18 Lakeside Drive, Rye, NY 10580
SOLD
MAY 29, 2026

$3,531,600

Trulia Estimate
  • 5 Beds
  • 4.5 Baths
  • 4,612 sqft (on 1 acre)

18 Lakeside Drive, Rye, NY 10580

Est. Refi. Payment $22,572/mo*
Refinance Your Home
Currently Off Market - Sold May 29, 2026 for $3,450,000 (8% above list price)

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

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
14 Lakeside Drive, Rye, NY
0.10
Single-Family Home
$2,400,000
04/07/26
5
8
6,629
325 Highland Road, Rye, NY
0.37
Single-Family Home
$3,950,000
09/23/25
4
5
4,687
1 Polly Pk Road, RYE, NY
0.44
Single-Family Home
$2,100,000
09/26/25
5
5.5
5,789
527 Purchase Street, Rye, NY
0.36
Single-Family Home
$2,050,000
06/03/26
4
4.5
3,895
95 Dogwood Lane, Rye, NY
0.60
Single-Family Home
$2,702,000
12/08/25
5
2.5
2,949
26 GRISWOLD Road, Rye, NY
0.56
Single-Family Home
$4,300,000
09/10/25
5
5
6,545
1 Oneida Street, Rye, NY
0.60
Single-Family Home
$2,906,024
06/15/26
4
4.5
3,608
19 Onondaga Street, Rye, NY
0.61
Single-Family Home
$3,900,000
08/24/26
5
5
3,784

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
58 BROOKRIDGE Court, Rye Brook, NY 10573
0.09
$980,100
3
2.5
1,896
Off Market
27 Brookridge Court, Rye Brook, NY 10573
0.10
$828,700
2
2.5
1,892
Off Market
25 Brookridge Court, Rye Brook, NY 10573
0.10
$836,600
2
2.5
1,692
Off Market
14 Lakeside Drive, Rye, NY 10580
0.10
$2,400,000
5
8
6,629
Recently Sold
38 Brookridge Court #38, Pt Chester, NY 10573
0.14
$824,300
2
2.5
1,692
Off Market
15 Brookridge Court, Rye Brook, NY 10573
0.14
$739,000
2
2.5
1,892
Recently Sold
3 Wyman Street N, Rye Brook, NY 10573
0.14
$809,800
3
2.5
1,943
Off Market
28 Brookridge Court, Rye Brook, NY 10573
0.17
$868,000
3
2.5
1,708
Recently Sold
13 Wyman Street N, Rye Brook, NY 10573
0.16
$790,600
3
3
1,943
Off Market
3 Brookridge Court, Rye Brook, NY 10573
0.17
$820,100
2
2.5
1,692
Off Market
20 Brookridge Court, Rye Brook, NY 10573
0.18
$811,300
2
2.5
1,692
Off Market

Local Information

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

Home Highlights

Property Type
Single-Family Home
Year Built
1939
Lot Size
1 acre
Living Area
4,612 sqft
Price/Sqft
$748/sqft
Parking
Garage

About this House

Nestled within Flagler Estates, this classic home is set on 1 acre of level land and offers approximately 4,600 square feet of traditional living space with modern amenities. Located on a cul-de-sac at the end of a private, tree-lined driveway, the property is conveniently close to downtown Rye, Westchester Country Club, and Rye Ridge.

