OFF MARKET

Listed by Margretta Fischer • Wohler Realty Group. Bought with Four Seasons Sotheby's Int'l Realty.

Off market oct 2021 for $485K

$606,318

Est. refi paymentEst. refi $3,148/mo

•

3,330

sq ft

99 Flynn Hollow Rd, Sunderland, VT 05250

About this home

Beautifully updated 3 bed 3 bath home Log home with 3 car detached garage on 2 acres. Features incredible entranceway with large modern mud room. Vaulted ceiling, stone fireplace, all new kitchen and appliances, hardwood and pine flooring, finished lower level with two large bonus rooms and bath. Large wrap around deck and landscaped level yard with a mix of woods and open field. This home is stunning and completely move in ready. Perfect for full time or part time use. Plenty of privacy for all your friends and family with the finished lower level.

Single-familyProperty Type

1987Year Built

2 acresLot Size

$182Est. Price/Sq.Ft.

3 car garageParking

Listed by Margretta Fischer • Wohler Realty Group

Bought with Andrea Kaplan • Four Seasons Sotheby's Int'l Realty

Redfin checked: a few seconds ago

•Source:PrimeMLS #4877714

Redfin Estimate

$606,318

$121K since sold in October 2021$10K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 35.4% lower than the average sale price ($939K) of 6 comparable homes.

SOLD AUG 5, 2026
$695,000
A
4 beds3 baths3,498 sq ft
360 Mending Walls Rd, Manchester Center, VT 05255
SOLD SEP 18, 2026
$1,750,000
B
4 beds3 baths3,212 sq ft
74 N Brookwood Rd, Stratton Mtn, VT 05155
SOLD SEP 1, 2026
$1,310,000
C
4 beds2.5 baths2,814 sq ft
19 Maple Hill Rd, Winhall, VT 05340
SOLD JUL 30, 2026
$450,000
D
4 beds2.5 baths2,688 sq ft
67 Valley Pass, Manchester Center, VT 05255
SOLD JUN 1, 2026
$777,500
E
4 beds2.5 baths2,500 sq ft
34 Mountain View Rd, Winhall, VT 05340
SOLD SEP 25, 2026
$649,000
F
3 beds3 baths3,024 sq ft
42 Bills Rd, Stratton, VT 05360

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Earn from this home

Refinance

Est. cash available

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Market trends in 05250, VT

Last updated October 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-list price

99.1%

+2.3% MoM

Median sale price

$405K

$30K MoM

Avg. days on market

59d

4 days MoM

Recently sold homes

1 MoM

New listings for sale

$525,000
4 beds3 baths2,004 sq ft
673 Sunderland Hill Rd, Sunderland, VT 05250
$519,000
3 beds2 baths2,240 sq ft
100 Townline Rd Lot 7, Arlington, VT 05250
See all

Provided by Redfin

Sale history for 99 Flynn Hollow Rd

Date

Event

Price

PrimeMLS #4877714

Oct 29, 2021

Sold

$485,000

$146/sq ft

Aug 27, 2021

Contingent

—

Aug 15, 2021

Listed

$479,000

$144/sq ft

Public Records

Sep 22, 2017

Sold

$275,000

$83/sq ft

PrimeMLS #4643553

Sep 19, 2017

Sold

$270,000

$81/sq ft

Jun 27, 2017

Contingent

—

Jun 26, 2017

Listed

$278,500

$84/sq ft

+14

This cozy retreat has an open kitchen, dining and living room with a cathedral ceiling and a wall of windows giving this home a spacious and light filled feel. The main living area has a gorgeous floor to ceiling stone fireplace flanked by 2 sliding doors out to a spacious porch. There are 2 bedrooms and a full bath on the first floor with a master bedroom suite on the second floor with a loft sitting area. The basement is fully finished with an office/bedroom, laundry room and large recreation room with full bath. You enter this home into a large heated mudroom with storage in bench seats and plenty of other storage space. School choice after middle school.

PrimeMLS #3030693

Dec 15, 2006

Sold

$297,000

$89/sq ft

Jul 29, 2006

Listed

$315,000

$95/sq ft

PrimeMLS #3006326

Apr 2, 2001

Sold

$160,000

$48/sq ft

Feb 1, 2001

Listed

$163,500

$49/sq ft

PrimeMLS #3079009

Oct 29, 1999

Sold

$135,000

$41/sq ft

Aug 1, 1999

Listed

$140,000

$42/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$5,735 (+0.6%)

$52,300 + $257,000

$309,300

2024

$5,698 (+9.6%)

$52,300 + $257,000

$309,300

2023

$5,201 (−14.0%)

$52,300 + $257,000

$309,300

2022

$6,051 (+2.1%)

$52,300 + $257,000

$309,300

2021

$5,928 (+3.1%)

$52,300 + $257,000

$309,300

2020

$5,751 (−7.2%)

$52,300 + $246,200

$298,500

2019

$6,195 (+20.1%)

