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

208 homes

Sort:

Recommended

NEW 2 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Oyster Bay, NY:
Rare Find Opportunity. Excellent Investment Opportunity! Large Legal 3 Family House with Additional Adjoining Lot Included In the Sale. There Are 2 Bedroom/ 2 Bathroom Apartment, And 1 Bedroom/ 1 Bathroom Units On The First Floor, and 2 Bedroom/2 Bathroom Unit On The Second Floor. Newly Renovated Apartments with New, Beautiful Kitchens and Bathrooms. The House Has Solar Panels. Newly build parking lot with 2 dry-wells Hurry Won't Last, Deal of the Year. Near Train Station and All Other Local Amenities. Investors Welcome.

$1,249,000

5 beds5 baths2,600 sq ft

83 Kraemer St, Hicksville, NY 11801

New bathrooms • Solar panels • 0.26 acre lot

Listing by E Z Sell Realty

REDFIN COMING SOON

ABOUT THIS HOME
Vintage Home for sale in Oyster Bay, NY:
Designed with entertaining in mind, this home showcases a fully renovated kitchen, living room, and dining area highlighted by custom cabinetry and elegant tray ceilings. The chef’s kitchen is equipped with premium Thermador appliances, including a built-in refrigerator and freezer. A remodeled den with a full bar flows seamlessly into a custom sunroom professionally installed by M & M Awning in November 2025; the sunroom can be seasonally removed to allow for expanded patio use. The backyard offers a private outdoor retreat featuring an in-ground pool with a new liner for the 2025 season, paver hardscaping, and a well-maintained vegetable garden. The expanded primary suite includ

$1,225,000

4 beds2.5 baths2,000 sq ft

44 Colony Ln, Syosset, NY 11791

7,410 sq ft lot • Pool • Built 1955

Listing by Redfin Real Estate

OPEN SUN, 2:30PM TO 4:30PM

ABOUT THIS HOME
Vintage Home for sale in Oyster Bay, NY:
Welcome to 241 Woodbury Road, Valley Stream. This fully renovated three bedroom, two-full-bath residence offers a functional layout and modern updates throughout. The home features a bright living space, hardwood floors throughout, an updated kitchen, renovated bathrooms, and very generously sized bedrooms. The property also offers a FULL FINISHED basement ideal for a recreation area, family room or home gym, the possibilities are endless. Additional features include natural gas heating, an attached garage and an expanded driveway that can park up to four cars. A separate laundry room is a plus! Conveniently located near shopping, dining, parks, schools, and transportation. An easy commute

$788,000

3 beds2 baths2,180 sq ft

241 Woodbury Rd, Hicksville, NY 11801

Fully renovated • Natural gas heating • Renovated bathrooms

Listing by Coldwell Banker American Homes

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in Oyster Bay, NY:
Welcome to this exceptional 4 bedroom and 2 bathroom center-hall Colonial in Farmingdale completely renovated in 2018 including the second-floor addition. The first floor features an ideal layout for both everyday living and entertaining. Upon entry you are greeted with an open, yet still warm & inviting floorplan with hardwood floors, an oversized living room with gas fireplace and a large dining area. The custom kitchen offers high end finishes, stainless steel appliances, recessed lighting, coffee bar and breakfast nook. It is enveloped with natural light, creating a bright and inviting atmosphere. A first-floor bedroom and full bathroom provide excellent flexibility for guests, ex

$949,000

4 beds2 baths1,800 sq ft

14 W Chestnut St, Farmingdale, NY 11735

7,200 sq ft lot • Garage • Built 1950

Listing by Keller Williams Points North

OPEN SAT, 12PM TO 1PM

ABOUT THIS HOME
Vintage Home for sale in Oyster Bay, NY:
Golden Opportunity in Prime Hicksville Location!! This spacious home offers a great layout and strong bones, ideal for investors, renovators, or first-time buyers looking to build equity in a highly desirable area. The home offers a versatile layout with flexible spaces providing excellent opportunity for customization - 2 bedrooms on the ground level and 2/3 bedrooms on the second floor, along with 2 additional bonus room providing flexibility for bathroom, walk-in closet, or home office (buyer to verify). Gas is already connected, with oil heat, offering multiple upgrade possibilities. Additional highlights include a full unfinished basement, a detached 1.5-car garage with electric, a ch

