2,400

Cutchogue, NY Homes

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  • /23

    $1,595,000

    • 3 Beds
    • 1.5 Baths
    • 1,600 Sq Ft

    4900 Depot Ln, Cutchogue, NY 11935

    Set on 3 picturesque organic acres in the heart of Cutchogue, this charming homestead offers the perfect blend of North Fork country living and endless potential. Surrounded by open space and mature landscape, the property features a classic 3-bedroom Dutch Colonial full of warmth and character, along with a large 1800's barn (28x36), greenhouse (12x20) and shed (12x16) ideal for hobbyists,

    Melissa Principi Douglas Elliman Real Estate

    4900 Depot Ln, Cutchogue, NY 11935
  • /25

    $32,500 Per Month

    • 4 Beds
    • 3.5 Baths
    • 2,800 Sq Ft
    • House for Rent

    250 Pine Tree Ct, Cutchogue, NY 11935

    Escape to your private Cutchogue oasis this summer! This stunning home boasts four bedrooms, including two en-suite, and 3.5 baths, offering luxurious accommodations for your getaway. Unwind in the in-ground pool or lounge on the wrap-around porch overlooking a tranquil creek. Two living rooms and an open-concept kitchen provide ample space for entertaining, while the wooded lot ensures complete

    Mackenzie Needham Daniel Gale Sothebys Intl Rlty

    250 Pine Tree Ct, Cutchogue, NY 11935
  • 1465 Harbor Ln, Cutchogue, NY 11935

    $3,862,000

    Sold Jul 08, 2025

    1465 Harbor Ln, Cutchogue, NY 11935

    • 4 Beds
    • 3.5 Baths
    • 3,000 Sq Ft
    • Built 2024

    Last Sold Summary

    • 3% Below List Price
    • $1,287/SF
    • 42 Days On Market

    Current Estimated Value $3,409,667

    Last Listing Agent Cindy Succoso Douglas Elliman Real Estate

    1465 Harbor Ln, Cutchogue, NY 11935
  • /18

    $1,500,000

    Pending
    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft

    3985 Stillwater Ave, Cutchogue, NY 11935

    Outstanding waterfront views set the stage for this truly special property in Cutchogue’s sought-after Fleets Neck area. Tucked well back from the road, the existing two-bedroom 1950s cottage needs attention, but was thoughtfully positioned to capture stunning, straight-on inlet views leading to the bay. This property offers a peaceful retreat where birdsong and the gentle movement of the water

    Suzette Reiss Douglas Elliman Real Estate

    3985 Stillwater Ave, Cutchogue, NY 11935
  • /18

    $2,800 Per Month

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft
    • House for Rent

    1185 Fleetwood Rd, Cutchogue, NY 11935

    Waterfront retreat in the coveted Fleets Neck community of Cutchogue. Nestled along a tranquil creek, this charming 2 bedroom, 2 bathroom cottage offers a peaceful setting with beautiful water views, spectacular sunsets, and the perfect backdrop for a North Fork escape. Enjoy kayaking, paddleboarding, fishing, or simply relaxing by the water, all while being moments from the neighborhood’s

    Natalie Hough Daniel Gale Sothebys Intl Rlty

    1185 Fleetwood Rd, Cutchogue, NY 11935
  • 1125 Pequash Ave, Cutchogue, NY 11935

    $861,000

    Sold May 15, 2026

    1125 Pequash Ave, Cutchogue, NY 11935

    • 4 Beds
    • 2 Baths
    • 2,200 Sq Ft
    • Built 1940

    Last Sold Summary

    • 7% Below List Price
    • $391/SF
    • 105 Days On Market

    Current Estimated Value $913,732

    Last Listing Agent Deana Herrick McCreery Herrick Real Estate LLC

    1125 Pequash Ave, Cutchogue, NY 11935
  • /18

    $2,100,000

    • Land
    • 2.45 Acres
    • $857,143 per Acre

    7908 Oregon Rd Unit 10, Cutchogue, NY 11935

    This prime residential parcel sits adjacent to a 30 acre agricultural lot. creating your own private horse farm and residence with deeded water access to the Long Island Sound beachfront-- there's nothing like it !

