1669 Highway 169

Woodstock, CT 06281

$1,250,000
Price
2
Beds
2,340 Sq. Ft.
$534 / Sq. Ft.
2,340
Sq. Ft.
$534
per Sq. Ft.
a front view of a house with a garden and deck
a front view of house with yard and swimming pool
a house view with a garden space
a view of garage and yard
a view of a house with a yard
a view of a swimming pool with a patio
a table and chair sitting in the grass near a lake
a view of an ocean from a yard
a view of an ocean from a yard
a view of a lake with a park
a view of a lake with a yard
a view of a field with an ocean
a view of a swimming pool with an outdoor seating and yard
a view of a lake with a big yard
an aerial view of a residential houses with outdoor space and trees all around
a view of entryway and hall with wooden floor
a view of a dining room with furniture
a kitchen with a sink and a large window
a large white kitchen with kitchen island white cabinets and wooden floor
a living room with furniture and a large window
a view of ocean from a window
a bedroom with a bed and furniture
a view of a walk in closet with wooden floor
a bathroom with a bathtub and a sink
a bathroom with a sink and a mirror
a bathroom with a sink and a mirror
a bedroom with a bed running cycle and a window
a bathroom with a sink and a mirror
a view of a workspace with furniture and a bookshelf
an empty room with wooden floor and windows
a view of an empty room with wooden floor and a window
a view of a storage & utility room
a view of a storage & utility room
a view of a livingroom with furniture and a garage
a view of an empty room
a view of a hallway with entryway
a view of a indoor swimming pool
a view of storage and utility room

Description

Welcome to Hilltop Meadows-a one-of-a-kind, 60-acre luxury hay farm nestled in Connecticut's scenic "Quiet Corner." Set high above Route 169 in North Woodstock, this breathtaking property offers rolling meadows, mature forests, and serene privacy just 60 miles from Boston and 150 from Manhattan. The heart of the property is a newly updated 2-bed, 2-bath, 2,340 sq ft farmhouse blending historic charm with modern comforts-radiant heat, new flooring, stylish fixtures, and a center chimney ready for...Welcome to Hilltop Meadows-a one-of-a-kind, 60-acre luxury hay farm nestled in Connecticut's scenic "Quiet Corner." Set high above Route 169 in North Woodstock, this breathtaking property offers rolling meadows, mature forests, and serene privacy just 60 miles from Boston and 150 from Manhattan. The heart of the property is a newly updated 2-bed, 2-bath, 2,340 sq ft farmhouse blending historic charm with modern comforts-radiant heat, new flooring, stylish fixtures, and a center chimney ready for cozy wood stoves. A full stone basement, modern well, and 5-bedroom septic system ensure lasting functionality. The 2,800 sq ft heated barn includes four workshop spaces, a garage, and pellet/forced air heat-ideal for artists, woodworkers, or hobbyists. Additional original outbuildings include a large utility shed (convertible to horse stables) and a garden shed, offering endless lifestyle potential. 40 acres of manicured hay fields are stewarded by Fairvue Farm, offering stunning views and reduced taxes. Trails weave through two glacier boulders-natural monuments at the meadow's core-perfect for quiet reflection or immersive walks. Whether you're an equestrian, artisan, gardener, or nature lover, Hilltop Meadows offers timeless beauty, tranquility, and limitless opportunity.

Property Details for 1669 Highway 169

Basement Description
Full, Heated, Sump Pump, Concrete Floor, Full With Hatchway
Direct Waterfront
No
Expected Active Date
06-27-2025
Garages Number
1
Neighborhood
N/A
Style
Antique
Garage Parking Info
Detached Garage
Swimming Pool
No
LISTING UPDATED: 10/07/2025 10:05 PM

Property Details for 1669 Highway 169

StatusActive
MLS #24106340
Days on Market179
Taxes$3,984 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1900
Lot Size59.20 AC / 2,578,752 SF
CountyWindham County

