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

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ABOUT THIS HOME
Vintage Home for sale in Oyster Bay, NY:
This Split Level Home Features 3 Bedrooms, 2 Full Baths. Set On A Generous Lot, This Property Offers All Usable Land, Ensuring Plenty Of Room For Outdoor Activities. Upon Entering, You Will Be Greeted By A Bright And Airy Living Space That Flows Into The Dining Area And Kitchen, Creating An Open Concept Space Perfect For Gatherings. Hardwood Floors Throughout. Full, Finished Basement With Additional Storage And Laundry Room With New Washer/Dryer. Screened In Porch, 1 Car Garage, New Fence Surrounding The Entire Property, New Sprinklers. Great Curbside Appeal!

$769,000

3 beds2 baths1,416 sq ft

131 S 5th St, Bethpage, NY 11714

Generous lot • Open concept space • Usable land

Listing by Compass Greater NY LLC

OPEN SAT, 2:30PM TO 4PM

ABOUT THIS HOME
Vintage Home for sale in Oyster Bay, NY:
Welcome to this beautifully maintained Cape-style home boasting 4 spacious bedrooms and 2 full bathrooms, perfectly suited for comfortable family living. This classic home combines timeless design with modern conveniences, featuring a warm and inviting layout. The main level includes a bright living room, a kitchen with ample cabinetry, and two bedrooms with a full bath — ideal for guests or a home office setup. Additional features include hardwood floors, central air, updated systems, and a private backyard ideal for outdoor gatherings. Enjoy the privacy of a fenced-in backyard, perfect for entertaining or relaxing. Close to schools, shops, and transportation, this home offers comfor

$698,888

4 beds2 baths1,600 sq ft

9 Pewter Ln, Hicksville, NY 11801

Updated systems • Ample cabinetry • Private backyard

Listing by Voro LLC

OPEN SAT, 2:30PM TO 4PM

ABOUT THIS HOME
Vintage Home for sale in Oyster Bay, NY:
Expanded Cape with 4 Bedrooms, 3 Baths & Finished Basement – Move-In Ready! Welcome to this beautifully maintained, expanded Cape, perfectly set on a quiet street. This warm and inviting home boasts 4 spacious bedrooms, 3 full bathrooms, and a finished basement, providing plenty of room for everyday living and entertaining. Enjoy a bright layout with a formal living room, an updated kitchen with modern appliances, and stylish bathrooms. The finished basement adds flexible space for a home office, playroom, or guest area. Additional features include hardwood floors, great storage, and a private backyard—ideal for relaxing or hosting. Conveniently located near schools, shopp

$748,888

4 beds3 baths1,600 sq ft

308 New South Rd, Hicksville, NY 11801

Great storage • Private backyard • Finished basement

Listing by Voro LLC

OPEN SUN, 1:30PM TO 3PM

ABOUT THIS HOME
Vintage Home for sale in Oyster Bay, NY:
Elegant Move-In-Ready Ranch with Pool, Office, and Full Finished Basement in the Syosset School District. Welcome to 28 Elm Street, a beautifully renovated five-bedroom, three-bath ranch offering the perfect combination of modern design, functionality, and timeless comfort. Located on a quiet, tree-lined street in one of Woodbury’s most desirable neighborhoods, this home is ideal for everyday living and entertaining alike. Step inside to a sun-filled open layout 5 bedroom ranch with finished basement: Featuring a spacious living room, den, dining area, and chef’s kitchen with custom cabinetry, quartz countertops, and premium stainless-steel appliances. A separate home office pro

$1,800,000

5 beds3.5 baths2,603 sq ft

28 Elm St, Woodbury, NY 11797

In-ground pool • Designer kitchen • Move-in-ready ranch

Listing by Nest Seekers LLC

ABOUT THIS HOME
Vintage Home for sale in Oyster Bay, NY:
Elegant Ambassador Split in Prestigious West Birchwood, Jericho Welcome to this beautifully appointed Front-to-Back Ambassador Split, perfectly situated in the highly sought-after West Birchwood community within the Jericho School District. Step inside to discover a timeless white kitchen featuring high-end appliances, including a Sub-Zero refrigerator and gas cooking, ideal for both everyday living and entertaining. Enjoy natural gas heating, central air conditioning, and in-ground sprinklers for effortless comfort and convenience throughout the seasons. The primary suite offers a peaceful retreat with a private bath and an expansive walk-in closet. Sunlit living spaces flow seamlessly, cr

