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Deb Rees
REALTOR®
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143 Hillwinds Road, Brattleboro, VT 05301

$625,000
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Active
BEDS5 BATHS3 full 1 partial SQUARE FEET2,520 MLS#5082786
STATUSActive PROPERTY TYPEResidential - Single Family

Listing Courtesy of: Brattleboro Area Realty
Agency Phone: 802-257-1335
Associate Name: Christine Lewis
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Property Description

Welcome to Hillwinds and this lovely colonial. With 200 acres of conserved land and trails behind and a wonderful meadow view in the front, this house truly feels a part of the landscape. The main house has four bedrooms and two and a half baths and invites you to step right into your new life in this well cared for and lovingly maintained home. The gardens are in, the drive paved and the garden shed with power is standing ready. The sweet sun room is a nice addition to the living area, just off the kitchen/family room so a great place to expand when entertaining in the warmer months. It overlooks the very peaceful conservancy and is a special place for a quiet read or fun games in the rain. No worries of power outages here with both a gas generator and the new Tesla Powerwall! Above the garage is a versatile space that can be used as a studio, guest room, mother-in-law suite, or a study boasting a mini-split, refrigerator, and three-quarter bath. Enjoy the fire pit in the evening, under the stars. Watch the bluebirds at the birdhouses as they raise their families, the chipmunks that scurry, and the turkeys in the meadow. This is a wonderful neighborhood. Make it yours. Open house Saturday, April 11th 11am - 1pm

143 Hillwinds Road | MLS# 5082786

This single family home located at 143 Hillwinds Road, Brattleboro, VT 05301 is currently listed for sale with an asking price of $625,000. This property was built in 1974 and has 5 bedrooms and 3 full and 1 partial baths with 2520 sq. ft. Search Brattleboro real estate on debrees.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Bulkhead, Concrete, Concrete Floor, Crawl Space, Frost Wall, Full, Interior Stairs, Storage Space, Unfinished, Interior Access, Exterior Access, Basement Stairs
Cooling: Attic Fan, Other, Mini Split
Garage: 2 car attached
Heating: Oil, Baseboard, Hot Water, Multi Zone, Mini Split
Home Style: Colonial
Lot Size: 1.19 Acres
Roof Type: Asphalt Shingle
Stories: 2.0
Taxes: $12,242
Year Built: 1974

Amenities

Central Vacuum
Attic with Hatch/Skuttle
Blinds
Ceiling Fan
Dining Area
Draperies
Gas Fireplace
Fireplace Screens/Equip
1 Fireplace
In-Law Suite
Kitchen/Dining
Kitchen/Family
Laundry Hook-ups
Primary BR w/ BA
Natural Light
Indoor Storage
Walk-in Closet
Window Treatment
Programmable Thermostat
Basement Laundry
Garden Space
Natural Shade
Outbuilding
Patio
Porch
Covered Porch
Enclosed Porch
Shed
Storage
Window Screens
Double Pane Window(s)

Feature Descriptions

Appliances: Dishwasher, ENERGY STAR Qual Dishwshr, Dryer, ENERGY STAR Qual Dryer, Microwave, Gas Range, Refrigerator, ENERGY STAR Qual Fridge, Washer, ENERGY STAR Qual Washer, Electric Water Heater, Owned Water Heater, Separate Water Heater, Heat Pump Water Heater, Exhaust Fan, Vented Exhaust Fan, Water Heater
Baths 1/2: 1
Baths 3/4: 2
Baths Full: 1
Construction: Wood Frame, Vinyl Siding
Construction Status: Existing
Days on Site: 8
Driveway: Paved
Electric: 220 Plug, Circuit Breaker(s), Generator, On-Site, Energy Storage Device
Equipment: Window AC, CO Detector, Smoke Detector, Portable Generator
Exterior: Wood Frame, Vinyl Siding
Flood Zone: No
Flooring: Carpet, Laminate, Tile, Vinyl, Wood
Foundation: Concrete, Poured Concrete
Lot: Conserved Land, Country Setting, Deed Restricted, Landscaped, Level, Open, Slight, Sloping, Trail/Near Trail, View, Walking Trails, Abuts Conservation, Near Country Club, Near Golf Course, Near Paths, Neighborhood
Number of Rooms: 9
Parking: Auto Open, Direct Entry, Driveway, Garage, Off Street, On-Site, Parking Spaces 1 - 10, Paved, Visitor, Attached
Road Frontage: 175
Roads: Cul-de-Sac, Paved, Public
Sewer: On-Site Septic Exists
Sq. Ft. Above Grade Finished: 2520
Sq. Ft. Total Finished: 2520
Total Stories: 2
Water: Drilled Well
Zoning: RO1

Room Sizes

Family Room: 13x18 Level - 1
Kitchen: 13x18 Level - 1
Dining Room: 11x13 Level - 1
Living Room: 14x28 Level - 1
Bedroom: 12x12 Level - 2
Bedroom: 13x15 Level - 2
Bedroom: 10x12 Level - 2
Bedroom: 13x14 Level - 2
Bedroom: 13x24 Level - 2
Bathroom Half: 07x08 Level - 1
Bathroom Full: 12x06 Level - 2
Bathroom Three Quarter: 05x08 Level - 2
Bathroom Three Quarter: 05x10 Level - 2

Listed By / Shown By

Listed By

Agency Name: Brattleboro Area Realty
Agency Phone: 802-257-1335
Agent Name: Christine Lewis

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Estimated Payment

$ 2,593.44 per month $1,390.98 Principal & Interest $1,020.17 Property Tax $182.29 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 04/17/2026. The listing information on this page last changed on 04/17/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Fri 04/17/2026 5:02:47 AM EST) or MLSPIN MLS (last updated Thu 04/16/2026 11:38:34 PM EST) or Prime MLS (last updated Thu 04/16/2026 11:33:24 PM EST) or MREIS (last updated Fri 04/17/2026 2:05:22 AM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data compilation and photo(s) 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 2026-04-16 23:33:24

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