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

$3,389,400

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

299 Main Street, Salisbury, CT 06068

Lakeville
Est. Refi. Payment $23,234/mo*
Refinance Your Home
Currently Off Market - Sold Jun 5, 2026 for $3,410,000 (3% above list price)

Home Value

Trulia Estimate
$3.39M
Since last month
Increased$30K (+0.9%)
Since last year
Increased$52K (+1.6%)
Since last sale
Decreased$14K (-0.4%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +50% in the last 10 years
MonthEstimated value
2026
September 2026$3.4M
August 2026$3.37M
July 2026$3.4M
June 2026$3.43M
May 2026$3.43M
April 2026$3.5M
March 2026$3.21M
February 2026$3.19M
January 2026$3.19M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
56 Sharon Road, Lakeville, CT
0.41
Single-Family Home
$1,860,000
07/01/26
5
2.5
3,425
15 Lakeview Avenue, Lakeville, CT
0.18
Single-Family Home
$1,150,000
10/14/25
4
3.5
2,739
21 Lakeview Avenue, Lakeville, CT
0.20
Single-Family Home
$712,000
01/30/26
4
2.5
2,618
22 Walton Street, Lakeville, CT
0.11
Single-Family Home
$600,000
09/01/26
4
2.5
1,634
89 Belgo Road, Lakeville, CT
1.10
Single-Family Home
$2,495,000
07/10/26
3
2.5
3,159
60 Selleck Hill Road, Salisbury, CT
1.00
Single-Family Home
$2,500,000
05/22/26
3
3.5
2,984
24 Ethan Allen Street, Lakeville, CT
0.35
Single-Family Home
$850,000
07/02/26
4
2.5
1,926

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
315 Main Street, Lakeville, CT 06039
0.03
$1,083,100
4
3
4,310
Off Market
13 Walton Street, Lakeville, CT 06039
0.08
$600,200
3
2
1,459
Off Market
22 Walton Street, Lakeville, CT 06039
0.11
$600,000
4
2.5
1,634
Recently Sold
21 Bostwick Street, Lakeville, CT 06039
0.12
$765,300
3
2
1,515
Off Market
25 Walton Street, Lakeville, CT 06039
0.14
$782,800
4
2.5
1,719
Off Market
346 Main Street, Lakeville, CT 06039
0.16
$1,101,200
4
3.5
2,942
Off Market
33 Walton Street, Lakeville, CT 06039
0.17
$522,700
3
2
1,319
Off Market
9 Lakeview Avenue, Lakeville, CT 06039
0.17
$1,214,700
6
3.5
2,825
Off Market
15 Lakeview Avenue, Lakeville, CT 06039
0.18
$1,213,400
4
3.5
2,739
Off Market
35 Bostwick Street, Lakeville, CT 06039
0.19
$1,136,300
3
2.5
2,048
Off Market
30 Porter Street, Lakeville, CT 06039
0.17
$790,200
3
2.5
1,802
Off Market

Local Information

  • Map ViewExplore the area around 299 Main Street.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1763
5.07 acre lot
4,916 sqft
$694/sqft

About this House

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.
299 Main Street, Salisbury, CT 06068 is a 5 bedroom, 6 bathroom, 4,916 sqft single-family home in Lakeville, built in 1763. It last sold for $3,410,000 on Jun 5, 2026 (3% above the $3,325,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,389,400.
Last check for updates: about 6 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

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)

Price and Tax history

DateEventPrice
Jun 5, 2026
Source: Smart MLS #24163788
Sold
$3,410,000
Apr 16, 2026
Source: Smart MLS #24163788
Pending
$3,325,000
Apr 1, 2026
Source: Smart MLS #24163788
Listed For Sale
$3,325,000
Feb 24, 2011
Source: Agent Provided
ListingRemoved
$1,925,000
Jun 24, 2010
Source: Smart MLS #L133795
Sold
$1,750,000

Market trends in Salisbury

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
28

Around this home

Neighborhood Overview

Lakeville
See Local Highlights
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. "
    6
    Flag
  • 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."
    3
    Flag

LGBTQ Local Legal Protections

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.

Frequently asked questions about 299 Main Street

  • What is 299 Main Street estimated to be worth?
    Trulia's estimated value for 299 Main Street in Salisbury, CT is $3,389,400.
  • What is the price history for 299 Main Street?
    299 Main Street in Salisbury, CT last sold for $3,410,000 in June 2026.
  • Is Salisbury a buyer's or seller's market?
    Salisbury is currently a balanced market, based on recent for-sale activity.
  • What do residents say about the Lakeville neighborhood?
    Residents describe the Lakeville neighborhood in Salisbury, CT as easy to park in, dog-friendly, and established. Most residents say you need a car. See recently sold homes in Lakeville, Salisbury.
  • Does 299 Main Street have air conditioning?
    Yes, 299 Main Street in Salisbury, CT has air conditioning.
  • Does 299 Main Street have a pool?
    Yes, 299 Main Street in Salisbury, CT has a pool.

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