Suffolk, NY Homes

/22
$1,450,000
- 3 Beds
- 2.5 Baths
- 2,200 Sq Ft
1170 Hillcrest Dr, Orient, NY 11957

Abutting 16 acres of picturesque vineyard, this stunning contemporary home offers a rare blend of natural beauty and modern potential. Surrounded by lush, mature landscaping, the property features a sparkling in-ground pool with breathtaking vineyard views stretching to the east—an idyllic setting for relaxation and entertaining. Step inside to a dramatic Great Room with soaring ceilings,

William Walters Daniel Gale Sothebys Intl Rlty

1170 Hillcrest Dr, Orient, NY 11957
/30
$8,500 per month
- 4 Beds
- 3.5 Baths
- 4,000 Sq Ft
- House for Rent
1745 Stars Rd, East Marion, NY 11939

2025 Rates: 6/16-6/23 $8,500/week; Month of July $35,000 or $9,000/week; 8/4-8/18 $20K. Spend your summer in style at this exquisite brand-new modern farmhouse, offering the perfect blend of luxury, comfort, and North Fork charm. Located just minutes from Greenport Village, local farmstands, renowned wineries, and pristine beaches, this home is the ideal summer retreat. Set on a full 1-acre lot,

William Walters Daniel Gale Sothebys Intl Rlty

1745 Stars Rd, East Marion, NY 11939
$1,035,000 Sold Jun 20, 2025
- 1,650 Sq Ft
- $627/SF
- 62 Days On Market
- 3 Beds
- 2 Baths
- Built 1973
55 Cedar Point Dr W, Southold, NY 11971

Newly renovated home in a coveted private beach community! Classic expanded Saltbox with open concept floor plan and high-beamed ceilings finished in a timeless Nantucket style! Completely renovated in 2020-2021, this move-in ready home boasts 3 bedrooms, including a primary with en-suite bath and, a large second-level loft with clerestory windows that is convertible to a fourth bedroom. The

Kristy Naddell Douglas Elliman Real Estate

55 Cedar Point Dr W, Southold, NY 11971

Est $1,974,431 Not Listed For Sale
- 4 Beds
- 2 Baths
250 Midway Rd, Southold, NY 11971

250 Midway Rd, Southold, NY 11971

/35
$1,450,000 Open Sat 12PM - 2PM
- 4 Beds
- 2.5 Baths
- 2,700 Sq Ft
1025 Long Creek Dr, Southold, NY 11971

In the last month there have been lots of updates made to this exquisite waterfront home with wrap around porches and breathtaking views. Don’t miss this opportunity to own a waterfront property on the North Fork. Perfectly situated on the protected and tranquil water way of Arshomomaque, where you can enjoy fishing, crabbing, clamming, boating, or just relax and listen to the birds. The first

Barbara Poliwoda Douglas Elliman Real Estate

1025 Long Creek Dr, Southold, NY 11971
/14
$2,500 per month
- 2 Beds
- 1 Bath
- 1,000 Sq Ft
- Apartment for Rent
55075 Route 25 Unit 1, Southold, NY 11971

This beautiful unfurnished two-bedroom first floor 55+ apartment is available to rent year-round and is located in the center of Southold Town with very easy access to shopping and transportation. This co-op offers ground floor living, an open floor plan with updated kitchen and bathroom, large living room with dining area, re-finished oak hardwood flooring, freshly painted, and pleasant covered

Kenneth Poliwoda Douglas Elliman Real Estate

55075 Route 25 Unit 1, Southold, NY 11971
$1,320,000 Sold Jun 19, 2025
- 1,528 Sq Ft
- $864/SF
- 112 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2021
123 Sterling Ave Unit 2, Greenport, NY 11944

Perched above the water with expansive views of Greenport Harbor and Stirling Basin, 123 Stirling offers modern luxury on one of Greenport Village's most beautiful streets. Each unit includes a private boat slip, dedicated indoor and outdoor parking spaces, in-unit laundry and ground floor maritime space with an additional half bath. Four blocks from the center of the village commercial district

Bridget Elkin Compass Greater NY LLC

123 Sterling Ave Unit 2, Greenport, NY 11944

Est $1,421,853 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,600 Sq Ft
60 Water Terrace, Southold, NY 11971

