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Recently Sold Homes near Greenport High School

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  • 150 Willow Dr, Greenport, NY 11944

    $985,000 Sold Jan 24, 2025

    • 129 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1997

    150 Willow Dr, Greenport, NY 11944

    Welcome To Your Greenport Getaway! Nestled On A Sprawling 1.15 Acre Corner Lot, Which Hugs The Long Island Sound. This Gem Boasts 3 Bedrooms, 2 Full Bathrooms(Primary Is En-Suite With A Large Walk In Closet). Beautiful Hardwood Floors Throughout. The Vaulted Cathedral Ceilings Give This Home An Abundance Of Space And Natural Light. The Open Plan Living Provides Wonderful Flow. Stainless Steel

    Pete Halpin Douglas Elliman Real Estate

    150 Willow Dr, Greenport, NY 11944
  • 520 Madison Ave, Greenport, NY 11944

    $1,675,000 Sold Jan 15, 2025

    • 2,000 Sq Ft
    • $838/SF
    • 190 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1920

    520 Madison Ave, Greenport, NY 11944

    Village with Pool and Privacy! Located on perhaps the quietest block in Greenport Village, this home has undergone a complete and thoughtful renovation to like-new construction, offering modern luxury while maintaining traditional village charm. Inside you'll find open concept living with cathedral ceilings, abundant natural light, high quality finishes and white oak floors throughout. The

    Marc Rishe Century 21 Excelsior Realty

    520 Madison Ave, Greenport, NY 11944
  • 123 Sterling Ave Unit 3, Greenport, NY 11944

    $1,195,000 Sold Jan 10, 2025

    • 1,528 Sq Ft
    • $782/SF
    • 115 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2021

    123 Sterling Ave Unit 3, 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 residential streets. Each unit includes a private boat slip, dedicated indoor and outdoor parking spaces, in-unit laundry, and ground floor maritime space with a half bath. Four blocks from the center of the village's shops,

    Bridget Elkin Compass Greater NY LLC

    123 Sterling Ave Unit 3, Greenport, NY 11944
  • 176 Central Ave, Greenport, NY 11944

    $1,250,000 Sold Jan 09, 2025

    • 173 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1900

    176 Central Ave, Greenport, NY 11944

    Do you have a passion for historical homes? Located on one of the most coveted streets in Greenport Village, this turn-of-the-century gem offers a unique blend of charm and potential. Currently a two-family home, it can easily be converted into a grand single-family residence. The property is set on a double lot, providing additional potential for a garage, pool, accessory building or

    Marc Rishe Century 21 Excelsior Realty

    176 Central Ave, Greenport, NY 11944
  • 615 Brown St, Greenport, NY 11944

    $1,045,000 Sold Jan 08, 2025

    • 66 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2008

    615 Brown St, Greenport, NY 11944

    Welcome to your dream home in the heart of Greenport! This beautiful property boasts 3 spacious bedrooms and 2.5 baths, offering the perfect blend of comfort and elegance. Step inside to discover a big, beautiful eat-in kitchen with granite counters open to dining room. Perfect for culinary adventures and gatherings. Entertain guests in the formal dining room and sit back in the inviting living

    Diane Mollica Compass Greater NY LLC

    615 Brown St, Greenport, NY 11944
  • 285 Park St, Greenport, NY 11944

    $820,000 Sold Jan 06, 2025

    • 35 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1925

    285 Park St, Greenport, NY 11944

    Discover a prime opportunity in the heart of Greenport Village. Surrounded by renowned restaurants, shops, beaches, and marinas. This charming farmhouse offers endless potential. It features hardwood floors, with three bedrooms, two baths, walk up attic, and a beautiful wrap-around porch, this home offers a lot of potential for personalization and creativity. A corner lot is always a bonus,

    Katie Schimpf Daniel Gale Sothebys Intl Rlty

    285 Park St, Greenport, NY 11944
  • 330 Bailey Ave, Greenport, NY 11944

    $715,000 Sold Jan 06, 2025

    • 123 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1940

    330 Bailey Ave, Greenport, NY 11944

    Just a short walk or bike ride into downtown Greenport Village, marinas, beaches, restaurants, wineries and breweries, this charmer features 3 bedrooms, 2 full bathrooms, open kitchen, dining room and living room with wood burning stove. Peaceful front porch and rear yard. Many updates to the electrical and mechanical systems. Low taxes and No Village taxes apply. professional pictures to follow

