South Jamesport, NY Homes

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  $799,990

  • 4 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  29 Industrial Blvd, Riverhead, NY 11901

  Spectacular 12 room, 5 Bdrm Spacious Colonial, perfect for large or extended family, features: Hardwood Floors & New Carpet, Some Anderson Windows, Wood Burning fireplace in den. 3 1/2 baths, Master Suite w/ jacuzzi tub bath. Huge Walk-in Closet, Entertainment Media Rooms, 2 Car Garage, Storage Shed, Wrap Around Porch, Privacy Galore, located on Fenced 1/2 Acre Flat lot perfect for business

  

  Keith Jefferson

  Signature Premier Properties

  (631) 515-7565

  29 Industrial Blvd, Riverhead, NY 11901
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• 

  

  /2

  $2,626 per month

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • Apartment for Rent

  128 E Main St, Riverhead, NY 11901

  Woolworth Apartments has a two bedroom apartment available. Amenities include: modern appliances (dishwasher, refrigerator, stove), cable/internet ready, air- conditioning, custom cabinetry, and on-site laundry. Located in Historic Downtown Riverhead. Ample free parking available on-site. No Pets. No Smoking. The apartment is first come first serve so best to fill out the application as soon as

  Isaac Israel Richmond Realty Corp

  128 E Main St, Riverhead, NY 11901
• 

  $790,000 Sold Dec 15, 2025

  24 Rabbit Run, Riverhead, NY 11901

  • 3 Beds
  • 2.5 Baths
  • 1,548 Sq Ft
  • Built 1998

  Last Sold Summary

  • 13% Above List Price
  • $510/SF
  • 14 Days On Market

  Current Estimated Value $743,674

  Last Listing Agent Dawn Smith Douglas Elliman Real Estate

  24 Rabbit Run, Riverhead, NY 11901
• 

  Est $2,628,519 Not Listed For Sale

  53 Harbor Rd, Aquebogue, NY 11931

  • 4 Beds
  • 3.5 Baths
  • 3,596 Sq Ft
  • Built 1948

  53 Harbor Rd, Aquebogue, NY 11931

  Last Sold Summary

  • 8% Below List Price
  • $793/SF
  • 23 Days On Market

  Last Sold Price $2,850,000

  Last Listing Agent Valerie Goode Colony Realty
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  $199,999 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,093 Sq Ft

  364 Hamilton Ave, Riverhead, NY 11901

  .

  

  Keith Jefferson

  Signature Premier Properties

  (631) 490-5963

  364 Hamilton Ave, Riverhead, NY 11901
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  $9,000 per month

  • 4 Beds
  • 4 Baths
  • 2,552 Sq Ft
  • House for Rent

  807 Union Ave, Riverhead, NY 11901

  Welcome to 807 Union Avenue, Riverhead / Aquebogue - a beautiful and fully furnished home offering space, comfort and prime North Fork living. This expansive residence features 4 bedrooms, 2 full baths and 2 half baths, thoughtfully designed for both everyday living and entertaining. Inside, enjoy 2 spacious living rooms, a formal dining room and an eat-in kitchen, providing multiple areas to

  Harsh Jhaveri Voro LLC

  807 Union Ave, Riverhead, NY 11901
• 

  $737,500 Sold Nov 17, 2025

  65 Fox Run Ln, Riverhead, NY 11901

  • 4 Beds
  • 2 Baths
  • 1,671 Sq Ft
  • Built 1989

  Last Sold Summary

  • 2% Below List Price
  • $441/SF
  • 30 Days On Market

  Current Estimated Value $767,436

  Last Listing Agent Svetlana Wilkeyson Douglas Elliman Real Estate

  65 Fox Run Ln, Riverhead, NY 11901
• 

  Not Listed For Sale

  1661 Old Country Rd, Riverhead, NY 11901

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft
  • Built 2008

  1661 Old Country Rd, Riverhead, NY 11901

  Last Sold Summary

  • $211/SF
  • 56 Days On Market

  Last Sold Price $195,000

  Last Listing Agent Noreen Gudmundsen Signature Premier Properties
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  $250,000