    Judi Desiderio William Raveis (East Hampton)

    7908 Oregon Rd Unit 10, Cutchogue, NY 11935
  • /34

    $15,000 Per Month

    • 5 Beds
    • 3 Baths
    • House for Rent

    930 W Cove Rd, Cutchogue, NY 11935

    **2026 Rates** May $15K, June $18K, September 8-30 $12K, October $12K. This property is a stunning waterfront home located on West Cove in the exclusive Nassau Point area. Offering breathtaking views of the Great Peconic Bay, Robins Island, and New Suffolk, this home exudes charm and sophistication. The main level boasts two spacious great rooms, an enclosed three-season room, an eat-in kitchen,

    William Walters Daniel Gale Sothebys Intl Rlty

    930 W Cove Rd, Cutchogue, NY 11935
  • 1400 Track Ave, Cutchogue, NY 11935

    $889,000

    Sold Sep 20, 2025

    1400 Track Ave, Cutchogue, NY 11935

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • Built 1963

    Last Sold Summary

    • 3% Below List Price
    • $684/SF
    • 127 Days On Market

    Current Estimated Value $895,659

    Last Listing Agent Erica Kelly Daniel Gale Sothebys Intl Rlty

    1400 Track Ave, Cutchogue, NY 11935
  • /22

    $4,250,000

    • 4 Beds
    • 2.5 Baths
    • 2,495 Sq Ft

    1940 Mason Dr, Cutchogue, NY 11935

    Waterfront Serenity in Broadwaters Cove | Cutchogue - Tucked away in the coveted Broadwaters Cove enclave of Cutchogue, this exceptional waterfront retreat offers a rare blend of privacy, natural beauty, and effortless indoor-outdoor living. From the moment you arrive, the pace shifts-where open views of water signal the beginning of something quieter, calmer, and deeply restorative. Designed to

    Sheri Winter Parker Corcoran

    1940 Mason Dr, Cutchogue, NY 11935
  • /37

    $30,000 Per Month

    • 5 Beds
    • 3.5 Baths
    • 4,000 Sq Ft
    • House for Rent

    2465 Fairway Dr, Cutchogue, NY 11935

    Prime North Fork summer rental available for July. 4,000 sq ft, 5 bed, 4 bath home with everything you need for the perfect month away. Private pool, outdoor kitchen, fire pit, outdoor bath and shower, stone patio, and enclosed four-season room create seamless indoor-outdoor living. Gourmet eat-in kitchen, fully furnished, circular driveway, and spacious layout throughout. Minutes to wineries,

    Frank Cannistra Coldwell Banker American Homes

    2465 Fairway Dr, Cutchogue, NY 11935
  • 31 Sweet Meadow Ct Unit 62, Cutchogue, NY 11935

    $1,025,000

    Sold Dec 05, 2025

    31 Sweet Meadow Ct Unit 62, Cutchogue, NY 11935

    • 2 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • Built 2020

    Last Sold Summary

    • 18% Below List Price
    • $641/SF
    • 162 Days On Market

    Last Listing Agent Catherine Cartolano Century 21 Albertson Realty

    31 Sweet Meadow Ct Unit 62, Cutchogue, NY 11935
  • /29

    $3,680,000

    New Construction $415K PRICE DROP
    • 6 Beds
    • 6.5 Baths
    • 7,885 Sq Ft

    1355 Little Peconic Bay Rd, Cutchogue, NY 11935

    Your North Fork Escape | Modern Coastal Living in Nassau Point1355 Little Peconic Bay Road is a newly constructed 4,600 + square foot residence in the coveted Nassau Point area of Cutchogue, offering refined North Fork living moments from Fisherman Beach and the shoreline of Little Peconic Bay. Set on over an acre, this modern coastal home combines scale, comfort, and high-end finishes in a

    Ryan Springer Corcoran

    1355 Little Peconic Bay Rd, Cutchogue, NY 11935
  • /20

    $30,000 Per Month

    • 4 Beds
    • 3 Baths
    • 2,200 Sq Ft
    • House for Rent

    175 Birch Ln, Cutchogue, NY 11935

    Experience the very best of North Fork living from this beautifully maintained home, ideally situated in the heart of Cutchogue with coveted private beach rights and an exceptional backyard designed for making unforgettable summer memories. Offering 4 bedrooms and 3 full bathrooms, this spacious home combines classic charm with modern comforts. The sun-filled interior features an open and

