444 Milton Road, Rye, NY 10580
Property image
Property image
PENDING

$1,399,000

  • 3 Beds
  • 2.5 Baths
  • 1,439 sqft

444 Milton Road, Rye, NY 10580

Est. Mortgage $9,321/mo*
Get Pre-Qualified

Home Highlights

Single-Family Home
Built in 1920
$972/sqft
Garage

Local Information

  • Map ViewExplore the area around 444 Milton Road.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

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.
Last check for updates: about 15 hours ago
Listing by: Julia B Fee Sothebys Int. Rlty, (914) 834-0270
Georgette Schielke, (914) 512-3996
Source: OneKey® MLS as distributed by MLS GRID, MLS#1023299
Also Listed on OneKey® MLS as distributed by MLS GRID.

Home Details for 444 Milton Road

Interior Features

Interior Details
Basement: Full,Storage Space,Unfinished,Walk-Out AccessNumber of Rooms: 10Types of Rooms: Bedroom 1, Bedroom 2, Bedroom 3, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1439 Square Feet
Appliances & Utilities
Utilities: Cable Available, Electricity Connected, Natural Gas Connected, Sewer Connected, Trash Collection Public, Water ConnectedAppliances: 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 HeaterDishwasherDisposalDryerLaundry: Washer/Dryer Hookup,InsideMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,Heat Pump,Natural Gas,Radiant,Radiant FloorHas CoolingAir Conditioning: Ductless,ZonedHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Living Room, Wood BurningHas a FireplaceNo Spa
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: Casement, Double Pane Windows, New Windows, Oversized Windows, Screens, Triple Pane Windows, Wall of WindowsFlooring: Hardwood, Tile
Levels, Entrance, & Accessibility
Floors: Hardwood, Tile

Exterior Features

Exterior Home Features
No Private Pool
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageHas Open ParkingParking Spaces: 6Parking: Driveway,Electric Vehicle Charging Station(s),Garage,Garage Door Opener,Heated Garage,Off Street,Oversized,Private
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 15Days on Market: 58

Property Information

Year Built
Year Built: 1920
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Tudor
Building
Construction Materials: StuccoNot Attached Property
Property Information
Parcel Number: 1400146018000040000052

Price & Status

Price
List Price: $1,399,000Price Per Sqft: $972
Status Change & Dates
Off Market Date: Tue Aug 04 2026

Active Status

MLS Status: Pending

Location

Direction & Address
City: Rye
School Information
Elementary School: Milton SchoolJr High / Middle School: Rye Middle SchoolHigh School: Rye High SchoolHigh School District: Rye City

Agent Information

Listing Agent
Listing ID: 1023299

Building

Building Area
Building Area: 1439 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 7054 sqft

Listing Info

Special Conditions: None

Offer

Listing Agreement Type: Exclusive Right To Sell

Miscellaneous

BasementMls Number: 1023299Attic: Storage, Unfinished, WalkupAttribution Contact: 914-834-0270Showing Requirements: Appointment Only, Lockbox

Around this home

What Locals Say about Rye

At least 150 Trulia users voted on each feature.

