35 Chicken Valley Rd

7,200 Sq. Ft.
$750 / Sq. Ft.
7,200
Sq. Ft.
$750
per Sq. Ft.

Description

Welcome to 35 Chicken Valley Road, an extraordinary, gated estate set far off the road and approached by an approximately 825-foot private driveway entrance, culminating in a prestigious circular drive that announces arrival with quiet grandeur. Nestled within the coveted enclave of Old Brookville, this Brick Center Hall Colonial—masterfully built by the renowned Worrell Group—rests on 4.5 acres of impeccably manicured, estate-quality grounds and offers nearly 10,000 square feet of finished living...Welcome to 35 Chicken Valley Road, an extraordinary, gated estate set far off the road and approached by an approximately 825-foot private driveway entrance, culminating in a prestigious circular drive that announces arrival with quiet grandeur. Nestled within the coveted enclave of Old Brookville, this Brick Center Hall Colonial—masterfully built by the renowned Worrell Group—rests on 4.5 acres of impeccably manicured, estate-quality grounds and offers nearly 10,000 square feet of finished living space across all levels. The circular drive leads to a stately entryway accented by a stunning fountain, anchoring the home’s grand approach. Step inside to a breathtaking 22-foot entry foyer with soaring ceilings, intricate moldings, and refined wainscot paneling framing the sweeping staircase. The double-height foyer introduces elegant formal spaces, including a living room with a wood-burning fireplace featuring an ornamental mantel, marble inlay, and classic dental molding. Double columns guide you into the sophisticated sitting room, where French doors open to the terrace, creating effortless indoor–outdoor flow. The formal dining room is designed for grand entertaining, showcasing wainscot paneling, a decorative ceiling medallion, egg-and-dart crown molding, and exquisite millwork throughout. The renovated gourmet eat-in kitchen features top-of-the-line appliances, custom cabinetry, a large center island, and direct access to multiple outdoor dining terraces. Adjacent formal rooms—also with French doors—further connect the interior to the resort-like grounds beyond. The luxurious primary suite is a true sanctuary, offering 22-foot tray ceilings, hardwood floors, serene estate views, a private sitting room with fireplace, a custom dressing room, and a spa-inspired bath with soaking tub and double vanities. Four additional en-suite bedrooms provide exceptional comfort and privacy, ideal for multigenerational living or long-term guests. The expansive lower level elevates entertainment and wellness with a billiards lounge, wet bar, sound-proof private screening room, 3,100-bottle wine cellar, gym, sauna, and full bath. Outdoors, the breathtaking grounds include a heated gunite saltwater pool, regulation tennis court, outdoor kitchen, sweeping lawns, and multiple blue stone terraces—offering both privacy and scale rarely found. Additional features include a three-car garage and a Generac whole-house backup generator. Ideally located in Old Brookville, close to universities, country clubs, golf, marinas, museums, farms, and premier North Shore amenities, and situated within the award-winning North Shore School District.
  1. Listed by Amar Jeet Chhibbar • LAFFEY REAL ESTATE
    P: (516)-328-3233 C: (646)-300-4585 achhibbar@laffeyre.com
  2. Listed by Donnamarie Chaimanis GRI SFR • LAFFEY REAL ESTATE
    P: (516)-625-0944 C: (516)-978-9393 dchaimanis@laffeyre.com

Property Details for 35 Chicken Valley Road

City/Township
Oyster Bay
Architectural Style
Colonial
Garage Spaces
3.00
Waterfront
No
Section Area
Canterbury Road
LISTING UPDATED: 01/27/2026 09:15 AM

Property Details for 35 Chicken Valley Road

StatusActive
MLS #937193
Days on Market81
Taxes$72,000 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeSingle Family
Year Built2005
Lot Size4.53 AC / 197,327 SF
CountyNassau County

Location

Listing Courtesy of LAFFEY REAL ESTATE, Amar Jeet Chhibbar; LAFFEY REAL ESTATE, Donnamarie Chaimanis GRI SFR
Add your commute

