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For sale
    • $1,975,000

    109 Hillside Avenue, Milford, CT 06460

    5beds
    2,932sqft
    : 
    $12,690/mo
    Get pre-qualified
    Single Family Residence
    Built in 2000
    4,791 Square Feet Lot
    $-- Zestimate®
    $674/sqft
    $-- HOA

    What's special

    The best water views in Milford! Designed by award-winning, Yale-trained architect Ray Oliver, this custom coastal home offers 5 bedrooms, sweeping water views from almost every room, abundant natural light and the beauty and tranquility of this special, private setting. Upon arrival, you are welcomed by mature, low-maintenance perennial gardens and the soothing sounds of the fountain. A dramatic wall of windows frames the Long Island Sound from the main living area, while French doors open to an expansive waterfront deck-perfect for dining, entertaining or watching the boats, changing tides, sunrises and sunsets. High ceilings, a beautiful stained-glass window and three marble baths add architectural character. The thoughtfully designed layout offers multiple gathering spaces and features abundant closets and storage, a walk-in pantry and beautifully updated chef's kitchen. A serene second floor book nook and primary bedroom suite with 6-foot Jacuzzi tub and stunning views, offer peaceful retreats. 2 additional bedrooms, a full bath and laundry complete the second floor. The third floor offers 2 more bedrooms with walk-in closets plus a full bath. Launch a kayak, watch the sailboats or enjoy coastal birdlife from a wonderfully private vantage point. 2-car garage plus 4 driveway spaces! Set on a quiet one-way street with sidewalks, a nearby playground and restaurants within walking distance, this exceptional waterfront home offers privacy and a special coastal lifestyle.
    10 days
    1,627
    83

    Zillow last checked:

    Listing updated:

    Listed by:

    Fowler Sakey Team at Coldwell Banker Realty,

    Carrie Sakey (203)521-1119,

    Coldwell Banker Realty 203-254-7100

    Source: Smart MLS,MLS#: 24201489MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Laundry
      Primary bedroom
      • Features: Balcony/Deck, Bedroom Suite, Ceiling Fan(s), Full Bath, Walk-In Closet(s), Hardwood Floor
      • Level: Upper
      • Area: 252 Square Feet
      • Dimensions: 14 x 18
      Bedroom
      • Features: Ceiling Fan(s), Hardwood Floor
      • Level: Upper
      • Area: 182 Square Feet
      • Dimensions: 13 x 14
      Bedroom
      • Features: Ceiling Fan(s), Hardwood Floor
      • Level: Upper
      • Area: 140 Square Feet
      • Dimensions: 10 x 14
      Bedroom
      • Features: Ceiling Fan(s), Walk-In Closet(s), Wall/Wall Carpet
      • Level: Third,Upper
      • Area: 208 Square Feet
      • Dimensions: 13 x 16
      Bedroom
      • Features: Ceiling Fan(s), Walk-In Closet(s), Wall/Wall Carpet
      • Level: Third,Upper
      • Area: 176 Square Feet
      • Dimensions: 11 x 16
      Primary bathroom
      • Features: Double-Sink, Full Bath, Stall Shower, Whirlpool Tub, Tile Floor
      • Level: Upper
      • Area: 99 Square Feet
      • Dimensions: 9 x 11
      Bathroom
      • Features: Tile Floor
      • Level: Main
      • Area: 42 Square Feet
      • Dimensions: 6 x 7
      Bathroom
      • Features: Built-in Features, Full Bath, Tub w/Shower, Tile Floor
      • Level: Upper
      • Area: 80 Square Feet
      • Dimensions: 8 x 10
      Bathroom
      • Features: Skylight, Vaulted Ceiling(s), Full Bath, Tub w/Shower, Tile Floor
      • Level: Third,Upper
      • Area: 54 Square Feet
      • Dimensions: 6 x 9
      Dining room
      • Features: High Ceilings, Balcony/Deck, Ceiling Fan(s), French Doors, Hardwood Floor
      • Level: Main
      • Area: 165 Square Feet
      • Dimensions: 11 x 15
      Family room
      • Features: High Ceilings, Ceiling Fan(s), French Doors, Hardwood Floor
      • Level: Main
      • Area: 270 Square Feet
      • Dimensions: 15 x 18
      Kitchen
      • Features: High Ceilings, Balcony/Deck, Granite Counters, Dry Bar, Eating Space, Hardwood Floor
      • Level: Main
      • Area: 180 Square Feet
      • Dimensions: 10 x 18
      Living room
      • Features: Bay/Bow Window, High Ceilings, Hardwood Floor
      • Level: Main
      • Area: 160 Square Feet
      • Dimensions: 10 x 16
      Other
      • Features: Pantry
      • Level: Main
      • Area: 50 Square Feet
      • Dimensions: 5 x 10
      Other
      • Features: Walk-In Closet(s), Hardwood Floor
      • Level: Upper
      • Area: 66 Square Feet
      • Dimensions: 6 x 11
      Other
      • Features: Bookcases, Built-in Features, Hardwood Floor
      • Level: Upper
      • Area: 56 Square Feet
      • Dimensions: 7 x 8
      Other
      • Features: Laundry Hookup, Tile Floor
      • Level: Upper
      • Area: 63 Square Feet
      • Dimensions: 7 x 9
      Other
      • Features: Concrete Floor
      • Level: Lower
      • Area: 392 Square Feet
      • Dimensions: 14 x 28
      Heating
      • Forced Air, Zoned, Natural Gas
      Cooling
      • Central Air, Zoned
      Appliances
      • Included: Gas Cooktop, Oven, Refrigerator, Dishwasher, Washer, Dryer, Gas Water Heater, Water Heater
      • Laundry: Upper Level
      Features
      • Open Floorplan, Entrance Foyer, Smart Thermostat
      • Basement: None
      • Attic: None
      • Has fireplace: No
      Interior area
      • Total structure area: 2,932
      • Total interior livable area: 2,932 sqft
      • Finished area above ground: 2,932
      Video & virtual tour

