100 Dearborn Avenue, Rye, NY 10580
Property image
Property image
PENDING

$4,650,000

  • 6 Beds
  • 6.5 Baths
  • 4,970 sqft

100 Dearborn Avenue, Rye, NY 10580

Milton
Est. Mortgage $30,808/mo*
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Home Highlights

Single-Family Home
Built in 2020
$936/sqft
Garage

Local Information

  • Map ViewExplore the area around 100 Dearborn Avenue.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Set just moments from Rye Town Park and Beach, 100 Dearborn Avenue is a beautifully appointed modern Colonial offering nearly 5,000 square feet of refined living across three thoughtfully designed levels. Built in 2020 and enhanced with numerous custom upgrades, the home seamlessly blends sophisticated design with effortless everyday living.

Inside, nine-foot ceilings on every level, expansive windows that flood the home with natural light, custom millwork, and a high-end Lutron lighting system create a polished and inviting atmosphere throughout. The main level offers elegant yet comfortable living spaces, including a formal living room with gas fireplace, a dining room with custom glass-front cabinetry, and a beautifully designed chef’s kitchen that opens seamlessly to a living room, creating an ideal setting for both entertaining and everyday life. A private home office and a well-appointed mudroom with built-in storage, located just off the two-car garage, add thoughtful functionality.

The second level features five en-suite bedrooms, each with custom closet systems. The primary suite serves as a serene retreat, highlighted by seasonal water views, a fully customized walk-in closet, and a spa-inspired bath with radiant heated floors, soaking tub, and double vanity.

The finished lower level offers exceptional versatility, featuring a spacious living area perfect for movie night, a large recreation area with built in desk, a dedicated gym with floor to ceiling mirrors, a kitchenette with refrigerator for effortless entertaining, two large walk-in closets for extra storage, and a climate-controlled walk-in wine cellar. An additional bedroom suite with attached bath on this level provides ideal accommodations for guests or extended living.

Outdoor living is equally impressive. Enjoy summer fireworks from the bluestone front porch, or entertain year-round in the private backyard, complete with an expansive bluestone patio, a fully equipped outdoor kitchen, and a built-in gas fire pit. Professionally designed landscaping and custom exterior lighting create a setting that is both private and inviting.

Modern conveniences throughout include motorized blackout shades in bedrooms, integrated speakers, whole-home security with leak detection, a fully networked system for seamless connectivity, spray-foam insulation, and a whole-house generator, ensuring both comfort and peace of mind.

At once refined & welcoming, 100 Dearborn Avenue offers a rare opportunity to enjoy turnkey coastal living just moments from Rye’s schools, train, beach and vibrant downtown.
Last check for updates: about 1 hour ago
Listing by: Compass Greater NY, LLC, (914) 353-5570
Jennifer Reddington, (704) 657-3120
Source: OneKey® MLS as distributed by MLS GRID, MLS#980516
Also Listed on OneKey® MLS as distributed by MLS GRID.

Home Details for 100 Dearborn Avenue

Interior Features

Interior Details
Basement: Finished,FullNumber of Rooms: 14Wet Bar
Beds & Baths
Number of Bedrooms: 6Number of Bathrooms: 7Number of Bathrooms (full): 6Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 4970 Square Feet
Appliances & Utilities
Utilities: Cable Connected, Electricity Connected, Natural Gas Connected, Sewer Connected, Trash Collection Public, Water ConnectedAppliances: Convection Oven, Dishwasher, Disposal, Dryer, Freezer, Gas Cooktop, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer, Gas Water Heater, Wine RefrigeratorDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,Hydro Air,Radiant FloorHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 2Fireplace: GasHas a FireplaceNo Spa
Gas & Electric
Has Electric on Property

Exterior Features

Exterior Home Features
No Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas Open ParkingParking Spaces: 2Parking: Attached,Driveway,Garage
Water & Sewer
Sewer: Public Sewer
Farm & Range
Not Allowed to Raise Horses

Days on Market

Cumulative Days on Market: 8Days on Market: 170

Property Information

Year Built
Year Built: 2020
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Colonial
Building
Construction Materials: ClapboardNot Attached Property
Property Information
Parcel Number: 1400153007000030000074

Price & Status

Price
List Price: $4,650,000Price Per Sqft: $936
Status Change & Dates
Off Market Date: Thu Apr 16 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: 980516

Building

Building Area
Building Area: 4970 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 9583 sqft

Listing Info

Special Conditions: None

Offer

Listing Agreement Type: Exclusive Right To Sell

Miscellaneous

BasementMls Number: 980516Attic: Pull StairsAttribution Contact: 914-353-5570Showing AttendedShowing Requirements: Appointment Only, Call Listing Agent

Around this home

Neighborhood Overview

Milton
See Local Highlights
Neighborhood stats provided by third party data sources.

