Mattituck, NY Homes

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  /33

  $1,199,000

  Pending

  • 5 Beds
  • 1 Bath
  • 2,227 Sq Ft

  1055 Oregon Rd, Mattituck, NY 11952

  Multi-use North Fork retreat with beach access and easy NYC connectivity. Welcome to this charming farmhouse nestled in the quaint town of Mattituck, where timeless character meets peaceful North Fork living. Set in a very private, secluded location, this spacious home offers 6 Bedrooms and 1 Bath, featuring a kitchen with quick access to the formal Dining Room, an inviting Living Room, a

  

  Rose Marie Princi

  MYNY Residential

  1055 Oregon Rd, Mattituck, NY 11952
• 

  

  

  /30

  $14,000 Per Month

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

  3830 Ole Jule Ln, Mattituck, NY 11952

  Rental August! Rental winter available also! Beautiful 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 $1,164,283

  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
• 

  

  

  /21

  $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
• 

  

  /20

  $8,230

  Total Monthly Price

  • 3 Beds
  • 2 Baths
  • 1,797 Sq Ft
  • Condo for Rent

  35000 County Rd 48 Unit SI ID1429743P, Peconic, NY 11958

  The advertised rate of $8,231/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

  35000 County Rd 48 Unit SI ID1429743P, Peconic, NY 11958
• 

  $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
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  /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

  $13,854

  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 $13,854/month is the lowest available price, based on a 1 month(s) and 2 day(s) stay with a move-in date of February 16, 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

  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 $2,380,000

  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
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  /39

  $2,499,000

  $100K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 3,000 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
• 

  

  /16

  $12,996

  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 $12,996/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

  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 $1,986,667

  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
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  /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 $3,709,667

  Last Listing Agent Susan Orioli Engel & Volkers North Fork

  3200 Cox Neck Rd, 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

  $899,000

  $99K PRICE DROP

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

  1520 Meday Ave, Mattituck, NY 11952

  Welcome 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. Designed around a striking central courtyard, the home is oriented

  Ken Hacker All New York Property LLC

  1520 Meday Ave, Mattituck, NY 11952
• 

  

  /30

  $13,628

  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 $13,628/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 10, 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

  500 Blossom Bend Unit SI ID1546349P, 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 $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
• 

  

  /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
• 

  

  /32

  $18,000 Per Month

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

  19000 Main Rd, Mattituck, NY 11952

  Available: July $18,000 / August - LD $20,000Soak 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 convenience you're

  Sheri Winter Parker Corcoran

  19000 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 $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
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  /45

  $2,549,000

  $301K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,930 Sq Ft

  4415 Camp Mineola Rd, Mattituck, NY 11952

  Experience the ultimate in North Fork waterfront living at this captivating 4-bedroom, 3-bathroom retreat on the Peconic Bay. Featured in The New York Times and Rue Magazine, this home was designed by the renowned firm Hyphen & Co. with the vision of making every day feel like a vacation. Set on prime private bay frontage, the residence was thoughtfully crafted to maximize water views from nearly

  Susan Orioli Engel & Volkers North Fork

  4415 Camp Mineola Rd, Mattituck, NY 11952
• 

  

  /18

  $9,155

  Total Monthly Price

  • 3 Beds
  • 2 Baths
  • 1,194 Sq Ft
  • Condo for Rent

  155 Sound Ave Unit SI ID1521494P, Mattituck, NY 11952

  The advertised rate of $9,155/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 10, 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

  155 Sound Ave Unit SI ID1521494P, 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 $1,264,979

  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
• 

  

  /27

  $1,149,999

  Pending

  • 4 Beds
  • 3 Baths
  • 2,754 Sq Ft

  15405 Main Rd, Mattituck, NY 11952

  Welcome to a truly exceptional property that masterfully combines the timeless allure of classic architecture with the comforts of modern living. This stunning home, built in the 1800s,showcases a wealth of character, highlighted by beautifully exposed beams that infuse warmth and charm into every room. Step inside to discover a completely updated interior that harmonizes historical elegance with

  Susan Orioli Engel & Volkers North Fork

  15405 Main Rd, Mattituck, NY 11952
• 

  

  /15

  $4,200 Per Month

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • House for Rent

  3725 Wickham Ave, Mattituck, NY 11952

  Charming English Country style home with water views now available as year round rental. Open kitchen and dining area overlooking Mattituck's Long Creek. Huge grassy backyard with patio. Three large bedrooms, (two bedrooms upstairs and one bedroom on first floor) fully renovated second floor bathroom with large walk-in shower, half bathroom on first floor and outside shower. Kayakers can paddle

  Melissa Principi Douglas Elliman Real Estate

  3725 Wickham Ave, Mattituck, NY 11952
• 

  $1,325,000

  Sold Jul 27, 2026

  750 Reeve Ave, Mattituck, NY 11952

  • 3 Beds
  • 2.5 Baths
  • 3,200 Sq Ft
  • Built 1760

  Last Sold Summary

  • 6% Above List Price
  • $414/SF
  • 43 Days On Market

  Current Estimated Value $1,363,973

  Last Listing Agent Alexander Aquino Douglas Elliman Real Estate

  750 Reeve Ave, Mattituck, NY 11952
• 

  Est $1,172,888

  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
• 

  

  /26

  $1,150,000

  Open Sun 12PM - 3PM

  • 4 Beds
  • 4 Baths
  • 2,053 Sq Ft

  365 Rachels Rd, Mattituck, NY 11952

  A Rare North Fork Farmhouse with a Heated Barn and Endless Possibilities Tucked away on three-quarters of an acre in a quiet Mattituck neighborhood, this beautifully updated North Fork farmhouse offers the perfect blend of timeless charm, modern updates, and exceptional versatility. Surrounded by a peaceful setting, the property provides plenty of room to relax, entertain, and enjoy the North

  Jon Tomlinson Daniel Gale Sothebys Intl Rlty

  365 Rachels Rd, 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
• 

  $1,205,000

  Sold Sep 05, 2025

  2650 Wickham Ave, Mattituck, NY 11952

  • 3 Beds
  • 3 Baths
  • 2,800 Sq Ft
  • Built 2021

  Last Sold Summary

  • 7% Below List Price
  • $430/SF
  • 57 Days On Market

  Current Estimated Value $1,303,582

  Last Listing Agent Melissa Principi Douglas Elliman Real Estate

  2650 Wickham Ave, Mattituck, NY 11952
• 

  Est $4,559,333

  Not Listed For Sale

  820 Old Salt Rd, Mattituck, NY 11952

  • 4 Beds
  • 3.5 Baths
  • 3,800 Sq Ft
  • Built 2006

  820 Old Salt Rd, Mattituck, NY 11952

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent Barry Novick Daniel Gale Sothebys Intl Rlty

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