      Property

      Parking
      • Total spaces: 4
      • Parking features: Attached, Off Street, Driveway, Garage Door Opener, Private
      • Attached garage spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Patio & porch: Patio
      • Exterior features: Balcony, Sidewalk, Garden, Lighting
      • Has view: Yes
      • View description: Water
      • Has water view: Yes
      • Water view: Water
      • Waterfront features: Waterfront, Water Community, Access
      Lot
      • Size: 4,791 Square Feet
      • Features: Level, In Flood Zone
      Details
      • Parcel number: 1209557
      • Zoning: R5

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Contemporary
      • Property subtype: Single Family Residence
      Materials
      • Cedar
      • Foundation: Masonry, Pillar/Post/Pier
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 2000

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public

      Community & HOA

      Community
      • Features: Medical Facilities, Playground, Shopping/Mall
      • Security: Security System
      • Subdivision: Woodmont
      HOA
      • Has HOA: No
      Location
      • Region: Milford

      Financial & listing details

      • Price per square foot: $674/sqft
      • Tax assessed value: $729,620
      • Annual tax amount: $21,560
      • Date on market: 8/25/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        8/28/2026Listed for sale$1,975,000+41.1%$674/sqft
        Source: Smart MLS #24201489 Report a problem
        7/31/2007Sold$1,400,000$477/sqft
        Source: Smart MLS #98323835 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$21,560 +1.4%$729,620
        2024$21,261 +7.2%$729,620
        2023$19,824 +2%$729,620
        2022$19,444 +11.1%$729,620 +15.3%
        2021$17,497 -0.1%$632,810
        2020$17,516 -0.1%$632,810
        2019$17,535 -0.1%$632,810
        2018$17,554 -0.2%$632,810
        2017$17,586 +8.1%$632,810 +8.3%
        2016$16,264 -0.1%$584,210
        2015$16,288 +2.4%$584,210
        2014$15,902 -14.4%$584,210 -17.4%
        2013$18,585 +3.2%$707,180 +0.6%
        2012$18,004 +17.6%$703,290 +32.7%
        2011$15,313 +1.6%$530,044
        2010$15,074 +3.4%$530,044
        2009$14,576 -2.4%$530,044 +0.2%
        2008$14,929 +7.3%$528,836 +20.7%
        2007$13,918 +22.7%$438,088 +24.3%
        2005$11,342 +10.2%$352,450
        2003$10,292 +8.7%$352,450
        2001$9,467 $352,450
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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        Climate risks

        Neighborhood: 06460

        Getting around

        26 / 100
        Car-Dependent
        41 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: J. F. Kennedy
        • Middle: East Shore
        • High: Joseph A. Foran

        Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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