Saint James, NY Homes

• 

  Est $879,204

  Not Listed For Sale

  112 Fifty Acre Rd S, Smithtown, NY 11787

  • 5 Beds
  • 2.5 Baths
  • Built 1967

  112 Fifty Acre Rd S, Smithtown, NY 11787

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Lyssa Gugliotta Howard Hanna Coach
• 

  

  

  /33

  $819,000

  $30K PRICE DROP Pending

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

  11 Grove Ave, Saint James, NY 11780

  This unique property offers not one, but two separate dwellings on a beautifully half acre landscaped lot. The main residence is a well-maintained side-by-side split featuring 3 bedrooms, 2 full baths, hardwood floors, a cozy fireplace, and generous living space ideal for everyday comfort and entertaining.The second dwelling is a delightful 1–2 bedroom cottage complete with basement and

  Dawn Fischetti Douglas Elliman Real Estate

  11 Grove Ave, Saint James, NY 11780
• 

  $850,000

  Sold Aug 06, 2026

  260 Washington Ave, Saint James, NY 11780

  • 3 Beds
  • 2 Baths
  • 3,032 Sq Ft
  • Built 1980

  Last Sold Summary

  • $280/SF
  • 50 Days On Market

  Current Estimated Value $852,126

  Last Listing Agent Constance Antonetti Triple Crown Real Estate Assoc

  260 Washington Ave, Saint James, NY 11780
• 

  Est $776,132

  Not Listed For Sale

  25 Baylor Dr, Smithtown, NY 11787

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft
  • Built 1958

  25 Baylor Dr, Smithtown, NY 11787

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Jennifer Villasante Signature Premier Properties
• 

  

  

  /50

  $2,049,000

  • 4 Beds
  • 4 Baths
  • 3,737 Sq Ft

  67 Sunny Rd, Saint James, NY 11780

  Exceptional Custom Estate in the Heart of St. James Proper, Situated on 1 Acre of Meticulously Maintained & Landscaped Property with a Resort Style Bucolic Yard. A Covered Front Porch leads into a Double Height Entry Foyer. Offering Four Bedrooms, Four Full Baths, a Family Room with Wood Burning Fireplace, Hardwood Floors, Built-ins & Custom Millwork Throughout. Private Den, First Floor Full

  Eric Neitzel DeBarbieri Assoc Inc

  67 Sunny Rd, Saint James, NY 11780
• 

  $4,999,990

  Sold Oct 24, 2025

  1 Swan Place, Saint James, NY 11780

  • 14 Beds
  • 14.5 Baths
  • 22,000 Sq Ft
  • Built 1917

  Last Sold Summary

  • 64% Below List Price
  • $227/SF
  • 215 Days On Market

  Current Estimated Value $3,841,772

  Last Listing Agent Kyle Roskot The Agency Northshore NY

  1 Swan Place, Saint James, NY 11780
• 

  Est $710,039

  Not Listed For Sale

  42 Howell Dr, Smithtown, NY 11787

  • 3 Beds
  • 1 Bath
  • 1,023 Sq Ft
  • Built 1958

  42 Howell Dr, Smithtown, NY 11787

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent Veronica Mannarino Douglas Elliman Real Estate
• 

  /2

  $1,199,999

  • Land
  • 2.4 Acres
  • $500,000 per Acre

  0 Timothy Ln, Saint James, NY 11780

  BUILD YOUR DREAM HOME!!!!!! A rare find....flat piece of land in the Incorporated village of Head of The Harbor. This property is surrounded by 4000-7000 sq foot homes. There is electric, water and gas at the property. Ideal location close to Stony Brook Hospital, and major roads.

  Janice Fanelli Signature Premier Properties

  0 Timothy Ln, Saint James, NY 11780
• 

  $735,000

  Sold Jan 15, 2026

  5 Fiore Ct, Saint James, NY 11780

  • 4 Beds
  • 2 Baths
  • 1,864 Sq Ft
  • Built 1961

  Last Sold Summary

  • 1% Above List Price
  • $394/SF
  • 17 Days On Market

  Current Estimated Value $719,974

  Last Listing Agent Eric Neitzel DeBarbieri Assoc Inc

  5 Fiore Ct, Saint James, NY 11780
• 

  Est $785,645

  Not Listed For Sale

  23 Dartmouth Dr, Smithtown, NY 11787

  • 3 Beds
  • 1.5 Baths
  • 1,118 Sq Ft
  • Built 1958

  23 Dartmouth Dr, Smithtown, NY 11787

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Thomas Diana Douglas Elliman Real Estate
• 

  

