157 Milton Road, Rye, NY 10580
OFF MARKET

157 Milton Road
Rye, NY 10580

  • 7 Beds
  • 5 Baths
  • 6,223 sqft (on 1.08 acres)

$4,872,900

Trulia Estimate
as of May 27, 2026
Est. Refi. Payment $30,250/mo*
Refinance Your Home

$4,872,900

Trulia Estimate
as of May 27, 2026
Est. Refi. Payment $30,250/mo*
Refinance Your Home
7 Beds
5 Baths
6,223 sqft
(on 1.08 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Pool, Proximity, and Property--a winning combination! Prepare to fall in love with this iconic Rye home with a sparkling gunite pool, set on 1.08 in-town acres in an incredibly convenient central location. Leave the car at home as you walk the kids to Midland School, Rye Presbyterian Nursery School or Rye Rec for Rye Youth soccer games, grab your morning latte at Starbucks, take in a Friday night football game under the lights at Rye High's stadium, walk the dog at Rye Town Park and Beach, or head into the city on Metro North train. Just feel like hanging out at home? Take a dip or sun yourself around your oversized Wagner gunite salt water inground pool or barbeque with friends and family on your lounging terrace or wrap around deck. This stylish 1900 house with 7 bedrooms and 4.2 baths boasts incredible architectural details that you will not find elsewhere including high ceilings, detailed moldings and wainscoting, leaded windows and pocket doors to name a few. Location, land and charm -- a winning combination! Additional Information: Amenities:Marble Bath,ParkingFeatures:3 Car Detached,
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from November 16, 2024

Home Highlights

Parking
3 Parking Spaces
Outdoor
Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 157 Milton Road

Interior Features

Interior Details
Basement: Full,Partially Finished,Walk-Out AccessNumber of Rooms: 13
Beds & Baths
Number of Bedrooms: 7Number of Bathrooms: 6Number of Bathrooms (full): 4Number of Bathrooms (half): 2
Dimensions and Layout
Living Area: 6223 Square Feet
Appliances & Utilities
Utilities: Trash Collection PublicAppliances: Stainless Steel Appliance(s), Gas Water Heater
Heating & Cooling
Heating: Baseboard,RadiantHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 3Has a Fireplace
Windows, Doors, Floors & Walls
Window: Skylight(s)Flooring: Hardwood
Levels, Entrance, & Accessibility
Stories: 4Levels: Three Or MoreFloors: Hardwood

Exterior Features

Exterior Home Features
Patio / Porch: Terrace
Parking & Garage
No CarportParking Spaces: 3Parking: Detached
Pool
Pool: In GroundPool
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1900
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Tudor
Building
Construction Materials: Stucco, Wood SidingNot Attached Property
Property Information
Condition: ActualNot Included in Sale: See RemarksParcel Number: 1400146011000030000037

Price & Status

Price
List Price: $3,795,000
Status Change & Dates
Off Market Date: Tue Apr 11 2023

Active Status

MLS Status: Sold

Location

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

Building

Building Area
Building Area: 6223 Square Feet

Community

Community Features: ParkNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 1.08 Acres

Offer

Listing Agreement Type: Exclusive Right To Sell

Miscellaneous

BasementMls Number: H6230016Attic: FinishedAttribution Contact: (914) 967-7680Showing Requirements: Call Listing Office

Additional Information

HOA Amenities: Park
Last check for updates: about 3 hours ago
Listed by Lisa Murphy, (914) 391-2655
Houlihan Lawrence Inc., (914) 967-7680
Bought with: Michael Holmes, (914) 497-5997, Julia B Fee Sothebys Int. Rlty, (914) 967-4600
Source: OneKey® MLS as distributed by MLS GRID, MLS#H6230016

Price History for 157 Milton Road

DatePriceEventSource
05/15/2023$3,550,000Sold
OneKey® MLS as distributed by MLS GRID #H6230016
04/12/2023$3,795,000PendingOneKey® MLS as distributed by MLS GRID #H6230016
02/02/2023$3,795,000Listed For SaleOneKey® MLS as distributed by MLS GRID #H6230016
12/12/2022ListingRemovedOneKey® MLS as distributed by MLS GRID #H6170996
09/07/2022$3,800,000Listed For SaleOneKey® MLS as distributed by MLS GRID #H6170996
09/15/2006$4,450,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax
Assessment$44,725
Home facts updated by county records

Comparable Sales for 157 Milton Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
11 Billington Court, Rye, NY
0.05
Single-Family Home
$4,450,000
12/19/25
6
4.5
4,973
169 Milton Road, Rye, NY
0.04
Single-Family Home
$6,995,000
11/13/25
7
6.5
7,297
723 Boston Post Road, Rye, NY
0.47
Single-Family Home
$4,500,000
07/07/25
5
5.5
5,759
270 Milton Road, Rye, NY
0.29
Single-Family Home
$3,900,000
07/31/25
4
4.5
4,828
60 Orchard Lane, Rye, NY
0.42
Single-Family Home
$4,500,000
08/15/25
5
5.5
5,603
45 Forest Avenue, Rye, NY
0.74
Single-Family Home
$4,917,000
09/08/25
6
5.5
6,188
30 Bradford Avenue, Rye, NY
0.58
Single-Family Home
$4,395,000
08/01/25
6
5.5
6,079

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Assigned Schools

These are the assigned schools for 157 Milton Road.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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
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  • 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
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  • 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
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  • 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
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  • 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
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  • Contessa1313
    "Best of all possible areas for schools, trains, buses, walking, bicyling, water sports, gardening,etc."
    0
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Homes for sale near 157 Milton Road

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Off Market Homes Near 157 Milton Road

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Based on information submitted to the MLS GRID as of 2026-02-06 15:18:24 PST. 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

Homes for rent near 157 Milton Road

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157 Milton Road, Rye, NY 10580 is a 7 bedroom, 6 bathroom, 6,223 sqft single-family home built in 1900. This property is not currently available for sale. 157 Milton Road was last sold on May 15, 2023 for $3,550,000 (6% lower than the asking price of $3,795,000). The current Trulia Estimate for 157 Milton Road is $4,872,900.