Saint James, NY Homes

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  /44

  $939,800

  Pending

  • 8 Beds
  • 5 Baths
  • 3,000 Sq Ft

  165 5th St, Saint James, NY 11780

  Welcome to this exceptional colonial residence in the heart of Saint James, located within the highly regarded Smithtown Central School District. Blending timeless design with outstanding flexibility, this home offers an ideal opportunity for both owner-occupants and investors.Step inside to a bright, spacious layout featuring a formal living room, an elegant dining area, a large eat-in

  Ronge Fu Modern Realty and Management

  165 5th St, Saint James, NY 11780
• 

  $1,010,000

  Sold Sep 04, 2025

  31 Elderwood Dr, Saint James, NY 11780

  • 3 Beds
  • 2.5 Baths
  • 2,600 Sq Ft
  • Built 1996

  Last Sold Summary

  • 1% Above List Price
  • $388/SF
  • 12 Days On Market

  Current Estimated Value $1,037,284

  Last Listing Agent Robin Rosenberg Signature Premier Properties

  31 Elderwood Dr, Saint James, NY 11780
• 

  Est $445,604

  Not Listed For Sale

  708 Bentley Ct, Saint James, NY 11780

  • 1 Bed
  • 1 Bath
  • Built 1978

  708 Bentley Ct, Saint James, NY 11780

  Last Sold Summary

  • 5% Above List Price
  • 23 Days On Market

  • Last Sold Price $423,000
  • Oct 30, 2024

  Last Listing Agent gordon lewis RE/MAX
• 

  

  

  /25

  $925,000

  $50K PRICE INCREASE Pending

  • 4 Beds
  • 3 Baths
  • 2,600 Sq Ft

  312 Cambon Ave, Saint James, NY 11780

  Colonial Featuring 4 Bedrooms, 3 Full Baths. Open Kitchen, Formal living Room, Formal Dining Room, Family Room with Gas Fireplace. Newer Roof, Natural Gas Connected, Hardwood Floors, Full basement, Paved Patio, In-Ground Pool, New Liner, New Filter, Loop lock cover, Extended Driveway Fits 6 Cars, Electric Car Charger in Garage.

  Gino Marino Signature Premier Properties

  312 Cambon Ave, Saint James, NY 11780
• 

  $600,000

  Sold May 13, 2026

  43 Millbrook Dr, Stony Brook, NY 11790

  • 4 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 1968

  Last Sold Summary

  • $400/SF
  • 13 Days On Market

  Current Estimated Value $618,353

  Last Listing Agent Garrett Pike Corcoran

  43 Millbrook Dr, Stony Brook, NY 11790
• 

  Est $486,409

  Not Listed For Sale

  407 Bentley Ct S, Saint James, NY 11780

  • 2 Beds
  • 1.5 Baths
  • Built 1974

  407 Bentley Ct S, Saint James, NY 11780

  Last Sold Summary

  • 8% Above List Price
  • 20 Days On Market

  • Last Sold Price $450,000
  • Jul 19, 2024

  Last Listing Agent Bryan Karp Coldwell Banker American Homes
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  /36

  $1,049,990

  Open Sat 11:30AM - 1PM

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  17 Beach Plum Ln, Saint James, NY 11780

  Panoramic water views from this beautifully updated home located in a lovely beach community . This gorgeous totally updated home is a designer showplace with huge windows looking out to the smithtown bay. There are hardwood floors and custom moldings throughout. The kitchen is spacious with large center island and quartz counters. The family has a fireplace and large sliding patio doors leading

  Rowena Nedvin Signature Premier Properties

  17 Beach Plum Ln, Saint James, NY 11780
• 

  $630,000

  Sold Jul 25, 2025

  206 Flair Ct E Unit F206, Saint James, NY 11780

  • 3 Beds
  • 2.5 Baths
  • 1,649 Sq Ft
  • Built 1976

  Last Sold Summary

  • 11% Above List Price
  • $382/SF
  • 18 Days On Market

  Current Estimated Value $600,340

  Last Listing Agent Danielle Curti Realty Connect USA L I Inc

  206 Flair Ct E Unit F206, Saint James, NY 11780
• 

  Est $482,428

  Not Listed For Sale

  108 Bentley Ct Unit B108, Saint James, NY 11780

  • 1 Bed
  • 1.5 Baths
  • 1,000 Sq Ft
  • Built 1975

  108 Bentley Ct Unit B108, Saint James, NY 11780

  Last Sold Summary

  • 10% Above List Price
  • $439/SF
  • 34 Days On Market

  • Last Sold Price $439,000
  • Aug 03, 2023

  Last Listing Agent Katherine Athanasatos Signature Premier Properties
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  /29

