Saint James, NY Homes

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  $999,999 Pending

  • 5 Beds
  • 5 Baths
  • 2,800 Sq Ft

  270 Sachem Hill Place, Saint James, NY 11780

  Lovingly penned “The Treehouse” on Sachem Hill, this spectacular architect-designed, custom post-and-beam home was built with the goal of becoming one with nature. A striking architectural retreat where clean lines, dramatic transparency, and uninterrupted forest views create a one of a kind living environment, it is ideal for buyers seeking a modern, gallery-like space that prioritizes design,

  Natalie Hough Daniel Gale Sothebys Intl Rlty

  270 Sachem Hill Place, Saint James, NY 11780
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  /2

  $2,655 per month

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

  202 Jefferson Ave Unit 1B, Saint James, NY 11780

  Ask About Our Amazing Specials*: Lovely courtyards. Ledgestone architecture. Shaker-style kit/bath cabinets. Quartz countertop/backsplash/plank tile floor/gray carpet. Gray paint. Frameless shower doors. subway tile bath/quartz vanity/marble basketweave floor tile. Hi-hats. Ceil fans. Whirlpool gold SS appl. WD. Terrace. Near Park. Near LIRR.Rte.347/25A,Smithaven Mall. Prices/policies may change

  Michelle Holmes Fairfield Properties

  202 Jefferson Ave Unit 1B, Saint James, NY 11780
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  $415,000 Sold Jan 20, 2026

  705 Cabot Ct W, Saint James, NY 11780

  • 1 Bed
  • 1.5 Baths
  • 963 Sq Ft
  • Built 1978

  Last Sold Summary

  • 3% Below List Price
  • $431/SF
  • 22 Days On Market

  Last Listing Agent Deborah Lettieri Signature Premier Properties

  705 Cabot Ct W, Saint James, NY 11780
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  Est $1,103,129 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 2,785 Sq Ft

  504 Long Beach Rd, Saint James, NY 11780

  504 Long Beach Rd, Saint James, NY 11780
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  $1,099,000

  • 4 Beds
  • 3 Baths
  • 2,416 Sq Ft

  120 4th St, Saint James, NY 11780

  Why settle for someone else’s dream when you can build your own? Welcome to this brand-new TO BE BUILT colonial-style home designed with today’s lifestyle in mind. Set on a deep 15,840 sqft lot, this to-be-built beauty will offer over 2,400 square feet of fresh, functional living space and the kind of craftsmanship and energy efficiency only new construction can deliver. Inside, you’ll find four

  James Haydon Realty Connect USA L I Inc

  120 4th St, Saint James, NY 11780
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  /10

  $4,200 per month

  • 4 Beds
  • 2 Baths
  • 3,000 Sq Ft
  • House for Rent

  445 N Country Rd, Saint James, NY 11780

  Mint colonial,. 4 bedrooms, 2 full bathrooms, large kitchen with French doors that open to family room, formal dining room,, sunroom & front porch. Off street parking, Smithtown schools, Additional information: Appearance:Mint

  Michelle Bender Douglas Elliman Real Estate

  445 N Country Rd, Saint James, NY 11780
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  $825,000 Sold Jan 22, 2026

  106 Fifty Acre Rd S, Smithtown, NY 11787

  • 5 Beds
  • 2.5 Baths
  • 3,001 Sq Ft
  • Built 1968

  Last Sold Summary

  • 9% Above List Price
  • $275/SF
  • 10 Days On Market

  Last Listing Agent Sarah Fox Signature Premier Properties

  106 Fifty Acre Rd S, Smithtown, NY 11787
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  Est $893,640 Not Listed For Sale

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

  40 Hitherbrook Rd, Saint James, NY 11780

  40 Hitherbrook Rd, Saint James, NY 11780
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  /35

  $1,274,000 Pending

  • 4 Beds
  • 3 Baths
  • 3,250 Sq Ft

  120 5th St, Saint James, NY 11780

  Custom Quality New Construction Built by Local Hi-End Builder. Post Modern Four Bedroom, Three Bath Hampton Style Colonial. 9' Ceilings on First Floor. Two Story Entry Foyer. Wide Plank White Oak Floors throughout First & Second Floor, Formal Dining room with Coffered Ceiling. Custom Large Open Eat In Kitchen. White Shaker Cabinets, Quartz Tops, Oversized Custom Waterfall Center island W/ Accent

  Eric Neitzel DeBarbieri Assoc Inc

  120 5th St, Saint James, NY 11780
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  $7,800 per month