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
$4.77M
Since last month
Increased$46K (+1%)
Since last year
Increased$1M (+26.7%)
Since last sale
Increased$2M (+48.7%)
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 +279% in the last 10 years
MonthEstimated value
2026
September 2026$4.82M
August 2026$4.77M
July 2026$4.86M
June 2026$4.85M
May 2026$4.81M
April 2026$4.97M
March 2026$4.07M
February 2026$4.01M
January 2026$3.94M
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
630 Forest Avenue, Rye, NY
0.03
Single-Family Home
$3,495,000
01/21/26
5
4.5
4,064
35 Halsted Place, Rye, NY
0.18
Single-Family Home
$4,350,000
03/13/26
4
5
4,676
752 Forest Avenue, Rye, NY
0.27
Single-Family Home
$4,200,000
03/02/26
4
4.5
4,996
525 Milton Road, Rye, NY
0.25
Single-Family Home
$2,704,500
06/22/26
4
4
4,100
680 Milton Road, Rye, NY
0.38
Single-Family Home
$4,595,000
07/15/26
5
4
4,027
30 Wainwright Street, Rye, NY
0.55
Single-Family Home
$3,500,000
08/27/26
4
4.5
4,013
10 Hickory Drive, Rye, NY
0.48
Single-Family Home
$4,925,000
04/30/26
5
6
7,165
30 Lindbergh Avenue, Rye, NY
0.51
Single-Family Home
$3,550,000
07/20/26
5
3.5
3,415
21 Thorne Place, Rye, NY
0.68
Single-Family Home
$4,695,000
08/20/26
6
5.5
6,024

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
630 Forest Avenue, Rye, NY 10580
0.03
$3,495,000
5
4.5
4,064
Recently Sold
2 JEAN Street, Rye, NY 10580
0.07
$2,714,800
4
3.5
2,868
Off Market
8 Jean Street, Rye, NY 10580
0.08
$2,453,000
4
2.5
2,467
Off Market
91 Overlook Place, Rye, NY 10580
0.09
$4,101,300
5
4.5
4,535
Off Market
81 Overlook Place, Rye, NY 10580
0.10
$3,344,500
4
3.5
3,698
Off Market
53 Dearborn Avenue, Rye, NY 10580
0.13
$3,020,200
4
3
2,752
Off Market
696 Forest Avenue, Rye, NY 10580
0.11
$6,106,100
6
5.5
5,653
Off Market
1 Hawthorne Place, Rye, NY 10580
0.13
$3,301,500
5
4.5
3,596
Off Market
375 Oakland Beach Avenue, Rye, NY 10580
0.14
$3,720,100
4
3.5
3,827
Off Market
16 Waters Edge #16, Rye, NY 10580
0.11
$2,308,300
3
2
1,920
Off Market
21 Waters Edge #21, Rye, NY 10580
0.11
$2,350,000
3
2
2,300
Recently Sold
134-136 Dearborn Avenue, Rye, NY 10580
0.15
$1,545,800
6
4
2,700
Off Market

Price and Tax history

DateEventPrice
Apr 16, 2026
Source: OneKey® MLS as distributed by MLS GRID #980516
Pending
$4,650,000
Apr 8, 2026
Source: OneKey® MLS as distributed by MLS GRID #980516
Listed For Sale
$4,650,000
Jul 16, 2020
Source: OneKey® MLS as distributed by MLS GRID #H6012482
Sold
$3,240,000
Jun 4, 2020
Source: Agent Provided
Pending
$3,295,000
May 18, 2020
Source: Agent Provided
PriceChange
$3,295,000
Price decreased by 6%

LGBTQ Local Legal Protections

Jennifer Reddington, Compass Greater NY, LLC, (914) 353-5570
Agent Phone: (704) 657-3120
Based on information submitted to the MLS GRID as of 2026-09-20 14:58:09 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 100 Dearborn Avenue

  • What is the estimated monthly payment for 100 Dearborn Avenue?
    Based on a $4,650,000 list price with 20% down at today's rates, the estimated monthly payment for 100 Dearborn Avenue in Rye, NY is approximately $31,176 (about $25,017 principal & interest, $6,084 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 100 Dearborn Avenue compare to homes in Rye?
    100 Dearborn Avenue in Rye, NY is listed at $4,650,000, about 91% above the $2.43M median sale price in Rye.
  • What are the closest schools to 100 Dearborn Avenue?
    The closest schools to 100 Dearborn Avenue in Rye, NY are Milton School (Elementary, rated 9/10), Rye High School (rated 10/10), Rye Middle School (rated 7/10).
  • What is 100 Dearborn Avenue estimated to be worth?
    Trulia's estimated value for 100 Dearborn Avenue in Rye, NY is $4,768,900.
  • Does 100 Dearborn Avenue have air conditioning?
    Yes, 100 Dearborn Avenue in Rye, NY has air conditioning.
  • Does 100 Dearborn Avenue have laundry facilities?
    Yes, 100 Dearborn Avenue in Rye, NY has in-unit laundry.
100 Dearborn Avenue, Rye, NY 10580 is a 6 bedroom, 7 bathroom, 4,970 sqft single-family home built in 2020. 100 Dearborn Avenue is located in Milton, Rye. This property is currently available for sale and was listed by OneKey® MLS as distributed by MLS GRID on Apr 3, 2026. The MLS # for this home is MLS# 980516.