Mattituck, NY Homes

• 

  

  

  /22

  $879,000

  $31K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,610 Sq Ft

  540 Conklin Rd, Mattituck, NY 11952

  Set against a backdrop of preserved farmland, this exquisite move in ready 3-bedroom, 2-bath Mattituck retreat captures the essence of North Fork living with waterviews, farm views and unforgettable, color-drenched sunsets. Designed with an open floor plan, the home is filled with natural light and offers effortless flow for everyday living and entertaining featuring a wood burning fireplace with

  Susan Orioli Engel & Volkers North Fork

  540 Conklin Rd, Mattituck, NY 11952
• 

  

  

  /30

  $3,500 Per Month

  • 4 Beds
  • 3 Baths
  • 2,500 Sq Ft
  • House for Rent

  3830 Ole Jule Ln, Mattituck, NY 11952

  Winter Rental Available!! October 12th through June 15th 2027Beautiful Waterfront home with room for 2 Boats! 4 Bedrooms & 3 baths. Kayaks & Paddle board included. Available July 31st to Labor day September 8th. Available for 2 week rental! Property is on St. James Creek with access to Peconic Bay. Beach rights included.

  

  Joy Bryant

  Coldwell Banker American Homes

  3830 Ole Jule Ln, Mattituck, NY 11952
• 

  $999,000

  Sold Oct 08, 2025

  3445 Wickham Ave, Mattituck, NY 11952

  • 4 Beds
  • 2 Baths
  • 1,589 Sq Ft
  • Built 1977

  Last Sold Summary

  • 9% Below List Price
  • $629/SF
  • 196 Days On Market

  Current Estimated Value $1,058,450

  Last Listing Agent Susan Orioli Engel & Volkers North Fork

  3445 Wickham Ave, Mattituck, NY 11952
• 

  Est $1,186,992

  Not Listed For Sale

  600 Point Pleasant Rd, Mattituck, NY 11952

  600 Point Pleasant Rd, Mattituck, NY 11952

  Last Sold Summary

  • 228 Days On Market

  Last Listing Agent Sheri Winter Parker Corcoran
• 

  

  

  /7

  $399,000

  $10K PRICE DROP

  • Land
  • 39,639 Sq Ft
  • $438,462 per Acre

  955 Blossom Bend, Mattituck, NY 11952

  Tucked away on a serene cul-de-sac in the heart of Mattituck, this prime, shy wooded acre offers a rare blend of privacy, natural beauty, and opportunity. Gently rolling terrain creates the perfect canvas for your custom retreat, while expansive sunset views over neighboring wetlands provide a breathtaking daily backdrop. With the DEC permit and Southold Town Trustee approvals renewals in

  Andrea Parks Douglas Elliman Real Estate

  955 Blossom Bend, Mattituck, NY 11952
• 

  

  /20

  $13,188

  Total Monthly Price

  • 3 Beds
  • 1 Bath
  • 1,442 Sq Ft
  • Condo for Rent

  500 Blossom Bend Unit SI ID1546349P, Mattituck, NY 11952

  The advertised rate of $13,188/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 23, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  500 Blossom Bend Unit SI ID1546349P, Mattituck, NY 11952
• 

  $625,000

  Sold Dec 05, 2025

  2230 Sigsbee Rd, Mattituck, NY 11952

  • 2 Beds
  • 1 Bath
  • 1,500 Sq Ft
  • Built 1957

  Last Sold Summary

  • 4% Above List Price
  • $417/SF
  • 32 Days On Market

  Current Estimated Value $655,467

  Last Listing Agent Alexis Meadows Compass Greater NY LLC

  2230 Sigsbee Rd, Mattituck, NY 11952
• 

  Est $1,365,567

  Not Listed For Sale

  10765 Route 48, Mattituck, NY 11952

  10765 Route 48, Mattituck, NY 11952

  Last Sold Summary

  • 403 Days On Market

  Last Listing Agent Joseph Divello Century 21 Albertson Realty
• 

  

  /39

  $2,299,000

  $300K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  2280 Deep Hole Dr, Mattituck, NY 11952