  /4

  $12,000,000

  Coming Soon

  • Land
  • 16.8 Acres
  • $714,286 per Acre

  546 Long Beach Rd, Saint James, NY 11780

  Rare and unparalleled opportunity to build your ultimate compound. Boasting 16.8 acres with 2000 feet of direct waterfront along the Long Island Sound in the exclusive, incorporated Village of Nissequogue. This sprawling legacy estate offers a rare combination of absolute privacy and endless coastal possibilities. Enjoy unparalleled, direct beach access via a staircase, allowing you to step off

  Jennifer Azaz BERKSHIRE HATHAWAY

  546 Long Beach Rd, Saint James, NY 11780
• 

  $700,000

  Sold Aug 26, 2025

  8 Baylor Dr, Smithtown, NY 11787

  • 3 Beds
  • 1.5 Baths
  • 1,320 Sq Ft
  • Built 1958

  Last Sold Summary

  • 11% Above List Price
  • $530/SF
  • 20 Days On Market

  Current Estimated Value $730,769

  Last Listing Agent Rowena Nedvin Signature Premier Properties

  8 Baylor Dr, Smithtown, NY 11787
• 

  Est $804,221

  Not Listed For Sale

  7 Dartmouth Dr, Smithtown, NY 11787

  • 3 Beds
  • 1.5 Baths
  • 1,070 Sq Ft
  • Built 1960

  7 Dartmouth Dr, Smithtown, NY 11787

  Last Sold Summary

  • 21 Days On Market

  Last Listing Agent Leana Visalli Daniel Gale Sothebys Intl Rlty
• 

  

  /35

  $399,000

  • 1 Bed
  • 1.5 Baths
  • 1,003 Sq Ft

  1006 Cabot Path, Saint James, NY 11780

  Well Maintained And Spacious Condo Unit At Desirable Fairfield 55+ Community. Features Include Eat-In-Kitchen With Washer/Dryer And Dishwasher, Dining Room, Living Room With Sliders Leading To Patio, Primary Bedroom, Full Bathroom, Half Bathroom, Garage, Freshly Painted, Brand New Laminate Flooring, Lots Of Organized Closet Space. Great Amenities Include Basketball Courts, Indoor/Outdoor Pool,

  Theresa Ferrante Howard Hanna Coach

  1006 Cabot Path, Saint James, NY 11780
• 

  $1,225,000

  Sold Aug 26, 2025

  428 River Rd, Saint James, NY 11780

  • 4 Beds
  • 2.5 Baths
  • 3,300 Sq Ft
  • Built 1924

  Last Sold Summary

  • 18% Below List Price
  • $371/SF
  • 287 Days On Market

  Current Estimated Value $1,092,385

  Last Listing Agent Bonnie Glenn Daniel Gale Sothebys Intl Rlty

  428 River Rd, Saint James, NY 11780
• 

  Est $732,259

  Not Listed For Sale

  15 E Hill Dr, Smithtown, NY 11787

  • 2 Beds
  • 1.5 Baths
  • 1,118 Sq Ft
  • Built 1959

  15 E Hill Dr, Smithtown, NY 11787

  Last Sold Summary

  • 23 Days On Market

  Last Listing Agent Eric Neitzel DeBarbieri Assoc Inc
• 

  

  /24

  $749,990

  Open Sun 1AM - 3PM $20K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,628 Sq Ft

  28 Dartmouth Dr, Smithtown, NY 11787

  Disclaimer: Agent Owned PropertyNote: Some listing photos have been virtually staged28 Dartmouth Drive sits in College Estates, one of Smithtown's most established neighborhoods. Quiet streets, strong neighbors, and one of Long Island's top-rated school districts right outside your door.The home has been thoughtfully maintained and strategically updated where it counts. The

  Justin Vitale Yazdeli Keystone Realty USA Corp

  28 Dartmouth Dr, Smithtown, NY 11787
• 

  $999,600

  Sold Feb 06, 2026

  270 Sachem Hill Place, Saint James, NY 11780

  • 5 Beds
  • 5 Baths
  • 2,800 Sq Ft
  • Built 1968

  Last Sold Summary

  • $357/SF
  • 18 Days On Market

  Current Estimated Value $1,011,011

  Last Listing Agent Natalie Hough Daniel Gale Sothebys Intl Rlty

  270 Sachem Hill Place, Saint James, NY 11780
• 

  Est $699,806

  Not Listed For Sale

  20 Hofstra Dr, Smithtown, NY 11787

  • 3 Beds
  • 1.5 Baths
  • 1,500 Sq Ft
  • Built 1960

  20 Hofstra Dr, Smithtown, NY 11787

  Last Sold Summary

  • 16 Days On Market

  Last Listing Agent Michelle Keegan Douglas Elliman Real Estate
• 

  

  /8

  $699,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,464 Sq Ft

  33A Hillside Ave, Saint James, NY 11780

  This charming 3 bedroom, 2 full bath ranch has been lovingly maintained and offers comfortable living with a warm, inviting feel throughout. Hardwood floors extend throughout the home while the den with a wood burning fireplace creates the perfect space to relax or gather with guests. Additional highlights include central air conditioning, oil heat, and a full basement offering generous space for

