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4 Roads End, Glen Head, NY, 11545

4beds
4baths
5,240sqft
$2,595,000
$495price/sqft
$18,587/moest. monthly cost
$743,480/yrincome needed

About This Home

An exceptional piece of North Shore history, “Lily Pond Hollow” is nestled in the heart of Brookville. This gentleman’s farmhouse was seamlessly and thoughtfully expanded with a great room, grand primary suite, and 3 car garage to make it comfortable for modern living. Standing as a reminder of Long Island’s rich history, the estate spreads out over two spectacular acres with an arboretum-like property featuring rolling lawns, formal gardens, mature specimen trees, and original stone garden walls. It is named for the home’s serene direct views overlooking a large freshwater lily pond that creates an extraordinary setting of privacy and natural beauty. Offering exceptional natural light, the residence strikes the perfect balance between grand, flowing entertaining spaces and cozy, intimate nooks tailored for remote work or quiet relaxation. A banquet-sized dining room, an inviting sitting room, a charming breakfast room, and a sun-drenched great room lined with French doors open to panoramic views of the picturesque grounds and pond which can be enjoyed year-round. Upstairs, there are four comfortable bedrooms with fireplaces and the possibility of creating a fifth guest room. The primary suite is located within its own dedicated wing, catching light from three exposures. Complete with a high ceiling, crown molding, and a fireplace. There are numerous built-ins and a spacious seating area with a large Palladian window. The large primary bathroom is complete with a separate soaking tub room with its own fireplace. Located within the nationally recognized Jericho Union Free School District, “Lily Pond Hollow” is a captivating historic estate offering a rare combination of privacy, community, and unmatched New England charm, just moments from major highways and only 25 miles from Manhattan by car or a direct 43-minute train ride. It is not just a house, but a complete lifestyle that must be experienced in person to be fully appreciated.

Getting Around

0
WalkingCar-Dependent
0
TransitVery Limited Transit
16
BikeSomewhat Bikeable

Schools

10/10
10/10
Jericho Middle SchoolGrades 6-81.3 mi
10/10

Construction

Condition

  • Year built: 1860

Materials

  • Construction materials: Shingle Siding

Type & Style

  • Home type: SingleFamily
  • Architectural style: Colonial
  • Property subType: Single Family Residence,Residential

Interior

Appliances

  • Appliances included: Dishwasher,Dryer,Oven,Range,Refrigerator,Washer

Basement

  • Has basement: Yes
  • Basement: Full

Bedrooms & Bathrooms

  • Bedrooms: 4
  • Bathrooms: 4
  • Full bathrooms: 3
  • 1/2 bathrooms: 1

Features

  • Crown Molding,Entrance Foyer,Formal Dining,Marble Counters,Original Details,Primary Bathroom,Storage,Walk-In Closet(s)
  • Flooring: Hardwood,Tile
  • Number of fireplaces: 9
  • Fireplace: Yes
  • Attic: Partial

Heating & Cooling

  • Heating features: Hot Water,Oil,Radiant Floor
  • Cooling features: Central Air

Interior Area

  • Total structure area: 5,240
  • Total interior livable area: 5,240 sqft

Property

Details

  • Parcel number: 2403170090002100
  • Special condition: None

Lot

  • Lot size: 2.10 Acres

Parking

  • Total spaces: 3
  • Parking features: Detached,Driveway,Garage,Off Street
  • Has garage: Yes
  • Attached garage spaces: 3
  • Covered spaces: 3
  • Has uncovered spaces: Yes

Climate Risk is Financial Risk

Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.

Biggest Threats for This Home

  • Hurricane
    HurricaneModerate
  • Ice Storm
    Ice StormModerate
  • Winter Weather
    Winter WeatherModerate
  • Tsunami
    TsunamiInsufficient Data

How This Home’s Risks Compare

Hurricane
Ice Storm
Winter Weather
Tsunami

FEMA Declared Disasters in Nassau County and New York

Flood
Severe Storm
Snowstorm

Understanding the Costs

Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.

Estimated Costs Today

MonthlyAnnual
Mortgage $13,121$157,452
Home Insurance *$882$10,584
Property Taxes $3,719$44,628
Electricity $865$10,391
Total$18,587$223,044
*Does not include cost of any FAIR Plan premiums

Income You'd Need if You Spent...

35% on housing$637,268/yr
40% on housing$557,610/yr
45% on housing$495,653/yr

New York FAIR Plan Programs

New York Property Insurance Underwriting Association

Covered
WildfireWildfire
HailHail
WindWind
Visit Website →
Current Policies
Residential: 20,669Commercial: 1,556
Total Premiums$32.27M
Total Exposure$7.63B

How Costs Could Change Over Time

Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.

Insurance Growth Rate5-year average: 6.4%
6.4%
0%30.0%
Electricity Growth Rate10-year average: 7.1%
7.1%
0%15.0%
Property Taxes Growth Rate2-year average: 1.0%
1.0%
0%15.0%
Income Spent on Housing
30%
30%45%

Comparing Against the Market

Price Per Sq Ft

$495This listing

vs Other Active Listings

Avg $/sqft

ZIP 11545$829
Nassau County$567

vs Homes Sold Last Month

Median $/sqft

ZIP 11545$558
Nassau County$510

Current Market Trends

Median Price Per Square Foot

The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.

Historicals for This Listing

Zestimate History ($/sqft)

Price History

DateEventPrice
2026-06-16Price change$2,595,000
2026-05-15Listed for sale$2,875,000
2012-08-29Sold$1,370,000
2011-09-23Listing removed$1,499,000
2011-09-20Listed for sale$1,499,000
2011-06-11Listing removed$2,895,000
2011-06-09Listed for sale$2,895,000
2011-02-02Listing removed$1,895,000
2011-01-31Listed for sale$1,895,000
2010-11-20Listing removed$1,895,000
2010-10-29Listed for sale$1,895,000

For Sale by Agent

AgentPaul J. Mateyunas
BrokerageDouglas Elliman Real Estate

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