    Amanda Capobianco Richmond Realty Corp

    330 Bailey Ave, Greenport, NY 11944
  • 103 Sterling St Unit B, Greenport, NY 11944

    $665,000 Sold Dec 31, 2024

    • 790 Sq Ft
    • $842/SF
    • 192 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 2006

    103 Sterling St Unit B, Greenport, NY 11944

    Charming water view first-floor co-op on coveted Sterling Street. The perfect two-bedroom escape in a prime village location. Renovated kitchen, bright living room, waterside sitting porch, large full bath, in-unit laundry, and stunning views of beautiful Sterling Harbor. Have your morning coffee or evening cocktail in the shared waterfront lounge area. Short distance to the village's many

    Bridget Elkin Compass Greater NY LLC

    103 Sterling St Unit B, Greenport, NY 11944
  • 215 Colony Rd, Southold, NY 11971

    $2,900,000 Sold Dec 26, 2024

    • 4,240 Sq Ft
    • $684/SF
    • 50 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1996

    215 Colony Rd, Southold, NY 11971

    Down a graceful country road, on the North Fork of Long Island your dream retreat awaits. Spanning over 13 acres with 354 feet of waterfront on Arshamomaque Pond leading out to the Peconic Bay. There is a 20 x 40 gunite pool, a barn with horse stalls, should you choose or for use as an art barn! Plenty of room for tennis. Inside is an exceptional chef's kitchen with a Wolf range, butler's pantry

    Sheri Winter Parker Corcoran

    215 Colony Rd, Southold, NY 11971
  • 1000 9th St Unit J71, Greenport, NY 11944

    $243,000 Sold Dec 18, 2024

    • 700 Sq Ft
    • $347/SF
    • 120 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1950

    1000 9th St Unit J71, Greenport, NY 11944

    Greenport, North Fork - Driftwood Cove Co-Op features affordable and comfortable living in park-like setting close to area amenities including Village of Greenport, area beaches, wineries, farmstands and more. Manicured property with mature plantings enhances this co-op with onsite parking, laundry and open space to enjoy yourself. Unit J71 is located on at an inner-corner with small front porch

    Nicholas Planamento William Raveis New York LLC

    1000 9th St Unit J71, Greenport, NY 11944
  • 408 South St, Greenport, NY 11944

    $1,125,000 Sold Dec 18, 2024

    • 2,900 Sq Ft
    • $388/SF
    • 155 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2022

    408 South St, Greenport, NY 11944

    Classic contemporary style New Construction in the heart of Greenport Village. This 2900+ sqft offering features 4" wide white oak hardwood floors throughout w/ inviting Great Room, eat-in Kitchen and Junior Suite bedroom on Main Level. The second floor features an cozy additional den/media room with two generously sized guest bedrooms sharing a full bathroom, laundry, ample storage, a primary

    William Walters Daniel Gale Sothebys Intl Rlty

    408 South St, Greenport, NY 11944
  • 123 Sterling Ave Unit 10, Greenport, NY 11944

    $1,295,000 Sold Dec 04, 2024

    • 1,590 Sq Ft
    • $814/SF
    • 79 Days On Market
    • 2 Beds
    • 4 Baths
    • Built 2021

    123 Sterling Ave Unit 10, 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 residential streets. Each unit includes a private boat slip, dedicated indoor and outdoor parking spaces, in-unit laundry, and ground floor maritime space with a half bath. Four blocks from the center of the village's shops,

    Bridget Elkin Compass Greater NY LLC

    123 Sterling Ave Unit 10, Greenport, NY 11944
  • 184 5th St, Greenport, NY 11944

    $825,000 Sold Dec 04, 2024

    • 32 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1930

    184 5th St, Greenport, NY 11944

    Welcome to this charming Cape Cod-style home in picturesque Greenport Village, a perfect blend of classic appeal and modern potential. With just the right amount of scratches and dents, this inviting residence offers a unique opportunity to refresh and update its original craftsman details to meet today's beach house standards. Located just a block from the scenic 5th Street beach, you can

    Jerry Cibulski Century 21 Albertson Realty

    184 5th St, Greenport, NY 11944
  • 225 Wood Ln, Greenport, NY 11944

    $560,000 Sold Nov 22, 2024

    • 17 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1970

    225 Wood Ln, Greenport, NY 11944

    Location, Location, Location! This adorable, newly renovated cottage is 2 Blocks to Town Beach and short drive to Greenport Village. Perfect as a started home, weekend getaway or investment property.

