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305 Pequot Trail

Stonington, Connecticut 06379

ACTIVE$4,395,000

Reduced from $4,625,000

Beds
3
Baths
2 | 1
SqFt
3,000
Acres
96.30
Year Built
2012
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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Guest House2-Car Garage2 FireplacesPrice Reduced

About This Home

A rare private coastal estate along the Connecticut shoreline, this exceptional Stonington property offers country tranquility just minutes from ocean beaches, sailing, and historic Mystic. Offering approximately 5,000 sq. ft. of combined living space with 4 bedrooms, 3 full baths, and 2 half baths, the estate features a 3,000 sq. ft. custom main residence complemented by a substantial detached two-level guest house of approximately 2,000 sq. ft. Together, the residences create an exceptional opportunity for a private family compound, offering space for multigenerational living, extended family, and guests while preserving the comfort and independence of separate homes. The main residence features a great room anchored by reclaimed antique beams, wide-plank floors, and a stone fireplace, opening to a chef's kitchen with sweeping views across the property. A main-level primary suite offers a private retreat with dual closets, an oversized walk-in shower, and access to a stone terrace with a gunite hot tub and outdoor shower. Thoughtfully designed for both everyday living and entertaining, this distinctive estate combines timeless craftsmanship, natural beauty, and exceptional privacy midway between Boston and New York.

Key Facts

City/Town
Stonington
Neighborhood
N/A
Property / Style
Single Family · Farm House
Year Built
2012
Days on Market
148 days
Beds
3
Baths
2 full · 1 half
Living Area
3,000 sq ft
Lot Size
96.30 acres
Garage / Parking
2 garage
Property Taxes
$41,751 / Annually

Market Snapshot

The Stonington Market

Single Family · trailing 12 months

Median Days on Market

53

45 active listings

Median $ / Sq Ft

$412

45 active listings

Sale-to-List Ratio

98.9%

191 sales

How this home compares

List Price

$4.39M

vs $1.16M median

3.8× the median

Price / Sq Ft

$1,465

vs $412 median

3.6× the median

Days on Market

148 days

vs 53 days median

95 days longer than median

Based on 45 active and 191 closed sales (trailing 12 mo) of single family in Stonington. Source: SmartMLS · As of October 31, 2026.

Location

305 Pequot Trail, Stonington, Connecticut

Property + 11 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$28,905

per month

  • Principal & Interest$23,961
  • Property Taxes$3,479
  • Insurance$1,465
  • 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
Farm House
Year Built
2012
New Construction
No/Resale
Living Area
3,000 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hydro AirZoned
Heat Fuel
Propane
Cooling
Ceiling FansCentral Air
Fireplaces
2
Laundry
Main Level
Appliances
Gas CooktopOven/RangeMicrowaveRefrigeratorDishwasherWasherDryer
Basement
Crawl Space
In-Law Apartment
YesDetachedSeparate Entry
Interior Features
Auto Garage Door OpenerCable - Pre-wiredSecurity System
Additional Rooms
Exercise RoomFoyerLaundry RoomMusic RoomStaff Quarters

Exterior & Lot

Lot Size
96.30 acres
Zoning
Gb-130
Garage / Parking
2 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Shingle
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
BarnGuest HouseHot TubPatioUnderground UtilitiesFruit TreesStableStone WallPaddock
Lot Description
Fence - PartialSecludedFarm LandClearedOpen Lot

Listing & Financials

Property Taxes
$41,751 / Annually
Days on Market
148
MLS #
24180859
MLS Status
Active

Similar Properties

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Listed By

Mark Bevington

(860) 861-2944

Coldwell Banker Realty

(860) 536-9618

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

The IDX display contains information sourced from SmartMLS, Inc. as of 10/31/2026. 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 10/31/2026 at 3:20 AM UTC.