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

237 homes

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ABOUT THIS HOME
Vintage Home for sale in Oyster Bay, NY:
Welcome to this lovely 3-bedroom, 1-bathroom ranch style home, featuring beautifully refinished hardwood floors throughout. The updated kitchen boasts brand new cabinets , flooring and has stainless steel appliances. A separate dining area provides ample space for family meals and entertaining guests. The inviting living room provides a comfortable space for relaxation enhanced by a charming fireplace. The spacious partially basement provides ample storage space complete with a dedicated laundry room for convenience. Step outside to discover a great backyard that serves as a perfect setting for outdoor gatherings-this space offers endless opportunities, oil to gas conversion done a year go

$699,000

3 beds1 bath960 sq ft

19 Dakota St, Hicksville, NY 11801

6,000 sq ft lot • Built 1953 • Listed 59 days

Listing by DH Citadel Real Estate LLC

ABOUT THIS HOME
Vintage Home for sale in Oyster Bay, NY:
Diamond condition Home in Prime Bayville Location – No Flood Zone! 3 Level House! Walk-out basement with private entrance! Just 2 Blocks from the Beach! Enter through the inviting main entrance or access the backyard directly via an open hallway. Meticulously maintained by a caring owner, this home is in pristine condition and feels like new throughout. The first floor boasts gleaming hardwood floors, a spacious living and dining area, an updated kitchen with backyard access, one bedroom, and a full bathroom. The upstairs level—added approximately 30 years ago—features an expansive primary suite with vaulted ceilings and a cozy fireplace, walk-in closet, and private en-sui

$958,000

4 beds3 baths2,544 sq ft

18 Violet Rd, Bayville, NY 11709

Updated kitchen • No flood zone • Generous family room

Listing by A Class Realty

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Oyster Bay, NY:
Welcome to 9 Flint Lane, a beautifully maintained home in one of Jericho’s most sought-after neighborhoods. This expanded split-level residence offers 3 bedrooms (with potential for 4) and 2 full bathrooms, blending comfort, flexibility, and modern updates. The inviting main level features a bright living room, formal dining room, and an eat-in kitchen with granite countertops, convection oven, and Andersen windows. An expansive den, full bath, closet, and private outside entrance creates the perfect option for a guest suite, home office, or 4th bedroom. A finished basement provides laundry, storage, and recreational space for added convenience. The true highlight is the private backy

$1,275,000

3 beds2 baths1,852 sq ft

9 Flint Ln, Jericho, NY 11753

8,400 sq ft lot • Pool • Built 1955

Listing by BERKSHIRE HATHAWAY

ABOUT THIS HOME
Vintage Home for sale in Oyster Bay, NY:
Prime Location! Nestled in the highly sought-after Bethpage School District, this meticulously maintained expanded split-level home offers a perfect blend of comfort, space, and convenience. Set on a corner lot with outstanding curb appeal, this 5 bedroom, 2 1/2 bathroom home is designed to meet all your needs. Upon entry, you'll be greeted by an inviting open-concept living room and dining area, ideal for both gathering and entertaining. The bright and open kitchen is thoughtfully designed with modern, updated appliances and offers easy access to the upper deck, a perfect spot for outdoor dining and relaxing. On the second level, you'll find three generously-sized bedrooms, each featuring

$899,000

5 beds2.5 baths2,015 sq ft

28 Halcourt Dr, Plainview, NY 11803

Bright kitchen • Upper deck • En-suite bathroom

Listing by Signature Premier Properties

ABOUT THIS HOME
Vintage Home for sale in Oyster Bay, NY:
Move Right into This Clean and Meticulously Maintained Midblock Split Level Home in Desirable North Bethpage/Plainview. Gleaming Hardwood Floors Throughout Most of the Two Primary Levels. Lower Grade Level Features Garage Conversion Transformed into Huge Family Room with Fireplace for Cozy Gettogethers. Full Bath on Main Level with Easy Access to Yard Plus Main Level Laundry Area. Oversized Southern Facing Sunny Yard with Extra Large Deck from Sliders off Eat In Kitchen with Gas Cooking and Stainless Appliances. Maintenance Free Brick and Vinyl Siding. Convenient to Transportation, Hamlet of Bethpage and World Class Golf, Waling Trails and Recreation of the Bethpage State Park Home of the R

