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34 Orchard Road

Milford, Connecticut 06460

ACTIVE$1,699,000
Beds
4
Baths
2 | 1
SqFt
3,290
Acres
0.13
Year Built
1943
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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Pool1-Car Garage

About This Home

Rebuilt inside and out in 2019, this home offers a bright, open layout designed for everyday living and elegant entertaining-just steps from Long Island Sound with the rare benefit of no flood or wind insurance required. The main level features a chef's kitchen with high-end appliances, walk-in pantry and breakfast nook that flows into the dining and family rooms. Upstairs, the vaulted primary suite provides a true retreat with a spa-like bath, including a freestanding tub, walk-in shower and generous walk-in closet. Three additional bedrooms and a flexible bonus space offer versatility for an office, guest space or playroom. Set in the charming, walkable shoreline neighborhood of Morningside; beach access is always nearby. The location is equally appealing for commuters. Easy access to the Milford train station and I-95 offers a convenient commute to New Haven, Westport and NYC. A rare opportunity to enjoy coastal living, modern construction an an easy commute-all with the added benefit of no flood or wind insurance.

Key Facts

City/Town
Milford
Neighborhood
Morningside
Property / Style
Single Family · Colonial
Year Built
1943
Days on Market
105 days
Beds
4
Baths
2 full · 1 half
Living Area
3,290 sq ft
Lot Size
0.13 acres
Garage / Parking
1 garage
Property Taxes
$12,975 / Annually
HOA Fee
$330 / 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

$1.70M

vs $699,900 median

2.4× the median

Price / Sq Ft

$516

vs $381 median

35.4% above median

Days on Market

105 days

vs 43 days median

62 days longer 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

34 Orchard Road, Milford, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$10,338

per month

  • Principal & Interest$8,663
  • Property Taxes$1,081
  • Insurance$566
  • HOA$28

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Milford
Neighborhood
Morningside
County
New Haven

Residence

Property Type
Single Family
Style
Colonial
Year Built
1943
New Construction
No/Resale
Living Area
3,290 sq ft

Schools

Elementary
Per Board of Ed
High
Joseph A. Foran

Interior

Heating
Hot Air
Heat Fuel
Natural Gas
Cooling
Central Air
Laundry
Main Level
Appliances
Gas RangeRefrigeratorDishwasherWasherGas Dryer
Basement
Crawl Space
In-Law Apartment
No
Accessibility
32" Minimum Door Widths,60" Turning Radius,Accessible Bath,Hallways 36+ Inches Wide,Ramps

Exterior & Lot

Lot Size
0.13 acres
Zoning
R10
Garage / Parking
1 garage spaceAttached Garage
Waterfront Details
Walk to WaterWater CommunityViewAccess
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Flood Zone
No
Pool
Above Ground Pool
Construction
Vinyl Siding
Roof
Asphalt Shingle
Foundation
BlockConcrete
Exterior Features
PorchDeck
Lot Description
Level LotProfessionally LandscapedWater View

HOA / Association

Fee
$330 / Annually

Listing & Financials

Property Taxes
$12,975 / Annually
Days on Market
105
MLS #
24167124
MLS Status
Active

Similar Properties

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

Listed By

Frank D'Ostilio

(203) 641-7072

Houlihan Lawrence WD

(203) 701-4848

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 7:45 AM UTC.