Skip to main content

259 Housatonic Drive

Milford, Connecticut 06460

COMING SOON - NEW$1,155,000
Beds
4
Baths
2 | 1
SqFt
2,689
Acres
0.27
Year Built
1992
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

Call Matt
WaterfrontDock / Mooring2-Car Garage2 Fireplaces

About This Home

Your waterfront lifestyle begins at 259 Housatonic Drive. Set along the Housatonic River in Milford's sought after Rivercliff neighborhood, this custom built, 4 bedroom, 2.5 bath home pairs gorgeous water views with a private dock offering access to Long Island Sound. Head out on the boat, entertain on the spacious deck, or enjoy the scenery from your four season sunroom. New white oak flooring throughout complements the light filled interior. The kitchen features white cabinetry, granite countertops, a center island, double oven and gas cooktop, while the window lined dining area captures beautiful river views. An adjoining family room with a wood burning fireplace offers an inviting gathering space. A separate living room/office impresses with soaring ceilings, an arched window and a second fireplace. Upstairs, the primary suite features vaulted ceilings and a private balcony overlooking the river and marshes, the perfect spot for morning coffee or unwinding at day's end. Its spacious bath offers a double vanity and freestanding soaking tub. Three additional bedrooms offer plenty of space for everyday living and overnight guests. A newly regraded lawn and new irrigation system enhance the waterfront grounds, while a 2023 roof, central air and a two car attached garage add convenience. The property does not require flood insurance. Nearby Milford and Stratford train stations offer Metro-North service to New York City, bringing commuter convenience to this waterfront retreat.

Key Facts

City/Town
Milford
Neighborhood
Rivercliff
Property / Style
Single Family · Colonial,Contemporary
Year Built
1992
Days on Market
0 days
Beds
4
Baths
2 full · 1 half
Living Area
2,689 sq ft
Lot Size
0.27 acres
Garage / Parking
2 garage
Property Taxes
$14,790 / Annually

Market Snapshot

The Milford Market

Single Family · trailing 12 months

Median Days on Market

32

81 active listings

Median $ / Sq Ft

$332

81 active listings

Sale-to-List Ratio

100.0%

459 sales

How this home compares

List Price

$1.16M

vs $635,000 median

81.9% above median

Price / Sq Ft

$430

vs $332 median

29.5% above median

Days on Market

0 days

vs 32 days median

32 days fresher than median

Based on 81 active and 459 closed sales (trailing 12 mo) of single family in Milford. Source: SmartMLS · As of October 13, 2026.

Location

259 Housatonic Drive, Milford, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$8,016

per month

  • Principal & Interest$6,398
  • Property Taxes$1,233
  • Insurance$385
  • 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,Contemporary
Year Built
1992
New Construction
No/Resale
Living Area
2,689 sq ft

Schools

Elementary
J. F. Kennedy
High
Jonathan Law

Interior

Heating
Hot Air
Heat Fuel
Natural Gas
Cooling
Central Air
Fireplaces
2
Laundry
Main Level
Appliances
Gas CooktopWall OvenMicrowaveRefrigeratorDishwasherWasherDryer
Basement
FullUnfinishedStorageInterior AccessFull With Hatchway
In-Law Apartment
No
Interior Features
Auto Garage Door OpenerOpen Floor Plan

Exterior & Lot

Lot Size
0.27 acres
Zoning
R10
Garage / Parking
2 garage spacesAttached Garage
Waterfront
Direct waterfront
Waterfront Details
RiverDock or MooringView
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Flood Zone
Yes
Construction
Vinyl Siding
Color
Grey
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
Underground UtilitiesSidewalkDeckGarden Area
Lot Description
Level LotWater View

Listing & Financials

Property Taxes
$14,790 / Annually
Days on Market
0
MLS #
24212309
MLS Status
Coming Soon

Similar Properties

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

Listed By

Tai Moler

(203) 687-5321

Coldwell Banker Realty

(203) 795-6000

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

The IDX display contains information sourced from SmartMLS, Inc. as of 10/13/2026. 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 10/13/2026 at 5:10 PM UTC.