$1,199,000

4 beds2.5 baths1,875 sq ft

1 Fulton Pl, Jericho, NY 11753

High-end appliances • Natural gas heating • Gas cooking

Listing by Homes By Mara

Property at 9 Hillside Ave, Glen Head, NY 11545, 4 beds, 1 bath

$928,000

4 beds1 bath1,846 sq ft

9 Hillside Ave, Glen Head, NY 11545

Listing by B Square Realty

Property at 531 Old Country Rd, Plainview, NY 11803, 3 beds, 2 baths

$779,999

3 beds2 baths1,206 sq ft

531 Old Country Rd, Plainview, NY 11803

Listing by Realty Connect USA LLC

Property at 26 Bradford Ln, Bethpage, NY 11714, 5 beds, 3.5 baths

$829,000

5 beds3.5 baths1,554 sq ft

26 Bradford Ln, Bethpage, NY 11714

Listing by Compass Greater NY LLC

Property at 7 School St, Bayville, NY 11709, 3 beds, 2.5 baths

$868,000

3 beds2.5 baths1,264 sq ft

7 School St, Bayville, NY 11709

Listing by Vantage Realty Partners

Property at 5 Terry Ln, Plainview, NY 11803, 4 beds, 2 baths

$799,999

4 beds2 baths1,510 sq ft

5 Terry Ln, Plainview, NY 11803

Listing by Charles Rutenberg Realty Inc

Property at 29 Lehigh Ln, Hicksville, NY 11801, 3 beds, 2 baths

$799,000

3 beds2 baths1,555 sq ft

29 Lehigh Ln, Hicksville, NY 11801

Listing by BERKSHIRE HATHAWAY

Property at 65 Mellow Ln, Jericho, NY 11753, 5 beds, 5 baths

$2,280,000

5 beds5 baths3,700 sq ft

65 Mellow Ln, Jericho, NY 11753

Listing by Passerina LLC

Property at 42 13th St, Locust Valley, NY 11560, 4 beds, 2 baths

$749,000

4 beds2 baths1,264 sq ft

42 13th St, Locust Valley, NY 11560

Listing by Douglas Elliman Real Estate

Property at 28 Floral Ave, Bethpage, NY 11714, 3 beds, 2 baths

$750,000

3 beds2 baths1,216 sq ft

28 Floral Ave, Bethpage, NY 11714

Listing by Winzone Realty Inc

Property at 5 Willets Dr, Syosset, NY 11791, 3 beds, 3 baths

$949,000

3 beds3 baths1,357 sq ft

5 Willets Dr, Syosset, NY 11791

Listing by Compass Greater NY LLC

Property at 50 Birchwood Park Dr, Jericho, NY 11753, 4 beds, 3 baths

$1,480,000

4 beds3 baths2,876 sq ft

50 Birchwood Park Dr, Jericho, NY 11753

Listing by Compass Greater NY LLC

Property at 13 Garden Blvd, Hicksville, NY 11801, 5 beds, 4 baths

$1,138,000

5 beds4 baths2,100 sq ft

13 Garden Blvd, Hicksville, NY 11801

Listing by Douglas Elliman Real Estate

Property at 21 Macarthur Ave, Plainview, NY 11803, 3 beds, 2 baths

$949,000

3 beds2 baths1,712 sq ft

21 Macarthur Ave, Plainview, NY 11803

Listing by Cornerstone Properties of LI

Property at 67 Bay Dr, Massapequa, NY 11758, 4 beds, 3 baths

$1,259,999

4 beds3 baths3,200 sq ft

67 Bay Dr, Massapequa, NY 11758

Listing by Signature Premier Properties

Property at 312 Feeks Ln, Locust Valley, NY 11560, 5 beds, 5.5 baths

$3,850,000

5 beds5.5 baths6,188 sq ft

312 Feeks Ln, Locust Valley, NY 11560

Listing by Daniel Gale Sothebys Intl Rlty

Property at 16 Otsego Pl, Jericho, NY 11753, 5 beds, 5.5 baths

$2,380,000

5 beds5.5 baths3,800 sq ft

16 Otsego Pl, Jericho, NY 11753

Listing by Americana Realty Group LLC

Property at 15 Vista Rd, Plainview, NY 11803, 3 beds, 2.5 baths

$1,150,000

3 beds2.5 baths1,800 sq ft

15 Vista Rd, Plainview, NY 11803

Listing by Compass Greater NY LLC

Property at 18 Haypath Rd, Bethpage, NY 11714, 3 beds, 1.5 baths

$899,888

3 beds1.5 baths1,634 sq ft

18 Haypath Rd, Bethpage, NY 11714

Listing by Douglas Elliman Real Estate

