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

250 homes

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ABOUT THIS HOME
Vintage Home for sale in Oyster Bay, NY:
Nestled amid lush greenery, this delightful ranch-style home offers peaceful living in the heart of Bayville. Set on a generous 7,500 sq ft lot, the home welcomes you with a warm and inviting living room centered around a cozy fireplace—perfect for gatherings or quiet evenings. Additional features include a full basement and a one-car garage, providing ample storage and versatile space for hobbies or expansion. And featuring a 48' commercial stove in kitchen. Just one house away, you'll find an approximately 14-acre preserve, ideal for nature lovers and tranquil walks. Located within the desirable Locust Valley School District, this home also boasts low taxes and convenient access to

$689,988

3 beds2.5 baths1,478 sq ft

9 North Ct, Bayville, NY 11709

One car garage • 48 commercial stove • Full basement

Listing by Compass Greater NY LLC

ABOUT THIS HOME
Vintage Home for sale in Oyster Bay, NY:
Wonderful, spacious and recently renovated 4-bedroom, 3 bath high ranch home with the expension situated on an 10400 sq ft property; 2-car garage. Top rated Jericho SD. Living room W high ceiling; Formal Dining room; Eat in Kitchen; Extension features the cathedral ceiling and big windows. Primary bedroom with new bathroom; Spacious lower level with Fireplace; Conveniently close to schools, shopping, dining, parks, highways, and LIRR train station. Price to sell! Great opportunity! This house is a must see!

$1,260,000

4 beds2.5 baths1,819 sq ft

23 Clinton Ln, Jericho, NY 11753

Big windows • New bathroom • Spacious lower level

Listing by Voro LLC

ABOUT THIS HOME
Vintage Home for sale in Oyster Bay, NY:
Whole house remodeled, 6 bedrroms, 4 bathrooms, 4000 sq ft of living space, hugh lot 122 x 203, located in a cul-de-sac. Diamond condition, close to hospital, LIRR, shopping. GREAT location, will not last!

$1,188,000

6 beds4.5 baths4,000 sq ft

28 Brookdale Rd, Glen Cove, NY 11542

0.36 acre lot • 2 garage spots • Built 1954

Listing by BERKSHIRE HATHAWAY

ABOUT THIS HOME
Vintage Home for sale in Oyster Bay, NY:
Nestled in the heart of Jericho, this charming home offers a rare opportunity to own property in one of Long Island’s most desirable school districts – Jericho SD. This well-maintained house features a solid structure and spacious layout, ready for your personal touch and updates. With a little cosmetic renovation, you can easily transform this property into your dream home. The home includes bright living areas, a functional kitchen, and generous bedrooms. The backyard provides plenty of space for outdoor entertaining or gardening. ? Highlights: • Prime Jericho location • Top-rated Jericho School District • Spacious ro

$1,099,800

3 beds1.5 baths1,387 sq ft

725 Carlisle Rd, Jericho, NY 11753

9,130 sq ft lot • Garage • Built 1958

Listing by E Realty International Corp

ABOUT THIS HOME
Vintage Home for sale in Oyster Bay, NY:
Often dreamed about but rarely available: Welcome to a truly beautiful waterfront property " Harbor Torre" has been completely renovated to perfection. This 9500 square foot home with breathtaking views of Oyster Bay Harbor has a combination of elegance, luxury and meticulous detail. 1.7 acres of waterfront with your own private staircase and beach provide reasonable maintenance and taxes while the location of the exterior buildings create privacy and additional living space. Amenities in the main house include 6 bedrooms and 6.5 baths with radiant heat in first level bathrooms and mudroom, Waterworks and Kallista fixtures. The house is completely finished inside and out, with bea