$52,300 + $246,200

$298,500

2018

$5,158 (−9.3%)

$52,300 + $246,200

$298,500

2017

$5,687 (+14.3%)

$52,300 + $246,200

$298,500

2016

$4,977 (−0.1%)

$78,700 + $220,900

$299,600

2015

$4,984 (+3,458.5%)

$78,700 + $220,900

$299,600

2014

$140

$78,700 + $220,900

$299,600

2013

$78,700 + $220,900

$299,600

Tax history for 99 Flynn Hollow Rd

Year

Property tax

Land + Additions

Assessment*

2025

$5,735 (+0.6%)

$52,300 + $257,000

$309,300

2024

$5,698 (+9.6%)

$52,300 + $257,000

$309,300

2023

$5,201 (−14.0%)

$52,300 + $257,000

$309,300

2022

$6,051 (+2.1%)

$52,300 + $257,000

$309,300

2021

$5,928 (+3.1%)

$52,300 + $257,000

$309,300

2020

$5,751 (−7.2%)

$52,300 + $246,200

$298,500

2019

$6,195 (+20.1%)

$52,300 + $246,200

$298,500

2018

$5,158 (−9.3%)

$52,300 + $246,200

$298,500

2017

$5,687 (+14.3%)

$52,300 + $246,200

$298,500

2016

$4,977 (−0.1%)

$78,700 + $220,900

$299,600

2015

$4,984 (+3,458.5%)

$78,700 + $220,900

$299,600

2014

$140

$78,700 + $220,900

$299,600

2013

$78,700 + $220,900

$299,600

*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

—

Stories

Lot width

—

Lot depth

—

Lot size

2 Acres

Year renovated

—

Sq. Ft.

922

Year built

1940

Style

Other

County

Bennington County

APN

63319910424

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Oct 22, 2026.

Property details

Parking

Parking & Garage
Garage Capacity: 3
Location: Detached
Storage Above

Interior

Bathroom Information
# of Baths (full): 1
# of Baths (3/4): 2

Basement Information
Basement: Yes
Basement Access: Interior
Finished, Full

Other Interior Features
# of Rooms: 9
Level B: Bonus Room
Flooring: Carpet, Hardwood, Tile, Wood
Water Heater: Domestic, Oil, Owned
Ceiling Fan, Fireplace - Wood, Living/Dining, Master Bedroom With Bath, Natural Woodwork, Skylight, Vaulted Ceiling, Walk-in Closet, Window Treatment

Equipment & Appliance Information
Dishwasher, Dryer, Microwave, Range - Electric, Refrigerator, Washer
Dehumidifier, Stove-Wood

Room 1 Information
Kitchen
Kitchen
Level: 1

Room 2 Information
Living/Dining
Level: 1

Room 3 Information
Master Bedroom
Level: 2

Room 4 Information
Bedroom
Level: 1

Room 5 Information
Bedroom
Level: 1

Room 6 Information
Bonus Room
Bonus Room
Level: Basement

Room 7 Information
Bonus Room
Level: Basement

Exterior

Building Information
Construction Status: Existing
Approximate Sq. Ft. Total Finished: 3330
Approximate Sq. Ft. Total: 3330
Color: Blue
Deck, Outbuilding, Porch - Covered, Shed, Storage, Poultry Coop
Construction: Log Home, Post and Beam, Timber Frame
Foundation: Poured Concrete
Roof: Shingle - Asphalt
Exterior: Log Home

Driveway
Crushed Stone

Lot, Zoning, & Easement Information
Country Setting, Level, Mountain View

Survey Information
Surveyed: Unknown

Other Property & Lot Information
Year Built: 1987

Financial

Tax Information
SPAN Number: 633-199-10424
Taxes TBD: Yes

Other Tax Information
Page Deed: 459-461

Utilities

Heating & Cooling Information
Heat: Baseboard, Hot Water, Stove - Wood
Heat Fuel: Oil, Wood

Sewer Information
1000 Gallon, Leach Field - Conventionl

Electric Information
Electric Company: Green Mountain
100 Amp

Water Information
Drilled Well

Other Utilities Information
Cable Company: Comcast
Phone Company: Comcast
Cable - At Site, High Speed Intrnt -AtSite, Telephone Available

Location

School Information
School District: Taconic and Green Regional
Elementary School: Sunderland Elementary School
Elementary School: Sunderland Elementary School
Middle/Jr School: Manchester Elementary& Middle

Neighborhood Information
Rural

Road Information
Road Frontage: Yes
Road Frontage Length: 290
Paved, Public

Other Location Information
Directions: From Sunderland Hill Road turn onto Bacon Hollow then left on to Flynn Hollow. House is around the bend. Third house on left.

