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550 Chicken Valley Road, Locust Valley, NY, 11560

6beds
5baths
6,991sqft
$4,900,000
$701price/sqft
$35,111/moest. monthly cost
$1,404,440/yrincome needed

About This Home

MAJOR PRICE ADJUSTMENT: Enter the wrought iron gates, crowned with classic gas lanterns that cast a warm, welcoming glow and along a private drive, Rolling Meadows reveals itself with the quiet authority of architecture built without haste -a classic brick Georgian residence with stately columns and a slate roof, set amid nine-plus acres of gracious formal gardens and mature specimen trees. Inside, wide plank oak floors create genuine character. A sweeping staircase rises from the entry foyer; the living room and imported Filipino mahogany-paneled library each offer wood-burning marble fireplaces; the formal dining room features a distinct china showcase; and the chef’s kitchen — with its substantial center island and adjoining breakfast room — is designed for both daily living and entertaining. The principal suite is positioned on the main floor, offering exceptional privacy, generous dressing, and a unique ensuite bath. A first-floor guest suite, three additional second floor bedrooms, a substantial bonus room and a three-car attached garage complete the residence. The grounds are as fully realized as the interiors. An Innocenti and Webel pool and dedicated pool house provide an effortless setting for outdoor entertaining. The equestrian facility comprises a seven-stall barn, multiple paddocks and on-site staff quarters. The serious equestrian infrastructure is complemented by a three-car attached garage. There are two additional outdoor garages on the estate. Rolling Meadows is that increasingly rare proposition: a fully equipped country estate where architectural pedigree, equestrian infrastructure, and the warmth of a well-appointed home meet without compromise. A property of this character is best understood in person.

Getting Around

1
WalkingCar-Dependent
0
TransitVery Limited Transit
21
BikeSomewhat Bikeable

Schools

--
Ann Macarthur PrimaryGrades PK-21.9 mi
7/10
9/10
Locust Valley High SchoolGrades 9-122.3 mi

Construction

Condition

  • Year built: 1954

Materials

  • Construction materials: Brick

Notable Dates

  • Major remodel year: 1954

Type & Style

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

Interior

Appliances

  • Appliances included: Dishwasher,Dryer,Gas Cooktop,Oven,Refrigerator,Washer
  • Laundry features: Laundry Room

Basement

  • Has basement: Yes
  • Basement: Full,Unfinished,Walk-Out Access

Bedrooms & Bathrooms

  • Bedrooms: 6
  • Bathrooms: 5
  • Full bathrooms: 4
  • 1/2 bathrooms: 1

Features

  • First Floor Bedroom,First Floor Full Bath,Built-in Features,Chefs Kitchen,Eat-in Kitchen,Entrance Foyer,Formal Dining
  • Flooring: Hardwood
  • Number of fireplaces: 2
  • Fireplace features: Decorative,Living Room,Wood Burning
  • Fireplace: Yes
  • Attic: None

Heating & Cooling

  • Heating features: Natural Gas
  • Cooling features: Central Air

Interior Area

  • Total structure area: 6,991
  • Total interior livable area: 6,991 sqft

Property

Details

  • Parcel number: 242123B0000480
  • Special condition: None

Features

  • Levels: Two
  • Private pool: Yes
  • Pool features: Diving Board,In Ground,Pool Cover
  • Patio & porch: Patio
  • Exterior features: Garden
  • Fencing: Fenced,Full,Perimeter
  • Horses can be raised: Yes

Lot

  • Lot size: 9.57 Acres

Parking

  • Total spaces: 8
  • Parking features: Garage
  • Has garage: Yes
  • Attached garage spaces: 8
  • Covered spaces: 8

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

  • Coastal Flooding
    Coastal FloodingRelatively High
  • Ice Storm
    Ice StormRelatively High
  • Hurricane
    HurricaneModerate
  • Inland Flooding
    Inland FloodingModerate
  • Winter Weather
    Winter WeatherModerate
  • Tsunami
    TsunamiInsufficient Data

How This Home’s Risks Compare

Coastal Flooding
Ice Storm
Hurricane
Inland Flooding
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 $24,777$297,324
Home Insurance *$2,156$25,872
Property Taxes $7,023$84,276
Electricity $1,155$13,863
Total$35,111$421,332
*Does not include cost of any FAIR Plan premiums

Income You'd Need if You Spent...

35% on housing$1,203,805/yr
40% on housing$1,053,330/yr
45% on housing$936,293/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

$701This listing

vs Other Active Listings

Avg $/sqft

ZIP 11560$601
Nassau County$567

vs Homes Sold Last Month

Median $/sqft

ZIP 11560$466
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
2026-08-07Price change$4,500,000
2026-05-29Listed for sale$4,900,000

For Sale by Agent

AgentKatie Cuddeback CBR
BrokerageDaniel Gale Sothebys Intl Rlty

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