Saint James, NY Homes

• 

  $600,000

  Sold Aug 04, 2026

  27 Lindner Place, Smithtown, NY 11787

  • 3 Beds
  • 1 Bath
  • 1,229 Sq Ft
  • Built 1959

  Last Sold Summary

  • $488/SF
  • 27 Days On Market

  Current Estimated Value $557,674

  Last Listing Agent Frank Monforte Corcoran SRG Residential

  27 Lindner Place, Smithtown, NY 11787
• 

  Est $764,808

  Not Listed For Sale

  8 Wexford Ct, Saint James, NY 11780

  • 3 Beds
  • 2 Baths
  • 1,511 Sq Ft
  • Built 1966

  8 Wexford Ct, Saint James, NY 11780

  Last Sold Summary

  • 64 Days On Market

  Last Listing Agent Eric Neitzel DeBarbieri Assoc Inc
• 

  

  

  /18

  $518,400

  Pending

  • 2 Beds
  • 1.5 Baths
  • 954 Sq Ft

  1305 Gotham Ct W, Saint James, NY 11780

  Lovingly maintained 2bd 1 1/2 bath unit located in the desirable Gotham section. Living room with 12ft ceilings and recessed lighting. Primary Bedroom suite, second bedroom with 1/2 bath. Completely updated , including new eat in kitchen with granite counter tops, stainless appliances ,updated baths with Primary bath walk in shower, new flooring, and custom closets. New Anderson windows and

  Derek Greene Greene Realty Group

  1305 Gotham Ct W, Saint James, NY 11780
• 

  $960,000

  Sold Aug 21, 2025

  39 Glenrich Dr, Saint James, NY 11780

  • 4 Beds
  • 2.5 Baths
  • 2,926 Sq Ft
  • Built 1969

  Last Sold Summary

  • 13% Below List Price
  • $328/SF
  • 98 Days On Market

  Current Estimated Value $1,008,971

  Last Listing Agent Devang Patel Douglas Elliman Real Estate

  39 Glenrich Dr, Saint James, NY 11780
• 

  Est $812,333

  Not Listed For Sale

  154 Northern Blvd, Saint James, NY 11780

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • Built 1961

  154 Northern Blvd, Saint James, NY 11780

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Traci Gazzo Howard Hanna Coach
• 

  

  /49

  $1,589,000

  • 5 Beds
  • 3.5 Baths
  • 4,960 Sq Ft

  35 Monterrey Dr, Saint James, NY 11780

  Spectacular 5 BR, 3.5 Bath Post-Modern Colonial in a premier 24hr gated community. This home has been extensively updated with incredible attention to detail. Features include brand-new solid oak hardwood floors throughout the entire house. The spacious kitchen is beautifully updated with a brand-new dishwasher, a high-efficiency exhaust fan, and sleek new countertops with a deep-basin sink.

  Kiki Liu Signature Premier Properties

  35 Monterrey Dr, Saint James, NY 11780
• 

  $575,000

  Sold Jul 14, 2026

  183 Lake Ave, Saint James, NY 11780

  • 2 Beds
  • 1 Bath
  • 633 Sq Ft
  • Built 1926

  Last Sold Summary

  • $908/SF
  • 28 Days On Market

  Current Estimated Value $536,838

  Last Listing Agent Edana Kiernan Vintage American Realty LLC

  183 Lake Ave, Saint James, NY 11780
• 

  Est $871,162

  Not Listed For Sale

  177 Tredwell Ave, Saint James, NY 11780

  • 4 Beds
  • 2 Baths
  • 2,600 Sq Ft
  • Built 1961

  177 Tredwell Ave, Saint James, NY 11780

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent Filomena Esposito Serhant LLC
• 

  

  /23

  $674,999

  Pending

  • 4 Beds
  • 2 Baths
  • 1,270 Sq Ft

  142 7th St, Saint James, NY 11780

  Welcome to this beautifully updated 4 bedroom, 2 bath home in the desirable Saint James community. Intentionally updated throughout, this home offers a move-in-ready feel with major improvements already completed! Recent upgrades include all-new windows and sliding glass doors, a lovely wood deck, an updated kitchen, and new French drains around the exterior of the home (2025). The partially

  Makenzie Moeller Howard Hanna Coach

  142 7th St, Saint James, NY 11780
• 

  $475,000

  Sold Mar 30, 2026

  101 Flair Ct E Unit F101, Saint James, NY 11780

  • 1 Bed
  • 1.5 Baths
  • 900 Sq Ft
  • Built 1977

  Last Sold Summary

  • 6% Above List Price
  • $528/SF
  • 14 Days On Market

  Current Estimated Value $465,576

  Last Listing Agent Lori Zamore Signature Premier Properties

  101 Flair Ct E Unit F101, Saint James, NY 11780
• 

  Est $759,557

  Not Listed For Sale

  172 Northern Blvd, Saint James, NY 11780

  • 4 Beds
  • 2 Baths
  • 1,764 Sq Ft
  • Built 1962

  172 Northern Blvd, Saint James, NY 11780

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent Joseph Maselli Real Broker NY LLC
• 

