38 Old Turnpike Rd

$1,495,000
Price
4
Beds
2,377 Sq. Ft.
$629 / Sq. Ft.
2,377
Sq. Ft.
$629
per Sq. Ft.

Description

An exceptional property with a rare convergence of historic provenance and modern excellence. This magical setting comprises a c.1777 home (once a Tollhouse), that blends 18th c. character, masterfully rebuilt in 2023. Step inside to a main floor that includes, a Kitchen, Dining Room, Parlor, Living Room & Primary BR suite including 3 FP's and a 3-season Solarium/Mudroom, Laundry room (ne' Buttery) and 1/2 BA. The Upper level has 2BR's and full bath. There are warm pine wood floors throughout. The...An exceptional property with a rare convergence of historic provenance and modern excellence. This magical setting comprises a c.1777 home (once a Tollhouse), that blends 18th c. character, masterfully rebuilt in 2023. Step inside to a main floor that includes, a Kitchen, Dining Room, Parlor, Living Room & Primary BR suite including 3 FP's and a 3-season Solarium/Mudroom, Laundry room (ne' Buttery) and 1/2 BA. The Upper level has 2BR's and full bath. There are warm pine wood floors throughout. The enchanting park like setting includes, 3 parcels= 4.5ac.+-, with a pond, babbling stream, a 2-car barn-style garage with a ~400sf upper level studio incl. a sitting and sleeping area, a heated in-ground pool, well-established perennial gardens and pathways, stone walls and a gently rolling hill that borders the Land Trust. It is Connecticut pastoral perfection at its finest. Wait! There's more... An opportunity to start a new, on-site business, currently, a 400 sf Antique Shop. For the collector, artisan or entrepreneur, seeking a life-work retreat or just pure tranquility. This is a one-of-a-kind property with incredible flexibility, delivering, history, beauty & endless possibilities, it is an extremely RARE opportunity. Are you ready to live your next chapter! Conveniently located between the storied villages of Litchfield, Bantam, New Preston & Washington for shopping, dining, hiking, skiing, boating or just relaxing. COME HOME TO THE HILLS OF NW CT 2 hrs. to NYC

Property Details for 38 Old Turnpike Road

Basement Description
Crawl Space, Full
Direct Waterfront
Yes
Expected Active Date
11-10-2025
Garages Number
2
Neighborhood
N/A
Style
Colonial
Garage Parking Info
Barn, Detached Garage, Off Street Parking
Swimming Pool
Yes
LISTING UPDATED: 12/11/2025 02:41 PM

Property Details for 38 Old Turnpike Road

StatusActive
MLS #24136619
Days on Market33
Taxes$9,618 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1777
Lot Size4.53 AC / 197,326 SF
CountyLitchfield County

Location

Listing Courtesy of William Pitt Sotheby's Int'l, Jane Hinkel; William Pitt Sotheby's Int'l, Phil Fox
Add your commute

Building Information for 38 Old Turnpike Road

Stories-Year Built1777Building Size-Lot Size4.53 AC / 197,326 SF

Payment Calculator

$8,189 per month

30 year fixed, 6.28% Interest

Principal and Interest

$7,387

Property Taxes

$802

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 38 Old Turnpike Road

Summary
Property and Location
  • Acres Source: Owner
  • Directions: GPS Friendly
  • Elementary School: Per Board of Ed
  • Flood Zone: Yes
  • High School: Per Board of Ed
  • Latitude: 41.719098
  • Longitude: -73.2635
  • Neighborhood Amenities: Golf Course, Health Club, Lake, Private School(s)
  • State: Connecticut
Parking
  • Parking Total Spaces: 5
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $9,618
Interior and Exterior Features
Exterior Features
  • Exterior Features: Terrace, Fruit Trees, Barn, Gutters, Garden Area, Stone Wall, Patio
  • Waterfront Description: Pond, Brook
Interior Features
  • Appliances Included: Gas Cooktop, Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer
  • Cooling System: None
  • Heat Type: Baseboard, Radiator
  • Attic YN: No
  • Fireplaces Total: 3
  • Laundry Room Info: Main Level
  • Laundry Room Location: Formally the old Buttery
  • Rooms Additional: Sitting Room, Solarium
  • Rooms Total: 9
Room 1
  • Room Entry Order: 1
  • Room Features: Book Shelves,Built-Ins,Patio/Terrace,Hardwood Floor
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 2
  • Room Features: Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Dining Room
Room 3
  • Room Entry Order: 3
  • Room Features: Dining Area,Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Other
Room 4
  • Room Entry Order: 4
  • Room Features: Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Kitchen
Room 5
  • Listing Key: 423E9E73043E8614E063E201100AA586
  • Room Entry Order: 5
  • Room Features: Full Bath,Hardwood Floor
  • Room Level: Main
  • Room Type: Primary BR Suite
Room 6
  • Room Entry Order: 6
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 7
  • Room Entry Order: 7
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 8
  • Room Entry Order: 8
  • Room Features: Vaulted Ceiling,Balcony/Deck
  • Room Level: Other
  • Room Type: Bedroom
Property
Property and Assessments
  • Construction Description: Frame
  • Elevation Certificate: No
  • Exterior Siding: Clapboard
  • Foundation Type: Stone
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1777
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Access: Over Garage
  • In Law Apartment: Possible
  • Sq Ft Description: Heated above grade
  • Living Area SQFT Per Public Records: 0
Lot Information
  • Lot Description: Treed, Professionally Landscaped, Rolling
  • Parcel Number: 818261
  • Sq Ft Est Heated Above Grade: 2377.0
  • Sq Ft Total: 2377.0
  • Zoning: RR
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Oil, Upright Tank
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 38 Old Turnpike Road

DateEvent & SourcePriceAppreciation
Aug 1, 1997

Closed (Public Record)

Public Record #91871441

$235,000—
DateEvent & SourcePrice
08/01/1997

Closed (Public Record)

Public Record #91871441

$235,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 38 Old Turnpike Road

Taxable ValueLand$53,900Additions$344,340Total$398,240
Tax Record2024$7,965 ($664 / month)
Home Facts
Lot Size10,890 SqFtStyleOffice BuildingZoningRRCountyLITCHFIELDAPNLITC M:61 B:85 L:17

Schools near 38 Old Turnpike Road

This home is within Litchfield School District.
Rating
School
Type
Grades
Distance
Public - 4 to 6
Public - 7 to 8
Public - 9 to 12
Public - PK to 3
Rating
School
Distance
Litchfield Intermediate School
Public4 to 6

Litchfield Middle School
Public7 to 8

Litchfield High School
Public9 to 12

Center School
PublicPK to 3

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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38 Old Turnpike Road is a single family home for sale in Litchfield, CT 06750. This property was listed for sale on November 3, 2025 by William Pitt Sotheby's Int'l, it's currently listed at $1,495,000. It has been on the market for a total of 33 days and was last sold on August 1, 1997. This listing's school district is Litchfield School District. Nearby schools include Litchfield Intermediate School, Litchfield Middle School and Litchfield High School. 38 Old Turnpike Road is a 4-bed, 3-bath, 2,377 sqft single family home built in 1777.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of William Pitt Sotheby's Int'l, Jane Hinkel; William Pitt Sotheby's Int'l, Phil Fox

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.