60 Water Terrace, Southold, NY 11971

/28
$2,249,000
- 4 Beds
- 4.5 Baths
- 4,500 Sq Ft
2045 Willow Dr, East Marion, NY 11939

Welcome to 2045 Willow Dr, a striking European modern residence set in one of East Marion’s most beautiful and sought-after neighborhoods. Just moments from the beach, this 4,500 sq ft home sits on nearly an acre of pristine, landscaped property, offering space, style, and serenity.Designed with clean architectural lines and high-end finishes throughout, the home features 4 spacious

Catherine Bukowski Modern Age Realty Group LLC

2045 Willow Dr, East Marion, NY 11939
/18
$35,000 per month
- 3 Beds
- 3.5 Baths
- 1,784 Sq Ft
- House for Rent
Unlisted Address

Sound Front Contemporary Octagonal Home with Private Beach. Contemporary and chic, mint condition 1970's modular octagonal home located on a breath-taking sound front walk-out private beach in Orient. Three bedrooms, each with a full bath and an additional powder room. Updated kitchen and bathrooms. Every room is furnished with period mid-C style furniture. Living room has original Malm wood

Janet Markarian Daniel Gale Sothebys Intl Rlty

Unlisted Address
$365,000 Sold Jun 17, 2025
- 805 Sq Ft
- $453/SF
- 72 Days On Market
- 2 Beds
- 1 Bath
- Built 1968
55075 Main Rd Unit 1, Southold, NY 11971

One-level living is at its finest in this meticulously maintained two-bedroom end unit co-op located in the heart of Southold with shopping and transportation at your fingertips. Eat-in kitchen, large living & dining area, full bath, hardwood flooring, washer & dryer, and covered front porch with seating area facing the pond. Common charges include heat, water, ground care, management, etc.

Scott Bennett Douglas Elliman Real Estate

55075 Main Rd Unit 1, Southold, NY 11971

Est $1,034,770 Not Listed For Sale
- 3 Beds
- 2 Baths
505 Longview Ln, Southold, NY 11971

505 Longview Ln, Southold, NY 11971

/50
$1,425,000
- 3 Beds
- 1.5 Baths
- 2,000 Sq Ft
2055 Boisseau Ave, Southold, NY 11971

Southold, North Fork: The historic Boisseau farmhouse, built around 1890, is situated on 1.75 acres (76,230 square feet) with R40 residential zoning, in a picturesque setting featuring mature trees and a sprawling lawn. The property is adjacent to fallow, and partially wooded acreage owned by the Town of Southold. The traditional home boasts a charming covered front porch, an entry foyer, and a

Nicholas Planamento William Raveis New York LLC

2055 Boisseau Ave, Southold, NY 11971
/12
$4,850 per month
- 2 Beds
- 2 Baths
- 1,100 Sq Ft
- House for Rent
775 Hickory Rd, Southold, NY 11971

Delightful North Fork Year-Round Rental located at 775 Hickory Road, Southold. Completely furnished, high end appliances, radiant heat, updated electric, and more. The large eat in kitchen is open to the dining & living area with a fireplace and sliding doors that lead you out to the expansive patios, where you will relax and enjoy the sea breeze. There is a master suite with full bath, guest

Jeanmarie Bay William Raveis New York LLC

775 Hickory Rd, Southold, NY 11971
$2,875,000 Sold Jun 17, 2025
- 3,000 Sq Ft
- $958/SF
- 105 Days On Market
- 6 Beds
- 3.5 Baths
- Built 1890
133 6th St, Greenport, NY 11944

Step into this beautifully restored 1890s farmhouse, where timeless charm meets modern elegance. Curated by a professional design team, every inch of this home has been thoughtfully reimagined to blend its rich architectural heritage with a fresh, modern feel. Ideally located, the sun drenched home includes six bedrooms and 3 1/2 baths. Enter the first level, perfectly laid out with a fabulous

Lisa Gillooly Compass Greater NY LLC

133 6th St, Greenport, NY 11944

Est $915,291 Not Listed For Sale
- 4 Beds
- 2 Baths
1100 Rambler Rd, Southold, NY 11971

