$1,500,000
$150K PRICE DROP
Pending
- 4 Beds
- 3 Baths
- 2,528 Sq Ft
145 Osprey Nest Rd, Greenport, NY 11944
Richard Connelly
Douglas Elliman Real Estate
1,464
Greenport West, NY Homes
-
145 Osprey Nest Rd, Greenport, NY 11944
-
$14,500 Per Month
- 3 Beds
- 2.5 Baths
- 1,572 Sq Ft
- House for Rent
465 Tarpon Dr, Southold, NY 11971
465 Tarpon Dr, Southold, NY 11971August Rental $14,500: This elegant mid-century coastal charming North Fork rental is nestled in Southold Shore Community with a bayfront beach, marina and water access for launching a kayak. This chic and sophisticated modern home has been completely renovated and sits on a private road with a manicured front lawn and a two car garage. Enjoy your cup of coffee or lunch on the beautiful large
Maryse Bransfield William Raveis New York LLC
-
$2,225,000
Sold Mar 20, 2026285 Blue Marlin Dr, Southold, NY 11971
- 4 Beds
- 4.5 Baths
- 2,842 Sq Ft
- Built 2025
Last Sold Summary
- 18% Below List Price
- $783/SF
- 248 Days On Market
Current Estimated Value $3,319,667
Last Listing Agent Connie Liappas Compass Greater NY LLC
285 Blue Marlin Dr, Southold, NY 11971 -
Not Listed For Sale
61475 County Road 48, Greenport, NY 11944
- 2 Beds
- 2 Baths
- 730 Sq Ft
- Built 2008
Last Sold Summary
- 65 Days On Market
Last Listing Agent Jill Dunbar Douglas Elliman Real Estate
-
$485,000
$60K PRICE DROP- Land
- 29,185 Sq Ft
- $723,881 per Acre
620 Kerwin Blvd, Greenport West, NY 11944
620 Kerwin Blvd, Greenport West, NY 11944 -
$12,000 Per Month
- 6 Beds
- 4.5 Baths
- 2,800 Sq Ft
- House for Rent
185 Inlet Ln, Greenport, NY 11944
185 Inlet Ln, Greenport, NY 11944August still available! Summer on the North Fork starts here. Welcome to 185 Inlet Lane, Greenport, a spacious 6-bedroom, 4.5-bath coastal retreat designed for entertaining and relaxing near the beach. Perfectly situated a block from sandy Norman Klipp Beach, this home offers casual beach living and effortless entertaining. Inside, there's room for everyone with expansive living and gathering
