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591 Derby Milford Road

Orange, Connecticut 06477

PENDING$689,900

Reduced from $709,900

Beds
4
Baths
3
SqFt
2,743
Acres
1.67
Year Built
1965
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.

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Waterfront1-Car Garage1 FireplacePrice Reduced

About This Home

Welcome to 591 Derby Milford Road in Orange-a beautifully maintained property offering the perfect blend of space, comfort, and convenience in one of the area's most desirable locations. Set on a spacious lot, this home features a warm and inviting layout with generous living spaces, abundant natural light, and a seamless flow ideal for both everyday living and entertaining. The kitchen offers ample cabinetry and workspace while connecting effortlessly to the dining and living areas. The home provides well-sized bedrooms, updated finishes, and flexible space to accommodate today's lifestyle needs, whether you're working from home, hosting guests, or simply looking for room to spread out. Outside, enjoy a private yard perfect for relaxing, entertaining, or enjoying the peaceful surroundings. Conveniently located near shopping, dining, major highways, and everything both Milford and New Haven have to offer, this property combines suburban charm with commuter-friendly accessibility. A rare opportunity to own in sought-after Orange-schedule your private showing today.

Key Facts

City/Town
Orange
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
1965
Days on Market
77 days
Beds
4
Baths
3 full
Living Area
2,743 sq ft
Lot Size
1.67 acres
Garage / Parking
1 garage
Property Taxes
$10,397 / Annually

Market Snapshot

The Orange Market

Single Family · trailing 12 months

Median Days on Market

37

18 active listings

Median $ / Sq Ft

$297

18 active listings

Sale-to-List Ratio

100.0%

96 sales

How this home compares

List Price

$689,900

vs $699,450 median

In line with median

Price / Sq Ft

$252

vs $297 median

15.2% below median

Days on Market

77 days

vs 37 days median

40 days longer than median

Based on 18 active and 96 closed sales (trailing 12 mo) of single family in Orange. Source: SmartMLS · As of July 28, 2026.

Location

591 Derby Milford Road, Orange, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,614

per month

  • Principal & Interest$3,518
  • Property Taxes$866
  • Insurance$230
  • HOA$0

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

Location

City/Town
Orange
Neighborhood
N/A
County
New Haven

Residence

Property Type
Single Family
Style
Colonial
Year Built
1965
New Construction
No/Resale
Living Area
2,743 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
None
Fireplaces
1
Laundry
Lower Level
Appliances
Oven/RangeMicrowaveRefrigeratorDishwasher
Basement
FullPartially Finished

Exterior & Lot

Lot Size
1.67 acres
Zoning
RES
Garage / Parking
1 garage spaceUnder House Garage
Waterfront
Direct waterfront
Waterfront Details
PondWalk to WaterViewAccess
Water Source
Public Water Connected
Sewer
Septic
Construction
Vinyl Siding
Roof
Asphalt Shingle
Foundation
Concrete
Lot Description
Level Lot

Listing & Financials

Property Taxes
$10,397 / Annually
Days on Market
77
MLS #
24174282
MLS Status
Under Contract

Similar Properties

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

Listed By

Samuel Sylvia

(860) 817-6706

Exceptional Real Estate LLC

Co-Listed By

Terence Dominick

Exceptional Real Estate LLC

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 6:01 AM UTC.