Greenport, NY Homes

/36
$1,195,000
- 3 Beds
- 3.5 Baths
216 North St, Greenport, NY 11944

This chic, stylish Greenport Village home, was built with a nod to the Brooklyn Brownstone. Stunning new construction features cedar shake shingles and an artisan's touch throughout. Surrounded by comfort and convenience, including a built-in EV charging hookup, a gorgeous studio shed in the fenced and fabulously landscaped backyard. 3 spacious bedrooms, 3 1/2 baths, and an entertainer's

Sheri Winter Parker Corcoran

216 North St, Greenport, NY 11944
/39
$49,000 per month
- 6 Beds
- 5.5 Baths
- 6,600 Sq Ft
- House for Rent
57305 Route 48, Greenport, NY 11944

Spectacular, contemporary seasonal rental home with pool and Jacuzzi on the Long Island Sound front. 150 feet of direct waterfront and beach, with incredible view. Meticulously renovated and professionally designed. 6 bedrooms, 5.5 bathrooms. Hamptons luxury in North Fork. Home situated on 1 acre, 6,600 square feet. One master bedroom has jacuzzi and steam room and two extra bedrooms with full

Zepur Diktas Compass Greater NY LLC

57305 Route 48, Greenport, NY 11944
$3,000,000 Sold Jul 28, 2025
- 3,756 Sq Ft
- $799/SF
- 47 Days On Market
- 4 Beds
- 3 Baths
- Built 2023
1740 Inlet Pond Rd, Greenport, NY 11944

Experience the allure of this stunning custom-built modern shore house, completed in 2023 and nestled in sought-after Rock Cove Estates, just moments from Greenport Village. This extraordinary property has been meticulously designed to showcase unique architectural elements and a phenomenal floor plan that flows seamlessly, perfect for entertaining. Upon entering, you are welcomed by an inviting

William Walters Daniel Gale Sothebys Intl Rlty

1740 Inlet Pond Rd, Greenport, NY 11944

Est $1,003,942 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 2,400 Sq Ft
1955 Albertson Ln, Greenport, NY 11944

1955 Albertson Ln, Greenport, NY 11944

/22
$1,295,000 Pending
- 4 Beds
- 3 Baths
- 1,740 Sq Ft
1605 Washington Ave, Greenport, NY 11944

Located just moments away from the vibrant heart of Greenport Village, this stylish and fully updated residence offers a perfect blend of modern amenities and coastal charm. Nestled on a generous 1⁄2-acre lot, the property will feature a captivating 12x24 heated, salt-water inground pool and a spacious patio, ideal for entertaining or relaxing in the sun (pool pictures are renderings as pool will

William Walters Daniel Gale Sothebys Intl Rlty

1605 Washington Ave, Greenport, NY 11944
/19
$20,000 per month
- 4 Beds
- 2 Baths
- 1,650 Sq Ft
- House for Rent
415 6th Ave, Greenport, NY 11944

ADORABLE CAPE WITH POOL & HOT TUB IN THE HEART OF GREENPORTNestled in the Village of Greenport, this charming 4-bedroom Cape has been freshly painted and offers the perfect blend of modern comfort and coastal charm. The first floor includes 2 bedrooms, a cozy living room, an eat-in kitchen, and a full bath, while the second floor boasts 2 additional bedrooms and another full bath—plenty of space

Jeanmarie Bay William Raveis New York LLC

415 6th Ave, Greenport, NY 11944
$1,250,000 Sold Jul 24, 2025
- 1,700 Sq Ft
- $735/SF
- 67 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1920
237 5th Ave, Greenport, NY 11944

Beautifully renovated Cape in the heart of Greenport Village, offering an elegant and bright living space. The timeless kitchen and dining area overlook a quaint and private backyard and patio. The home features a spacious primary bedroom, two guest rooms, and a vibe of sophistication without pretension. Exceptional carpentry and woodworking are showcased throughout. A large

Bridget Elkin Compass Greater NY LLC

237 5th Ave, Greenport, NY 11944

Est $1,180,922 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,400 Sq Ft
450 7th St, Greenport, NY 11944

450 7th St, Greenport, NY 11944

/5
$265,000
- 1 Bed
- 1 Bath
- 650 Sq Ft
1000 9th St Unit C-26, Greenport, NY 11944

Charming one bedroom and one bathroom co-op situated few minutes away from the Village of Greenport. Enjoy the beaches, restaurants and vineyards of the North Fork. Well maintained house comes with hardwood floor and an open layout.