  • 3 Beds
  • 2 Baths
  • 1,104 Sq Ft

  525 Riverleigh Ave, Riverhead, NY 11901

  Welcome to Riverwoods, a 55+ community, perfect for those looking to simplify without sacrificing comfort. This home features a beautifully renovated eat in kitchen with updated appliances, laminate floors throughout. This home offers a good size living room, ample storage in the laundry area. The primary suite features a generous closet with lots of space and a completely renovated en-suite

  

  Sophia Walker

  Signature Premier Properties

  (631) 641-7735

  525 Riverleigh Ave, Riverhead, NY 11901
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  $2,950 per month

  • 3 Beds
  • 1.5 Baths
  • 1,296 Sq Ft
  • Townhouse for Rent

  183 Hill Cir, Calverton, NY 11933

  3 bedroom, 1 1/2 bath condo

  Kevin Donovan Your Home Solution Realty LLC

  183 Hill Cir, Calverton, NY 11933
• 

  $2,400,000 Sold Mar 11, 2026

  1408 Main Rd, Jamesport, NY 11947

  • Land
  • 21.98 Acres
  • $109,190 per Acre

  Last Sold Summary

  • 4% Below List Price
  • 579 Days On Market

  Last Listing Agent Joseph Divello Century 21 Albertson Realty

  1408 Main Rd, Jamesport, NY 11947
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  Not Listed For Sale

  61 Forge Rd, Riverhead, NY 11901

  • 2 Beds
  • 2 Baths
  • 720 Sq Ft
  • Built 1969

  61 Forge Rd, Riverhead, NY 11901

  Last Sold Summary

  • $181/SF
  • 58 Days On Market

  Last Sold Price $130,000

  Last Listing Agent Noreen Gudmundsen Signature Premier Properties
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  $650,000

  • 3 Beds
  • 2 Baths
  • 1,508 Sq Ft

  1553 Northville Turnpike, Riverhead, NY 11901

  Welcome to this lovely one-family residence located in the desirable Northville area of Riverhead. This cozy home features 3 spacious bedrooms and 2 well-appointed bathrooms, perfect for comfortable living. The inviting interior offers plenty of natural light, with a functional layout that’s ideal for both everyday living and entertaining.The home is situated on a well-maintained lot,

  

  Yan Wong

  Modern Realty and Management

  (631) 505-5483

  1553 Northville Turnpike, Riverhead, NY 11901
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  /8

  $2,195 per month

  • 1 Bed
  • 1 Bath
  • 847 Sq Ft
  • Apartment for Rent

  1750 W Main St Unit H09, Riverhead, NY 11901

  Ask About Our Rent Specials*. $99 Security Deposit Special. Restrictions apply* Beautiful Courtyard Setting For Deluxe 1 & 2 Bedrooms. Raised Panel Kitchen Cabinetry. Heat, Hot Water & Cooking Gas Included. Some With Terraces. Detached Garages Available. Minutes To The L.I.E. Exit 72 And Local Transportation. Prices/policies subject to change without notice., Additional information:

  Michelle Holmes Fairfield Properties

  1750 W Main St Unit H09, Riverhead, NY 11901
• 

  $425,000 Sold Oct 02, 2025

  49 Smugglers Path, Riverhead, NY 11901

  • Land
  • 1.25 Acres
  • $340,000 per Acre

  Last Sold Summary

  • 39% Below List Price
  • 32 Days On Market

  Current Estimated Value $519,223

  Last Listing Agent John Gergely Signature Premier Properties

  49 Smugglers Path, Riverhead, NY 11901
• 

  Est $987,482 Not Listed For Sale

  33 Circle Dr, Jamesport, NY 11947

  • 4 Beds
  • 3 Baths
  • 1,820 Sq Ft
  • Built 1959

  33 Circle Dr, Jamesport, NY 11947

  Last Sold Summary

  • 13% Above List Price
  • $481/SF
  • 26 Days On Market

  Last Sold Price $875,000

  Last Listing Agent Valerie Goode Colony Realty
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  /11

  $799,000

  • 5 Beds
  • 3 Baths
  • 2,614 Sq Ft

  418 Lincoln St Unit 420, Riverhead, NY 11901

  Calling all Investors! 2 Family Home with great rental income. Close to everything, schools, shopping center, gas station, main street. etc. Tenants in place, need advance notice to show. Rental Income 5500 a month.

