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

198 homes

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NEW 2 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Oyster Bay, NY:
Immaculate, Updated Cape situated on quiet block, Lenox Hills area, Inc. Village, great curb appeal w/ brick & newly painted vinyl sided exterior in front, vinyl soffits, new leaders & gutters, double cement & brick driveway only 6 years old, brick walkway, brick stoop only 6 years old, bluestone & railings, manicured landscaping, Living Rm w/ vinyl flooring, Andersen bay window & crown & dental moldings, Dining Rm w/ vinyl flooring, crown moldings & built-in air conditioner, Eat-in Kitchen w/ oak cabinets, ceiling fan, brand new induction stove & new Bosch dishwasher, updated ceramic tile Full Bath w/ brushed nickel Moen sink, shower &

$699,990

4 beds2 baths1,218 sq ft

10 Roxbury St, Farmingdale, NY 11735

Brick walkway • Lenox hills area • Andersen bay window

Listing by Coldwell Banker American Homes

NEW 13 HRS AGO3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Oyster Bay, NY:
Welcome to this beautifully renovated Wide Line Cape nestled on a peaceful dead-end street with no through traffic, this home offers the perfect blend of comfort, space, and serenity. Features Include: Huge living room Separate Dining area 4 generously sized bedrooms 3 updated bathrooms Bright and airy sunroom Central Air Conditioning (CAC) Fully finished basement with outside entrance Big yard space– ideal for outdoor entertaining or relaxing in nature From the moment you step inside, you’ll feel the care and quality put into every detail. Whether you're hosting family gatherings or enjoying a quiet evening in, this home has it all. Don’t miss your chance to own a move-

$749,999

4 beds3 baths1,500 sq ft

96 S Windhorst Ave, Bethpage, NY 11714

Renovated • Huge living room • Dead-end street

Listing by Voro LLC

NEW 13 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Oyster Bay, NY:
Beautiful three-bedroom split located on a quiet cul-de-sac, featuring stunning hardwood floors and soaring cathedral ceilings. The brand-new open floor plan offers a modern kitchen with quartz island, stainless steel appliances, gas cooking, pot filler, pantry with beverage refrigerator, and abundant custom storage cabinetry. Additional highlights include gas heat, central air conditioning, and a beautifully designed laundry room with farm sink. The finished basement includes egress windows, offering flexible additional living space. Enjoy outdoor living on the rear deck overlooking the backyard. Too many features to list—must be seen to be appreciated.

$778,000

3 beds2 baths1,388 sq ft

79 N Cedar St, Massapequa, NY 11758

Open floor plan • Quartz island • Cathedral ceilings

Listing by Signature Premier Properties

OPEN SAT, 11:30AM TO 1PM

ABOUT THIS HOME
Vintage Home for sale in Oyster Bay, NY:
This Legal two-family home located on a beautiful cul-de-sac setting. The first-floor apartment offers kitchen, living room, dining area, one bedroom, full bathroom and a covered back patio The second-floor apartment consists of an entry foyer, eat-in kitchen, living room, one bedroom, and a full bathroom, plus a finished third floor ideal for storage & endless possibilities. Additional features include oversized lot with parking for three cars, beach rights, North Shore schools, and close proximity to the Village. This is a rare opportunity and it won't last.

$719,000

2 beds2 baths— sq ft

133 16th Ave, Sea Cliff, NY 11579

Finished third floor • Two-family home • Cul-de-sac setting

Listing by Daniel Gale Sothebys Intl Rlty

OPEN TODAY, 1PM TO 3PM

ABOUT THIS HOME
Vintage Home for sale in Oyster Bay, NY:
Public online Auction: Bidding opens 01/14/26 @ 11 AM & Ends 1/16/26 +- 11 AM (approx). The price of property exclusively represents the suggested opening bid & not the price of the property. Sold "as-is". Great opportunity for a buyer who does their homework & is looking to purchase a fixer-upper home in Hicksville . Face masks are recommended. Home has mold. Please read VERY IMPORTANT attached info.

