585 Weatherhead Hollow Rd, Guilford, VT 05301

Listed by Darlene Conca • BHG Masiello Brattleboro. Bought with Brattleboro Area Realty.

Off market dec 2009 for $155K

$323,497

Est. refi paymentEst. refi $1,040/mo

•

1,320

sq ft

585 Weatherhead Hollow Rd, Guilford, VT 05301

About this home

Single-familyProperty Type

1945Year Built

1.4 acresLot Size

$245Est. Price/Sq.Ft.

1 car garageParking

Listed by Darlene Conca • BHG Masiello Brattleboro

Bought with Christine Lewis • Brattleboro Area Realty

Redfin checked: a few seconds ago

•Source:PrimeMLS #2805004

Redfin Estimate

$323,497

$168K since sold in December 2009$5,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 1.7% lower than the average sale price ($329K) of 6 comparable homes.

SOLD SEP 18, 2026
$350,000
A
3 beds2 baths1,521 sq ft
82 Oak Grove Ave, Brattleboro, VT 05301
SOLD SEP 11, 2026
$275,000
B
3 beds1 bath1,350 sq ft
136 Oak Grove Ave, Brattleboro, VT 05301
SOLD SEP 1, 2026
$400,000
C
3 beds1 bath1,828 sq ft
18 Sunny Acres, Brattleboro, VT 05301
SOLD JUN 18, 2026
$325,000
D
3 beds1 bath1,480 sq ft
408 Old Guilford Rd, Brattleboro, VT 05301
SOLD SEP 29, 2026
$309,900
E
2 beds1.5 baths1,248 sq ft
23 Jackson Dr, Hinsdale, NH 03451
SOLD AUG 21, 2026
$315,250
F
3 beds1 bath1,300 sq ft
117 Oak Grove Ave, Brattleboro, VT 05301

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Earn from this home

Refinance

Est. cash available

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Rent

$2,184/mo

Redfin rental estimate

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Market trends in 05301, VT

Last updated September 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

99.1%

0.5% MoM

Median sale price

$382K

$3K MoM

Avg. days on market

62d

2 days MoM

Recently sold homes

5 MoM

New listings for sale

OPEN SAT, 12PM TO 2PM
$299,000
1 bed2.5 baths2,906 sq ft
1311 Stage Rd, Guilford, VT 05301
$900,000
5 beds3 baths2,415 sq ft
511 Shearer Hill Rd, Wilmington, VT 05363
$245,000
2 beds1.5 baths1,056 sq ft
92 Morningside Cmns, Brattleboro, VT 05301
FOR SALE BY OWNER
$595,000
2 beds2 baths— sq ft
98 Magnolia Dr, Brattleboro, VT 05301
OPEN SAT, 11AM TO 12:30PM
$550,000
6 beds3 baths3,575 sq ft
3550 Coolidge Hwy #703, Guilford, VT 05301
$229,000
2 beds1.5 baths1,096 sq ft
164 Morningside Cmns, Brattleboro, VT 05301
$310,000
3 beds1.5 baths1,536 sq ft
627 Abbott Rd, Brattleboro, VT 05301
VIDEO TOUR
$1,195,000
5 beds3.5 baths3,536 sq ft
1845 Hatch School Rd, Brattleboro, VT 05358
$299,000
2 beds2 baths1,139 sq ft
104 Morningside Cmns, Brattleboro, VT 05301
See all

Provided by Redfin

Sale history for 585 Weatherhead Hollow Rd

Tax history for 585 Weatherhead Hollow Rd

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

1.5

Stories

Lot width

—

Lot depth

—

Lot size

1.4 Acres

Year renovated

—

Sq. Ft.

1,320

Year built

1945

Style

Single Family Residential

County

Windham County

APN

27308610692

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 23, 2026.

Property details

Parking

Parking & Garage
Garage Capacity: 1
Location: Detached
Parking Spaces 1

Interior

Bathroom Information
# of Baths (full): 1
# of Baths (1/2): 1

Basement Information
Basement Access: Walkout
Full, Sump Pump, Unfinished

Other Interior Features
# of Rooms: 4
Water Heater: Electric
Ceiling Fan, Dining Area, Walk-in Pantry, Window Treatment

Equipment & Appliance Information
Dishwasher, Dryer, Range - Gas, Refrigerator, Washer
Air Conditioner, Carbon Monoxide Detector

Room 1 Information
Kitchen
Kitchen
Dimensions: 18'8X11'6
Level: 1

Room 2 Information
Dining Room
Dimensions: 12'10X11'9
Level: 1

Room 3 Information
Living Room
Dimensions: 13'8X11'6
Level: 1

Room 4 Information
Sunroom

Room 7 Information
Master Bedroom
Dimensions: 17'7X12'7
Level: 2

Room 8 Information
Bedroom
Dimensions: 12X10
Level: 2

Room 16 Information
Full Bath
Level: 1

Room 17 Information
1/2 Bath
Level: 2

Exterior

Building Information
Construction Status: Existing
Approximate Sq. Ft. Total Finished: 1320
Color: Gray
Porch
Construction: Wood Frame
Foundation: Concrete
Roof: Shingle - Asphalt
Exterior: Vinyl

