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:
House For Sale.

$884,000

4 beds2 baths1,980 sq ft

8 Gables Rd, Hicksville, NY 11801

6,630 sq ft lot • Garage • Built 1950

Listing by Winzone Realty Inc

ABOUT THIS HOME
Vintage Home for sale in Oyster Bay, NY:
Welcome to this beautiful tree - lined neighborhood. This home was totally renovated in 2023 classic home where traditional meets modern comfort. This home offers character and curb appeal, when entering you will find a thoughtfully designed layout that maximizes space and lots of natural sunlight, 4 Bedrooms 2 Full Baths with radiant heated floors, large laundry room on second floor with custom cabinetry and window, crown & base moldings, recessed lighting throughout, living room with fireplace and large bay window with views of the patio and large yard, new double hung windows, Dining area with wainscoting, All new Kitchen with stainless steel appliances all energy star, Quartz coun

$999,000

4 beds2 baths1,561 sq ft

20 Robert Rd, Glen Cove, NY 11542

7,200 sq ft lot • Garage • Built 1951

Listing by Daniel Gale Sothebys Intl Rlty

ABOUT THIS HOME
Vintage Home for sale in Oyster Bay, NY:
Newly renovated 5-bedroom, 2-bath Hi-Ranch home in the North Shore School District. Features a modern kitchen with sleek finishes, stylishly updated bathrooms, and a thoughtfully designed layout with a finished basement ideal for additional storage, recreation, or a home office. Located closed to local beaches, parks, shops, and amenities, this move-in-ready home combines comfort, style, and convenience, with low annual taxes of $12928.

$1,168,000

5 beds2 baths1,757 sq ft

120 Glenwood Rd, Glenwood Landing, NY 11547

Garage • Built 1960 • Listed 87 days

Listing by Prospes Real Estate Corp

ABOUT THIS HOME
Vintage Home for sale in Oyster Bay, NY:
Come to see a home to really invest in. A 3 bedroom-1 and half bath ranch, eat in Kitchen -fireplace in the living room, laundry room, all nestled on a large 100x140 lot. Enjoy the convenience of close proximity to parks and access to well renowned Massapequa school District #23. This home is spacious and needs some TLC. Come make it your own.

$800,000

3 beds1.5 baths1,405 sq ft

32 Nearwater Ave, Massapequa, NY 11758

0.35 acre lot • Garage • Built 1955

Listing by Call Murf Real Estate Co Inc

ABOUT THIS HOME
Vintage Home for sale in Oyster Bay, NY:
Do Not Miss Out On This Brand New Construction House!!! Everything Is New From Top To Bottom!!! It Has 5 Bedrooms, 4 Bathrooms And A Basement With Separate Entrance!!! This House Is Turn Key And All You Do Is Have To Move In!!!