The interior features abundant natural light and hardwood floors throughout. The kitchen is equipped with Viking appliances, a Sub-Zero refrigerator, and an open-concept layout connecting to a large eat-in area and family room with built-ins and a wood-burning fireplace. Oversized sliders open to a wraparound slate patio. Additional features include an oversized two-car garage with epoxy flooring, walk-up storage loft, and a mudroom breezeway with custom cubbies. The first floor offers a formal living room with gas fireplace and French doors to the patio, home office, guest bedroom with ensuite bath, laundry room, media room/den, and an additional bedroom with ensuite bath suitable for various uses. The home is wired with Cat6e and includes WiFi-enabled thermostats, lighting, garage doors, and sprinkler system. The second floor includes a primary suite with bath featuring oversized shower, walk-in closet, and private balcony, plus two additional bedrooms and a full hall bath. This exceptional home presents a rare opportunity to embrace a lifestyle of luxury and convenience in one of Westchester's most coveted neighborhoods.
18 Lakeside Drive, Rye, NY 10580 is a 5 bedroom, 5 bathroom, 4,612 sqft single-family home built in 1939. It last sold for $3,450,000 on May 29, 2026 (8% above the $3,195,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,531,600, with a rent estimate of $13,771/month.
Last check for updates: about 4 hours ago
Listed by Susan B. Bragg, (914) 274-7204
Houlihan Lawrence Inc., (914) 967-7680
Bought with: Kimberly H. Arenas, (914) 262-6329, Compass Greater NY, LLC, (914) 353-5570
Source: OneKey® MLS as distributed by MLS GRID, MLS#960215

Home Details for 18 Lakeside Drive

Interior Features

Interior Details
Basement: UnfinishedNumber of Rooms: 10
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 4612 Square Feet
Appliances & Utilities
Utilities: Trash Collection PublicAppliances: Dishwasher, Disposal, Gas Cooktop, Gas Oven, Gas Range, Microwave, Stainless Steel Appliance(s)DishwasherDisposalMicrowave
Heating & Cooling
Heating: Forced Air,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 2Has a Fireplace

Exterior Features

Exterior Home Features
Patio / Porch: Patio, Terrace, Wrap AroundFencing: Back YardNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageParking Spaces: 2Parking: Attached
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 3

Property Information

Year Built
Year Built: 1939
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Cape Cod
Building
Construction Materials: Advanced Framing TechniqueNot Attached Property
Property Information
Parcel Number: 2801000545000000000070

Price & Status

Price
List Price: $3,195,000Price Per Sqft: $748/sqft
Status Change & Dates
Off Market Date: Fri Feb 13 2026

Active Status

MLS Status: Sold

Location

Direction & Address
City: Rye
School Information
Elementary School: PurchaseJr High / Middle School: Louis M Klein Middle SchoolHigh School: Harrison High SchoolHigh School District: Harrison

Building

Building Area
Building Area: 4612 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 1 Acres

Listing Info

Special Conditions: None

Offer

Listing Agreement Type: Exclusive Right To Sell

Miscellaneous

BasementMls Number: 960215Attic: Pull StairsAttribution Contact: 914-967-7680Showing AttendedShowing Requirements: Appointment Only, Call Listing Office

Price and Tax history

DateEventPrice
May 29, 2026
Source: OneKey® MLS as distributed by MLS GRID #960215
Sold
$3,450,000
Feb 18, 2026
Source: OneKey® MLS as distributed by MLS GRID #960215
Pending
$3,195,000
Feb 14, 2026
Source: OneKey® MLS as distributed by MLS GRID #960215
ListingRemoved
$3,195,000
Feb 10, 2026
Source: OneKey® MLS as distributed by MLS GRID #960215
Listed For Sale
$3,195,000
Jun 30, 2022
Source: N/A
Sold
$1,950,000

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 2026-08-25 10:18:10 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 Lakeside Drive

  • What is 18 Lakeside Drive estimated to be worth?
    Trulia's estimated value for 18 Lakeside Drive in Rye, NY is $3,531,600.
  • What is the price history for 18 Lakeside Drive?
    18 Lakeside Drive in Rye, NY last sold for $3,450,000 in May 2026.
  • 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 Lakeside Drive have air conditioning?
    Yes, 18 Lakeside Drive in Rye, NY has air conditioning.
  • Does 18 Lakeside Drive have a yard?
    Yes, 18 Lakeside Drive in Rye, NY has a yard.

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