$310,000

4 beds1 bath1,194 sq ft

5 Preston Ln, Hicksville, NY 11801

6,000 sq ft lot • Garage • Built 1954

Listing by David R Maltz And Co Inc

Property at 25 Lois Ln, Farmingdale, NY 11735, 4 beds, 1 bath

$549,999

4 beds1 bath1,486 sq ft

25 Lois Ln, Farmingdale, NY 11735

Listing by Signature Premier Properties

Property at 70 Princess St, Hicksville, NY 11801, 3 beds, 2 baths

$599,999

3 beds2 baths960 sq ft

70 Princess St, Hicksville, NY 11801

Listing by Realty Advisors Inc

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 285 Southwood Cir, Syosset, NY 11791, 3 beds, 1.5 baths

$819,000

3 beds1.5 baths1,356 sq ft

285 Southwood Cir, Syosset, NY 11791

Listing by Compass Greater NY LLC

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 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 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 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 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 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 9 Center St, Glen Cove, NY 11542, 2 beds, 1.5 baths

$699,888

2 beds1.5 baths1,100 sq ft

9 Center St, Glen Cove, NY 11542

Listing by Realty Connect USA 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 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 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 38 Fireplace Ln, Hicksville, NY 11801, 6 beds, 3 baths

$949,999

6 beds3 baths2,500 sq ft

38 Fireplace Ln, Hicksville, NY 11801

Listing by Douglas Elliman Real Estate

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 12 Cable Ln, Hicksville, NY 11801, 5 beds, 2 baths

$775,000

5 beds2 baths1,920 sq ft

12 Cable Ln, Hicksville, NY 11801

Listing by EXP Realty

Property at 122 Miller Rd, Hicksville, NY 11801, 2 beds, 2 baths

$699,000

2 beds2 baths1,056 sq ft

122 Miller Rd, Hicksville, NY 11801

Listing by Compass Greater NY LLC

Property at 25 Ford Dr W, Massapequa, NY 11758, 4 beds, 3 baths

$725,000

4 beds3 baths1,752 sq ft

25 Ford Dr W, Massapequa, NY 11758

Listing by Keller Williams Rlty Landmark

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 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

Property at 24 Rim Ln, Hicksville, NY 11801, 5 beds, 3 baths

$1,128,888

5 beds3 baths2,741 sq ft

24 Rim Ln, Hicksville, NY 11801

Listing by Specialty Home Realty LLC

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 123 S Fordham Rd, Hicksville, NY 11801, 3 beds, 2 baths

$829,900

3 beds2 baths1,854 sq ft

123 S Fordham Rd, Hicksville, NY 11801

Listing by Link Brokerages New York LLC

Property at 65 Waterview Ave, Massapequa, NY 11758, 4 beds, 2 baths

$949,000

4 beds2 baths1,919 sq ft

65 Waterview Ave, Massapequa, NY 11758

Listing by Mint Homes LI LLC

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

$669,888

3 beds1 bath1,040 sq ft

10 Layton Ave, Hicksville, NY 11801

Listing by Voro LLC

Property at 50 Jerome Dr, Glen Cove, NY 11542, 4 beds, 2 baths

$869,000

4 beds2 baths1,816 sq ft

50 Jerome Dr, Glen Cove, NY 11542

Listing by Douglas Elliman Real Estate

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 194 Central Park Rd, Plainview, NY 11803, 3 beds, 2 baths

$749,000

3 beds2 baths1,347 sq ft

194 Central Park Rd, Plainview, NY 11803

Listing by Handsome Real Estate Inc

Property at 8 Spector Ln, Plainview, NY 11803, 3 beds, 3 baths

$1,150,000

3 beds3 baths1,439 sq ft

8 Spector Ln, Plainview, NY 11803

Listing by P R O Links Realty Inc

Property at 85 Briarcliff Rd, Westbury, NY 11590, 4 beds, 3 baths

$1,090,000

4 beds3 baths1,272 sq ft

85 Briarcliff Rd, Westbury, NY 11590

Listing by ZI Realty LLC

Property at 277 Clocks Blvd, Massapequa, NY 11758, 5 beds, 3 baths

$1,189,000

5 beds3 baths3,444 sq ft

277 Clocks Blvd, Massapequa, NY 11758

Listing by Property Professionals Realty

Property at 59 Hazelwood Dr, Jericho, NY 11753, 5 beds, 3.5 baths

$1,598,888

5 beds3.5 baths2,423 sq ft

59 Hazelwood Dr, Jericho, NY 11753

Listing by ZI Realty LLC

Property at 27 Meadowfield Ln, Glen Cove, NY 11542, 4 beds, 2.5 baths

$1,238,000

4 beds2.5 baths— sq ft

27 Meadowfield Ln, Glen Cove, NY 11542

Listing by Compass Greater NY LLC

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Based on information submitted to the MLS GRID as of Fri Jan 02 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 198 vintage homes for sale in Oyster Bay at a median listing price of $1.05M. 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 64 days and receive 7 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, 210 homes have been sold in Oyster Bay. In addition to houses in Oyster Bay, there were also 52 condos, 1 townhouse, and 13 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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