$649,999

4 beds1 bath1,440 sq ft

84 Bay Ave, Hicksville, NY 11801

6,000 sq ft lot • Garage • Built 1918

Listing by VYLLA Home

Property at 21 Wallace Dr, Plainview, NY 11803, 4 beds, 3 baths

$979,000

4 beds3 baths2,390 sq ft

21 Wallace Dr, Plainview, NY 11803

Property at 18 Cambridge Ave, Bethpage, NY 11714, 4 beds, 1 bath

$725,000

4 beds1 bath1,088 sq ft

18 Cambridge Ave, Bethpage, NY 11714

Listing by Property Professionals Realty

Property at 3 Dorset Way, Glen Cove, NY 11542, 3 beds, 2 baths

$799,000

3 beds2 baths1,667 sq ft

3 Dorset Way, Glen Cove, NY 11542

Listing by S & J Property Management Corp

Property at 3 Maple St, Glenwood Landing, NY 11547, 5 beds, 3.5 baths

$2,080,000

5 beds3.5 baths3,850 sq ft

3 Maple St, Glenwood Landing, NY 11547

Listing by Douglas Elliman Real Estate

Property at 14 Cypress St, Farmingdale, NY 11735, 4 beds, 2 baths

$809,000

4 beds2 baths1,770 sq ft

14 Cypress St, Farmingdale, NY 11735

Listing by Home Star Realty Group Inc

Property at 57 Roosevelt Dr, Bethpage, NY 11714, 3 beds, 2 baths

$699,000

3 beds2 baths1,050 sq ft

57 Roosevelt Dr, Bethpage, NY 11714

Listing by Keller Williams Realty Elite

Property at 5 Preston Ln, Hicksville, NY 11801, 4 beds, 1 bath

$310,000

4 beds1 bath1,194 sq ft

5 Preston Ln, Hicksville, NY 11801

Listing by David R Maltz And Co Inc

Property at 159 East Dr, Massapequa, NY 11758, 5 beds, 3 baths

$1,190,000

5 beds3 baths2,300 sq ft

159 East Dr, Massapequa, NY 11758

Listing by Desimone Real Estate

Property at 41 Stillwater Ave, Massapequa, NY 11758, 4 beds, 2 baths

$1,095,000

4 beds2 baths1,604 sq ft

41 Stillwater Ave, Massapequa, NY 11758

Listing by EXIT Realty Premier

Property at 13 Cynthia Ln, Plainview, NY 11803, 3 beds, 2 baths

$769,000

3 beds2 baths1,257 sq ft

13 Cynthia Ln, Plainview, NY 11803

Listing by Coldwell Banker American Homes

Property at 211 Cantiague Rock Rd, Westbury, NY 11590, 5 beds, 4 baths

$998,000

5 beds4 baths2,453 sq ft

211 Cantiague Rock Rd, Westbury, NY 11590

Listing by Jamie Realty Group

Property at 20 Collins Rd, Glen Cove, NY 11542, 2 beds, 2 baths

$670,000

2 beds2 baths1,020 sq ft

20 Collins Rd, Glen Cove, NY 11542

Listing by Vintage American Realty LLC

Property at 3 Poplar Ave, Farmingdale, NY 11735, 4 beds, 1 bath

$649,000

4 beds1 bath1,176 sq ft

3 Poplar Ave, Farmingdale, NY 11735

Listing by Coldwell Banker American Homes

Property at 79 N Cedar St, Massapequa, NY 11758, 3 beds, 2 baths

$778,000

3 beds2 baths1,388 sq ft

79 N Cedar St, Massapequa, NY 11758

Listing by Signature Premier Properties

Property at 133 16th Ave, Sea Cliff, NY 11579, 2 beds, 2 baths

$719,000

2 beds2 baths— sq ft

133 16th Ave, Sea Cliff, NY 11579

Listing by Daniel Gale Sothebys Intl Rlty

Property at 96 S Windhorst Ave, Bethpage, NY 11714, 4 beds, 3 baths

$749,999

4 beds3 baths1,500 sq ft

96 S Windhorst Ave, Bethpage, NY 11714

Listing by Voro LLC

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 393 Mill River Rd, Oyster Bay, NY 11771, 9 beds, 10 baths