$7,100,000

6 beds6.5 baths9,553 sq ft

998 West Shore Rd, Oyster Bay, NY 11771

Original oak floors • Cedar closets • Private staircase

Listing by Daniel Gale Sothebys Intl Rlty

Property at 48 Robin Ln, Plainview, NY 11803, 4 beds, 1.5 baths

$865,000

4 beds1.5 baths2,090 sq ft

48 Robin Ln, Plainview, NY 11803

Listing by VYLLA Home

Property at 117 Ocean Ave, Massapequa Park, NY 11762, 5 beds, 2 baths

$850,000

5 beds2 baths1,968 sq ft

117 Ocean Ave, Massapequa Park, NY 11762

Listing by Douglas Elliman Real Estate

Property at 11 Berryhill Ln, Bethpage, NY 11714, 4 beds, 2.5 baths

$840,000

4 beds2.5 baths2,395 sq ft

11 Berryhill Ln, Bethpage, NY 11714

Listing by Island Advantage Realty LLC

Property at 8 Stonegate Ln, Glen Head, NY 11545, 9 beds, 7.5 baths

$5,850,000

9 beds7.5 baths8,200 sq ft

8 Stonegate Ln, Glen Head, NY 11545

Listing by Daniel Gale Sothebys Intl Rlty

Property at 200 Clocks Blvd, Massapequa, NY 11758, 3 beds, 3.5 baths

$1,949,999

3 beds3.5 baths3,710 sq ft

200 Clocks Blvd, Massapequa, NY 11758

Listing by Real Broker NY LLC

Property at 200 Lot A Clocks Blvd, East Massapequa, NY 11758, 3 beds, 3.5 baths

$1,599,900

3 beds3.5 baths3,710 sq ft

200 Lot A Clocks Blvd, East Massapequa, NY 11758

Listing by Real Broker NY LLC

Property at 110 Red Spring Ln, Glen Cove, NY 11542, 4 beds, 3.5 baths

$1,745,000

4 beds3.5 baths4,500 sq ft

110 Red Spring Ln, Glen Cove, NY 11542

Listing by Compass Greater NY LLC

Property at 27 Meadowfield Ln, Glen Cove, NY 11542, 4 beds, 2.5 baths

$1,249,000

4 beds2.5 baths— sq ft

27 Meadowfield Ln, Glen Cove, NY 11542

Listing by Compass Greater NY LLC

Property at 22 Brookville Rd, Glen Head, NY 11545, 6 beds, 4 baths

$2,099,000

6 beds4 baths3,818 sq ft

22 Brookville Rd, Glen Head, NY 11545

Listing by Blackstone Realty

Property at 35 East Ave, Glen Cove, NY 11542, 6 beds, 3 baths

$1,250,000

6 beds3 baths2,415 sq ft

35 East Ave, Glen Cove, NY 11542

Listing by NY Space Finders Inc

Property at 55 Nassau Ave, Glen Cove, NY 11542, 3 beds, 2.5 baths

$795,000

3 beds2.5 baths1,398 sq ft

55 Nassau Ave, Glen Cove, NY 11542

Listing by NY Space Finders Inc

Property at 8 Maple St, Glenwood Landing, NY 11547, 3 beds, 3 baths

$1,399,999

3 beds3 baths2,700 sq ft

8 Maple St, Glenwood Landing, NY 11547

Listing by Signature Premier Properties

Property at 539 Split Rock Rd, Syosset, NY 11791, 6 beds, 5.5 baths

$2,850,000

6 beds5.5 baths4,989 sq ft

539 Split Rock Rd, Syosset, NY 11791

Listing by Douglas Elliman Real Estate

Property at 13 Arbor Pl, Glen Cove, NY 11542, 4 beds, 4.5 baths

$1,900,000

4 beds4.5 baths3,100 sq ft

13 Arbor Pl, Glen Cove, NY 11542

Listing by Compass Greater NY LLC

Property at 89 Duck Pond Rd, Glen Cove, NY 11542, 6 beds, 5 baths

$2,500,000

6 beds5 baths5,000 sq ft

89 Duck Pond Rd, Glen Cove, NY 11542

Listing by Daniel Gale Sothebys Intl Rlty

Property at 339 Duck Pond Rd, Locust Valley, NY 11560, 10 beds, 11 baths

$9,875,000

10 beds11 baths12,000 sq ft

339 Duck Pond Rd, Locust Valley, NY 11560

Listing by Daniel Gale Sothebys Intl Rlty

Property at 358 Centre Island Rd, Oyster Bay, NY 11771, 5 beds, 4.5 baths

$2,600,000

5 beds4.5 baths6,659 sq ft

358 Centre Island Rd, Oyster Bay, NY 11771

Listing by Daniel Gale Sothebys Intl Rlty

Property at 157 Cambridge Dr, Hicksville, NY 11801, 5 beds, 3 baths

$999,999

5 beds3 baths2,168 sq ft

157 Cambridge Dr, Hicksville, NY 11801

Listing by New Age Properties Inc

Property at 71 Park Ln, Massapequa, NY 11758, 3 beds, 1.5 baths

$639,990

3 beds1.5 baths1,314 sq ft

71 Park Ln, Massapequa, NY 11758

Listing by Douglas Elliman Real Estate

Property at 23 E Shore Dr, Bayville, NY 11709, 5 beds, 2 baths