$1,429,000

5 beds3.5 baths3,000 sq ft

126 Rim Ln, Hicksville, NY 11801

6,300 sq ft lot • Garage • Built 1948

Listing by Sell Your Home NY Inc

Property at 11 Jamaica Ave, Plainview, NY 11803, 3 beds, 1 bath

$775,000

3 beds1 bath1,022 sq ft

11 Jamaica Ave, Plainview, NY 11803

Listing by Compass Greater NY LLC

Property at 83 Kraemer St, Hicksville, NY 11801, 5 beds, 5 baths

$1,249,000

5 beds5 baths— sq ft

83 Kraemer St, Hicksville, NY 11801

Listing by E Z Sell Realty

Property at 16 Joyce Ave, Massapequa, NY 11758, 3 beds, 2 baths

$629,000

3 beds2 baths1,138 sq ft

16 Joyce Ave, Massapequa, NY 11758

Listing by Property Professionals Realty

Property at 10 Glen Keith Rd Unit U, Glen Cove, NY 11542, 1 bed, 1 bath

$279,000

1 bed1 bath850 sq ft

10 Glen Keith Rd Unit U, Glen Cove, NY 11542

Listing by BERKSHIRE HATHAWAY

Property at 68 Summers St, Oyster Bay, NY 11771, 3 beds, 2 baths

$875,000

3 beds2 baths1,626 sq ft

68 Summers St, Oyster Bay, NY 11771

Property at 10 Field Ave, Hicksville, NY 11801, 5 beds, 2.5 baths

$1,399,000

5 beds2.5 baths2,866 sq ft

10 Field Ave, Hicksville, NY 11801

Listing by Keller Williams Realty Greater

Property at 60 Piping Rock Rd, Glen Head, NY 11545, 9 beds, 10.5 baths

$7,488,000

9 beds10.5 baths17,587 sq ft

60 Piping Rock Rd, Glen Head, NY 11545

Listing by Compass Greater NY LLC

Property at 44 Arbor Pl, Glen Cove, NY 11542, 5 beds, 3.5 baths

$1,650,000

5 beds3.5 baths4,540 sq ft

44 Arbor Pl, Glen Cove, NY 11542

Listing by Integrity Core Realty

Property at 52 Pickwick Dr N, Syosset, NY 11791, 4 beds, 3 baths

$1,398,000

4 beds3 baths2,385 sq ft

52 Pickwick Dr N, Syosset, NY 11791

Listing by Fave Realty Inc

Property at 23 Glen Rd, Westbury, NY 11590, 3 beds, 3 baths

$1,275,000

3 beds3 baths1,719 sq ft

23 Glen Rd, Westbury, NY 11590

Listing by Coldwell Banker American Homes

Property at 200 Lexington Ave Unit 12H, Oyster Bay, NY 11771, 2 beds, 1 bath

$420,000

2 beds1 bath900 sq ft

200 Lexington Ave Unit 12H, Oyster Bay, NY 11771

Listing by Compass Greater NY LLC

Property at 65 Jefferson Pl, Massapequa, NY 11758, 3 beds, 2 baths

$859,990

3 beds2 baths2,000 sq ft

65 Jefferson Pl, Massapequa, NY 11758

Listing by New Island Realty

Property at 95 Lantern Rd, Hicksville, NY 11801, 6 beds, 3 baths

$870,000

6 beds3 baths2,068 sq ft

95 Lantern Rd, Hicksville, NY 11801

Listing by EXP Realty

Property at 117 Glenwood Rd, Glenwood Landing, NY 11547, 4 beds, 2 baths

$850,000

4 beds2 baths2,108 sq ft

117 Glenwood Rd, Glenwood Landing, NY 11547

Listing by Daniel Gale Sothebys Intl Rlty

Property at 24 8th Ave, Sea Cliff, NY 11579, 2 beds, 1.5 baths

$714,900

2 beds1.5 baths824 sq ft

24 8th Ave, Sea Cliff, NY 11579

Listing by Coldwell Banker American Homes

Property at 19 Dakota St, Hicksville, NY 11801, 3 beds, 1 bath

$699,000

3 beds1 bath960 sq ft

19 Dakota St, Hicksville, NY 11801

Listing by DH Citadel Real Estate 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 9 Willow St, Glen Cove, NY 11542, 2 beds, 1 bath

$574,900

2 beds1 bath937 sq ft

9 Willow St, Glen Cove, NY 11542

Listing by Real Broker NY LLC

Property at 53 Orange Dr, Jericho, NY 11753, 3 beds, 3 baths

$1,695,000

3 beds3 baths2,689 sq ft

53 Orange Dr, Jericho, NY 11753

Listing by Daniel Gale Sothebys Intl Rlty

Property at 34 Bobwhite Ln, Hicksville, NY 11801, 5 beds, 4 baths

$1,149,000

5 beds4 baths2,500 sq ft

34 Bobwhite Ln, Hicksville, NY 11801

Listing by 99 Acres Realty LLC

Property at 233 Lee Ave, Hicksville, NY 11801, 3 beds, 1 bath

$699,000

3 beds1 bath1,098 sq ft

233 Lee Ave, Hicksville, NY 11801

Listing by Signature Premier Properties

Property at 3 4th St, Bayville, NY 11709, 2 beds, 2 baths

$549,000

2 beds2 baths912 sq ft

3 4th St, Bayville, NY 11709

Listing by Compass Greater NY LLC

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 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 725 Carlisle Rd, Jericho, NY 11753, 3 beds, 1.5 baths

$1,099,800

3 beds1.5 baths1,387 sq ft

725 Carlisle Rd, Jericho, NY 11753

Listing by E Realty International Corp

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 101 Hillary Ln, Westbury, NY 11590, 4 beds, 2.5 baths

$986,900

4 beds2.5 baths1,799 sq ft

101 Hillary Ln, Westbury, NY 11590

Listing by REALHome Services & Solutions

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 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 33 Shelter Hill Rd, Plainview, NY 11803, 3 beds, 1.5 baths

$949,000

3 beds1.5 baths1,864 sq ft

33 Shelter Hill Rd, Plainview, NY 11803

Listing by Coldwell Banker American Homes

Property at 53 Hightop Ln, Jericho, NY 11753, 4 beds, 3 baths

$1,648,000

4 beds3 baths2,448 sq ft

53 Hightop Ln, Jericho, NY 11753

Listing by Douglas Elliman Real Estate

Property at 23 Clinton Ln, Jericho, NY 11753, 4 beds, 2.5 baths

$1,260,000

4 beds2.5 baths1,819 sq ft

23 Clinton Ln, Jericho, NY 11753

Listing by Voro LLC

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 5 4th Stret, Bayville, NY 11709, 4 beds, 2 baths

$699,000

4 beds2 baths— sq ft

5 4th Stret, Bayville, NY 11709

Listing by Compass Greater NY LLC

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 127 Horseshoe Rd, Mill Neck, NY 11765, 7 beds, 9.5 baths

$6,895,000

7 beds9.5 baths12,690 sq ft

127 Horseshoe Rd, Mill Neck, NY 11765

Listing by BERKSHIRE HATHAWAY

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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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