OFF MARKET

Listed by Jessica Posch • Killington Pico Realty. Bought with Cummings & Co.

Off Market Feb 2025 for $782K

$813,124

Est. refi paymentEst. refi $5,078/mo

•

2,382

sq ft

121 Jenny Pond Rd, Pittsfield, VT 05762

About this home

Charming four-bedroom home on 3.247 acres with seasonal guest cottage, sunny southern exposure, and mountain views is perfect to host your extended family. The main house features an expansive master suite, two fireplaces, wrap-around deck, an in-law suite with second kitchen, lots of storage space, and an attached two car garage. The private setting provides breathtaking views and the magnificent grounds include beautiful stonework walls, blue stone patio, mature perennial gardens, nice gently sloping lawns and an outdoor hot tub gazebo. The gambrel-style cottage features a second two car garage below and a rustic, adorable guest suite on the upper level, ideal for summertime visitors. The property is on a quiet end of road location near the Green Mountain National Forest, close to skiing, mountain biking, hiking, the VAST trail, and offers direct access to a shared, private swimming pond. Net rental income in 2023 was $38,000 with owner usage.

Single-familyProperty Type

1973Year Built

33.55 acresLot Size

$341Est. Price/Sq.Ft.

4 car garageParking

Listed by Jessica Posch • Killington Pico Realty

Bought with Dan McKenna • Cummings & Co

Redfin checked: a few seconds ago

•Source:PrimeMLS #5013389

Redfin Estimate

$813,124

$31K since sold in February 2025$4,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 27.4% higher than the average sale price ($638K) of 6 comparable homes.

SOLD JUL 17, 2026
$696,500
A
5 beds3 baths2,504 sq ft
165 Silver Spring Hill Rd, Pittsfield, VT 05762
SOLD MAY 20, 2026
$675,000
B
3 beds2.5 baths1,936 sq ft
161 Graysville Dr, Pittsfield, VT 05762
SOLD JUL 31, 2026
$480,000
C
3 beds3 baths1,976 sq ft
454 Edwin's Pond Rd, Rochester, VT 05767
SOLD JUN 24, 2026
$691,500
D
4 beds3.5 baths4,048 sq ft
543 Vulture Mountain Rd, Stockbridge, VT 05772
SOLD FEB 13, 2026
$535,000
E
4 beds2.5 baths2,407 sq ft
505 Cedarwood Rd, Stockbridge, VT 05772
SOLD APR 30, 2026
$750,000
F
4 beds3 baths2,050 sq ft
2300 Maple Hill Rd, Rochester, VT 05767

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Earn from this home

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$2,872/mo

Redfin rental estimate

List your home for rent

Market trends in 05762, VT

Last updated August 2026

Sale-to-List Price

94.3%

3.8% MoM

Median sale price

$429K

$257K MoM

Avg. days on market

48d

15 days MoM

Recently sold homes

0 MoM

Provided by Redfin

Sale history for 121 Jenny Pond Rd

Date

Event

Price

PrimeMLS #5013389

Feb 14, 2025

Sold

$782,500

$329/sq ft

Dec 21, 2024

Contingent

—

Sep 9, 2024

Listed

$749,000

$314/sq ft

PrimeMLS #4619266

Jul 25, 2018

Sold

$290,000

$122/sq ft

Jun 4, 2018

Contingent

—

Feb 26, 2018

Relisted

—

Feb 24, 2018

Delisted

—

Aug 25, 2017

Relisted

—

Aug 25, 2017

Delisted

—

Feb 24, 2017

Listed

$329,000

$138/sq ft

+28

Impeccable four-bedroom home on 33 acres with seasonal guest cottage, sunny southern exposure, and mountain views. The main house features an expansive master suite, two fireplaces, wrap-around deck, an in-law suite with second kitchen, and an attached two car garage. The private setting provides breathtaking views and the magnificent grounds include beautiful stonework walls, blue stone patio, mature perennial gardens, nice sloping lawns and an outdoor hot tub gazebo. The gambrel-style cottage features a second two car garage below and a rustic, adorable guest suite on the upper level, ideal for summertime visitors. The property is located on a quiet dead-end road, abuts the Green Mountain National Forest, is close to skiing, mountain biking, hiking, VAST trails, and offers direct access to a shared, private swimming pond. Included with the house and cottage is a separate 3-acre building lot that could be sold, developed, or preserved to ensure privacy.