Melissa Principi Douglas Elliman Real Estate
-
$675,000
Sold Feb 24, 20262365 Main Rd, Greenport, NY 11944
- Land
- 1.48 Acres
- $456,081 per Acre
Last Sold Summary
- 10% Below List Price
- 229 Days On Market
Last Listing Agent William Walters Daniel Gale Sothebys Intl Rlty
2365 Main Rd, Greenport, NY 11944 -
Est $1,457,591
Not Listed For Sale3080 Bay Shore Rd, Greenport, NY 11944
- 3 Beds
- 2 Baths
- 2,200 Sq Ft
- Built 2020
Last Sold Summary
- 112 Days On Market
Last Listing Agent Maureen Orientale Compass Greater NY LLC
-
$1,149,900
$50K PRICE DROP- 3 Beds
- 2 Baths
- 1,650 Sq Ft
380 Homestead Way, Greenport, NY 11944
380 Homestead Way, Greenport, NY 11944Jules Zaphire Locqube New York, Inc.
-
$36,000 Per Month
- 4 Beds
- 3.5 Baths
- 3,500 Sq Ft
- House for Rent
950 Tasker Ln, Greenport West, NY 11944
950 Tasker Ln, Greenport West, NY 119442026 Rates: May $26,000; June $29,000; July $36,000; September $27,000; October $24,000. Experience North Fork summer living in this newly constructed gem! Nestled in the sought-after Stirling Eastern Shores community, this impeccably designed modern farmhouse offers exclusive access to a private Long Island Sound beach, just a five minute walk from the property. Step inside to discover a
William Walters Daniel Gale Sothebys Intl Rlty
-
$523,000
Sold Sep 11, 20261565 Calebs Way Unit D15, Greenport, NY 11944
- 2 Beds
- 2 Baths
- 1,249 Sq Ft
- Built 1996
Last Sold Summary
- 5% Below List Price
- $419/SF
- 40 Days On Market
Current Estimated Value $549,683
Last Listing Agent Nancy Cervelli Daniel Gale Sothebys Intl Rlty
1565 Calebs Way Unit D15, Greenport, NY 11944 -
Est $680,862
Not Listed For Sale890 Westwood Ln, Greenport, NY 11944
Last Sold Summary
- 17 Days On Market
Last Listing Agent Gayle Marriner Smith Daniel Gale Sothebys Intl Rlty
-
$1,585,000
$200K PRICE DROP- 4 Beds
- 3 Baths
- 3,392 Sq Ft
90 Caiola Ct, Greenport, NY 11944
90 Caiola Ct, Greenport, NY 11944William Walters Daniel Gale Sothebys Intl Rlty
-
$38,000 Per Month
- 5 Beds
- 4.5 Baths
- 3,700 Sq Ft
- House for Rent
1000 Sound Dr, Greenport, NY 11944
1000 Sound Dr, Greenport, NY 11944Immaculate 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
-
$2,142,500
Sold May 27, 20263200 Sound Dr, Greenport, NY 11944
- 4 Beds
- 3 Baths
- 3,145 Sq Ft
- Built 1996
Last Sold Summary
- 9% Below List Price
- $681/SF
- 60 Days On Market
Current Estimated Value $2,209,967
Last Listing Agent Kristy Naddell Douglas Elliman Real Estate
3200 Sound Dr, Greenport, NY 11944 -
Est $1,351,753
Not Listed For Sale190 Fiddler Ln, Greenport, NY 11944
- 4 Beds
- 2.5 Baths
- 2,000 Sq Ft
- Built 2018
Last Sold Summary
- 85 Days On Market
Last Listing Agent Melissa Principi Douglas Elliman Real Estate
-
$1,325,000
$70K PRICE DROP Pending- 3 Beds
- 3 Baths
- 2,012 Sq Ft
55 Brown St, Greenport, NY 11944
55 Brown St, Greenport, NY 11944JoAnn Wind Daniel Gale Sothebys Intl Rlty
-
$15,000 Per Month
- 4 Beds
- 3.5 Baths
- 3,400 Sq Ft
- House for Rent
242 Maple Ln, Greenport, NY 11944
242 Maple Ln, Greenport, NY 11944Brand-new, beautifully designed home with an in-ground pool and finished basement. This exceptional lease opportunity, set within a private beach community, offers a newly constructed four-bedroom, three-and-a-half-bath home designed for effortless coastal living. Bright interiors flow through a sophisticated chef’s kitchen with ample cabinetry, stainless steel appliances, and a generous eat-in