  • 5 Beds
  • 4.5 Baths
  • 5,300 Sq Ft
  • House for Rent

  19 Hamlet Woods Dr, Saint James, NY 11780

  Luxury Living in this Beautiful Gated Country Club Community.24 Hour Security. Over 5,000 Sq. Ft. Former Model completely furnished. 5 Bedrooms,4.5Bths plus Home Office/Library w/Separate Entrance. Primary Suite includes 2 Walk-In Closets, Spa Bth, Tray Ceilings on a separate wing. 4 additional Bedrooms - 3 Car Garage , Full Basement - Amenities include Clubhouse, Pool, Fitness Center, Tennis,

  Michele Phelps Vachier Realty Connect USA L I Inc

  19 Hamlet Woods Dr, Saint James, NY 11780
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  $850,000 Sold Dec 30, 2025

  7 Smith Ln, Saint James, NY 11780

  • Land
  • 1.9 Acres
  • $447,368 per Acre

  Last Sold Summary

  • 5% Below List Price
  • 50 Days On Market

  Last Listing Agent Lynn Sabatelle Daniel Gale Sothebys Intl Rlty

  7 Smith Ln, Saint James, NY 11780
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  Est $552,487 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,292 Sq Ft

  916 Fenway Rd, Saint James, NY 11780

  916 Fenway Rd, Saint James, NY 11780
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  $1,269,000 Pending

  • 4 Beds
  • 3 Baths

  7 Marchant Dr, Saint James, NY 11780

  Welcome to Marchant Drive North, 7 lot subdivision in the prestigious neighborhood of Saint James, NY. This NEW CONSTRUCTION subdivision on a cul-de-sac offers 7 exceptional lots, with 4/5 bedrooms, 3 full bathrooms, an eat-in kitchen with a large center island, granite/quartz countertops, SS Appliances, double wall ovens, wine fridge, gas cooktop, mudroom with pantry, family room with gas

  Derek Greene Greene Realty Group

  7 Marchant Dr, Saint James, NY 11780
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  /7

  $2,255 per month

  • 1 Bath
  • 517 Sq Ft
  • Apartment for Rent

  198 B Jefferson Ave Unit 2D, Saint James, NY 11780

  Ask About Our Amazing Specials*: Lovely courtyards. Ledgestone architecture. Shaker-style kit/bath cabinets. Quartz countertop/backsplash/plank tile floor/gray carpet. Gray paint. Frameless shower doors. subway tile bath/quartz vanity/marble basketweave floor tile. Hi-hats. Ceil fans. Whirlpool gold SS appl. WD. Terrace. Near Park. Near LIRR.Rte.347/25A,Smithaven Mall. Prices/policies may change

  Michelle Holmes Fairfield Properties

  198 B Jefferson Ave Unit 2D, Saint James, NY 11780
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  $550,000 Sold Jan 23, 2026

  233 Cedar St, Saint James, NY 11780

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Built 1950

  Last Sold Summary

  • 6% Above List Price
  • $458/SF
  • 14 Days On Market

  Last Listing Agent James Balocca Howard Hanna Coach

  233 Cedar St, Saint James, NY 11780
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  Est $910,345 Not Listed For Sale

  • 4 Beds
  • 3 Baths

  9 Driftwood Ln, Saint James, NY 11780

  9 Driftwood Ln, Saint James, NY 11780
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  /31

  $999,000 Pending

  • 4 Beds
  • 4 Baths
  • 2,856 Sq Ft

  1 Glenrich Dr, Saint James, NY 11780

  Move right into this diamond ranch located in highly desired St. James! This spacious 4 BR home is flooded with sunlight and has potential for either a home office or "in-law suite" with separate entrance (with proper permits). The updated white and bright kitchen opens up to an oversized dining room and flows seamlessly into den with cozy fireplace or living room with coffered ceilings. Step

  Robin Rosenberg Signature Premier Properties

  1 Glenrich Dr, Saint James, NY 11780
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  $155,000 per month

  • 5 Beds
  • 5.5 Baths
  • 3,058 Sq Ft
  • House for Rent

  15 Pheasant Run, Saint James, NY 11780

  Discover the finest rental that Quogue Village has to offer. A Contemporary with Zen vibes, offering 5 bedrooms, 5.5 baths an open floor plan that opens to a dining room to entertain over 10 guests. Chef's kitchen has 2 ranges, a 4-burner gas range and a Viking 6 burner gas range, sub-zero refrigerator, 2 dishwashers, and of course, a wine refrigerator. To top it off, an island with seating for 6

  Vicky Reynolds Stokes Daniel Gale Sothebys Intl Rlty

  15 Pheasant Run, Saint James, NY 11780
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  $1,325,000 Sold Jul 25, 2025

