OFF MARKET

Listed by Jamie Wylie • Stratton Real Estate. Bought with KW Vermont.

Off Market Jun 2023 for $1M

$1,226,593

Est. refi paymentEst. refi $6,770/mo

•

3,264

sq ft

5 Chad Cir, Winhall, VT 05340

About this home

This warm and inviting mountain retreat is awaiting its new owners. Thoughtfully designed and beautifully renovated atop Chad Circle, this home is a 5 minutes drive from Stratton Mountain offering spectacular views of Bromley and surrounding Mountains. The entryway welcomes you with a large mudroom, oversized custom-built heated ski bench and direct access to the Garage. The vaulted living room was designed with a double sided fireplace. The chef’s kitchen, buffet and dining area is perfect for every home cook with high end appliances and attention to comfort and design detail. The large wrap around Aztek deck features a newly installed Hot Tub. From the deck you can venture down to the custom made outdoor stone firepit for Smores and Sunsets. The main floor hosts three generously proportioned bedrooms with access to full bathroom. The sun drenched Master Suite with full bathroom is equipped with a jetting tub and gorgeous views. A convenient home office or cozy den is situated off the Master Suite as well. The finished basement offers a large recreation room or family room and an additional bonus room, full bathroom and laundry. This fully furnished home creates a perfect space for entertaining & family gatherings with amazing views all year long.

Single-familyProperty Type

1987Year Built

1.13 acresLot Size

$376Est. Price/Sq.Ft.

1 car garageParking

Listed by Jamie Wylie • Stratton Real Estate

Bought with Livian Vermont • KW Vermont

Redfin checked: 3 minutes ago

•Source:PrimeMLS #4939896

Redfin Estimate

$1,226,593

$192K since sold in June 2023$11K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 18.6% higher than the average sale price ($1.03M) of 6 comparable homes.

SOLD JUN 26, 2026
$799,000
A
4 beds3 baths2,797 sq ft
13 Betty Johnson Ln, Winhall, VT 05340
SOLD JUL 10, 2026
$949,000
B
5 beds3.5 baths4,000 sq ft
178 High Meadow Rd, Winhall, VT 05340
SOLD JUL 17, 2026
$799,000
C
4 beds3.5 baths3,078 sq ft
63 Raspberry Hill Rd, Winhall, VT 05340
SOLD JUN 5, 2026
$1,050,000
D
3 beds4.5 baths4,279 sq ft
3 Linscott Rd, Winhall, VT 05340
SOLD MAR 9, 2026
$1,665,000
E
4 beds4 baths4,270 sq ft
14 Old Ridge Rd, Winhall, VT 05340
SOLD MAY 13, 2026
$941,000
F
4 beds3 baths2,068 sq ft
104 High Meadow Rd, Winhall, VT 05340

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Earn from this home

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$3,593/mo

Redfin rental estimate

List your home for rent

Market trends in 05340, VT

Last updated August 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

98.4%

+0.2% MoM

Median sale price

$713K

$86K MoM

Avg. days on market

67d

13 days MoM

Recently sold homes

2 MoM

New listings for sale

FOR SALE BY OWNER
$169,000
— beds— baths— sq ft
0 Signal Hill Rd, Winhall, VT 05340
FOR SALE BY OWNER
$169,000
— beds— baths— sq ft
1 Rogues Ridge Rd, Winhall, VT 05340
$695,000
3 beds2 baths2,000 sq ft
57 Pearl Buck Dr, Winhall, VT 05340
See all