Public facts

Beds: —
Baths: —
Sq. Ft.: 922
Stories: 2.0
Lot Size: 2 acres
Style: Other
Year Built: 1940
Year Renovated: —
County: Bennington County
APN: 63319910424

Home facts updated by county records on Oct 22, 2026

Other

Documents & Disclosures
Documents Available: Deed

Around this home

Schools

K - 12
Preschool & daycare

Some nearby schools may not be within this home's attendance zone. Please check the Taconic and Green Regional School District website to verify.

Sunderland Elementary School

Public PreK-6 • 0.8mi

7/10

Fisher School

Public PreK-5 • 2.6mi

4/10

Arlington Memorial

Public 6-12 • 2.6mi

3/10

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

2/10 Heat Factor

7 days above 88° expected this year, 15 days in 30 years

3/10 Wind Factor

5% 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

Sunderland, VT • 05250

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

Try the sun simulator tool to see how light moves across the property at different times of day and year.

Provided by Shadowmap

Estimated sale price

$577,000 – $698,000

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Nearby similar homes

FOR SALE BY OWNER

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Private road • 20 minutes from town • Cathedral ceilings

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673 Sunderland Hill Rd, Sunderland, VT 05250

Two story ceiling • En suite bedrooms • New furnace

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3 beds1 bath1,535 sq ft

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VIDEO TOUR

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Private entrance • Exclusive community • Circular driveway

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4 beds4 baths3,982 sq ft

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Cozy wood stove • Classic fireplaces • Expansive deck

New listings for sale in 05250

$525,000

4 beds3 baths2,004 sq ft

673 Sunderland Hill Rd, Sunderland, VT 05250

Two story ceiling • En suite bedrooms • New furnace

$519,000

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New construction • One level living • Shared brook access

Home values near 99 Flynn Hollow Rd

Data from public records.

Address	Redfin Estimate
81 Flynn Hollow Road, Sunderland, VT 2 Beds \| 1 Baths \| 1628 Sq. Ft.	$432,717
70 Flynn Hollow Road, Sunderland, VT 3 Beds \| 2.5 Baths \| 942 Sq. Ft.	$438,992
127 Flynn Hollow Road, Sunderland, VT 3 Beds \| 2.5 Baths \| 1837 Sq. Ft.	$493,612
225 Flynn Hollow Road, Sunderland, VT 3 Beds \| 3 Baths \| 2227 Sq. Ft.	$525,426
191 Flynn Hollow Road, Sunderland, VT 3 Beds \| 2 Baths \| 2000 Sq. Ft.	$458,049
229 Flynn Hollow Road, Sunderland, VT 4 Beds \| 3 Baths \| 2688 Sq. Ft.	$608,534
273 Bacon Hollow Road, Sunderland, VT 2 Beds \| 1 Baths \| 780 Sq. Ft.	$452,908

Address	Redfin Estimate
55 Flynn Hollow Road, Sunderland, VT 2 Beds \| 2 Baths \| 2157 Sq. Ft.	$561,170
191 Flynn Hollow Road, Sunderland, VT 4 Beds \| 2 Baths \| 3607 Sq. Ft.	$463,346
229 Flynn Hollow Road, Sunderland, VT 3 Beds \| 2 Baths \| 1500 Sq. Ft.	$513,612
210 Flynn Hollow Road, Sunderland, VT 3 Beds \| 1 Baths \| 1310 Sq. Ft.	$331,051
127 Flynn Hollow Road, Sunderland, VT 3 Beds \| 2.5 Baths \| 1718 Sq. Ft.	$533,629
55 Flynn Hollow Road, Sunderland, VT 3 Beds \| 2 Baths \| 2694 Sq. Ft.	$574,037
427 Bacon Hollow Road, Sunderland, VT 4 Beds \| 3.5 Baths \| 3912 Sq. Ft.	$602,754

Address	Redfin Estimate
210 Flynn Hollow Road, Sunderland, VT 3 Beds \| 3.5 Baths \| 3697 Sq. Ft.	$753,689
225 Flynn Hollow Road, Sunderland, VT 3 Beds \| 1 Baths \| 840 Sq. Ft.	$510,328
180 Flynn Hollow Road, Sunderland, VT 3 Beds \| 2 Baths \| 1536 Sq. Ft.	$479,989
190 Flynn Hollow Road, Sunderland, VT 3 Beds \| 2 Baths \| 1350 Sq. Ft.	$472,191
70 Flynn Hollow Road, Sunderland, VT 2 Beds \| 3.5 Baths \| 2579 Sq. Ft.	$518,221
347 Bacon Hollow Road, Sunderland, VT 4 Beds \| 3.5 Baths \| 2308 Sq. Ft.	$568,578
507 Bacon Hollow Road, Sunderland, VT 3 Beds \| 2.5 Baths \| 1460 Sq. Ft.	$425,790

Property information provided by PrimeMLS when last listed in 2021. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 05250, VT

Sale history for 99 Flynn Hollow Rd

Tax history for 99 Flynn Hollow Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 05250

Home values near 99 Flynn Hollow Rd

More real estate resources