299 Main St

Salisbury, CT 06039

$3,325,000
Price
5
Beds
4,916 Sq. Ft.
$676 / Sq. Ft.
4,916
Sq. Ft.
$676
per Sq. Ft.
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Description

This 18th century American Georgian stands as one of Lakeville's finest historic properties, gracing over 5 pristine acres alongside Burton Brook. The distinguished residence perfectly balances preserved period authenticity with thoughtful modern updates, earning recognition in Luxe magazine and The Friends of the American Georgian Group-NYC tour. Original doorways, decorative trim, and historic fireplaces define the formal entertaining spaces, while a welcoming country kitchen with its own period...This 18th century American Georgian stands as one of Lakeville's finest historic properties, gracing over 5 pristine acres alongside Burton Brook. The distinguished residence perfectly balances preserved period authenticity with thoughtful modern updates, earning recognition in Luxe magazine and The Friends of the American Georgian Group-NYC tour. Original doorways, decorative trim, and historic fireplaces define the formal entertaining spaces, while a welcoming country kitchen with its own period fireplace anchors the casual living areas. The sophisticated blend of architectural heritage and contemporary comfort creates an exceptional living experience throughout. Four ensuite bedrooms and a primary suite with a separate dressing room provide generous accommodations. A thoughtful layout makes the residence ideal for hosting extended family and guests while maintaining privacy and convenience. Stone walls and mature landscaping embrace multiple outdoor living spaces, from intimate stone terraces to covered porches. The heated gunite pool and pool house with detached bathroom, three antique barns, and park-like setting complete this distinguished Litchfield County home.
  1. Listed by Thomas Callahan • Elyse Harney Real Estate
    P: (860)-671-9901 C: (860)-671-9901 tcallahan@harneyre.com

Property Details for 299 Main Street

Basement Description
Full, Unfinished
Direct Waterfront
Yes
Neighborhood
Lakeville
Style
Antique
Swimming Pool
Yes
LISTING UPDATED: 04/01/2026 05:08 PM

Property Details for 299 Main Street

StatusActive
MLS #24163788
Days on MarketListed Today
Taxes$21,583 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1810
Lot Size5.07 AC / 220,849 SF
CountyLitchfield County
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Location

Listing Courtesy of Elyse Harney Real Estate, Thomas Callahan
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Building Information for 299 Main Street

