South of Montauk, NY homes for sale & real estate

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9 Captains Walk E, Bay Shore, NY 11706
9 Captains Walk E, Bay Shore, NY 11706
9 Captains Walk E, Bay Shore, NY 11706
ABOUT THIS HOME
South of Montauk, NY Homes for Sale
Exceptional Bayfront corner Constellation model unit in Captain’s Walk offering unobstructed, panoramic views of the Great South Bay from nearly every room. This 3 BR, 3.5 fully renovated townhome showcases sweeping water vistas, with breathtaking sunrises and sunsets. Step inside a stunning two-story entry foyer with soaring ceilings, a floating staircase, and an open-concept living and dining area anchored by a dual-sided gas fireplace. Walls of glass sliders open to beautifully landscaped gardens, seamlessly blending indoor and outdoor living. The sleek, contemporary kitchen is fully updated with custom cabinetry, premium Wolf and Sub-Zero appliances, and quartz countertops. The pa

$1,599,000

3 beds3.5 baths2,349 sq ft

9 Captains Walk E, Bay Shore, NY 11706

$750 HOA • 2 garage spots • Community pool

Listing by Douglas Elliman Real Estate

31 Boathouse Ln E, Bay Shore, NY 11706
31 Boathouse Ln E, Bay Shore, NY 11706
31 Boathouse Ln E, Bay Shore, NY 11706
ABOUT THIS HOME
South of Montauk, NY Homes for Sale
Beautifully Renovated Gated Sunscape Condo Features Largest Dorado 2-Story Model End Unit with 2,393 SF in Farthest South Location and Private Rear Yard. Enter into Foyer with Coat Closet and into 400 SF Garage Converted into Bedroom with Double Closet, Office, Gym, Playroom, or Convert it Back to a 2-Car Garage. Full Bath Close By with Shower. 1st Floor has 1,080 SF with Great Room with Living Room with Electric Fireplace, Formal Dining Room with Dry Bar with Miele Coffee Maker and Beverage Refrigerator, All New Kitchen with White Recessed Panel Cabinets, Quartz Countertop and Backsplash, Stainless Steel Appliances and Island with Stools. Enter into Year-Round Enclosed Sunroom with Heat &

$995,000

4 beds3 baths2,383 sq ft

31 Boathouse Ln E, Bay Shore, NY 11706

$635 HOA • Community pool • Built 1981

Listing by Winkler Real Estate Inc

NEW CONSTRUCTION

6 Girard Ave, Bay Shore, NY 11706
6 Girard Ave, Bay Shore, NY 11706
6 Girard Ave, Bay Shore, NY 11706
ABOUT THIS HOME
South of Montauk, NY Homes for Sale
Welcome to this brand-new custom colonial nestled in the sought-after Bay Shore/Brightwaters community, just steps from the Great South Bay and the Bay Shore Yacht Club. Situated south of Montauk on a beautifully landscaped 0.17-acre lot backing up to Gardiner's County Park nature preserve. This 3-bedroom, 2.5 bath home offers first floor primary quarters with the perfect blend of luxury, functionality, and location. Inside, you’ll find gorgeous hardwood floors throughout, custom moldings, and a spacious open floor plan filled with natural light from thoughtfully placed windows and Slider. The chef’s kitchen features high-end appliances, premium countertops, and your choice of f

$999,990

3 beds2.5 baths2,400 sq ft

6 Girard Ave, Bay Shore, NY 11706

7,500 sq ft lot • Garage • Built 2025

Listing by Eric G Ramsay Jr Assoc LLC

3 Auburn Ave, Bay Shore, NY 11706
3 Auburn Ave, Bay Shore, NY 11706
3 Auburn Ave, Bay Shore, NY 11706
ABOUT THIS HOME
South of Montauk, NY Homes for Sale
Discover modern simplicity in this beautifully renovated 3 bedrooms, 1 bathroom home, ideally located near the Bay Shore ferry to Fire Island. Fully updated inside and out, this home features energy-efficient recessed lighting throughout, a sleek kitchen with white shaker cabinets, quartz countertops, and stainless steel appliances, plus a stylish bathroom with a tub and built-in shampoo niche. Enjoy the fenced-in backyard for outdoor living and enhanced curb appeal with elegant front soffit lighting. Conveniently located near major highways, this is a commuter's dream home. With its modern finishes, energy efficiency, and low maintenance design, this home offers comfort and savings year-ro

