Active Under Contract
Single family home for sale at 109 Hillside Ave, Milford, CT 06460 | MLS# 24201489 | Listing updated on 2026-09-11
Photo 1 of Single family home for sale at 109 Hillside Ave, Milford, CT 06460 | MLS# 24201489 | Listing updated on 2026-09-11
Photo 2 of Single family home for sale at 109 Hillside Ave, Milford, CT 06460 | MLS# 24201489 | Listing updated on 2026-09-11
Photo 3 of Single family home for sale at 109 Hillside Ave, Milford, CT 06460 | MLS# 24201489 | Listing updated on 2026-09-11
Photo 4 of Single family home for sale at 109 Hillside Ave, Milford, CT 06460 | MLS# 24201489 | Listing updated on 2026-09-11
36+
Beds Icon

Virtual Tour

Beds Icon

Street View

$1,975,000

Monthly Est:$9,830

  • Beds Icon5 Beds
  • Beds Icon
    4 Baths
  • Beds Icon2,932sqft

109 Hillside Ave, Milford, CT 06460

$9,830/moEst:

Get Pre-Approved

  • Single Family Residence

  • Built in 2000

  • $-- HOA

  • 4,791.6 sqft lot

  • $674/sq.ft

Description

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.

  • Houzeo last checked: 5 hours ago
  • Listing updated: September 11, 2026 at 7:02 pm
  • Listing Provided by: Carrie Sakey | Coldwell Banker Realty
  • Source: SMART MLS-CT | MLS#: 24201489 SMART MLS-CT

Property Details

  • Status

    Active Under Contract

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    New Haven County

  • City

    Milford

  • Neighborhood

    --

  • Year Built

    2000

  • HOA Fees

    -

  • Finished Area

    2,932 sqft

  • Lot Size

    4,791.6 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    SMART MLS

  • MLS Number

    24201489

  • MLS Status

    Under Contract

  • Days on Market

    43

Continue Your Journey in App

Find your dream home, receive real-time updates, and many more!

Location

HOA Management

0

HOA Fees

$-/

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 5

    Bathrooms: 4

Interior

  • Exterior Features

    Balcony, Sidewalk, Garden Area, Lighting, Patio

  • Appliances

    Gas Cooktop, Wall Oven, Refrigerator, Dishwasher, Washer, Dryer

  • Cooling

    Central Air, Zoned

  • Sewer

    Public Sewer Connected

  • Heating

    Natural Gas, Zoned

  • Interior Features

    Auto Garage Door Opener, Open Floor Plan, Security System

Construction

  • Year Built

    Year Built: 2000

  • Home type

    Single Family Residence

  • Foundation Details

    Masonry, Piling

  • Roof

    Asphalt Shingle

  • Architectural Style

    Contemporary

Utilities & Energy

  • Water Source

    Public Water Connected

  • Parking Features

    Under House Garage, Off Street Parking, Driveway

  • Laundry Features

    Upper Level

  • Basement

    None

Other Features

  • Lot Features

    Level Lot, Water View

  • Subdivision Name

    Woodmont

Price History

DateEventPrice

09/06/2026

Source: mls_logoSMART MLS-CT #24201489

Contingent (Active Under Contract)

$1,975,000

$674/sqft

08/28/2026

Source: mls_logoSMART MLS-CT #24201489

Listed for Sale

$1,975,000

$674/sqft

08/25/2026

Source: mls_logoSMART MLS-CT #24201489

Coming Soon

$1,975,000 +7352.83%

$674/sqft

05/06/2005

Source: mls_logoEast Tennessee REALTORS® MLS-TN #430324

Sold

$26,500

$9/sqft

Nearby Homes

Based on information provided to and compiled by the SMART MLS, Inc. through Oct 08, 2026, 11:00AM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group