Diane Mollica Compass Greater NY LLC
-
$1,200,000
Sold Dec 05, 20251111 Main St, Greenport, NY 11944
- 3 Beds
- 2 Baths
- 2,363 Sq Ft
- Built 1956
Last Sold Summary
- 8% Below List Price
- $508/SF
- 77 Days On Market
Current Estimated Value $1,197,705
Last Listing Agent Jon Tomlinson Daniel Gale Sothebys Intl Rlty
1111 Main St, Greenport, NY 11944 -
Est $1,049,826
Not Listed For Sale230 Wiggins Ln, Greenport, NY 11944
Last Sold Summary
- 297 Days On Market
Last Listing Agent Paul Loeb Douglas Elliman Real Estate
-
$1,100,000
- 3 Beds
- 2 Baths
- 1,800 Sq Ft
435 Sound Rd, Greenport, NY 11944
435 Sound Rd, Greenport, NY 11944Jerry Cibulski Century 21 Albertson Realty
-
$10,000 Per Month
- 3 Beds
- 3 Baths
- 2,400 Sq Ft
- House for Rent
3650 Bay Shore Rd, Greenport, NY 11944
3650 Bay Shore Rd, Greenport, NY 11944Your Fabulous Beach House Vacation! 2 Week Rentals or Monthly! Spacious summer house in the coveted Peconic Bay Estates private beach community on the Bay. A darling hidden path brings you to the sweetest surprise little wooden bridge to cross over to arrive on the sandy beach. Fun! No shirt, no shoes, lazy day, Yes! Very quiet water front cove, lots of area biking, kayaking, taking beach carts
Kate Carpluk William Raveis New York LLC
-
$1,470,000
Sold Apr 25, 2026155 Bridge St, Greenport, NY 11944
- 5 Beds
- 3.5 Baths
- 2,400 Sq Ft
- Built 2021
Last Sold Summary
- 8% Below List Price
- $612/SF
- 14 Days On Market
Current Estimated Value $1,485,260
Last Listing Agent William Walters Daniel Gale Sothebys Intl Rlty
155 Bridge St, Greenport, NY 11944 -
Est $801,565
Not Listed For Sale43 Sound Rd, Greenport, NY 11944
- 2 Beds
- 2 Baths
- 1,215 Sq Ft
- Built 1956
Last Sold Summary
- 35 Days On Market
Last Listing Agent Paul Loeb Douglas Elliman Real Estate
-
$925,000
- 2 Beds
- 1 Bath
- 925 Sq Ft
738 Conklin Rd, Greenport, NY 11944
738 Conklin Rd, Greenport, NY 11944Jerry Cibulski Century 21 Albertson Realty
-
$20,000 Per Month
- 4 Beds
- 2.5 Baths
- 2,026 Sq Ft
- House for Rent
485 Sutton Place, Greenport, NY 11944
485 Sutton Place, Greenport, NY 11944Welcome 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
-
$1,050,000
Sold Sep 03, 20261705 Kerwin Blvd, Greenport, NY 11944
- 4 Beds
- 2.5 Baths
- 2,400 Sq Ft
- Built 2001
Last Sold Summary
- 16% Below List Price
- $438/SF
- 173 Days On Market
Current Estimated Value $1,170,242
Last Listing Agent Maureen Orientale Compass Greater NY LLC
1705 Kerwin Blvd, Greenport, NY 11944 -
Est $898,414
Not Listed For Sale16 Washington Ave, Greenport, NY 11944
- 3 Beds
- 1.5 Baths
- 1,550 Sq Ft
- Built 1920
Last Sold Summary
- 12 Days On Market
Last Listing Agent Bridget Elkin Compass Greater NY LLC
-
$599,000
Pending- 2 Beds
- 2 Baths
- 1,180 Sq Ft
1235 Calebs Way Unit G25, Greenport, NY 11944
1235 Calebs Way Unit G25, Greenport, NY 11944Thomas McCarthy Thomas J McCarthy Real Estate
-
$10,000 Per Month
- 4 Beds
- 4.5 Baths
- 3,800 Sq Ft
- House for Rent
165 Marine Place, Greenport, NY 11944
165 Marine Place, Greenport, NY 11944Luxurious Modern Home with Heated Inground Pool in Private Community with a Memorable Community Only Bay Beach Just 3 Blocks Away. Short Distance to Golf and Greenport Village. Year-Round - $10,500 per month; Labor Day thru September $10,000; October $10,000. Permit # 0634.