  

  Angelica Cocha Barros

  EXP Realty

  (631) 251-3831

  418 Lincoln St Unit 420, Riverhead, NY 11901
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  /11

  $8,000 per month

  • 3 Beds
  • 2 Baths
  • 1,642 Sq Ft
  • House for Rent

  170 Vineyard Way, Aquebogue, NY 11931

  Your Next Summer Getaway Starts Here! Renovated three-bedroom, two-bathroom home that overlooks 30 acres of equestrian horse paddocks. Located near the end of a private cul-de-sac. Close to beaches, shops, vineyards, and restaurants. Lease Term: June $10K, July: $12K, August: $14K, Sep: $10k, September 9th- 30th: $8K, Aug- LD: $15k, Memorial Day to Labor Day: $32K.

  Amanda Lin Douglas Elliman Real Estate

  170 Vineyard Way, Aquebogue, NY 11931
• 

  $950,000 Sold Sep 20, 2025

  97 Grant Dr, Aquebogue, NY 11931

  • 3 Beds
  • 2.5 Baths
  • 1,900 Sq Ft
  • Built 1992

  Last Sold Summary

  • 4% Below List Price
  • $500/SF
  • 44 Days On Market

  Current Estimated Value $955,590

  Last Listing Agent Erica Kelly Daniel Gale Sothebys Intl Rlty

  97 Grant Dr, Aquebogue, NY 11931
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  Not Listed For Sale

  41 Phillips Ln, Riverhead, NY 11901

  • 3 Beds
  • 4.5 Baths
  • 3,000 Sq Ft
  • Built 2021

  41 Phillips Ln, Riverhead, NY 11901

  Last Sold Summary

  • $600/SF
  • 316 Days On Market

  Last Sold Price $1,800,000

  Last Listing Agent Melissa Principi Douglas Elliman Real Estate
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  $249,999

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  1661 Old Country Rd Unit 69, Riverhead, NY 11901

  Welcome to Glenwood Village a 55 & Over Manufactured Home Community Offering a 49 Year Lease Starting at $800 per Month. This Lovely Updated, Move-In Ready 2 Bedroom, 2 Bath Home Located at Opposite Ends, Features 1 Level Living, With a Nice sized Living Room open to the Kitchen, A Separate Laundry Room A Nice Deck, Carport & Central Air. Propane hot water & Kerosene heat. Come and see what

  

  Noreen Gudmundsen

  Signature Premier Properties

  (631) 528-2025

  1661 Old Country Rd Unit 69, Riverhead, NY 11901
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  /48

  $40,000 per month

  • 3 Beds
  • 4 Baths
  • 3,655 Sq Ft
  • House for Rent

  39 Smugglers Path, Jamesport, NY 11947

  Pristine and private post-modern home in Jamesport Now Available for the Off-Season from Now through April 30, 2026 for $9,000 Per Month. Summer 2026 Now Available for Booking! July for $35,000 or August for $40,000. Nestled away on a pin-drop quiet cul-de-sac and situated on a shy acre of meticulously landscaped property. All just around the corner from the coveted Iron Pier Beach and Park. This

  Rene Giacobbe Douglas Elliman Real Estate

  39 Smugglers Path, Jamesport, NY 11947
• 

  $865,000 Sold Jul 22, 2025

  64 Wake Robin Ln, Aquebogue, NY 11931

  • 4 Beds
  • 3 Baths
  • 2,693 Sq Ft
  • Built 2006

  Last Sold Summary

  • 4% Below List Price
  • $321/SF
  • 42 Days On Market

  Last Listing Agent Francine Paci Signature Premier Properties

  64 Wake Robin Ln, Aquebogue, NY 11931
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  Not Listed For Sale

  525 Riverleigh Ave, Riverhead, NY 11901

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft
  • Built 1980

  525 Riverleigh Ave, Riverhead, NY 11901

  Last Sold Summary

  • $115/SF
  • 61 Days On Market

  Last Sold Price $165,000

  Last Listing Agent Christine Turinsky Bagshaw Real Estate L.L.C
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  $825,000 Open Sat 12:30PM - 2:30PM

