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221 Water Street

Guilford, Connecticut 06437

COMING SOON - NEW$600,000
Beds
2
Baths
2
SqFt
1,134
Acres
0.13
Year Built
1916
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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1 Fireplace

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,780

per 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

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Listed By

Todd Gould

(203) 988-5414

William Pitt Sotheby's Int'l

(203) 245-6700

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.