Building Information for 35 Chicken Valley Road

Stories-Year Built2005Building Size-Lot Size4.53 AC / 197,327 SF

Payment Calculator

$32,319 per month

30 year fixed, 6.15% Interest

Principal and Interest

$26,319

Property Taxes

$6,000

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 35 Chicken Valley Road

Summary
Location and General Information
  • Village: Old Brookville
  • Hamlet: Glen Head
  • Senior Community YN: No
  • Directions: Northern Blvd (Route 25A) - Cedar Swamp Road (Route 107N) - Turn Right onto Chicken Valley Road, Turn Right onto long driveway - House is on the Left.
  • Tax Block: H
  • Tax Lot: 1037
  • Property Attached: No
  • Structure Type: false
  • Levels: Three Or More
  • Country: US
  • State Or Province: NY
School Information
  • School District: North Shore
  • Elementary School District: North Shore
  • Elementary School: Glen Head Elementary School
  • Middle Or Junior School District: North Shore
  • Middle Or Junior School: North Shore Middle School
  • High School District: North Shore
  • High School: North Shore Senior High School
Rental
Rental
  • Lease Considered: No
Unit Information
Unit Information
  • Building Units Total: 1
Taxes and HOA Information
Taxes and HOA Information
  • Parcel Number: 2415-22-H-00-1037-0
  • Association: No
Interior and Exterior Features
Interior Features
  • Amenities: Basketball Hoop, Colonial, Fenced, Fire Alarm, Fire Sprinkler System, Gas Grill, Hardwood Floors As Seen, In Ground, Other, Outdoor Kitchen, Patio, Pool Cover, Porch, Public, Salt Water, Security Gate, Smoke Detector(s), Tennis Court(s)
  • Interior Features: Other
  • Appliances: Other
  • Number Of Kitchens: 1.0
  • Total Rooms: 14
  • Basement: Finished, Full
  • Attic Description: Full,Unfinished
  • Fireplace: Yes
  • Fireplaces Total: 4
  • Location Amenities: Tennis, Fenced, Fenced Yard, Hardwood Floors As Seen, Privacy, Patio, Porch, In Ground Pool
  • Security Features: Fire Alarm,Fire Sprinkler System,Security Gate,Smoke Detector(s)
  • Flooring: Hardwood
  • Living Area: 7,200.00
  • Foundation Details: Concrete Perimeter
  • Basement: Yes
Exterior Features
  • Exterior Features: Basketball Hoop, Gas Grill, Tennis Court(s)
  • Exterior Property Features: Basketball Hoop, Gas Grill, Tennis Court(s), Fenced, In Ground, Pool Cover, Salt Water, Patio, Porch, Driveway, Garage, Garage Door Opener, Back Yard, Cul-De-Sac, Landscaped, Near Golf Course, Near Public Transit, Near School, Private, Sprinklers In Front, Sprinklers In Rear
  • Elevation Certificate: No
  • Fencing: Fenced
  • Patio And Porch Features: Patio,Porch
  • Construction Materials: Brick
  • Other Structures: Outdoor Kitchen
  • Horse: No
  • Pool Private: Yes
  • Pool Features: Fenced,In Ground,Pool Cover,Salt Water
  • Pool Details: Fenced,In Ground,Pool Cover,Salt Water
Lot Information
  • Lot Features: Back Yard, Cul-De-Sac, Landscaped, Near Golf Course, Near Public Transit, Near School, Private, Sprinklers In Front, Sprinklers In Rear
  • Site Features: Back Yard, Cul-De-Sac, Landscaped, Near Golf Course, Near Public Transit, Near School, Private, Sprinklers In Front, Sprinklers In Rear
  • Building Area Units: Square Feet
Parking
  • Parking Features: Driveway, Garage, Garage Door Opener
  • Parking Total: 25.00
  • Garage: Yes
  • Carport: No
Utilities
  • Cooling: Central Air
  • Heating: Hot Water, Oil, Other
  • Heat Fuel Type: Hot Water, Oil, Other
  • Number Of Heating Zones: 5
  • Sewer: Cesspool
  • Water Source: Public
  • Utilities: Propane
Green Features
  • Green Features: Other, Hot Water, Oil, Basketball Hoop, Gas Grill, Tennis Court(s), Fenced, In Ground, Pool Cover, Salt Water
Agent
Payment and Rate
  • Down Payment Resource: No

Property History for 35 Chicken Valley Road

DateEvent & SourcePriceAppreciation
Jan 20, 2026

Price Change

ONEKEY #937193

$5,399,999—
Nov 21, 2025

Listed (Active)

ONEKEY #937193

$5,699,999—
Sep 1, 2020

Expired

ONEKEY #3200342

—
Sep 1, 2020

Expired

ONEKEY #3200342

$4,999,999—
May 1, 2020

Listed (Active)

ONEKEY #3200342

—
Apr 16, 2020

Temporarily Off Market

ONEKEY #3200342

—
Apr 6, 2020

Withdrawn

ONEKEY #3200342

—
Feb 15, 2020

Listed (Active)

ONEKEY #3200342

$4,999,999—
Feb 15, 2020

Listed (Active)

ONEKEY #3200342

$4,999,999—
Dec 31, 2019

Expired

ONEKEY #3115034

$5,395,000—
Dec 31, 2019

Expired

ONEKEY #3115034

—
Apr 1, 2019

Listed (Active)

ONEKEY #3115034

$5,395,000—
Apr 1, 2019

Listed (Active)

ONEKEY #3115034

$5,395,000—
Jan 31, 2019

Expired

ONEKEY #3042033

$4,999,000—
Nov 5, 2018

Withdrawn

ONEKEY #3042033

—
Sep 30, 2018

Expired

ONEKEY #2929930

$5,499,999—
Jun 22, 2018

Listed (Active)

ONEKEY #3042033

$5,399,000—
Jun 22, 2018

Listed (Active)