1100 Rambler Rd, Southold, NY 11971

/32
$1,695,000
- 3 Beds
- 1.5 Baths
- 2,290 Sq Ft
2515 Sound Dr, Greenport, NY 11944

This one-of-a-kind, mid-century modern was designed by renowned architect Claude Samton. Named "Winged Weekend Flight", a wood hewn escape from city ways. When you enter, you will leave your worries behind. Incredible light and gorgeous landscape envelop this 3 bedroom, 1.5 bath sanctuary. Gunite pool with an automatic cover, Ipe decking and beach rights to a gorgeous sound front beach

Sheri Winter Parker Corcoran

2515 Sound Dr, Greenport, NY 11944
/26
$4,000 per month
- 3 Beds
- 2.5 Baths
- 2,200 Sq Ft
- House for Rent
345 Cemetery Rd, East Marion, NY 11939

Classic Cape with Open Front Porch on Quiet Side Street. 3 Bedrooms, 2.5 Baths. Primary Bedroom and Bath on First Floor. Wood Burning Fireplace. Nice Yard.

Paul Loeb Douglas Elliman Real Estate

345 Cemetery Rd, East Marion, NY 11939
$1,900,000 Sold Jun 16, 2025
- 2,455 Sq Ft
- $774/SF
- 73 Days On Market
- 3 Beds
- 4 Baths
- Built 1984
430 Snug Harbor Rd, Greenport, NY 11944

Welcome to this stunning home in a sought-after waterfront community in Greenport, NY, offering exceptional outdoor space and a dock overlooking Gull Pond with direct access to Gardiner's bay. Featuring a charming nautical-inspired interior with modern finishes, the home creates a welcoming atmosphere for all who enter.The sunlit, open-concept living room features vaulted ceilings and skylights

Michael Graziose Redfin Real Estate

430 Snug Harbor Rd, Greenport, NY 11944

Est $1,241,965 Not Listed For Sale
- 4 Beds
- 2 Baths
65 Pleasant Place, Southold, NY 11971

65 Pleasant Place, Southold, NY 11971

/36
$1,349,000
- 3 Beds
- 1.5 Baths
- 1,068 Sq Ft
633 Pine Neck Rd, Southold, NY 11971

A must see secluded water front Compound. Rarely do you find two houses on a one acre lot. Main cottage is 3 BR, Eik, FDR,, LR with fireplace, hardwood floors, basement and inviting water side covered porch, second cottage has Primary ensuite and guest Br with second bath, Eik, LR w/Fireplace hardwood floors full basement. Small out building, Additional information: Appearance:Very good

Tom Uhlinger Douglas Elliman Real Estate

633 Pine Neck Rd, Southold, NY 11971
/26
$4,000 per month
- 3 Beds
- 2 Baths
- 2,000 Sq Ft
- House for Rent
22950 Main Rd, Orient, NY 11957

Orient Village Area - Bright, Spacious And Updated Unfurnished Year Round 3 Bedroom/2 Bath Ranch Rental With Family Room, Central Air Conditioning, Heated In Ground Saltwater Pool And Nice Yard. Located Close To Village Lane, Oysterpond's School, Young's Road Public Long Island Sound Beach And New York City Transportation. Permit #0132.

Paul Loeb Douglas Elliman Real Estate

22950 Main Rd, Orient, NY 11957
$1,131,000 Sold Jun 16, 2025
- 2,310 Sq Ft
- $490/SF
- 38 Days On Market
- 4 Beds
- 5 Baths
- Built 1966
2255 Old Orchard Rd, East Marion, NY 11939

Charming family home in coveted Gardener’s Bay Estates, East Marion. Four bedrooms, 2 plus baths, wood burning fireplace, outdoor shower, commanding views of the bay. Enjoy community boat slips, moorings, association sandy beaches and picnic area.

