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

234 homes

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OPEN SAT, 12PM TO 2PM

ABOUT THIS HOME
Vintage Home for sale in Oyster Bay, NY:
Welcome to this Mint Ranch in West Farmingdale, perfectly situated mid-block on a quiet, charming street. The home makes an incredible first impression with its vinyl-sided exterior, great curb appeal, and inviting portico. Step inside to a chef’s kitchen featuring cherry cabinets, granite counters, a stylish glass tile backsplash, and stainless-steel appliances. The home currently offers 2 spacious bedrooms including a primary suite with a walk-in closet and full bathroom. You’ll love the hardwood floors, main-level laundry room, and oversized 1-car garage. Located near Albany Avenue Elementary, plus close to shopping, transportation, and everything you need. Home is currently

$599,999

2 beds2 baths876 sq ft

24 W Oak St, Farmingdale, NY 11735

6,958 sq ft lot • Garage • Built 1954

Listing by Signature Premier Properties

OPEN SUN, 12PM TO 2PM

ABOUT THIS HOME
Vintage Home for sale in Oyster Bay, NY:
Welcome to this beautifully kept 4 bedroom, 2 bathroom Colonial in the heart of massapequa. The home offers a warm and inviting layout with a bright living room, hardwood floors, and oversized windows that bring in great natural light. The updated eat-in kitchen features modern cabinetry, stainless steel appliances, and plenty of counter space for cooking and entertaining. Two comfortable bedrooms are located on the main level with two additional bedrooms upstairs that work well for guests, a home office, or a private primary space. The fully fenced backyard provides a great outdoor setting with room for gatherings, pets, or play. The home also includes a private driveway and an attached ga

$699,999

4 beds2 baths2,376 sq ft

2 Bernard St, Massapequa, NY 11758

7,000 sq ft lot • Built 1945

Listing by Fave Realty Inc

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in Oyster Bay, NY:
Welcome to this charming 4-bedroom, 1.5-bath Cape Cod located in the prestigious Massapequa Shores community. Perfect for a first-time home buyer, this property offers wonderful potential with room to expand and make it truly your own. This well-maintained home offers a warm and inviting layout, featuring an eat-in kitchen, comfortable living spaces, and two bedrooms on the main level. Laundry Room/ Utility room and access to the 1 car garage. Upstairs, you'll find two additional bedrooms and a half bathroom, with additional eave storage. Hardwood floors grace the first floor living and new laminate floors on the second floor. Set on a 62x100 lot, the home features a clean, open backyard&md

$649,000

4 beds1.5 baths1,075 sq ft

247 Division Ave, Massapequa, NY 11758

6,120 sq ft lot • Garage • Built 1950

Listing by Signature Premier Properties

ABOUT THIS HOME
Vintage Home for sale in Oyster Bay, NY:
Welcome to this charming and beautifully maintained 3-bedroom, 1.5-bath home with a den, located in one of Syosset’s most desirable neighborhoods. Each room is bright and airy, filled with natural light and accented by gleaming hardwood floors. Enjoy a spacious living/dining area that opens through sliding doors to a deck — perfect for outdoor gatherings or quiet mornings. The large, fully fenced backyard is a serene retreat with a variety of fruit trees and perennial plants, kept lush year-round by an in-ground sprinkler system. The full unfinished basement offers endless possibilities for recreation, and includes a fairly new washer and dryer, gas furnace, and a new hot water

$998,000

3 beds1.5 baths1,429 sq ft

2 Deer Path Ln, Syosset, NY 11791

9,180 sq ft lot • Garage • Built 1956

Listing by Keller Williams Realty Greater

ABOUT THIS HOME
Vintage Home for sale in Oyster Bay, NY:
Welcome to prestigious Biltmore Shores! This home has Soooo many Superior Amenities, Highlight Sheet Available. .. Fireplaces & Sound Systems inside & out. The main floor has Radiant Heat & Water Views from Every Room! The EIK has a Dbl Oven, Gas Cooking, Wine Cooler & Peninsula. Den w/ Wall of Glass. There are Pella Doors, Hunter Douglas Shades, a Jacuzzi Tub, HW Floors, CAC, Garage Tek Wall & Storage System. Outdoors includes 125" of Bulkheading, Floating Dock, Stainless Steel Railings, Timber Teck Deck, Electric Awning & a Hot Tub!! An Upper Patio & has a Built-in Gas Grill & Bar Seating. If that's not enough, the Outdoor Living Room i