    Catherine Cartolano Century 21 Albertson Realty

    225 Wood Ln, Greenport, NY 11944
  • 165 Angler Rd, Greenport, NY 11944

    $1,450,000 Sold Nov 19, 2024

    • 2,650 Sq Ft
    • $547/SF
    • 98 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 2024

    165 Angler Rd, Greenport, NY 11944

    Introducing 165 Angler Rd, a beautifully custom-designed,new construction home that fulfills every buyer's wish list. Positioned just steps from a pristine Bay beach and in close proximity to Greenport Village's vibrant waterfront district, this residence boasts a sophisticated spa-like heated in-ground pool with a stone patio surround and is incredibly well appointed, seamlessly blending

    William Walters Daniel Gale Sothebys Intl Rlty

    165 Angler Rd, Greenport, NY 11944
  • 3900 New York 25, Greenport, NY 11944

    $1,090,000 Sold Nov 15, 2024

    • 2,162 Sq Ft
    • $504/SF
    • 24 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2013

    3900 New York 25, Greenport, NY 11944

    This custom built modern farm house features 3 bedrooms and 2.5 baths, with a master ensuite and an additional home office on the main floor. The main floor also includes a large pantry in the open kitchen (with no overhead cabinets), a dining area, and a living room with a wood-burning stove. The second floor hosts two bedrooms and a full bath. The modern living spaces boast white oak wood

    Carol Szynaka Daniel Gale Sothebys Intl Rlty

    3900 New York 25, Greenport, NY 11944
  • 54505 County Road 48, Southold, NY 11971

    $1,700,000 Sold Nov 06, 2024

    • 1,913 Sq Ft
    • $889/SF
    • 124 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1930

    54505 County Road 48, Southold, NY 11971

    This great Greenport beach house is the one you've been waiting for! Ten steps down to 100 feet of beach/ waterfront on the Long Island Sound. 4 bedrooms, 2 baths, 1 car attached and detached 2-car garage with a loft, screened in gazebo and a Bocce court on just shy of an acre! Plenty of room for a pool. This won't last! Near all the North Fork has to offer - award winning vineyards, renowned

    Sheri Winter Parker Corcoran

    54505 County Road 48, Southold, NY 11971
  • 3980 Bay Shore Rd, Greenport, NY 11944

    $915,000 Sold Oct 24, 2024

    • 22 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1980

    3980 Bay Shore Rd, Greenport, NY 11944

    Pristine Ranch lovingly cared for by original owners in sought after Peconic Bay Estates! Partial year-round water views. Easy Access to Pipes Cove Beach! Kitchen remodeled in 2020. Roof 2017. Hardwood floors. 5 ft crawl basement under the entire house, great for storage! A special home for weekend getaways or year-round living! CAC and IGS. Great Opportunity!

    Kenneth Kroncke Realty Connect USA L I Inc

    3980 Bay Shore Rd, Greenport, NY 11944
  • 61475 Route 48 Unit B204, Greenport, NY 11944

    $670,000 Sold Oct 23, 2024

    • 750 Sq Ft
    • $893/SF
    • 6 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2008

    61475 Route 48 Unit B204, Greenport, NY 11944

    Indulge in the luxury of this waterfront condo. Featuring panoramic sound front views, a private beach and an in-ground heated pool, this is the ideal coastal retreat. Completely renovated in 2021 this condo offers the perfect blend of comfort and style with high-end finishes that include, custom paneling and moldings, 9-foot ceilings in the bedrooms and a tray ceiling in the living area. The

    JoAnn Wind Daniel Gale Sothebys Intl Rlty

    61475 Route 48 Unit B204, Greenport, NY 11944
  • 1000 9th St Unit L86, Greenport, NY 11944

    $325,000 Sold Oct 22, 2024

    • 148 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1950

    1000 9th St Unit L86, Greenport, NY 11944

    This 2BR unit with 2 entrances and central a/c and a private location surrounded by planting areas make this a great find. A little imagination and creativity will upgrade this co-op into a comfortable and roomy living space. Wonderful natural light. Near bay beach.

    Sally Heitel Century 21 Albertson Realty

    1000 9th St Unit L86, Greenport, NY 11944
  • 206 Center St, Greenport, NY 11944

    $660,000 Sold Oct 18, 2024

    • 1,025 Sq Ft
    • $644/SF
    • 22 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1840

    206 Center St, Greenport, NY 11944

    1840's Carpenter's Cottage, conveniently located in Greenport Village. Fence enclosed yard with shade trees and many perennial plants. Cozy living room with working fireplace. Generous dining room with patio doors opening onto a brick patio. Galley kitchen with new sink and faucet, new refrigerator. Two bedrooms with full-size and eye-brow windows. Full bath with claw-foot tub and powder room.

