Is Rye, NY dog-friendly?

As of early 2026, 91% of users say it's dog friendly

Does Rye, NY show holiday spirit?

As of early 2026, 84% of users say there's holiday spirit

Do kids play outside in Rye, NY?

As of early 2026, 81% of users say kids play outside

Are yards well-kept in Rye, NY?

As of early 2026, 81% of users say yards are well-kept

Would people walk alone at night in Rye, NY?

As of early 2026, 80% of users say people would walk alone at night

Is a car needed in Rye, NY?

As of early 2026, 77% of users say car is needed

Is parking easy in Rye, NY?

As of early 2026, 77% of users say parking is easy

As of early 2026, 72% of users say it's quiet

Are the streets well-lit in Rye, NY?

As of early 2026, 71% of users say streets are well-lit

Is Rye, NY walkable to restaurants?

As of early 2026, 69% of users say it's walkable to restaurants

Is there wildlife in Rye, NY?

As of early 2026, 66% of users say there's wildlife

Do residents of Rye, NY plan to stay at least 5 years?

As of early 2026, 64% of users say they plan to stay for at least 5 years

Does Rye, NY have sidewalks?

As of early 2026, 62% of users say there are sidewalks

Are neighbors friendly in Rye, NY?

As of early 2026, 57% of users say neighbors are friendly

Are there community events in Rye, NY?

As of early 2026, 56% of users say there are community events

Is Rye, NY walkable to grocery stores?

As of early 2026, 44% of users say it's walkable to grocery stores

PENDING

1 ACRE

18 Lakeside Drive
Rye, NY 10580

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

$3,195,000

Est. Mortgage $19,629/mo*

Get Pre-Qualified

$3,195,000

Est. Mortgage $19,629/mo*

Get Pre-Qualified

5 Beds

4.5 Baths

4,612 sqft

(on 1 acre)

Local Information

-- 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.

Home Highlights

Parking

Garage

Outdoor

Patio

A/C

Heating & Cooling

HOA

None

Price/Sqft

$693

Listed

88 days ago

Last check for updates: about 23 hours ago

Listing by: Houlihan Lawrence Inc., (914) 967-7680

Susan B. Bragg, (914) 274-7204

Source: OneKey® MLS as distributed by MLS GRID, MLS#960215

Also Listed on OneKey® MLS as distributed by MLS GRID.

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 AirHas 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: 3Days on Market: 88

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: $693
Status Change & Dates Off Market Date: Fri Feb 13 2026

Active Status
MLS Status: Pending

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

Agent Information
Listing Agent Listing ID: 960215

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 History for 18 Lakeside Drive

Date	Price	Event	Source
02/18/2026	$3,195,000	Pending	OneKey® MLS as distributed by MLS GRID #960215

02/14/2026	$3,195,000	ListingRemoved	OneKey® MLS as distributed by MLS GRID #960215

02/10/2026	$3,195,000	Listed For Sale	OneKey® MLS as distributed by MLS GRID #960215

06/30/2022	$1,950,000	Sold	N/A
Recording Date 06/30/2022 Contract Date 06/15/2022 County Transfer Tax N/A Total Transfer Tax $78
08/25/2020	$1,650,000	ListingRemoved	Agent Provided

02/25/2020	$1,650,000	Listed For Sale	Agent Provided

10/31/2019	$1,695,000	ListingRemoved	Agent Provided

04/23/2019	$1,695,000	PriceChange	Agent Provided
Price Change $30,000 (-2%)
04/10/2019	$1,725,000	PriceChange	Agent Provided
Price Change $70,000 (-4%)
09/06/2018	$1,795,000	PriceChange	Agent Provided
Price Change $100,000 (-5%)
04/19/2018	$1,895,000	Listed For Sale	Agent Provided

08/01/2017	$1,850,000	ListingRemoved	Agent Provided

07/12/2017	$1,850,000	PriceChange	Agent Provided
Price Change $45,000 (-2%)
05/01/2017	$1,895,000	Listed For Sale	Agent Provided

