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
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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 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
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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 |
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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 |
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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 |
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Price List Price: $3,325,000Price Per Sqft: $694/sqft |
Status Change & Dates Off Market Date: Thu Apr 16 2026Possession Timing: Negotiable |
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MLS Status: Closed |
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Direction & Address City: SalisburyCommunity: Lakeville |
School Information Elementary School: SalisburyJr High / Middle School: SalisburyHigh School: Housatonic |
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Building Area Building Area: 4916 Square Feet |
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Community Features: Lake, Library, Private School(s), Tennis Court(s) |
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No HOA |
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Lot Area: 5.07 Acres |
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BasementMls Number: 24163788Attic: Pull Down StairsWater ViewWater View: WaterAttribution Contact: (860) 671-9901Above Grade Unfinished Area: 4916 |
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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
| Date | Price | Event | Source |
|---|---|---|---|
| 06/05/2026 | $3,410,000 | Sold | Smart MLS #24163788 |
| 04/16/2026 | $3,325,000 | Pending | Smart MLS #24163788 |
| 04/01/2026 | $3,325,000 | Listed For Sale | Smart MLS #24163788 |
| 02/24/2011 | $1,925,000 | ListingRemoved | Agent Provided |
| 06/24/2010 | $1,750,000 | Sold | Smart MLS #L133795 |
| 03/26/2010 | $1,925,000 | Listed For Sale | Agent Provided |
| 07/06/2007 | $1,175,000 | Sold | N/A |
Market trends in Salisbury
Last updated May 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
29
3MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| 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
See what comparable homes in the neighborhood are renting for.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
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 299 Main Street.
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.
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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.