  44 Quail Path, Saint James, NY 11780

  • 5 Beds
  • 4 Baths
  • 3,823 Sq Ft
  • Built 1979

  Last Sold Summary

  • 5% Below List Price
  • $347/SF
  • 85 Days On Market

  Current Estimated Value $1,338,915

  Last Listing Agent Marianne Koke Daniel Gale Sothebys Intl Rlty

  44 Quail Path, Saint James, NY 11780
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  Est $1,271,000 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,254 Sq Ft

  36 Harbor Rd, Saint James, NY 11780

  36 Harbor Rd, Saint James, NY 11780
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  /9

  $958,888

  • 10 Beds
  • 4.5 Baths

  474 Route 25A, Saint James, NY 11780

  Builder special extended family with plenty of living space, Hord wood floor through out on the first floor. Home features 10 bedrooms, 4.5 Bathrooms, 2 car garages fireplace, Gas heat, CAC-system. This unique house sits 032 acre of the flat lot close downtown of Saint James, train station. Needs 24 Hours Noticed to show, Appointment only!

  Jin Tao Realty Connect USA L I Inc

  474 Route 25A, Saint James, NY 11780
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  /27

  $6,000 per month

  • 5 Beds
  • 3 Baths
  • 3,000 Sq Ft
  • House for Rent

  451 River Rd, Saint James, NY 11780

  Recently Remodeled Colonial Home on 2 Acres of Property Overlooking the Nissequogue River with Rocking Chair Front Porch. Many Updates Include New Roof, Siding, Driveway, & Eat In Kitchen. Recently Freshly Painted with Newly Refinished Wood Flooring. Furnished, Den w Wood Burning Fireplace, Updated Bathrooms, Full Basement, 2 Car Garage. Rear Yard is Surrounded by Mature Trees and is Tranquil and

  Marianne Koke Daniel Gale Sothebys Intl Rlty

  451 River Rd, Saint James, NY 11780
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  $439,000 Sold Jan 13, 2026

  204 Bentley Ct E Unit B204, Saint James, NY 11780

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft
  • Built 1975

  Last Sold Summary

  • 2% Below List Price
  • $585/SF
  • 64 Days On Market

  Last Listing Agent Diana Snyder Aliano Real Estate

  204 Bentley Ct E Unit B204, Saint James, NY 11780
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  Est $1,290,667 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,689 Sq Ft

  1 Friends Way, Saint James, NY 11780

  1 Friends Way, Saint James, NY 11780
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  $939,800

  • 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
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  /50

  $20,000 per month

  • 6 Beds
  • 9.5 Baths
  • 6,500 Sq Ft
  • House for Rent

  2 Sunset Dr, Saint James, NY 11780

  Welcome to 2 Sunset Lane – a stunning 6-bedroom, 10-bath estate set on 3.9 beautifully landscaped acres, complete with a private tennis court and herb garden.Main Floor - Step into a grand foyer featuring a sweeping staircase and chandelier. The main level offers a formal dining room, a spacious open kitchen with breakfast nook, large island, and top-of-the-line Wolf range with double

  carol hurnyak Long Island Homes & Horse Prop

  2 Sunset Dr, Saint James, NY 11780
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  $655,000 Sold Sep 26, 2025

  205 Flair Ct E, Saint James, NY 11780

  • 3 Beds
  • 2.5 Baths
  • 1,600 Sq Ft
  • Built 1976

  Last Sold Summary

  • 6% Above List Price
  • $409/SF
  • 21 Days On Market

  Current Estimated Value $635,348

  Last Listing Agent Rowena Nedvin Signature Premier Properties

  205 Flair Ct E, Saint James, NY 11780
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  Est $627,139 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,300 Sq Ft

  108 Alden Ct, Saint James, NY 11780

  108 Alden Ct, Saint James, NY 11780
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  /40

  $949,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,360 Sq Ft

  341 River Rd, Saint James, NY 11780

  A Modern California Redwood and Frank Lloyd Wright inspired Retreat on the North Shore!Perfectly perched on a tree lined street in the heart of the North Shore, this custom-built 4-bedroom, 2-bath expanded ranch is a true architectural gem-blending modern comfort with incredible design. Come inside to discover 13-foot cathedral ceilings and oversized windows that bring in natural light

  Anthony Perrotta Signature Premier Properties

  341 River Rd, Saint James, NY 11780
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  /17

  $4,500 per month

  • 5 Beds
  • 3 Baths
  • 2,600 Sq Ft
  • House for Rent

  496 N Country Rd, Saint James, NY 11780

  Circa Victorian Featuring Five Bedrooms & 3 Full Bathrooms, Large Updated Eat In kitchen W/ High Ceilings, First Floor Laundry & Full Bath. CAC & thru Wall Units. Oil Heat, Driveway Parking, Cottage Not Included, Walk Up Attic for storage, Use of Rear Yard, Partially Fenced. Absolutely No Pets & No Smoking, Smithtown Zoning code Section 322 States no more than Three Unrelated Persons permitted.

