259 Housatonic Drive
Milford, Connecticut 06460
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 2,689
- Acres
- 0.27
- Year Built
- 1992
- Neighborhood
- Rivercliff
- Property Type
- Single Family

Matt Caiola
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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
Active Listings
81
72 under contract
Median List Price
$635,000
81 active listings
Median Closed Price
$565,000
459 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 8, 2026per 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
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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.