$10,750,000

9 beds10 baths13,058 sq ft

393 Mill River Rd, Oyster Bay, NY 11771

Listing by Nest Seekers LLC

Property at 10 Roxbury St, Farmingdale, NY 11735, 4 beds, 2 baths

$699,990

4 beds2 baths1,218 sq ft

10 Roxbury St, Farmingdale, NY 11735

Listing by Coldwell Banker American Homes

Property at 248 Bayview Ave, Massapequa, NY 11758, 5 beds, 2.5 baths

$1,499,000

5 beds2.5 baths2,522 sq ft

248 Bayview Ave, Massapequa, NY 11758

Listing by EXIT Realty Premier

Property at 19 Pine Ln, Bayville, NY 11709, 3 beds, 4 baths

$1,499,000

3 beds4 baths1,958 sq ft

19 Pine Ln, Bayville, NY 11709

Listing by Compass Greater NY LLC

Property at 104 Radcliff Dr, East Norwich, NY 11732, 4 beds, 2 baths

$899,000

4 beds2 baths1,260 sq ft

104 Radcliff Dr, East Norwich, NY 11732

Listing by Howard Hanna Coach

Property at 28 Garden Cir, Syosset, NY 11791, 3 beds, 2 baths

$998,000

3 beds2 baths1,503 sq ft

28 Garden Cir, Syosset, NY 11791

Listing by Signature Premier Properties

Property at 9 Walnut Pl, Massapequa, NY 11758, 3 beds, 2 baths

$680,000

3 beds2 baths1,514 sq ft

9 Walnut Pl, Massapequa, NY 11758

Listing by Signature Premier Properties

Property at 359 Park Ln, Massapequa Park, NY 11762, 4 beds, 3 baths

$849,999

4 beds3 baths1,513 sq ft

359 Park Ln, Massapequa Park, NY 11762

Listing by Anthony Napolitano Homes

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 Circle Dr, Syosset, NY 11791, 3 beds, 2 baths

$1,098,000

3 beds2 baths2,086 sq ft

58 Circle Dr, Syosset, NY 11791

Listing by Homes By Mara

Property at 15 Bond Ln, Hicksville, NY 11801, 4 beds, 2 baths

$775,000

4 beds2 baths1,704 sq ft

15 Bond Ln, Hicksville, NY 11801

Listing by Island Advantage Realty LLC

Property at 24 Ferndale Dr, Hicksville, NY 11801, 5 beds, 3 baths

$799,000

5 beds3 baths1,823 sq ft

24 Ferndale Dr, Hicksville, NY 11801

Listing by Blue Island Homes NY LLC

Property at 139 Maple Ave, Bethpage, NY 11714, 5 beds, 3 baths

$1,249,000

5 beds3 baths1,700 sq ft

139 Maple Ave, Bethpage, NY 11714

Listing by Keller Williams Realty Greater

Property at 21 Linden Blvd, Hicksville, NY 11801, 8 beds, 4 baths

$989,000

8 beds4 baths2,300 sq ft

21 Linden Blvd, Hicksville, NY 11801

Listing by Exit Realty Prime

Property at 19 Hicks Ave, Syosset, NY 11791, 5 beds, 5 baths

$1,499,999

5 beds5 baths2,200 sq ft

19 Hicks Ave, Syosset, NY 11791

Listing by ZI Realty LLC

Property at 18 Roxbury Ave, Plainview, NY 11803, 3 beds, 2 baths

$899,999

3 beds2 baths1,560 sq ft

18 Roxbury Ave, Plainview, NY 11803

Listing by JG Homes

Property at 46 Kalda Ln, Plainview, NY 11803, 3 beds, 1 bath

$828,888

3 beds1 bath1,672 sq ft

46 Kalda Ln, Plainview, NY 11803

Listing by Charles Rutenberg Realty Inc

Property at 171 N Oak St, Massapequa, NY 11758, 3 beds, 2 baths

$649,999

3 beds2 baths926 sq ft

171 N Oak St, Massapequa, NY 11758

Listing by Realty Connect USA L I Inc

Property at 19 Evers St, Hicksville, NY 11801, 3 beds, 2 baths

$849,888

3 beds2 baths1,622 sq ft

19 Evers St, Hicksville, NY 11801

Listing by Voro LLC

Viewing page 1 of 6

Based on information submitted to the MLS GRID as of Tue Jan 06 2026. 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 208 vintage homes for sale in Oyster Bay at a median listing price of $1.15M. 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 78 days and receive 1 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, 217 homes have been sold in Oyster Bay. In addition to houses in Oyster Bay, there were also 54 condos, 1 townhouse, and 10 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.

More real estate resources for Oyster Bay, NY

Nearby Neighborhoods

Cities

Nearby Neighborhoods with Vintage Homes

Nearby Cities with Vintage Homes

More to explore in Oyster Bay, NY

How to buy a house in Oyster Bay, NY

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in New York

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.