1412 Windward Road #1412
Milford, Connecticut 06461
- Beds
- 2
- Baths
- 2
- SqFt
- 1,645
- Year Built
- 1995
- Property Type
- Condo

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
20
46 under contract
Median List Price
$439,950
20 active listings
Median Closed Price
$326,000
148 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 13, 2026per 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
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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 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.