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

18 Lakeside Drive
Rye, NY 10580

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

$3,450,000

Last Sold: May 29, 2026
8% over list $3.19M
$748/sqft
Est. Refi. Payment $21,439/mo*
Refinance Your Home

$3,450,000

Last Sold: May 29, 2026
8% over list $3.19M
$748/sqft
Est. Refi. Payment $21,439/mo*
Refinance Your Home
5 Beds
4.5 Baths
4,612 sqft
(on 1 acre)

Local Information

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

Description

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.
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 May 29, 2026

Home Highlights

Parking
Garage
Outdoor
Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
$748/sqft
Listed
133 days ago

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
Last check for updates: about 21 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

Price History for 18 Lakeside Drive

DatePriceEventSource
05/29/2026$3,450,000Sold
OneKey® MLS as distributed by MLS GRID #960215
02/18/2026$3,195,000PendingOneKey® MLS as distributed by MLS GRID #960215
02/14/2026$3,195,000ListingRemovedOneKey® MLS as distributed by MLS GRID #960215
02/10/2026$3,195,000Listed For SaleOneKey® MLS as distributed by MLS GRID #960215
06/30/2022$1,950,000Sold
N/A
08/25/2020$1,650,000ListingRemovedAgent Provided
02/25/2020$1,650,000Listed For SaleAgent Provided
10/31/2019$1,695,000ListingRemovedAgent Provided
04/23/2019$1,695,000PriceChange
Agent Provided
04/10/2019$1,725,000PriceChange
Agent Provided
09/06/2018$1,795,000PriceChange
Agent Provided
04/19/2018$1,895,000Listed For SaleAgent Provided
08/01/2017$1,850,000ListingRemovedAgent Provided
07/12/2017$1,850,000PriceChange
Agent Provided
05/01/2017$1,895,000Listed For SaleAgent Provided

Market trends in Rye

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
47
12MoM
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Property Tax and Assessment

Year2025
Tax
Assessment$21,400
Home facts updated by county records

Comparable Sales for 18 Lakeside Drive

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
472 Purchase Street, Rye, NY
0.36
Single-Family Home
$2,856,651
07/17/25
6
4.5
5,243
325 Highland Road, Rye, NY
0.37
Single-Family Home
$3,950,000
09/23/25
4
5
4,687
8 Pheasant Drive, Rye, NY
0.32
Single-Family Home
$2,410,000
06/27/25
4
3
4,358
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
526 Purchase Street, Rye, NY
0.39
Single-Family Home
$2,188,300
08/15/25
5
4.5
3,024

Nearby homes

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Assigned Schools

These are the assigned schools for 18 Lakeside Drive.
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
    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

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Homes for sale near 18 Lakeside Drive

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Off Market Homes Near 18 Lakeside Drive

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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
18 Lakeside Drive, Rye, NY 10580 is a 5 bedroom, 5 bathroom, 4,612 sqft single-family home built in 1939. This property is not currently available for sale. 18 Lakeside Drive was last sold on May 29, 2026 for $3,450,000 (8% higher than the asking price of $3,195,000). The current Trulia Estimate for 18 Lakeside Drive is $3,464,500.