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.
For sale
Price cut: $300K (1/20)
$5,399,999
35 Chicken Valley Road, Old Brookville, NY 11545
6beds
7,200sqft
Single Family Residence, Residential
Built in 2005
4.53 Acres Lot
$-- Zestimate®
$750/sqft
$-- HOA
What's special
Outdoor kitchenHeated gunite saltwater poolGated estateDouble columnsSweeping staircaseRegulation tennis courtPrestigious circular drive
- 115 days |
- 3,033 |
- 69 |
Zillow last checked: 7 hours ago
Listing updated: January 27, 2026 at 06:15am
Listing by:
LAFFEY REAL ESTATE 516-328-3233,
Amar Jeet Chhibbar 646-300-4585,
Donnamarie Chaimanis GRI SFR 516-978-9393,
LAFFEY REAL ESTATE
Source: OneKey® MLS as distributed by MLS GRID,MLS#: 937193
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 8
- Full bathrooms: 7
- 1/2 bathrooms: 1
Heating
- Hot Water, Oil, Other
Cooling
- Central Air
Appliances
- Included: Other
Features
- Other
- Flooring: Hardwood
- Basement: Finished,Full
- Attic: Full,Unfinished
- Number of fireplaces: 4
Interior area
- Total structure area: 10,000
- Total interior livable area: 7,200 sqft
Video & virtual tour
Property
Parking
- Total spaces: 25
- Parking features: Driveway, Garage, Garage Door Opener
- Garage spaces: 3
- Has uncovered spaces: Yes
Features
- Levels: Three Or More
- Patio & porch: Patio, Porch
- Exterior features: Basketball Hoop, Gas Grill, Tennis Court(s)
- Has private pool: Yes
- Pool features: Fenced, In Ground, Pool Cover, Salt Water
- Fencing: Fenced
Lot
- Size: 4.53 Acres
- Features: Back Yard, Cul-De-Sac, Landscaped, Near Golf Course, Near Public Transit, Near School, Private, Sprinklers In Front, Sprinklers In Rear
Details
- Additional structures: Outdoor Kitchen
- Parcel number: 241522H0010370
- Special conditions: None
- Other equipment: Fuel Tank(s), Generator, Pool Equip/Cover
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence, Residential
Materials
- Brick
- Foundation: Concrete Perimeter
Condition
- Year built: 2005
Utilities & green energy
- Sewer: Cesspool
- Water: Public
- Utilities for property: Propane
Community & HOA
Community
- Security: Fire Alarm, Fire Sprinkler System, Security Gate, Smoke Detector(s)
HOA
- Has HOA: No
Location
- Region: Old Brookville
Financial & listing details
- Price per square foot: $750/sqft
- Tax assessed value: $3,304,000
- Annual tax amount: $72,000
- Date on market: 11/21/2025
- Cumulative days on market: 116 days
- Listing agreement: Exclusive Right To Sell
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 1/20/2026 | Price change | $5,399,999-5.3%$750/sqft |
Source: | ||
| 11/21/2025 | Listed for sale | $5,699,999+14%$792/sqft |
Source: | ||
| 9/2/2020 | Listing removed | $4,999,999$694/sqft |
Source: BERKSHIRE HATHAWAY #3200342 Report a problem | ||
| 2/16/2020 | Listed for sale | $4,999,999-7.3%$694/sqft |
Source: BERKSHIRE HATHAWAY #3200342 Report a problem | ||
| 1/1/2020 | Listing removed | $5,395,000$749/sqft |
Source: Douglas Elliman Real Estate #3115034 Report a problem | ||
| 4/2/2019 | Listed for sale | $5,395,000+7.9%$749/sqft |
Source: Douglas Elliman Real Estate #3115034 Report a problem | ||
| 11/5/2018 | Listing removed | $4,999,000$694/sqft |
Source: Keller Williams Realty Gold Coast #3042033 Report a problem | ||
