6 beds7,532 sqft$697/sqft
33 Chicken Valley Rd, Glen Head, NY 11545
Est: $38,901/moGet pre-approved

Description

Beyond a long, tree-lined driveway, an exceptional brick Center Hall Colonial awaits on four private acres in prestigious Old Brookville. Defined by timeless architecture, grand proportions, and resort-caliber amenities, this extraordinary estate embodies the elegance, privacy, and refined lifestyle synonymous with Long Island’s Gold Coast. A dramatic two-story foyer with a sweeping staircase welcomes you into beautifully appointed interiors designed for both grand-scale entertaining and comfortable...Beyond a long, tree-lined driveway, an exceptional brick Center Hall Colonial awaits on four private acres in prestigious Old Brookville. Defined by timeless architecture, grand proportions, and resort-caliber amenities, this extraordinary estate embodies the elegance, privacy, and refined lifestyle synonymous with Long Island’s Gold Coast. A dramatic two-story foyer with a sweeping staircase welcomes you into beautifully appointed interiors designed for both grand-scale entertaining and comfortable everyday living. The thoughtfully designed floor plan offers expansive formal and informal living spaces, including a gracious living room that flows seamlessly into the inviting den. At the heart of the home is an exceptional chef’s kitchen, thoughtfully designed with premium appliances, custom cabinetry, expansive workspace, and a generous center island. The kitchen opens effortlessly to the outdoor entertaining spaces, creating a seamless connection between indoor and outdoor living. Step outside to your own private resort, where multiple stone patios, a fully equipped outdoor kitchen, sparkling in-ground pool, and beautifully appointed pool house provide the ultimate setting for entertaining or quiet relaxation, all surrounded by meticulously landscaped grounds and unmatched privacy. The luxurious primary suite serves as a private retreat, complete with a large dressing room and a spa-inspired bath featuring a soaking tub, oversized shower, and refined finishes. Five additional spacious bedrooms, along with seven full bathrooms and three half bathrooms, provide exceptional accommodations. The finished lower level is designed for both recreation and relaxation, offering a custom wine cellar, state-of-the-art home theater, fitness center, expansive recreation room, and abundant storage. Perfectly blending timeless design with modern luxury, this remarkable estate offers an unparalleled lifestyle in one of Old Brookville’s most sought-after locations, where privacy, sophistication, and exceptional entertaining come together in a truly extraordinary setting.
LISTING UPDATED: 08/07/2026 05:01 AM

  1. Listed by Lois Kirschenbaum • Daniel Gale Sothebys Intl Rlty
    P: (516) 626-7600 C: (516) 526-7425 loiskirschenbaum@danielgale.com
  2. Listed by Tara M. Fox CBR • Daniel Gale Sothebys Intl Rlty
    P: (516) 626-7600 C: (516) 641-2652 tarafox@danielgale.com

Property Details for 33 Chicken Valley Road

Status
MLS #
1031994
Days on Market
21
Taxes
$146,585 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Single Family
Year Built
2005
Lot Size
4.02 AC / 175,111 SF
City/Township
Oyster Bay
Architectural Style
Colonial
Garage Spaces
3
Waterfront
No

Location

Listing Courtesy of Daniel Gale Sothebys Intl Rlty, Lois Kirschenbaum; Daniel Gale Sothebys Intl Rlty, Tara M. Fox CBR
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Building Information for 33 Chicken Valley Road

