29 Dawes Street
Milford, Connecticut 06460
- Beds
- 4
- Baths
- 2
- SqFt
- 1,547
- Acres
- 0.36
- Year Built
- 1950
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
You'll be delighted by this classic Cape Cod-style home nestled in a sought-after neighborhood within the desirable Orchard Hills School District! Offering 4 bedrooms and 2 full baths, this charming home combines character with many recent updates that will give you peace of mind for years to come! The updated kitchen features a convenient door leading directly to the deck, creating an ideal flow for outdoor dining and entertaining, overlooking the huge, level backyard. The hardwood floors throughout add warmth to the home and the beautiful bow window in the living room accentuates the lovely new fireplace insert, ready for a cozy winter. The extensive list of improvements is sure to impress, including a new AC unit, new chimney and fireplace insert, vinyl fencing enclosing the huge backyard, vinyl siding, Thermopane windows, and a 50-year roof-all completed within the past two years! The spacious, fully fenced backyard provides plenty of room for recreation, gardening, pets, play or even a pool! With its classic Cape Cod charm, thoughtful updates, generous outdoor space, and prime location in the Orchard Hills School District, this home is a wonderful opportunity to enjoy comfort, convenience, and character in a highly desirable neighborhood.
Key Facts
- City/Town
- Milford
- Neighborhood
- N/A
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1950
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 2 full
- Living Area
- 1,547 sq ft
- Lot Size
- 0.36 acres
- Garage / Parking
- 2 garage · 6 total
- Property Taxes
- $7,178 / Annually
Market Snapshot
The Milford Market
Single Family · trailing 12 months
Active Listings
69
77 under contract
Median List Price
$675,000
69 active listings
Median Closed Price
$559,000
457 sales
Median Days on Market
34
69 active listings
Median $ / Sq Ft
$356
69 active listings
Sale-to-List Ratio
100.0%
457 sales
How this home compares
List Price
$575,000
vs $675,000 median
14.8% below median
Price / Sq Ft
$372
vs $356 median
In line with median
Days on Market
0 days
vs 34 days median
34 days fresher than median
Based on 69 active and 457 closed sales (trailing 12 mo) of single family in Milford. Source: SmartMLS · As of September 7, 2026.
Location
29 Dawes Street, Milford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 3, 2026per month
- Principal & Interest$2,971
- Property Taxes$598
- 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
- Cape Cod
- Year Built
- 1950
- New Construction
- No/Resale
- Living Area
- 1,547 sq ft
Schools
- Elementary
- Orchard Hills
- High
- Joseph A. Foran
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 1
- Appliances
- Oven/RangeRefrigeratorDishwasher
- Basement
- Full
Exterior & Lot
- Lot Size
- 0.36 acres
- Zoning
- Sfa-10
- Garage / Parking
- 2 garage spaces6 total parking spacesDetached GaragePaved
- Waterfront Details
- Beach RightsWater Community
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- Vinyl Siding
- Color
- Gray
- Roof
- Asphalt Shingle
- Foundation
- Block
- Exterior Features
- ShedDeckPatio
- Lot Description
- Corner LotLevel Lot
Listing & Financials
- Property Taxes
- $7,178 / Annually
- Days on Market
- 0
- MLS #
- 24204263
- MLS Status
- Coming Soon
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 9/7/2026. 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 9/7/2026 at 7:50 PM UTC.