  Michael O Dwyer Daniel Gale Sothebys Intl Rlty

  33A Hillside Ave, Saint James, NY 11780
• 

  $895,000

  Sold Jan 22, 2026

  190 Northern Blvd, Saint James, NY 11780

  • 4 Beds
  • 2 Baths
  • 3,205 Sq Ft
  • Built 1962

  Last Sold Summary

  • 12% Above List Price
  • $279/SF
  • 14 Days On Market

  Current Estimated Value $888,092

  Last Listing Agent Marianne Koke Daniel Gale Sothebys Intl Rlty

  190 Northern Blvd, Saint James, NY 11780
• 

  Est $723,800

  Not Listed For Sale

  24 Howell Dr, Smithtown, NY 11787

  • 3 Beds
  • 1.5 Baths
  • Built 1958

  24 Howell Dr, Smithtown, NY 11787

  Last Sold Summary

  • 11 Days On Market

  Last Listing Agent Daniel Donato Howard Hanna Coach
• 

  

  /45

  $869,000

  • 4 Beds
  • 2.5 Baths
  • 2,380 Sq Ft

  6 Navy Dr, Smithtown, NY 11787

  Welcome to this exceptional 4-bedroom, 2.5-bath Splanch located in the prestigious East Hill Estates section of Smithtown. Offering approximately 2,380 square feet of beautifully designed living space, this residence seamlessly blends timeless elegance with everyday comfort. A gracious floor plan features sun-filled living areas, a warm and inviting fireplace, spacious formal and casual gathering

  Tom Amalfitano Exit Realty Island Elite

  6 Navy Dr, Smithtown, NY 11787
• 

  $1,150,000

  Sold Oct 06, 2025

  537 Moriches Rd, Saint James, NY 11780

  • 5 Beds
  • 2.5 Baths
  • 2,541 Sq Ft
  • Built 1927

  Last Sold Summary

  • 8% Below List Price
  • $453/SF
  • 29 Days On Market

  Current Estimated Value $1,171,790

  Last Listing Agent Bonnie Glenn Daniel Gale Sothebys Intl Rlty

  537 Moriches Rd, Saint James, NY 11780
• 

  Est $686,085

  Not Listed For Sale

  20 Rutgers St, Smithtown, NY 11787

  • 3 Beds
  • 1.5 Baths
  • 1,080 Sq Ft
  • Built 1960

  20 Rutgers St, Smithtown, NY 11787

  Last Sold Summary

  • 88 Days On Market

  Last Listing Agent Louise Moran Century 21 Amiable Rlty Grp II
• 

  

  /27

  $699,000

  Pending

  • 3 Beds
  • 3 Baths
  • 1,374 Sq Ft

  229 4th St, Saint James, NY 11780

  Home Located in St. James with Smithtown Schools and close to town. This Ranch has 3 Bedrooms, 3 Full Baths, potential M/D set-up with OSE for extended Family. Home Features 2-Car Detached Garage, Flat .25acre of property with Fenced Yard for Kids or Pets to enjoy. Gas Heat, Large EIK with Gas Cooking, Hardwood Floors, Brand New Roof less than 1 Year, Fireplace in Living Room, Den with wall of

  Michael Scarito RE/MAX Integrity Leaders

  229 4th St, Saint James, NY 11780
• 

  $1,325,000

  Sold Jun 25, 2026

  277 River Rd, Saint James, NY 11780

  • 4 Beds
  • 2.5 Baths
  • 3,015 Sq Ft
  • Built 1972

  Last Sold Summary

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

  Current Estimated Value $1,220,229

  Last Listing Agent Christine Stevens Howard Hanna Coach

  277 River Rd, Saint James, NY 11780
• 

  Est $923,967

  Not Listed For Sale

  30 Colgate Dr, Smithtown, NY 11787

  • 5 Beds
  • 2.5 Baths
  • 2,700 Sq Ft
  • Built 1968

  30 Colgate Dr, Smithtown, NY 11787

  Last Sold Summary

  • 38 Days On Market

  Last Listing Agent Dilsah Gulbahce OverSouth LLC
• 

  

  /36

  $1,050,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 3,068 Sq Ft

  9 Three Sisters Rd, Saint James, NY 11780

  Welcome to this beautifully maintained 3,068 sq. ft. Colonial set on a private .91-acre property in the prestigious Village of Head of the Harbor within the Smithtown School District. This spacious home offers 4 bedrooms, 2.5 baths, a finished basement, and a 2-car garage.The inviting floor plan features a formal living room, formal dining room, family room, and bonus room perfect for a home