    Melissa Principi Douglas Elliman Real Estate

    175 Birch Ln, Cutchogue, NY 11935
  • 315 Green Way, Cutchogue, NY 11935

    $1,625,000

    Sold Oct 30, 2025

    315 Green Way, Cutchogue, NY 11935

    • 4 Beds
    • 3.5 Baths
    • 3,000 Sq Ft
    • Built 2001

    Last Sold Summary

    • 13% Below List Price
    • $542/SF
    • 167 Days On Market

    Current Estimated Value $1,696,844

    Last Listing Agent Nancy Cervelli Daniel Gale Sothebys Intl Rlty

    315 Green Way, Cutchogue, NY 11935
  • /42

    $10,250,000

    • 5 Beds
    • 6 Baths
    • 5,400 Sq Ft

    5055 New Suffolk Rd, Cutchogue, NY 11935

    Set on over 5.5 private acres with 200 feet of pristine bay frontage, this exceptional Post-and-Beam residence captures the quiet beauty and understated luxury that define New Suffolk at its best. Built by Burger Construction with an uncompromising focus on craftsmanship and quality, the five-bedroom, five-bath home balances striking architecture with an easy, highly functional livability. A

    Bridget Elkin Compass Greater NY LLC

    5055 New Suffolk Rd, Cutchogue, NY 11935
  • /15

    $15,000 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft
    • House for Rent

    530 Stillwater Ave, Cutchogue, NY 11935

    Perfect summer getaway! 3 bedrooms, 2.5 bathrooms, in-ground pool, close to beach, business district, vineyards and restaurants. 30 day minimum stay.

    Erin Kaelin Signature Premier Properties

    530 Stillwater Ave, Cutchogue, NY 11935
  • 475 Lilac Ln, Cutchogue, NY 11935

    $990,000

    Sold Oct 30, 2025

    475 Lilac Ln, Cutchogue, NY 11935

    • 3 Beds
    • 3 Baths
    • 1,600 Sq Ft
    • Built 1978

    Last Sold Summary

    • 6% Below List Price
    • $619/SF
    • 98 Days On Market

    Current Estimated Value $1,035,963

    Last Listing Agent Melissa Principi Douglas Elliman Real Estate

    475 Lilac Ln, Cutchogue, NY 11935
  • /36

    $1,999,000

    • Land
    • 25,264 Sq Ft
    • $3,446,552 per Acre

    895 Glen Ct, Cutchogue, NY 11935

    Cutchogue, North Fork - expired Trustee's permit to construct a single-family waterfront residence on superb soundfront lot with incredible Waterview and convenient location with access to all of the best of the North Fork.... Located north of Oregon Road, among the broad fields and vineyards is the site for the development of your North Fork dream home, with 100 feet on the sound and your own

    Nicholas Planamento William Raveis New York LLC

    895 Glen Ct, Cutchogue, NY 11935
  • /25

    $32,000 Per Month

    • 5 Beds
    • 5 Baths
    • 3,500 Sq Ft
    • House for Rent

    5270 Nassau Point Rd, Cutchogue, NY 11935

    Have the best getaway ever in this newly renovated home in prestigious Nassau Point! At its heart is a sunny great room with a soaring cathedral ceiling. The chef’s kitchen includes premium appliances, a large island, and flows into the living room with backyard views. The formal dining room is perfect for more formal gatherings.The main floor features a queen bedroom, a study with a Murphy

    Diane Arpaia Signature Premier Properties

    5270 Nassau Point Rd, Cutchogue, NY 11935
  • 36020 Main Rd, Cutchogue, NY 11935

    $925,000

    Sold Nov 25, 2025

    36020 Main Rd, Cutchogue, NY 11935

    • 4 Beds
    • 2 Baths
    • 2,286 Sq Ft
    • Built 1899

    Last Sold Summary

    • 23% Below List Price
    • $405/SF
    • 114 Days On Market

    Current Estimated Value $979,505

    Last Listing Agent Mikhail Faifman William Raveis Real Estate

    36020 Main Rd, Cutchogue, NY 11935
  • /5

    $1,399,000

    $100K PRICE DROP
    • Land
    • 4.24 Acres
    • $329,953 per Acre

    18365 County Road 48, Southold, NY 11935

    Motivated Seller! Opportunity to own 4+ acres of buildable vacant land in the heart of Cutchogue on Long Island’s scenic North Fork. Water, electric, and natural gas connections are available at the street, making this an ideal site to build your dream home, private retreat, or investment property. Enjoy a peaceful setting surrounded by vineyards, farm stands, and open farmland, while being just

    Michael Graziose Redfin Real Estate

    18365 County Road 48, Southold, NY 11935
  • /32

    $11,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,273 Sq Ft
    • House for Rent

    635 Strohson Rd, Cutchogue, NY 11935

    Cutchogue-Spend summer in this quintessential North Fork cottage. Immaculate, beautifully furnished and well equipped home with everything you need for a comfortable stay. Wonderful location just steps to water access for boating, kayaking, paddle boarding, and fishing. Beaches, shopping, restaurants farm stands, fish market, wineries and breweries just minutes away. Available June and/or July

