South of Montauk, NY homes for sale & real estate

16 homes

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OPEN SUN, 1PM TO 3PM

ABOUT THIS HOME
South of Montauk, NY Homes for Sale
Discover comfort and privacy in this beautifully maintained single level ranch style condo nestled in the quiet and tranquil community of Baywoods. This spacious 2-bedroom, 2 bath residence offers an open, airy layout perfect for easy living and entertaining. Enjoy a large living area with a cozy fireplace, plenty of natural light and french doors giving access to your private patio. The upgraded kitchen features granite countertops, stainless steel appliances, ample cabinet space, and convenient layout perfect for indoor or outdoor entertaining. Sliding glass doors lead to your own private patio- ideal for relaxing or hosting guests in a peaceful, secluded setting. This home combines the c

$799,000

2 beds2 baths2,116 sq ft

148 Baywoods Ln, Bay Shore, NY 11706

Large living area • Upgraded kitchen • Private patio

Listing by Daniel Gale Sothebys Intl Rlty

NEW CONSTRUCTION

ABOUT THIS HOME
South of Montauk, NY Homes for Sale
With 180 degree Ocean Views, as far as the eye can see, you can now build the home you want with ZERO compromises. Sidestep the hoopla, and all the competition in this 2025 buyer's market, and get EXACTLY what you WANT with EQUITY to spare! For sale here is the Land only, BUT I am going to explain how to get the BANK to FINANCE your BUILD! If you don't need the bank to finance your build, congratulations, you're winning! But if you do, and it's OK if you do, keep reading! You close once, just like buying a home that’s already built. And after you close, the bank gives you the funds to start construction immediately. This program is available right now, it's called a New Construction L

$669,000

4 beds2.5 baths3,500 sq ft

20 Bayway Ave, Brightwaters, NY 11718

Approved plans • New constructions • 2 garage spots

Listing by Mint Homes LI LLC

ABOUT THIS HOME
South of Montauk, NY Homes for Sale
Imagine walking up to life by the sea everyday! imagine what life could be like living in Bay shore by the sea if you called this place home. Welcome to your coastal sanctuary: this stunningly gorgeous new construction home nestled in one of Bay Shore’s most desirable waterfront communities. Step in to a world where Luxury meets tranquility in this pristine 2600sq ft home. This impeccably designed Colonial-style home combining timeless curb appeal with modern luxury. Set on flat land and just steps away from the Bay Shore Marina, with vacation-year round vibes Bay shore invites you to experince the ultimate blend of relaxation and convenience. only an hour away from city huslte and b

$1,149,888

5 beds3 baths2,600 sq ft

7 S Bay Ave, Bay Shore, NY 11706

Private terrace • Expansive decks • Chef's kitchen

Listing by Coldwell Banker American Homes

ABOUT THIS HOME
South of Montauk, NY Homes for Sale
Waterfront Victorian Estate with Deep Water Dockage Set on a private . 6-acre waterfront estate, this turn-of-the-century three-story Victorian combines timeless architectural beauty with modern luxuries. Featuring 14 rooms, 5 bedrooms, and 4 full bathrooms, this stately residence showcases 9-foot ceilings, intricate traditional moldings, rich wood and marble flooring, and five fireplaces throughout. A grand covered front porch, estate fencing with gated entry, and a traditional carport highlight the home’s historic character, while inside, thoughtfully designed living spaces make it perfect for both elegant entertaining and everyday comfort. Highlights include: Large, open kitchen

$1,299,900

5 beds3.5 baths3,859 sq ft

91 Ocean Ave, Bay Shore, NY 11706

Private deck • Waterfront estate • Built-in gas bbq

Listing by Eric G Ramsay Jr Assoc LLC

ABOUT THIS HOME
South of Montauk, NY Homes for Sale
Welcome to this beautiful three-level split home, perfectly situated on a quiet, dead-end street in the desirable Islip School District. This charming corner property features well-maintained landscaping and a peaceful setting on a very quiet block, with the bay just at the corner—offering a touch of coastal serenity. The home offers new pavers and a one-car attached garage, combining both functionality and curb appeal. Don’t miss out on the opportunity to make this wonderful home your own!