ONEKEY #3042033

$5,399,000—
Mar 5, 2018

Withdrawn

ONEKEY #2929930

—
Apr 17, 2017

Listed (Active)

ONEKEY #2929930

$5,899,999—
Apr 17, 2017

Listed (Active)

ONEKEY #2929930

$5,899,999—
Dec 31, 2016

Expired

ONEKEY #2874848

—
Dec 31, 2016

Expired

ONEKEY #2874848

$5,699,999—
Oct 14, 2016

Price Change

ONEKEY #2874848

$5,699,999—
Aug 8, 2016

Listed (Active)

ONEKEY #2874848

$5,899,999—
Aug 8, 2016

Listed (Active)

ONEKEY #2874848

$5,899,999—
Mar 1, 2016

Expired

ONEKEY #2731284

$5,600,000—
Jan 12, 2015

Listed (Active)

ONEKEY #2731284

$6,100,000—
Oct 28, 2005

Sold (Public Record)

Public Record #242554184

$3,600,000—
DateEvent & SourcePrice
01/20/2026

Price Change

ONEKEY #937193

$5,399,999
11/21/2025

Listed (Active)

ONEKEY #937193

$5,699,999
09/01/2020

Expired

ONEKEY #3200342

—
09/01/2020

Expired

ONEKEY #3200342

$4,999,999
05/01/2020

Listed (Active)

ONEKEY #3200342

—
04/16/2020

Temporarily Off Market

ONEKEY #3200342

—
04/06/2020

Withdrawn

ONEKEY #3200342

—
02/15/2020

Listed (Active)

ONEKEY #3200342

$4,999,999
02/15/2020

Listed (Active)

ONEKEY #3200342

$4,999,999
12/31/2019

Expired

ONEKEY #3115034

$5,395,000
12/31/2019

Expired

ONEKEY #3115034

—
04/01/2019

Listed (Active)

ONEKEY #3115034

$5,395,000
04/01/2019

Listed (Active)

ONEKEY #3115034

$5,395,000
01/31/2019

Expired

ONEKEY #3042033

$4,999,000
11/05/2018

Withdrawn

ONEKEY #3042033

—
09/30/2018

Expired

ONEKEY #2929930

$5,499,999
06/22/2018

Listed (Active)

ONEKEY #3042033

$5,399,000
06/22/2018

Listed (Active)

ONEKEY #3042033

$5,399,000
03/05/2018

Withdrawn

ONEKEY #2929930

—
04/17/2017

Listed (Active)

ONEKEY #2929930

$5,899,999
04/17/2017

Listed (Active)

ONEKEY #2929930

$5,899,999
12/31/2016

Expired

ONEKEY #2874848

—
12/31/2016

Expired

ONEKEY #2874848

$5,699,999
10/14/2016

Price Change

ONEKEY #2874848

$5,699,999
08/08/2016

Listed (Active)

ONEKEY #2874848

$5,899,999
08/08/2016

Listed (Active)

ONEKEY #2874848

$5,899,999
03/01/2016

Expired

ONEKEY #2731284

$5,600,000
01/12/2015

Listed (Active)

ONEKEY #2731284

$6,100,000
10/28/2005

Sold (Public Record)

Public Record #242554184

$3,600,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 35 Chicken Valley Road

Taxable ValueLand$1,017Additions$2,287Total$3,304
Tax Record2025$64,754 ($5,396 / month)
Home Facts
Baths6.5Total Finished SqFt6,438 SqFtAbove Grade Finished SqFt6,438 SqFtUnfinished Basement SqFt292 SqFtStories2Lot Size197,327 SqFtStyleSingle Family ResidenceYear Built2005CountyNASSAUAPN22-00H-00-1037Fireplace TypeHas Fireplace

Schools near 35 Chicken Valley Road

This home is within North Shore Central School District.
Rating
School
Type
Grades
Distance
Public - K to 8
Public - K to 12
Public - K to 5
Public - K to 5
Rating
School
Distance
North Shore Middle School
PublicK to 8

North Shore Senior High School
PublicK to 12

Glen Head Elementary School
PublicK to 5

Glenwood Landing Elementary School
PublicK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Similar Sold Homes

35 Chicken Valley Road is a single family home for sale in Glen Head, NY 11545. This property was listed for sale on November 21, 2025 by LAFFEY REAL ESTATE, it's currently listed at $5,399,999. It has been on the market for a total of 81 days and was last sold on October 28, 2005. This listing's school district is North Shore Central School District. Nearby schools include North Shore Middle School, North Shore Senior High School and Glen Head Elementary School. 35 Chicken Valley Road is a 6-bed, 8-bath, 7,200 sqft single family home built in 2005.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of LAFFEY REAL ESTATE, Amar Jeet Chhibbar; LAFFEY REAL ESTATE, Donnamarie Chaimanis GRI SFR

Based on information submitted to the MLS GRID as of 01/27/2026 09:15 AM. 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. Properties displayed may be listed or sold by various participants in the MLS. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. Use of the MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS of the Member Participant, if any, and as amended from time to time.