Skip main navigation
Sold for $435,000
  • $435,000

    1416 Windward Rd, Milford, CT 06461

    2beds
    1,645sqft
    Condo
    Built in 1995
    -- sqft lot
    $436,900 Zestimate®
    $264/sqft
    $3,160 Estimated rent

    Home value

    $436,900

    $398,000 - $481,000

    $3,160/mo

    Zestimate® history
    Loading...

    Owner options

    List your home for rent

    $3,160/mo

    Rent Zestimate®

    Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.

    Learn more

    $3,160/mo

    Rent Zestimate®

    Refinance and save

    $3,573/mo

    Est. payment

    Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.

    See today's rates

    $3,573/mo

    Est. payment

    Explore your selling options

    Work with a Zillow partner agent

    Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.

    Get started

    List with your own agent

    Get your home in front of millions of buyers by listing it on Zillow.

    Learn how to do it

    Sell it yourself

    Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).

    List your home

    What's special

    Welcome to Caswell Cove! Direct waterfront 1st floor unit with a tranquil setting. Enjoy breathtaking sunsets while relaxing on your private patio overlooking the Housatonic River. Eat in kitchen offering granite countertops and stainless steel appliances complete with a breakfast bar. Large master bedroom offering a nook to relax with views of the river, large walk in closet and full master bath. Unit allows for an outdoor grill and gas hookup available to add a gas fireplace!

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 2
    • Bathrooms: 2
    • Full bathrooms: 2
    Heating
    • Forced air, Gas
    Cooling
    • Central
    Appliances
    • Included: Washer
    Features
    • Flooring: Other
    Interior area
    • Total interior livable area: 1,645 sqft

    Property

    Parking
    • Total spaces: 1
    Features
    • Exterior features: Vinyl
    • Has view: Yes
    • View description: Water
    • Has water view: Yes
    • Water view: Water
    Details
    • Parcel number: MILFM40B300L1416

    Construction

    Type & style
    • Home type: Condo
    Materials
    • Roof: Asphalt
    Condition
    • Year built: 1995

    Community & neighborhood

    Location
    • Region: Milford

    HOA & financial

    HOA
    • Has HOA: Yes
    • HOA fee: $494 monthly

    Other

    Other facts
    • Pool: Yes
    • CoolingSystem: Central
    • Waterfront: Yes
    • HeatingSystem: ForcedAir
    • Appliance: Washer
    • RoomCount: 5
    • PropertyName: Caswell Cove

    Price history

    DateEventPrice
    2/26/2026Sold$435,000+20.8%$264/sqft
    Source: Public Record Report a problem
    1/30/2023Sold$360,000-6.5%$219/sqft
    Source: Smart MLS #170525739 Report a problem
    1/12/2023Contingent$385,000$234/sqft
    Source: Smart MLS #170525739 Report a problem
    11/1/2022Listed for sale$385,000+40.5%$234/sqft
    Source: Smart MLS #170525739 Report a problem
    7/29/2018Listing removed$2,000$1/sqft
    Source: RE/MAX RIGHT CHOICE REAL ESTATE #170107486 Report a problem
    7/25/2018Listed for rent$2,000$1/sqft
    Source: RE/MAX Right Choice #170107486 Report a problem
    10/3/2017Sold$274,000$167/sqft
    Source: Public Record Report a problem
    9/13/2017Pending sale$274,000$167/sqft
    Source: William Pitt Sotheby's International Realty #99178608 Report a problem
    9/13/2017Listed for sale$274,000-18.5%$167/sqft
    Source: William Pitt Sotheby's International Realty #99178608 Report a problem
    3/31/2006Sold$336,000+149.1%$204/sqft
    Source: Smart MLS #98263487 Report a problem
    10/28/1996Sold$134,900$82/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$6,135 +1.4%$207,630
    2024$6,050 +7.3%$207,630
    2023$5,641 +2%$207,630
    2022$5,533 +8.2%$207,630 +12.3%
    2021$5,113 -0.1%$184,920
    2020$5,119 -0.1%$184,920
    2019$5,124 -0.1%$184,920
    2018$5,130 -0.2%$184,920
    2017$5,139 -2.1%$184,920 -1.9%
    2016$5,247 -0.2%$188,470
    2015$5,255 +2.4%$188,470
    2014$5,130 +3.6%$188,470
    2013$4,953 +2.7%$188,470
    2012$4,825 +8.2%$188,470 +22.1%
    2011$4,459 +1.6%$154,350
    2010$4,390 +3.4%$154,350
    2009$4,245 -2.6%$154,350
    2008$4,357 +5.3%$154,350 +18.5%
    2007$4,136 +21.2%$130,200 +22.8%
    2005$3,413 +10.2%$106,050
    2003$3,097 +8.7%$106,050
    2001$2,849 $106,050

    Find assessor info on the county website

    Neighborhood: 06461

    Nearby schools

    GreatSchools rating
    Get pre-qualified for a loan
    At Zillow Home Loans, we can pre-qualify you in as little as 5 minutes with no impact to your credit score.

    An equal housing lender. NMLS #10287.

    Sell for more on Zillow
    Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
    $436,900
    2% more
    +$8,738
    With Zillow Showcase(estimated)
    $445,638