109 Hillside Avenue | Milford Woodmont

$1,975,000 | 5 Beds | 4 Baths (3 Full, 1 Half) | 2,932 Sq. Ft.

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. SmartMLS 24201489

Directions to property: Yale Ave to Edgefield to Hillside

MLS Listing ID: 
SmartMLS 24201489
Building Details
Details about the building on a property.
Architectural Style: 
Contemporary
Year Built: 
2000
Living Area: 
2,932
Interior: 
Auto Garage Door Opener, Open Floor Plan, Security System
Fireplaces: 
0
Construction
Foundation Details: 
Masonry, Piling
Roof: 
Asphalt Shingle
Exterior: 
Cedar
Exterior Features: 
Balcony, Sidewalk, Garden Area, Lighting, Patio
Room Details
Details about the rooms in the building.
Total Rooms: 
8
Total Bedrooms: 
5
Total Bathrooms: 
4
Total Full-Bathrooms: 
3
Total Half-Bathrooms: 
1
Utilities
Information about utilities available on the property.
Heating System: 
Hot Air, Zoned
Heating System Fuel: 
Natural Gas
Cooling System: 
Central Air, Zoned
Water Source: 
Public Water Connected
Sewer: 
Public Sewer Connected
Lot/Land Details
Details about the lots and land features included on the property.
Acres: 
0.11
Waterfront: 
0
Water Body Category: 
L. I. Sound Frontage, Wat
Lot Features
Total Parking Spaces: 
4
Garage: 
Under House Garage, Off Street Parking, Driveway
Public Record
Parcel Number: 
1209557
Annual Tax: 
$21,560.00
Property Zoning: 
R5
Listing Dates
Dates involved in the transaction.
Listing Entry Date/Time: 
8/25/2026
Contract Details
Details about the listing contract.
Possession: 
Negotiable
Listing Participants
Participants (agents, offices, etc.) in the transaction.
Listing Agent Name: 
Carrie Sakey
Listing Office Name: 
Coldwell Banker Realty