$695,000

4 beds2 baths1,870 sq ft

2 Bay Pl, Bay Shore, NY 11751

New pavers • Peaceful setting • 7,841 sq ft lot

Listing by Voro LLC

Property at 18 Lakeside Ln, Bay Shore, NY 11706, 4 beds, 3 baths

$669,999

4 beds3 baths2,300 sq ft

18 Lakeside Ln, Bay Shore, NY 11706

Listing by Eric G Ramsay Jr Assoc LLC

Property at 52 Boathouse Ln, Bay Shore, NY 11706, 2 beds, 2.5 baths

$825,000

2 beds2.5 baths2,103 sq ft

52 Boathouse Ln, Bay Shore, NY 11706

Listing by Signature Premier Properties

Property at 80 Ocean Ave, Bay Shore, NY 11706, 5 beds, 4 baths

$1,600,040

5 beds4 baths3,500 sq ft

80 Ocean Ave, Bay Shore, NY 11706

Listing by Sunset 3 Realty

Property at 52 Concourse E, Brightwaters, NY 11718, 4 beds, 4 baths

$3,800,000

4 beds4 baths3,801 sq ft

52 Concourse E, Brightwaters, NY 11718

Listing by Eric G Ramsay Jr Assoc LLC

Property at 12 Joyces Way, Bay Shore, NY 11706, 3 beds, 2.5 baths

$619,000

3 beds2.5 baths1,600 sq ft

12 Joyces Way, Bay Shore, NY 11706

Listing by Eric G Ramsay Jr Assoc LLC

Property at 35 S Penataquit Ave, Bay Shore, NY 11706, 9 beds, 4.5 baths

$2,350,000

9 beds4.5 baths5,646 sq ft

35 S Penataquit Ave, Bay Shore, NY 11706

Listing by Daniel Gale Sothebys Intl Rlty

Property at 2 Burnett Ave, Bay Shore, NY 11706, 4 beds, 3 baths

$779,000

4 beds3 baths1,747 sq ft

2 Burnett Ave, Bay Shore, NY 11706

Listing by Exit Realty All Pro

Property at 115 S Saxon Ave, Bay Shore, NY 11706, 5 beds, 3.5 baths

$2,999,900

5 beds3.5 baths7,000 sq ft

115 S Saxon Ave, Bay Shore, NY 11706

Listing by Eric G Ramsay Jr Assoc LLC

Property at Lot 6 Overlea Ct, Bay Shore, NY

$1,900,000

— beds— baths— sq ft

Lot 6 Overlea Ct, Bay Shore, NY

Listing by Eric G Ramsay Jr Assoc LLC

Property at Lot 4 and Lot 11 Overlea, Bay Shore, NY 11706

$2,200,000

— beds— baths— sq ft

Lot 4 and Lot 11 Overlea, Bay Shore, NY 11706

Listing by Eric G Ramsay Jr Assoc LLC

Property at Lot 5 Overlea Ct, Bay Shore, NY 11706

$1,700,000

— beds— baths— sq ft

Lot 5 Overlea Ct, Bay Shore, NY 11706

Listing by Eric G Ramsay Jr Assoc LLC

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OPEN SAT, 12PM TO 2PM

ABOUT THIS HOME
South of Montauk, NY Homes for Sale
Stunning, fully renovated home featuring dramatic foyer entrance, great room w/ soaring ceiling and french doors that open to a private backyard with an inground salt water pool and lush landscaping. Oversized gourmet kitchen w/ custom finishes, plus a luxurious master suite with private balcony overlooking Southward Ho Golf Course. This home has too much to list you must see it for yourself before it gone!

$1,649,000

5 beds3.5 baths3,573 sq ft

275 Woodland Dr, Brightwaters, NY 11718

0.48 acre lot • 2 garage spots • Pool

Listing by Eric G Ramsay Jr Assoc LLC

COMING SOON

ABOUT THIS HOME
South of Montauk, NY Homes for Sale
GORGEOUS CAPE BOASTS 6 BEDROOMS, LR, DR, EIK, 2 FULL BATHS, DETACHED GARAGE, CENTRAL AIR, AND A FULL BASEMENT WITH OSE! CLOSE TO LIRR, SHOPPING MALL, HOSPITAL, AND TRANSPORTATION! WILL NOT LAST! A MUST SEE!

