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1412 Windward Road #1412

Milford, Connecticut 06461

ACTIVE - NEW$450,000
Beds
2
Baths
2
SqFt
1,645
Year Built
1995
Matt Caiola

Matt Caiola

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WaterfrontTennis CourtPool1-Car Garage

About This Home

Welcome to 1412 Windward Road in Caswell Cove, one of Milford's hidden gems for waterfront living along the Housatonic River. This spacious 1,645 sq. ft. garden-level ranch offers 2 bedrooms, 2 updated full baths, a detached garage and the ease of one-level living, all complemented by beautiful water views and spectacular sunsets. The generous floor plan features a spacious living room with sliders, dining room and additional family room/den, perfect for a home office or sitting room. The kitchen offers granite countertops and a breakfast bar. The oversized primary bedroom enjoys water views, a walk-in closet and private updated full bath. A second bedroom, updated full bath and additional cedar closets complete the interior. Step outside to your patio and enjoy the peaceful waterfront setting, watch the boats pass by and take in gorgeous sunsets over the river. Caswell Cove offers an in-ground pool, clubhouse/fitness center, tennis, pickleball and basketball. Conveniently located near downtown Milford, the train station, beaches, shopping, restaurants and major highways. Enjoy the space of a home with the ease and amenities of waterfront condominium living

Key Facts

City/Town
Milford
Neighborhood
N/A
Property / Style
Condo · Ranch
Year Built
1995
Days on Market
0 days
Beds
2
Baths
2 full
Living Area
1,645 sq ft
Garage / Parking
1 garage · 1 total
Property Taxes
$9,143 / Annually
HOA Fee
$561 / Monthly

Market Snapshot

The Milford Market

Condo · trailing 12 months

Median Days on Market

35

20 active listings

Median $ / Sq Ft

$372

20 active listings

Sale-to-List Ratio

100.0%

148 sales

How this home compares

List Price

$450,000

vs $439,950 median

In line with median

Price / Sq Ft

$274

vs $372 median

26.3% below median

Days on Market

0 days

vs 35 days median

35 days fresher than median

Based on 20 active and 148 closed sales (trailing 12 mo) of condo in Milford. Source: SmartMLS · As of August 19, 2026.

Location

1412 Windward Road #1412, Milford, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,789

per month

  • Principal & Interest$2,316
  • Property Taxes$762
  • Insurance$150
  • HOA$561

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
1,645 sq ft

Schools

Elementary
Mathewson
High
Jonathan Law

Interior

Heating
Hot Air
Heat Fuel
Natural Gas
Cooling
Central Air
Laundry
Main Level
Laundry Location
In unit
Appliances
Electric CooktopMicrowaveDishwasherWasherDryer
Basement
None
In-Law Apartment
No

Exterior & Lot

Zoning
WDD
Garage / Parking
1 garage space1 total parking spaceDetached GaragePavedAssigned Parking
Waterfront
Direct waterfront
Waterfront Details
RiverWalk to WaterBeach Rights
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Flood Zone
No
Pool
In Ground Pool
Construction
Vinyl Siding
Color
Gray
Exterior Features
SidewalkTennis CourtPatio
Lot Description
Water View

HOA / Association

Fee
$561 / Monthly
Amenities
Club HouseExercise Room/Health ClubGuest ParkingPoolTennis Courts

Listing & Financials

Property Taxes
$9,143 / Annually
Days on Market
0
MLS #
24200301
MLS Status
Active

Similar Properties

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Listed By

Amie Lindwall-Belile

(203) 332-4415

William Raveis Real Estate

(203) 255-6841

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

The IDX display contains information sourced from SmartMLS, Inc. as of 8/19/2026. 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 8/19/2026 at 9:11 PM UTC.