152 & 156 Whitehall Avenue
Stonington, Connecticut 06355
- Beds
- 10
- Baths
- 8 | 2
- SqFt
- 9,872
- Acres
- 4.00
- Year Built
- 2005
- Neighborhood
- Mystic
- Property Type
- Single Family
Matt Caiola
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About This Home
Escape to a Refined Coastal New England Lifestyle. For buyers ready to transition from the intensisty of a major city to something more enduring. Set behing an electronic iron gate and surrounded by stone walls, a rare multi-property estate spanning approximately 4 acres. This offering includes a stately primary residence with a carriage house, plus an additional street-front parcel featuring a legal income-producing two-family home/building lot. The main residence offers approximately 7,000 square feet of living space, complemented by a separate 1,100 square foot, 2-bedroom, 2-bath carriage house. Both are situated on one parcel. The abutting parcel includes a two-family residence and an additional lot, providing excellent flexibility for rental income, extended family living, or future development. Currently owner-occupied, the property currently generates income through the carriage house and two-family home. Located along the Connecticut Wine Trail, the property is residentially zoned yet has historically accommodated large-scale gatherings and events. Old Mystic offers the rare balance sophisticated buyers seek: historic charm, coastal beauty, and a sense of comunity-while remaining within reach of major metropolitan corridors. This is a home for those who have succeeded in the city and are ready for a lifestyle defined by space, discretion, and lasting value.
Key Facts
- City/Town
- Stonington
- Neighborhood
- Mystic
- Property / Style
- Single Family · Antique,European
- Year Built
- 2005
- Days on Market
- 109 days
- Beds
- 10
- Baths
- 8 full · 2 half
- Living Area
- 9,872 sq ft
- Lot Size
- 4.00 acres
- Garage / Parking
- 6 garage
- Property Taxes
- $31,363 / Annually
Market Snapshot
The Stonington Market
Single Family · trailing 12 months
Active Listings
50
37 under contract
Median List Price
$1.41M
50 active listings
Median Closed Price
$640,000
182 sales
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
$4.35M
vs $1.41M median
3.1× the median
Price / Sq Ft
$441
vs $476 median
7.4% below median
Days on Market
109 days
vs 70 days median
39 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
152 & 156 Whitehall Avenue, Stonington, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$22,179
- Property Taxes$2,614
- Insurance$1,450
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Stonington
- Neighborhood
- Mystic
- County
- New London
Residence
- Property Type
- Single Family
- Style
- Antique,European
- Year Built
- 2005
- New Construction
- No/Resale
- Living Area
- 9,872 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- RadiantZoned
- Heat Fuel
- Oil
- Cooling
- Ceiling FansCentral AirZoned
- Laundry
- Main Level
- Laundry Location
- Main Floor
- Appliances
- Electric CooktopOven/RangeMicrowaveRange HoodRefrigeratorSubzeroIcemakerDishwasherDisposalElectric DryerDryer
- Basement
- None
- In-Law Apartment
- PossibleDetached
- Interior Features
- Auto Garage Door OpenerCable - Pre-wiredCentral VacuumOpen Floor PlanSecurity System
- Additional Rooms
- FoyerLaundry RoomSitting RoomWorkshop
Exterior & Lot
- Lot Size
- 4.00 acres
- Zoning
- RA-40
- Garage / Parking
- 6 garage spacesTandemAttached Garage
- Waterfront Details
- Walk to WaterViewAccess
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- ShakeStoneWood
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- TerraceLightingGuest HouseFrench DoorsBalconyGrillFruit TreesGarden AreaStone Wall
- Lot Description
- SecludedAdditional Land Avail.DryWater ViewOpen Lot
Listing & Financials
- Property Taxes
- $31,363 / Annually
- Days on Market
- 109
- MLS #
- 24165309
- 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 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 3:10 PM UTC.