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OFF MARKET

20 Windward Dr
Brattleboro, VT 05301

West Brattleboro

2 Beds
2 Baths
1,190 sqft

$122,900

Trulia Estimate

as of Jul 8, 2026

Est. Refi. Payment $887/mo*

Refinance Your Home

$122,900

Trulia Estimate

as of Jul 8, 2026

Est. Refi. Payment $887/mo*

Refinance Your Home

2 Beds

2 Baths

1,190 sqft

Local Information

Map ViewExplore the area around 20 Windward Dr.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Description

This mobile / manufactured is located at 20 Windward Dr, Brattleboro, VT. 20 Windward Dr is in the West Brattleboro neighborhood in Brattleboro, VT and in ZIP code 05301. This property has 2 bedrooms, 2 bathrooms and approximately 1,190 sqft of floor space. This property was built in 1987.

20 Windward Dr, Brattleboro, VT 05301 is a 2 bedroom, 2 bathroom, 1,190 sqft mobile/manufactured in West Brattleboro, built in 1987. It last sold for $85,000 on Nov 26, 2019. It is currently off market. The Trulia Estimate is $122,900, with a rent estimate of $1,930/month.

Home Highlights

Parking

No Info

Outdoor

Porch

A/C

Heating only

HOA

None

Price/Sqft

No Info

Listed

Less than a day ago

Home Details for 20 Windward Dr

Interior Features
Heating & Cooling Heating: ElectricHeating Fuel: Electric
Interior Details Types of Rooms: Dining Room, Mud Room
Appliances & Utilities Cable ReadyDishwasherDryerRefrigeratorWasher
Levels, Entrance, & Accessibility Floors: Carpet, Linoleum Vinyl

Exterior Features
Exterior Home Features Roof: MetalExterior: VinylPorch
Parking & Garage Parking: Carport

Property Information
Year Built Year Built: 1987
Property Type / Style Property Type: Mobile ManufacturedArchitecture: Other

Price History for 20 Windward Dr

Date	Price	Event	Source
11/26/2019	$85,000	Sold	PrimeMLS #4780312
Recording Date 11/26/2019 County Transfer Tax N/A Total Transfer Tax N/A
06/25/2014	$58,000	Sold	N/A
Recording Date 06/25/2014 Contract Date 06/16/2014 County Transfer Tax N/A Total Transfer Tax N/A

Market trends in Brattleboro

Last updated May 2026

Avg. sale price

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Sale-to-List Price

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Price per sq ft

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Available listings

13MoM

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Property Tax and Assessment

Year	2024
Tax
Assessment	$57,710

Home facts updated by county records

Comparable Sales for 20 Windward Dr

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
13 Winding Hill Road, Brattleboro, VT	0.06	Mobile / Manufactured	$79,000	12/11/25	2	2	1,222
2 Wagon Drive, Brattleboro, VT	0.07	Mobile / Manufactured	$89,900	01/23/26	2	2	910
26 Lynwood Drive, Brattleboro, VT	0.12	Mobile / Manufactured	$93,000	03/31/26	2	2	1,008
4 Brookwood Drive, Brattleboro, VT	0.20	Mobile / Manufactured	$65,000	07/11/25	2	1.5	924
7 Deepwood Park, Brattleboro, VT	0.13	Mobile / Manufactured	$130,000	07/15/25	3	2	1,392
8 Deepwood Drive, Brattleboro, VT	0.18	Mobile / Manufactured	$93,999	07/14/25	3	2	880
7 Stonewall Drive #60159.s07, Brattleboro, VT	0.16	Mobile / Manufactured	$91,000	09/04/25	2	1	949
3 Record Drive, Brattleboro, VT	0.08	Mobile / Manufactured	$209,000	07/11/25	3	2	1,248
15 Lynwood Drive, Brattleboro, VT	0.14	Mobile / Manufactured	$120,000	11/06/25	2	1	888
3 Windward Dr, Brattleboro, VT	0.06	Mobile / Manufactured	$16,390	08/27/25	2	2	928

Nearby homes

Get a sense of prices in the area by checking nearby homes.

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SOLD
JAN 23, 2026
$89,900
2 bd
2 ba
910 sqft
2 Wagon Drive,
Brattleboro, VT 05301
PrimeMLS, Closed
OFF MARKET
Est. $215,800
3 bd
2 ba
1,248 sqft
3 Record Drive,
Brattleboro, VT 05301
PrimeMLS, Closed
SOLD
DEC 11, 2025
$79,000
2 bd
2 ba
1,222 sqft
13 Winding Hill Road,
Brattleboro, VT 05301
PrimeMLS, Closed
OFF MARKET
Est. $82,000
2 bd
1 ba
784 sqft
6 Thistle Hill,
Brattleboro, VT 05301
PrimeMLS, Closed
OFF MARKET
Est. $91,000
2 bd
1.5 ba
952 sqft
18 Winding Hill,
Brattleboro, VT 05301
PrimeMLS, Closed
OFF MARKET
Est. $134,200
3 bd
2 ba
1,392 sqft
7 Deepwood Park,
Brattleboro, VT 05301
PrimeMLS, Closed
OFF MARKET
2 bd
1 ba
840 sqft
5 Wildwood Drive,
Brattleboro, VT 05301
PrimeMLS, Closed
OFF MARKET
Est. $93,600
2 bd
1 ba
949 sqft
7 Stonewall Drive #60159.s07,
Brattleboro, VT 05301
PrimeMLS, Closed
OFF MARKET
Est. $94,600
2 bd
1 ba
962 sqft
1 Wildwood Drive,
Brattleboro, VT 05301
PrimeMLS, Closed
SOLD
MAR 31, 2026
$93,000
2 bd
2 ba
1,008 sqft
26 Lynwood Drive,
Brattleboro, VT 05301
PrimeMLS, Closed
OFF MARKET
Est. $97,000
3 bd
2 ba
880 sqft
8 Deepwood Drive,
Brattleboro, VT 05301
PrimeMLS, Closed
OFF MARKET
Est. $122,000
2 bd
2 ba
924 sqft
17 Lynwood Drive,
Brattleboro, VT 05301
PrimeMLS, Closed

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Additional Cost

Assigned Schools

These are the assigned schools for 20 Windward Dr.

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