Property at 11 Adrienne Dr, Old Bethpage, NY 11804, 3 beds, 1 bath

$725,000

3 beds1 bath1,246 sq ft

11 Adrienne Dr, Old Bethpage, NY 11804

Listing by Signature Premier Properties

Property at 12 Orchard Dr, Woodbury, NY 11797, 5 beds, 3.5 baths

$2,475,000

5 beds3.5 baths— sq ft

12 Orchard Dr, Woodbury, NY 11797

Listing by Nest Seekers LLC

Property at 62 Mccouns Ln, Oyster Bay, NY 11771, 4 beds, 2 baths

$785,000

4 beds2 baths1,260 sq ft

62 Mccouns Ln, Oyster Bay, NY 11771

Listing by Daniel Gale Sothebys Intl Rlty

Property at 19 Summit St, Hicksville, NY 11801, 4 beds, 2 baths

$779,999

4 beds2 baths1,593 sq ft

19 Summit St, Hicksville, NY 11801

Listing by Voro LLC

Property at 154 8th St, Bethpage, NY 11714, 3 beds, 3 baths

$815,000

3 beds3 baths1,800 sq ft

154 8th St, Bethpage, NY 11714

Listing by Voro LLC

Property at 24 Glenwood Rd, Plainview, NY 11803, 3 beds, 2.5 baths

$1,099,999

3 beds2.5 baths1,888 sq ft

24 Glenwood Rd, Plainview, NY 11803

Listing by Signature Premier Properties

Property at 2 Roosevelt St, Bayville, NY 11709, 3 beds, 3 baths

$1,175,000

3 beds3 baths1,602 sq ft

2 Roosevelt St, Bayville, NY 11709

Listing by Compass Greater NY LLC

Property at 155 Fairview Rd, Farmingdale, NY 11735, 3 beds, 2 baths

$799,999

3 beds2 baths1,681 sq ft

155 Fairview Rd, Farmingdale, NY 11735

Listing by Coldwell Banker American Homes

Property at 6 Gerhard Rd, Plainview, NY 11803, 3 beds, 1 bath

$749,999

3 beds1 bath948 sq ft

6 Gerhard Rd, Plainview, NY 11803

Listing by BERKSHIRE HATHAWAY

Property at 84 Bruce Ave, Hicksville, NY 11801, 3 beds, 2 baths

$799,000

3 beds2 baths1,568 sq ft

84 Bruce Ave, Hicksville, NY 11801

Listing by Coldwell Banker American Homes

Property at 255 N Chestnut St, Massapequa, NY 11758, 5 beds, 4 baths

$1,499,000

5 beds4 baths3,100 sq ft

255 N Chestnut St, Massapequa, NY 11758

Listing by Douglas Elliman Real Estate

Property at 236 Boundary Ave, Massapequa, NY 11758, 3 beds, 2 baths

$499,000

3 beds2 baths1,172 sq ft

236 Boundary Ave, Massapequa, NY 11758

Listing by Island Advantage Realty LLC

Property at 77 Duck Pond Rd, Glen Cove, NY 11542, 5 beds, 3 baths

$1,299,000

5 beds3 baths2,900 sq ft

77 Duck Pond Rd, Glen Cove, NY 11542

Listing by Howard Hanna Coach

Property at 7 Hoover Ln, Bethpage, NY 11714, 5 beds, 4 baths

$1,125,000

5 beds4 baths2,600 sq ft

7 Hoover Ln, Bethpage, NY 11714

Listing by Coldwell Banker American Homes

Property at 106 Mcloughlin St, Glen Cove, NY 11542, 3 beds, 2 baths

$799,000

3 beds2 baths1,524 sq ft

106 Mcloughlin St, Glen Cove, NY 11542

Listing by Daniel Gale Sothebys Intl Rlty

Property at 20 Bridge Ln, Hicksville, NY 11801, 4 beds, 2 baths

$819,888

4 beds2 baths1,600 sq ft

20 Bridge Ln, Hicksville, NY 11801

Listing by Voro LLC

Property at 4 Greenway Dr, Syosset, NY 11791, 4 beds, 2 baths

$989,000

4 beds2 baths1,865 sq ft

4 Greenway Dr, Syosset, NY 11791

Listing by Engel & Volkers North Fork

Property at 746 Sound View Rd, Oyster Bay, NY 11771, 3 beds, 3 baths

$1,175,000

3 beds3 baths2,950 sq ft

746 Sound View Rd, Oyster Bay, NY 11771

Listing by Coldwell Banker American Homes

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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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