PrimeMLS #1

Jul 23, 2016

Price Changed

$329,000

$138/sq ft

Jan 17, 2016

Price Changed

$335,000

$141/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$6,581 (+27.6%)

$91,600 + $313,000

$404,600

2024

$5,158 (+29.3%)

$91,600 + $313,000

$404,600

2023

$3,991 (−22.4%)

$91,600 + $313,000

$404,600

2022

$5,145 (−14.7%)

$91,600 + $313,000

$404,600

2021

$6,030 (−20.1%)

$107,200 + $246,500

$353,700

2020

$7,548 (+25.1%)

$107,200 + $246,500

$353,700

2019

$6,034 (−9.9%)

$107,200 + $246,500

$353,700

2018

$6,699 (+8.0%)

$107,200 + $246,500

$353,700

2017

$6,201 (−1.6%)

$107,200 + $246,500

$353,700

2016

$6,302 (−1.8%)

$107,200 + $246,500

$353,700

2015

$6,416 (−2.1%)

$107,200 + $246,500

$353,700

2014

$6,554 (+773.9%)

$107,200 + $246,500

$353,700

2011

$750

$107,200 + $246,500

$353,700

Tax history for 121 Jenny Pond Rd

Year

Property tax

Land + Additions

Assessment*

2025

$6,581 (+27.6%)

$91,600 + $313,000

$404,600

2024

$5,158 (+29.3%)

$91,600 + $313,000

$404,600

2023

$3,991 (−22.4%)

$91,600 + $313,000

$404,600

2022

$5,145 (−14.7%)

$91,600 + $313,000

$404,600

2021

$6,030 (−20.1%)

$107,200 + $246,500

$353,700

2020

$7,548 (+25.1%)

$107,200 + $246,500

$353,700

2019

$6,034 (−9.9%)

$107,200 + $246,500

$353,700

2018

$6,699 (+8.0%)

$107,200 + $246,500

$353,700

2017

$6,201 (−1.6%)

$107,200 + $246,500

$353,700

2016

$6,302 (−1.8%)

$107,200 + $246,500

$353,700

2015

$6,416 (−2.1%)

$107,200 + $246,500

$353,700

2014

$6,554 (+773.9%)

$107,200 + $246,500

$353,700

2011

$750

$107,200 + $246,500

$353,700

*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

33.55 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Other

County

Rutland County

APN

47715001664

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 15, 2026.

Property details

Parking

Parking & Garage
Garage Capacity: 4
Driveway, Garage, On-Site, Parking Spaces 4, Unpaved, Detached

Interior

Virtual Tour

Bathroom Information
# of Baths (full): 3

Other Interior Features
# of Rooms: 9
Flooring: Carpet, Hardwood, Parquet, Slate/Stone, Tile
Blinds, Ceiling Fan, Fireplace - Wood, Fireplaces - 2, Hot Tub, In-Law Apartment, In-Law Suite, Master Bedroom With Bath, Natural Light, Storage - Indoor, Walk-in Closet, Programmable Thermostat, Laundry - 1st Floor, Smart Thermostat

Accessibility Information
1st Floor Bedroom, 1st Floor Full Bathroom, Bathroom w/Tub

Equipment & Appliance Information
Dishwasher, Dryer, Microwave, Refrigerator, Washer, Stove - Electric, Exhaust Fan
Carbon Monoxide Detector, Smoke Detector