Hina Muddassir Century 21 Albertson Realty

1000 9th St Unit C-26, Greenport, NY 11944
/18
$12,000 per month
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- Condo for Rent
36 Stirling Cove Unit B, Greenport, NY 11944

Just a ferry ride from Sag Harbor and the Hampton's, take in expansive waterfront views of the bay and Greenport harbor from the second floor balcony in this renovated open concept waterfront condo located in the private Stirling Cove condominium association. This light filled townhouse offers a private beach, 60' x 30' heated pool overlooking the bay, two tennis courts, private parking and is

Alexander Aquino Douglas Elliman Real Estate

36 Stirling Cove Unit B, Greenport, NY 11944
$890,000 Sold Jul 22, 2025
- 1,599 Sq Ft
- $557/SF
- 40 Days On Market
- 3 Beds
- 2 Baths
- Built 1970
520 4th St, Greenport, NY 11944

Mid C Ranch in the coveted West Dublin neighborhood of Greenport Village on .31 acres. Featuring living/dining room, master ensuite, plus 2 bedrooms, eat-in kitchen, den, laundry, mud room, hardwood floors. Rear balcony overlooking a large, private yard. Full basement, walkup attic, outdoor shower, and mature specimen trees. Walking distance to all village amenities, beaches, LIRR, and NYC Jitney.

Janet Markarian Daniel Gale Sothebys Intl Rlty

520 4th St, Greenport, NY 11944

Est $940,929 Not Listed For Sale
- 3 Beds
- 2 Baths
355 9th St, Greenport, NY 11944

355 9th St, Greenport, NY 11944

/29
$995,000
- 3 Beds
- 2.5 Baths
- 1,800 Sq Ft
400 Anglers Rd, Greenport, NY 11944

This charming two-story home is perfectly situated just a quarter mile from the beach, offering an ideal blend of comfort and convenience. The open-concept first floor features a welcoming living area with a fireplace, an eat-in kitchen equipped with quartz countertops, a gas stove, and stainless steel appliances, as well as a formal dining room with sliding glass doors that open to a private

Alexander Aquino Douglas Elliman Real Estate

400 Anglers Rd, Greenport, NY 11944
/30
$20,000 per month
- 5 Beds
- 3.5 Baths
- 3,500 Sq Ft
- House for Rent
185 Wiggins Ln, Greenport, NY 11944

An outdoor oasis is one element of this extraordinary property. This one of a kind 5 bedroom, 3.5 bath residence is the perfect home to make special memories this season. The perfect rental with one of the most extraordinary pool and garden areas on the North Fork. Features a 20' x 50' heated Gunite pool with waterfall, extensive hand cut stone patios, stone walls and numerous outdoor sitting

Nancy Cervelli Daniel Gale Sothebys Intl Rlty

185 Wiggins Ln, Greenport, NY 11944
$1,200,000 Sold Jul 21, 2025
- 17 Days On Market
- 6 Beds
- 3 Baths
- Built 1900
318 5th Ave, Greenport, NY 11944

Charming Legal 3-Family Home in Greenport, NYDon’t miss this rare gem on the market for the first time in nearly 50 years! This exceptional property offers a unique opportunity to own a distinguished late 19th-century Victorian that has been thoughtfully converted into a three-family residence, preserving its exquisite original details. Delight in the added bonus of a cozy stand-alone

Nicholas Planamento William Raveis New York LLC

318 5th Ave, Greenport, NY 11944

Est $561,968 Not Listed For Sale
- 2 Beds
- 1 Bath
- 924 Sq Ft
805 Wiggins St, Greenport, NY 11944

805 Wiggins St, Greenport, NY 11944

/28
$888,000
- 3 Beds
- 1.5 Baths
- 1,900 Sq Ft
727 Main St, Greenport, NY 11944

Own a Rare Piece of Greenport’s Main Street History- Step into The Hommel House, a 3 bedroom cherished Greenport landmark built in 1903. This Craftsman beauty retains all of its original character—warm wood details, inviting light-filled rooms, and a sense of timeless grace—while offering thoughtful updates for today’s lifestyle. A welcoming cook’s kitchen sits at the heart of the home, and the

Scott Bennett Douglas Elliman Real Estate

727 Main St, Greenport, NY 11944
/23
$4,000 per month
- 1 Bed
- 1 Bath
- 1,000 Sq Ft
- House for Rent
424 4th St, Greenport, NY 11944

Welcome to your very own pied-a-terre cottage nestled on the world renowned grounds of Harbor Knoll guesthouse.Bask in this waterfront, private and secluded oasis of calm, while still being within arms reach of everything Greenport Village has to offer.This quaint cottage boasts, hardwood floors, ductless air-conditioning, an eat in kitchen, primary suite and a pullout sofa bed in