Similar Homes You May Like

Skip to last item

1.18 ACRES
$2,925,000
5 bd
4.5 ba
5,423 sqft
3 Lakeside Drive,
Rye, NY 10580
Listing by: Julia B Fee Sothebys Int. Rlty
0.33 ACRES
$3,295,000
6 bd
5.5 ba
5,725 sqft
233 Highland Road,
Rye, NY 10580
Listing by: Julia B Fee Sothebys Int. Rlty
0.25 ACRES
$3,295,000
4 bd
3 ba
3,735 sqft
81 Wappanocca Avenue,
Rye, NY 10580
Listing by: Compass Greater NY, LLC
4.77 ACRES
$4,220,000
5 bd
4.5 ba
4,796 sqft
415 Grace Church Street,
Rye, NY 10580
Listing by: ERA Insite Realty Services
NEW CONSTRUCTION
0.86 ACRES
$1,995,000
4 bd
3.5 ba
3,800 sqft
20 Hilltop Drive,
Port Chester, NY 10573
Listing by: Houlihan Lawrence Inc.
$3,895,000
6 bd
3.5 ba
6,663 sqft
54 Lincoln Avenue,
Rye Brook, NY 10573
Listing by: Julia B Fee Sothebys Int. Rlty
$1,950,000
4 bd
2 ba
3,392 sqft
21 Division St W,
Greenwich, CT 06830
Mike Parelli Real Estate LLC
AUCTION
Est. $2,151,700
5 bd
5 ba
4,031 sqft
68 N Water St,
Greenwich, CT 06830
$3,550,000
5 bd
4.5 ba
3,850 sqft
5 Rockridge Road,
Rye, NY 10580
Listing by: Compass Greater NY, LLC
1.1 ACRES
$3,995,000
4 bd
2.5 ba
2,543 sqft
162 Kirby Lane,
Rye, NY 10580
Listing by: Compass Greater NY, LLC
1.4 ACRES
$2,595,000
5 bd
4 ba
3,744 sqft
12 S Canterbury Road S,
Harrison, NY 10528
Listing by: Compass Greater NY, LLC
NEW - 2 DAYS AGO
0.56 ACRES
$4,750,000
5 bd
3.5 ba
5,156 sqft
4 Martin Road,
Rye, NY 10580
Listing by: Compass Greater NY, LLC
0.79 ACRES
$2,495,000
4 bd
3.5 ba
4,360 sqft
33 Hillandale Road,
Rye Brook, NY 10573
Listing by: Compass Greater NY, LLC
0.27 ACRES
$2,695,000
5 bd
3.5 ba
2,804 sqft
36 Intervale Place,
Rye, NY 10580
Listing by: Julia B Fee Sothebys Int. Rlty
$2,195,000
5 bd
4.5 ba
3,686 sqft
7 Fernwood Avenue,
Rye, NY 10580
Listing by: Berkshire Hathaway HS NY Prop
NEW - 2 DAYS AGO
$3,195,000
5 bd
3.5 ba
3,761 sqft
7 Morehead Drive,
Rye, NY 10580
Listing by: Houlihan Lawrence Inc.
0.3 ACRES
$2,250,000
4 bd
4.5 ba
4,433 sqft
34 Eagle Court,
White Plains, NY 10605
Listing by: RE/MAX Prime Properties
NEW - 1 DAY AGO
2.73 ACRES
$2,795,000
6 bd
5 ba
4,640 sqft
124 Lincoln Avenue,
Purchase, NY 10577
Listing by: HomeCoin.com
1.11 ACRES
$2,300,000
5 bd
5 ba
6,704 sqft
6 Love Lane,
Harrison, NY 10528
Listing by: Julia B Fee Sothebys Int. Rlty
0.43 ACRES
$3,495,000
4 bd
3.5 ba
4,428 sqft
64 BRADFORD Avenue,
Rye, NY 10580
Listing by: Julia B Fee Sothebys Int. Rlty
0.84 ACRES
$1,795,000
4 bd
5 ba
3,856 sqft
20 Ponds Lane,
Purchase, NY 10577
Listing by: Compass Greater NY, LLC
0.7 ACRES
$3,595,000
6 bd
6 ba
5,995 sqft
39A Barlow Lane,
Rye, NY 10580
Listing by: Houlihan Lawrence Inc.
5.62 ACRES
$4,500,000
4 bd
3 ba
3,306 sqft
35 Saxon Woods Road,
White Plains, NY 10605
Listing by: Julia B Fee Sothebys Int. Rlty
FOR SALE BY OWNER
0.9 ACRES
$3,600,000
5 bd
3.5 ba
3,700 sqft
24 Cottage Ave,
Purchase, NY 10577
$1,950,000
7 bd
5 ba
3,906 sqft
208 Florence Street,
Mamaroneck, NY 10543
Listing by: Julia B Fee Sothebys Int. Rlty
2.5 ACRES
$3,450,000
5 bd
5.5 ba
5,665 sqft
3747 Purchase St,
Purchase, NY 10577
Listing by: COMFORT HOMES & PROPERTY MANAGEMENT LLC
0.5 ACRES
$1,800,000
4 bd
3.5 ba
2,892 sqft
111 SPIER Road,
Scarsdale, NY 10583
Listing by: Julia B Fee Sothebys Int. Rlty
0.34 ACRES
$2,499,999
5 bd
4 ba
3,302 sqft
51 Glen Rd,
Greenwich, CT 06830
Douglas Elliman of Connecticut
NEW CONSTRUCTION
$1,699,000
4 bd
3.5 ba
3,000 sqft
31 Gedney Way,
White Plains, NY 10605
Listing by: Coldwell Banker Realty
$1,995,000
4 bd
4.5 ba
3,263 sqft
282 Bruce Park Avenue #2,
Greenwich, CT 06830
Marr Caruso Realty Group
$2,490,000
5 bd
5.5 ba
2,885 sqft
65 Sherwood Pl,
Greenwich, CT 06830
CLS Group
$2,490,000
5 bd
5.5 ba
2,885 sqft
65 Sherwood Place #65,
Greenwich, CT 06830
CLS Group
2 ACRES
$3,200,000
4 bd
3.5 ba
3,915 sqft
311 Riversville Rd,
Greenwich, CT 06831
Corcoran Centric Realty LLC
OPEN SUN, 11-2PM
0.45 ACRES
$2,595,000
6 bd
4.5 ba
4,264 sqft
5 Continental Road,
Scarsdale, NY 10583
Listing by: Xcel Realty Service LLC
1.63 ACRES
$3,295,000
5 bd
4.5 ba
3,559 sqft
98 Cushman Road,
Scarsdale, NY 10583
Listing by: Compass Greater NY, LLC
$2,900,000
4 bd
3.5 ba
2,463 sqft
2 Old Church Rd #1,
Greenwich, CT 06830
Sotheby's International Realty
$2,995,000
3 bd
3.5 ba
3,218 sqft
1 Old Church Rd #6,
Greenwich, CT 06830
Compass Connecticut, LLC
NEW CONSTRUCTION
$4,250,000
5 bd
5.5 ba
5,345 sqft
87 Carthage Road,
Scarsdale, NY 10583
Listing by: Julia B Fee Sothebys Int. Rlty
0.32 ACRES
$4,495,000
6 bd
6.5 ba
6,400 sqft
8 Crest Lane,
Scarsdale, NY 10583
Listing by: Compass Greater NY, LLC
$2,495,000
3 bd
3.5 ba
2,895 sqft
2 Weaver Street #12,
Scarsdale, NY 10583
Listing by: Houlihan Lawrence Inc.
See more homes for sale in
Rye
Take a look