  • 4 Beds
  • 2.5 Baths
  • 2,157 Sq Ft

  242 Trout Brook Ln, Riverhead, NY 11901

  Welcome to 242 Trout Brook Lane located on a desirable & serene cul-de-sac in the wonderful town of Aquebogue, gateway to wine country & The Hamptons! The first floor of this stunning 4 bedroom, 2.5 bath home offers a kitchen with light textured granite and maple cabinets, a dining room with an elegant fireplace, a living room, a den, and a laundry room with half bath. The second floor offers a

  

  Edward Browne

  Island Advantage Realty LLC

  (631) 658-5006

  242 Trout Brook Ln, Riverhead, NY 11901
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  /7

  $1,794 per month

  • 1 Bed
  • 1 Bath
  • 624 Sq Ft
  • Apartment for Rent

  221 E Main St Unit 502, Riverhead, NY 11901

  TO BE ELIGIBLE FOR THIS UNIT IN RIVERVIEW LOFTS, THE MAXIMUM HOUSEHOLD INCOME CANNOT EXCEED: $69,300 IF OCCUPIED BY ONE PERSON $79,200 IF OCCUPIED BY TWO PERSONS

  Martin Schackner Georgica Property Mgmt LLC

  221 E Main St Unit 502, Riverhead, NY 11901
• 

  $600,000 Sold Dec 15, 2025

  192 Arrowhead Ave, Riverhead, NY 11901

  • 4 Beds
  • 3 Baths
  • 1,977 Sq Ft
  • Built 1991

  Last Sold Summary

  • $303/SF
  • 15 Days On Market

  Current Estimated Value $605,333

  Last Listing Agent Sarah Fox Signature Premier Properties

  192 Arrowhead Ave, Riverhead, NY 11901
• 

  Not Listed For Sale

  525 Riverleigh Ave Unit 1, Riverhead, NY 11901

  • 2 Beds
  • 1 Bath
  • 700 Sq Ft
  • Built 2012

  525 Riverleigh Ave Unit 1, Riverhead, NY 11901

  Last Sold Summary

  • $121/SF
  • 0 Days On Market

  Last Sold Price $85,000

  Last Listing Agent Marina Putova Coldwell Banker M&D Good Life
• 

  

  /6

  $449,999 Open Fri 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft

  1661 Old Country Rd Unit 62, Riverhead, NY 11901

  Welcome to Glenwood Village a 55+ Manufactured Home Community Offering a 49 Year Lease starting at $800 per month. This absolutely stunning, turn-key, 3 bedroom, 2 bath home is awaiting its new owner. The interior of the home has been completely renovated and offers spacious options for modern living. All new Bosch Mini Splits with Heat & Air in 2025 - Full Warranty, New Hot Water Heater, New

  

  Noreen Gudmundsen

  Signature Premier Properties

  (631) 309-2814

  1661 Old Country Rd Unit 62, Riverhead, NY 11901
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  /7

  $1,794 per month

  • 1 Bed
  • 1 Bath
  • 617 Sq Ft
  • Apartment for Rent

  221 E Main St Unit 316, Riverhead, NY 11901

  TO BE ELIGIBLE FOR THIS UNIT IN RIVERVIEW LOFTS, THE MAXIMUM HOUSEHOLD INCOME CANNOT EXCEED $69,300 IF OCCUPIED BY ONE PERSON $79,200 IF OCCUPIED BY TWO PERSONS

  Martin Schackner Georgica Property Mgmt LLC

  221 E Main St Unit 316, Riverhead, NY 11901
• 

  $425,000 Sold Sep 24, 2025

  4 Middle Rd Unit 4, Riverhead, NY 11901

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 2002

  Last Sold Summary

  • $304/SF
  • 55 Days On Market

  Last Listing Agent Clifton Cole RYLIA Homes Inc

  4 Middle Rd Unit 4, Riverhead, NY 11901
• 

  Not Listed For Sale

  1661-126 Old Country Rd, Riverhead, NY 11901

  • 2 Beds
  • 2 Baths
  • 1,064 Sq Ft
  • Built 1997

  1661-126 Old Country Rd, Riverhead, NY 11901

  Last Sold Summary

  • $186/SF
  • 69 Days On Market

  Last Sold Price $198,000

  Last Listing Agent Noreen Gudmundsen Signature Premier Properties
• 

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  $474,990 Pending

  • 3 Beds
  • 1 Bath
  • 700 Sq Ft

  257 Flanders Rd, Riverhead, NY 11901

  Unique commercial/business highway zoned. 3 bedroom Cape features new steps, updated bath, low taxes, vinyl siding, full basement w/ose. New cesspool, 15-year roof, 2 year rebuilt oil burner, gateway to the Hamptons, tons of potential. South Hampton township.