  • 91 % Say it's dog friendly

  • 84 % Say there's holiday spirit

  • 81 % Say people would walk alone at night

  • 81 % Say kids play outside

  • 81 % Say yards are well-kept

  • 77 % Say car is needed

  • 77 % Say parking is easy

  • 72 % Say it's quiet

  • 71 % Say streets are well-lit

  • 69 % Say it's walkable to restaurants

  • 66 % Say there's wildlife

  • 64 % Say they plan to stay for at least 5 years

  • 62 % Say there are sidewalks

  • 57 % Say neighbors are friendly

  • 56 % Say there are community events

  • 44 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Zjstempel
    "There are a lot of good public parks and nice sidewalks to walk on. also a lot of people own their own dogs"
    0
    Flag
  • Dbenzanava
    "Dogs owners would like it very much. There are special Dog bakeries & pet shops catering to your pet. "
    0
    Flag
  • Brianrollins1959
    "When we walk our dog.There is always someone else walking their dog.Every one usually picks up after their dog "
    0
    Flag
  • Brianrollins1959
    "I get on 287 in the AM . It’s a 15 minute ride to White Plains. But when l come home at 12:30pm . Every body is stressed out. And driving on my bumper. I have to watch because they almost running into me "
    3
    Flag
  • Felix Vazquez Jr
    "They send helpful information in the mailbox which allows us to find events that are happening in the town"
    2
    Flag
  • Trulia User
    "Very kid friendly - just note it’s not the Rye school system. Nice walking area around the Neightborhood"
    1
    Flag
  • Patricia I.
    "Halloween window displays on Puchase street by the school children. Christmas street fair on Purchase st."
    1
    Flag
  • Nickalvarez4
    "7 minutes to metro north. Good parking at train station. Trains on schedule. 37 min train ride in to Grand Central."
    0
    Flag
  • Ltifdle
    "Right now my commute is down the staircase. Otherwise very convenient to all highways (i287, hutch, i95) and trains to city."
    0
    Flag
  • Ltifdle
    "Homes have large yards where it’s safe for children to play. Stores and restaurants are conveniently nearby. Easy access to major roadways and trains to city."
    0
    Flag
  • Cleary.aileen
    "I live here and it’s really a great place to live , lots of great things go on here and great community spirit "
    1
    Flag
  • Rosemary
    "Green community lots of parks great schools. Nice main avenue luxury shopping. Bistro restaurants. Some Catholic Church around. "
    0
    Flag
  • Heatherosemusic
    "Grew up here with my grandma and I love it. It’s the quintessential suburbs with proximity to Manhattan, a quaint village, great schools, a beach, an amusement park and so much more. The ideal neighborhood to raise a family. "
    6
    Flag
  • Manonbartels2008
    "Short and easy, fast commute. Plenty of trains, on time and easy access. Parking at station is hard due to permit wait list."
    1
    Flag
  • Fernando
    "I love Rye. It is a very quiet and peaceful neighborhood. the place is nice with good restaurants. "
    1
    Flag
  • Trulia User
    "Rye has Metro North station with direct access to city. Also there are 2 major highways with 4 exits in Rye."
    1
    Flag
  • Dan K.
    "Extremely safe and well kept place to live and be! Definitely a higher price point than even other parts of Westchester, but it is what it promotes itself to be. "
    1
    Flag
  • Ltifdle
    "Wonderful neighborhood to raise a family. Can walk to the club for all types of sports year-round. Many choices for great schools. Close to town, doctors, worship."
    0
    Flag
  • Michael C.
    "Extremely beautiful every season. Very quiet, family friendly to a fault. Winding roads assure privacy and security. "
    3
    Flag
  • Lriddle
    "My neighborhood is convenient to Westchester county, greenwich / Stamford by car and or nyc by train."
    0
    Flag
  • John J.
    "It’s a pretty dog friendly neighborhood. Town park with great dog community few blocks away. Few places in town have water bowls out front. I’m guessing every 3rd house has dog. "
    2
    Flag
  • Lriddle
    "Storybook Main Street with shops and restaurants. Very convenient commuting to work opportunities in Westchester, Connecticut and nyc."
    0
    Flag
  • Cchidiya
    "everything is convenient and easily accessible even by foot. it's a beautiful neighborhood. people are friendly, restaurants are organic, shopping is amazing. there is always free parking everywhere."
    0
    Flag
  • Contessa1313
    "Best of all possible areas for schools, trains, buses, walking, bicyling, water sports, gardening,etc."
    0
    Flag

Market trends in Rye

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.43M
$54.17KMoM
Sale-to-List Price
—
Price per sq ft
$774
$32MoM
Available listings
32
9MoM

Home Value

Trulia Estimate
$1.52M
Since last month
Decreased$3K (-0.2%)
Since last year
Increased$560K (+58.6%)
Since last sale
Increased$630K (+71.1%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +92% in the last 10 years
MonthEstimated value
2026
September 2026$1.51M
August 2026$1.52M
June 2026$908K
May 2026$907K
March 2026$887K
February 2026$896K
January 2026$894K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
22 Ridgeland Terrace, Rye, NY
0.18
Single-Family Home
$1,078,000
07/07/26
3
1.5
1,327
343 Rye Beach Avenue, Rye, NY
0.25
Single-Family Home
$1,705,000
03/31/26
3
2
1,703
5 Redfield Street, Rye, NY
0.31
Single-Family Home
$1,675,000
10/24/25
3
1.5
2,006
32 Ridgeland Terrace, Rye, NY
0.26
Single-Family Home
$1,104,000
10/09/25
4
2
1,978
281 Rye Beach Avenue, Rye, NY
0.08
Single-Family Home
$1,999,999
09/03/26
3
3
2,343
46 Hill Street, Rye, NY
0.16
Single-Family Home
$2,450,000
06/12/26
3
2.5
2,822
14 Ridgeland Terrace, Rye, NY
0.18
Single-Family Home
$1,395,000
09/04/26
4
2
1,774
12 Fenton Street, Rye, NY
0.27
Single-Family Home
$1,623,028
09/26/25
4
2
1,554

