2 Webster Rd, Litchfield, CT 06759
Property image
Property image
OFF MARKET

$621,000

Trulia Estimate
as of Aug 31, 2026
  • 4 Beds
  • 1.5 Baths
  • 2,472 sqft
  • 4 Beds
  • 1.5 Baths
  • 2,472 sqft

2 Webster Rd, Litchfield, CT 06759

Home Highlights

Property Type
Single-Family Home
Living Area
2,472 sqft
Price/Sqft
$251
Parking
Attached Garage

Local Information

  • Map ViewExplore the area around 2 Webster Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Welcome to 2 Webster, a spacious 4-bedroom, 1.5-bath home located on the outskirts of Arethusa Farm foundation in beautiful Litchfield. This well maintained property offers a peaceful setting while being just minutes from the center of town.

The home features updated bathrooms, a bright and functional layout, and a one-car garage for convenient parking and storage. Enjoy a large yard with plenty of outdoor space, plus a deck off the back.

Situated right down the road from the center of Litchfield, you'll have easy access to local shops, restaurants, schools, and all the amenities the area has to offer, while still enjoying a quiet, semi-private setting near the farm.

If you're looking for space, privacy, and proximity to town, this rental checks all the boxes.

Tenant is responsible for electricity and oil heat. Landlord covers the water bill, lawn care, and snow plowing. A maximum of two pets (dogs or cats) is permitted. No smoking allowed.

The initial lease term will be six months to avoid ending during the winter months, with the option to renew for a one-year term thereafter.
2 Webster Rd, Litchfield, CT 06759 is a 4 bedroom, 2 bathroom, 2,472 sqft single-family home. More recently, it was listed as a rental in February 2026 with an asking price of $3,000 per month. That rental listing was removed on February 24, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $621,000, with a rent estimate of $3,898/month.

Home Details for 2 Webster Rd

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Interior Features

Appliances & Utilities
DishwasherMicrowaveRefrigerator
Heating & Cooling
Air ConditioningCooling System: Window Unit
Levels, Entrance, & Accessibility
Floors: Carpet, Hardwood

Exterior Features

Parking & Garage
Parking: Attached, On Site

Comparable Sales for 2 Webster Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
645 South Plains Road, Litchfield, CT
0.40
Single-Family Home
$500,000
10/21/25
3
2.5
1,232 sqft
21 Camp Dutton Road, Litchfield, CT
0.68
Single-Family Home
$575,000
11/07/25
3
2
1,448 sqft
137 Old South Road, Litchfield, CT
0.95
Single-Family Home
$770,000
03/20/26
4
2.5
2,702 sqft
350 South Street, Litchfield, CT
0.96
Single-Family Home
$635,000
08/27/26
3
2.5
2,384 sqft
415 South Street, Litchfield, CT
0.84
Single-Family Home
$1,150,000
08/28/26
4
4.5
4,152 sqft
265 South St, Litchfield, CT
1.17
Single-Family Home
$308,000
05/11/26
3
3
3,336 sqft
144 Meadow Street, Litchfield, CT
1.41
Single-Family Home
$533,200
11/21/25
3
2
2,244 sqft
66 Isaiah Smith Lane, Morris, CT
1.66
Single-Family Home
$420,000
08/17/26
4
2
1,728 sqft
37 Harris Road, Litchfield, CT
1.66
Single-Family Home
$448,979
09/15/25
4
2.5
2,220 sqft
30 Tannery Brook Rd, Litchfield, CT
1.54
Single-Family Home
$150,000
01/28/26
3
2
1,255 sqft

Nearby homes

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Around this home

View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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