  $599,990

  Pending

  • 3 Beds
  • 1 Bath
  • 959 Sq Ft

  276 Woodlawn Ave, Saint James, NY 11780

  Welcome to this beautifully maintained home nestled on ashy 1/2 acre in the heart of Saint James, offering a perfect blend of comfort, and curb appeal: This home features a stucco exterior and an inviting presence, highlighted by a circular driveway that provides both convenience and elegance. Step inside to discover a spacious layout with radiant heated floors throughout, delivering year-round

  Frank Castelli Signature Premier Properties

  276 Woodlawn Ave, Saint James, NY 11780
• 

  $655,000

  Sold Jul 11, 2025

  314 Elton Ct N Unit E314, Saint James, NY 11780

  • 2 Beds
  • 2 Baths
  • 1,246 Sq Ft
  • Built 1987

  Last Sold Summary

  • 9% Above List Price
  • $526/SF
  • 15 Days On Market

  Current Estimated Value $667,052

  Last Listing Agent Marissa Makram Daniel Gale Sothebys Intl Rlty

  314 Elton Ct N Unit E314, Saint James, NY 11780
• 

  Est $464,568

  Not Listed For Sale

  107 Bentley Ct Unit B107, Saint James, NY 11780

  • 1 Bed
  • 1.5 Baths
  • 1,000 Sq Ft
  • Built 1975

  107 Bentley Ct Unit B107, Saint James, NY 11780

  Last Sold Summary

  • 16% Above List Price
  • $399/SF
  • 63 Days On Market

  • Last Sold Price $399,000
  • Sep 20, 2023

  Last Listing Agent Katherine Athanasatos Signature Premier Properties
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  /46

  $6,750,000

  • 6 Beds
  • 10 Baths
  • 9,000 Sq Ft

  697 Short Beach Rd, Saint James, NY 11780

  Soundview Haven is nestled on 11.2 Acres of verdant lawn, lush plantings and mature trees in the picturesque Incorporated Village of Nissequogue. Perfectly positioned on the property with magical views of the Long Island Sound and 322 feet of beachfront, this exceptional estate creates its own secluded enclave-ideal for those seeking privacy and tranquility. The gated entrance opens to a long

  Marianne Koke Daniel Gale Sothebys Intl Rlty

  697 Short Beach Rd, Saint James, NY 11780
• 

  $1,350,000

  Sold Jan 21, 2026

  1 Summit Trail, Saint James, NY 11780

  • 4 Beds
  • 4.5 Baths
  • 3,900 Sq Ft
  • Built 1988

  Last Sold Summary

  • 4% Below List Price
  • $346/SF
  • 74 Days On Market

  Current Estimated Value $1,374,068

  Last Listing Agent Marianne Koke Daniel Gale Sothebys Intl Rlty

  1 Summit Trail, Saint James, NY 11780
• 

  Est $462,854

  Not Listed For Sale

  603 Bentley Ct Unit B603, Saint James, NY 11780

  • 1 Bed
  • 1 Bath
  • Built 1970

  603 Bentley Ct Unit B603, Saint James, NY 11780

  Last Sold Summary

  • 8% Above List Price
  • 28 Days On Market

  • Last Sold Price $427,000
  • Mar 21, 2024

  Last Listing Agent JoAnn Cilla JoAnn Cilla Real Estate
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  /33

  $585,000

  $40K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,716 Sq Ft

  506 Drew Dr, Saint James, NY 11780

  Welcome to easy living in this beautiful 3-bedroom, 2.5-bath condo located in Fairfield at St. James sought-after community. This bright and spacious home features an updated kitchen, a mix of wood and carpeted flooring, and newer rear sliding door that fills the home with natural light. The home offers central A/C, many closets including walk-in closets, recessed lighting, and ceiling fans,

