Luxury homes for sale & real estate in Oyster Bay, NY

389 homes

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ABOUT THIS HOME
Luxury Home for sale in Oyster Bay, NY:
Direct Waterfront Estate with 300+ Ft Deep-Water Dock. Built in 2006 and crafted by renowned architect Oliver Cope with landscape design by Edmund Hollander and Kean Development, this 10,000+- sq. ft. waterfront estate offers 6 bedrooms, 5 full and 2 half bathrooms, and sits on 2.35 acres of prime bay front with sweeping western exposure and panoramic views over Oyster Bay and Centre Island. At the water’s edge, a private 300+ ft deep-water dock (rebuilt in 2010) provides rare direct access for boating and yachting, anchoring the property as one of the most desirable on the North Shore. Expansive bluestone patios, manicured grounds, a covered patio, and a resort-style infinity-edge p

$12,950,000

6 beds6 baths10,693 sq ft

75 Cove Neck Rd, Oyster Bay, NY 11771

Stunning library • Panoramic views • Chef's kitchen

Listing by Nest Seekers LLC

3D WALKTHROUGH

ABOUT THIS HOME
Luxury Home for sale in Oyster Bay, NY:
Welcome to 54 Chestnut Street, where luxury living meets timeless design. This spectacular 6-bedroom, 3.5-bath residence has been thoughtfully crafted with exquisite finishes and attention to detail at every turn. Perfectly situated in the heart of Massapequa, this home is ideal for those who love to entertain. Step outside to your private backyard oasis, complete with multiple entertaining areas. Host unforgettable gatherings at the expansive covered bar featuring a large flatscreen TV and built-in heaters—perfect for extending those crisp fall football nights. Relax beneath the covered pergola by the outdoor fireplace, or take a refreshing dip in the heated pool. Inside, the spaciou

$2,199,000

6 beds3.5 baths3,583 sq ft

54 Chestnut St, Massapequa, NY 11758

Outdoor fireplace • Finished basement • Heated pool

Listing by Home and Hearth of Long Island

OPEN SUN, 1PM TO 3PM

ABOUT THIS HOME
Luxury Home for sale in Oyster Bay, NY:
Beautifully maintained 3BR, 2.5BA Colonial on an 80x113 fenced lot near Old County Rd & Manetto Hill Rd. Interior features include hardwood floors, a cozy fireplace, formal dining room, den, updated gas kitchen, and a Carrara marble half bath. Finished basement with bar and dual laundry areas adds function and flexibility. Enjoy central air and a 1-car garage. The entertainer’s backyard offers a large patio and an impressive 40x25 L-shaped outdoor kitchen with granite counters, built-in fridge, and storage. Curb appeal shines with a tumbled stone driveway and bluestone steps. Additional highlights include a 50-year transferable roof warranty, 200-amp electric, and in-ground spri

$949,000

3 beds1.5 baths2,346 sq ft

4 Cranford Rd, Plainview, NY 11803

Updated gas kitchen • Cozy fireplace • Central air

Listing by Realty Connect USA LLC

OPEN TODAY, 12PM TO 2PM

ABOUT THIS HOME
Luxury Home for sale in Oyster Bay, NY:
This bright two-bedroom, two-bathroom home features 10' ceilings, and floor to ceiling windows. This layout features an open kitchen with views of the pool and marina. The gourmet kitchen complete with custom paneled GE appliances has white Brazilian quartzite countertops and a kitchen island with a Kohler undermount sink, Insinkerator garbage disposal and instant filtered hot and cold-water faucet. A GE Monogram 6 burner gas range is equipped with dual infrared cooking and is fully vented. The white Siena flat paneled cabinets and a Sharp easy touch drawer style microwave complete the space. The spacious primary bedroom features a large closet and an en-suite 4-fixture primary bathroom wit

$1,550,000

2 beds2.5 baths1,458 sq ft

100 Garvies Point Rd #1202, Glen Cove, NY 11542

Gourmet kitchen • Kitchen island • 2 garage spots

Listing by Douglas Elliman Real Estate

ABOUT THIS HOME
Luxury Home for sale in Oyster Bay, NY:
Beautiful completely remodeled Waterfront Colonial. New kitchen, baths, hardwood flooring w/ new gas heating. & hot water. Massapequa District 23 schools w/ extras including new windows, carpeting, paver patio & all appliances. Newer bulkheading on wide canal suitable for large watercraft. No water intrusion in the house from Hurricane Sandy !

