Upper Brookville, NY Homes

/2
$6,300,000

New Construction
- 7 Beds
- 7.5 Baths
- 7,500 Sq Ft
1629 Cedar Swamp Rd, Glen Head, NY 11545

Beautiful Flat 2 Acre Home in Jericho SD in Upper Brookville. Cabana with Gunite Pool, Elevator, Top Appliances, High Ceilings, Great Room w/ Linear Fire Place, Chefs Kitchen+Spice Kitchen, Top Appliances. Hide-A-Hose Central Vacuum. 5 Central Air Zones. Huge Backyard, Professionally designed landscaping. 10 ft first Floor, 10 ft basement, 12” 2nd floor in bedrooms. 4 Panel Slider in Basement!!

Najla Erfan Property Professionals Realty

1629 Cedar Swamp Rd, Glen Head, NY 11545
$2,950,000

Sold Jan 23, 2026

1173 Pine Valley Rd, Oyster Bay, NY 11771
- 4 Beds
- 6 Baths
- 4,600 Sq Ft
- Built 1956
Last Sold Summary
- 9% Below List Price
- $641/SF
- 16 Days On Market
Current Estimated Value $3,011,431

Last Listing Agent Kimberly Bancroft Daniel Gale Sothebys Intl Rlty

1173 Pine Valley Rd, Oyster Bay, NY 11771

Est $5,555,608

Not Listed For Sale

939 Ripley Ln, Oyster Bay, NY 11771
- 6 Beds
- 5.5 Baths
- 6,253 Sq Ft
- Built 1920
939 Ripley Ln, Oyster Bay, NY 11771

Last Sold Summary
- 1 Day On Market
Last Listing Agent Kathryn Maxwell Pournaras Daniel Gale Sothebys Intl Rlty

/44
$2,500,000
- 7 Beds
- 4.5 Baths
- 4,075 Sq Ft
1117 Cedar Ridge Rd, Oyster Bay, NY 11771

Short Sale - cash offers only- it is only unable to be financed. Offer subject to third-party approvals

eva boccio Clear Coast Realty LLC

1117 Cedar Ridge Rd, Oyster Bay, NY 11771
$1,675,000

Sold Dec 15, 2025

1233 The Knolls, Oyster Bay, NY 11771
- 6 Beds
- 4.5 Baths
- 4,000 Sq Ft
- Built 1955
Last Sold Summary
- 7% Below List Price
- $419/SF
- 25 Days On Market
Last Listing Agent Allison O Rourke Douglas Elliman Real Estate

1233 The Knolls, Oyster Bay, NY 11771

Est $2,150,773

Not Listed For Sale

987 Wolver Hollow Rd, Oyster Bay, NY 11771
- 6 Beds
- 5.5 Baths
- 4,300 Sq Ft
- Built 1962
987 Wolver Hollow Rd, Oyster Bay, NY 11771

Last Sold Summary
- 9 Days On Market
Last Listing Agent Maria Babaev Douglas Elliman Real Estate

/40
$2,199,000

New Construction
- 3 Beds
- 2.5 Baths
- 3,000 Sq Ft
89 Mill River Rd, Oyster Bay, NY 11771

Upper Brookville. Brand New Construction on 5 Serene Acres. Move Right In to this Warm & Comfortable Sun Drenched Home! State of the Art Chef's Kitchen w Top of the Line Wolf & Sub Zero Stainless Steel Appliances Throughout. Oak Wood Floors Throughout Entire 2nd Floor. Primary Suite with Brand New Bathroom w His & Her Sinks, Oversized Shower, Luxurious Free Standing Tub & Private Water Closet. 2

Michael J. Berman Automatic Real Estate Assoc

89 Mill River Rd, Oyster Bay, NY 11771

Est $1,607,050

Not Listed For Sale

1029 Friendly Rd, Oyster Bay, NY 11771
- Built 1956
1029 Friendly Rd, Oyster Bay, NY 11771

Last Sold Summary
- 143 Days On Market
Last Listing Agent Michele Gottlieb Signature Premier Properties

/13
$7,950,000
- 8 Beds
- 8.5 Baths
- 7,100 Sq Ft
25 Winding Ln, Glen Head, NY 11545

A Brilliant Architectural Harmony Defines This 7,100+ Square-Foot New-Construction Masterpiece, Where The Heritage Of A French Country Manor Meets The Sharp, Bespoke Elegance Of Modern Luxury. Approached Via A Sweeping Formal Motor Court, The Home Projects Enduring Permanence, Clad In Tailored, Limestone-Hued Ashlar Pierced By Expansive Black Steel-Framed Fenestration.Crossing The Threshold,