  Set along one of Mattituck’s most sought-after waterfront enclaves, 2280 Deep Hole Drive offers a rare opportunity to own an exquisite waterfront residence newly built in 2022, encompassing 3,000 square feet of thoughtfully designed living space with exceptional deepwater dockage and direct access to Peconic Bay. Perfectly suited for the boating enthusiast, the property features approximately 130

  Susan Orioli Engel & Volkers North Fork

  2280 Deep Hole Dr, Mattituck, NY 11952
• 

  

  /20

  $18,830

  Total Monthly Price

  • 4 Beds
  • 4 Baths
  • 2,389 Sq Ft
  • Condo for Rent

  1835 Naugles Dr Unit SI ID1429740P, Mattituck, NY 11952

  The advertised rate of $18,831/month is the lowest available price, based on a 30 day(s) stay with a move-in date of January 11, 2027. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  1835 Naugles Dr Unit SI ID1429740P, Mattituck, NY 11952
• 

  $1,600,000

  Sold Oct 17, 2025

  55 Knollwood Ln, Mattituck, NY 11952

  • 3 Beds
  • 3.5 Baths
  • 2,595 Sq Ft
  • Built 1962

  Last Sold Summary

  • 7% Above List Price
  • $617/SF
  • 18 Days On Market

  Current Estimated Value $1,573,485

  Last Listing Agent Eric Elkin Compass Greater NY LLC

  55 Knollwood Ln, Mattituck, NY 11952
• 

  Est $2,433,000

  Not Listed For Sale

  4060 Ole Jule Ln, Mattituck, NY 11952

  • 5 Beds
  • 4.5 Baths
  • 4,000 Sq Ft
  • Built 2024

  4060 Ole Jule Ln, Mattituck, NY 11952

  Last Sold Summary

  • 152 Days On Market

  Last Listing Agent Natalie Lewis Coldwell Banker Reliable R E
• 

  

  /18

  $1,250,000

  Pending

  • 2 Beds
  • 1 Bath

  1450 Deep Hole Dr, Mattituck, NY 11952

  What storybooks are made of - this picture perfect waterfront 2 bedroom, 1 bathroom offers true adventure. With western facing sunsets - come visit the "sunny side" of Deep Hole and experience large lake like living that opens to the Great Peconic Bay. The dock offers a boat slip for roughly a 24' boat, kayaks and more! The mechanicals of this home are nearly as impressive as the water view.

  Sarah Doud Saunders & Associates

  1450 Deep Hole Dr, Mattituck, NY 11952
• 

  

  /16

  $11,404

  Total Monthly Price

  • 3 Beds
  • 3 Baths
  • 1,991 Sq Ft
  • Condo for Rent

  450 Eastward Ct Unit SI ID1429744P, Mattituck, NY 11952

  The advertised rate of $11,404/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 21, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  450 Eastward Ct Unit SI ID1429744P, Mattituck, NY 11952
• 

  $1,580,000

  Sold Oct 07, 2025

  4235 Camp Mineola Rd, Mattituck, NY 11952

  • 4 Beds
  • 2 Baths
  • 2,072 Sq Ft
  • Built 1945

  Last Sold Summary

  • 16% Below List Price
  • $763/SF
  • 47 Days On Market

  Current Estimated Value $1,594,572

  Last Listing Agent Nicholas Planamento William Raveis New York LLC

  4235 Camp Mineola Rd, Mattituck, NY 11952
• 

  Est $2,071,000

  Not Listed For Sale

  4380 Stanley Rd, Mattituck, NY 11952

  • 4 Beds
  • 3.5 Baths
  • 3,900 Sq Ft
  • Built 2025

  4380 Stanley Rd, Mattituck, NY 11952

  Last Sold Summary

  • 165 Days On Market

  Last Listing Agent Robert Merolla Aurora Property Group
• 

  

  /32

  $4,350,000

  • 3 Beds
  • 2 Baths
  • 1,474 Sq Ft

  2600 Oregon Rd, Mattituck, NY 11952

  MAGIC ON OREGON ROADRomance, Elegance and Timeless beauty over 38 acres on bucolic Oregon Road, you couldn't ask for anything more! 36 acres of DRS land which includes 30 planted acres of grape vines, deer fencing and bird netting, irrigation in place for an additional 2-3 acres of planting and a potential wine tasting area. The updated vintage farmhouse rests on 2 acres of DRI land and

