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Listed by: Josiah Allen Real Estate, Inc. • Sunny Breen

$5,600,000

1060 Upper Hollow Road, Dorset, VT 05251

5beds

4,674sqft

$37,205/mo

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Single Family Residence

Built in 1965

66.6 Acres Lot

$4,997,200 Zestimate^®

$1,198/sqft

$-- HOA

What's special

Dramatic stone fireplaceContemporary open layout

'MOONLIGHT REFLECTIONS ON AN UPPER HOLLOW SANCTUARY'... This stunning rare estate sits on 66 secluded acres of unspoiled beauty, offering breathtaking sweeping views of two luminous ponds, where moonlight reflections shimmer across the water each evening, creating a truly magical feeling. Inside you will find a contemporary open layout anchored by a dramatic stone fireplace, perfect for cozy evenings. The main residence captures the landscape from every angle blending modern architecture seamlessly with nature. This is much more than a home, it is truly a legacy property... Prestigious, Private and Profoundly Peaceful and must be seen to be fully appreciated!! Beauty, solitude, quiet luxury!!! Subdivision potential.

200 days

702

16

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 5
Bathrooms: 6
Full bathrooms: 1
3/4 bathrooms: 4
1/2 bathrooms: 1

Heating

Propane, Radiant, Boiler

Cooling

Central Air

Appliances

Included: Electric Cooktop, Dishwasher, Dryer, Microwave, Double Oven, Refrigerator, Washer, Induction Cooktop, Wine Cooler
Laundry: In Basement

Features

Cathedral Ceiling(s), Ceiling Fan(s), Kitchen Island, Living/Dining, Walk-In Closet(s)
Flooring: Carpet, Tile, Wood
Basement: Climate Controlled,Finished,Walkout,Interior Entry
Number of fireplaces: 1
Fireplace features: 1 Fireplace

Interior area

Total structure area: 4,800
Total interior livable area: 4,674 sqft
Finished area above ground: 2,650
Finished area below ground: 2,024

Property

Parking

Total spaces: 7
Parking features: Gravel
Garage spaces: 7

Features

Levels: One
Stories: 1
Patio & porch: Patio, Covered Porch
Exterior features: Deck, Storage
Has view: Yes
View description: Water, Mountain(s)
Has water view: Yes
Water view: Water
Frontage length: Road frontage: 700

Lot

Size: 66.6 Acres
Features: Country Setting, Rolling Slope, Near Paths

Details

Additional structures: Outbuilding
Parcel number: 18005710019
Zoning description: RR
Other equipment: Standby Generator

Construction

Type & style

Home type: SingleFamily
Architectural style: Contemporary
Property subtype: Single Family Residence

Materials

Wood Frame
Foundation: Concrete
Roof: Asphalt Shingle,Slate

Condition

New construction: No
Year built: 1965

Utilities & green energy

Electric: Circuit Breakers
Sewer: On-Site Septic Exists
Utilities for property: Phone, Cable

Community & HOA

Community

Security: Security, Carbon Monoxide Detector(s), Smoke Detector(s)

Location

Region: Dorset

Financial & listing details

Price per square foot: $1,198/sqft
Tax assessed value: $1,289,300
Annual tax amount: $30,070
Date on market: 1/30/2026
Road surface type: Dirt

Estimated market value

$4,997,200

$4.70M - $5.30M

$7,724/mo

Price history

Date	Event	Price
1/30/2026	Listed for sale	$5,600,000+330.8%$1,198/sqft
Source: PrimeMLS #5075285 Report a problem
5/7/2013	Sold	$1,300,000$278/sqft
Source: Public Record Report a problem

Public tax history

Year	Property taxes	Tax assessment
2024	--	$1,289,300
2023	--	$1,289,300
2022	--	$1,289,300 +4.9%
2021	--	$1,228,800
2020	--	$1,228,800 -1%
2019	--	$1,240,800 +0.7%
2018	--	$1,232,370 +2.8%
2017	--	$1,198,510 +0%
2016	--	$1,198,500 +9900%
2015	--	$11,985 +11.1%
2014	--	$10,790
2013	--	$10,790
2012	--	$10,790
2011	--	$10,790
2010	--	$10,790
2009	--	$10,790
2008	--	$10,790
2007	--	$10,790