,209
    Square Feet
    0.21
    Acres

    16 Washington Street, Brattleboro, VT 05301

    $225,000 | 16 Washington Street, Brattleboro, VT 05301
    1/33

    $225,000

    5
    Bedrooms
    2,209
    Square Feet
    0.21
    Acres

    16 Washington Street, Brattleboro, VT 05301

    $899,800 | 925 Hinesburg Road, Brattleboro, VT 05301
    1/51

    $899,800

    5
    Bedrooms
    7,430
    Square Feet
    18.11
    Acres

    925 Hinesburg Road, Brattleboro, VT 05301

    $350,000 | 109 Central Street, Brattleboro, VT 05301
    1/2

    $350,000

    4
    Bedrooms
    1,808
    Square Feet
    0.12
    Acres

    109 Central Street, Brattleboro, VT 05301

    $350,000 | 109 Central Street, Brattleboro, VT 05301
    1/2

    $350,000

    4
    Bedrooms
    1,808
    Square Feet
    0.12
    Acres

    109 Central Street, Brattleboro, VT 05301

    Nearby home values

    AddressSold priceBedsBathsSqftLot (Sqft)
    This home: 161 Hillwinds Road, Brattleboro, VT 05301
    $330,500
    4
    2,600
    47,480
    177 Hillwinds Road, Brattleboro, VT 05301
    $357,500
    4
    2,445
    59,241
    122 Hillwinds Road, Brattleboro, VT 05301
    –
    3
    1.5
    1,330
    84,942
    203 Hillwinds Road, Brattleboro, VT 05301
    $370,000
    3
    1,404
    47,654
    10 Hillwinds North, Brattleboro, VT 05301
    $400,000
    3
    1,482
    108,900
    219 Hillwinds Road, Brattleboro, VT 05301
    –
    4
    2.5
    2,400
    91,476

    Explore Nearby Homes

    No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

    Listing Courtesy of Berkley & Veller Greenwood Country

    Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site 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 09/07/2026 03:04 AM