  Gina Amen American Real Estate Assoc Inc

  506 Drew Dr, Saint James, NY 11780
• 

  $730,000

  Sold Oct 20, 2025

  122 5th St, Saint James, NY 11780

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft
  • Built 1946

  Last Sold Summary

  • 3% Below List Price
  • $365/SF
  • 69 Days On Market

  Current Estimated Value $701,946

  Last Listing Agent Eric Neitzel DeBarbieri Assoc Inc

  122 5th St, Saint James, NY 11780
• 

  Est $1,483,616

  Not Listed For Sale

  9 Pondview, Saint James, NY 11780

  • 5 Beds
  • 5.5 Baths
  • 5,000 Sq Ft
  • Built 2009

  9 Pondview, Saint James, NY 11780

  Last Sold Summary

  • 6% Below List Price
  • $315/SF
  • 78 Days On Market

  • Last Sold Price $1,575,000
  • Oct 01, 2024

  Last Listing Agent Paul Musso Realty Connect USA L I Inc
• 

  

  /7

  $699,990

  $25K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,690 Sq Ft

  43 Vanderbilt Ave, Saint James, NY 11780

  This Colonial home features three bedrooms, 2 1/2 baths, eat in kitchen, formal dining room, large living room, family room with fireplace, basement, two car garage, large fenced yard - on a Dead End Street!

  Joanne DeMaio Real Broker NY LLC

  43 Vanderbilt Ave, Saint James, NY 11780
• 

  $750,000

  Sold Aug 21, 2025

  15 Astor Ave, Saint James, NY 11780

  • 3 Beds
  • 2 Baths
  • 1,250 Sq Ft
  • Built 1959

  Last Sold Summary

  • 15% Above List Price
  • $600/SF
  • 14 Days On Market

  Current Estimated Value $761,472

  Last Listing Agent Rachel Darpa HomeSmart Premier Living Rlty

  15 Astor Ave, Saint James, NY 11780
• 

  Est $1,478,333

  Not Listed For Sale

  23 Pondview, Saint James, NY 11780

  • 5 Beds
  • 5.5 Baths
  • 5,000 Sq Ft
  • Built 2007

  23 Pondview, Saint James, NY 11780

  Last Sold Summary

  • 18% Above List Price
  • $250/SF
  • 46 Days On Market

  • Last Sold Price $1,250,000
  • Aug 18, 2023

  Last Listing Agent Luci Gherardi Douglas Elliman Real Estate
• 

  

  /8

  $300,000

  Pending

  • Land
  • 10,890 Sq Ft
  • $1,200,000 per Acre

  0 6th Ave, Saint James, NY 11780

  Flat .25 acres in residential area. Please check with town about building codes. Located adjacent to 307 6th Ave.

  Michelle Keegan Douglas Elliman Real Estate

  0 6th Ave, Saint James, NY 11780
• 

  $2,650,000

  Sold May 23, 2025

  2 Fox Point Dr, Saint James, NY 11780

  • 6 Beds
  • 5.5 Baths
  • 4,268 Sq Ft
  • Built 1999

  Last Sold Summary

  • 9% Below List Price
  • $621/SF
  • 145 Days On Market

  Current Estimated Value $2,704,667

  Last Listing Agent Lisa Schwartz Compass Greater NY LLC

  2 Fox Point Dr, Saint James, NY 11780
• 

  Est $1,526,667

  Not Listed For Sale

  29 Monterrey Dr, Saint James, NY 11780

  • 5 Beds
  • 4.5 Baths
  • 4,960 Sq Ft
  • Built 2007

  29 Monterrey Dr, Saint James, NY 11780

  Last Sold Summary

  • 8% Above List Price
  • $286/SF
  • 76 Days On Market

  • Last Sold Price $1,420,000
  • Jan 31, 2025

  Last Listing Agent Kiki Liu Signature Premier Properties
• 

  

  /24

  $675,000

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,100 Sq Ft

  287 6th Ave, Saint James, NY 11780

  Welcome to 287 Sixth Avenue — a beautifully maintained ranch in the heart of St. James, offering the perfect blend of comfort, convenience, and untapped potential! This 3-bedroom, 1.5-bath home sits on a generous quarter-acre lot and features classic hardwood floors throughout as well as a 200-amp electrical system and central air. The layout offers effortless single-level living, making it an

