305 Pequot Trail
Stonington, Connecticut 06379
Reduced from $4,625,000
- Beds
- 3
- Baths
- 2 | 1
- SqFt
- 3,000
- Acres
- 96.30
- Year Built
- 2012
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
45
33 under contract
Median List Price
$1.16M
45 active listings
Median Closed Price
$650,000
191 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 29, 2026per 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
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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.