143 Hillwinds Road Brattleboro, VT $ 625,000
143 Hillwinds Road
$ 625,000
Recently Listed
Open House 4/11 11am - 1pm
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143 Hillwinds Road

Brattleboro, VT, 05301
$ 625,000
Bedrooms5 Baths3.1 Sq 2,520

Monthly Estimate*

$ 3,848

Listed by Christine Lewis, Brattleboro Area Realty, 802-257-1335, chris@realtyvermont.com
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Single Family Home for sale in Brattleboro, VT

for $625,000 with 5 bedrooms and 3 full baths, 1 half bath. This 2,520 square foot home was built in 1974 on a lot size of 1.19.

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

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Open House

4/11/2026 11:00 AM - 1:00 PM
143 Hillwinds Road Brattleboro, VT
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 625,000

Bedrooms

5

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 0

Style

Colonial

Lot Size

1.19

Year Built

1974

Town/City

Brattleboro

County/Region

Windham

MLS | Web ID

5082786

Features
Interior
Basement Description Bulkhead Concrete Concrete Floor Crawl Space Frost Wall Full Interior Stairs Storage Space Unfinished Interior Access Exterior Access Basement Stairs
Interior 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
Basement Yes
Flooring Carpet Laminate Tile Vinyl Wood
Beds 5
Total Rooms 9
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General
Road Frontage Yes
Sewer On-Site Septic Exists
Heating Oil Baseboard Hot Water Multi Zone Mini Split
Cooling Attic Fan Other Mini Split
Utilities Cable Available Propane Telephone Available
Roof Asphalt Shingle
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 Sepa
Garage Yes
Flood Zone No
Zoning RO1
3/4 Baths 2
Full Baths 1
Half Baths 1
Bathrooms 4
Year Built 1974
Electric 220 Plug Circuit Breaker(s) Generator On-Site Energy Storage Device
Style Colonial
Stories Count 2
Construction Status Existing
Type Single Family
Auction No
Tax Year 2025
Status Detail 0
Covenants No
Construction Materials Wood Frame Vinyl Siding
Directions RT 30 to Upper Dummerston Rd. to Hillwinds. Straight up to first house on right. Don't take Hillwinds North Rd right turn.
City Brattleboro
Other Equipment Window AC CO Detector Smoke Detector Portable Generator
Seasonal No
DOM 0
Price Per Sq Ft Total AG 248.02
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Exterior
Lot Features 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
Exterior Amenities Garden Space Natural Shade Outbuilding Patio Porch Covered Porch Enclosed Porch Shed Storage Window Screens Double Pane Window(s)
Driveway Paved
Lot Size Area 1.19
Water Source Drilled Well
Parking Features Auto Open Direct Entry Driveway Garage Off Street On-Site Parking Spaces 1 - 10 Paved Visitor Attached
Garage Capacity 2
Foundation Concrete Poured Concrete
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* Excluded Features
List By
Christine Lewis

Listing Agent

Brattleboro Area Realty

Broker

(802) 257-1335

Phone

chris@realtyvermont.com

Email

Affordability Calculator

$3,848
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Monthly Principal & Interest
$3,848
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Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
451920 Elementary School
452237 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
4/9/2026$625,000 Listed Price

Map


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143 Hillwinds Road, Brattleboro, VT, 05301 is a Single Family Home for sale at $625,000 with 2,520 sqft and a lot size of 1.19. 143 Hillwinds Road has 5 bedrooms, 3.1 baths, and was built in 1974. The property's zip code is 05301 which is in Brattleboro, VT