  Anthony Prettitore Compass Greater NY LLC

  287 6th Ave, Saint James, NY 11780
• 

  $835,000

  Sold Oct 22, 2025

  24 Oak St, Saint James, NY 11780

  • 4 Beds
  • 3 Baths
  • 1,900 Sq Ft
  • Built 1963

  Last Sold Summary

  • 7% Above List Price
  • $439/SF
  • 13 Days On Market

  Current Estimated Value $797,831

  Last Listing Agent Kristin Lettieri Signature Premier Properties

  24 Oak St, Saint James, NY 11780
• 

  Est $1,598,667

  Not Listed For Sale

  17 Monterrey Dr, Saint James, NY 11780

  • 5 Beds
  • 6.5 Baths
  • 4,659 Sq Ft
  • Built 2007

  17 Monterrey Dr, Saint James, NY 11780

  Last Sold Summary

  • 7% Above List Price
  • $322/SF
  • 13 Days On Market

  • Last Sold Price $1,500,000
  • Jul 26, 2023

  Last Listing Agent Louise Tudisco Signature Premier Properties
• 

  

  /7

  $445,000

  $45K PRICE DROP Pending

  • Land
  • 2.64 Acres
  • $168,561 per Acre

  Lot 1.6 Brackenwoods Path, Head of the Harbor, NY 11780

  Wooded 2.64 Acre Lot on a Cul De Sac in Prestigious Head Of Harbor-Buy The Land Or Builders Can Be Provided-Stones Throw From The Water, Wineries, Horse Properties Private Location Custom Build Your Dream Home! Surveys Are Available

  Joseph Bartone Coldwell Banker American Homes

  Lot 1.6 Brackenwoods Path, Head of the Harbor, NY 11780
• 

  $759,000

  Sold Mar 19, 2026

  16 E Hill Dr, Smithtown, NY 11787

  • 3 Beds
  • 2 Baths
  • 1,093 Sq Ft
  • Built 1959

  Last Sold Summary

  • 1% Above List Price
  • $694/SF
  • 37 Days On Market

  Current Estimated Value $741,262

  Last Listing Agent Elizabeth Kee Core Long Island LLC

  16 E Hill Dr, Smithtown, NY 11787
• 

  Est $752,730

  Not Listed For Sale

  2 Lancelot Ct, Saint James, NY 11780

  • 4 Beds
  • 2.5 Baths
  • Built 1964

  2 Lancelot Ct, Saint James, NY 11780

  Last Sold Summary

  • 16% Above List Price
  • 11 Days On Market

  • Last Sold Price $650,000
  • Oct 12, 2023

  Last Listing Agent Margaret Remhild Douglas Elliman Real Estate
• 

  

  /8

  $429,999

  Pending

  • 2 Beds
  • 1 Bath
  • 882 Sq Ft

  198 Woodlawn Ave, Saint James, NY 11780

  NO TIME TO SLEEP AND NO TIME TO YAWN....YOU NEED TO SEE THIS OPPORTUNITY RIGHT HERE ON WOODLAWN...NOT TOO MANY OF THESE COME ALONG....2 BEDROOM 1 BATH RANCH WITH A WALK UP ATTIC....OPEN FLOOR PLAN...NICE SIZED PARTIALLY FINISHED BASEMENT WITH SEPARATE OUTSIDE ENTRANCE....DETACHED OVERSIZED GARAGE...FENCED IN YARD...UNBELIEVABLE 73X170 PROPERTY....ABOUT 1/3 OF AN ACRE....LOW TAXES OF APPROXIMATELY

  Laura Dupkin Memisha Realty Advisors Inc

  198 Woodlawn Ave, Saint James, NY 11780
• 

  $685,000

  Sold Mar 25, 2026

  14 Hill Rd, Saint James, NY 11780

  • 4 Beds
  • 2.5 Baths
  • 1,828 Sq Ft
  • Built 1992

  Last Sold Summary

  • 14% Below List Price
  • $375/SF
  • 122 Days On Market

  Current Estimated Value $729,522

  Last Listing Agent Jennifer Hilaire BERKSHIRE HATHAWAY

  14 Hill Rd, Saint James, NY 11780
• 

  Est $830,456

  Not Listed For Sale

  4 Storybook Ln, Saint James, NY 11780

  • 4 Beds
  • 3 Baths
  • 2,149 Sq Ft
  • Built 1963

  4 Storybook Ln, Saint James, NY 11780

  Last Sold Summary

  • 4% Above List Price
  • $372/SF
  • 48 Days On Market

  • Last Sold Price $800,000
  • Jan 05, 2025

  Last Listing Agent Nicole Kurt 365 Realty Group Inc
• 

  