Janet Markarian Daniel Gale Sothebys Intl Rlty

2255 Old Orchard Rd, East Marion, NY 11939

/2
Est $727,529 Not Listed For Sale
- 3 Beds
- 2 Baths
1430 Bay Haven Ln, Southold, NY 11971

1430 Bay Haven Ln, Southold, NY 11971

/28
$1,550,000
- 3 Beds
- 3 Baths
- 1,500 Sq Ft
308 Wiggins St, Greenport, NY 11944

Incredible investment opportunity to own #1 grossing LEGAL short term Airbnb in Greenport Village. Legally permitted - $220k annually. FULLY TURNKEY from furnishings, bedding / linens, towels, to all kitchen ware, even the artwork Maintenance team including house cleaner, pool care and landscaper are at your disposal. 2 minute walk into town - best location in Greenport, across from LIRR

Josh Shenkle EAST END ALLIANCE REAL ESTATE AND DEVELOPMENT LLC

308 Wiggins St, Greenport, NY 11944
/13
$12,000 per month
- 3 Beds
- 1 Bath
- 1,200 Sq Ft
- House for Rent
425 Lake Dr, Southold, NY 11971

Welcome to Paradise!! 425 Lake Drive is a magical lake-front beach home located in Southold on the North Fork. Adventure abounds on beautiful fresh-water Great Pond. Explore the lake on two kayaks, two canoes, take a swim, or just relax in the hammock and then enjoy the refreshing outdoor shower. This 3-bedroom, 1-bathroom home comes fully equipped and comfortably furnished. Dine al fresco on the

Robert Wilner Douglas Elliman Real Estate

425 Lake Dr, Southold, NY 11971
$1,375,000 Sold Jun 16, 2025
- 1,547 Sq Ft
- $889/SF
- 107 Days On Market
- 3 Beds
- 2 Baths
- Built 2016
5950 N Bayview Rd, Southold, NY 11971

Stunningly Renovated Home with Exceptional Design and Outdoor LivingEvery detail of this impeccable home has been thoughtfully curated by a published interior designer to create a space of unparalleled elegance and comfort. Recently renovated from top to bottom, this residence is a seamless blend of sophisticated design and modern luxury, offering the ultimate in style and functionality.

Lisa Gillooly Compass Greater NY LLC

5950 N Bayview Rd, Southold, NY 11971

Est $792,955 Not Listed For Sale
- 2 Beds
- 1 Bath
580 Jacobs Ln, Southold, NY 11971

580 Jacobs Ln, Southold, NY 11971

/23
$1,675,000 Pending
- 3 Beds
- 2 Baths
- 1,924 Sq Ft
1620 Village Ln, Orient, NY 11957

Beautifully restored & maintained 18th C Village classic home located on coveted Village Lane in the heart of Orient Village. Private access to abutting open space of Poquatuck Field Park provides pastoral field and bay views in perpetuity. The home offers 3 bedrooms, 2 full baths, 2 fireplaces, and a gourmet kitchen that opens onto the dining/family room and 3-season screened sunroom. The 1,924

Janet Markarian Daniel Gale Sothebys Intl Rlty

1620 Village Ln, Orient, NY 11957
/16
$4,000 per month
- 2 Beds
- 1 Bath
- 750 Sq Ft
- House for Rent
8515 Soundview Ave, Southold, NY 11971

Tucked away on the peaceful edge of freshwater Great Pond in Southold, this delightful 2-bedroom, 1-bath cottage offers the perfect blend of comfort and charm. Enjoy quiet mornings with water views and spend your days kayaking, paddle boarding, or fishing right from your backyard. Barbecue and dine on the spacious deck with a sunset view of the lake. Ideally situated just moments from Kenny's

Nicole Fitzgerald Signature Premier Properties

8515 Soundview Ave, Southold, NY 11971
$1,800,000 Sold Jun 10, 2025
- 4,000 Sq Ft
- $450/SF
- 66 Days On Market
- 4 Beds
- 4 Baths
- Built 1938
170 Orchard St, Orient, NY 11957

This exceptional property, once a Victorian firehouse built by Captain Vail in the 1800s, was replaced in 1938. The current owners have made thoughtful and significant upgrades, providing a rare opportunity for the discerning buyer to own a piece of history in coveted Orient Village. This historic firehouse residence stands proudly on Orchard Street, surrounded by beautifully planted, intimate

Lori Feilen William Raveis New York LLC

170 Orchard St, Orient, NY 11957

Est $1,175,578 Not Listed For Sale
- 3 Beds
- 2.5 Baths
1715 Minnehaha Blvd, Southold, NY 11971

