444 Leetes Island Road
Guilford, Connecticut 06437
- Beds
- 3
- Baths
- 1 | 1
- SqFt
- 1,724
- Acres
- 1.54
- Year Built
- 1800
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
Charming c.1800 farmhouse rich in historic character, set on a picturesque 1.5-acre level lot with sweeping water views of Shell Beach Lagoon stretching to Long Island Sound. Timeless details abound in this 3-bed, 1.5-bathroom home, including a welcoming porch, beautiful hardwood floors, built-ins, and a striking Stony Creek granite fireplace in the parlor. The main floor also consists of a living area and dining room, with a galley kitchen flowing into a bright great room, creating a comfortable space for everyday living. Upstairs are more views, as well as 3-bedrooms and a walk-up attic. Situated just minutes from downtown with convenient highway access for commuters, this distinctive property offers historic charm, scenic beauty, and endless possibilities. This is a rare opportunity to own a beautiful shoreline farmhouse, with the-potential to add a second residence on the property.
Key Facts
- City/Town
- Guilford
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial,Farm House
- Year Built
- 1800
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 1 full · 1 half
- Living Area
- 1,724 sq ft
- Lot Size
- 1.54 acres
- Garage / Parking
- 6 total
- Property Taxes
- $11,538 / Annually
Market Snapshot
The Guilford Market
Single Family · trailing 12 months
Active Listings
42
32 under contract
Median List Price
$839,500
42 active listings
Median Closed Price
$655,000
209 sales
Median Days on Market
43
42 active listings
Median $ / Sq Ft
$344
42 active listings
Sale-to-List Ratio
100.9%
209 sales
How this home compares
List Price
$795,000
vs $839,500 median
5.3% below median
Price / Sq Ft
$461
vs $344 median
34.0% above median
Days on Market
0 days
vs 43 days median
43 days fresher than median
Based on 42 active and 209 closed sales (trailing 12 mo) of single family in Guilford. Source: SmartMLS · As of October 20, 2026.
Location
444 Leetes Island Road, Guilford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 15, 2026per month
- Principal & Interest$4,404
- Property Taxes$962
- Insurance$265
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Guilford
- Neighborhood
- N/A
- County
- New Haven
Residence
- Property Type
- Single Family
- Style
- Colonial,Farm House
- Year Built
- 1800
- New Construction
- No/Resale
- Living Area
- 1,724 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Guilford
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central AirWindow Unit
- Fireplaces
- 1
- Laundry
- Lower Level
- Appliances
- Convection RangeRefrigeratorDishwasherWasherDryer
- Basement
- FullUnfinishedSump PumpInterior AccessConcrete FloorFull With Hatchway
- In-Law Apartment
- No
Exterior & Lot
- Lot Size
- 1.54 acres
- Zoning
- R-6
- Garage / Parking
- 6 total parking spacesDrivewayUnpavedPrivateGravel
- Waterfront Details
- Walk to WaterView
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- Yes
- Construction
- Clapboard
- Roof
- Shingle
- Foundation
- Stone
- Exterior Features
- PorchStone WallFrench DoorsPatio
- Lot Description
- Level LotWater View
Listing & Financials
- Property Taxes
- $11,538 / Annually
- Days on Market
- 0
- MLS #
- 24206045
- MLS Status
- Active
- Financing
- FHA,VA,CHFA
Similar Properties
Homes with a close match in area, property type, and price.
Co-Listed By
Leigh Whiteman
William Raveis Real Estate
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 10/20/2026. 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 10/20/2026 at 1:55 AM UTC.