Greenport, NY homes for sale & real estate

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1111 Main St, Greenport, NY 11944
1111 Main St, Greenport, NY 11944
1111 Main St, Greenport, NY 11944
ABOUT THIS HOME
Greenport, NY Homes for Sale
A Creative Sanctuary in the Heart of Greenport. Tucked away on a tree-lined street in one of the “prettiest towns in America” (Forbes), this Cape Cod-style, wood-shingled home offers a rare blend of charm, privacy, and proximity to everything that makes Greenport so desirable. Perfectly situated on a full acre of land, the backyard abuts 8 acres of preserved open space owned by the Town of Southold — a rare buffer that offers both tranquility and an enduring sense of privacy. It’s less than a 15-minute stroll to 67 Steps Beach on the Long Island Sound and the vibrant heart of the village — including shops, galleries, restaurants, the North Fork Arts Center / mo

$1,300,000

3 beds2 baths2,363 sq ft

1111 Main St, Greenport, NY 11944

0.97 acre lot • Car-dependent

Listing by Daniel Gale Sothebys Intl Rlty

2055 Bay Shore Rd, Greenport, NY 11944
2055 Bay Shore Rd, Greenport, NY 11944
2055 Bay Shore Rd, Greenport, NY 11944
ABOUT THIS HOME
Greenport, NY Homes for Sale
Live your best life in this spectacular 5 bedroom bayfront home. Breathtaking panoramic water views from Shelter Island throughout Greenport Harbor to Pipes Cove, you will be able to sit on your private beach and watch all the activity of the Peconic Bay. This beachfront home offers a first floor bedroom en-suite, enclosed sunporch, open floor plan across the living room with wood burning fireplace, dining area into the kitchen. The second floor offers 4 large bedrooms and a full bathroom. There are hardwood floors, central air conditioning, laundry on both floors, partial full height basement, and a beautiful waterside composite deck to enjoy the most amazing water view!

$1,899,000

5 beds2.5 baths2,500 sq ft

2055 Bay Shore Rd, Greenport, NY 11944

0.52 acre lot • Car-dependent

Listing by Douglas Elliman Real Estate

1695 Calebs Way Unit C10, Greenport, NY 11944
1695 Calebs Way Unit C10, Greenport, NY 11944
1695 Calebs Way Unit C10, Greenport, NY 11944
ABOUT THIS HOME
Greenport, NY Homes for Sale
Welcome to Pheasant Run in Greenport! MINT single level condo features a primary bedroom ensuite plus additional guest bedroom and full bath, eat-in-kitchen, full basement, and glass sliders to your own private deck. Enjoy carefree resort style living with access to the community inground pool and clubhouse. No age restriction, and minutes to vibrant downtown Greenport, beaches, vineyards and more!

$629,000

2 beds2 baths1,180 sq ft

1695 Calebs Way Unit C10, Greenport, NY 11944

1,292 sq ft lot • $470 HOA • Community pool

Listing by Thomas J McCarthy Real Estate

43 Washington Ave, Greenport, NY 11944
43 Washington Ave, Greenport, NY 11944
43 Washington Ave, Greenport, NY 11944
ABOUT THIS HOME
Greenport, NY Homes for Sale
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 pool—perfect for summer entertaining. The detached garage adds valuable flex space and storage. A rare opportunity to own in one of the North Fork’s most desirable locations.

$685,000

1 bed1 bath800 sq ft

43 Washington Ave, Greenport, NY 11944

6,534 sq ft lot • Garage • Pool

Listing by Compass Greater NY LLC

130 Sunset Ln, Greenport, NY 11944
130 Sunset Ln, Greenport, NY 11944
130 Sunset Ln, Greenport, NY 11944
ABOUT THIS HOME
Greenport, NY Homes for Sale
Timeless Charm Meets Modern Luxury – Stunning New Construction Colonial. Step into a seamless blend of turn-of-the-century elegance and contemporary comfort in this exquisite new construction Colonial. Designed with classic architectural details and high-end finishes throughout, this 4-bedroom, 4.5-bathroom residence offers over 2,700 square feet of thoughtfully crafted living space. From the moment you arrive, the crushed stone driveway and detached 1-car garage set the tone for the timeless appeal of this home. Inside, you’ll find gleaming hardwood floors throughout, complemented by custom millwork that adds warmth and character to every room. The open floor plan is anchored b