Driveway
Dirt, Gravel, Paved

Lot, Zoning, & Easement Information
Lot: 456
Level, Sloping, View

Survey Information
Surveyed: Unknown

Other Property & Lot Information
Year Built: 1945

Financial

Tax Information
Tax Year: 2009
Gross Amount Tax: 2964.38

Other Tax Information
Page Deed: 256

Financing Information
FHA

Utilities

Heating & Cooling Information
Heat: Hot Air
Heat Fuel: Oil

Sewer Information
Septic

Electric Information
100 Amp, Circuit Breaker(s)

Water Information
Drilled Well, Private

Other Utilities Information
Cable, DSL, Internet - Cable

Location

Road Information
Road Frontage Length: 300
Public

Other Location Information
Directions: Rte 5 South to Guilford Center Rd. Left onto Weatherhead Hollow Rd. Home on left.

Public facts

Beds: 2
Baths: 1.5
Sq. Ft.: 1,320
Stories: 2.0
Lot Size: 1.4 acres
Style: Single Family Residential
Year Built: 1945
Year Renovated: —
County: Windham County
APN: 27308610692

Home facts updated by county records on Sep 23, 2026

Other

Listing Information
Sale Includes: Home Warranty

Around this home

Schools

Some nearby schools may not be within this home's attendance zone. Please check the Windham Southeast Unified Union School District #96 website to verify.

Guilford Central School

Public PreK-6 • 1.3mi

9/10

Brattleboro Area Middle School

Public 7-8 • 3.5mi

6/10

Windham Regional Career Center

Public 9-12 • 3.5mi

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

3/10 Heat Factor

7 days above 94° expected this year, 17 days in 30 years

4/10 Wind Factor

11% chance of strong winds in next 30 years

2/10 Air Factor

0 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Guilford, VT • 05301

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.8 hours in June and 4 hours in December, placing it below the U.S. average for solar exposure.

8.8 hrs

4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$308,000 – $373,000

Sell confidently with a local market expert in Guilford. 3 minutes to get started.

Nearby similar homes

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New listings for sale in 05301

OPEN SAT, 12PM TO 2PM

$299,000

1 bed2.5 baths2,906 sq ft

1311 Stage Rd, Guilford, VT 05301

$900,000

5 beds3 baths2,415 sq ft

511 Shearer Hill Rd, Wilmington, VT 05363

$245,000

2 beds1.5 baths1,056 sq ft

92 Morningside Cmns, Brattleboro, VT 05301

FOR SALE BY OWNER

$595,000

2 beds2 baths— sq ft

98 Magnolia Dr, Brattleboro, VT 05301

OPEN SAT, 11AM TO 12:30PM3D WALKTHROUGH

$550,000

6 beds3 baths3,575 sq ft

3550 Coolidge Hwy #703, Guilford, VT 05301

$229,000

2 beds1.5 baths1,096 sq ft

164 Morningside Cmns, Brattleboro, VT 05301

$310,000

3 beds1.5 baths1,536 sq ft

627 Abbott Rd, Brattleboro, VT 05301

VIDEO TOUR

$1,195,000

5 beds3.5 baths3,536 sq ft

1845 Hatch School Rd, Brattleboro, VT 05358

$299,000

2 beds2 baths1,139 sq ft

104 Morningside Cmns, Brattleboro, VT 05301

Home values near 585 Weatherhead Hollow Rd

Data from public records.

Address	Redfin Estimate
619 Weatherhead Hollow Road, Guilford, VT 3 Beds \| 2 Baths \| 1500 Sq. Ft.	$392,048
377 Weatherhead Hollow Road, Guilford, VT 4 Beds \| 2 Baths \| 2526 Sq. Ft.	$524,310

Address	Redfin Estimate
643 Weatherhead Hollow Road, Guilford, VT 2 Beds \| 2 Baths \| 1232 Sq. Ft.	$337,724
564 Weatherhead Hollow Road, Guilford, VT 4 Beds \| 2 Baths \| 1764 Sq. Ft.	$394,500

Address	Redfin Estimate
679 Weatherhead Hollow Road, Guilford, VT 4 Beds \| 1 Baths \| 1616 Sq. Ft.	$317,534
522 Weatherhead Hollow Road, Guilford, VT 4 Beds \| 2 Baths \| 1993 Sq. Ft.	$398,914

Property information provided by PrimeMLS when last listed in 2009. This data may not match . Learn more.

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