Skip to first item

New Listings near 18 Lakeside Drive

Skip to last item

NEW
OPEN SAT, 1-3PM
COMING SOON 5/12
0.26 ACRES
$2,390,000
4 bd
4 ba
2,768 sqft
10 Woodland Drive,
Rye, NY 10580
Listing by: Julia B Fee Sothebys Int. Rlty
NEW - 2 DAYS AGO
0.56 ACRES
$4,750,000
5 bd
3.5 ba
5,156 sqft
4 Martin Road,
Rye, NY 10580
Listing by: Compass Greater NY, LLC
0.27 ACRES
$2,695,000
5 bd
3.5 ba
2,804 sqft
36 Intervale Place,
Rye, NY 10580
Listing by: Julia B Fee Sothebys Int. Rlty
NEW - 1 DAY AGO
2.73 ACRES
$2,795,000
6 bd
5 ba
4,640 sqft
124 Lincoln Avenue,
Purchase, NY 10577
Listing by: HomeCoin.com
NEW - 2 DAYS AGO
$3,195,000
5 bd
3.5 ba
3,761 sqft
7 Morehead Drive,
Rye, NY 10580
Listing by: Houlihan Lawrence Inc.
1.11 ACRES
$2,680,000
9 bd
7.5 ba
7,437 sqft
26 Shady Ln,
Greenwich, CT 06831
RE/MAX Heritage
$2,195,000
5 bd
4.5 ba
3,686 sqft
7 Fernwood Avenue,
Rye, NY 10580
Listing by: Berkshire Hathaway HS NY Prop
NEW - 1 DAY AGO
FORECLOSURE
$1,749,900
4 bd
2.5 ba
3,389 sqft
34 Glenwood Road,
Harrison, NY 10528
Listing by: Jonathan D. Gineo
$3,550,000
5 bd
4.5 ba
3,850 sqft
5 Rockridge Road,
Rye, NY 10580
Listing by: Compass Greater NY, LLC
0.84 ACRES
$1,795,000
4 bd
5 ba
3,856 sqft
20 Ponds Lane,
Purchase, NY 10577
Listing by: Compass Greater NY, LLC
0.34 ACRES
$2,499,999
5 bd
4 ba
3,302 sqft
51 Glen Rd,
Greenwich, CT 06830
Douglas Elliman of Connecticut
$1,750,000
3 bd
3.5 ba
2,100 sqft
30 Almira Dr,
Greenwich, CT 06831
Compass Connecticut, LLC
OPEN SUN, 11-2PM
0.45 ACRES
$2,595,000
6 bd
4.5 ba
4,264 sqft
5 Continental Road,
Scarsdale, NY 10583
Listing by: Xcel Realty Service LLC
NEW CONSTRUCTION
0.86 ACRES
$1,995,000
4 bd
3.5 ba
3,800 sqft
20 Hilltop Drive,
Port Chester, NY 10573
Listing by: Houlihan Lawrence Inc.
1.4 ACRES
$2,595,000
5 bd
4 ba
3,744 sqft
12 S Canterbury Road S,
Harrison, NY 10528
Listing by: Compass Greater NY, LLC
See more homes for sale in
Rye
Take a look

