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259 North Main Street

Stonington, Connecticut 06378

ACTIVE$3,595,000
Beds
7
Baths
5 | 2
SqFt
7,060
Acres
3.19
Year Built
1857
Matt Caiola

Matt Caiola

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Guest HousePool2-Car Garage11 FireplacesVirtual Tour

About This Home

Cove Lawn - Historic Italianate Estate with Water Views & Guest House. Walk to Stonington Borough. Experience the charm of village living just moments from Historic Stonington Borough at Cove Lawn, a magnificent c.1860 Italianate estate steeped in local history and timeless elegance. Ideally located just a short stroll to the Borough's deep-water marinas, boutique shopping, seaside cafes, and fine restaurants, this extraordinary property offers the rare combination of estate privacy with walkable coastal village convenience. Set on 3.19 beautifully landscaped acres, the property features a stately 7-Bedroom, 5-Full and 2-Half Bath main residence, an attached au pair apartment, a sparkling inground pool, a charming 2-Bedroom, 1 1/2-Bath guest house, and an impressive three-bay garage/barn of approximately 2,000 sq. ft. The elegant 7,060 sq. ft. main residence has been carefully restored and thoughtfully modernized while preserving its historic architectural character. Inside, graceful 10+ foot ceilings, original hardwood floors, numerous marble fireplaces and exquisite period moldings create a sense of grandeur throughout. Many rooms capture lovely water views, bringing the beauty of the nearby harbor into everyday living. The 1,098 sq. ft. 2 Bedroom guest house provides ideal accommodations for extended family, guests, or caretakers, while the expansive grounds offer privacy and serenity rarely found so close to the village center.

Key Facts

City/Town
Stonington
Neighborhood
N/A
Property / Style
Single Family · Victorian
Year Built
1857
Days on Market
130 days
Beds
7
Baths
5 full · 2 half
Living Area
7,060 sq ft
Lot Size
3.19 acres
Garage / Parking
2 garage · 7 total
Property Taxes
$27,217 / Annually

Market Snapshot

The Stonington Market

Single Family · trailing 12 months

Median Days on Market

70

50 active listings

Median $ / Sq Ft

$476

50 active listings

Sale-to-List Ratio

99.7%

182 sales

How this home compares

List Price

$3.60M

vs $1.41M median

2.5× the median

Price / Sq Ft

$509

vs $476 median

6.9% above median

Days on Market

130 days

vs 70 days median

60 days longer than median

Based on 50 active and 182 closed sales (trailing 12 mo) of single family in Stonington. Source: SmartMLS · As of July 27, 2026.

Location

259 North Main Street, Stonington, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$21,796

per month

  • Principal & Interest$18,330
  • Property Taxes$2,268
  • Insurance$1,198
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Stonington
Neighborhood
N/A
County
New London

Residence

Property Type
Single Family
Style
Victorian
Year Built
1857
New Construction
No/Resale
Living Area
7,060 sq ft

Schools

Elementary
Per Board of Ed
High
Stonington

Interior

Heating
RadiatorSteamZoned
Heat Fuel
Oil
Cooling
Attic Fan
Fireplaces
11
Laundry
Upper Level
Appliances
Gas CooktopWall OvenMicrowaveRange HoodRefrigeratorDishwasherWasherDryerWine Chiller
Basement
FullConcrete Floor
In-Law Apartment
YesSeparate Entry
Interior Features
Cable - AvailableSecurity System
Additional Rooms
FoyerLaundry RoomMusic Room

Exterior & Lot

Lot Size
3.19 acres
Zoning
RR-80
Garage / Parking
2 garage spaces7 total parking spacesBarnDetached GarageCovered GarageOff Street ParkingDrivewayPrivatePavedAsphalt
Waterfront Details
Walk to WaterView
Water Source
Private Well
Sewer
SepticCesspool
Flood Zone
Yes
Pool
GuniteSafety FenceIn Ground Pool
Construction
Clapboard
Color
Counting Stars Yello
Roof
GableMetal
Foundation
Stone
Exterior Features
Porch-Wrap AroundPorch-ScreenedPorch-EnclosedShedPorchBarnGuttersGuest HouseStone WallPatio
Lot Description
TreedLevel LotProfessionally LandscapedWater ViewOpen Lot

Listing & Financials

Property Taxes
$27,217 / Annually
Days on Market
130
MLS #
24147408
MLS Status
Active

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Judith Caracausa

(860) 912-9903

William Pitt Sotheby's Int'l

(860) 536-5900

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/27/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 7/27/2026 at 4:10 PM UTC.