  Eric Neitzel DeBarbieri Assoc Inc

  496 N Country Rd, Saint James, NY 11780
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  $770,000 Sold Jun 30, 2025

  233 4th St, Saint James, NY 11780

  • 3 Beds
  • 1.5 Baths
  • 1,638 Sq Ft
  • Built 1947

  Last Sold Summary

  • 4% Above List Price
  • $470/SF
  • 15 Days On Market

  Current Estimated Value $776,738

  Last Listing Agent Lyssa Gugliotta Howard Hanna Coach

  233 4th St, Saint James, NY 11780
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  Est $702,772 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,711 Sq Ft

  708 Alden Ct, Saint James, NY 11780

  708 Alden Ct, Saint James, NY 11780
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  /32

  $1,299,000

  • 4 Beds
  • 3.5 Baths
  • 2,760 Sq Ft

  1 Tracklot Rd, Saint James, NY 11780

  Beautifully maintained and thoughtfully updated, this classic country colonial is set on a peaceful 2-acre property in the private Village of Nissequogue. Tucked away on a serene cul-de-sac, the home offers a rare sense of tranquility while remaining just minutes from Long Island Sound beaches, local marinas, Stony Brook University Hospital—and approximately 60 miles from New York City, providing

  Bonnie Glenn Daniel Gale Sothebys Intl Rlty

  1 Tracklot Rd, Saint James, NY 11780
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  /2

  $2,665 per month

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

  196-206 Jefferson Ave Unit 2B, St. James, NY 11780

  Ask About Our Amazing Specials*: Lovely courtyards. Ledgestone architecture. Shaker-style kit/bath cabinets. Quartz countertop/backsplash/plank tile floor/gray carpet. Gray paint. Frameless shower doors. subway tile bath/quartz vanity/marble basketweave floor tile. Hi-hats. Ceil fans. Whirlpool gold SS appl. WD. Terrace. Near Park. Near LIRR.Rte.347/25A,Smithaven Mall. Prices/policies may change

  Michelle Holmes Fairfield Properties

  196-206 Jefferson Ave Unit 2B, St. James, NY 11780
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  $725,000 Sold Aug 21, 2025

  52 Hofstra Dr, Smithtown, NY 11787

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1966

  Last Sold Summary

  • 7% Above List Price
  • $604/SF
  • 26 Days On Market

  Current Estimated Value $729,510

  Last Listing Agent Zehava Friedman Coldwell Banker American Homes

  52 Hofstra Dr, Smithtown, NY 11787
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  Est $675,747 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,700 Sq Ft

  608 Alden Ct E, Saint James, NY 11780

  608 Alden Ct E, Saint James, NY 11780
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  /49

  $1,200,000 Pending

  • 6 Beds
  • 4.5 Baths
  • 4,000 Sq Ft

  6 Clime Ct, Saint James, NY 11780

  This is the home you've been waiting for! Rarely available. Legal 2 Family under 1 acre. Magnificent Style Colonial on a Cul de sac with additional attached ranch. House has 6 bedrooms and 5 bathrooms. The Complete full renovation was done in 2021. Great for extended family or rental. Large living room, dining room, huge bonus room. Full finished basement, kitchens feature stainless steel

  Ruben Yosopov Unique Home Sales of L I Inc

  6 Clime Ct, Saint James, NY 11780
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  /2

  $2,655 per month

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

  196-206 Jefferson Ave Unit 1B, St. James, NY 11780

  Ask About Our Amazing Specials*: Lovely courtyards. Ledgestone architecture. Shaker-style kit/bath cabinets. Quartz countertop/backsplash/plank tile floor/gray carpet. Gray paint. Frameless shower doors. subway tile bath/quartz vanity/marble basketweave floor tile. Hi-hats. Ceil fans. Whirlpool gold SS appl. WD. Terrace. Near Park. Near LIRR.Rte.347/25A,Smithaven Mall. Prices/policies may change

  Michelle Holmes Fairfield Properties

  196-206 Jefferson Ave Unit 1B, St. James, NY 11780
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  $630,000 Sold Dec 02, 2025

  135 Woodlawn Ave, Saint James, NY 11780

  • 4 Beds
  • 2 Baths
  • 1,516 Sq Ft
  • Built 1955

  Last Sold Summary

  • 10% Below List Price
  • $416/SF
  • 76 Days On Market

  Last Listing Agent Kristin Toomey Howard Hanna Coach

  135 Woodlawn Ave, Saint James, NY 11780
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  Est $484,011 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 954 Sq Ft

  105 Alden Ct, Saint James, NY 11780

  105 Alden Ct, Saint James, NY 11780

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