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Single family home for sale at 550 Chicken Valley Rd, Oyster Bay, NY 11560 | MLS# 1003784 | Listing updated on 2026-10-18
Photo 1 of Single family home for sale at 550 Chicken Valley Rd, Oyster Bay, NY 11560 | MLS# 1003784 | Listing updated on 2026-10-18
Photo 2 of Single family home for sale at 550 Chicken Valley Rd, Oyster Bay, NY 11560 | MLS# 1003784 | Listing updated on 2026-10-18
Photo 3 of Single family home for sale at 550 Chicken Valley Rd, Oyster Bay, NY 11560 | MLS# 1003784 | Listing updated on 2026-10-18
Photo 4 of Single family home for sale at 550 Chicken Valley Rd, Oyster Bay, NY 11560 | MLS# 1003784 | Listing updated on 2026-10-18
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$4,500,000

Monthly Est:$22,398

  • Beds Icon6 Beds
  • Beds Icon
    5 Baths
  • Beds Icon6,991sqft

550 Chicken Valley Rd, Oyster Bay, NY 11560

$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 OneKey MLS-NY as distributed by MLS GRID

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Nassau County

  • City

    Oyster Bay

  • 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

DateEventPrice

05/29/2026

Source: mls_logoOneKey MLS-NY #KEY1003784

Listed for Sale

$4,900,000 +8.89%

$701/sqft

05/29/2026

Source: mls_logoOneKey MLS-NY as distributed by MLS GRID #KEY1003784

Price Decreased

$4,500,000 -8.16%

$644/sqft

05/26/2026

Source: mls_logoOneKey MLS-NY #KEY1003784

Coming Soon

$4,900,000 +261233.33%

$701/sqft

12/02/2024

Source: mls_logoOneKey MLS-NY as distributed by MLS GRID #KEYL3208210

Sold

$1,875

$0/sqft

Nearby Homes

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.

Advertising Broker: Derek Greene | The Greene Realty Group

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