591 Derby Milford Road
Orange, Connecticut 06477
Reduced from $709,900
- Beds
- 4
- Baths
- 3
- SqFt
- 2,743
- Acres
- 1.67
- Year Built
- 1965
- 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
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
Active Listings
18
27 under contract
Median List Price
$699,450
18 active listings
Median Closed Price
$635,500
96 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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.
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.