  Sheri Winter Parker Corcoran

  2600 Oregon Rd, Mattituck, NY 11952
• 

  

  /25

  $65,000 Per Month

  • 6 Beds
  • 7.5 Baths
  • 7,000 Sq Ft
  • House for Rent

  15105 Oregon Rd, Cutchogue, NY 11935

  Don't miss your chance to rent this unparalleled estate, nestled on 5 picturesque acres among the region's most prestigious vineyards.This magnificent home is a perfect blend of elegance and tranquility, ideal for those seeking a refined living experience.Spanning an impressive 7,000 sf, the residence is designed with sharp attention to detail. Floor-to-ceiling windows flood the space with

  Lisa Gillooly Compass Greater NY LLC

  15105 Oregon Rd, Cutchogue, NY 11935
• 

  $3,575,000

  Sold Nov 14, 2025

  3200 Cox Neck Rd, Mattituck, NY 11952

  • 6 Beds
  • 7 Baths
  • 6,800 Sq Ft
  • Built 2010

  Last Sold Summary

  • 1% Below List Price
  • $526/SF
  • 145 Days On Market

  Current Estimated Value $3,650,667

  Last Listing Agent Susan Orioli Engel & Volkers North Fork

  3200 Cox Neck Rd, Mattituck, NY 11952
• 

  Est $1,394,652

  Not Listed For Sale

  1500 Marys Rd, Mattituck, NY 11952

  • 5 Beds
  • 2 Baths
  • 2,190 Sq Ft
  • Built 1960

  1500 Marys Rd, Mattituck, NY 11952

  Last Sold Summary

  • 28 Days On Market

  Last Listing Agent Ryan Springer Corcoran
• 

  

  /43

  $879,000

  Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  4105 Deep Hole Dr, Mattituck, NY 11952

  Beautifully Upgraded Ranch with Exceptional Garage & Setting in MattituckWelcome to this well-maintained 3-bedroom, 2-bath Ranch-style home, set on a rise in a desirable Mattituck setting with peaceful easterly views.The home is in excellent condition and features numerous recent upgrades, offering a comfortable blend of classic Ranch-style living and modern improvements. A large deck

  Tom Uhlinger Douglas Elliman Real Estate

  4105 Deep Hole Dr, Mattituck, NY 11952
• 

  

  /37

  $5,000 Per Month

  • 4 Beds
  • 2 Baths
  • 2,500 Sq Ft
  • House for Rent

  1745 Bayview Ave, Mattituck, NY 11952

  Enjoy the Sounds of Silence at this Hill Top Chalet Overlooking the North Fork's Mattituck Inlet. This 4 Bedroom and 2 Full Bath Home is Grand, Open, and Inviting. Great for Entertaining or a Private Escape Away from It All. Located Off the Beaten Path Though Just Around the Corner from Everything We Love on the North Fork. Numerous Local Beaches, Marinas, Love Lane, Restaurants, Vineyards,

  Rene Giacobbe Douglas Elliman Real Estate

  1745 Bayview Ave, Mattituck, NY 11952
• 

  $678,375

  Sold Mar 13, 2026

  160 Oak St, Mattituck, NY 11952

  • 2 Beds
  • 2 Baths
  • 1,050 Sq Ft
  • Built 1995

  Last Sold Summary

  • 1% Above List Price
  • $646/SF
  • 35 Days On Market

  Current Estimated Value $679,768

  Last Listing Agent Zachary Scher Signature Premier Properties

  160 Oak St, Mattituck, NY 11952
• 

  Est $716,982

  Not Listed For Sale

  875 Sigsbee Rd, Mattituck, NY 11952

  • 3 Beds
  • 2 Baths
  • 1,449 Sq Ft
  • Built 1930

  875 Sigsbee Rd, Mattituck, NY 11952

  Last Sold Summary

  • 96 Days On Market

  Last Listing Agent Nicholas Planamento William Raveis New York LLC
• 

  

