Off Market
4 beds2.5 baths2,400 sqft/sqft
219 Hillwinds Rd, Brattleboro, VT 05301

Recent comparable sales

Median sold price

$475,000

Avg days on market

52

Sale-to-list ratio

96.0%

Brattleboro, VT

9 comparable properties found

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

$405,000

Sold 07/28/25

4
Bedrooms
2,132
Square Feet
0.86
Acres
2

$495,000

Sold 12/29/25

4
Bedrooms
3
Bathrooms
2,315
Square Feet
2.3
Acres
$450,000 | 214 Putney Road, Brattleboro, VT 05301
1/47
3

$450,000

Sold 05/15/26

4
Bedrooms
2,756
Square Feet
0.79
Acres
$497,408 | 204 Meeting House Lane, Brattleboro, VT 05301
1/31
4

$497,408

Sold 04/10/26

4
Bedrooms
2,656
Square Feet
1.28
Acres
$580,000 | 11 Strawberry Hill, Brattleboro, VT 05301
1/38
5

$580,000

Sold 06/30/26

4
Bedrooms
2,573
Square Feet
1.9
Acres
6

$640,000

Sold 04/24/25

3
Bedrooms
2.5
Bathrooms
2,254
Square Feet
12.6
Acres
$475,000 | 94 Brets Road, Brattleboro, VT 05301
1/24
7

$475,000

Sold 08/11/26

3
Bedrooms
2,594
Square Feet
Unavailable
Acres
$450,000 | 59 Country Hill, Brattleboro, VT 05301
1/2
8

$450,000

Sold 04/01/25

4
Bedrooms
2,312
Square Feet
0.76
Acres
$339,000 | 65 Cedar Street, Brattleboro, VT 05301
1/41
9

$339,000

Sold 08/14/26

4
Bedrooms
2,250
Square Feet
0.2
Acres

Location

Add your commute

Property Information for 219 Hillwinds Road

Property Details
  • MLS Type: Sale / Residential / Building / 1 / 1
  • Year Built: 1974
  • Lot Size: 2.10 AC / 91,476 SF
Building Information
  • Stories: 2
  • Year Built: 1974
  • Lot Size: 2.10 AC / 91,476 SF

Public Records for 219 Hillwinds Road

Taxable ValueLand$86,000Additions$205,570Total$291,570
Tax Record2025$5,537 ($461 / month)
Home Facts
Beds4Baths2.5Total Finished SqFt2,400 SqFtAbove Grade Finished SqFt2,400 SqFtStories2Lot Size91,476 SqFtStyleSingle Family ResidenceYear Built1974Year Renovated1974ZoningRRCountyWINDHAMAPN(025) 00070161.000

Schools near 219 Hillwinds Road

This home is within Windham Southeast Unified Union School District #96.
Rating
School
Type
Grades
Distance
Public - PK to 6
Public - 7 to 8
Public - 9 to 12
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
$350,000 | 10 Birge Street, Brattleboro, VT 05301

$350,000

5
Bedrooms
3,002
Square Feet
0.15
Acres
$350,000 | 573 South Main Street, Brattleboro, VT 05301

$350,000

2
Bedrooms
3,312
Square Feet
0.65
Acres
$380,000 | 25 Cottage Street, Brattleboro, VT 05301
1/5

$380,000

6
Bedrooms
3,264
Square Feet
0.15
Acres
$225,000 | 16 Washington Street, Brattleboro, VT 05301
1/32

$225,000

4
Bedrooms
2,209
Square Feet
0.21
Acres
$225,000 | 16 Washington Street, Brattleboro, VT 05301
1/33

$225,000

5
Bedrooms
2,209
Square Feet
0.21
Acres
$899,800 | 925 Hinesburg Road, Brattleboro, VT 05301
1/51

$899,800

5
Bedrooms
7,430
Square Feet
18.11
Acres
$350,000 | 109 Central Street, Brattleboro, VT 05301
1/2

$350,000

4
Bedrooms
1,808
Square Feet
0.12
Acres
$350,000 | 109 Central Street, Brattleboro, VT 05301
1/2

$350,000

4
Bedrooms
1,808
Square Feet
0.12
Acres

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 219 Hillwinds Road, Brattleboro, VT 05301
4
2.5
2,400
91,476
$370,000
3
1,404
47,654
$322,000
4
2,632
55,756
4
1.5
1,440
71,438
$357,500
4
2,445
59,241
$192,500
3
1,300
65,340

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.

Based on information from one of the following Multiple Listing Services: New England Real Estate Network, Maine Listings. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by New England Real Estate Network, Maine Listings is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. Data last updated: 09/06/2026 09:33 PM