$1,249,000

3 beds2.5 baths1,811 sq ft

23 Biltmore Blvd, Massapequa, NY 11758

Water views • Peninsula • Gas cooking

Listing by Realty Connect USA LLC

Property at 286 Pacific St, Massapequa Park, NY 11762, 4 beds, 1 bath

$729,900

4 beds1 bath1,379 sq ft

286 Pacific St, Massapequa Park, NY 11762

Listing by Leading Edge R E Services

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

$1,250,000

4 beds4 baths2,143 sq ft

2 Walnut Dr, Syosset, NY 11791

Listing by Realty Connect USA L I Inc

Property at 45 Merokee Pl, Farmingdale, NY 11735, 3 beds, 1 bath

$499,990

3 beds1 bath1,058 sq ft

45 Merokee Pl, Farmingdale, NY 11735

Listing by Handsome Real Estate Inc

Property at 331 N Michigan Ave, Massapequa, NY 11758, 3 beds, 1 bath

$729,000

3 beds1 bath1,050 sq ft

331 N Michigan Ave, Massapequa, NY 11758

Listing by Signature Premier Properties

Property at 266 Bayview Ave, Massapequa, NY 11758, 3 beds, 2.5 baths

$1,200,000

3 beds2.5 baths2,089 sq ft

266 Bayview Ave, Massapequa, NY 11758

Listing by Signature Premier Properties

Property at 556 N Suffolk Ave, Massapequa, NY 11758, 3 beds, 3 baths

$899,000

3 beds3 baths2,528 sq ft

556 N Suffolk Ave, Massapequa, NY 11758

Listing by Voro LLC

Property at 4 Hope Dr, Plainview, NY 11803, 3 beds, 2 baths

$574,999

3 beds2 baths1,690 sq ft

4 Hope Dr, Plainview, NY 11803

Listing by Signature Premier Properties

Property at 161 Aster, Massapequa Park, NY 11762, 3 beds, 2.5 baths

$719,000

3 beds2.5 baths1,457 sq ft

161 Aster, Massapequa Park, NY 11762

Listing by Charles Rutenberg Realty Inc

Property at 12 Donna Dr, Oyster Bay, NY 11771, 5 beds, 4.5 baths

$3,750,000

5 beds4.5 baths7,560 sq ft

12 Donna Dr, Oyster Bay, NY 11771

Listing by Daniel Gale Sothebys Intl Rlty

Property at 29 Elmwood Ct, Plainview, NY 11803, 3 beds, 2.5 baths

$1,088,888

3 beds2.5 baths2,200 sq ft

29 Elmwood Ct, Plainview, NY 11803

Listing by Douglas Elliman Real Estate

Property at 3 Brewster Gate, Massapequa, NY 11758, 4 beds, 2 baths

$745,000

4 beds2 baths1,515 sq ft

3 Brewster Gate, Massapequa, NY 11758

Listing by Exit Realty Achieve

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 7 Stephen Dr, Farmingdale, NY 11735, 3 beds, 1 bath