    Amy Kirincic The Agency Northshore NY

    635 Strohson Rd, Cutchogue, NY 11935
  • 18250 County Road 48, Cutchogue, NY 11935

    $550,000

    Sold Dec 15, 2025

    18250 County Road 48, Cutchogue, NY 11935

    • 4 Beds
    • 3 Baths
    • 2,000 Sq Ft
    • Built 1950

    Last Sold Summary

    • 30% Below List Price
    • $275/SF
    • 811 Days On Market

    Current Estimated Value $596,650

    Last Listing Agent Todd Yovino Island Advantage Realty LLC

    18250 County Road 48, Cutchogue, NY 11935
  • /37

    $1,580,000

    • 5 Beds
    • 4 Baths
    • 3,200 Sq Ft

    2340 Fairway Dr, Cutchogue, NY 11935

    Situated on the 17th hole of North Fork Country Club this home is located in the sought-after Fairway Farms Association. This 5-bedroom, 4-bath residence sits on a private .93-acre lot less than 2 miles from New Suffolk Beach and just 0.5 miles to Cutchogue Village, offering close proximity to North Fork wineries, farm stands, waterfront dining, and beaches. The main level features a first-floor

    Nicole Fitzgerald Signature Premier Properties

    2340 Fairway Dr, Cutchogue, NY 11935
  • /45

    $6,000 Per Month

    • 3 Beds
    • 3 Baths
    • 3,000 Sq Ft
    • House for Rent

    2300 Pine Tree Rd, Cutchogue, NY 11935

    Welcome to 2300 Pine Tree Road, Cutchogue, where every day feels like a vacation with room for guests. The property boasts a fully fenced, heated saltwater pool, a perfect spot for relaxing. Multiple outdoor dining areas provide ample space for entertaining or enjoying a quiet meal under the stars. For sports enthusiasts, the property features a basketball and pickleball court, offering endless

    Rita Rooney Douglas Elliman Real Estate

    2300 Pine Tree Rd, Cutchogue, NY 11935
  • 3745 Nassau Point Rd, Cutchogue, NY 11935

    $8,000,000

    Sold Apr 15, 2026

    3745 Nassau Point Rd, Cutchogue, NY 11935

    • 4 Beds
    • 5.5 Baths
    • 5,500 Sq Ft
    • Built 2009

    Last Sold Summary

    • 3% Below List Price
    • $1,455/SF
    • 16 Days On Market

    Current Estimated Value $8,272,667

    Last Listing Agent Bridget Elkin Compass Greater NY LLC

    3745 Nassau Point Rd, Cutchogue, NY 11935
  • /26

    $1,599,000

    Open Sat 1PM - 3PM $176K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,000 Sq Ft

    480 Eastwood Dr, Cutchogue, NY 11935

    Welcome to this exquisitely renovated home nestled in the highly sought-after Fleets Neck community, thoughtfully transformed to blend modern elegance with luxurious comfort. Constructed with steel beam framing and enhanced by an insulated basement, oversized Andersen windows and sliders, and beautiful mahogany decking, the residence offers exceptional quality throughout. A large, sun-filled

    Diane Mollica Compass Greater NY LLC

    480 Eastwood Dr, Cutchogue, NY 11935
  • /50

    $45,000 Per Month

    • 6 Beds
    • 3.5 Baths
    • 3,000 Sq Ft
    • House for Rent

    4782 Alvah's Ln, Cutchogue, NY 11935

    Stunning vineyard views! Nestled in the heart of the North Fork's first vineyard is this sprawling, historic beauty. Steeped in history but with all the modern comforts and conveniences is the generous estate. Don't miss the one-of-a-kind North Fork sunrises from the primary suite or the picturesque sunsets from the gunite pool. Experience life on a working farm, while enjoying the seclusion and

    Joseph Divello Century 21 Albertson Realty

    4782 Alvah's Ln, Cutchogue, NY 11935
  • 17425 County Road 48, Cutchogue, NY 11935

    $400,000

    Sold Sep 25, 2025

    17425 County Road 48, Cutchogue, NY 11935

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Built 1920

    Last Sold Summary

    • 30% Below List Price
    • $333/SF
    • 33 Days On Market

    Current Estimated Value $409,153

    Last Listing Agent Denise Viup Signature Premier Properties

    17425 County Road 48, Cutchogue, NY 11935

Showing Results 41 - 80, Page 2 of 18

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