1715 Minnehaha Blvd, Southold, NY 11971

/14
$1,563,000 Pending
- 4 Beds
- 3.5 Baths
- 2,700 Sq Ft
410 Aquaview Ave, East Marion, NY 11939

Waterview new construction contemporary home offering 4 bedrooms and 3.5 baths over three levels including the walk out lower level. Roof deck with water views. The clever design maximizes floor space and provides for exceptional living. Innovative finishes include rough sawn pine exterior lap siding from a Long Island sawmill, first and lower-level polished concrete flooring, white oak flooring

Paul Loeb Douglas Elliman Real Estate

410 Aquaview Ave, East Marion, NY 11939
/13
$5,000 per month
- 2 Beds
- 1 Bath
- 900 Sq Ft
- House for Rent
8415 Soundview Ave, Southold, NY 11971

Step inside this charming 2 bedroom, 1 bath bungalow nestled on the serene shores of Great Pond in Southold. This cozy waterfront retreat offers tranquil water views and is just around the corner from Kenny's Beach and the popular Little Fish restaurant. Enjoy kayaking, paddle boarding, and fishing right from your backyard. Centrally located in the heart of the North Fork, you're perfectly

Nicole Fitzgerald Signature Premier Properties

8415 Soundview Ave, Southold, NY 11971
$650,000 Sold Jun 09, 2025
- 1,575 Sq Ft
- $413/SF
- 18 Days On Market
- 3 Beds
- 2 Baths
- Built 1957
1720 Carroll Ave, Peconic, NY 11958

Lovingly maintained ranch in the heart of the North Fork. Total three beds, two full baths with a full finished basement. The home is light and airy with plenty of natural light; the generous .65 acre lot has mature trees and perenial plantings. The property has plenty of room for future expansion and a pool. Around the block from Peconic Park and a short drive to beaches, farm stands, and

Bridget Elkin Compass Greater NY LLC

1720 Carroll Ave, Peconic, NY 11958

Est $3,122,727 Not Listed For Sale
- 3 Beds
- 4 Baths
- 3,300 Sq Ft
1480 Old Wood Path, Southold, NY 11971

1480 Old Wood Path, Southold, NY 11971

/32
$1,400,000 Pending
- 3 Beds
- 2 Baths
- 2,000 Sq Ft
8095 Soundview Ave, Southold, NY 11971

Escape to serenity in this exceptional Southold retreat, perfectly perched on the shores of Great Pond. Offering breathtaking water views, this waterfront home is a nature lover’s dream. In mint condition and move-in ready, it has been designed with intention and built with uncompromising quality. Every detail—inside and out—has been thoughtfully crafted to maximize the peaceful, panoramic

Nicole Fitzgerald Signature Premier Properties

8095 Soundview Ave, Southold, NY 11971
/20
$3,500 per month
- 2 Beds
- 1 Bath
- 900 Sq Ft
- Apartment for Rent
475 Youngs Ave Unit c, Southold, NY 11971

Southold, North Fork: Discover the epitome of easy living at Unit C "Baldwin T. Payne" in Southold, North Fork. This condo-like residence, part of the North Fork Resident's Inn, offers a one-of-a-kind opportunity to embrace a modern lifestyle in a historic setting. The unit boasts a spacious layout with direct garden access, abundant natural light, and contemporary furnishings. With upscale

Nicholas Planamento William Raveis New York LLC

475 Youngs Ave Unit c, Southold, NY 11971
$545,000 Sold Jun 06, 2025
- Land
- 0.42 Acre
- $1,297,619 per Acre
- 17 Days On Market
890 Westwood Ln, Greenport, NY 11944

Great level, wooded corner lot in the desirable Stirling Eastern Shores community with its beautiful gated private Sound beach. Minutes to the seaport Village of Greenport with shopping, transportation, hospital, and annual festivities such as the Greenport Maritime Festival. A wonderful place to design your very own special North Fork retreat!

Gayle Marriner Smith Daniel Gale Sothebys Intl Rlty

890 Westwood Ln, Greenport, NY 11944

Est $2,557,784 Not Listed For Sale
- 6 Beds
- 3.5 Baths
- 2,400 Sq Ft
100 W Shore Dr, Southold, NY 11971

100 W Shore Dr, Southold, NY 11971

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