Pete Halpin Douglas Elliman Real Estate

424 4th St, Greenport, NY 11944
$1,730,000 Sold Jul 11, 2025
- 281 Days On Market
- 4 Beds
- 4.5 Baths
- Built 2024
424 2nd St, Greenport, NY 11944

Beautiful and rare new construction in the heart of historic Greenport. This stylish and spacious new build features four ensuite bedrooms, a semi-open floor plan, and stunning finishes. The first floor has a large chef's kitchen with a breakfast nook, dining room, expansive great room, butler pantry, powder room, and walk-in kitchen pantry. A large vaulted primary suite is upstairs, with two

Eric Elkin Compass Greater NY LLC

424 2nd St, Greenport, NY 11944

Est $631,327 Not Listed For Sale
- 2 Beds
- 1 Bath
- 650 Sq Ft
1095 Shore Rd, Greenport, NY 11944

1095 Shore Rd, Greenport, NY 11944

/42
$790,000
- 5 Beds
- 4 Baths
- 1,400 Sq Ft
395 Linnet St, Greenport, NY 11944

Welcome to 395 Linnet Street, also known as 806 Linnet Street, Southold – ideally located on the Greenport border.Location truly is everything, and this charming, well-maintained ranch offers a wonderful opportunity for affordable North Fork living. With a desirable open-concept layout, the home is perfectly suited to today’s casual, easygoing lifestyle.The single-level design

Vanessa Gonzalez Realty Connect USA L I Inc

395 Linnet St, Greenport, NY 11944
/21
$8,000 per month
- 3 Beds
- 4 Baths
- 1,900 Sq Ft
- House for Rent
300 Fiddler Ln, Greenport, NY 11944

Like-new Greenport beauty with every amenity including a saltwater pool. Room for all indoors with a living room, reading room and large media room and outdoors with a dining area and lounging area poolside. Located in a lovely, quiet neighborhood just a few minutes to a gorgeous, sandy Bay beach, a beautiful Sound beach and Greenport's vibrant downtown with its waterfront park, cafes &

Kathleen Travers Douglas Elliman Real Estate

300 Fiddler Ln, Greenport, NY 11944
$979,000 Sold Jun 23, 2025
- 1,550 Sq Ft
- $632/SF
- 12 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1920
16 Washington Ave, Greenport, NY 11944

This bright and airy Greenport property is bathed in natural light and offers timeless appeal and village convenience. Set on a rare double lot with beautiful mature trees, the home features a welcoming front porch and an open, flowing layout highlighted by original pine floors and period details. The house includes 3 bedrooms, 1.5 baths, a full basement, and an oversized two-car garage with an

Bridget Elkin Compass Greater NY LLC

16 Washington Ave, Greenport, NY 11944

Est $1,051,692 Not Listed For Sale
- 4 Beds
- 3.5 Baths
58525 Route 48, Greenport, NY 11944

58525 Route 48, Greenport, NY 11944

/4
$749,000
- Land
- 1.48 Acres
- $506,081 per Acre
2365 Main Rd, Greenport, NY 11944

Discover the rare opportunity to own a cleared 1.48-acre flag lot, ideally situated 331 feet off the Main Road, offering ultimate privacy while remaining close to everything the North Fork has to offer. This set-back parcel is enveloped by preserved land, creating a serene and secluded setting for your future home. With the potential to accommodate a 4,000+ square foot residence, complete with a

William Walters Daniel Gale Sothebys Intl Rlty

2365 Main Rd, Greenport, NY 11944
/30
$25,000 per month
- 5 Beds
- 4.5 Baths
- 3,700 Sq Ft
- House for Rent
1000 Sound Dr, Greenport, NY 11944

Immaculate shingle-style home perched above the Long Island Sound. Enjoy endless water views and breathtaking sunsets from the heated pool and private beach. Open floor plan with EIK and fireplace, bedrooms across three floors, including first and second-floor primary suites with private waterside balconies. The large finished basement features a media/game room. The private office is ideal for

Eric Elkin Compass Greater NY LLC

1000 Sound Dr, Greenport, NY 11944
$635,000 Sold Jun 23, 2025
- 730 Sq Ft
- $870/SF
- 65 Days On Market
- 2 Beds
- 2 Baths
- Built 2008
61475 County Road 48, Greenport, NY 11944

Condo in Cliffside Sound Front Complex Featuring Sandy Sound Beach, Heated Pool & Vast Sound Views. Unit has 2 Beds(Primary with Ensuite) & 2 Baths. Main Bedroom and Living Room have Water View Balconies. Large Storage Unit with Sliders doubles as a Bonus Room. Westerly Views offer Spectacular Sunsets. Complex is closed Jan 15-Mar 15. Cliffside is a full resort facility. Condo has great