Provided by Redfin

Sale history for 5 Chad Cir

Date

Event

Price

PrimeMLS #4939896

Jun 21, 2023

Sold

$1,035,000

$317/sq ft

May 12, 2023

Contingent

—

Feb 9, 2023

Price Changed

$1,195,000

$366/sq ft

Feb 9, 2023

Relisted

—

Jan 18, 2023

Delisted

—

Jan 10, 2023

Contingent

—

Jan 2, 2023

Listed

$995,000

$305/sq ft

Public Records

Jun 16, 2020

Sold

$753,800

$231/sq ft

PrimeMLS #4789960

Jun 15, 2020

Sold

$750,000

$230/sq ft

Mar 17, 2020

Contingent

—

Feb 29, 2020

Price Changed

$799,000

$245/sq ft

Jan 11, 2020

Listed

$829,000

$254/sq ft

+35

This home has been beautifully renovated and tastefully updated. Exquisite marble and woodwork flow throughout the home. The living space has vaulted ceilings and a double-sided fireplace that warms the room. The kitchen is set up for cooking a gourmet meal with top quality appliances and elegant details. The mudroom has oversized cubbies and access to the garage where you can keep outdoor gear. The first floor hosts a private hallway with three bedrooms that share a full bath while the master suite is located on the second floor with a den/office and bathroom with a jetted soaking tub. Finished basement with a large recreation area and an additional room for an office, plus a full bath! Easy access to the patio. A generously sized Azek deck is available from the dining area and is the perfect outdoor space for entertaining with great views of Bromley Mountain. Lighted steps welcome you to a stone patio boasting an outdoor fire pit, a perfect place to warm up on cooler evenings. This home is ready for new owners and is a must see!

PrimeMLS #3092363

Aug 9, 2004

Sold

$525,000

$161/sq ft

Jan 9, 2004

Listed

$545,000

$167/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$10,555 (−0.8%)

$150,000 + $354,800

$504,800

2024

$10,641 (+18.4%)

$150,000 + $354,800

$504,800

2023

$8,990 (−15.6%)

$150,000 + $354,800

$504,800

2022

$10,646 (−2.6%)

$150,000 + $354,800

$504,800

2021

$10,934 (+5.6%)

$150,000 + $354,800

$504,800

2020

$10,353 (+5.3%)

$150,000 + $327,500

$477,500

2019

$9,827 (+6.0%)

$150,000 + $327,500

$477,500

2018

$9,267 (−0.7%)

$150,000 + $327,500

$477,500

2017

$9,328 (−4.3%)

$150,000 + $327,500

$477,500

2016

$9,743 (+4.6%)

$150,000 + $327,500

$477,500

2015

$9,311 (+3.4%)

$150,000 + $317,000

$467,000

2014

$9,006

$150,000 + $317,000

$467,000

2013

$150,000 + $317,000

$467,000

Tax history for 5 Chad Cir

Year

Property tax

Land + Additions

Assessment*

2025

$10,555 (−0.8%)

$150,000 + $354,800

$504,800

2024

$10,641 (+18.4%)

$150,000 + $354,800

$504,800

2023

$8,990 (−15.6%)

$150,000 + $354,800

$504,800

2022

$10,646 (−2.6%)

$150,000 + $354,800

$504,800

2021

$10,934 (+5.6%)

$150,000 + $354,800

$504,800

2020

$10,353 (+5.3%)

$150,000 + $327,500

$477,500

2019

$9,827 (+6.0%)

$150,000 + $327,500

$477,500

2018

$9,267 (−0.7%)

$150,000 + $327,500

$477,500

2017

$9,328 (−4.3%)

$150,000 + $327,500

$477,500

2016

$9,743 (+4.6%)

$150,000 + $327,500

$477,500

2015

$9,311 (+3.4%)

$150,000 + $317,000

$467,000

2014

$9,006

$150,000 + $317,000

$467,000

2013

$150,000 + $317,000

$467,000

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

Public record

Public record
Zoning

Beds

Baths

2.5

Stories

—

Lot width

—

Lot depth

—

Lot size

1 Acre

Year renovated

—

Sq. Ft.

2,928

Year built

1987

Style

Single Family Residential

County

Bennington County

APN

77124510896

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 15, 2026.

Property details

Parking

Parking & Garage
Garage Capacity: 1
Location: Attached
Driveway, Garage

Interior

Virtual Tour

Bathroom Information
# of Baths (full): 3
# of Baths (1/2): 1

Basement Information
Basement: Yes
Basement Access: Walkout
Concrete Floor, Finished, Full, Stairs - Interior, Walkout, Interior Access

Other Interior Features
# of Rooms: 8
Level B: Bonus Room, Level B: Full Bath, Level B: Laundry Room, Level B: Rec Room
Flooring: Carpet, Hardwood, Slate/Stone, Tile
Water Heater: Electric
Blinds, Cathedral Ceiling, Ceiling Fan, Dining Area, Draperies, Fireplace - Wood, Furnished, Hot Tub, Kitchen Island, Master Bedroom With Bath, Natural Light, Natural Woodwork, Vaulted Ceiling

Equipment & Appliance Information
Cooktop - Gas, Dishwasher - Energy Star, Dryer - Energy Star, Microwave, Oven - Double, Refrigerator-Energy Star, Washer - Energy Star, Wine Cooler, Warming Drawer
Air Conditioner, Carbon Monoxide Detector, Radon Mitigation, Smoke Detectr-Hard Wired

