100 Dearborn Avenue
Rye, NY 10580
Milton
6 Beds
6.5 Baths
4,970 sqft
6 Beds
6.5 Baths
4,970 sqft
Local Information
- Map ViewExplore the area around 100 Dearborn Avenue.
- Schools1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Description
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.
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.
Home Highlights
Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
$936
Listed
84 days ago
Last check for updates: about 10 hours 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
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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 |
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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 |
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Cumulative Days on Market: 8Days on Market: 84 |
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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 |
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Price List Price: $4,650,000Price Per Sqft: $936 |
Status Change & Dates Off Market Date: Thu Apr 16 2026 |
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MLS Status: Pending |
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Direction & Address City: Rye |
School Information Elementary School: Milton SchoolJr High / Middle School: Rye Middle SchoolHigh School: Rye High SchoolHigh School District: Rye City |
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Listing Agent Listing ID: 980516 |
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Building Area Building Area: 4970 Square Feet |
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Not Senior Community |
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No HOA |
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Lot Area: 9583 sqft |
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Special Conditions: None |
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Listing Agreement Type: Exclusive Right To Sell |
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BasementMls Number: 980516Attic: Pull StairsAttribution Contact: 914-353-5570Showing AttendedShowing Requirements: Appointment Only, Call Listing Agent |
Market trends in Rye
Last updated May 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
47
12MoM
Price History for 100 Dearborn Avenue
| Date | Price | Event | Source |
|---|---|---|---|
| 04/16/2026 | $4,650,000 | Pending | OneKey® MLS as distributed by MLS GRID #980516 |
| 04/08/2026 | $4,650,000 | Listed For Sale | OneKey® MLS as distributed by MLS GRID #980516 |
| 07/16/2020 | $3,240,000 | Sold | OneKey® MLS as distributed by MLS GRID #H6012482 |
| 06/04/2020 | $3,295,000 | Pending | Agent Provided |
| 05/18/2020 | $3,295,000 | PriceChange | Agent Provided |
| 02/24/2020 | $3,495,000 | Listed For Sale | Agent Provided |
| 01/07/2019 | $1,275,000 | Sold | N/A |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | |
| Assessment | $54,300 |
Home facts updated by county records
Comparable Sales for 100 Dearborn Avenue
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.03 | Single-Family Home | $3,495,000 | 01/21/26 | 5 | 4.5 | 4,064 | |
0.18 | Single-Family Home | $4,350,000 | 03/13/26 | 4 | 5 | 4,676 | |
0.27 | Single-Family Home | $4,200,000 | 03/02/26 | 4 | 4.5 | 4,996 | |
0.25 | Single-Family Home | $2,704,500 | 06/22/26 | 4 | 4 | 4,100 | |
0.22 | Single-Family Home | $2,800,000 | 07/18/25 | 4 | 3.5 | 2,762 | |
0.48 | Single-Family Home | $4,925,000 | 04/30/26 | 5 | 6 | 7,165 | |
0.79 | Single-Family Home | $4,000,000 | 06/27/25 | 6 | 5.5 | 4,535 | |
0.35 | Single-Family Home | $2,450,000 | 08/27/25 | 4 | 3.5 | 3,517 |
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Assigned Schools
These are the assigned schools for 100 Dearborn Avenue.
- Milton School
- K-5
- Public
- 321 Students
10/10GreatSchools RatingParent Rating AverageIt was not a great experience. We actually wish we chose a different school, but it’s hard to change once your kids are settled. Happily, our youngest kid is heading to Middle School next year, so we can leave Milton behind.They have done well academically, however, they feel like they didn’t do well. You will need to pay for tuition to have your kid perform at the highest levels. Teachers seem to downgrade performance at the start so that it looks like they ‘progressed’ the kids more than might actually be the case. This school teaches to the test and lessons are often very uninspiring for kids.If you are not part of the Country Club set, you will probably be better off in another school. Osborne and Midland are far more welcoming, I hear.Milton is tucked away on a quiet street, with a nice play area, lots of fresh air and a modern building with A/C.Parent Review6y ago - Rye High School
- 9-12
- Public
- 888 Students
10/10GreatSchools RatingParent Rating AverageIn my experience with my children who attend the HS, the school system, administration, staff and security are among the best in the state. The School offers a wide range of AP courses, electives, clubs, sports and music programs. The teachers are all very knowledgeable, friendly, supportive, and are always there to answer question, and many have after school X periods to help with homework. The sports programs are competitive, but well run and inclusive. There is very little mean spiritedness or bullying. Most students are enthusiastic about their classes and are college ready for top schools when graduating. I would highly recommend this school. 10/10Parent Review2y ago - Rye Middle School
- 6-8
- Public
- 634 Students
8/10GreatSchools RatingParent Rating AverageI honestly didn't like this school at all. I have to deal with rude people who make stupid and ignorant jokes. New kids often feel the pressure of being the perfect "rye child". Which is not for everyone.Other Review11y ago 
Check out schools near 100 Dearborn Avenue.
Neighborhood Overview
Neighborhood stats provided by third party data sources.
LGBTQ Local Legal Protections
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 2026-02-06 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
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.