  

  /37

  $824,000

  Open Sun 12PM - 2PM $25K PRICE DROP

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

  273 Cambon Ave, Saint James, NY 11780

  Welcome to this beautifully renovated Saint James home where no expense has been spared. Every detail has been thoughtfully updated, featuring board and batten siding, Andersen windows, and gorgeous hardwood floors throughout. The designer two tone kitchen showcases vanilla and warm brown shaker wood cabinetry, elegant granite countertops, and stainless steel appliances. Both brand new bathrooms

  Oakar Reinstein Shoreline Real Estate Advisors

  273 Cambon Ave, Saint James, NY 11780
• 

  $785,000

  Sold Jan 06, 2026

  46 Plane Tree Ln, Saint James, NY 11780

  • 4 Beds
  • 1.5 Baths
  • 1,985 Sq Ft
  • Built 1972

  Last Sold Summary

  • 5% Above List Price
  • $395/SF
  • 27 Days On Market

  Current Estimated Value $761,446

  Last Listing Agent Rowena Nedvin Signature Premier Properties

  46 Plane Tree Ln, Saint James, NY 11780
• 

  Est $711,383

  Not Listed For Sale

  197 Tredwell Ave, Saint James, NY 11780

  • 3 Beds
  • 2 Baths
  • 614 Sq Ft
  • Built 1962

  197 Tredwell Ave, Saint James, NY 11780

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Aaron Bates Real Broker NY LLC
• 

  

  /22

  $739,000

  Open Sun 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,108 Sq Ft

  116 Railroad Ave, Saint James, NY 11780

  Welcome to this beautifully updated 3-bedroom, 2-bath home in the heart of St. James! Convenient distance to shops, restaurants and transportation with taxes under 9k! The stunning 2025 kitchen renovation is the centerpiece of the home. Showcasing natural quartzite countertops, full height backsplash, a 9 ft island with waterfall, professional grade appliances featuring a 6 burner gas range with

  Valerie Peterson DeBarbieri Assoc Inc

  116 Railroad Ave, Saint James, NY 11780
• 

  $1,350,000

  Sold Jun 30, 2026

  25 Pinoak Ln, Saint James, NY 11780

  • 4 Beds
  • 3 Baths
  • 2,942 Sq Ft
  • Built 1967

  Last Sold Summary

  • 4% Below List Price
  • $459/SF
  • 56 Days On Market

  Current Estimated Value $1,339,328

  Last Listing Agent Anna Star HomeSmart Premier Living Rlty

  25 Pinoak Ln, Saint James, NY 11780
• 

  Est $816,615

  Not Listed For Sale

  165 Fifty Acre Rd S, Smithtown, NY 11787

  • 3 Beds
  • 1.5 Baths
  • 1,608 Sq Ft
  • Built 1968

  165 Fifty Acre Rd S, Smithtown, NY 11787

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Thomas Santisi Douglas Elliman Real Estate
• 

  

  /38

  $775,000

  $175K PRICE DROP

  • 3 Beds
  • 3 Baths

  10 Marchant Dr, Saint James, NY 11780

  Charming 3 Bedroom, 3 Bathroom Cape With a Thoughtfully Designed Layout. The Main Level Features Two Bedrooms, A Bright Living Room, A Well-Equipped Kitchen, And A Dining Area Perfect For Entertaining. Upstairs, You'll Find A Private Primary Bedroom Suite For Added Comfort. Situated On A Beautifully Landscaped Lot, with a heated in ground pool. This Home Blends Style And Functionality.

  Peter Grosso RE/MAX Integrity Leaders

  10 Marchant Dr, Saint James, NY 11780
• 

  $1,450,000

  Sold Nov 13, 2025

  9 Holly Ln, Saint James, NY 11780

  • 4 Beds
  • 3.5 Baths
  • 2,857 Sq Ft
  • Built 1979

  Last Sold Summary

  • 12% Above List Price
  • $508/SF
  • 14 Days On Market

  Current Estimated Value $1,403,308

  Last Listing Agent Marianne Koke Daniel Gale Sothebys Intl Rlty

  9 Holly Ln, Saint James, NY 11780
• 

  Est $930,712

  Not Listed For Sale

  129 Fifty Acre Rd S, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 3,300 Sq Ft
  • Built 1967

  129 Fifty Acre Rd S, Smithtown, NY 11787

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Tracy Sobel Signature Premier Properties
• 

  

