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511 Perrin Road

Woodstock, Connecticut 06281

ACTIVE$599,000

Reduced from $650,000

Beds
2
Baths
2 | 1
SqFt
2,393
Acres
3.50
Year Built
2001
Matt Caiola

Matt Caiola

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About This Home

Perfect Countryside Elegance. Welcome to 511 Perrin Road, an exceptional country estate gracefully set atop a private 3.5-acre hillside in scenic Woodstock. A long paved driveway winds through picturesque grounds to this beautifully crafted home, where timeless architecture meets modern efficiency with 100% owned solar. Designed for effortless one-floor living, the residence features a luxurious first-floor primary suite, private executive office, gleaming hardwood floors, exquisite custom built-ins, and an inviting open living and dining area anchored by a dramatic back to back wood-burning fireplace. The custom Brunarhans kitchen is a showcase of quality craftsmanship and thoughtful design. The home boasts 2,393 SqFt of finished living space with 2.5 baths. The second level offers a spacious guest bedroom, full bath, and a connected bonus room, providing exceptional flexibility for family and guests. Step outside to enjoy the serenity of the private patio, a charming pond, and sweeping open grounds. The expansive lawn offers outstanding potential for a boutique vineyard, gardens, or equestrian pursuits, with horses and household pets permitted and ample room for paddocks. Completing this remarkable property is an oversized two-car garage with a private workshop. A rare combination of privacy, elegance, sustainability, and refined country living. A truly exceptional offering in one of Woodstock's most desirable locations.

Key Facts

City/Town
Woodstock
Neighborhood
Woodstock Valley
Property / Style
Single Family · Cape Cod
Year Built
2001
Days on Market
69 days
Beds
2
Baths
2 full · 1 half
Living Area
2,393 sq ft
Lot Size
3.50 acres
Garage / Parking
2 garage · 8 total
Property Taxes
$8,031 / Annually

Market Snapshot

The Woodstock Market

Single Family · trailing 12 months

Median Days on Market

60

21 active listings

Median $ / Sq Ft

$251

21 active listings

Sale-to-List Ratio

100.0%

108 sales

How this home compares

List Price

$599,000

vs $679,000 median

11.8% below median

Price / Sq Ft

$250

vs $251 median

In line with median

Days on Market

69 days

vs 60 days median

9 days longer than median

Based on 21 active and 108 closed sales (trailing 12 mo) of single family in Woodstock. Source: SmartMLS · As of September 21, 2026.

Location

511 Perrin Road, Woodstock, Connecticut

Property + 7 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,041

per month

  • Principal & Interest$3,172
  • Property Taxes$669
  • Insurance$200
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Woodstock
Neighborhood
Woodstock Valley
County
Windham

Residence

Property Type
Single Family
Style
Cape Cod
Year Built
2001
New Construction
No/Resale
Living Area
2,393 sq ft

Schools

Elementary
Woodstock
High
Woodstock Academy

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
1
Laundry Location
W/D in mudroom near kitchen.
Appliances
Electric CooktopWall OvenMicrowaveRange HoodSubzeroDishwasherDisposalWasherDryer
Basement
FullUnfinishedInterior AccessConcrete FloorFull With Hatchway
Interior Features
Auto Garage Door OpenerCentral VacuumOpen Floor Plan
Additional Rooms
Mud Room
Accessibility
Hard/Low Nap Floors,Lever Faucets,Ramps,Roll-In Shower

Exterior & Lot

Lot Size
3.50 acres
Zoning
0
Garage / Parking
2 garage spaces8 total parking spacesDetached GaragePavedDrivewayPrivateAsphalt
Waterfront
Direct waterfront
Waterfront Details
PondView
Water Source
Private Well
Sewer
Septic
Construction
Clapboard
Color
Gray
Roof
Asphalt ShingleGable
Foundation
Concrete
Exterior Features
ShedGarden AreaFrench DoorsPatio
Lot Description
SecludedSloping LotClearedRollingOpen Lot

Listing & Financials

Property Taxes
$8,031 / Annually
Days on Market
69
MLS #
24187780
MLS Status
Active

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

John Downs

(860) 377-0754

Berkshire Hathaway NE Prop.

(860) 928-1995

Co-Listed By

Johnetta Smith

Berkshire Hathaway NE Prop.

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 9/21/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 9/21/2026 at 8:30 PM UTC.