Lisa Fasano Compass Greater NY LLC

25 Winding Ln, Glen Head, NY 11545

Est $3,764,871

Not Listed For Sale

1215 Pine Valley Rd, Oyster Bay, NY 11771
- 5 Beds
- 5.5 Baths
- 7,000 Sq Ft
- Built 2009
1215 Pine Valley Rd, Oyster Bay, NY 11771

Last Sold Summary
- 24 Days On Market
Last Listing Agent Ronald Lanzillotta BERKSHIRE HATHAWAY

/30
$5,495,000
- 6 Beds
- 7.5 Baths
- 8,500 Sq Ft
45 Wolver Hollow Rd, Glen Head, NY 11545

An exceptional private brick estate compound set on approximately7 meticulously manicured acres in Upper Brookville. This impressive residenceoffers grand scale, timeless elegance, luxurious landscaping, and a truelifestyle experience both inside and out. Filled with natural light, the homefeatures vaulted ceilings, oversized windows, sweeping property views,6 spacious

Julia Krispeal Douglas Elliman Real Estate

45 Wolver Hollow Rd, Glen Head, NY 11545

Est $1,692,406

Not Listed For Sale

1185 Pine Valley Rd, Oyster Bay, NY 11771
- 5 Beds
- 4.5 Baths
- 4,804 Sq Ft
- Built 1952
1185 Pine Valley Rd, Oyster Bay, NY 11771

Last Sold Summary
- 170 Days On Market
Last Listing Agent Jason Friedman Daniel Gale Sothebys Intl Rlty

/36
$5,585,000

$3M PRICE DROP
- 9 Beds
- 12 Baths
- 17,587 Sq Ft
60 Piping Rock Rd, Glen Head, NY 11545

Welcome to GRAY HORSE FARM - Just Updated & Renovated for 2025 luxury living! Recently transformed with a gut-renovated Top of the line chef's kitchen with new cabinets, countertops, backsplash, floor, and high-end appliances. There are six new designer bathrooms, all-new recessed lighting throughout, upgraded 800-AMP electric and utility systems. This grand estate seamlessly blends timeless

Aileen Murstein Compass Greater NY LLC

60 Piping Rock Rd, Glen Head, NY 11545

Est $7,178,719

Not Listed For Sale

1263 Pine Valley Rd, Oyster Bay, NY 11771
- 7 Beds
- 7.5 Baths
- 3,278 Sq Ft
- Built 2017
1263 Pine Valley Rd, Oyster Bay, NY 11771

Last Sold Summary
- 190 Days On Market
Last Listing Agent Lisa Fasano Compass Greater NY LLC

/49
$3,700,000

$300K PRICE DROP
- 4 Beds
- 3.5 Baths
- 6,122 Sq Ft
343 Chicken Valley Rd, Glen Head, NY 11545

Move right into this stunning four-bedroom ranch residence set on 5.5 beautifully landscaped acres. Thoughtfully updated and impeccably maintained, this light-filled home offers an open-concept floor plan designed for today’s modern lifestyle. There is an updated one bedroom guest cottage and a separate office. Built on one level, the home showcases expansive floor-to-ceiling windows and doors

Kathryn Maxwell Pournaras Daniel Gale Sothebys Intl Rlty

343 Chicken Valley Rd, Glen Head, NY 11545

Est $2,620,128

Not Listed For Sale

1281 Wolver Hollow Rd, Oyster Bay, NY 11771
- 4 Beds
- 4.5 Baths
- 4,550 Sq Ft
- Built 1955
1281 Wolver Hollow Rd, Oyster Bay, NY 11771

Last Sold Summary
- 18 Days On Market
Last Listing Agent Linda Faraldo Daniel Gale Sothebys Intl Rlty

/50
$8,995,000
- 5 Beds
- 12 Baths
- 9,500 Sq Ft
7 Covey Ct, Glen Head, NY 11545

A long driveway opens to a large courtyard with a classic fountain, revealing a magnificent Château-style Mansion on 2.03 acres of verdant property on a private cul-de-sac. Custom built for grand entertaining and everyday living, this incredible residence masterfully blends old-world European charm with modern luxury. A majestic 2-story entry foyer features a stunning domed-vaulted ceiling

John Messina Daniel Gale Sothebys Intl Rlty

7 Covey Ct, Glen Head, NY 11545

Est $2,166,211

Not Listed For Sale

1005 Wolver Hollow Rd, Oyster Bay, NY 11771
- 4 Beds
- 4 Baths
- 2,950 Sq Ft
- Built 1950
1005 Wolver Hollow Rd, Oyster Bay, NY 11771