  /24

  $749,000

  Pending

  • 4 Beds
  • 2 Baths
  • 1,800 Sq Ft

  50 7th St, Saint James, NY 11780

  Renovated Open floor plan Ranch 4 Bedrooms, 2 Full baths. Brand new kitchen, new bathrooms, New flooring, granite countertops, new Led hi hats, New Roof, Vinyl siding, Gutters, All new Windows, Brand-new stainless-steel appliances, new heating unit & A.C split unit, master bedroom with walk in closet, front entrance pavers, Lot of space for storage, Washer Dryer hook up, 2 side entrances, large

  Ruben Yosopov Unique Home Sales of L I Inc

  50 7th St, Saint James, NY 11780
• 

  $725,000

  Sold Sep 10, 2025

  342 Northern Blvd, Saint James, NY 11780

  • 3 Beds
  • 2 Baths
  • 1,748 Sq Ft
  • Built 1953

  Last Sold Summary

  • 9% Below List Price
  • $415/SF
  • 42 Days On Market

  Current Estimated Value $715,785

  Last Listing Agent Beth Agliato Daniel Gale Sothebys Intl Rlty

  342 Northern Blvd, Saint James, NY 11780
• 

  Est $803,471

  Not Listed For Sale

  57 Hillside Ave, Saint James, NY 11780

  • 4 Beds
  • 1.5 Baths
  • 1,457 Sq Ft
  • Built 1961

  57 Hillside Ave, Saint James, NY 11780

  Last Sold Summary

  • 15% Above List Price
  • $480/SF
  • 21 Days On Market

  • Last Sold Price $700,000
  • Jun 01, 2023

  Last Listing Agent Jill McDowell Signature Premier Properties
• 

  

  /18

  $899,000

  Open Sun 12PM - 1:30PM

  • 4 Beds
  • 3 Baths
  • 2,583 Sq Ft

  118 Harbor Rd, Saint James, NY 11780

  Incredible opportunity to be in Head of the Harbor in a sprawling farm ranch! Large principle rooms flow seamlessly in this sun-filled, private home. Picturesque, serene views can be seen out every window. The kitchen shares a double-sided fireplace with the living room, and the sunken den has its own additional fireplace. Two master en-suites, one on the main and on the second floor, give

  Robin Rosenberg Signature Premier Properties

  118 Harbor Rd, Saint James, NY 11780
• 

  $1,500,000

  Sold Nov 21, 2025

  19 Patricks Way, Saint James, NY 11780

  • 5 Beds
  • 3.5 Baths
  • 3,200 Sq Ft
  • Built 2009

  Last Sold Summary

  • $469/SF
  • 23 Days On Market

  Current Estimated Value $1,505,000

  Last Listing Agent gordon lewis RE/MAX Integrity Leaders

  19 Patricks Way, Saint James, NY 11780
• 

  Est $803,989

  Not Listed For Sale

  6 Cinderella Ln, Saint James, NY 11780

  • 3 Beds
  • 1.5 Baths
  • 1,700 Sq Ft
  • Built 1962

  6 Cinderella Ln, Saint James, NY 11780

  Last Sold Summary

  • 2% Above List Price
  • $464/SF
  • 15 Days On Market

  • Last Sold Price $788,000
  • Feb 10, 2025

  Last Listing Agent Rowena Nedvin Signature Premier Properties
• 

  

  /48

  $869,000

  • 4 Beds
  • 2.5 Baths
  • 2,313 Sq Ft

  211 2nd St, Saint James, NY 11780

  Beautifully maintained Colonial set on a tree-lined street in Saint James, just moments from the village. This 4-bedroom, 2.5-bath home offers a warm, inviting feel the second you walk in. Recent updates include the upper structure was rebuilt with permits and completed by 2004, a brand-new roof, updated bathrooms, and a heating system replaced in 2020. The HVAC system is under 15 years old,

  Vincent Chiaramonte Signature Premier Properties

  211 2nd St, Saint James, NY 11780

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