  /32

  $789,000

  Pending

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

  268 7th Ave, Saint James, NY 11780

  Move Right in to this inviting, expanded Cape Cod home showcasing numerous updates from 2010 to the present. The formal living and dining rooms offer refined elegance with recessed lighting, crown molding, and raised panel detailing. The living room features a charming wood-burning fireplace, while the dining room includes a cozy window seat—perfect for gatherings and everyday comfort. The first

  Marianne Koke Daniel Gale Sothebys Intl Rlty

  268 7th Ave, Saint James, NY 11780
• 

  $650,000

  Sold Feb 27, 2026

  406 Moriches Rd, Saint James, NY 11780

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Built 1950

  Last Sold Summary

  • 3% Below List Price
  • $406/SF
  • 48 Days On Market

  Current Estimated Value $667,923

  Last Listing Agent Renee Steinberg RE/MAX Signature Real Estate

  406 Moriches Rd, Saint James, NY 11780
• 

  Est $844,145

  Not Listed For Sale

  153 Fifty Acre Rd S, Smithtown, NY 11787

  • 3 Beds
  • 1.5 Baths
  • 2,208 Sq Ft
  • Built 1967

  153 Fifty Acre Rd S, Smithtown, NY 11787

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Ronni Tranes Coldwell Banker American Homes
• 

  

  /34

  $899,000

  Pending

  • 4 Beds
  • 3.5 Baths
  • 2,400 Sq Ft

  3 Thompson Hill Rd, Saint James, NY 11780

  Located on a pristine, tree-lined street north of 25A in highly desired St. James, this spacious 4 BR, 3.5BA colonial boasts hardwood floors throughout, 2 fireplaces, updated natural gas heat, and a full finished basement w OSE offering plenty of room for extended family. First floor offers a separate home office. The spacious 2 car garage has plenty of room for cars and additional storage.

  Robin Rosenberg Signature Premier Properties

  3 Thompson Hill Rd, Saint James, NY 11780
• 

  $475,000

  Sold May 28, 2026

  401 Cabot Ct E Unit C401, Saint James, NY 11780

  • 1 Bed
  • 1.5 Baths
  • 900 Sq Ft
  • Built 1973

  Last Sold Summary

  • 5% Below List Price
  • $528/SF
  • 147 Days On Market

  Current Estimated Value $471,181

  Last Listing Agent Patricia Gisbert Howard Hanna Coach

  401 Cabot Ct E Unit C401, Saint James, NY 11780
• 

  Est $817,233

  Not Listed For Sale

  169 Fifty Acre Rd S, Smithtown, NY 11787

  • 4 Beds
  • 2 Baths
  • 2,404 Sq Ft
  • Built 1969

  169 Fifty Acre Rd S, Smithtown, NY 11787

  Last Sold Summary

  • 52 Days On Market

  Last Listing Agent June Ellis Howard Hanna Coach
• 

  

  /21

  $635,000

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

  29 Penn Dr, Smithtown, NY 11787

  Welcome to this well-maintained 4 bedroom, 1-1/2 bath brick ranch in East Hills Estate offering approximately 1600 square feet of comfortable single-level living space. Features include central air conditioning, basement which can provide additional living and/or recreational space. Hot water heater is one year young with central air conditioning under 8 years. Ideally located in the Smithtown

  Marie Matcovsky LaBuda Howard Hanna Coach

  29 Penn Dr, Smithtown, NY 11787
• 

  $689,000

  Sold Dec 08, 2025

  232 7th St, Saint James, NY 11780

  • 6 Beds
  • 3 Baths
  • 2,344 Sq Ft
  • Built 1956

  Last Sold Summary

  • 4% Below List Price
  • $294/SF
  • 100 Days On Market

  Current Estimated Value $754,379

  Last Listing Agent Maria Farina RE/MAX Best

  232 7th St, Saint James, NY 11780
• 

  Est $1,341,809

  Not Listed For Sale

  1 Alo Ct, Saint James, NY 11780

  • 6 Beds
  • 4.5 Baths
  • 3,090 Sq Ft
  • Built 2000

  1 Alo Ct, Saint James, NY 11780

  Last Sold Summary

  • 15 Days On Market

  Last Listing Agent Maria Zaffarese Compass Greater NY LLC
• 

  

  /36

  $900,000

  Pending

  • 4 Beds
  • 3.5 Baths
  • 2,101 Sq Ft

  257 4th St, Saint James, NY 11780

  Welcome to 257 Fourth Street, a beautifully maintained and thoughtfully updated Colonial nestled in the heart of Saint James. Offering 4 bedrooms, 3.5 bathrooms, and a floor plan designed for both everyday living and entertaining, this home combines timeless charm with modern amenities in one of Long Island's most desirable North Shore communities. The interior features spacious living areas, an