Last Sold Summary
- 122 Days On Market
Last Listing Agent Alexis Mcandrew Daniel Gale Sothebys Intl Rlty

/47
$5,295,000
- 6 Beds
- 9 Baths
- 6,921 Sq Ft
5 Farmwoods Ln, Glen Head, NY 11545

Imagine an exclusive lifestyle redefined within a private HOA gated community, where absolute security meets unparalleled luxury on a flat, beautifully landscaped 2.53-acre parcel. This masterfully constructed 7,000-square-foot estate—boasting an impressive six bedrooms and seven bathrooms, each with their own private balcony—is defined by ultra-high-quality finishes throughout, including radiant

Batul Morbi Compass Greater NY LLC

5 Farmwoods Ln, Glen Head, NY 11545

Est $2,011,547

Not Listed For Sale

729 Remsens Ln, Oyster Bay, NY 11771
- 5 Beds
- 4 Baths
- 3,001 Sq Ft
- Built 1938
729 Remsens Ln, Oyster Bay, NY 11771

Last Sold Summary
- 29 Days On Market
Last Listing Agent Elyse Mayer Douglas Elliman Real Estate

/34
$3,480,000
- 6 Beds
- 4.5 Baths
- 5,156 Sq Ft
24 Winding Ln, Glen Head, NY 11545

Step away from the everyday and into this gracious, light-filled ranch, where every room feels like an invitation to relax. Sun-drenched and spacious, the interconnected living areas create an effortless flow — warm, welcoming, and made for both quiet mornings and lively gatherings.Built for entertaining, the home features a gourmet kitchen ready for your next dinner party, a formal

Lina Wang Compass Greater NY LLC

24 Winding Ln, Glen Head, NY 11545

/46
Est $4,566,689

Not Listed For Sale

66 Wolver Hollow Rd, Glen Head, NY 11545
- 7 Beds
- 9 Baths
- 9,958 Sq Ft
- Built 1995
66 Wolver Hollow Rd, Glen Head, NY 11545

Last Sold Summary
Last Listing Agent Tim Kakouros Artemis Realty

Est $2,598,501

Not Listed For Sale

861 Remsens Ln, Oyster Bay, NY 11771
- 4 Beds
- 3.5 Baths
- 3,469 Sq Ft
- Built 1965
861 Remsens Ln, Oyster Bay, NY 11771

Last Sold Summary
- 26 Days On Market
Last Listing Agent Kimberly Bancroft Daniel Gale Sothebys Intl Rlty

Est $1,715,988

Not Listed For Sale

100 Wolver Hollow Rd, Glen Head, NY 11545
- 4 Beds
- 3.5 Baths
- 2,737 Sq Ft
- Built 1941
100 Wolver Hollow Rd, Glen Head, NY 11545

Last Sold Summary
- 35 Days On Market
Last Listing Agent Michael Pesce BERKSHIRE HATHAWAY

Est $3,542,637

Not Listed For Sale

9 Locust Ln, Glen Head, NY 11545
- 5 Beds
- 4 Baths
- 2,243 Sq Ft
- Built 1962
9 Locust Ln, Glen Head, NY 11545

Last Sold Summary
- 175 Days On Market
Last Listing Agent Lowell Ackerman Daniel Gale Sothebys Intl Rlty

Est $3,645,437

Not Listed For Sale

4 Filasky Ct, Glen Head, NY 11545
- 6 Beds
- 5.5 Baths
- 5,501 Sq Ft
- Built 1999
4 Filasky Ct, Glen Head, NY 11545

Last Sold Summary
- 70 Days On Market
Last Listing Agent Maria Babaev Douglas Elliman Real Estate

Est $6,719,655

Not Listed For Sale

9 Colonial Dr, Glen Head, NY 11545
- 9 Beds
- 13 Baths
- 10,000 Sq Ft
- Built 1990
9 Colonial Dr, Glen Head, NY 11545

Last Sold Summary
- 321 Days On Market
Last Listing Agent Matthew Ferrara Signature Premier Properties

Est $4,313,298

Not Listed For Sale

12 Locust Ln, Glen Head, NY 11545
- 5 Beds
- 4.5 Baths
- 7,200 Sq Ft
- Built 2003
12 Locust Ln, Glen Head, NY 11545

Last Sold Summary
- 285 Days On Market
Last Listing Agent Kathleen Dodd Daniel Gale Sothebys Intl Rlty

Est $9,264,087

Not Listed For Sale

1275 Wolver Hollow Rd, Oyster Bay, NY 11771
- 7 Beds
- 10 Baths
- 4,434 Sq Ft
- Built 2022
1275 Wolver Hollow Rd, Oyster Bay, NY 11771