$859,990

3 beds2 baths2,000 sq ft

65 Jefferson Pl, Massapequa, NY 11758

4,000 sq ft lot • 3 parking spots • Built 1949

Listing by New Island Realty

Property at 154 Hidden Ridge Dr, Syosset, NY 11791, 3 beds, 2.5 baths

$1,348,000

3 beds2.5 baths1,891 sq ft

154 Hidden Ridge Dr, Syosset, NY 11791

Listing by Daniel Gale Sothebys Intl Rlty

Property at 32 Beechwood St, Farmingdale, NY 11735, 5 beds, 2 baths

$860,000

5 beds2 baths1,868 sq ft

32 Beechwood St, Farmingdale, NY 11735

Listing by Prime Properties Long Island

Property at 20 Rolling Dr, Glen Head, NY 11545, 6 beds, 6.5 baths

$3,099,000

6 beds6.5 baths5,000 sq ft

20 Rolling Dr, Glen Head, NY 11545

Listing by Compass Greater NY LLC

Property at 29 Grove St, Hicksville, NY 11801, 5 beds, 5.5 baths

$1,578,888

5 beds5.5 baths3,656 sq ft

29 Grove St, Hicksville, NY 11801

Listing by Voro LLC

Property at 14 John Dr, Old Bethpage, NY 11804, 3 beds, 1.5 baths

$1,050,000

3 beds1.5 baths1,963 sq ft

14 John Dr, Old Bethpage, NY 11804

Listing by Charles Rutenberg Realty Inc

Property at 105 Roxton Rd, Plainview, NY 11803, 5 beds, 3 baths

$1,299,000

5 beds3 baths2,088 sq ft

105 Roxton Rd, Plainview, NY 11803

Listing by Realty Connect USA LLC

Property at 16 Eleanor Rd, Plainview, NY 11803, 3 beds, 2.5 baths

$1,199,000

3 beds2.5 baths2,300 sq ft

16 Eleanor Rd, Plainview, NY 11803

Listing by Four Seasons Realty Team

Property at 2 Hamilton St, Farmingdale, NY 11735, 4 beds, 3 baths

$1,250,000

4 beds3 baths2,418 sq ft

2 Hamilton St, Farmingdale, NY 11735

Listing by Coldwell Banker American Homes

Property at 5 Farmwoods Ln, Glen Head, NY 11545, 6 beds, 8 baths

$5,698,000

6 beds8 baths6,921 sq ft

5 Farmwoods Ln, Glen Head, NY 11545

Listing by Compass Greater NY LLC

Property at 100 Garvies Point Rd #1102, Glen Cove, NY 11542, 2 beds, 2.5 baths

$1,425,000

2 beds2.5 baths1,468 sq ft

100 Garvies Point Rd #1102, Glen Cove, NY 11542

Listing by Douglas Elliman Real Estate

Property at 5 Carol Ln, Glen Head, NY 11545, 6 beds, 8 baths

$3,500,000

6 beds8 baths7,500 sq ft

5 Carol Ln, Glen Head, NY 11545

Listing by Deutsch Realty Inc

Property at 45 Meeting Ln, Hicksville, NY 11801, 5 beds, 4 baths

$1,549,000

5 beds4 baths3,250 sq ft

45 Meeting Ln, Hicksville, NY 11801

Listing by Charles Rutenberg Realty Inc

Property at 18 Hamlet Dr, Plainview, NY 11803, 5 beds, 3.5 baths

$1,299,000

5 beds3.5 baths3,050 sq ft

18 Hamlet Dr, Plainview, NY 11803

Listing by Signature Premier Properties

Property at 5 Meadowfield Ln, Glen Cove, NY 11542, 3 beds, 2 baths

$949,000

3 beds2 baths1,294 sq ft

5 Meadowfield Ln, Glen Cove, NY 11542

Listing by Douglas Elliman Real Estate

Property at 35 Adams Ave, Bayville, NY 11709, 4 beds, 2.5 baths

$1,449,000

4 beds2.5 baths2,970 sq ft

35 Adams Ave, Bayville, NY 11709

Listing by Madison Homes Realty Inc

Property at 267 N Elm St, Massapequa, NY 11758, 5 beds, 3 baths

$1,450,000

5 beds3 baths3,047 sq ft

267 N Elm St, Massapequa, NY 11758

Listing by Realty Connect USA LLC

Property at 69 E Cherry St, Hicksville, NY 11801, 4 beds, 3 baths

$1,150,018

4 beds3 baths2,100 sq ft

69 E Cherry St, Hicksville, NY 11801

Listing by Property Professionals Realty

Property at 1008 W Shore Rd, Oyster Bay, NY 11771, 12 beds, 4 baths

$1,899,000

12 beds4 baths— sq ft

1008 W Shore Rd, Oyster Bay, NY 11771

Listing by Homes By Mara

Property at 12 School House Ln, Syosset, NY 11791, 5 beds, 5.5 baths

$2,998,000

5 beds5.5 baths4,000 sq ft

12 School House Ln, Syosset, NY 11791

Listing by Daniel Gale Sothebys Intl Rlty

Property at 530 S Centre Island Rd, Oyster Bay, NY 11771, 5 beds, 6.5 baths

$2,350,000

5 beds6.5 baths4,685 sq ft

530 S Centre Island Rd, Oyster Bay, NY 11771

Listing by E Realty International Corp

Property at 130 Syosset Woodbury Rd, Syosset, NY 11791, 5 beds, 4.5 baths

$2,188,000

5 beds4.5 baths4,000 sq ft

130 Syosset Woodbury Rd, Syosset, NY 11791

