221 Water Street
Guilford, Connecticut 06437
- Beds
- 2
- Baths
- 2
- SqFt
- 1,134
- Acres
- 0.13
- Year Built
- 1916
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Live the lifestyle-a fantastic condo alternative with zero HOA fees! This completely renovated with unique touches, 1916 Cape Cod offers water views AND a truly prime location just ONE HALF MILE from Guilford Green's charming shopping, fine dining of all types, and historic churches with scenic views of the West River and surrounding salt meadows. Inside light-filled spaces showcase the bright painted interiors and rich hardwood floors throughout. The expansive chef's kitchen features Soho gray quartz countertops, a double stainless steel farmer's sink and all stainless steel appliances. Relax in the sun-drenched four-seasoned sun room offering views south towards Long Island Sound. Both bathrooms have been exquisitely updated: the main-level bath boasts quartz counters, a vessel sink, and a custom finger tiled shower, while the upper-level bath features marble flooring, crisp subway tiles as well as a luxurious marble rain shower! Out back, enjoy a private firepit area, a very useable storage outbuilding and convenient rear parking. Major updates provide complete peace of mind, including a 6 month old state-of-the-art hot water furnace, three high-efficiency ductless mini-splits, connected city water, a clean open full basement and mostly new siding, roofs and gutters. This property has an excellent Airbnb record as an option but better yet move right in and enjoy turnkey coastal Connecticut living! An opportunity like this doesn't happen very often so don't wait.
Key Facts
- City/Town
- Guilford
- Neighborhood
- N/A
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1916
- Days on Market
- 0 days
- Beds
- 2
- Baths
- 2 full
- Living Area
- 1,134 sq ft
- Lot Size
- 0.13 acres
- Property Taxes
- $5,749 / Annually
Market Snapshot
The Guilford Market
Single Family · trailing 12 months
Active Listings
33
33 under contract
Median List Price
$989,000
33 active listings
Median Closed Price
$660,000
223 sales
Median Days on Market
82
33 active listings
Median $ / Sq Ft
$363
33 active listings
Sale-to-List Ratio
101.0%
223 sales
How this home compares
List Price
$600,000
vs $989,000 median
39.3% below median
Price / Sq Ft
$529
vs $363 median
45.7% above median
Days on Market
0 days
vs 82 days median
82 days fresher than median
Based on 33 active and 223 closed sales (trailing 12 mo) of single family in Guilford. Source: SmartMLS · As of September 9, 2026.
Location
221 Water Street, Guilford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 3, 2026per month
- Principal & Interest$3,101
- Property Taxes$479
- Insurance$200
- 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
- Cape Cod
- Year Built
- 1916
- New Construction
- No/Resale
- Living Area
- 1,134 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Guilford
Interior
- Heating
- Heat PumpHot Water
- Heat Fuel
- ElectricOil
- Cooling
- Split System
- Fireplaces
- 1
- Laundry
- Lower Level
- Appliances
- Electric CooktopOven/RangeRefrigeratorDishwasherWasherDryer
- Basement
- FullUnfinishedStorageConcrete FloorFull With Hatchway
- Interior Features
- Cable - AvailableOpen Floor Plan
- Additional Rooms
- Foyer
Exterior & Lot
- Lot Size
- 0.13 acres
- Zoning
- R-3
- Waterfront Details
- Water CommunityView
- Water Source
- Public Water Connected
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Stone Wall
- Lot Description
- Lightly WoodedLevel LotWater View
Listing & Financials
- Property Taxes
- $5,749 / Annually
- Days on Market
- 0
- MLS #
- 24200641
- MLS Status
- Coming Soon
Similar Properties
Homes with a close match in area, property type, and price.
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/9/2026. 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 9/9/2026 at 1:15 PM UTC.