$625,000

6 beds2 baths2,000 sq ft

28 Penataquit Ave, Bay Shore, NY 11706

6,970 sq ft lot • Garage • Somewhat walkable

Listing by DAC Properties Corp

OPEN SUN, 11AM TO 1PM

ABOUT THIS HOME
South of Montauk, NY Homes for Sale
FULLY RENOVATED !! 3 BEDROOM and 1 and a HALF. !! DETACHED 1 CAR GARAGE !! LARGE YARD FOR ENTERTAINING AND FAMILY FUN !! WHITE SHAKER KITCHEN WITH CALCUTTA QUARTZ COUNTERTOPS AND BRAND NEW STAINLESS STEEL APPLIANCES !! HARDWOOD OAK FLOORING THROUGHOUT !!! NEW ROOF , SIDING and WINDOWS !! CENTRAL AIR !!

$624,999

3 beds1.5 baths1,373 sq ft

46 N Ocean Ave, Islip, NY 11751

0.56 acre lot • Garage • Very walkable

Listing by Specialty Home Realty LLC

ABOUT THIS HOME
South of Montauk, NY Homes for Sale
Charming Double-Lot Bungalow – Ideal for First-Time Buyers & Investors! Welcome to this delightful bungalow situated on a rare double lot, offering tremendous potential for both first-time buyers and savvy investors. With two combined lots totaling over 5,800 sq. ft. (per the town), this home provides an incredible opportunity to expand in the future, whether you’re looking to build your dream home or enhance your investment portfolio. This cozy, well-maintained bungalow is an ideal starter home, featuring ample living space and a welcoming atmosphere. The property is conveniently located near shopping centers, local villages, and schools, offering easy access to all the a

$569,000

2 beds1 bath1,236 sq ft

2 Harrison Pl, Bay Shore, NY 11706

6,970 sq ft lot • Somewhat walkable

Listing by Property Professionals Realty

ABOUT THIS HOME
South of Montauk, NY Homes for Sale
Welcome to this well-maintained, 10-year young Colonial offering modern comfort, curb appeal, and a fantastic location just 2 blocks from Bay Shore High School. This one-of-a-kind gem is packed with features that make it truly stand out! Enjoy a sun-drenched Florida room, central air conditioning, and efficient gas heating for year-round comfort. The heart of the home is the spacious island kitchen, perfect for cooking and entertaining. Additional highlights include in-ground sprinklers, a full suite of amenities, and a spot in the sewer district for added convenience. First Showing at open house Saturday September 6th.

$799,999

5 beds3 baths1,842 sq ft

5 Evans Pl, Bay Shore, NY 11706

Somewhat walkable

Listing by Power Team Realty Corp

ABOUT THIS HOME
South of Montauk, NY Homes for Sale
Grand Victorian Home Built in 1907 in Beautiful Renovated Condition. Enter onto Front Porch into Hallway with Living Room, Formal Dining Room, All New Eat-in-Kitchen with Mahogany Cabinets, Granite Countertops, Travertine Tiled Backsplash, Viking Gas Cooktop with Commercial Exhaust System, Bosch Dishwasher, SubZero Refrigerator, Microwave, Wet Bar with 2nd Sink, Pantry, Oak Floor, Custom Mahogany Table, Door to Basement & Backyard, Full Bath, Den and Library with Custom Built-In Cabinetry. 2nd Floor Features 4 Bedrooms and Full Bath with Soaking Tub & Linen Closet. Walk-Up Attic for Storage with Attic Fan. Full Part Finished Basement with Access from Kitchen or Exterior Ground L

