299 Main Street, Salisbury, CT 06068
SOLD
JUN 5, 2026

299 Main Street
Salisbury, CT 06068

Lakeville
  • 5 Beds
  • 5.5 Baths
  • 4,916 sqft (on 5.07 acres)

$3,410,000

Last Sold: Jun 5, 2026
3% over list $3.33M
$694/sqft
Est. Refi. Payment $22,125/mo*

$3,410,000

Last Sold: Jun 5, 2026
3% over list $3.33M
$694/sqft
Est. Refi. Payment $22,125/mo*
5 Beds
5.5 Baths
4,916 sqft
(on 5.07 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

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 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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from June 05, 2026

Home Highlights

Parking
No Info
Outdoor
Porch, Patio, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
$694/sqft
Listed
76 days ago

Home Details for 299 Main Street

Interior Features

Interior Details
Basement: Full,UnfinishedNumber of Rooms: 12Types of Rooms: Master Bedroom, Bedroom, Master Bathroom, Bathroom, Dining Room, Kitchen, Library, Living Room
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 6Number of Bathrooms (full): 5Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 4916 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Gas Range, Oven/Range, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Water HeaterDishwasherDryerRefrigeratorWasher
Heating & Cooling
Heating: Hydro Air,GeothermalHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Hydro Air
Fireplace & Spa
Number of Fireplaces: 5Has a Fireplace
View
Has a ViewView: Water
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Porch, PatioFencing: PartialOther Structures: Shed(s), Barn(s), Pool HouseFoundation: StoneHas a Private Pool
Pool
Pool: Gunite, Heated, In GroundPool
Frontage
WaterfrontWaterfront: Waterfront, BrookOn Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 4916 Square Feet

Property Information

Year Built
Year Built: 1763
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Antique
Building
Construction Materials: ClapboardNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 870489

Price & Status

Price
List Price: $3,325,000Price Per Sqft: $694/sqft
Status Change & Dates
Off Market Date: Thu Apr 16 2026Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: SalisburyCommunity: Lakeville
School Information
Elementary School: SalisburyJr High / Middle School: SalisburyHigh School: Housatonic

Building

Building Area
Building Area: 4916 Square Feet

Community

Community Features: Lake, Library, Private School(s), Tennis Court(s)

HOA

No HOA

Lot Information

Lot Area: 5.07 Acres

Miscellaneous

BasementMls Number: 24163788Attic: Pull Down StairsWater ViewWater View: WaterAttribution Contact: (860) 671-9901Above Grade Unfinished Area: 4916

Additional Information

LakeLibraryPrivate School(s)Tennis Court(s)
Last check for updates: about 2 hours ago
Listed by Thomas Callahan, (860) 671-9901
Elyse Harney Real Estate, (860) 435-0120
Bought with: Elyse Harney Morris, (860) 318-5126, Elyse Harney Real Estate, (860) 435-0120
Co-Buyer's Agent: John Panzer, (860) 248-9537, Elyse Harney Real Estate, (860) 435-0120
Source: Smart MLS, MLS#24163788

Price History for 299 Main Street

DatePriceEventSource
06/05/2026$3,410,000Sold
Smart MLS #24163788
04/16/2026$3,325,000PendingSmart MLS #24163788
04/01/2026$3,325,000Listed For SaleSmart MLS #24163788
02/24/2011$1,925,000ListingRemovedAgent Provided
06/24/2010$1,750,000Sold
Smart MLS #L133795
03/26/2010$1,925,000Listed For SaleAgent Provided
07/06/2007$1,175,000Sold
N/A

Market trends in Salisbury

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
29
3
MoM
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Property Tax and Assessment

Year2025
Tax$21,583
Assessment$1,962,100
Home facts updated by county records

Homeowner tools

Estimated monthly rent$6,541/mo

Homes for rent near 299 Main Street

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Comparable Sales for 299 Main Street

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.18
Single-Family Home
$1,150,000
10/14/25
4
3.5
2,739
0.20
Single-Family Home
$712,000
01/30/26
4
2.5
2,618
1.00
Single-Family Home
$2,500,000
05/22/26
3
3.5
2,984
1.01
Single-Family Home
$1,017,000
01/23/26
4
2.5
2,184
0.72
Single-Family Home
$980,000
12/04/25
3
2.5
2,150
0.63
Single-Family Home
$688,000
05/18/26
4
2.5
2,594

Nearby homes

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Assigned Schools

These are the assigned schools for 299 Main Street.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Neighborhood stats provided by third party data sources.

What Locals Say about Lakeville

At least 9 Trulia users voted on each feature.
  • 100 % Say car is needed

  • 92 % Say parking is easy

  • 83 % Say people would walk alone at night

  • 80 % Say it's dog friendly

  • 77 % Say they plan to stay for at least 5 years

  • 77 % Say there's wildlife

  • 75 % Say yards are well-kept

  • 71 % Say it's quiet

  • 67 % Say there's holiday spirit

  • 49 % Say neighbors are friendly

  • 45 % Say streets are well-lit

  • 44 % Say kids play outside

  • 22 % Say it's walkable to restaurants

  • 22 % Say there are sidewalks

  • 11 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Sharon T.
    "We have close access to train to NYC. Close to NewYork and Massachusetts. Three airports are within two hours drive time. Farmers markets three big small nes within 45 minutes. "
  • Theodore R. O. n.
    "The town is an oasis for wealthy New Yorkers in the summer who don't want the scene at the Hamptons or the commute. Lots of good schools including the public k-8th grade. Community of people who care about the way things look and care about the town. Town transfer station has the highest level of recycling of any town in CT."

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 299 Main Street

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Off Market Homes Near 299 Main Street

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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
299 Main Street, Salisbury, CT 06068 is a 5 bedroom, 6 bathroom, 4,916 sqft single-family home built in 1763. 299 Main Street is located in Lakeville, Salisbury. This property is not currently available for sale. 299 Main Street was last sold on Jun 5, 2026 for $3,410,000 (3% higher than the asking price of $3,325,000). The current Trulia Estimate for 299 Main Street is $3,402,600.