| 7/31/2018 | Price change | $4,999,000-7.4%$694/sqft |
Source: Keller Williams Realty Gold Coast #3042033 Report a problem | ||
| 6/5/2018 | Listed for sale | $5,399,000-1.8%$750/sqft |
Source: Keller Williams Realty Gold Coast #1317561* Report a problem | ||
| 3/5/2018 | Listing removed | $5,499,999$764/sqft |
Source: Great Neck/Manhasset #2929930 Report a problem | ||
| 9/13/2017 | Price change | $5,499,999-1.8%$764/sqft |
Source: Great Neck/Manhasset #2929930 Report a problem | ||
| 8/31/2017 | Price change | $5,599,999-1.8%$778/sqft |
Source: Great Neck/Manhasset #2929930 Report a problem | ||
| 8/14/2017 | Price change | $5,699,999-3.4%$792/sqft |
Source: Great Neck/Manhasset #2929930 Report a problem | ||
| 4/4/2017 | Price change | $5,899,999+3.5%$819/sqft |
Source: Keller Williams - Great Neck/Manhasset #2929930 Report a problem | ||
| 10/14/2016 | Price change | $5,699,999-3.4%$792/sqft |
Source: Keller Williams - Great Neck/Manhasset #2929930 Report a problem | ||
| 5/10/2016 | Listed for sale | $5,899,999$819/sqft |
Source: Keller Williams - Great Neck/Manhasset #2929930 Report a problem | ||
| 4/1/2016 | Listing removed | $5,899,999$819/sqft |
Source: Keller Williams - Great Neck/Manhasset #2836255 Report a problem | ||
| 3/17/2016 | Price change | $5,899,999+5.4%$819/sqft |
Source: Keller Williams - Great Neck/Manhasset #2836255 Report a problem | ||
| 9/2/2015 | Price change | $5,600,000-8.2%$778/sqft |
Source: Laffey Fine Homes #2731284 Report a problem | ||
| 1/13/2015 | Listed for sale | $6,100,000+69.4%$847/sqft |
Source: LAFFEY FINE HOMES #2731284 Report a problem | ||
| 11/7/2005 | Sold | $3,600,000+118.2%$500/sqft |
Source: Public Record Report a problem | ||
| 8/27/2003 | Sold | $1,650,000$229/sqft |
Source: Public Record Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | -- | $3,304 +5.2% |
| 2023 | -- | $3,142 -4.9% |
| 2022 | -- | $3,304 |
| 2021 | $47,815 -6.3% | -- |
| 2020 | $51,056 +8.6% | $4,823 |
| 2019 | $47,028 | $4,823 |
| 2018 | $47,028 +5.8% | $4,823 |
| 2017 | $44,440 +10.3% | $4,823 |
| 2016 | $40,290 +457.6% | $4,823 |
| 2015 | $7,226 -15.1% | $4,823 -20.6% |
| 2013 | $8,514 +6.8% | $6,071 |
| 2012 | $7,975 -78.4% | $6,071 -15.1% |
| 2011 | $36,889 +7.9% | $7,153 -1% |
| 2010 | $34,196 | $7,225 -6.4% |
| 2009 | -- | $7,723 +6% |
| 2008 | -- | $7,286 +6% |
| 2006 | -- | $6,874 -38.6% |
| 2005 | -- | $11,202 -43% |
| 2004 | -- | $19,638 |
| 2003 | -- | $19,638 -68.9% |
| 2002 | -- | $63,230 |
| 2001 | -- | $63,230 |
Find assessor info on the county website
BuyAbility℠ payment
Estimated monthly payment
All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Neighborhood: Old Brookville
Nearby schools
GreatSchools rating
- 8/10Glen Head Elementary SchoolGrades: K-5Distance: 1.2 mi
- 8/10North Shore Middle SchoolGrades: K-8Distance: 1.8 mi
- 10/10North Shore Senior High SchoolGrades: K-5,9-12Distance: 1.7 mi
Schools provided by the listing agent
- Elementary: Glen Head Elementary School
- Middle: North Shore Middle School
- High: North Shore Senior High School
Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Local experts in 11545
- New York
- Nassau County
- Glen Head
- 11545
- Old Brookville
- 35 Chicken Valley Road






