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44 Randolph Farm Road

Milford, Connecticut 06461

PENDING$890,000
Beds
4
Baths
3 | 1
SqFt
3,299
Acres
0.29
Year Built
2004
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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2-Car Garage1 Fireplace

About This Home

Welcome to this beautiful, spacious colonial on a private cul-de-sac in one of Milford's most desirable neighborhoods with surrounding premium homes! The open, large front porch leads to bright, well-maintained interiors. The main level showcases an inviting two-story foyer, formal living room, formal dining room with elegant coffer ceiling, and home office with fine detailing, custom crown moldings, 9+ ft ceiling, built-in speaker system, and hardwood floors throughout. The open-concept layout includes gourmet eat-in kitchen with granite countertops, a large center island, stainless steel high-end appliances, and large pantry opens to kitchen seamlessly connecting to large family room with cozy gas fireplace. Step outside from a pair of 4 ft sliders to a large deck overlooking a private yard with in-ground sprinkler system, ideal for relaxing or entertaining. Second level, all 4 bedrooms are spacious with ample closets, including the primary suite with two custom closets and private bath with jetted tub, heated floor, and walk-in shower. A beautifully finished lower level with a full bathroom, offering versatile additional living space ideal for a media room, gym, playroom, or guest area. A well-maintained property with 2-car garage includes EV charger, smart thermostats, central vacuum system, and security system combines classic design, generous room sizes, located minutes of driving distance to beach, train station, shopping, dining, and downtown Milford.

Key Facts

City/Town
Milford
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
2004
Days on Market
32 days
Beds
4
Baths
3 full · 1 half
Living Area
3,299 sq ft
Lot Size
0.29 acres
Garage / Parking
2 garage · 6 total
Property Taxes
$13,657 / 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

$890,000

vs $699,900 median

27.2% above median

Price / Sq Ft

$270

vs $381 median

29.1% below median

Days on Market

32 days

vs 43 days median

11 days fresher 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

44 Randolph Farm Road, Milford, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$5,973

per month

  • Principal & Interest$4,538
  • Property Taxes$1,138
  • Insurance$297
  • 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
Colonial
Year Built
2004
New Construction
No/Resale
Living Area
3,299 sq ft

Schools

Elementary
Mathewson
High
Per Board of Ed

Interior

Heating
Hot Air
Heat Fuel
Natural Gas
Cooling
Central Air
Fireplaces
1
Laundry
Main Level
Appliances
Oven/RangeMicrowaveRange HoodRefrigeratorDishwasherDisposalWasherDryer
Basement
FullHeatedFully FinishedGarage AccessCooledInterior AccessLiveable Space
In-Law Apartment
PossibleLower Level
Interior Features
Audio SystemAuto Garage Door OpenerCable - Pre-wiredCentral VacuumSecurity System
Additional Rooms
Exercise RoomLaundry Room

Exterior & Lot

Lot Size
0.29 acres
Zoning
R18
Garage / Parking
2 garage spaces6 total parking spacesAttached GaragePavedDrivewayPrivatePaved
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Flood Zone
No
Construction
Vinyl Siding
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
PorchDeckGuttersGarden AreaUnderground Sprinkler
Lot Description
DryLevel LotOn Cul-De-SacProfessionally Landscaped

Listing & Financials

Property Taxes
$13,657 / Annually
Days on Market
32
MLS #
24186656
MLS Status
Under Contract - Continue to Show

Similar Properties

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

Listed By

Luke Porto

(352) 586-7730

William Raveis Real Estate

(203) 876-7507

Co-Listed By

James Porto

William Raveis Real Estate

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 6:55 AM UTC.