116 Headquarters Rd
Litchfield, CT 06759
- 4 Beds
- 3.5 Baths
- 3,531 sqft (on 3.79 acres)
4 Beds
3.5 Baths
3,531 sqft
(on 3.79 acres)
Local Information
-- mins to
Description
Serene and sought after riverfront setting in desirable Milton. Fully and completely renovated light filled home with legal guest apartment done with great style and taste. In characteristic understated Milton fashion, a peastone driveway leads you to private haven, past the frog pond, stone walls and gorgeous landscaping. Practically speaking there is carefully planned parking. A pergola covered front entrance welcomes you and you are in the country home of your dreams. Open and cheerful, you are transformed. The world goes away. From every living space take in the river below. Centrally located fireplace for dining or living space. Kitchen is open with plenty of storage, a bertazzoni range, a true cookhouse. Family room with raised hearth fireplace is spectacular yet cozy. Every detail thought out and every inch has been updated within 4-5 years. Baths are gorgeous marble yet simple and clean. The legal apartment is a beautifully appointed flat for your own guests. Square footage in listing does not reflect the additional sq ftg of apartment. This is a property you should not miss. Bear in mind, rarely does one find privacy and river frontage in quiet setting- nearly 200 ft along the East Branch of the Shepaug River with protected land across - paradise found.
116 Headquarters Rd, Litchfield, CT 06759 is a 4 bedroom, 4 bathroom, 3,531 sqft single-family home built in 1984. It last sold for $1,420,000 on Nov 23, 2020. It is currently off market. The Trulia Estimate is $1,716,700, with a rent estimate of $4,765/month.
Home Highlights
Parking
Garage
Outdoor
Porch, Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 116 Headquarters Rd
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Interior Details BasementAtticIn-law unitNumber of Rooms: 9Types of Rooms: Laundry Room |
Heating & Cooling Heating: Forced Air, Propane ButaneAir ConditioningCooling System: CentralHeating Fuel: Forced Air |
Levels, Entrance, & Accessibility Stories: 2Floors: Concrete |
Appliances & Utilities DisposalDryerMicrowaveRefrigeratorWasher |
Fireplace & Spa Fireplace |
Security Security System |
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Exterior Home Features Roof: AsphaltDeckExterior: WoodPatioPorch |
Parking & Garage GarageParking Spaces: 2Parking: Garage Attached |
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Year Built Year Built: 1984 |
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial |
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Units in Building: 2 |
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Lot Area: 3.79 acres |
Price History for 116 Headquarters Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 11/23/2020 | $1,420,000 | Sold | N/A |
| 09/24/2020 | $1,495,000 | Pending | Agent Provided |
| 09/20/2020 | $1,495,000 | PriceChange | Agent Provided |
| 08/03/2020 | $1,595,000 | Listed For Sale | Agent Provided |
| 01/30/2015 | $655,000 | Sold | Smart MLS #L150526 |
Market trends in Litchfield
Last updated June 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
19
2MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $12,375 |
| Assessment | $618,760 |
Home facts updated by county records
Comparable Sales for 116 Headquarters Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.59 | Single-Family Home | $1,275,000 | 06/30/26 | 4 | 2.5 | 3,192 | |
1.05 | Single-Family Home | $1,300,000 | 05/04/26 | 4 | 4 | 2,880 | |
0.84 | Single-Family Home | $355,000 | 02/24/26 | 3 | 2 | 2,392 | |
0.87 | Single-Family Home | $327,500 | 07/18/25 | 3 | 1.5 | 1,061 | |
1.36 | Single-Family Home | $638,000 | 11/03/25 | 3 | 1.5 | 1,680 | |
1.70 | Single-Family Home | $654,000 | 11/24/25 | 4 | 2.5 | 3,087 | |
2.02 | Single-Family Home | $1,225,500 | 09/19/25 | 4 | 2.5 | 2,740 | |
1.85 | Single-Family Home | $806,500 | 12/19/25 | 3 | 2.5 | 2,521 | |
2.00 | Single-Family Home | $1,163,000 | 08/07/25 | 3 | 2.5 | 3,449 | |
1.91 | Single-Family Home | $600,000 | 08/18/25 | 3 | 1.5 | 1,633 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 116 Headquarters Rd.
What Locals Say about Litchfield
At least 27 Trulia users voted on each feature.
97 % Say car is needed
92 % Say yards are well-kept
91 % Say it's dog friendly
83 % Say parking is easy
76 % Say there's holiday spirit
75 % Say people would walk alone at night
73 % Say it's quiet
71 % Say there's wildlife
70 % Say they plan to stay for at least 5 years
68 % Say neighbors are friendly
56 % Say kids play outside
52 % Say there are community events
45 % Say it's walkable to restaurants
37 % Say there are sidewalks
33 % Say it's walkable to grocery stores
25 % Say streets are well-lit
Sourced by Trulia users. Learn more about our methodology.
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