Last Sold Summary
- 111 Days On Market
Last Listing Agent Kieran Rodgers The Agency Northshore NY

Est $2,620,705

Not Listed For Sale

12 Shelter Ln, Glen Head, NY 11545
- 5 Beds
- 4.5 Baths
- 5,470 Sq Ft
- Built 1981
12 Shelter Ln, Glen Head, NY 11545

Last Sold Summary
- 11 Days On Market
Last Listing Agent Melanie Cogan Compass Greater NY LLC

Est $2,707,793

Not Listed For Sale

5 Valerie Dr, Glen Head, NY 11545
- 4 Beds
- 3.5 Baths
- 4,500 Sq Ft
- Built 1967
5 Valerie Dr, Glen Head, NY 11545

Last Sold Summary
- 23 Days On Market
Last Listing Agent Dalia Elison Douglas Elliman Real Estate

Est $1,670,375

Not Listed For Sale

347 Juniper Dr, Oyster Bay, NY 11771
- 4 Beds
- 4 Baths
- 1,870 Sq Ft
- Built 1943
347 Juniper Dr, Oyster Bay, NY 11771

Last Sold Summary
- 11 Days On Market
Last Listing Agent Bonnie Willamson Daniel Gale Sothebys Intl Rlty

Est $3,862,344

Not Listed For Sale

2 Locust Ln, Glen Head, NY 11545
- 5 Beds
- 6 Baths
- 5,634 Sq Ft
- Built 1960
2 Locust Ln, Glen Head, NY 11545

Last Sold Summary
- 31 Days On Market
Last Listing Agent Joe Scavo Douglas Elliman Real Estate

Est $4,483,758

Not Listed For Sale

80 Mill River Rd, Oyster Bay, NY 11771
- 5 Beds
- 4.5 Baths
- 5,585 Sq Ft
- Built 2023
80 Mill River Rd, Oyster Bay, NY 11771

Last Sold Summary
- 169 Days On Market
Last Listing Agent Neena Chowdhary Daniel Gale Sothebys Intl Rlty

Est $4,246,756

Not Listed For Sale

1 Peacock Ln, Glen Head, NY 11545
- 6 Beds
- 5.5 Baths
- 7,000 Sq Ft
- Built 2005
1 Peacock Ln, Glen Head, NY 11545

Last Sold Summary
- 10 Days On Market
Last Listing Agent Diana Hiotis BERKSHIRE HATHAWAY

Est $4,719,982

Not Listed For Sale

1611 Old Cedar Swamp Rd, Upper Brookville, NY 11545
- 5 Beds
- 4.5 Baths
- 6,500 Sq Ft
- Built 2023
1611 Old Cedar Swamp Rd, Upper Brookville, NY 11545

Last Sold Summary
- 12 Days On Market
Last Listing Agent Kristine Livadas Compass Greater NY LLC

Est $7,527,932

Not Listed For Sale

38 Chestnut Hill Dr, Oyster Bay, NY 11771
- 6 Beds
- 9 Baths
- 15,000 Sq Ft
- Built 1998
38 Chestnut Hill Dr, Oyster Bay, NY 11771

Last Sold Summary
- 41 Days On Market
Last Listing Agent Shawn Elliott Nest Seekers LLC

Est $3,785,180

Not Listed For Sale

677 Linda Ct, Oyster Bay, NY 11771
- 6 Beds
- 6.5 Baths
- 10,000 Sq Ft
- Built 2018
677 Linda Ct, Oyster Bay, NY 11771

Last Sold Summary
- 23 Days On Market
Last Listing Agent Nicholas Conti Compass Greater NY LLC

Est $5,600,414

Not Listed For Sale

35 Chestnut Hill Dr, Oyster Bay, NY 11771
- 5 Beds
- 9 Baths
- 10,500 Sq Ft
- Built 1997
35 Chestnut Hill Dr, Oyster Bay, NY 11771

Last Sold Summary
- 32 Days On Market
Last Listing Agent Shawn Elliott Nest Seekers LLC

Not Listed For Sale

1076 Wolver Hollow Rd, Oyster Bay, NY 11771
- 4 Beds
- 3.5 Baths
- 7,000 Sq Ft
- Built 1987
1076 Wolver Hollow Rd, Oyster Bay, NY 11771

Last Sold Summary
- 122 Days On Market
Last Listing Agent Ronald Lanzillotta BERKSHIRE HATHAWAY

Showing Results 41 - 80, Page 2 of 17

New York Nassau County

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