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119 Judge Lane

Bethlehem, Connecticut 06751

ACTIVE$2,150,000
Beds
5
Baths
4
SqFt
3,645
Acres
43.00
Year Built
1974
Matt Caiola

Matt Caiola

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WaterfrontGuest House2 Fireplaces

About This Home

Discover a rare estate-quality property in the heart of Litchfield County, where timeless character, modern refinement, and more than 40 acres of exceptional natural beauty create an unparalleled retreat. A long private drive winds through rolling landscapes to a thoughtfully reimagined five-bedroom, three-bath residence that seamlessly blends sophisticated updates with the warmth and authenticity of its original design. Expansive windows fill the home with natural light and frame picturesque views. The remarkable grounds feature open meadows, mature pines and hemlocks, historic stone walls, fruit trees, curated gardens, and a tranquil pond, offering unmatched privacy and serenity. Equestrians will appreciate groomed riding trails and ample space for future rings, arenas, or barns. Outdoor enthusiasts will enjoy a 200-yd shooting range, hunting areas, and miles of trails for hiking, biking, ATV adventures, and recreation. Designed for entertaining, the pavilion and patio with a grand stone fireplace provides an unforgettable setting for gatherings and quiet evenings alike. Above the garage, a well appointed guest suite with a living area, kitchenette, and full bath offers flexibility for guests, or an au pair. Conveniently located just 15 minutes from the charming centers of Woodbury, Washington, and Litchfield, and approx two hours from New York City, 119 Judge Lane is a one-of-a-kind legacy estate awaiting its next generational steward.

Key Facts

City/Town
Bethlehem
Neighborhood
N/A
Property / Style
Single Family · Contemporary,Split Level
Year Built
1974
Days on Market
108 days
Beds
5
Baths
4 full
Living Area
3,645 sq ft
Lot Size
43.00 acres
Property Taxes
$10,735 / Annually

Market Snapshot

The Bethlehem Market

Single Family · trailing 12 months

Median Days on Market

61

12 active listings

Median $ / Sq Ft

$321

12 active listings

Sale-to-List Ratio

98.6%

35 sales

How this home compares

List Price

$2.15M

vs $699,450 median

3.1× the median

Price / Sq Ft

$590

vs $321 median

83.8% above median

Days on Market

108 days

vs 61 days median

47 days longer than median

Based on 12 active and 35 closed sales (trailing 12 mo) of single family in Bethlehem. Source: SmartMLS · As of October 6, 2026.

Location

119 Judge Lane, Bethlehem, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$13,380

per month

  • Principal & Interest$11,768
  • Property Taxes$895
  • Insurance$717
  • HOA$0

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

Location

City/Town
Bethlehem
Neighborhood
N/A
County
Litchfield

Residence

Property Type
Single Family
Style
Contemporary,Split Level
Year Built
1974
New Construction
No/Resale
Living Area
3,645 sq ft

Schools

Elementary
Bethlehem
High
Per Board of Ed

Interior

Heating
Hot Air
Heat Fuel
OilPropane
Cooling
Central Air
Fireplaces
2
Laundry
Main Level
Appliances
Electric CooktopElectric RangeMicrowaveRefrigeratorDishwasherWasherElectric Dryer
Basement
Full
Additional Rooms
Laundry Room

Exterior & Lot

Lot Size
43.00 acres
Zoning
R-1
Waterfront
Direct waterfront
Waterfront Details
PondRiver
Water Source
Private Well
Sewer
Septic
Construction
ClapboardVinyl Siding
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
BreezewayLightingGuest HousePatioUnderground UtilitiesFruit TreesGarden AreaCovered DeckStone Wall
Lot Description
SecludedTreedFarm LandProfessionally Landscaped

Listing & Financials

Property Taxes
$10,735 / Annually
Days on Market
108
MLS #
24179730
MLS Status
Active

Similar Properties

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Listed By

Jeffrey Boucher

(203) 709-1423

Drakeley Real Estate, Inc.

(203) 263-4336

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

The IDX display contains information sourced from SmartMLS, Inc. as of 10/6/2026. 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 10/6/2026 at 11:01 PM UTC.