5 Old South Road
Stonington, Connecticut 06355
- Beds
- 3
- Baths
- 2
- SqFt
- 1,896
- Acres
- 0.37
- Year Built
- 1972
- Neighborhood
- Masons Island
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
First time offered since 1996 - true one-level living inside Masons Island's gated southern community, one lot from the shoreline. This 3-bedroom, 2-bath ranch opens from a tiled foyer with stained glass into a 32-foot living room under vaulted ceilings, with hardwood floors, walls of glass, and a floor-to-ceiling brick fireplace at its center. Sliders extend the living space onto a 563 sq ft rear deck overlooking a level 0.37-acre lawn framed by mature trees - plus an outdoor shower for after the beach. The kitchen offers a butcher-block island and walk-in pantry beside a sunny dining area; a primary suite with private bath and a wall of closets anchors its own wing, with two more bedrooms and a full bath at the other. Laundry/mudroom and an oversized 2-car garage complete the plan. Architectural roof (2011), encapsulated crawl space with sump and dehumidification, 2023 staked boundary survey, and ownership carrying deeded rights, used in common, to the island's beaches, docks, roads and parks. Masons Island Yacht Club membership by application. Minutes over the causeway to downtown Mystic's restaurants, shops, Amtrak and I-95. Select photos virtually staged. A documented buyer information packet is available.
Key Facts
- City/Town
- Stonington
- Neighborhood
- Masons Island
- Property / Style
- Single Family · Ranch
- Year Built
- 1972
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 2 full
- Living Area
- 1,896 sq ft
- Lot Size
- 0.37 acres
- Garage / Parking
- 2 garage · 4 total
- Property Taxes
- $12,656 / Annually
- HOA Fee
- $100 / Annually
Market Snapshot
The Stonington Market
Single Family · trailing 12 months
Active Listings
43
33 under contract
Median List Price
$1.35M
43 active listings
Median Closed Price
$660,000
197 sales
Median Days on Market
44
43 active listings
Median $ / Sq Ft
$478
43 active listings
Sale-to-List Ratio
98.7%
197 sales
How this home compares
List Price
$999,999
vs $1.35M median
25.9% below median
Price / Sq Ft
$527
vs $478 median
10.3% above median
Days on Market
0 days
vs 44 days median
44 days fresher than median
Based on 43 active and 197 closed sales (trailing 12 mo) of single family in Stonington. Source: SmartMLS · As of October 8, 2026.
Location
5 Old South Road, Stonington, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 1, 2026per month
- Principal & Interest$5,474
- Property Taxes$1,055
- Insurance$333
- HOA$8
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Stonington
- Neighborhood
- Masons Island
- County
- New London
Residence
- Property Type
- Single Family
- Style
- Ranch
- Year Built
- 1972
- New Construction
- No/Resale
- Living Area
- 1,896 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Stonington
Interior
- Heating
- Baseboard
- Heat Fuel
- Bottle GasElectricPassive Solar
- Cooling
- Window Unit
- Fireplaces
- 1
- Laundry
- Main Level
- Laundry Location
- Main Level-Off kitchen
- Appliances
- Oven/RangeMicrowaveRefrigeratorDishwasherWasherElectric Dryer
- Basement
- Crawl SpaceSump PumpHatchway AccessInterior Access
- In-Law Apartment
- No
- Interior Features
- Cable - Available
Exterior & Lot
- Lot Size
- 0.37 acres
- Zoning
- RA-20
- Garage / Parking
- 2 garage spaces4 total parking spacesAttached GarageDrivewayUnpavedCrushed Stone
- Waterfront Details
- Walk to WaterBeach RightsWater CommunityView
- Water Source
- Public Water Connected
- Sewer
- Septic
- Construction
- Wood
- Color
- White
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Deck
- Lot Description
- Level LotWater View
HOA / Association
- Fee
- $100 / Annually
Listing & Financials
- Property Taxes
- $12,656 / Annually
- Days on Market
- 0
- MLS #
- 24212229
- MLS Status
- Active
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Co-Listed By
Joseph Herndon
Seaport Real Estate Services
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 10/8/2026. 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 10/8/2026 at 3:20 AM UTC.