$1,525,000

4 beds4.5 baths3,200 sq ft

130 Sunset Ln, Greenport, NY 11944

7,405 sq ft lot • Garage • Car-dependent

Listing by Daniel Gale Sothebys Intl Rlty

Property at 1000 Ninth St Unit H63, Greenport, NY 11944, 1 bed, 1 bath

$249,000

1 bed1 bath650 sq ft

1000 Ninth St Unit H63, Greenport, NY 11944

Listing by Signature Premier Properties

Property at 412 Atlantic Ave, Greenport, NY 11944, 3 beds, 2 baths

$1,579,000

3 beds2 baths1,671 sq ft

412 Atlantic Ave, Greenport, NY 11944

Listing by Engel & Volkers North Fork

Property at 1295 Washington Ave, Greenport, NY 11944, 2 beds, 2.5 baths

$650,000

2 beds2.5 baths1,500 sq ft

1295 Washington Ave, Greenport, NY 11944

Listing by Douglas Elliman Real Estate

Property at 435 Maple Ln, Greenport, NY 11944, 4 beds, 4 baths

$2,425,000

4 beds4 baths4,500 sq ft

435 Maple Ln, Greenport, NY 11944

Listing by LI Probate Realty Inc

Property at 220 aka 619 Bailey Ave, Greenport, NY 11944, 4 beds, 2.5 baths

$1,895,000

4 beds2.5 baths2,000 sq ft

220 aka 619 Bailey Ave, Greenport, NY 11944

Listing by Daniel Gale Sothebys Intl Rlty

Property at 370 Pheasant Pl, Greenport, NY 11944, 4 beds, 2.5 baths

$1,199,999

4 beds2.5 baths1,800 sq ft

370 Pheasant Pl, Greenport, NY 11944

Listing by Signature Premier Properties

Property at 2100 Sound Dr, Greenport, NY 11944, 4 beds, 3 baths

$2,999,000

4 beds3 baths1,595 sq ft

2100 Sound Dr, Greenport, NY 11944

Listing by Compass Greater NY LLC

Property at 312 5th Ave, Greenport, NY 11944, 3 beds, 2 baths

$939,000

3 beds2 baths1,620 sq ft

312 5th Ave, Greenport, NY 11944

Listing by Daniel Gale Sothebys Intl Rlty

Property at 215 Bridge St, Greenport, NY 11944, 2 beds, 2 baths

$685,000

2 beds2 baths1,040 sq ft

215 Bridge St, Greenport, NY 11944

Listing by Compass Greater NY LLC

Property at 131 6th St Unit G, Greenport, NY 11944, 3 beds, 2.5 baths

$1,900,000

3 beds2.5 baths2,238 sq ft

131 6th St Unit G, Greenport, NY 11944

Listing by Corcoran

Property at 604 Main St, Greenport, NY 11944, 3 beds, 3.5 baths

$1,495,000

3 beds3.5 baths2,000 sq ft

604 Main St, Greenport, NY 11944

Listing by Brown Harris Stevens N Fork

Property at 416 West St, Greenport, NY 11944, 4 beds, 1.5 baths

$750,000

4 beds1.5 baths1,600 sq ft

416 West St, Greenport, NY 11944

Listing by Compass Greater NY LLC

Property at 3200 Bay Shore Rd, Greenport, NY 11944, 4 beds, 3.5 baths

$1,989,000

4 beds3.5 baths2,600 sq ft

3200 Bay Shore Rd, Greenport, NY 11944

Listing by Century 21 Albertson Realty

Property at 1035 Caleb's Way #29, Greenport, NY 11944, 2 beds, 2 baths

$550,000

2 beds2 baths1,250 sq ft

1035 Caleb's Way #29, Greenport, NY 11944

Listing by Douglas Elliman Real Estate

Property at 280 Champlin Pl, Greenport, NY 11944, 1 bed, 1 bath

$449,999

1 bed1 bath800 sq ft

280 Champlin Pl, Greenport, NY 11944

Listing by Signature Premier Properties

Property at 750 Tasker Ln, Greenport, NY 11944, 3 beds, 2 baths

$725,000

3 beds2 baths1,196 sq ft

750 Tasker Ln, Greenport, NY 11944

Listing by Daniel Gale Sothebys Intl Rlty

Property at 550 Madison Ave, Greenport, NY 11944, 3 beds, 2.5 baths

$1,395,000

3 beds2.5 baths1,500 sq ft

550 Madison Ave, Greenport, NY 11944

Listing by Century 21 Excelsior Realty

Property at 411 2nd St, Greenport, NY 11944, 3 beds, 1 bath

$729,000

3 beds1 bath960 sq ft

411 2nd St, Greenport, NY 11944

Listing by Douglas Elliman Real Estate

Property at 535 Middleton Rd, Greenport, NY 11944, 3 beds, 1 bath

$650,000

3 beds1 bath1,205 sq ft

535 Middleton Rd, Greenport, NY 11944