  /32

  $795,000

  $203K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 3,331 Sq Ft

  1520 Meday Ave, Mattituck, NY 11952

  Huge Price adjustment! Bring your contractor and ideas - to 1520 Meday Avenue, a rare mid-century modern ranch built in 1977 and ideally located in the heart of Mattituck on Long Island’s coveted North Fork. Offering 5 bedrooms and 4 full bathrooms, this expansive residence combines classic architectural character with exceptional scale, privacy, and resort-style outdoor living on a shy half acre

  Ken Hacker All New York Property LLC

  1520 Meday Ave, Mattituck, NY 11952
• 

  

  /14

  $4,750 Per Month

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft
  • House for Rent

  14500 Main Rd, Mattituck, NY 11952

  So much charm! This fully restored farm house is conveniently located just East of Love Lane and is set far back from the Main Rd offering a quiet country setting as it abuts preserved land to the East. The home has been recently restored and offers EIK, 1st Flr Master Bedroom w/ attached full bath. Living room and dining flow into one another creating an open floor plan. 2nd floor includes 3

  William Walters Daniel Gale Sothebys Intl Rlty

  14500 Main Rd, Mattituck, NY 11952
• 

  $2,000,000

  Sold May 29, 2026

  4100 Oregon Rd, Cutchogue, NY 11935

  • Land
  • 33.02 Acres
  • $60,569 per Acre

  Last Sold Summary

  • 15% Below List Price
  • 31 Days On Market

  Last Listing Agent Sheri Winter Parker Corcoran

  4100 Oregon Rd, Cutchogue, NY 11935
• 

  Est $929,827

  Not Listed For Sale

  920 Naugles Dr, Mattituck, NY 11952

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

  920 Naugles Dr, Mattituck, NY 11952

  Last Sold Summary

  • 96 Days On Market

  Last Listing Agent Mariah Mills Daniel Gale Sothebys Intl Rlty
• 

  /2

  $1,495,000

  • 3 Beds
  • 2.5 Baths
  • 3,200 Sq Ft

  750 Reeve Ave, Mattituck, NY 11952

  The Town of Southold Landmarks Preservation Commission has recognized this 1760 timber frame farmhouse that was built into the original Purrier-Reeve Great Farm estate. Six fireplaces in one special house.The last time this vintage circa 1760 property came on the market, there was a bidding war. An incredible opportunity to embrace this property and notice the historical details; 12/12 windows,

  Scott Bortzner Compass

  750 Reeve Ave, Mattituck, NY 11952
• 

  

  /32

  $5,000 Per Month

  • 4 Beds
  • 2.5 Baths
  • 2,000 Sq Ft
  • House for Rent

  19000 Main Rd, Mattituck, NY 11952

  Available October, November 2026 - $5,000 per two week period.Soak up the best of the season in this light-filled 4-bedroom, 2.5 bath home, perfectly located just minutes from Love Lane, local farmstands, vineyards and some of Mattituck's most beautiful beaches. Whether you're here for a relaxing getaway or a working vacation, this spacious, fully furnished home offers the comfort and

  Sheri Winter Parker Corcoran

  19000 Main Rd, Mattituck, NY 11952
• 

  $845,000

  Sold Jan 21, 2026

  750 Mayflower Rd, Mattituck, NY 11952

  • 3 Beds
  • 2 Baths
  • 1,357 Sq Ft
  • Built 1963

  Last Sold Summary

  • $623/SF
  • 26 Days On Market

  Current Estimated Value $845,478

  Last Listing Agent Lena Koropey Daniel Gale Sothebys Intl Rlty

  750 Mayflower Rd, Mattituck, NY 11952
• 

  Est $1,051,066

  Not Listed For Sale

  1700 Inlet Dr, Mattituck, NY 11952

  • 2 Beds
  • 1 Bath
  • Built 1964

  1700 Inlet Dr, Mattituck, NY 11952

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Melissa Principi Douglas Elliman Real Estate
• 

  