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
281 Rye Beach Avenue, Rye, NY 10580
0.08
$1,999,999
3
3
2,343
Recently Sold
5 Mayfield Street, Rye, NY 10580
0.07
$2,175,000
5
3
2,668
Recently Sold
12 Vale Place, Rye, NY 10580
0.13
$2,616,700
4
3.5
3,067
Off Market
15 Hillside Place, Rye, NY 10580
0.13
$2,965,500
5
4.5
3,441
Off Market
53 Oakwood Avenue, Rye, NY 10580
0.14
$2,245,400
5
2
2,279
Off Market
46 Hill Street, Rye, NY 10580
0.16
$2,450,000
3
2.5
2,822
Recently Sold
49 Oakwood Avenue, Rye, NY 10580
0.15
$2,729,000
4
2.5
2,111
Off Market
11 Hayward Place, Rye, NY 10580
0.18
$2,381,700
4
3
2,503
Off Market
3 Ormond Place, Rye, NY 10580
0.18
$2,276,100
3
2
2,268
Off Market
52 Elmwood Avenue, Rye, NY 10580
0.17
$3,080,100
4
3.5
2,858
Off Market
321 RYE BEACH Avenue, Rye, NY 10580
0.18
$2,250,000
4
3
2,224
Recently Sold
62 Hill Street, Rye, NY 10580
0.20
$1,968,000
4
2.5
1,612
Off Market

Price and Tax history

DateEventPrice
Aug 4, 2026
Source: OneKey® MLS as distributed by MLS GRID #1023299
Pending
$1,399,000
Jul 20, 2026
Source: OneKey® MLS as distributed by MLS GRID #1023299
Listed For Sale
$1,399,000
Mar 17, 2026
Source: OneKey® MLS as distributed by MLS GRID #820212
Sold
$885,000
Nov 3, 2025
Source: OneKey® MLS as distributed by MLS GRID #820212
Pending
$925,000
Sep 30, 2025
Source: OneKey® MLS as distributed by MLS GRID #820212
PriceChange
$925,000
Price decreased by 5%

LGBTQ Local Legal Protections

Georgette Schielke, Julia B Fee Sothebys Int. Rlty, (914) 834-0270
Agent Phone: (914) 512-3996
Based on information submitted to the MLS GRID as of 2026-09-15 23:33:17 PDT All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. Click here for more information

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Frequently asked questions about 444 Milton Road

  • What is the estimated monthly payment for 444 Milton Road?
    Based on a $1,399,000 list price with 20% down at today's rates, the estimated monthly payment for 444 Milton Road in Rye, NY is approximately $9,449 (about $7,544 principal & interest, $1,830 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 444 Milton Road compare to homes in Rye?
    444 Milton Road in Rye, NY is listed at $1,399,000, about 42% below the $2.43M median sale price in Rye.
  • What do residents say about Rye?
    Residents describe Rye, NY as dog-friendly, well-kept, and easy to park in. Most residents say you need a car. See homes for sale in Rye, NY.
  • What are the closest schools to 444 Milton Road?
    The closest schools to 444 Milton Road in Rye, NY are Milton School (Elementary, rated 9/10), Rye High School (rated 10/10), Rye Middle School (rated 7/10).
  • Does 444 Milton Road have air conditioning?
    Yes, 444 Milton Road in Rye, NY has air conditioning.
  • Does 444 Milton Road have laundry facilities?
    Yes, 444 Milton Road in Rye, NY has in-unit laundry.
444 Milton Road, Rye, NY 10580 is a 3 bedroom, 3 bathroom, 1,439 sqft single-family home built in 1920. This property is currently available for sale and was listed by OneKey® MLS as distributed by MLS GRID on Jul 20, 2026. The MLS # for this home is MLS# 1023299.