18 Hillside Road, Rye, NY 10580
OFF MARKET

18 Hillside Road
Rye, NY 10580

  • 5 Beds
  • 5.5 Baths
  • 4,312 sqft

$3,167,700

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $20,303/mo*
Refinance Your Home

$3,167,700

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $20,303/mo*
Refinance Your Home
5 Beds
5.5 Baths
4,312 sqft

Home Value

Trulia Estimate
$3.17M
Since last month
Increased$23K (+0.7%)
Since last year
Increased$313K (+10.9%)
Since last sale
Increased$625K (+24.5%)
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 +43% in the last 10 years
MonthEstimated value
2026
August 2026$3.18M
July 2026$3.15M
June 2026$3.17M
May 2026$3.03M
April 2026$3.01M
March 2026$3.08M
February 2026$3.04M
January 2026$3.04M
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
40 Wainwright Street, Rye, NY
0.00
Single-Family Home
$3,275,000
07/06/26
4
4.5
2,397
99 Central Avenue, Rye, NY
0.00
Single-Family Home
$3,352,000
06/17/26
5
4.5
4,423
56 Intervale Place, Rye, NY
0.00
Single-Family Home
$3,605,000
07/27/26
5
4.5
3,710
227 Central Avenue, Rye, NY
0.23
Single-Family Home
$3,100,000
08/12/26
6
5.5
4,621
8 Walden Lane, Rye, NY
0.00
Single-Family Home
$2,695,000
06/03/26
5
4.5
5,025
19 Walnut Street, Rye, NY
0.41
Single-Family Home
$2,895,000
08/25/25
5
4.5
3,546
116 North Street, Rye, NY
0.12
Single-Family Home
$1,550,000
12/15/25
5
4
2,260
25 Summit Avenue, Rye, NY
0.32
Single-Family Home
$3,020,629
09/22/25
4
3.5
4,828
80 Grapal Street, Rye, NY
0.69
Single-Family Home
$2,760,000
01/15/26
5
4.5
3,203

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
35 Evergreen Avenue, Rye, NY 10580
0.00
$4,359,700
6
5.5
5,100
Off Market
78 Grapal Street, Rye, NY 10580
0.00
$3,154,000
6
5.5
3,770
Off Market
96 Forest Avenue, Rye, NY 10580
0.00
$8,347,000
6
8
8,349
Off Market
121 Old Post Road, Rye, NY 10580
0.00
$3,996,100
6
5.5
5,672
Off Market
57 Parkway Drive, Rye, NY 10580
0.00
$3,802,700
5
4.5
3,952
Off Market
306 Milton Road, Rye, NY 10580
0.00
$5,106,000
6
5.5
6,487
Off Market
5 Hook Road, Rye, NY 10580
0.00
$4,540,000
5
4.5
4,700
Off Market
60 Fulton Avenue, Rye, NY 10580
0.00
$3,165,000
5
4.5
3,223
Off Market
15 Colby Avenue, Rye, NY 10580
0.00
$3,754,000
5
4.5
4,935
Off Market
54 Wetmore Place, Rye, NY 10580
0.00
$3,392,000
5
4.5
4,004
Off Market
31 Bulkley Manor, Rye, NY 10580
0.00
$2,693,600
4
4.5
3,102
Off Market

Local Information

  • Map ViewExplore the area around 18 Hillside Road.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2014
Living Area
4,312 sqft
Price/Sqft
$735
Parking
Open Parking