Room 1 Information
Kitchen
Kitchen
Dimensions: 11 x 7
Level: 2

Room 2 Information
Living Room
Dimensions: 16 x 13
Level: 2

Room 3 Information
Dining Room
Dimensions: 12 x 9
Level: 2

Room 4 Information
Bedroom
Dimensions: 20 x 13
Level: 2

Room 5 Information
Full Bath
Level: 2

Room 6 Information
Bedroom
Bedroom
Dimensions: 10 x 9
Level: 2

Room 7 Information
Family Room
Dimensions: 16 x 13
Level: 1

Room 8 Information
Eat-In Kitchen
Dimensions: 12 x 11
Level: 1

Room 9 Information
Bedroom
Dimensions: 20 x 13
Level: 1

Room 10 Information
Bedroom
Dimensions: 10 x 9
Level: 1

Room 11 Information
Full Bath
Level: 1

Room 12 Information
Full Bath
Level: 1

Room 13 Information
Laundry Room
Level: 1

Exterior

Building Information
Architectural Style: Chalet, Contemporary, Walkout Lower Level
Construction Status: Existing
Construction Materials: Wood Frame, Wood Exterior
Approximate Sq. Ft. Total Finished: 2382
Approximate Sq. Ft. Total: 2382
Color: Beige
Deck, Garden Space, Gazebo, Guest House, Hot Tub, Outbuilding, Patio, ROW to Water, Storage
Foundation: Slab - Concrete
Roof: Metal, Shingle - Asphalt

Driveway
Gravel

Lot, Zoning, & Easement Information
Lot Features: Country Setting, Landscaped, Mountain View, Open, Pond Frontage, View, Near Snowmobile Trails, Rural

Survey Information
Surveyed: Yes

Other Property & Lot Information
Year Built: 1973
Exposure: South

Financial

Tax Information
SPAN Number: 477-150-01664
Taxes TBD: Yes

Other Tax Information
Page Deed: 332-340

Utilities

Heating & Cooling Information
Heat: Propane, Baseboard, Direct Vent, Electric

Sewer Information
Septic

Electric Information
Electric Company: Green Mountain Power
Circuit Breaker(s)

Water Information
Water Source: Drilled Well, Private

Other Utilities Information
Internet: Internet - Fiber Optic
Fuel Company: CV Oil
Gas - LP/Bottle

Location

Road Information
Road Frontage Type: Cul-de-Sac, Dead End, Gravel
Road Frontage: Yes
Road Frontage Length: 423

Other Location Information
Directions: Route 100 to Liberty Hill Road in Pittsfield, bear right on Silver Springs Hill Road, Take first right on Jenny Pond Road, follow to house at end of road.

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 33.55 acres
Style: Other
Year Built: —
Year Renovated: —
County: Rutland County
APN: 47715001664

Home facts updated by county records on Jul 15, 2026

Other

Documents & Disclosures
Documents Available: Deed, Property Disclosure, Tax Map

Around this home

Schools

Some nearby schools may not be within this home's attendance zone. Please check the Woodstock Union High School District #4 website to verify.

Stockbridge Central School

Public PreK-6 • 4.4mi

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

7 days above 89° expected this year, 16 days in 30 years

2/10 Wind Factor

4% chance of strong winds in next 30 years

2/10 Air Factor

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

Provided by First Street

Historical weather

Pittsfield, VT • 05762

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 8.3 hours in June and 3.2 hours in December, placing it below the U.S. average for solar exposure.

8.3 hrs

3.2 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$773,000 – $936,000

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

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3D WALKTHROUGH

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1036 N Main St, Bethel, VT 05031

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3 beds3 baths2,997 sq ft

9671 VT Route 12, Barnard, VT 05031

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Home values near 121 Jenny Pond Rd

Data from public records.

Address	Redfin Estimate
153 Eagle Rock Rd, Pittsfield, VT 6 Beds \| 3.5 Baths \| 3108 Sq. Ft.	$376,995
454 Liberty Hill Rd, Pittsfield, VT 2 Beds \| 2 Baths \| 1488 Sq. Ft.	$382,760

Address	Redfin Estimate
165 Silver Spring Hill Rd, Pittsfield, VT 5 Beds \| 3 Baths \| 2504 Sq. Ft.	$662,700
416 Liberty Hill Rd, Pittsfield, VT 3 Beds \| 2 Baths \| 2500 Sq. Ft.	$216,169

Address	Redfin Estimate
270 Silver Spring Hill Rd, Pittsfield, VT 3 Beds \| 2.5 Baths \| 3288 Sq. Ft.	$838,235
194 Silver Spring Hill Rd, Pittsfield, VT 6 Beds \| 4 Baths \| 3596 Sq. Ft.	$815,101

Property information provided by PrimeMLS when last listed in 2024. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 05762, VT

Sale history for 121 Jenny Pond Rd

Tax history for 121 Jenny Pond Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

Home values near 121 Jenny Pond Rd

More real estate resources