Listing by Douglas Elliman Real Estate

Property at 2500 Maple Ln #14, Greenport, NY 11944, 1 bed, 1 bath

$499,999

1 bed1 bath— sq ft

2500 Maple Ln #14, Greenport, NY 11944

Listing by Keller Williams Realty Elite

Property at 110 Flint St, Greenport, NY 11944, 3 beds, 2 baths

$729,000

3 beds2 baths1,200 sq ft

110 Flint St, Greenport, NY 11944

Listing by Realty Connect USA L I Inc

Property at 2500 Maple Ln #10, Greenport, NY 11944, 1 bed, 1 bath

$599,999

1 bed1 bath— sq ft

2500 Maple Ln #10, Greenport, NY 11944

Listing by Keller Williams Realty Elite

Property at 401 6th St, Greenport, NY 11944, 2 beds, 1 bath

$799,000

2 beds1 bath1,071 sq ft

401 6th St, Greenport, NY 11944

Listing by Beninati Associates

Property at 123 Sterling Ave #8, Greenport, NY 11944, 3 beds, 2.5 baths

$1,395,000

3 beds2.5 baths1,528 sq ft

123 Sterling Ave #8, Greenport, NY 11944

Listing by Compass Greater NY LLC

Property at 208 aka 685 Knapp Pl, Greenport, NY 11944, 2 beds, 1 bath

$560,000

2 beds1 bath1,200 sq ft

208 aka 685 Knapp Pl, Greenport, NY 11944

Listing by Signature Premier Properties

Property at 250 Osprey Nest Rd, Greenport, NY 11944, 4 beds, 6 baths

$3,596,999

4 beds6 baths5,220 sq ft

250 Osprey Nest Rd, Greenport, NY 11944

Listing by Century 21 Albertson Realty

Property at 1000 9th St Unit B-13, Greenport, NY 11944, 2 beds, 1 bath

$420,000

2 beds1 bath— sq ft

1000 9th St Unit B-13, Greenport, NY 11944

Listing by Douglas Elliman Real Estate

Property at 58425 Route 48, Greenport, NY 11944, 3 beds, 2 baths

$1,299,999

3 beds2 baths1,300 sq ft

58425 Route 48, Greenport, NY 11944

Listing by Daniel Gale Sothebys Intl Rlty

Property at 151 Bay Ave, Greenport, NY 11944, 5 beds, 4.5 baths

$2,100,000

5 beds4.5 baths3,500 sq ft

151 Bay Ave, Greenport, NY 11944

Listing by Douglas Elliman Real Estate

Property at 2515 Sound Dr, Greenport, NY 11944, 3 beds, 1.5 baths

$1,695,000

3 beds1.5 baths2,290 sq ft

2515 Sound Dr, Greenport, NY 11944

Listing by Corcoran

Property at 216 North St, Greenport, NY 11944, 3 beds, 3.5 baths

$1,195,000

3 beds3.5 baths— sq ft

216 North St, Greenport, NY 11944

Listing by Corcoran

Property at 805 Bridge St, Greenport, NY 11944, 2 beds, 1 bath

$634,999

2 beds1 bath— sq ft

805 Bridge St, Greenport, NY 11944

Listing by OverSouth LLC

$749,000

— beds— baths— sq ft

2365 Main Rd, Greenport, NY

Listing by Daniel Gale Sothebys Intl Rlty

Property at 1760 Mccann Ln, Greenport, NY 11944

$619,000

— beds— baths— sq ft

1760 Mccann Ln, Greenport, NY 11944

Listing by Douglas Elliman Real Estate

Property at 1080 9th St, Greenport, NY 11944

$599,000

— beds— baths— sq ft

1080 9th St, Greenport, NY 11944

Listing by Daniel Gale Sothebys Intl Rlty

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Based on information submitted to the MLS GRID as of Thu Jul 24 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 Greenport, NY

Cities

Bridgehampton homes for sale
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Southold homes for sale
$1,249,999
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$650,000
Hampton Bays homes for sale
$1,200,000
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Sag Harbor homes for sale
$3,645,000
Cutchogue homes for sale
$1,199,500
Shelter Island homes for sale
$2,785,000

Neighborhoods
Zip Codes

Greenport, NY real estate trends

$2.1M

Sale price

+137.3%
since last year

$910

Sale $/sq ft

-1.4%
since last year

Under list price

2.2%

Days on market

109

Down payment

—

Total homes sold

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