About this House

Welcome to your dream home, conveniently located just steps from the heart of Rye's charming downtown. This turn-key gem ensures a smooth transition – simply unpack your bags and settle in! The open floor plan allows for both seamless entertaining and living, whether you're gathered around the expansive kitchen island, unwinding in the family room, or embracing the outdoors, this home is the perfect space for it all. The second floor greets you with the primary bedroom which serves as a private sanctuary. The gorgeous ensuite bathroom creates a spa-like retreat to escape from it all. The two other bedrooms on this floor are both generously sized, flooded in natural light, each with its own ensuite bathroom. This home is five bedrooms, with two other bedrooms which can provide your guests a quiet area to themselves. The third floor can be transformed it into a playroom, media room, or a spacious home office. Don't miss the lower level, which has a sizable pantry, gym, and a spacious family room. Finally, go outside and enjoy the flat yard, perfect for outdoor activities. Experience the complete package with this extraordinary property. Additional Information: Amenities:Soaking Tub,Storage,ParkingFeatures:2 Car Detached,
18 Hillside Road, Rye, NY 10580 is a 5 bedroom, 6 bathroom, 4,312 sqft single-family home built in 2014. It last sold for $2,550,000 on Jan 25, 2024 (2% above the $2,500,000 asking price). It is currently off market. The Trulia Estimate is $3,167,700, with a rent estimate of $14,864/month.
Last check for updates: about 18 hours ago
Listed by Francie F. Malina, (914) 261-0276
Compass Greater NY, LLC, (914) 327-2777
Bought with: Elise Flangos, (914) 374-8422, Compass Greater NY, LLC, (914) 337-0070
Source: OneKey® MLS as distributed by MLS GRID, MLS#H6267494

Home Details for 18 Hillside Road

Interior Features

Interior Details
Basement: Finished,Full,Walk-Out AccessNumber of Rooms: 10
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 6Number of Bathrooms (full): 5Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 4312 Square Feet
Appliances & Utilities
Utilities: Trash Collection PublicAppliances: Cooktop, Dishwasher, Gas Water HeaterDishwasher
Heating & Cooling
Heating: Hydro AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Hydro Air
Fireplace & Spa
Number of Fireplaces: 2Has a Fireplace
Windows, Doors, Floors & Walls
Window: Blinds, Skylight(s)
Levels, Entrance, & Accessibility
Stories: 3Levels: Three Or More
Security
Security: Fire Sprinkler System, Security System

Exterior Features

Exterior Home Features
Patio / Porch: Patio, PorchFencing: Fenced
Parking & Garage
No CarportHas Open ParkingParking Spaces: 2Parking: Detached,Driveway
Frontage
Responsible for Road Maintenance: Public Maintained Road
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 2014
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Colonial
Building
Construction Materials: Cedar, HardiPlank TypeNot Attached Property
Property Information
Condition: ActualNot Included in Sale: See Remarks, Selected Light FixturesIncluded in Sale: Light FixturesParcel Number: 1400139019000030000003

Price & Status

Price
List Price: $2,500,000
Status Change & Dates
Off Market Date: Wed Oct 25 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: 4312 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 6534 sqft

Offer

Listing Agreement Type: Exclusive Right To Sell

Miscellaneous

BasementMls Number: H6267494Attic: Finished, FullAttribution Contact: (914) 844-2266Showing Requirements: Lockbox, Showing Service

Price and Tax history

DateEventPrice
Jan 25, 2024
Source: OneKey® MLS as distributed by MLS GRID #H6267494
Sold
$2,550,000
Nov 3, 2023
Source: OneKey® MLS as distributed by MLS GRID #H6267494
Pending
$2,500,000
Oct 25, 2023
Source: OneKey® MLS as distributed by MLS GRID #H6267494
ListingRemoved
Oct 20, 2023
Source: OneKey® MLS as distributed by MLS GRID #H6267494
Listed For Sale
$2,500,000
Sep 24, 2018
Source: OneKey® MLS as distributed by MLS GRID #H4810428
Sold
$2,250,000

Market trends in Rye

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.44M
Sale-to-List Price
105.3%
Price per sq ft
$743
Available listings
39
2MoM

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

LGBTQ Local Legal Protections

Based on information submitted to the MLS GRID as of 2026-08-23 06:38:17 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

Frequently asked questions about 18 Hillside Road

  • What is 18 Hillside Road estimated to be worth?
    Trulia's estimated value for 18 Hillside Road in Rye, NY is $3,167,700.
  • What is the price history for 18 Hillside Road?
    18 Hillside Road in Rye, NY last sold for $2,550,000 in January 2024.
  • Is Rye a buyer's or seller's market?
    Rye is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Rye?
    The median sale price in Rye is $2.44M.
  • Does 18 Hillside Road have air conditioning?
    Yes, 18 Hillside Road in Rye, NY has air conditioning.
  • Does 18 Hillside Road have a yard?
    Yes, 18 Hillside Road in Rye, NY has a yard.

Explore by feature - Pet Friendly

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Apartments for Rent

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Off Market Homes Near 18 Hillside Road

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