Jill Dunbar Douglas Elliman Real Estate

61475 County Road 48, Greenport, NY 11944

Est $1,205,003 Not Listed For Sale
- 3 Beds
- 2.5 Baths
58165 Route 48, Greenport, NY 11944

58165 Route 48, Greenport, NY 11944

/16
$685,000
- 1 Bed
- 1 Bath
- 800 Sq Ft
43 Washington Ave, Greenport, NY 11944

Nestled in the heart of Greenport Village, this delightful Cape-style home offers light-filled living and dining spaces, a spacious kitchen, and a first-floor bedroom and full bath. The second floor offers exciting expansion potential, allowing you to tailor the home to your specific needs. Step outside to a beautifully landscaped backyard featuring an oversized deck and a small heated saltwater

Bridget Elkin Compass Greater NY LLC

43 Washington Ave, Greenport, NY 11944
/18
$15,000 per month
- 3 Beds
- 2 Baths
- 1,700 Sq Ft
- House for Rent
165 Sterling St, Greenport, NY 11944

Tucked Away Along Sterling Harbor in Greenport's Historic District On the Village's Most Desired Street. This Lovely 3 BR, 2 BA Cottage Is Only A Block From the Maritime Village With Its Many Restaurants, Cafes, Shops, Mitchell Park & Carousel. Enjoy Your Morning Coffee & Evening Cocktails On The Waterview Deck. Close to All Transportation, Beaches & Wineries., Additional information: Appearance:

Mitch Pickman Thomas J McCarthy Real Estate

165 Sterling St, Greenport, NY 11944
$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 $881,986 Not Listed For Sale
- 4 Beds
- 2 Baths
1735 Cedarfields Dr, Greenport, NY 11944

1735 Cedarfields Dr, Greenport, NY 11944

/18
$650,000
- 2 Beds
- 1.5 Baths
- 1,500 Sq Ft
1295 Washington Ave, Greenport, NY 11944

Traditional Cape Cod style home ready for your magic touch. Home features hardwood floors throughout, 2 bedrooms, 1.5 baths, bonus room, fireplace, large eat-in kitchen, spacious bedrooms and plenty of room for outdoor activities- situated in a quiet neighborhood moments from Greenport Village- shopping, restaurants and wineries. Street gas accessible.

Scott Bennett Douglas Elliman Real Estate

1295 Washington Ave, Greenport, NY 11944
/34
$20,000 per month
- 4 Beds
- 2.5 Baths
- 2,026 Sq Ft
- House for Rent
485 Sutton Place, Greenport, NY 11944

Welcome to 485 Sutton Place, Greenport – a newly renovated gem that effortlessly combines modern luxury with timeless charm. Every detail of this stunning home has been thoughtfully designed to create a harmonious blend of comfort, style, and sophistication. Step inside to discover two sunlit levels of living. The first floor features two generously sized bedrooms and a full bathroom with tub. A

Gloria Scrocco STOEBE & CO

485 Sutton Place, Greenport, NY 11944
$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 $871,458 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,600 Sq Ft
1480 Cedarfields Dr, Greenport, NY 11944

1480 Cedarfields Dr, Greenport, NY 11944

/41
$2,350,000
- 4 Beds
- 5 Baths
- 4,500 Sq Ft
435 Maple Ln, Greenport, NY 11944

Brand-New Coastal Retreat with Pool, Pool House & Deeded Bay Beach Rights.Introducing a stunning new construction that redefines North Fork luxury- offering 4,500 square feet of beautiful living space across three levels, including a full walkout basement.With 4 bedrooms, 5 bathrooms, and an effortless indoor-outdoor flow, this exceptional home is designed for both upscale entertaining

Lisa Davey LI Probate Realty Inc

435 Maple Ln, Greenport, NY 11944
/18
$15,000 per month
- 3 Beds
- 1.5 Baths
- 2,296 Sq Ft
- House for Rent
231 5th Ave, Greenport, NY 11944

Located in the heart of Greenport Village, this charming home offers an open concept first level and has a first floor bedroom, half bathroom with washer and dryer and an expansive rear deck, covered by canvas for shade, overlooking a manicured and private rear yard. The second floor has two spacious bedrooms with a walk in closet and a full bathroom with a separate shower and large bathtub.

Alexander Aquino Douglas Elliman Real Estate

231 5th Ave, Greenport, NY 11944
$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 $1,103,980 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 3,200 Sq Ft
130 Bennet Rd, Greenport, NY 11944

130 Bennet Rd, Greenport, NY 11944

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