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$4,500,000
Monthly Est:$22,398
6 Beds
- 5 Baths
4 full baths + 1 half bath
6,991sqft
550 Chicken Valley Rd, Oyster Bay, NY 11560
$4,500,000
$22,398/moEst:
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Single Family Residence
Built in 1954
$-- HOA
9.57 acres lot
$644/sq.ft
Description
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.
- Houzeo last checked: 12 hours ago
- Listing updated: October 18, 2026 at 8:39 pm
- Listing Provided by: Katie Cuddeback CBR (516) 238-9919 , Alexis McAndrew CBR | Daniel Gale Sothebys Intl Rlty (516) 759-4800
- Source: OneKey MLS-NY as distributed by MLS GRID | MLS#: 1003784

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1954
HOA Fees
-
Finished Area
6,991 sqft
Lot Size
9.57 acres lot
Basement Area
- sqft
MLS Name
OneKey MLS
MLS Number
1003784
MLS Status
Active
Days on Market
161
Cumulative Days on Market
142

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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 6
Bathrooms: 5
Interior
Appliances
Dishwasher, Dryer, Gas Cooktop, Oven, Refrigerator, Washer
Exterior Features
Garden
Interior Features
First Floor Bedroom, First Floor Full Bath, Built In Features, Chefs Kitchen, Eat In Kitchen, Entrance Foyer, Formal Dining
Flooring
Hardwood
Heating
Natural Gas
Sewer
Cesspool
Cooling
Central Air
Construction
Year Built
Year Built: 1954
Home type
Single Family Residence
Construction Materials
Brick
Architectural Style
Estate
Utilities & Energy
Basement
Full, Unfinished, Walk Out Access
Pool Features
Diving Board, In Ground, Pool Cover
Laundry Features
Laundry Room
Parking Features
Garage
Fireplace Features
Decorative, Living Room, Wood Burning
Water Source
Public
Utilities
Cable Connected, Electricity Connected, Natural Gas Connected
Other Features
Patio And Porch Features
Patio
Price History
| Date | Event | Price |
|---|---|---|
05/29/2026 Source: | Listed for Sale | $4,900,000 +8.89% $701/sqft |
05/29/2026 Source: | Price Decreased | $4,500,000 -8.16% $644/sqft |
05/26/2026 Source: | Coming Soon | $4,900,000 +261233.33% $701/sqft |
12/02/2024 Source: | Sold | $1,875 $0/sqft |
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Based on information from OneKey MLS® through Nov 02, 2026, 02:16PM as submitted to and distributed by MLS GRID. 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. IDX information is provided exclusively for consumers’ personal non-commercial use. It 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. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 OneKey MLS. All rights reserved.
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