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345 Housatonic Drive

Milford, Connecticut 06460

PENDING$999,000
Beds
3
Baths
2 | 1
SqFt
2,458
Acres
0.43
Year Built
1942
Matt Caiola

Matt Caiola

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Waterfront1-Car Garage1 Fireplace

About This Home

Nestled along the water in Milford's highly sought after Rivercliff neighborhood, this exceptional residence offers breathtaking river views and the peace of mind of being located outside a flood zone. Designed for effortless indoor-outdoor living, the home features a serene backyard retreat, beautifully landscaped grounds, and an expansive bluestone patio perfect for entertaining, al fresco dining, or simply enjoying the waterfront setting. Whether kayaking from your backyard or relaxing by the water, every day feels like a getaway. The stunning primary suite serves as a private sanctuary, complete with vaulted ceilings, abundant natural light, and a private balcony overlooking the river. Two additional bedrooms and a dedicated office are located on the second floor, with the office easily convertible into a fourth bedroom, offering flexibility to accommodate changing needs. Inside, thoughtfully designed living spaces are filled with natural light and capture picturesque water views throughout. Combining privacy, elegance, and an exceptional location just minutes from Milford's beaches, vibrant downtown, acclaimed restaurants, and Metro-North access, this is a rare opportunity to enjoy waterfront living at its finest.

Key Facts

City/Town
Milford
Neighborhood
Rivercliff
Property / Style
Single Family · Colonial
Year Built
1942
Days on Market
27 days
Beds
3
Baths
2 full · 1 half
Living Area
2,458 sq ft
Lot Size
0.43 acres
Garage / Parking
1 garage · 3 total
Property Taxes
$11,234 / Annually

Market Snapshot

The Milford Market

Single Family · trailing 12 months

Median Days on Market

43

72 active listings

Median $ / Sq Ft

$382

72 active listings

Sale-to-List Ratio

100.0%

434 sales

How this home compares

List Price

$999,000

vs $694,450 median

43.9% above median

Price / Sq Ft

$406

vs $382 median

6.3% above median

Days on Market

27 days

vs 43 days median

16 days fresher than median

Based on 72 active and 434 closed sales (trailing 12 mo) of single family in Milford. Source: SmartMLS · As of July 28, 2026.

Location

345 Housatonic Drive, Milford, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$6,363

per month

  • Principal & Interest$5,094
  • Property Taxes$936
  • Insurance$333
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Milford
Neighborhood
Rivercliff
County
New Haven

Residence

Property Type
Single Family
Style
Colonial
Year Built
1942
New Construction
No/Resale
Living Area
2,458 sq ft

Schools

Elementary
J. F. Kennedy
High
Jonathan Law

Interior

Heating
Hot Air
Heat Fuel
Natural Gas
Cooling
Central Air
Fireplaces
1
Laundry
Upper Level
Appliances
Oven/Range
Basement
Partial
Interior Features
Auto Garage Door Opener
Additional Rooms
Bonus RoomLaundry RoomSitting Room

Exterior & Lot

Lot Size
0.43 acres
Zoning
R7.5
Garage / Parking
1 garage space3 total parking spacesDetached GarageDrivewayPrivate
Waterfront
Direct waterfront
Waterfront Details
River
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Shingle
Roof
Asphalt Shingle
Foundation
Concrete
Lot Description
Water View

Listing & Financials

Property Taxes
$11,234 / Annually
Days on Market
27
MLS #
24188359
MLS Status
Under Contract - Continue to Show

Similar Properties

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

Listed By

John Secondi

(203) 824-2367

Ellison Homes Real Estate

(203) 874-7653

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 4:25 AM UTC.