Skip to first item

Property Tax and Assessment

Year	2025
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
1 Polly Pk Road, RYE, NY	0.44	Single-Family Home	$2,100,000	09/26/25	5	5.5	5,789
472 Purchase Street, Rye, NY	0.36	Single-Family Home	$2,856,651	07/17/25	6	4.5	5,243
8 Pheasant Drive, Rye, NY	0.32	Single-Family Home	$2,410,000	06/27/25	4	3	4,358
325 Highland Road, Rye, NY	0.37	Single-Family Home	$3,950,000	09/23/25	4	5	4,687
526 Purchase Street, Rye, NY	0.39	Single-Family Home	$2,188,300	08/15/25	5	4.5	3,024
17 Puritan Road, Rye, NY	0.85	Single-Family Home	$1,800,000	08/07/25	6	4.5	3,757
95 Dogwood Lane, Rye, NY	0.60	Single-Family Home	$2,702,000	12/08/25	5	2.5	2,949
19 Highland Park Place, Rye, NY	0.43	Single-Family Home	$1,550,000	07/02/25	4	2.5	2,746

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 kids play outside
81 % Say yards are well-kept
80 % Say people would walk alone at night
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

Learn more about our methodology.

Zjstempel
Resident
9mo ago
"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
Resident
1y ago
"Dogs owners would like it very much. There are special Dog bakeries & pet shops catering to your pet. "
0
Flag
Brianrollins1959
Resident
1y ago
"When we walk our dog.There is always someone else walking their dog.Every one usually picks up after their dog "
0
Flag
Brianrollins1959
Resident
2y ago
"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
Resident
2y ago
"They send helpful information in the mailbox which allows us to find events that are happening in the town"
2
Flag
Trulia User
Resident
2y ago
"Very kid friendly - just note it’s not the Rye school system. Nice walking area around the Neightborhood"
1
Flag
Patricia I.
Resident
5y ago
"Halloween window displays on Puchase street by the school children. Christmas street fair on Purchase st."
1
Flag
Nickalvarez4
Resident
5y ago
"7 minutes to metro north. Good parking at train station. Trains on schedule. 37 min train ride in to Grand Central."
0
Flag
Ltifdle
Resident
5y ago
"Right now my commute is down the staircase. Otherwise very convenient to all highways (i287, hutch, i95) and trains to city."
0
Flag
Ltifdle
Resident
5y ago
"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
Resident
5y ago
"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
Resident
6y ago
"Green community lots of parks great schools. Nice main avenue luxury shopping. Bistro restaurants. Some Catholic Church around. "
0
Flag
Heatherosemusic
Prev. Resident
6y ago
"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
Resident
6y ago
"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
Resident
6y ago
"I love Rye. It is a very quiet and peaceful neighborhood. the place is nice with good restaurants. "
1
Flag
Trulia User
Resident
6y ago
"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.
Resident
7y ago
"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
Resident
7y ago
"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.
Resident
7y ago
"Extremely beautiful every season. Very quiet, family friendly to a fault. Winding roads assure privacy and security. "
3
Flag
Lriddle
Resident
7y ago
"My neighborhood is convenient to Westchester county, greenwich / Stamford by car and or nyc by train."
0
Flag
John J.
Resident
7y ago
"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
Resident
7y ago
"Storybook Main Street with shops and restaurants. Very convenient commuting to work opportunities in Westchester, Connecticut and nyc."
0
Flag
Cchidiya
Resident
8y ago
"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
12y ago
"Best of all possible areas for schools, trains, buses, walking, bicyling, water sports, gardening,etc."
0
Flag

LGBTQ Local Legal Protections

Additional Cost

Susan B. Bragg, Houlihan Lawrence Inc., (914) 967-7680

Agent Phone: (914) 274-7204

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 currently available for sale and was listed by OneKey® MLS as distributed by MLS GRID on Feb 10, 2026. The MLS # for this home is MLS# 960215.

18 Lakeside Drive
Rye, NY 10580

$3,195,000

$3,195,000

Local Information