$525,000

3 beds1 bath960 sq ft

3 Auburn Ave, Bay Shore, NY 11706

3,920 sq ft lot • Built 1985 • Listed 11 days

Listing by Realty Connect USA L I Inc

52 Concourse E, Brightwaters, NY 11718
52 Concourse E, Brightwaters, NY 11718
52 Concourse E, Brightwaters, NY 11718
ABOUT THIS HOME
South of Montauk, NY Homes for Sale
Modern Luxury on the Brightwaters Canal – Completely Rebuilt in 2023. This is the one you’ve been waiting for—a stunning waterfront masterpiece, fully rebuilt in 2023 with every inch designed for modern luxury and effortless living. Located on the coveted Brightwaters Canal, this 4-bedroom, 3.5-bath home blends coastal elegance with high-end finishes and thoughtful design. Step inside to an open floor plan with soaring vaulted ceilings and rich hardwood floors, all flooded with natural light. The chef’s kitchen is a showstopper—outfitted with top-of-the-line appliances, custom cabinetry, and expansive counters ideal for entertaining. The home features a dream-

$3,800,000

4 beds4 baths3,801 sq ft

52 Concourse E, Brightwaters, NY 11718

0.64 acre lot • 3 garage spots • Built 1922

Listing by Eric G Ramsay Jr Assoc LLC

Property at 174 S Windsor Ave, Brightwaters, NY 11718, 4 beds, 2 baths

$849,000

4 beds2 baths2,103 sq ft

174 S Windsor Ave, Brightwaters, NY 11718

Listing by Netter Real Estate Inc

Property at 11 Villa Prom #11, Bay Shore, NY 11706, 3 beds, 2.5 baths

$850,000

3 beds2.5 baths1,992 sq ft

11 Villa Prom #11, Bay Shore, NY 11706

Listing by Winkler Real Estate Inc

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 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 146 Awixa Ave, Bay Shore, NY 11706, 5 beds, 3 baths

$1,099,000

5 beds3 baths3,012 sq ft

146 Awixa Ave, Bay Shore, NY 11706

Listing by The Agency Northshore NY

Property at 147 S Windsor Ave, Brightwaters, NY 11718, 4 beds, 2.5 baths

$1,200,000

4 beds2.5 baths4,195 sq ft

147 S Windsor Ave, Brightwaters, NY 11718

Listing by Daniel Gale Sothebys Intl Rlty

Property at 44 S Montgomery Ave, Bay Shore, NY 11706, 5 beds, 3.5 baths

$999,999

5 beds3.5 baths5,486 sq ft

44 S Montgomery Ave, Bay Shore, NY 11706

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 7 S Bay Ave, Bay Shore, NY 11706, 5 beds, 3 baths

$1,200,000

5 beds3 baths2,671 sq ft

7 S Bay Ave, Bay Shore, NY 11706

Listing by Listing Pro Realty Services

Property at 17 Mowbray Ave, Bay Shore, NY 11706, 4 beds, 3 baths

$1,225,000

4 beds3 baths4,254 sq ft

17 Mowbray Ave, Bay Shore, NY 11706

Listing by HomeCoin.com

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 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

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

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2453 Union Blvd Unit 37A, Islip, NY 11751
2453 Union Blvd Unit 37A, Islip, NY 11751
2453 Union Blvd Unit 37A, Islip, NY 11751
ABOUT THIS HOME
South of Montauk, NY Homes for Sale
This Forest Green Community Updated Expansive First Floor 1 Bedroom Co-Op Features A Bonus Room/Office! Harwood Floors Throughout, Spacious Dining Area And Living Room With In-Wall Air Conditioner. Primary Bedroom Offers Two Double Closers And In-Wall Air Conditioner. Laundry Room Available In The Building, Washer And Ventless Dryer Permitted In Unit. Foyer Entry Area, Hall With Linen Closet And Double Closet, Undated Full Bath With Walk-In Shower. The Forest Green Community Boasts Incredible Amenities, Including Saltwater Pool, Gym, And Club House. Pet-Friendly . Includes Two Registered Unassigned Parking Spots. Only Pay For Electric/Cable/Internet. 18 Minute Walk To Islip Train Station, 1

$274,999

1 bed1 bath900 sq ft

2453 Union Blvd Unit 37A, Islip, NY 11751

$1,268 HOA • 2 parking spots • Community pool

Listing by Signature Premier Properties

512 Manatuck Blvd, Brightwaters, NY 11718
512 Manatuck Blvd, Brightwaters, NY 11718
512 Manatuck Blvd, Brightwaters, NY 11718
ABOUT THIS HOME
South of Montauk, NY Homes for Sale
Welcome to 512 Manatuck Boulevard — a beautifully maintained and updated 3-bedroom, 2.5-bath Colonial nestled in the desirable Village of Brightwaters. Situated on a 7,405 sq ft lot, this 1929 home offers timeless charm with across 2,210 sq ft of living space. Step inside to an inviting entrance foyer leading to a formal dining room, spacious living room with wood-burning fireplace, and a large eat-in kitchen featuring white appliances including a gas range, microwave, dishwasher, and refrigerator. The first floor also offers a laundry area, half bath, and access to a private backyard deck — perfect for entertaining. Upstairs, the second level includes a generous primary suite w

