299 West Main Street
Milford, Connecticut 06460
- Beds
- 3
- Baths
- 2 | 1
- SqFt
- 1,476
- Acres
- 0.15
- Year Built
- 1910
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Location, Location, Location! Walk to vibrant downtown Milford, the Milford Green, restaurants, shops, and the Metro-North train station (0.7 miles) with direct service to New York City from this meticulously renovated 3-bedroom, 2.5-bath Colonial. The inviting main level features beautiful hardwood floors throughout the spacious living room with a cozy fireplace and the formal dining room, creating the perfect setting for everyday living and entertaining. The beautifully designed eat-in kitchen offers quartz countertops, stainless steel appliances, abundant cabinetry, and flows seamlessly to a convenient main-level half bath. Upstairs, you'll find three generously sized bedrooms and two full baths, including a spacious primary suite with a beautifully tiled private bath and a walk-in closet featuring a custom organization system. A second oversized bedroom also offers a walk-in closet with custom organizers, while the third bedroom includes its own large walk-in closet, providing exceptional storage throughout. The full basement includes a washer/dryer combination system, ample storage space, and updated propane-fueled mechanicals. Outside, unwind on the expansive front porch, the perfect spot to enjoy your morning coffee or relax at the end of the day. Additional highlights include a roof that is less than two years old, thoughtful updates throughout, and an unbeatable location close to Milford's shoreline, downtown amenities, restaurants, shopping, and commuter routes.
Key Facts
- City/Town
- Milford
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial,Bungalow
- Year Built
- 1910
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 2 full · 1 half
- Living Area
- 1,476 sq ft
- Lot Size
- 0.15 acres
- Garage / Parking
- 2 total
- Property Taxes
- $7,074 / Annually
Market Snapshot
The Milford Market
Single Family · trailing 12 months
Active Listings
75
93 under contract
Median List Price
$699,900
75 active listings
Median Closed Price
$553,000
432 sales
Median Days on Market
37
75 active listings
Median $ / Sq Ft
$363
75 active listings
Sale-to-List Ratio
100.0%
432 sales
How this home compares
List Price
$575,000
vs $699,900 median
17.8% below median
Price / Sq Ft
$390
vs $363 median
7.4% above median
Days on Market
0 days
vs 37 days median
37 days fresher than median
Based on 75 active and 432 closed sales (trailing 12 mo) of single family in Milford. Source: SmartMLS · As of July 30, 2026.
Location
299 West Main Street, Milford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$2,932
- Property Taxes$590
- Insurance$192
- HOA$0
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
- Single Family
- Style
- Colonial,Bungalow
- Year Built
- 1910
- New Construction
- No/Resale
- Living Area
- 1,476 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Air
- Heat Fuel
- Propane
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Lower Level
- Laundry Location
- Washer/Dryer combo unit in basement
- Appliances
- Gas RangeRange HoodRefrigeratorDishwasherWasherDryer
- Basement
- FullUnfinishedFull With Hatchway
Exterior & Lot
- Lot Size
- 0.15 acres
- Zoning
- R12.
- Garage / Parking
- 2 total parking spacesDrivewayPavedSharedPaved
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Clapboard
- Color
- Blue
- Roof
- Asphalt Shingle
- Foundation
- Stone
- Exterior Features
- Porch
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $7,074 / Annually
- Days on Market
- 0
- MLS #
- 24195357
- MLS Status
- Active
- Financing
- FHA,VA,CHFA
Similar Properties
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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 7/30/2026. 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 7/30/2026 at 6:55 PM UTC.