$2,075,000

5 beds2 baths2,875 sq ft

23 E Shore Dr, Bayville, NY 11709

Listing by Douglas Elliman Real Estate

Property at 1 Pine Valley Rd, Oyster Bay, NY 11771, 5 beds, 4.5 baths

$2,340,000

5 beds4.5 baths5,405 sq ft

1 Pine Valley Rd, Oyster Bay, NY 11771

Listing by Douglas Elliman Real Estate

Property at 18 Hilary Ln, Westbury, NY 11590, 4 beds, 3 baths

$970,000

4 beds3 baths1,640 sq ft

18 Hilary Ln, Westbury, NY 11590

Listing by BERKSHIRE HATHAWAY

Property at 2340 Cedar Swamp Rd, Glen Head, NY 11545

$15,000,000

0 beds— baths— sq ft

2340 Cedar Swamp Rd, Glen Head, NY 11545

Listing by Douglas Elliman Real Estate

Property at 16 The Blvd, Sea Cliff, NY 11579, 5 beds, 4 baths

$1,950,000

5 beds4 baths2,996 sq ft

16 The Blvd, Sea Cliff, NY 11579

Listing by Thomas S. Hennerty

Property at 46 Conklin St, Farmingdale, NY 11735, 4 beds, 2.5 baths

$699,000

4 beds2.5 baths2,472 sq ft

46 Conklin St, Farmingdale, NY 11735

Listing by Four Seasons Realty Team

Property at 10 Lands End Rd, Locust Valley, NY 11560, 8 beds, 8 baths

$12,950,000

8 beds8 baths12,703 sq ft

10 Lands End Rd, Locust Valley, NY 11560

Listing by Daniel Gale Sothebys Intl Rlty

Property at 139 Myers Ave, Hicksville, NY 11801, 3 beds, 1 bath

$789,000

3 beds1 bath1,072 sq ft

139 Myers Ave, Hicksville, NY 11801

Listing by Charles Rutenberg Realty Inc

Property at 285 Piping Rock Rd, Locust Valley, NY 11560, 7 beds, 5.5 baths

$3,995,000

7 beds5.5 baths— sq ft

285 Piping Rock Rd, Locust Valley, NY 11560

Listing by Daniel Gale Sothebys Intl Rlty

Property at 214 Cleft Rd, Mill Neck, NY 11765, 10 beds, 10 baths

$9,900,000

10 beds10 baths7,683 sq ft

214 Cleft Rd, Mill Neck, NY 11765

Listing by Douglas Elliman Real Estate

Property at 5 Columbia St, Farmingdale, NY 11735, 5 beds, 2 baths

$579,900

5 beds2 baths1,400 sq ft

5 Columbia St, Farmingdale, NY 11735

Listing by Island Advantage Realty LLC

Property at 957 N Broadway, Massapequa, NY 11758, 4 beds, 4 baths

$980,000

4 beds4 baths3,800 sq ft

957 N Broadway, Massapequa, NY 11758

Listing by JD Collins Realty Corp

Property at 30 Cove Woods Rd, Oyster Bay, NY 11771, 7 beds, 6 baths

$4,295,000

7 beds6 baths— sq ft

30 Cove Woods Rd, Oyster Bay, NY 11771

Listing by Douglas Elliman Real Estate

Property at 200 Cleft Rd, Mill Neck, NY 11765, 6 beds, 8 baths

$7,795,000

6 beds8 baths8,923 sq ft

200 Cleft Rd, Mill Neck, NY 11765

Listing by Daniel Gale Sothebys Intl Rlty

Property at 6 George Ave, Hicksville, NY 11801, 4 beds, 3 baths

$975,000

4 beds3 baths1,400 sq ft

6 George Ave, Hicksville, NY 11801

Listing by Realty Connect USA LLC

Property at 1985-4 Cedar Swamp Rd, Glen Head, NY 11545, 7 beds, 8 baths

$14,900,000

7 beds8 baths— sq ft

1985-4 Cedar Swamp Rd, Glen Head, NY 11545

Listing by Daniel Gale Sothebys Intl Rlty

Property at 1029 Friendly Rd, Oyster Bay, NY 11771

$1,600,000

— beds— baths— sq ft

1029 Friendly Rd, Oyster Bay, NY 11771

Listing by Douglas Elliman Real Estate

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Based on information submitted to the MLS GRID as of Sat Nov 29 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.

Vintage Homes for Sale in Oyster Bay

There are currently 250 vintage homes for sale in Oyster Bay at a median listing price of $999K. 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 52 days and receive 3 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, 263 homes have been sold in Oyster Bay. In addition to houses in Oyster Bay, there were also 58 condos, 1 townhouse, and 18 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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