$739,000

3 beds2.5 baths2,210 sq ft

512 Manatuck Blvd, Brightwaters, NY 11718

7,405 sq ft lot • 2 garage spots • Built 1929

Listing by Compass Greater NY LLC

25 Korol St, Bay Shore, NY 11706
25 Korol St, Bay Shore, NY 11706
25 Korol St, Bay Shore, NY 11706
ABOUT THIS HOME
South of Montauk, NY Homes for Sale
Welcome to this beautifully renovated Cape Cod-style home nestled in the heart of Bayshore. This spacious 4-bedroom, 2-bathroom property is a blend of classic charm and modern updates, making it a place to call home. Step inside to discover a fully-updated interior, featuring brand-new wood flooring throughout that enhances the home's warm and inviting atmosphere. The home boasts a bright and airy open layout with ample natural light, creating a comfortable and relaxed living space. Key Features: 1. 4 Bedrooms: Generously sized rooms with plenty of closet space. 2. Brand New Renovations: The entire home has been thoughtfully updated, ensuring you enjoy a modern and low-maintenance lifestyle

$660,000

4 beds2 baths1,305 sq ft

25 Korol St, Bay Shore, NY 11706

0.28 acre lot • Garage • Built 1947

Listing by Century 21 AA Realty

259 Lakeview Ave W, Brightwaters, NY 11718
259 Lakeview Ave W, Brightwaters, NY 11718
259 Lakeview Ave W, Brightwaters, NY 11718
ABOUT THIS HOME
South of Montauk, NY Homes for Sale
Welcome to 259 Lakeview Avenue W, a breathtaking Spanish Revival residence set on an expansive 0.80-acre lot in the coveted Village of Brightwaters. This impeccably updated and remodeled estate seamlessly blends timeless elegance with modern luxury, offering over 7,700 square feet of refined living space across three levels. Step inside to discover 17 grand rooms, including 8 spacious bedrooms and 5.55 beautifully appointed bathrooms. The home boasts a chef’s kitchen, adorned with custom woodwork, stainless steel appliances, and an open layout perfect for entertaining. Rich hardwood and tile floors run throughout, complemented by exquisite crown molding, high ceilings, and original ar

$3,200,000

8 beds6 baths7,526 sq ft

259 Lakeview Ave W, Brightwaters, NY 11718

0.8 acre lot • 3 garage spots • Pool

Listing by Compass Greater NY LLC

285 Lakeview Ave W, Brightwaters, NY 11718
285 Lakeview Ave W, Brightwaters, NY 11718
285 Lakeview Ave W, Brightwaters, NY 11718
ABOUT THIS HOME
South of Montauk, NY Homes for Sale
Welcome to one of Brightwaters’ most coveted addresses—this exceptional lakefront residence offers a rare opportunity to own a piece of paradise in the heart of the Village. Perfectly positioned on the tranquil shores of the Brightwaters lakes, this elegant home combines classic charm with modern amenities and breathtaking water views. Inside, you’ll find spacious and sun-filled living areas, beautiful hardwood floors, and a Traditionally designed center hall colonial layout that flows effortlessly for both everyday living and entertaining. while large windows throughout the home capture stunning views of the water and lush surroundings. Step outside to your private backya

$1,599,990

6 beds2.5 baths4,099 sq ft

285 Lakeview Ave W, Brightwaters, NY 11718

0.45 acre lot • 2 garage spots • Pool

Listing by Eric G Ramsay Jr Assoc LLC

324 Plymouth Ave, Brightwaters, NY 11718
324 Plymouth Ave, Brightwaters, NY 11718
324 Plymouth Ave, Brightwaters, NY 11718
ABOUT THIS HOME
South of Montauk, NY Homes for Sale
Welcome to 324 Plymouth Avenue located in the highly desirable Lakes Section of the scenic Village of Brightwaters. Tucked away in a prime mid-block location, this meticulously maintained 3-bedroom, 2.5-bath Split Level home offers a peaceful retreat. Step into the inviting entry foyer leading to a spacious living room showcasing gleaming hardwood floors and a wall of windows, including a grand picture window framed by double-hung windows, offering an abundance of natural light and charm. The living room transitions effortlessly into the formal dining room and updated eat-in-kitchen complete with white shaker cabinetry, stainless steel appliances, and quartz countertops. Step outside the ki

