28 Headquarters Road
Litchfield, Connecticut 06759
- Beds
- 3
- Baths
- 3
- SqFt
- 3,225
- Acres
- 3.37
- Year Built
- 1985
- Neighborhood
- Milton
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
Stimulating and easily managed home is perfect for weekending in an idyllic, small, historic village very close to big-time cultural, sports, and wildlife attractions. Living, dining, and kitchen areas are perfectly set up for entertaining. State-of-the-art appliances. Each bedroom has its own full bath and more. Multi-person ThermoSpa hot tub in enclosed (and air-conditioned) porch looks out on to quiet, private, and enchanting grounds.
Key Facts
- City/Town
- Litchfield
- Neighborhood
- Milton
- Property / Style
- Single Family · Contemporary
- Year Built
- 1985
- Days on Market
- 598 days
- Beds
- 3
- Baths
- 3 full
- Living Area
- 3,225 sq ft
- Lot Size
- 3.37 acres
- Garage / Parking
- 1 garage
- Property Taxes
- $10,332 / Annually
Market Snapshot
The Litchfield Market
Single Family · trailing 12 months
Active Listings
19
7 under contract
Median List Price
$895,000
19 active listings
Median Closed Price
$522,000
74 sales
Median Days on Market
83
19 active listings
Median $ / Sq Ft
$376
19 active listings
Sale-to-List Ratio
100.0%
74 sales
How this home compares
List Price
$985,000
vs $895,000 median
10.1% above median
Price / Sq Ft
$305
vs $376 median
18.9% below median
Days on Market
598 days
vs 83 days median
515 days longer than median
Based on 19 active and 74 closed sales (trailing 12 mo) of single family in Litchfield. Source: SmartMLS · As of July 28, 2026.
Location
28 Headquarters Road, Litchfield, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$5,022
- Property Taxes$861
- Insurance$328
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Litchfield
- Neighborhood
- Milton
- County
- Litchfield
Residence
- Property Type
- Single Family
- Style
- Contemporary
- Year Built
- 1985
- New Construction
- No/Resale
- Living Area
- 3,225 sq ft
Schools
- Elementary
- Litchfield Center School
- High
- Lakeview High School
Interior
- Heating
- Hot Water
- Heat Fuel
- Propane
- Cooling
- Split System
- Fireplaces
- 2
- Laundry
- Main Level
- Appliances
- Gas RangeMicrowaveRange HoodRefrigeratorWasherDryer
- Basement
- None
- Interior Features
- Auto Garage Door OpenerCable - Pre-wiredOpen Floor PlanSecurity System
Exterior & Lot
- Lot Size
- 3.37 acres
- Zoning
- LR
- Garage / Parking
- 1 garage spaceAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Shingle
- Roof
- Asphalt Shingle
- Foundation
- Slab
- Exterior Features
- Porch-EnclosedShedPorchGuttersGarden AreaHot Tub
- Lot Description
- SecludedTreedSloping LotHistoric District
Listing & Financials
- Property Taxes
- $10,332 / Annually
- Days on Market
- 598
- MLS #
- 24061045
- MLS Status
- Active
Similar Properties
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 7:50 AM UTC.