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:
Welcome to prestigious Biltmore Shores! This home has Soooo Many Superior Amenities, Call us for a Complete List! But to name a few: FPL's & Sound Systems Inside & Out! The Main floor has Radiant Heat & Water Views form every Room! The EIK has a Dbl Oven, Gas Cooking, Wine Frig & Peninsula. Den w/ Wall of Glass. Jacuzzi Tub, Pella Doors, Hunter Douglas Shades, Hi-Hats, HW Floors, CAC, Garage Tek Wall & Storage System. Outdoors includes 125 ft of bulkheading, Floating Dock, Stainless Steel Railings, Timber Teck Deck, Electric Awning & a Hot Tub! An Upper Patio w/ Built-in Gas Grill & Bar Seating! If that's not enough, the Outdoor Living Rm includes T

$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

OPEN SUN, 12PM TO 2PM

ABOUT THIS HOME
Vintage Home for sale in Oyster Bay, NY:
Beautifully maintained home in the Plainedge School District, situated on an oversized property. Bright and spacious kitchen with vaulted ceiling and skylight, stainless steel appliances, and granite countertops. Renovated bath, freshly painted interior, newer boiler, and five-zone inground sprinklers—professionally landscaped park-like grounds with deck offer wonderful outdoor enjoyment. Basement with outside access provides excellent additional space for storage, recreation, or flexible use. Move-in ready with low taxes.

$729,000

3 beds1 bath1,050 sq ft

331 N Michigan Ave, Massapequa, NY 11758

Vaulted ceiling • Oversized property • Skylight

Listing by Signature Premier Properties

COMING SOON

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

OPEN SAT, 1:30PM TO 3PM

ABOUT THIS HOME
Vintage Home for sale in Oyster Bay, NY:
Welcome home to this beautifully renovated four-level property featuring modern finishes inside and out! This move-in ready home offers a bright open layout with brand-NEW oak hardwood floors, NEW recessed lighting, and a NEW stunning designer kitchen complete with quartz countertops, two-tone shaker cabinets, subway tile backsplash, Samsung stainless steel gas range, Samsung Smart refrigerator, and LG dishwasher. First level has a a true primary suite with a cozy fireplace, a NEW full bath, walk-in closet. It also has a sitting area, and a dedicated office—perfect for today’s lifestyle. Second level has an Open-concept living room, dining room, and kitchen filled with natural l

$1,250,000

4 beds4 baths2,300 sq ft

2 Walnut Dr, Syosset, NY 11791

Designer kitchen • Quartz countertops • Renovated property

Listing by Realty Connect USA L I Inc

OPEN SAT, 11AM TO 1PM

ABOUT THIS HOME
Vintage Home for sale in Oyster Bay, NY:
Step into this cheerful 3-bedroom, 1-bath ranch that’s packed with charm! Sunlight fills the living and dining rooms, highlighting the beautiful hardwood floors throughout. The full basement offers even more space, featuring a partially finished area perfect for a cozy hangout, home office, or workout zone—plus a convenient laundry area and tons of storage. Head outside to enjoy your fully fenced yard, ideal for pets, play, or relaxing evenings. A detached garage adds extra room for parking, hobbies, or gear. Love convenience? You’re just minutes from shopping, dining, and major highways, making errands and commuting a breeze. ASK AGENT ABOUT POSSIBLE RENOVATIONS

$499,990

3 beds1 bath1,058 sq ft

45 Merokee Pl, Farmingdale, NY 11735

Laundry area • Full basement • Fully fenced yard

Listing by Handsome Real Estate Inc

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 11 Fordham Dr, Plainview, NY 11803, 3 beds, 2 baths

$898,000

3 beds2 baths1,800 sq ft

11 Fordham Dr, Plainview, NY 11803

Listing by Douglas Elliman Real Estate

Property at 561 Woodbury Rd, Plainview, NY 11803, 3 beds, 2 baths

$785,000

3 beds2 baths2,293 sq ft

561 Woodbury Rd, Plainview, NY 11803

Listing by Signature Premier Properties

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 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 44 E End Ave, Hicksville, NY 11801, 4 beds, 4 baths

$1,175,000

4 beds4 baths2,200 sq ft

44 E End Ave, Hicksville, NY 11801

Listing by Compass Greater NY LLC

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

$599,999

2 beds2 baths876 sq ft

24 W Oak St, Farmingdale, NY 11735

Listing by Signature Premier Properties

Property at 4 Norgate Rd, Glen Head, NY 11545, 5 beds, 3.5 baths

$2,480,000

5 beds3.5 baths3,959 sq ft

4 Norgate Rd, Glen Head, NY 11545

Listing by United Real Estate Fortune

Property at 9 Meadow Spring Ln, Glen Cove, NY 11542, 8 beds, 6 baths

$4,900,000

8 beds6 baths7,800 sq ft

9 Meadow Spring Ln, Glen Cove, NY 11542

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 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 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 878 County Line Rd, Amityville, NY 11701, 3 beds, 1 bath

$499,000

3 beds1 bath1,703 sq ft

878 County Line Rd, Amityville, NY 11701

Listing by Realty Connect USA L I Inc

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 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 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 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 16 Tudor Rd, Hicksville, NY 11801, 3 beds, 2 baths

$1,400,000

3 beds2 baths1,599 sq ft

16 Tudor Rd, Hicksville, NY 11801

Listing by Keller Williams Realty Greater

Property at 3 Neptune Pl, Massapequa, NY 11758, 5 beds, 3 baths

$1,200,000

5 beds3 baths2,700 sq ft

3 Neptune Pl, Massapequa, NY 11758

Property at 207 N Nassau Ave, Massapequa, NY 11758, 4 beds, 2 baths

$639,000

4 beds2 baths1,188 sq ft

207 N Nassau Ave, Massapequa, NY 11758

Listing by EXP Realty

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

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 2 Bernard St, Massapequa, NY 11758, 4 beds, 2 baths

$699,999

4 beds2 baths2,376 sq ft

2 Bernard St, Massapequa, NY 11758

Listing by Fave Realty Inc

Property at 17 Evans Ave, Farmingdale, NY 11735, 4 beds, 3.5 baths

$812,000

4 beds3.5 baths1,887 sq ft

17 Evans Ave, Farmingdale, NY 11735

Listing by Weichert Realtors Performance

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

$1,148,888

3 beds2.5 baths2,200 sq ft

29 Elmwood Ct, Plainview, NY 11803

Listing by Douglas Elliman Real Estate

Property at 40 Park Way, Sea Cliff, NY 11579, 5 beds

$2,299,000

5 beds— baths2,982 sq ft

40 Park Way, Sea Cliff, NY 11579

Listing by Daniel Gale Sothebys Intl Rlty

Property at 378 Lakeshore Blvd, Massapequa Park, NY 11762, 4 beds, 3 baths

$790,000

4 beds3 baths2,202 sq ft

378 Lakeshore Blvd, Massapequa Park, NY 11762

Listing by Douglas Elliman Real Estate

Property at 105 7th St, Hicksville, NY 11801, 4 beds, 2 baths

$899,999

4 beds2 baths1,672 sq ft

105 7th St, Hicksville, NY 11801

Listing by Keller Williams Realty Elite

Property at 5 Edward Ave, Hicksville, NY 11801, 4 beds, 3 baths

$1,049,999

4 beds3 baths2,188 sq ft

5 Edward Ave, Hicksville, NY 11801

Listing by Voro LLC

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Based on information submitted to the MLS GRID as of Fri Nov 28 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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