  Robert Scaccia Signature Premier Properties

  257 4th St, Saint James, NY 11780
• 

  $815,000

  Sold Jun 30, 2026

  3 Baylor Dr, Smithtown, NY 11787

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 1958

  Last Sold Summary

  • 2% Above List Price
  • $627/SF
  • 17 Days On Market

  Current Estimated Value $787,031

  Last Listing Agent Robin Rosenberg Signature Premier Properties

  3 Baylor Dr, Smithtown, NY 11787
• 

  Est $855,183

  Not Listed For Sale

  4 Oshea Ln, Saint James, NY 11780

  • 4 Beds
  • 2 Baths
  • 2,200 Sq Ft
  • Built 1992

  4 Oshea Ln, Saint James, NY 11780

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Rowena Nedvin Signature Premier Properties
• 

  

  /34

  $499,000

  Pending

  • Land
  • 2.1 Acres
  • $237,619 per Acre

  326A River Rd, Saint James, NY 11780

  History and Riverfront combine to create an unparalleled ambiance on this special property Prominently situated along the Nissequogue Riverfront. Rolling Lawn leads to River Level clearing previously home to the original estate horse paddock. Along the path to deeded river access stands what has been said to be the original rum running bunker room that fueled Smithtowns famed history.

  t johnson Daniel Gale Sothebys Intl Rlty

  326A River Rd, Saint James, NY 11780
• 

  $1,200,000

  Sold Sep 15, 2025

  1 Highwoods Rd, Saint James, NY 11780

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft
  • Built 1971

  Last Sold Summary

  • 9% Above List Price
  • $480/SF
  • 30 Days On Market

  Current Estimated Value $1,198,866

  Last Listing Agent Bonnie Glenn Daniel Gale Sothebys Intl Rlty

  1 Highwoods Rd, Saint James, NY 11780
• 

  Est $954,101

  Not Listed For Sale

  155 Jackson Ave S, Saint James, NY 11780

  • 4 Beds
  • 4 Baths
  • 3,000 Sq Ft
  • Built 1963

  155 Jackson Ave S, Saint James, NY 11780

  Last Sold Summary

  • 10 Days On Market

  Last Listing Agent Chris Rebetti Keller Williams Legendary
• 

  

  /35

  $1,489,999

  • 4 Beds
  • 3.5 Baths
  • 2,905 Sq Ft

  21 Wilderness Rd, Saint James, NY 11780

  Welcome to 21 Wilderness Road, an exceptional Colonial set on two private acres in the Village of Nissequogue, where timeless design and thoughtful updates come together in a private, serene setting. Offering 4 bedrooms and 4 bathrooms, this residence delivers generous living spaces, refined finishes, and effortless everyday comfort. Hardwood floors, detailed crown molding, and an inviting floor

  Jennifer Keenan Serhant East End LLC

  21 Wilderness Rd, Saint James, NY 11780
• 

  $1,325,000

  Sold Jul 02, 2026

  11 Arrowood Dr, Saint James, NY 11780

  • 5 Beds
  • 3 Baths
  • 2,580 Sq Ft
  • Built 1988

  Last Sold Summary

  • 3% Above List Price
  • $514/SF
  • 11 Days On Market

  Current Estimated Value $1,294,980

  Last Listing Agent Robin Rosenberg Signature Premier Properties

  11 Arrowood Dr, Saint James, NY 11780
• 

  Est $853,280

  Not Listed For Sale

  158 Montclair Ave, Saint James, NY 11780

  • 4 Beds
  • 2.5 Baths
  • 2,566 Sq Ft
  • Built 1965

  158 Montclair Ave, Saint James, NY 11780

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Tracy Boucher Signature Premier Properties
• 

  

  /50

  $979,999

  Pending

  • 3 Beds
  • 1.5 Baths
  • 2,433 Sq Ft

  25 Sunny Rd, Saint James, NY 11780

  Charming Victorian situated on beautiful 1+ acre of parklike grounds. Spacious covered front porch with swing. This home contains 3 bedrooms with a Master bedroom that has his/her walk-in closets, 1.5 baths, living room, dining room, and family room with wood burning stove. Kitchen has SS appliances, granite countertops and island for additional storage. Beautifully re-finished hardwood floors on

  Jennifer Epstein Coldwell Banker American Homes

  25 Sunny Rd, Saint James, NY 11780
• 

  $725,000

  Sold Oct 08, 2025

  120 Mills Pond Rd, Saint James, NY 11780

  • 4 Beds
  • 2.5 Baths
  • Built 1968

  Last Sold Summary

  • 4% Above List Price
  • 22 Days On Market

  Current Estimated Value $736,110

  Last Listing Agent Bryan Karp Coldwell Banker American Homes

  120 Mills Pond Rd, Saint James, NY 11780

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