Stories-Year Built2005Building Size-Lot Size4.02 AC / 175,111 SF

Payment Calculator

$38,901 per month

30 year fixed, 6.55% Interest

Principal and Interest

$26,685

Property Taxes

$12,215

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 33 Chicken Valley Road

Summary
Location and General Information
  • Village: Old Brookville
  • Senior Community YN: No
  • Property Attached: No
  • Structure Type: Detached
  • Levels: Three Or More
  • Property Condition: Actual
  • 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
Room Information
Room 1 Information
  • Room Level: First
  • RoomDescription 1: Foyer, LR, DR, Den, Chef's Kitchen, Breakfast Area, Bedroom, Full Bath, Pwdr Room,
Room 2 Information
  • Room Level: Second
  • Room Description: Primary Ensuite w/Dressing Rm & Spa Bath, 4 additional Bedrooms, 4 full bathrooms, Laundry Room
Room 3 Information
  • Room Level: Lower
  • Room Description: Wine cellar, Fitness Center, Storage, Recreational Room, Mechanics
Taxes and HOA Information
Taxes and HOA Information
  • Parcel Number: 2415-22-H-00-1038-0
  • Tax Assessed Value: $6,150.00
  • Additional Fees: No
  • Tax Source: Municipality
  • Tax Year: 2026
  • Association: No
Interior and Exterior Features
Interior Features
  • Amenities: 1st Floor Bedrm, Built-in Features, Cathedral/Vaulted/High Ceiling, Chefs Kitchen, Colonial, Double Vanity, Eat in Kitchen, Entrance Foyer, First Floor Full Bath, Formal Dining, Garden, Gas, Gas Grill, Hardwood Floors As Seen, High Ceilings, In Ground, Kitchen Island, Laundry Room, Lighting, Mailbox, Natural Woodwork, Pantry, Patio, Porch, Primary Bathroom, Public, Storage, Tile, Walk In Closet, Washer/Dryer Hookup, Wood Burning
  • Interior Features: First Floor Bedroom, First Floor Full Bath, Built-in Features, Cathedral Ceiling(s), Chefs Kitchen, Double Vanity, Eat-in Kitchen, Entrance Foyer, Formal Dining, High Ceilings, Kitchen Island, Natural Woodwork, Pantry, Primary Bathroom, Storage, Walk-In Closet(s), Washer/Dryer Hookup
  • Appliances: Dishwasher, Dryer, Freezer, Gas Oven, Gas Range, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer, Wine Refrigerator
  • Number Of Kitchens: 1
  • Total Rooms: 16
  • Basement: Finished, Full, Storage Space
  • Attic Description: Partial
  • Fireplace: Yes
  • Fireplaces Total: 4
  • Fireplace Features: Gas, Wood Burning
  • Location Amenities: Stainless Steel Appliances, Hardwood Floors As Seen, 1st Fl Master Bedroom, Cathedral/Vaulted/High Ceiling, Chef's Kitchen, Dual Sinks, Eat in Kitchen, Entry Foyer, Foyer, Formal Dining Room, High Ceilings, Island Kitchen, Pantry, Storage, Walk In Closet, WD Hookup, Garden, Patio, Porch, In Ground Pool
  • Laundry Features: Laundry Room
  • Flooring: Hardwood, Tile
  • Living Area: 7532
  • Basement: Yes
Exterior Features
  • Exterior Features: Garden, Gas Grill, Lighting, Mailbox
  • Exterior Property Features: Garden, Gas Grill, Lighting, Mailbox, In Ground, Patio, Porch, Driveway, Garage, Back Yard, Cul-De-Sac, Front Yard, Landscaped, Near Golf Course, Near Public Transit, Near School, Near Shops
  • Elevation Certificate: No
  • Patio And Porch Features: Patio, Porch
  • Construction Materials: Brick
  • Pool Private: Yes
  • Pool Features: In Ground
  • Pool Details: In Ground
Lot Information
  • Lot Features: Back Yard, Cul-De-Sac, Front Yard, Garden, Landscaped, Near Golf Course, Near Public Transit, Near School, Near Shops
  • Site Features: Back Yard, Cul-De-Sac, Front Yard, Garden, Landscaped, Near Golf Course, Near Public Transit, Near School, Near Shops
  • Building Area Units: Square Feet
Parking
  • Parking Features: Driveway, Garage
  • Parking Total: 3.00
  • Garage: Yes
  • Carport: No
Utilities
  • Cooling: Central Air, Zoned
  • Heating: Forced Air
  • Heat Fuel Type: Forced Air
  • Sewer: Cesspool
  • Water Source: Public
  • Utilities: Cable Available, Electricity Connected, Natural Gas Connected, Trash Collection Private, Water Connected
Green Features
  • Green Features: Dishwasher, Dryer, Freezer, Gas Oven, Gas Range, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer, Wine Refrigerator, Forced Air, Garden, Gas Grill, Lighting, Mailbox, In Ground
Agent
Payment and Rate
  • Down Payment Resource: No

Property History for 33 Chicken Valley Road

DateEvent & SourcePriceAppreciation
Aug 6, 2026

Listed (Active)

ONEKEY #1031994

$5,250,000
Aug 10, 2016

Sold (Public Record)

Public Record #578405670

$5,600,000
Aug 10, 2016

Sold (Public Record)

Public Record #578405670

$5,600,000
DateEvent & SourcePrice
08/06/2026

Listed (Active)

ONEKEY #1031994

$5,250,000
08/10/2016

Sold (Public Record)

Public Record #578405670

$5,600,000
08/10/2016

Sold (Public Record)

Public Record #578405670

$5,600,000

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

Public Records for 33 Chicken Valley Road

Taxable ValueLand$1,229Additions$4,921Total$6,150
Tax Record2025$117,141 ($9,762 / month)
Home Facts
Baths8.5Total Finished SqFt7,532 SqFtAbove Grade Finished SqFt7,532 SqFtStories2Lot Size175,111 SqFtStyleSingle Family ResidenceYear Built2005Year Renovated2005CountyNASSAUAPN282415 22.-H-1038

Schools near 33 Chicken Valley Road

This home is within North Shore Central School District.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Public - PK to 5
Rating
School
Distance
Glen Head Elementary School
PublicPK to 5

North Shore Middle School
Public6 to 8

North Shore Senior High School
Public9 to 12

Glenwood Landing Elementary School
PublicPK 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

33 Chicken Valley Road is a single family home for sale in Glen Head, NY 11545. This property was listed for sale on August 6, 2026 by Daniel Gale Sothebys Intl Rlty, it's currently listed at $5,250,000. It has been on the market for a total of 21 days and was last sold on August 10, 2016. This listing's school district is North Shore Central School District. Nearby schools include Glen Head Elementary School, North Shore Middle School and North Shore Senior High School. 33 Chicken Valley Road is a 6-bed, 10-bath, 7,532 sqft single family home built in 2005.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim 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 seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Daniel Gale Sothebys Intl Rlty, Lois Kirschenbaum; Daniel Gale Sothebys Intl Rlty, Tara M. Fox CBR

Based on information submitted to the MLS GRID as of 08/07/2026 05:01 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.