  • 75 % Say people would walk alone at night

  • 74 % Say there's holiday spirit

  • 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.
  • Rptcl
    "People are always walking dogs here it is a wonderful place to live. Quiet and peanut and beautiful. "
    0
    Flag
  • Lucascridland
    "Litchfield hills 10k. Superb restaurants in the area. Wonderful nature walks. Connecticut at its finest."
    0
    Flag
  • Rptcl
    "This is a beautiful town. Quaint, southern New England town with great architecture. The people are friendly and helpful. It has been our home for 43 years. I love my town. "
    0
    Flag
  • Mackr16
    "Very animal friendly as it is a rural community. Plenty of dog owners throughout the borough. Given the White Memorial Nature Preserve and ample public land, great place to be a dog"
    1
    Flag
  • Alix M.
    "Lots of people have dogs and all the various trails, green spaces, parks and public areas welcome them. Sadly, because a lot of streets are not high traffic, people allow their dogs to poop and don’t pick up (or they think it’s ok because they are walking in front of a farm). There are a couple of funky pet supply stores and almost every store has a dish of water outside. All the FedEx, UPS and USPS carriers have treats and know the dogs. Being an agricultural area, there is an abundance of vets!"
    1
    Flag
  • Lindsay.murphy108
    "Walk to town. Lots of kids for mine to run around with. Feels safe and friendly. I would recommend to anyone. "
    2
    Flag
  • Natalie M.
    "It’s a great place to live and I definitely highly recommend it for anyone. But a place, grow old in it, do it here. But only if you have the money to afford it because it’s expensive. But lots of history here so do it"
    0
    Flag
  • Natalie M.
    "It’s woodsy and quiet. Nobody bother anyone and it’s primarily the safest place you could live. Highly recommend if you can afford it"
    0
    Flag
  • Elizabeth C.
    "I have lived in this neighborhood for over a year and i love it! It is well kept, the neighborhood is nice, as well as the neighbors."
    3
    Flag
  • Wildirishrose
    "Lots of character—New England charm. A popular spot for tourists and retirees from NYC. Lots of great restaurants and cafes, low key bars. Shopping but it mostly comes at a premium. A great sense of community especially surrounding holidays and school events."
    0
    Flag
  • juneglenn
    "Chestnut Hill is a very historic and beautiful location in Litchfield. One hundred year old maple trees line the road, along with beautiful stone walls. Hiking trails to the White Memorial Foundation are accessible from this location."
    0
    Flag
  • sagetbarrows
    "Litchfield is a wonderful town full of history, activities and community involvement. There are many top notch restaurants, businesses and places to go. White Memorial, Tops mead State Park, Bantam Lake, skiing..The Warner Theatre are all here or within a 15 minute drive. The schools are rated high and are small enough so the kids all know each other or of each other. People from out of town are willing to pay a lot of money to spend weekends here. There are a lot of weekend homes but we are lucky to be able to live here everyday!"
    0
    Flag
  • Ppnthr1
    "Quiet streets, relatively flat, good walking or cycling. Very private and quiet."
    0
    Flag

LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
Feb 24, 2026
Source: Zillow Rentals
ListingRemoved
$3,000
Feb 10, 2026
Source: Zillow Rentals
Listed For Rent
$3,000

Frequently asked questions about 2 Webster Rd

  • What is 2 Webster Rd estimated to be worth?
    Trulia's estimated value for 2 Webster Rd in Litchfield, CT is $621,000.
  • Is Litchfield a buyer's or seller's market?
    Litchfield is currently a balanced market, based on recent for-sale activity.
  • What do residents say about Litchfield?
    Residents describe Litchfield, CT as well-kept, dog-friendly, and easy to park in. Most residents say you need a car. See recently sold homes in Litchfield, CT.
  • What are the closest schools to 2 Webster Rd?
    The closest schools to 2 Webster Rd in Litchfield, CT are Litchfield High School (rated 10/10), Litchfield Intermediate School (Elementary), Plumb Hill Middle School.
  • Does 2 Webster Rd have air conditioning?
    Yes, 2 Webster Rd in Litchfield, CT has air conditioning.
  • Does 2 Webster Rd have parking?
    Yes, 2 Webster Rd in Litchfield, CT has on-site parking.

Homes for rent near 2 Webster Rd

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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