Listing by Signature Premier Properties

Property at 339 Meadow Ln, Mill Neck, NY 11765, 6 beds, 5.5 baths

$3,380,000

6 beds5.5 baths7,000 sq ft

339 Meadow Ln, Mill Neck, NY 11765

Listing by Compass Greater NY LLC

Property at 120 Glenwood Rd, Glenwood Landing, NY 11547, 5 beds, 2 baths

$1,168,000

5 beds2 baths1,757 sq ft

120 Glenwood Rd, Glenwood Landing, NY 11547

Listing by Prospes Real Estate Corp

Property at 188 W Main St, Oyster Bay, NY 11771, 4 beds, 3 baths

$1,150,000

4 beds3 baths4,524 sq ft

188 W Main St, Oyster Bay, NY 11771

Listing by LAFFEY REAL ESTATE

Property at 8 Dogwood Hl, Glen Head, NY 11545, 6 beds, 7 baths

$8,499,000

6 beds7 baths8,600 sq ft

8 Dogwood Hl, Glen Head, NY 11545

Listing by Douglas Elliman Real Estate

Property at 57 1st St, Hicksville, NY 11801, 5 beds, 3 baths

$1,075,000

5 beds3 baths1,700 sq ft

57 1st St, Hicksville, NY 11801

Listing by Property Professionals Realty

Property at 76 Balcom Rd, Farmingdale, NY 11735, 4 beds, 4 baths

$999,999

4 beds4 baths3,117 sq ft

76 Balcom Rd, Farmingdale, NY 11735

Listing by Property Professionals Realty

Property at 353 Centre Island Rd, Oyster Bay, NY 11771, 3 beds, 2.5 baths

$5,500,000

3 beds2.5 baths3,000 sq ft

353 Centre Island Rd, Oyster Bay, NY 11771

Listing by Douglas Elliman Real Estate

Property at 71 Cedar St, Hicksville, NY 11801, 5 beds, 5 baths

$1,595,000

5 beds5 baths3,100 sq ft

71 Cedar St, Hicksville, NY 11801

Listing by ERealty Advisors Inc

Property at 320 Circle Rd, Syosset, NY 11791, 6 beds, 6.5 baths

$5,299,000

6 beds6.5 baths7,136 sq ft

320 Circle Rd, Syosset, NY 11791

Listing by Real Broker NY LLC

Property at 118 Highland Rd, Glen Cove, NY 11542, 5 beds, 4.5 baths

$1,350,000

5 beds4.5 baths4,429 sq ft

118 Highland Rd, Glen Cove, NY 11542

Listing by Developing Dreams Realty USA

Property at 1111 Stoddart Ct, Matinecock, NY 11560, 6 beds, 6 baths

$6,499,000

6 beds6 baths7,341 sq ft

1111 Stoddart Ct, Matinecock, NY 11560

Listing by Compass Greater NY LLC

Property at 211 Cantiague Rock Rd, Westbury, NY 11590, 5 beds, 4 baths

$990,000

5 beds4 baths2,453 sq ft

211 Cantiague Rock Rd, Westbury, NY 11590

Listing by S H V Real Estate Corp

Property at 12 Quaker Ridge Dr, Glen Head, NY 11545, 6 beds, 8.5 baths

$6,299,999

6 beds8.5 baths— sq ft

12 Quaker Ridge Dr, Glen Head, NY 11545

Listing by Douglas Elliman Real Estate

Property at 9 Hickory Rd, Bayville, NY 11709, 4 beds, 2.5 baths

$1,229,900

4 beds2.5 baths2,700 sq ft

9 Hickory Rd, Bayville, NY 11709

Listing by World Prop Intl Sea to Sky

Property at 35 Moss Ln, Jericho, NY 11753, 4 beds, 4.5 baths

$1,780,000

4 beds4.5 baths2,990 sq ft

35 Moss Ln, Jericho, NY 11753

Listing by Sweet Key Realty Group Inc

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Based on information submitted to the MLS GRID as of Sat Dec 06 2025. 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.

Luxury Homes for Sale in Oyster Bay

There are currently 389 luxury homes for sale in Oyster Bay at a median listing price of $1.09M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Oyster Bay stay on the market for 64 days and receive 6 offers. Popular neighborhoods include Douglaston, North Shore Towers & Country Club, Glen Oaks, Queens, and Long Island. This map is refreshed with the newest listings in Oyster Bay every 15 minutes.

In the past month, 203 homes have been sold in Oyster Bay. In addition to houses in Oyster Bay, there were also 51 condos, 1 townhouse, and 13 multi-family units for sale in Oyster Bay last month. Find your dream home in Oyster Bay using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Oyster Bay are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Oyster Bay. If you're looking to sell your home in the Oyster Bay area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Oyster Bay with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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