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Rita OLeary
Licensed Real Estate Salesperson
REALTOR®, CBR
(516) 242-1785
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  • 444 Milton Road, Rye, NY 10580 Main Photo

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Rita OLeary
Call: (516) 242-1785
Text: (516) 242-1785

New to the Market
BEDS3 BATHS2 full 1 partial SQUARE FEET1,439 MLS#1023299
STATUSActive PROPERTY TYPEResidential - Single Family SCHOOLRye City

Property Description

Beautifully renovated and thoughtfully reimagined, this move-in ready 3-bedroom, 2.5-bath home blends timeless design with modern functionality in one of Rye's most desirable locations. Just moments from Rye Town Park & Beach, downtown dining and shopping, Metro-North, and Rye schools, this property offers convenient access to waterfront recreation and effortless commuting.From the moment you arrive, you'll appreciate the home's inviting curb appeal, newly expanded driveway with parking for up to four vehicles, and a newly installed fence enclosing the backyard. Inside, abundant natural light showcases quality craftsmanship and carefully selected finishes. The extensive renovation includes a refurbished slate roof, updated electrical and plumbing, new casement windows, recessed lighting, all new interior doors and trim, fresh paint, built-in speakers and an energy-efficient multi-zone ductless heating and cooling system. The home also features a Generac Home generator and Tesla EV charger. The kitchen serves as the centerpiece of the home, boasting custom cabinetry, elegant quartzite countertops, and premium Viking and Miele appliances. A newly added powder room enhances the main level, while the thoughtfully designed floor plan offers comfortable everyday living and seamless entertaining.The primary suite provides a private retreat with two oversized closets and a beautifully appointed en suite bathroom featuring a double vanity, walk-in shower, and radiant heated floors. The additional full bathroom has also been tastefully renovated with high-end finishes.The spacious heated basement provides valuable bonus space with endless possibilities for storage, a home gym, hobbies, or future customization. Additionally, a separate greenhouse offers unique flexibility as a gardening retreat, private studio, or workspace.Combining quality renovations, timeless finishes, and a highly sought-after location near Rye's waterfront, parks, schools, and transit, this turnkey home offers an exceptional opportunity to enjoy coastal living with modern comfort.

444 Milton Road | MLS# 1023299

This single family home located at 444 Milton Road, Rye, NY 10580 is currently listed for sale with an asking price of $1,399,000. This property was built in 1920 and has 3 bedrooms and 2 full and 1 partial baths with 1439 sq. ft. Milton Road is located within the Rye City school district. Search Rye real estate on ritaoleary.laffey.com today.

Upcoming Open Houses

Open House Saturday July 25th, 12:00pm - 2:00pm
Open House Sunday July 26th, 12:00pm - 2:00pm

Property Features

Property Type: Residential - Single Family
Basement: Full, Storage Space, Unfinished, Walk-Out Access
Basement: Yes
Cooling: Ductless, Zoned
Fireplaces: 1
Garage: 1
Heating: Baseboard, Heat Pump, Natural Gas, Radiant, Radiant Fl
Home Style: Tudor
Lot Size: 0.16 Acres
Taxes: $17,575
Year Built: 1920

Amenities

Double Vanity
Eat-in Kitchen
Formal Dining
His and Hers Closets
Kitchen Island
Open Floorplan
Open Kitchen
Primary Bathroom
Quartz/Quartzite Counters
Recessed Lighting
Smart Thermostat
Speakers
Storage
Walk-In Closet(s)
Washer/Dryer Hookup
Wired for Sound

Feature Descriptions

Appliances: Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Gas Cooktop, Gas Oven, Gas Range, Microwave, Oven, Range, Refrigerator, Stainless Steel Appliance(s), Washer, Gas Water Heater
Attic: Storage, Unfinished, Walkup
Building Area Total: 1439
Exterior: Stucco
Fireplace Features: Living Room, Wood Burning
Fireplace Y/N: Yes
Flooring: Hardwood, Tile
Formal Dining: Yes
GarageY/N: Yes
Laundry: Inside
Number Of Kitchens: 1
On Market Date: 2026-07-20
Parcel Number: 1400-146-018-00004-000-0052
Parking Features: Driveway, Electric Vehicle Charging Station(s), Garage, Garage Door Opener, Heated Garage, Off Street, Oversized, Private
Parking Total: 6
Rental Term: Monthly
Rooms Total: 10
Sewer: Public Sewer
Utilities: Cable Available, Electricity Connected, Natural Gas Connected, Sewer Connected, Trash Collection Public, Water Connected
Water: Public
Window Features: Casement, Double Pane Windows, New Windows, Oversized Windows, Screens, Triple Pane Windows, Wall of Windows

Local Schools

High School: Rye High School
Middle School: Rye Middle School
Elementary School: Milton School
School District: Rye City

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Estimated Payment

$ 4,986.19 per month $3,113.57 Principal & Interest $1,464.58 Property Tax $408.04 Homeowner's Insurance

Change Payment Information

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(Payments are an estimate and may vary by lender)

Listed By / Shown By

Listing By

Agency Name: Julia B Fee Sothebys Int. Rlty
Agency Contact: 914-834-0270

Shown By

Agent Name: Rita OLeary
Agent Phone: (516) 242-1785
Agency Title: Laffey Real Estate

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) 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. Information on this site was last updated 07/21/2026. The listing information on this page last changed on 07/21/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 07/21/2026 12:02:19 AM EST) or OneKey MLS (last updated Tue 07/21/2026 12:00:25 AM EST). Real estate listings held by brokerage firms other than Laffey Real Estate may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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