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152 Whitehall Avenue

Stonington, Connecticut 06355

ACTIVE$4,350,000
Beds
4
Baths
4 | 2
SqFt
7,000
Acres
2.06
Year Built
2005
Matt Caiola

Matt Caiola

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Guest House6-Car Garage3 FireplacesVirtual Tour

About This Home

A Landmark Estate Offering Privacy, Craftsmanship, and a Refined Coastal New England Lifestyle. For buyers ready to transition from the intensity of a major city to something more enduring. Escape to Old Mystic, Connecticut and invest in a rare multi-property estate spanning approximately 4 acres. 152 and 156 Whitehall Avenue includes a stately primary residence with a carriage house, plus an additional street-front parcel featuring a legal income-producing two-family home/ buildable 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 the two-family residence/additional lot, providing excellent flexibility for rental income, extended family living, or future development. The Primary residence is currently owner-occupied, and also generates income through the carriage house. Located along the Connecticut Wine Trail, the property is residentially zoned yet has historically accommodated large-scale gatherings and events. This distinctive estate presents an opportunity to enjoy classic architectural charm combined with modern lifestyle amenities. Conveniently located near Mystic's renowned dining, shopping, marinas, village attractions and casinos.

Key Facts

City/Town
Stonington
Neighborhood
Mystic
Property / Style
Single Family · European
Year Built
2005
Days on Market
112 days
Beds
4
Baths
4 full · 2 half
Living Area
7,000 sq ft
Lot Size
2.06 acres
Garage / Parking
6 garage
Property Taxes
$26,299 / 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

$4.35M

vs $1.41M median

3.1× the median

Price / Sq Ft

$621

vs $476 median

30.5% above median

Days on Market

112 days

vs 70 days median

42 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 Whitehall Avenue, Stonington, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$25,821

per month

  • Principal & Interest$22,179
  • Property Taxes$2,192
  • 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
European
Year Built
2005
New Construction
No/Resale
Living Area
7,000 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
RadiantZoned
Heat Fuel
Oil
Cooling
Ceiling FansCentral AirZoned
Fireplaces
3
Laundry
Main Level
Laundry Location
Main Floor
Appliances
Electric CooktopOven/RangeMicrowaveRange HoodRefrigeratorSubzeroIcemakerDishwasherDisposalElectric DryerDryer
Basement
None
Interior Features
Auto Garage Door OpenerCable - Pre-wiredCentral VacuumOpen Floor PlanSecurity System
Additional Rooms
FoyerLaundry RoomSitting RoomWorkshop

Exterior & Lot

Lot Size
2.06 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
$26,299 / Annually
Days on Market
112
MLS #
24141675
MLS Status
Active

Similar Properties

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

Listed By

Ann Buonocore

Buena Vista Real Estate Co.

(860) 572-7305

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 2:15 PM UTC.