  /26

  $1,249,000

  • 4 Beds
  • 3 Baths
  • 2,578 Sq Ft

  2080 Elijahs Ln, Mattituck, NY 11952

  Beautifully renovated ranch set on a manicured acre in a prime Mattituck location. This well-appointed 4-bedroom, 3-bath home offers a spacious and versatile layout, including a bonus room ideal for a home office and more! Two separate living rooms, each with its own fireplace, provide warm and inviting spaces for relaxing and entertaining. The eat-in kitchen features granite countertops and

  Kristy Naddell Douglas Elliman Real Estate

  2080 Elijahs Ln, Mattituck, NY 11952
• 

  

  /46

  $9,500 Per Month

  • 4 Beds
  • 3 Baths
  • 2,500 Sq Ft
  • House for Rent

  105 Ole Jule Ln, Mattituck, NY 11952

  North Fork Seasonal Rental Home in the Heart of Mattituck. Available for Post Labor Day September 2026! Book Now for Next Season! The Home is Custom Built and Beautifully Appointed Set on a Shy Acre of Mature and Beautifully Landscaped Property. Boasting 4 Large Bedrooms, 3 Full Baths. There is a First Floor Bedroom. The Primary Bedroom En-Suite is on the Second Floor. A Grand Eat-In Kitchen with

  Rene Giacobbe Douglas Elliman Real Estate

  105 Ole Jule Ln, Mattituck, NY 11952
• 

  $5,750,000

  Sold Mar 26, 2026

  2100 Park Ave, Mattituck, NY 11952

  • 5 Beds
  • 3.5 Baths
  • 4,419 Sq Ft
  • Built 2002

  Last Sold Summary

  • $1,301/SF
  • 154 Days On Market

  Current Estimated Value $5,783,667

  Last Listing Agent Alexis Meadows Compass Greater NY LLC

  2100 Park Ave, Mattituck, NY 11952
• 

  Est $1,264,979

  Not Listed For Sale

  605 Sound Beach Dr, Mattituck, NY 11952

  • 4 Beds
  • 2.5 Baths
  • Built 1988

  605 Sound Beach Dr, Mattituck, NY 11952

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Katie Schimpf Daniel Gale Sothebys Intl Rlty
• 

  

  /17

  $2,250,000

  • Land
  • 2.5 Acres
  • $900,000 per Acre

  7908 Oregon Rd Unit 9, Cutchogue, NY 11935

  2.5 acre parcel with deeded water access to the beach front of Long Island Sound. Be a part of this one of a kind estate style subdivision with it's private entrance along fields and vineyards. Let your imagination run ...

  Judi Desiderio William Raveis (East Hampton)

  7908 Oregon Rd Unit 9, Cutchogue, NY 11935
• 

  

  /30

  $15,000 Per Month

  • 3 Beds
  • 5.5 Baths
  • 5,400 Sq Ft
  • House for Rent

  580 Lloyds Ln, Mattituck, NY 11952

  This spectacular bluff-top home overlooking the Long Island Sound was designed for seamless indoor/outdoor living. As you enter the residence, you are instantly awestruck by the stunning floor-to-ceiling coastline views. From the spacious living room, step out to a large deck to better enjoy the expansive yard, which boasts a large pool, BBQ area for alfresco dining and a fire pit for

  Kristen Rishe Signature Premier Properties

  580 Lloyds Ln, Mattituck, NY 11952
• 

  $1,375,000

  Sold Nov 24, 2025

  845 Rosewood Dr, Mattituck, NY 11952

  • 4 Beds
  • 2 Baths
  • 1,874 Sq Ft
  • Built 1977

  Last Sold Summary

  • 6% Below List Price
  • $734/SF
  • 187 Days On Market

  Current Estimated Value $1,338,833

  Last Listing Agent Connie Liappas Compass Greater NY LLC

  845 Rosewood Dr, Mattituck, NY 11952
• 

  Est $1,178,069

  Not Listed For Sale

  535 Birch Ln, Cutchogue, NY 11935

  • 3 Beds
  • 3 Baths
  • 2,000 Sq Ft
  • Built 1981

  535 Birch Ln, Cutchogue, NY 11935

  Last Sold Summary

  • 26 Days On Market

  Last Listing Agent Scott Bennett Douglas Elliman Real Estate

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