$799,999

3 beds2 baths1,608 sq ft

15 Alma Ln, Plainview, NY 11803

Garage conversion • Huge family room • Extra large deck

Listing by Century 21 Catapano Homes

Property at 175 North St, Locust Valley, NY 11560, 3 beds, 2 baths

$898,000

3 beds2 baths1,500 sq ft

175 North St, Locust Valley, NY 11560

Listing by Daniel Gale Sothebys Intl Rlty

Property at 58 Amherst Ln, Hicksville, NY 11801, 3 beds, 1 bath

$598,900

3 beds1 bath1,092 sq ft

58 Amherst Ln, Hicksville, NY 11801

Listing by ERA/Top Service Realty Inc

Property at 15 E Hamilton Ave, Massapequa, NY 11758, 3 beds, 2 baths

$625,000

3 beds2 baths1,258 sq ft

15 E Hamilton Ave, Massapequa, NY 11758

Listing by Frontline Realty Group LLC

Property at 58 Briar Ln, Jericho, NY 11753, 3 beds, 3 baths

$1,398,800

3 beds3 baths2,000 sq ft

58 Briar Ln, Jericho, NY 11753

Listing by E Realty International Corp

Property at 200 Saint Regis Dr, Massapequa Park, NY 11762, 6 beds, 3 baths

$928,000

6 beds3 baths2,446 sq ft

200 Saint Regis Dr, Massapequa Park, NY 11762

Listing by Skylux Realty Inc

Property at 236 Berry Hill Rd, Syosset, NY 11791, 4 beds, 3.5 baths

$1,633,000

4 beds3.5 baths3,000 sq ft

236 Berry Hill Rd, Syosset, NY 11791

Listing by Homes By Mara

Property at 15 Bayside Ave, Oyster Bay, NY 11771, 5 beds, 1.5 baths

$925,000

5 beds1.5 baths2,238 sq ft

15 Bayside Ave, Oyster Bay, NY 11771

Listing by Compass Greater NY LLC

Property at 204 Broadway, Massapequa Park, NY 11762, 3 beds, 4 baths

$945,000

3 beds4 baths2,800 sq ft

204 Broadway, Massapequa Park, NY 11762

Listing by Coldwell Banker American Homes

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 15 Cornwall Ln, Hicksville, NY 11801, 4 beds, 2 baths

$849,900

4 beds2 baths1,260 sq ft

15 Cornwall Ln, Hicksville, NY 11801

Listing by Island Advantage Realty LLC

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

$937,600

4 beds2.5 baths1,799 sq ft

101 Hillary Ln, Westbury, NY 11590

Listing by REALHome Services & Solutions

Property at 34 21st St, Jericho, NY 11753, 4 beds, 2.5 baths

$1,199,000

4 beds2.5 baths2,000 sq ft

34 21st St, Jericho, NY 11753

Listing by ZI Realty LLC

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 329 N Wyoming Ave, Massapequa, NY 11758, 3 beds, 2 baths

$799,000

3 beds2 baths1,966 sq ft

329 N Wyoming Ave, Massapequa, NY 11758

Listing by Douglas Elliman Real Estate

Property at 182 Berry Hill Rd, Syosset, NY 11791, 4 beds, 2 baths

$1,168,000

4 beds2 baths2,369 sq ft

182 Berry Hill Rd, Syosset, NY 11791

Listing by E Realty International Corp

Property at 8 Gables Rd, Hicksville, NY 11801, 4 beds, 2 baths

$884,000

4 beds2 baths1,980 sq ft

8 Gables Rd, Hicksville, NY 11801

Listing by Winzone Realty Inc

Property at 58 Narcissus Ave, Hicksville, NY 11801, 4 beds, 3 baths

$940,000

4 beds3 baths1,938 sq ft

58 Narcissus Ave, Hicksville, NY 11801

Listing by Guidance Metro Realty Inc

Property at 171 8th Ave, Sea Cliff, NY 11579, 3 beds, 2 baths

$899,000

3 beds2 baths1,300 sq ft

171 8th Ave, Sea Cliff, NY 11579

Listing by Signature Premier Properties

Property at 5 Canal Rd, Massapequa, NY 11758, 2 beds, 2 baths

$899,000

2 beds2 baths1,440 sq ft

5 Canal Rd, Massapequa, NY 11758

Listing by BERKSHIRE HATHAWAY

Property at 4 Cranford Rd, Plainview, NY 11803, 3 beds, 1.5 baths

$949,000

3 beds1.5 baths2,346 sq ft

4 Cranford Rd, Plainview, NY 11803

Listing by Realty Connect USA LLC

Property at 28 Cross St, Locust Valley, NY 11560, 3 beds, 2 baths

$650,000

3 beds2 baths1,488 sq ft

28 Cross St, Locust Valley, NY 11560

Listing by Liberty Chateau Realty Inc

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 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 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 113 Northern Pkwy W, Plainview, NY 11803, 3 beds, 2.5 baths

$1,069,000

3 beds2.5 baths1,886 sq ft

113 Northern Pkwy W, Plainview, NY 11803

Listing by Signature Premier Properties

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 10 Layton Ave, Hicksville, NY 11801, 3 beds, 1 bath

$699,000

3 beds1 bath1,040 sq ft

10 Layton Ave, Hicksville, NY 11801

Listing by Voro LLC

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 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 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 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 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 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 304 Unqua Rd, Massapequa, NY 11758, 3 beds, 2 baths

$699,000

3 beds2 baths1,340 sq ft

304 Unqua Rd, Massapequa, NY 11758

Listing by Douglas Elliman Real Estate

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 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

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Based on information submitted to the MLS GRID as of Tue Dec 02 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 237 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 2 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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