    Scott Bennett Douglas Elliman Real Estate

    206 Center St, Greenport, NY 11944
  • 101 Sterling St, Greenport, NY 11944

    $2,505,000 Sold Oct 17, 2024

    • 3,187 Sq Ft
    • $786/SF
    • 130 Days On Market
    • 3 Beds
    • 5 Baths
    • Built 2016

    101 Sterling St, Greenport, NY 11944

    **Exquisite Nantucket Style Cedar Shake Home with Breathtaking Waterviews** Perfectly situated on one of the most coveted streets in Greenport Village, this 3-bed, 5-bath home has a commanding presence and is positioned perfectly to enjoy wide views of Stirling & Greenport Harbor. Step inside to discover a thoughtfully designed "upside-down" layout that places the main living areas on the upper

    Mariah Mills Daniel Gale Sothebys Intl Rlty

    101 Sterling St, Greenport, NY 11944
  • 131 6th St Unit 7, Greenport, NY 11944

    $1,695,000 Sold Oct 01, 2024

    • 2,238 Sq Ft
    • $757/SF
    • 16 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1990

    131 6th St Unit 7, Greenport, NY 11944

    , Additional information: Appearance:NEW,Green Features:Insulated Doors,Interior Features:Lr/Dr,Location Features:Protected Wetland

    Martin Silver Margar Realty Inc

    131 6th St Unit 7, Greenport, NY 11944
  • 211 Carpenter St, Greenport, NY 11944

    $1,475,000 Sold Sep 28, 2024

    • 1,700 Sq Ft
    • $868/SF
    • 184 Days On Market
    • 3 Baths
    • Built 1900

    211 Carpenter St, Greenport, NY 11944

    Turn-key mixed use offering in the heart of Greenport Village. This space was completely overhauled in 2017 w/ all new HVAC, plumbing and electric. The property is located in the commercial retail district of the village and offers an array of uses, which include and not limited to accessory apartment, gallery, eating and drinking establishment, studio, event space, dry retail, professional

    William Walters Daniel Gale Sothebys Intl Rlty

    211 Carpenter St, Greenport, NY 11944
  • 302 Monsell Place, Greenport, NY 11944

    $945,000 Sold Sep 26, 2024

    • 1,300 Sq Ft
    • $727/SF
    • 243 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1920

    302 Monsell Place, Greenport, NY 11944

    Renovated Greenport Village Farmhouse with custom woodwork details throughout! With a simplified way of living, the location is amazing and the spaces have been uniquely well designed to maximize the use of space and quality craftsmanship. The yard and hardscapes were installed with the designs of coastal village landscape architect offering low maintenance patio, grilling station and paper birch

    Jerry Cibulski Century 21 Albertson Realty

    302 Monsell Place, Greenport, NY 11944
  • 285 Blue Marlin Dr, Southold, NY 11971

    $450,000 Sold Sep 25, 2024

    • Land
    • 0.46 Acre
    • $978,261 per Acre
    • 95 Days On Market

    285 Blue Marlin Dr, Southold, NY 11971

    Dream Big and build your dream home in the coveted Southold Shores! This wooded lot is nestled in a private community and is situated directly across from the bay with access to a private beach with deeded rights. This location is conveniently close to town, providing easy access to an array of amenities including shops, restaurants and wineries. Don't miss out on this extraordinary opportunity!

    Christine Dato Coldwell Banker American Homes

    285 Blue Marlin Dr, Southold, NY 11971
  • 625 2nd St, Greenport, NY 11944

    $875,000 Sold Sep 23, 2024

    • 18 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1920

    625 2nd St, Greenport, NY 11944

    Discover the charm of 625 2nd Street, Greenport, NY. Inside this 4-bed, 2.5-bath home features tall ceilings, hardwood floors, open living/dining with fireplace, and a large eat in kitchen. Step outside and retreat to your private mature lush garden setting complete with hidden koi pond. Serenity is yours for the taking. Close to all the amenities of village life, local farms and wineries,

    Jennifer Benton Compass Greater NY LLC

    625 2nd St, Greenport, NY 11944
  • 618 Carpenter St, Greenport, NY 11944

    $1,450,000 Sold Sep 20, 2024

    • 2,402 Sq Ft
    • $604/SF
    • 72 Days On Market
    • 6 Beds
    • 3 Baths
    • Built 1890

    618 Carpenter St, Greenport, NY 11944

    Completely renovated in 2022, enjoy the allure of living in this Greenport Village historical home from 1890, while enjoying modern amenities and finishes. The home is situated on one of the most sought-after streets in downtown Greenport - tranquil and quiet yet a stone's throw away from the best restaurants, bars, shops, nightlife, LIRR and the Hampton Jitney. This mini-compound has it all.

