26 Crestwood Road
Milford, Connecticut 06460
- Beds
- 3
- Baths
- 2 | 1
- SqFt
- 2,064
- Acres
- 0.34
- Year Built
- 1964
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Welcome to 26 Crestwood Road, a beautifully updated 3-bedroom, 2.5-bath home located just 1,000 feet from Long Island Sound and minutes from several Milford beaches. Enjoy water views from every front-facing room and take in the scenery year-round from the upper-level sunroom. Recent updates include refinished hardwood floors throughout, new hardwood flooring in the kitchen, fresh interior paint, and added insulation in both the attic and basement for improved energy efficiency. The kitchen features newer stainless steel appliances, while custom IKEA closet systems provide excellent storage and organization. Smart home upgrades include Google Nest thermostats and sensors, a electronic front door lock, Ring doorbell and floodlight, and a hardwired camera security system. The finished lower level offers additional living space with a gas fireplace and wet bar, making it ideal for entertaining, a family room, or game room. Outside, enjoy the expansive deck that wraps from the backyard to the front of the home, a fully fenced backyard with low-maintenance vinyl fencing, and two fruit trees that will remain with the property. Located close to beaches, restaurants, and downtown Milford, this move-in-ready home offers coastal living with the added benefit of no flood insurance required.
Key Facts
- City/Town
- Milford
- Neighborhood
- N/A
- Property / Style
- Single Family · Ranch
- Year Built
- 1964
- Days on Market
- 18 days
- Beds
- 3
- Baths
- 2 full · 1 half
- Living Area
- 2,064 sq ft
- Lot Size
- 0.34 acres
- Garage / Parking
- 1 garage · 4 total
- Property Taxes
- $7,967 / Annually
Market Snapshot
The Milford Market
Single Family · trailing 12 months
Active Listings
72
94 under contract
Median List Price
$694,450
72 active listings
Median Closed Price
$550,500
434 sales
Median Days on Market
43
72 active listings
Median $ / Sq Ft
$382
72 active listings
Sale-to-List Ratio
100.0%
434 sales
How this home compares
List Price
$659,000
vs $694,450 median
5.1% below median
Price / Sq Ft
$319
vs $382 median
16.5% below median
Days on Market
18 days
vs 43 days median
25 days fresher than median
Based on 72 active and 434 closed sales (trailing 12 mo) of single family in Milford. Source: SmartMLS · As of July 28, 2026.
Location
26 Crestwood Road, Milford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$3,360
- Property Taxes$664
- Insurance$220
- 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
- Ranch
- Year Built
- 1964
- New Construction
- No/Resale
- Living Area
- 2,064 sq ft
- Below Grade
- 676 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Air
- Heat Fuel
- Natural Gas
- Cooling
- Central Air
- Fireplaces
- 1
- Appliances
- Gas RangeMicrowaveRange HoodRefrigeratorDishwasherWasherElectric Dryer
- Basement
- FullHeatedGarage AccessCooledPartially Finished
- Interior Features
- Auto Garage Door OpenerCable - Available
Exterior & Lot
- Lot Size
- 0.34 acres
- Zoning
- R12.
- Garage / Parking
- 1 garage space4 total parking spacesAttached GaragePaved
- Waterfront Details
- Walk to WaterBeach RightsWater CommunityView
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- ShedFruit TreesWrap Around DeckCabanaGuttersLighting
- Lot Description
- Fence - FullSloping LotWater View
Listing & Financials
- Property Taxes
- $7,967 / Annually
- Days on Market
- 18
- MLS #
- 24188930
- MLS Status
- Under Contract - Continue to Show
- Financing
- FHA,VA,CHFA
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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 7/28/2026. 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 6:05 AM UTC.