  

  Keith Jefferson

  Signature Premier Properties

  (631) 635-7738

  257 Flanders Rd, Riverhead, NY 11901
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  /7

  $2,154 per month

  • 1 Bed
  • 1 Bath
  • 680 Sq Ft
  • Apartment for Rent

  221 E Main St Unit 227, Riverhead, NY 11901

  TO BE ELIGIBLE FOR THIS UNIT IN RIVERVIEW LOFTS, THE MAXIMUM HOUSEHOLD INCOME CANNOT EXCEED: $150,150 IF OCCUPIED BY ONE PERSON $171,600 IF OCCUPIED BY TWO PERSONS

  Martin Schackner Georgica Property Mgmt LLC

  221 E Main St Unit 227, Riverhead, NY 11901
• 

  $555,000 Sold Apr 15, 2025

  2677 River Rd, Baiting Hollow, NY 11933

  • 3 Beds
  • 1 Bath
  • 912 Sq Ft
  • Built 1949

  Last Sold Summary

  • 4% Above List Price
  • $609/SF
  • 17 Days On Market

  Current Estimated Value $602,047

  Last Listing Agent Jeanette Cinelli Signature Premier Properties

  2677 River Rd, Baiting Hollow, NY 11933
• 

  Not Listed For Sale

  110 Peconic Bay Blvd, Aquebogue, NY 11931

  • 3 Beds
  • 2.5 Baths
  • 2,305 Sq Ft
  • Built 1995

  110 Peconic Bay Blvd, Aquebogue, NY 11931

  Last Sold Summary

  • $423/SF
  • 24 Days On Market

  Last Sold Price $975,000

  Last Listing Agent Valerie Goode Colony Realty
• 

  

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  $315,000

  • 2 Beds
  • 1.5 Baths
  • 1,008 Sq Ft

  231 Hill Rise, Calverton, NY 11933

  Turn-Key Investment Opportunity with Immediate Cash Flow! Attention investors: This tenant-occupied property is ready to start earning from day one. With a solid monthly rental income of $2,542—of which $2,541 is reliably direct-deposited through Section 8—this is a low-maintenance, high-consistency addition to your portfolio. Tenant covers the remaining $61 per month, and the property delivers a

  

  Keith Dawson

  Signature Premier Properties

  (934) 386-7390

  231 Hill Rise, Calverton, NY 11933
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  $7,500 per month

  • 3 Beds
  • 2.5 Baths
  • 1,822 Sq Ft
  • House for Rent

  16 Mastro Ct, Baiting Hollow, NY 11933

  Discover the North Fork this Season! Come Stay for a Month or Few or Plan for the Summer of 2026! Enjoy Your Stay in this Great Home. Off the Beaten Path, Yet Just Close to Town and Shoppes, Beaches, and Highways for an Easy Commute, If Need. The House is Neat as a Pin. Immaculate with Minimal, Just Enough Charming Touches. The Living Space is Open to the Kitchen with View of the Large Center

  Rene Giacobbe Douglas Elliman Real Estate

  16 Mastro Ct, Baiting Hollow, NY 11933
• 

  $625,000 Sold Sep 08, 2025

  501 Northville Turnpike, Riverhead, NY 11901

  • 3 Beds
  • 2 Baths
  • 944 Sq Ft
  • Built 1955

  Last Sold Summary

  • 9% Below List Price
  • $662/SF
  • 256 Days On Market

  Current Estimated Value $627,138

  Last Listing Agent Isaac Israel Richmond Realty Corp

  501 Northville Turnpike, Riverhead, NY 11901
• 

  Not Listed For Sale

  1800 Osborn Ave Unit 21E, Riverhead, NY 11901

  • 3 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • Built 1987

  1800 Osborn Ave Unit 21E, Riverhead, NY 11901

  Last Sold Summary

  • $229/SF
  • 35 Days On Market

  Last Sold Price $251,500

  Last Listing Agent Jennifer Talley Hampton Estates Realty LLC

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