Stories-Year Built1810Building Size-Lot Size5.07 AC / 220,849 SF

Payment Calculator

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$17,935 per month

30 year fixed, 6.11% Interest

Principal and Interest

$16,137

Property Taxes

$1,799

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 299 Main Street

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: GPS Friendly
  • Elementary School: Salisbury
  • High School: Housatonic
  • Latitude: 41.96733
  • Longitude: -73.43928
  • Middle Jr High School: Salisbury
  • Neighborhood Amenities: Lake, Library, Private School(s), Tennis Courts
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $21,583
Interior and Exterior Features
Exterior Features
  • Exterior Features: Shed, Porch, Barn, Patio
  • Pool Description: Gunite, Heated, Pool House, In Ground Pool
  • Waterfront Description: Brook
Interior Features
  • Appliances Included: Gas Range, Oven/Range, Range Hood, Refrigerator, Dishwasher, Washer, Dryer
  • Attic Description: Pull-Down Stairs
  • Cooling System: Central Air
  • Heat Type: Hydro Air
  • Attic YN: Yes
  • Fireplaces Total: 5
  • Interior Features: Cable - Available, Security System
  • Rooms Total: 12
Room 1
  • Room Entry Order: 1
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 10
  • Room Level: Upper
  • Room Type: Full Bath
Room 3
  • Room Entry Order: 11
  • Room Level: Upper
  • Room Type: Bedroom
Room 4
  • Room Entry Order: 12
  • Room Level: Upper
  • Room Type: Full Bath
Room 5
  • Listing Key: 4E66F6D6B0D2280EE063E201100A46B8
  • Room Entry Order: 13
  • Room Level: Upper
  • Room Type: Bedroom
Room 6
  • Room Entry Order: 14
  • Room Level: Upper
  • Room Type: Full Bath
Room 7
  • Room Entry Order: 15
  • Room Level: Upper
  • Room Type: Full Bath
Room 8
  • Room Entry Order: 16
  • Room Level: Main
  • Room Type: Half Bath
Room 9
  • Listing Key: 4E66F6D6B0D2280EE063E201100A46B8
  • Room Entry Order: 2
  • Room Level: Main
  • Room Type: Library
Room 10
  • Room Entry Order: 3
  • Room Level: Main
  • Room Type: Dining Room
Room 11
  • Room Entry Order: 4
  • Room Level: Main
  • Room Type: Kitchen
Room 12
  • Room Entry Order: 5
  • Room Level: Main
  • Room Type: Full Bath
Room 13
  • Room Entry Order: 6
  • Room Level: Main
  • Room Type: Bedroom
Room 14
  • Room Entry Order: 7
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 15
  • Room Entry Order: 8
  • Room Level: Upper
  • Room Type: Primary Bath
Room 16
  • Room Entry Order: 9
  • Room Level: Upper
  • Room Type: Bedroom
Property
Property and Assessments
  • Construction Description: Frame
  • Exterior Siding: Clapboard
  • Foundation Type: Stone
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1810
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 4916
Lot Information
  • Lot Description: Fence - Partial, Level Lot, Professionally Landscaped, Water View
  • Parcel Number: 870489
  • Sq Ft Est Heated Above Grade: 4916.0
  • Sq Ft Total: 4916.0
  • Zoning: R20
Utilities
  • Heat Fuel Type: Geothermal
  • Hot Water Description: Other, 80 Gallon Tank
  • Sewage System: Public Sewer Connected
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 299 Main Street

DateEvent & SourcePriceAppreciation
Jun 24, 2010

Closed (Public Record)

Public Record #293179126

$1,750,000—
Jun 24, 2010

Closed (Public Record)

Public Record #293179126

$1,750,000

+14.4% / yr

Jul 6, 2007

Closed (Public Record)

Public Record #225271820

$1,175,000—
Jul 6, 2007

Closed (Public Record)

Public Record #225271820

$1,175,000—
DateEvent & SourcePrice
06/24/2010

Closed (Public Record)

Public Record #293179126

$1,750,000
06/24/2010

Closed (Public Record)

Public Record #293179126

$1,750,000

+14.4% / yr

07/06/2007

Closed (Public Record)

Public Record #225271820

$1,175,000
07/06/2007

Closed (Public Record)

Public Record #225271820

$1,175,000

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

Public Records for 299 Main Street

Taxable ValueLand$446,700Additions$1,515,400Total$1,962,100
Tax Record2024$21,583 ($1,799 / month)
Home Facts
Beds5Baths5.5Total Finished SqFt4,916 SqFtAbove Grade Finished SqFt4,916 SqFtUnfinished Basement SqFt2,134 SqFtStories2Lot Size220,849 SqFtStyleSingle Family ResidenceYear Built1810ZoningR20CountyLITCHFIELDAPNSLBY M:50 B:02

Schools near 299 Main Street

This home is within Regional School District 01.
Rating
School
Type
Grades
Distance
Salisbury Central School
Public - PK to 8
Housatonic Valley Regional High School
Public - 9 to 12
Leapss
Public - 2 to 5
Total
Public - 2 to 5
Rating
School
Distance
Salisbury Central School
PublicPK to 8

Housatonic Valley Regional High School
Public9 to 12

Leapss
Public2 to 5

Total
Public2 to 5

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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More information about 299 Main Street, Salisbury, CT 06039

299 Main Street is a single family home for sale in Salisbury, CT 06039. This listing's school districts are Salisbury School District, Regional School District 01. Nearby schools include Salisbury Central School, Housatonic Valley Regional High School and Leapss. 299 Main Street is a 5-bed, 6-bath, 4,916 sqft single family home built in 1810.

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, Inc., its subsidiaries, affiliates and their agents and associated third parties 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, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Elyse Harney Real Estate, Thomas Callahan

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.