1427 Windward Road #1427
Milford, Connecticut 06461
Reduced from $464,900
- Beds
- 2
- Baths
- 2
- SqFt
- 1,473
- Year Built
- 1995
- Property Type
- Condo
Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Welcome to Caswell Cove, a desirable waterfront community nestled along the scenic Housatonic River. Enjoy beautiful river views and the ease of true one-level living with no stairs and direct access into the condo, making it especially appealing for those seeking accessible, handicap-friendly features. The spacious kitchen offers newer flooring, an updated backsplash, and a generously sized dining area. Both full bathrooms feature newer flooring, while the primary bath has been updated with a newer walk-in shower. Generous room sizes throughout provide a comfortable and inviting living space. All appliances, including the washer and dryer, will remain. Two assigned parking spaces are conveniently located directly in front of the unit, and a one-car garage offers additional storage space. This is easy, waterfront living at its best.
Key Facts
- City/Town
- Milford
- Neighborhood
- N/A
- Property / Style
- Condo · Ranch
- Year Built
- 1995
- Days on Market
- 50 days
- Beds
- 2
- Baths
- 2 full
- Living Area
- 1,473 sq ft
- Garage / Parking
- 1 garage · 2 total
- Property Taxes
- $6,928 / Annually
- HOA Fee
- $550 / Monthly
Market Snapshot
The Milford Market
Condo · trailing 12 months
Active Listings
27
31 under contract
Median List Price
$400,000
27 active listings
Median Closed Price
$330,000
169 sales
Median Days on Market
25
27 active listings
Median $ / Sq Ft
$333
27 active listings
Sale-to-List Ratio
100.0%
169 sales
How this home compares
List Price
$445,900
vs $400,000 median
11.5% above median
Price / Sq Ft
$303
vs $333 median
9.0% below median
Days on Market
50 days
vs 25 days median
25 days longer than median
Based on 27 active and 169 closed sales (trailing 12 mo) of condo in Milford. Source: SmartMLS · As of November 11, 2026.
Location
1427 Windward Road #1427, Milford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Nov 5, 2026per month
- Principal & Interest$2,417
- Property Taxes$577
- Insurance$149
- HOA$550
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Milford
- Neighborhood
- N/A
- County
- New Haven
Residence
- Property Type
- Condo
- Subtype
- Condominium
- Style
- Ranch
- Year Built
- 1995
- New Construction
- No/Resale
- Living Area
- 1,473 sq ft
Schools
- Elementary
- J. F. Kennedy
- High
- Jonathan Law
Interior
- Heating
- Hot Air
- Heat Fuel
- Natural Gas
- Cooling
- Central Air
- Laundry
- Main Level
- Appliances
- Electric RangeMicrowaveRefrigeratorWasherDryer
- Basement
- None
- In-Law Apartment
- No
- Interior Features
- Auto Garage Door Opener
Exterior & Lot
- Zoning
- WDD
- Garage / Parking
- 1 garage space2 total parking spacesDetached GaragePaved
- Waterfront
- Direct waterfront
- Waterfront Details
- RiverWalk to Water
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Pool
- Pool HouseIn Ground Pool
- Construction
- Vinyl Siding
- Color
- Grey
- Exterior Features
- Deck
- Lot Description
- Level Lot
HOA / Association
- Fee
- $550 / Monthly
- Amenities
- Basketball CourtClub HouseExercise Room/Health ClubGuest ParkingPool
Listing & Financials
- Property Taxes
- $6,928 / Annually
- Days on Market
- 50
- MLS #
- 24209086
- MLS Status
- Active
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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 11/11/2026. 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 11/11/2026 at 6:25 PM UTC.