$599,000

3 beds1 bath1,032 sq ft

7 Stephen Dr, Farmingdale, NY 11735

Listing by Coldwell Banker American Homes

Property at 171 Cottage Blvd, Hicksville, NY 11801, 4 beds, 2 baths

$859,999

4 beds2 baths1,608 sq ft

171 Cottage Blvd, Hicksville, NY 11801

Listing by Keller Williams Realty Elite

Property at 27 Abbey Ln, Plainview, NY 11803, 3 beds, 2 baths

$749,000

3 beds2 baths1,195 sq ft

27 Abbey Ln, Plainview, NY 11803

Listing by Douglas Elliman Real Estate

Property at 28 Elm St, Woodbury, NY 11797, 5 beds, 3.5 baths

$1,800,000

5 beds3.5 baths2,603 sq ft

28 Elm St, Woodbury, NY 11797

Listing by Nest Seekers LLC

Property at 114 Washington St, Farmingdale, NY 11735, 6 beds, 2 baths

$699,990

6 beds2 baths1,766 sq ft

114 Washington St, Farmingdale, NY 11735

Listing by Coldwell Banker American Homes

Property at 9 Pewter Ln, Hicksville, NY 11801, 4 beds, 2 baths

$698,888

4 beds2 baths1,600 sq ft

9 Pewter Ln, Hicksville, NY 11801

Listing by Voro LLC

Property at 34 Melanie Ln, Syosset, NY 11791, 5 beds, 3.5 baths

$1,379,000

5 beds3.5 baths2,560 sq ft

34 Melanie Ln, Syosset, NY 11791

Listing by Property Professionals Realty

Property at 1432 Lakeshore Dr, Massapequa Park, NY 11762, 4 beds, 2 baths

$799,999

4 beds2 baths1,560 sq ft

1432 Lakeshore Dr, Massapequa Park, NY 11762

Listing by I P E Realty L L C

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 49 East Ave, Glen Cove, NY 11542, 4 beds, 2 baths

$650,888

4 beds2 baths1,828 sq ft

49 East Ave, Glen Cove, NY 11542

Listing by BERKSHIRE HATHAWAY

Property at 8 Lucille Dr, Syosset, NY 11791, 3 beds, 1.5 baths

$975,000

3 beds1.5 baths1,383 sq ft

8 Lucille Dr, Syosset, NY 11791

Listing by Pilgrim Realty Inc

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 134 Forest Dr, Jericho, NY 11753, 6 beds, 4 baths

$1,778,000

6 beds4 baths2,941 sq ft

134 Forest Dr, Jericho, NY 11753

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 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 64 Hedgerow Ln, Jericho, NY 11753, 3 beds, 2.5 baths

$1,388,888

3 beds2.5 baths1,883 sq ft

64 Hedgerow Ln, Jericho, NY 11753

Listing by Realty Maintained LLC

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 6 Karen Ave, Plainview, NY 11803, 4 beds, 2 baths

$825,000

4 beds2 baths1,394 sq ft

6 Karen Ave, Plainview, NY 11803

Listing by Cosmo Group Realty

Property at 215 W Marie St, Hicksville, NY 11801, 4 beds, 3 baths

$849,990

4 beds3 baths1,342 sq ft

215 W Marie St, Hicksville, NY 11801

Listing by Handsome Real Estate Inc

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 131 S 5th St, Bethpage, NY 11714, 3 beds, 2 baths

$769,000

3 beds2 baths1,416 sq ft

131 S 5th St, Bethpage, NY 11714

Listing by Compass Greater NY LLC

Property at 58 Virginia Ave, Plainview, NY 11803, 4 beds, 1 bath

$750,000

4 beds1 bath1,358 sq ft

58 Virginia Ave, Plainview, NY 11803

Listing by Branch Real Estate Group

Property at 1 Fulton Pl, Jericho, NY 11753, 4 beds, 2.5 baths

$1,199,000

4 beds2.5 baths1,875 sq ft

1 Fulton Pl, Jericho, NY 11753

Listing by Homes By Mara

Property at 6 Lee Pl, Old Bethpage, NY 11804, 3 beds, 2 baths

$799,999

3 beds2 baths1,468 sq ft

6 Lee Pl, Old Bethpage, NY 11804

Listing by Your Home Sold Guaranteed Rlty

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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 234 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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