    Kristy Naddell Douglas Elliman Real Estate

    618 Carpenter St, Greenport, NY 11944
  • 511 Carpenter St, Greenport, NY 11944

    $1,850,000 Sold Sep 17, 2024

    • 4,400 Sq Ft
    • $420/SF
    • 153 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 1930

    511 Carpenter St, Greenport, NY 11944

    A distinctive and stylish offering in the heart of Greenport Village. This 4400 sq. ft. loft features 4 bedrooms across three floors of thoughtfully renovated living space and an adjacent 800 sq. ft. accessory building. Twelve oversized skylights flood the main floor with natural light, illuminating the interior and further highlighting the soaring ceilings. The open floor plan creates an

    Jenna Williams Compass Greater NY LLC

    511 Carpenter St, Greenport, NY 11944
  • 1000 9th St Unit D38, Greenport, NY 11944

    $250,000 Sold Sep 16, 2024

    • 689 Sq Ft
    • $363/SF
    • 139 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1978

    1000 9th St Unit D38, Greenport, NY 11944

    This one bedroom, second floor apartment in Driftwood Cove is perfect for a hassle free weekend getaway or easy year round living. Close to Greenport Village, Shelter Island Ferry and NYC train and bus stations. Can be rented after 1 year of ownership to year round residents. Maximum 2 person occupancy. Additionally Greenport will be investing in rebuilding the harbor bulkhead. Will not last!

    Aaron Zucker EXP Realty

    1000 9th St Unit D38, Greenport, NY 11944
  • 4295 Bay Shore Rd, Greenport, NY 11944

    $1,850,000 Sold Sep 09, 2024

    • 2,016 Sq Ft
    • $918/SF
    • 168 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2009

    4295 Bay Shore Rd, Greenport, NY 11944

    Nestled on the shores of Pipes Cove, this exquisite bayfront home offers the ultimate beach lifestyle with unparalleled relaxation and panoramic views from Conkling Point to Shelter Island. Perfect for both tranquil moments and exciting activities, you can enjoy the waterside patio on Wednesday evenings to watch the Shelter Island sailboat races and have front-row seats to the annual 4th of July

    Mariah Mills Daniel Gale Sothebys Intl Rlty

    4295 Bay Shore Rd, Greenport, NY 11944
  • 1820 Bay Shore Rd, Greenport, NY 11944

    $999,000 Sold Aug 29, 2025

    • 2,048 Sq Ft
    • $488/SF
    • 165 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1960

    1820 Bay Shore Rd, Greenport, NY 11944

    This appealing location, with nearby access to the Bay, is nestled within the Peconic Bay Estates, adjacent to/across from estate-like homes, offering a rare opportunity to secure your spot in this much-desired North Fork beachside community. The original mid-century ranch, situated on a spacious landscaped lot, was expanded to include a 2-story addition and deck. The residence includes a Main

    Deborah Kusa Douglas Elliman Real Estate

    1820 Bay Shore Rd, Greenport, NY 11944
  • 1195 Ruch Ln, Southold, NY 11971

    $287,500 Sold May 15, 2025

    • Land
    • 0.13 Acre
    • $2,211,538 per Acre
    • 110 Days On Market

    1195 Ruch Ln, Southold, NY 11971

    Nestled on a private road in the picturesque hamlet of Southold, this 0.13-acre parcel offers a rare opportunity to create your dream retreat. Whether you envision a cozy vacation home or a serene year-round residence, this lot provides the perfect foundation for your vision. 0.4 miles from Town Beach. Not in a Flood Zone. Utilities available at street.

    Bridget Elkin Compass Greater NY LLC

    1195 Ruch Ln, Southold, NY 11971
  • 336 2nd St, Greenport, NY 11944

    $578,000 Sold Apr 04, 2025

    • 1,800 Sq Ft
    • $321/SF
    • 131 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 2006

    336 2nd St, Greenport, NY 11944

    4 Bedroom Cape, Living Room, Kitchen, 4 Bedrooms, 2 Full Baths, Driveway, Additional information: Appearance:Fair,Separate Hotwater Heater:Y

    Ron Moschetta RE/MAX Beach West

    336 2nd St, Greenport, NY 11944

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