$839,000

3 beds2.5 baths2,993 sq ft

324 Plymouth Ave, Brightwaters, NY 11718

0.24 acre lot • Garage • Built 1957

Listing by Douglas Elliman Real Estate

Property at 284 4th Ave, Bay Shore, NY 11706, 4 beds, 3 baths

$639,000

4 beds3 baths— sq ft

284 4th Ave, Bay Shore, NY 11706

Listing by Netter Real Estate Inc

Property at 4 Meadow Dr, Bay Shore, NY 11706, 4 beds, 1 bath

$559,000

4 beds1 bath1,420 sq ft

4 Meadow Dr, Bay Shore, NY 11706

Listing by Howard Hanna Coach

Property at 2 Johnson Dr, Brightwaters, NY 11718, 3 beds, 3.5 baths

$989,000

3 beds3.5 baths3,029 sq ft

2 Johnson Dr, Brightwaters, NY 11718

Listing by Stonington Realty LLC

Property at 19 Westside Ave, Bay Shore, NY 11706, 4 beds, 2.5 baths

$499,999

4 beds2.5 baths1,600 sq ft

19 Westside Ave, Bay Shore, NY 11706

Listing by Medlaw Realty Corp

Property at 2453 Union Blvd Unit 3A, Islip, NY 11751, 1 bed, 1 bath

$237,500

1 bed1 bath840 sq ft

2453 Union Blvd Unit 3A, Islip, NY 11751

Listing by Signature Premier Properties

Property at 1 Bayview Ave, Islip, NY 11751, 4 beds, 3.5 baths

$1,999,999

4 beds3.5 baths2,980 sq ft

1 Bayview Ave, Islip, NY 11751

Listing by Douglas Elliman Real Estate

Property at 268 Windsor Ave, Brightwaters, NY 11718, 5 beds, 4 baths

$849,000

5 beds4 baths4,332 sq ft

268 Windsor Ave, Brightwaters, NY 11718

Listing by Eric G Ramsay Jr Assoc LLC

Property at 2399 Union Blvd Unit 5A, Islip, NY 11751, 1 bed, 1 bath

$235,500

1 bed1 bath700 sq ft

2399 Union Blvd Unit 5A, Islip, NY 11751

Listing by Cornerstone R E Services LLC

Property at 44 Chapman Pl, Bay Shore, NY 11706, 2 beds

$629,000

2 beds— baths1,755 sq ft

44 Chapman Pl, Bay Shore, NY 11706

Listing by Realty Connect USA L I Inc

Property at 2439 Union Blvd Unit 1A, Islip, NY 11751, 2 beds, 1 bath

$329,000

2 beds1 bath1,000 sq ft

2439 Union Blvd Unit 1A, Islip, NY 11751

Listing by Marylou Swan Realty Corp

Property at 2435 Union Blvd Unit 7A, Islip, NY 11751, 1 bed, 1 bath

$249,999

1 bed1 bath1,000 sq ft

2435 Union Blvd Unit 7A, Islip, NY 11751

Listing by ARVY Realty

Property at 2449 Union Blvd Unit 24A, Islip, NY 11751, 1 bed, 1 bath

$219,000

1 bed1 bath588 sq ft

2449 Union Blvd Unit 24A, Islip, NY 11751

Listing by Signature Premier Properties

$799,500

6 beds3.5 baths2,780 sq ft

89 N Park Ave N, Bay Shore, NY 11706

Listing by Hamilton Homes

Property at 0 Saxon Ave, Bay Shore, NY 11706

$99,000

— beds— baths— sq ft

0 Saxon Ave, Bay Shore, NY 11706

Listing by Coldwell Banker Reliable R E

Based on information submitted to the MLS GRID as of Tue Jul 22 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
$1,987,500
The Moorings homes for sale
$2,472,500
Islip homes for sale
$649,000
Downtown homes for sale
$714,250
Babylon homes for sale
$650,000
Lawrence Farms homes for sale
$849,000
Pine Aire homes for sale
$644,500
Brightwaters Farm homes for sale
$609,999
Long Island homes for sale
$869,000
Penataquit Point homes for sale
$999,999

South of Montauk, NY real estate trends

$1.04M

Sale price

+60.0%
since last year

$335

Sale $/sq ft

-6.4%
since last year

Under list price

0.8%

Days on market

31.5

Down payment

—

Total homes sold

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