Paul Loeb Douglas Elliman Real Estate
-
$860,000
Sold Jun 26, 2026210 Bennet Rd, Greenport, NY 11944
- 4 Beds
- 3 Baths
- 2,000 Sq Ft
- Built 1990
Last Sold Summary
- 14% Below List Price
- $430/SF
- 184 Days On Market
Current Estimated Value $899,071
Last Listing Agent Scott Bennett Douglas Elliman Real Estate
210 Bennet Rd, Greenport, NY 11944 -
Not Listed For Sale
49 Sound Rd, Greenport, NY 11944
- 2 Beds
- 1 Bath
- 965 Sq Ft
- Built 1970
Last Sold Summary
- 20 Days On Market
Last Listing Agent Cindy Succoso Douglas Elliman Real Estate
-
$1,849,000
$50K PRICE DROP- 4 Beds
- 3 Baths
- 2,200 Sq Ft
1025 9th St, Greenport, NY 11944
1025 9th St, Greenport, NY 11944Paul Loeb Douglas Elliman Real Estate
-
$20,000 Per Month
- 5 Beds
- 3 Baths
- 3,700 Sq Ft
- House for Rent
2700 Sound Dr, Greenport, NY 11944
2700 Sound Dr, Greenport, NY 119442026 Rates: August 1-15 $20,000, September $25,000, October $20,000: Escape to this exceptional seasonal rental, perfectly situated on the shores of the Long Island Sound. This beautifully appointed waterfront home offers the ultimate coastal living experience, featuring private stairs leading directly to the beach, an in-ground heated gunite pool, and panoramic water views from nearly every
William Walters Daniel Gale Sothebys Intl Rlty
-
$849,000
Sold Jun 26, 2026335 Sterling Place, Greenport, NY 11944
- 2 Beds
- 2 Baths
- 1,041 Sq Ft
- Built 1966
Last Sold Summary
- $816/SF
- 26 Days On Market
Current Estimated Value $865,111
Last Listing Agent Mariah Mills Daniel Gale Sothebys Intl Rlty
335 Sterling Place, Greenport, NY 11944 -
Not Listed For Sale
635 Caleb's Way Unit M44, Greenport, NY 11944
- 2 Beds
- 2 Baths
- Built 1999
Last Sold Summary
- 29 Days On Market
Last Listing Agent Nora Conant Douglas Elliman Real Estate
-
$1,950,000
$150K PRICE DROP- 4 Beds
- 2.5 Baths
- 2,410 Sq Ft
660 Sutton Place, Greenport, NY 11944
660 Sutton Place, Greenport, NY 11944Bridget Elkin Compass Greater NY LLC
-
$3,750 Per Month
- 3 Beds
- 1 Bath
- House for Rent
220 Fiddler Ln, Greenport, NY 11944
220 Fiddler Ln, Greenport, NY 11944Charming, beach-inspired Greenport home offering easy single-level living just blocks from a beautiful Bay beach and a marina with two waterfront restaurants. Recently painted with warm, inviting décor, hardwood floors throughout, and a clean, functional kitchen. A screened-in porch adds extra hangout space, and a simple outdoor shower brings classic North Fork summer charm. The primary bedroom
Rita Rooney Douglas Elliman Real Estate
-
$605,000
Sold May 20, 2026415 Sterling Place, Greenport, NY 11944
- 1 Bed
- 1.5 Baths
- 1,200 Sq Ft
- Built 1900
Last Sold Summary
- 5% Above List Price
- $504/SF
- 24 Days On Market
Current Estimated Value $753,715
Last Listing Agent Jennifer Benton Compass Greater NY LLC
415 Sterling Place, Greenport, NY 11944 -
Est $1,512,695
Not Listed For Sale365 Island View Ln, Greenport, NY 11944
- 3 Beds
- 1 Bath
- 1,386 Sq Ft
- Built 1960
Last Sold Summary
- 140 Days On Market
Last Listing Agent Alexander Aquino Douglas Elliman Real Estate
Showing Results 1 - 40, Page 1 of 18
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