Room 1 Information
Master Bedroom Suite
Master Bedroom Suite
Level: 2

Room 2 Information
Bedroom
Level: 1

Room 3 Information
Bedroom
Level: 1

Room 4 Information
Bedroom
Level: 1

Room 5 Information
Bedroom
Level: 1

Room 6 Information
Full Bath
Full Bath
Level: 1

Room 7 Information
1/2 Bath
Level: 1

Room 8 Information
Dining Room
Level: 1

Room 9 Information
Kitchen
Level: 1

Room 10 Information
Living Room
Level: 1

Room 11 Information
Mudroom
Level: 1

Room 12 Information
Laundry Room
Level: Basement

Room 13 Information
Rec Room
Level: Basement

Room 14 Information
Bonus Room
Level: Basement

Room 15 Information
Full Bath
Level: Basement

Room 16 Information
Office/Study
Level: 2

Exterior

Building Information
Construction Status: Existing
Approximate Sq. Ft. Total Finished: 3264
Approximate Sq. Ft. Total: 3642
Deck, Hot Tub
Construction: Wood Frame
Foundation: Concrete
Roof: Metal, Shingle - Asphalt
Exterior: Cedar, Shingle, Wood

Driveway
Dirt, Gravel

Lot, Zoning, & Easement Information
Country Setting, Mountain View, Ski Area, Sloping, Wooded

Survey Information
Surveyed: Unknown

Other Property & Lot Information
Year Built: 1987

Financial

Tax Information
Tax Year: 2022
Gross Amount Tax: 10646.23
SPAN Number: 771-245-10896

Other Tax Information
Page Deed: 166-167

Utilities

Heating & Cooling Information
Cooling: Wall AC Units
Heat: Baseboard
Heat Fuel: Gas - Liquid Propane Bottle

Sewer Information
Septic

Electric Information
Electric Company: Green Mountain Power
100 Amp

Water Information
Drilled Well

Other Utilities Information
Cable Company: Comcast
Fuel Company: Cota & Cota
Cable - Available, Gas - LP/Bottle, High Speed Intrnt -Avail, Telephone Available

Location

Road Information
Road Frontage: Yes
Road Frontage Length: 57
Cul-de-Sac, Dirt, Gravel

Public facts

Beds: 4
Baths: 2.5
Sq. Ft.: 2,928
Stories: —
Lot Size: 1 acres
Style: Single Family Residential
Year Built: 1987
Year Renovated: —
County: Bennington County
APN: 77124510896

Home facts updated by county records on Jul 15, 2026

Around this home

Schools

Mountain School At Winhall

Private K-8 • 0.9mi

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

1/10 Heat Factor

8 days above 85° expected this year, 19 days in 30 years

3/10 Wind Factor

6% 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

Winhall, VT • 05340

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 8.2 hours in June and 3.5 hours in December, placing it below the U.S. average for solar exposure.

8.2 hrs

3.5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.17M – $1.41M

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

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New listings for sale in 05340

FOR SALE BY OWNER

$169,000

— beds— baths— sq ft

0 Signal Hill Rd, Winhall, VT 05340

FOR SALE BY OWNER

$169,000

— beds— baths— sq ft

1 Rogues Ridge Rd, Winhall, VT 05340

$695,000

3 beds2 baths2,000 sq ft

57 Pearl Buck Dr, Winhall, VT 05340

Home values near 5 Chad Cir

Data from public records.

Address	Redfin Estimate
4 Chadd Circle, Winhall, VT 4 Beds \| 3 Baths \| 2402 Sq. Ft.	$718,455
2 Chadd Circle, Winhall, VT 3 Beds \| 3 Baths \| 2000 Sq. Ft.	$626,228

Address	Redfin Estimate
1 Chadd Circle, Winhall, VT 3 Beds \| 3 Baths \| 2000 Sq. Ft.	$655,655
58 Todd Hill Road, Winhall, VT 4 Beds \| 4 Baths \| 2389 Sq. Ft.	$803,449

Address	Redfin Estimate
6 Chadd Circle, Winhall, VT 5 Beds \| 4 Baths \| 4788 Sq. Ft.	$1,297,924
65 Todd Hill Road, Winhall, VT 5 Beds \| 3 Baths \| 2648 Sq. Ft.	$766,065

Property information provided by PrimeMLS when last listed in 2023. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 05340, VT

Sale history for 5 Chad Cir

Tax history for 5 Chad Cir

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 05340

Home values near 5 Chad Cir

More real estate resources