Skip to main content

122 Wepawaug Drive

Milford, Connecticut 06461

PENDING$549,000
Beds
4
Baths
2
SqFt
1,836
Acres
0.23
Year Built
1953
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

Call Matt
1-Car Garage1 FireplaceVirtual Tour

About This Home

You CAN have it all! Set on a manicured lot in the heart of desirable North Milford, this expanded cape resets expectations. With a versatile, sprawling floor plan and the perfect mix of updates, you'll be ready to pack your boxes as quickly as you check them off. Enter from the attached garage into a mud area that leads to the centrally located, command center kitchen. Updated with granite countertops and stainless steel appliances, it offers incredible storage and easy access to both main-level living areas. The spacious front living room features a bright bay window and fireplace, while the rear family room is built for entertaining. Here, a large dining area flows into a sitting space framed by a second fireplace and a massive picture window looking out to the fenced backyard-complete with mature landscaping, garden beds, a fire pit, and a platform for outdoor dining. Two main-level bedrooms offer great flexibility as a playroom/den or dedicated home offices along with a stylishly tiled full bath round out 1st fl. Upstairs, three bright bedrooms share a sleek, modern full bath with a massive walk-in closet in the rear (formerly an office). Newer mini-splits for cooling, neutral tones, replacement windows, and updated flooring throughout. Enjoy incredible utility in a phenomenal, strollable neighborhood with no through traffic. Coastal suburban bliss awaits!

Key Facts

City/Town
Milford
Neighborhood
N/A
Property / Style
Single Family · Cape Cod
Year Built
1953
Days on Market
19 days
Beds
4
Baths
2 full
Living Area
1,836 sq ft
Lot Size
0.23 acres
Garage / Parking
1 garage
Property Taxes
$7,033 / Annually

Market Snapshot

The Milford Market

Single Family · trailing 12 months

Median Days on Market

43

73 active listings

Median $ / Sq Ft

$381

73 active listings

Sale-to-List Ratio

100.0%

434 sales

How this home compares

List Price

$549,000

vs $699,900 median

21.6% below median

Price / Sq Ft

$299

vs $381 median

21.5% below median

Days on Market

19 days

vs 43 days median

24 days fresher than median

Based on 73 active and 434 closed sales (trailing 12 mo) of single family in Milford. Source: SmartMLS · As of July 28, 2026.

Location

122 Wepawaug Drive, Milford, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,568

per month

  • Principal & Interest$2,799
  • Property Taxes$586
  • Insurance$183
  • 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
Cape Cod
Year Built
1953
New Construction
No/Resale
Living Area
1,836 sq ft

Schools

Elementary
Mathewson
Middle
Per Board of Ed
High
Jonathan Law

Interior

Heating
BaseboardHot Water
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
1
Laundry
Main Level
Appliances
Oven/RangeMicrowaveRefrigeratorDishwasherWasherDryer
Basement
None
Interior Features
Cable - Available

Exterior & Lot

Lot Size
0.23 acres
Zoning
R10
Garage / Parking
1 garage spaceAttached Garage
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Vinyl Siding
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
Patio
Lot Description
Fence - Partial

Listing & Financials

Property Taxes
$7,033 / Annually
Days on Market
19
MLS #
24187267
MLS Status
Under Contract

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Tommy Connors

(860) 217-7475

Redfin Corporation

(203) 349-8711

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 6:50 AM UTC.