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$3,325,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 5 Full Baths
  • 1 Partial Bath
  • 4,916 Sq. Ft.
  • Updated 1 day ago
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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.

Full Property Details for 299 Main St

General

  • Price: $3,325,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24163788
  • Updated: 4/1/2026
  • Added to Site: 2 day(s) ago

Interior

  • Number of Rooms: 12
  • Interior Features: Cable - Available, Security System
  • Fireplace: Yes
  • Number of Fireplaces: 5
  • Appliances: Gas Range, Oven/Range, Range Hood, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 6
  • Full Bathrooms: 5
  • Half Bathrooms: 1
  • Primary Bathroom: Primary Bath, Upper
  • Full Bath: Main
  • Partial Bath: Main

Bedrooms

  • Total Bedrooms: 5
  • Primary Bedroom: Primary Bedroom, Upper
  • Bedroom 1: Bedroom, Main
  • Bedroom 2: Bedroom, Upper
  • Bedroom 3: Bedroom, Upper
  • Bedroom 4: Bedroom, Upper

Other Rooms

  • Living Room: Living Room, Main
  • Kitchen: Kitchen, Main
  • Dining Room: Dining Room, Main
  • Library: Library, Main

Additional Information

  • Pool: Yes
  • Pool Description: Gunite, Heated, Pool House, In Ground Pool

Exterior

  • Exterior Features: Shed, Porch, Barn, Patio

Location

  • County: Litchfield
  • Neighborhood: Lakeville
  • Driving Directions: GPS Friendly

School Information

  • Elementary School: Salisbury
  • Middle School: Salisbury
  • High School: Housatonic

Community

  • Community Name: Lakeville

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hydro Air, Geothermal
  • Heating Fuel: Geothermal
  • Water Heater: Other, 80 Gallon Tank

Utilities

  • Sewer: Public Sewer Connected
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Antique
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard
  • Basement Desc.: Full, Unfinished
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 4,916
  • Above Ground: 4,916 Sq. Ft.
  • Year Built: 1810

Lot Features

  • Lot Size (Acres): 5.07
  • Zoning: R20
  • Lot Description: Fence - Partial, Level Lot, Professionally Landscaped, Water View

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: Brook

Financial Considerations

  • Assessment Amount: $1,962,100
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 870489

Listed by Elyse Harney Real Estate, Thomas Callahan

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Listing agent

— 299 Main St —

  • Thomas Callahan

    Elyse Harney Real Estate

Agent Contact: (860) 671-9901 Office Contact: (860) 435-0120

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 299 Main St

School Districts:Salisbury School District, Regional High School District 01
NameGradesDistance
Salisbury Central School
45 Lincoln City Road, Salisbury, CT 06039
PK-80.2 mi
Housatonic Valley Regional High School
246 Warren Turnpike Rd., Canaan, CT 06031
9-124.6 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 299 Main St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/01/2026
Listed
$3,325,000
182.98%
MLS
7/06/2007
Sold
$1,175,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 299 Main St

Year
Property Taxes
Change
Tax Assessment
Change
2024
$21,583
—
$1,962,100
—
2023
$21,583
—
$1,962,100
—
2022
$21,583
—
$1,962,100
—
2021
$21,583
4%
$1,962,100
10%
2020
$20,726
—
$1,786,700
—
2019
$20,726
3%
$1,786,700
—
2018
$20,190
2%
$1,786,700
—
2017
$19,832
4%
$1,786,700
—
2016
$19,118
4%
$1,786,700
4%
2015
$18,336
22%
$1,713,600
20%
2014
$15,029
1%
$1,431,300
—
2012
$14,886
—
$1,431,300
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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with our affiliated lender
NMLS#: 1598647

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Listed by Elyse Harney Real Estate, Thomas Callahan

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299 Main Street, Salisbury, CT 06068 (MLS# 24163788) is a Single Family property with 5 bedrooms, 5 full bathrooms and 1 partial bathroom. 299 Main Street is currently listed for $3,325,000 and was received on April 01, 2026. Want to learn more about 299 Main Street? Do you have questions about finding other Single Family real estate for sale in Lakeville? You can browse all Lakeville real estate or contact a Coldwell Banker agent to request more information.

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