$1,100,000

4 beds2.5 baths2,300 sq ft

52 Marvin Ln, Islip, NY 11751

0.52 acre lot • 2 garage spots • Somewhat walkable

Listing by Winkler Real Estate Inc

Property at 611 Asharoken Blvd, Bay Shore, NY 11706, 4 beds, 3.5 baths

$740,000

4 beds3.5 baths2,174 sq ft

611 Asharoken Blvd, Bay Shore, NY 11706

Listing by Real Broker NY LLC

Property at 66 Center Ave, Bay Shore, NY 11706, 3 beds, 2 baths

$629,000

3 beds2 baths1,400 sq ft

66 Center Ave, Bay Shore, NY 11706

Listing by Sell Your Home NY Inc

Property at 36 Hemlock Ln, Bay Shore, NY 11706, 5 beds, 3 baths

$879,999

5 beds3 baths3,097 sq ft

36 Hemlock Ln, Bay Shore, NY 11706

Listing by Stonington Realty LLC

Property at 2423 Union Blvd Unit 6B, Islip, NY 11751, 1 bed, 1 bath

$239,999

1 bed1 bath903 sq ft

2423 Union Blvd Unit 6B, Islip, NY 11751

Listing by Cato Realty Inc

Property at 60 Center Ave, Bay Shore, NY 11706, 3 beds, 1 bath

$450,000

3 beds1 bath1,203 sq ft

60 Center Ave, Bay Shore, NY 11706

Listing by HomeSmart Dynamic Realty

Property at 150 Main St #14, Islip, NY 11751, 2 beds, 1 bath

$125,000

2 beds1 bath375 sq ft

150 Main St #14, Islip, NY 11751

Listing by Serhant LLC

Property at 140 Ocean Ave, Islip, NY 11751, 4 beds, 2.5 baths

$849,990

4 beds2.5 baths2,676 sq ft

140 Ocean Ave, Islip, NY 11751

Listing by Michael J Watts & Assoc Inc

Property at 19 Westside Ave, Bay Shore, NY 11706, 4 beds, 2 baths

$474,999

4 beds2 baths1,600 sq ft

19 Westside Ave, Bay Shore, NY 11706

Listing by Medlaw Realty Corp

Property at 2449 Union Blvd Unit 19B, Islip, NY 11751, 2 beds, 1 bath

$289,000

2 beds1 bath875 sq ft

2449 Union Blvd Unit 19B, Islip, NY 11751

Listing by BERKSHIRE HATHAWAY

Property at 77-75 Center Ave Unit 75 -77, Bay Shore, NY 11706, 3 beds, 1 bath

$1,800,000

3 beds1 bath990 sq ft

77-75 Center Ave Unit 75 -77, Bay Shore, NY 11706

Listing by Howard Hanna Coach

Property at 12 Garden St, Bay Shore, NY 11706, 5 beds, 2 baths

$699,999

5 beds2 baths1,806 sq ft

12 Garden St, Bay Shore, NY 11706

Listing by Exit Realty Prime

Property at 2453 D Union Blvd, Islip, NY 11751, 2 beds, 1 bath

$209,990

2 beds1 bath1,000 sq ft

2453 D Union Blvd, Islip, NY 11751

Listing by Michael J Watts & Assoc Inc

Property at 150 Main St #57, Islip, NY 11751, 2 beds, 1 bath

$159,000

2 beds1 bath460 sq ft

150 Main St #57, Islip, NY 11751

Listing by Michael J Watts & Assoc Inc

Property at 287 Cedar Ave, Islip, NY 11751, 4 beds, 2 baths

$1,050,000

4 beds2 baths2,662 sq ft

287 Cedar Ave, Islip, NY 11751

Listing by Michael J Watts & Assoc Inc

Based on information submitted to the MLS GRID as of Thu Sep 18 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.

Average home prices near South of Montauk, NY

Cities

Neighborhoods

Deer Run homes for sale
$899,999
Islip homes for sale
$669,000
Downtown homes for sale
$619,000
Babylon homes for sale
$675,000
Brightwaters Farm homes for sale
$599,000
Long Island homes for sale
$858,000

South of Montauk, NY real estate trends

$695K

Sale price

-10.3%
since last year

$421

Sale $/sq ft

+36.7%
since last year

Under list price

0.1%

Days on market

33.5

Down payment

—

Total homes sold

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