Location

Listing Courtesy of William Pitt Sotheby's Int'l, Ryan De Lello
Add your commute

Building Information for 1669 Highway 169

Stories-Year Built1900Building Size-Lot Size59.20 AC / 2,578,752 SF

Payment Calculator

$6,509 per month

30 year fixed, 6.28% Interest

Principal and Interest

$6,177

Property Taxes

$332

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 1669 Highway 169

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Use GPS
  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed
  • Latitude: 42.021844
  • Longitude: -72.008184
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $3,984
Interior and Exterior Features
Exterior Features
  • Exterior Features: Shed, Barn, Deck, Stable
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Gas Cooktop, Range Hood, Refrigerator, Dishwasher, Washer, Electric Dryer
  • Attic Description: Pull-Down Stairs
  • Cooling System: Ductless, Heat Pump
  • Heat Type: Radiant, Steam
  • Attic YN: Yes
  • Fireplaces Total: 0
  • Laundry Room Info: Main Level
  • Rooms Total: 10
Room 1
  • Room Entry Order: 1
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 2
  • Room Level: Main
  • Room Type: Eat-In Kitchen
Room 3
  • Room Entry Order: 3
  • Room Level: Main
  • Room Type: Primary Bedroom
Room 4
  • Room Entry Order: 4
  • Room Level: Main
  • Room Type: Bedroom
Room 5
  • Listing Key: 3840F54292F31773E0631A01100AD300
  • Room Entry Order: 5
  • Room Level: Main
  • Room Type: Primary Bath
Room 6
  • Room Entry Order: 6
  • Room Level: Main
  • Room Type: Full Bath
Room 7
  • Room Entry Order: 7
  • Room Level: Main
  • Room Type: Other
Room 8
  • Room Entry Order: 8
  • Room Level: Main
  • Room Type: Study
Room 9
  • Listing Key: 3840F54292F31773E0631A01100AD300
  • Room Entry Order: 9
  • Room Level: Upper
  • Room Type: Family Room
Property
Property and Assessments
  • Construction Description: Frame
  • Exterior Siding: Vinyl Siding, Wood
  • Foundation Type: Concrete, Stone
  • Fuel Tank Location: Above Ground
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle, Metal
  • Year Built: 1900
  • Year Built Source: Owner
  • Bank Owned Property: No
  • In Law Apartment: No
  • Living Area SQFT Per Public Records: 2340
Lot Information
  • Lot Description: Lightly Wooded, Professionally Landscaped, Rolling, Open Lot
  • Parcel Number: 1740915
  • Sq Ft Est Heated Above Grade: 2340.0
  • Sq Ft Total: 2340.0
  • Zoning: 0
Utilities
  • Heat Fuel Type: Propane
  • Hot Water Description: Propane, Tankless Hotwater
  • Radon Mitigation Air: No
  • Radon Mitigation Water: No
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 1669 Highway 169

DateEvent & SourcePriceAppreciation
Feb 16, 2010

Closed (Public Record)

Public Record #283981512

$150,000—
DateEvent & SourcePrice
02/16/2010

Closed (Public Record)

Public Record #283981512

$150,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 1669 Highway 169

Taxable ValueLand$67,330Additions$83,400Total$150,730
Tax Record2023$3,473 ($289 / month)
Home Facts
Beds1Baths1.5Total Finished SqFt2,340 SqFtAbove Grade Finished SqFt2,340 SqFtStories2Lot Size2,578,752 SqFtStyleSingle Family ResidenceYear Built1900Year Renovated2000Zoning0CountyWINDHAMAPNWSTK M:5666 B:04 L:02Fireplace TypeHas Fireplace

Schools near 1669 Highway 169

This home is within Woodstock School District.
Rating
School
Type
Grades
Distance
Woodstock Elementary School
Public - PK to 4
Woodstock Middle School
Public - 5 to 8
Rating
School
Distance
Woodstock Elementary School
PublicPK to 4

Woodstock Middle School
Public5 to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 1669 Highway 169, Woodstock, CT 06281

1669 Highway 169 is a single family home for sale in Woodstock, CT 06281. This property was listed for sale on June 24, 2025 by William Pitt Sotheby's Int'l, it's currently listed at $1,250,000. It has been on the market for a total of 179 days and was last sold on February 16, 2010. This listing's school district is Woodstock School District. Nearby schools include Woodstock Elementary School and Woodstock Middle School. 1669 Highway 169 is a 2-bed, 2-bath, 2,340 sqft single family home built in 1900.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of William Pitt Sotheby's Int'l, Ryan De Lello

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.