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26 Crestwood Road

Milford, Connecticut 06460

PENDING$659,000
Beds
3
Baths
2 | 1
SqFt
2,064
Acres
0.34
Year Built
1964
Matt Caiola

Matt Caiola

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1-Car Garage1 Fireplace

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,244

per 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

Similar Properties

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

Listed By

Chris Marshall

(203) 231-2054

YellowBrick Real Estate LLC

(203) 445-6949

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.