  Kelly Choulis Auffret Signature Premier Properties

  9 Three Sisters Rd, Saint James, NY 11780
• 

  $2,200,000

  Sold Apr 20, 2026

  120 Cambon Ave, Saint James, NY 11780

  • 4 Beds
  • 3.5 Baths
  • 3,500 Sq Ft
  • Built 2020

  Last Sold Summary

  • $629/SF
  • 5 Days On Market

  Current Estimated Value $2,132,735

  Last Listing Agent Maria Siringo Compass Greater NY LLC

  120 Cambon Ave, Saint James, NY 11780
• 

  Est $831,858

  Not Listed For Sale

  36 Colgate Dr, Smithtown, NY 11787

  • 5 Beds
  • 3 Baths
  • Built 1964

  36 Colgate Dr, Smithtown, NY 11787

  Last Sold Summary

  • 23 Days On Market

  Last Listing Agent Rowena Nedvin Signature Premier Properties
• 

  

  /46

  $749,999

  Open Sun 12PM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,790 Sq Ft

  214 1st St, Saint James, NY 11780

  Nestled on an expansive 12,195 sq. ft. fully fenced property in the heart of St. James and located within the highly acclaimed Smithtown School District, this beautifully maintained farmhouse style Cape Cod is the perfect place to call home.Offering 3 spacious bedrooms and 2 full bathrooms, this inviting residence blends timeless charm with thoughtful updates throughout. Beautifully

  Balvinder Kaur Property Professionals Realty

  214 1st St, Saint James, NY 11780
• 

  $750,000

  Sold Nov 12, 2025

  392 N Country Rd, Smithtown, NY 11787

  • 3 Beds
  • 3 Baths
  • 1,400 Sq Ft
  • Built 1910

  Last Sold Summary

  • 5% Below List Price
  • $536/SF
  • 28 Days On Market

  Current Estimated Value $747,048

  Last Listing Agent Fabian Sookoo Howard Hanna Coach

  392 N Country Rd, Smithtown, NY 11787
• 

  Est $999,869

  Not Listed For Sale

  53 E Hill Dr, Smithtown, NY 11787

  • 5 Beds
  • 3.5 Baths
  • Built 2007

  53 E Hill Dr, Smithtown, NY 11787

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent Mahesh Sharma Realty Connect USA L I Inc
• 

  /2

  $1,599,999

  Pending

  • 4 Beds
  • 2.5 Baths
  • 3,485 Sq Ft

  54 Branglebrink Rd, Saint James, NY 11780

  Calling all cash buyers. Discover a property with tremendous potential. Close to all and ideal for investors, first time homebuyers or anyone looking for a low risk opportunity.

  Nancy Davila Campo Four Seasons Realty Team

  54 Branglebrink Rd, Saint James, NY 11780
• 

  $1,250,000

  Sold Feb 10, 2026

  120 5th St, Saint James, NY 11780

  • 4 Beds
  • 3 Baths
  • 3,250 Sq Ft
  • Built 2025

  Last Sold Summary

  • 7% Below List Price
  • $385/SF
  • 174 Days On Market

  Last Listing Agent Eric Neitzel DeBarbieri Assoc Inc

  120 5th St, Saint James, NY 11780
• 

  Est $765,923

  Not Listed For Sale

  48 Carnegie Dr, Smithtown, NY 11787

  • 4 Beds
  • 2 Baths
  • Built 1968

  48 Carnegie Dr, Smithtown, NY 11787

  Last Sold Summary

  • 21 Days On Market

  Last Listing Agent Rowena Nedvin Signature Premier Properties
• 

  

  /27

  $799,990

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

  4 Fable Rd, Saint James, NY 11780

  Lovely home with a beautiful front porch set in a cul de sac. Spacious rooms hardwood floors, and 9 ft ceilings throughout. The updated custom eat in kitchen has an open plan feels with beautiful cabinets quartz counters tops and Stainless appliances. There is a spacious eating area with patio doors leading to the deck.The large family room has a wood burning fireplace and is open to the kitchen.

  Rowena Nedvin Signature Premier Properties

  4 Fable Rd, Saint James, NY 11780
• 

  $1,975,000

  Sold May 29, 2026

  60 Harbor Rd, Saint James, NY 11780

  • 6 Beds
  • 7.5 Baths
  • 5,800 Sq Ft
  • Built 2005

  Last Sold Summary

  • 7% Above List Price
  • $341/SF
  • 11 Days On Market

  Current Estimated Value $1,873,241

  Last Listing Agent Maria Orlandi Compass Greater NY LLC

  60 Harbor Rd, Saint James, NY 11780
• 

  Est $785,511

  Not Listed For Sale

  8 Navy Dr, Smithtown, NY 11787

  • 3 Beds
  • 1.5 Baths
  • 2,100 Sq Ft
  • Built 1969

  8 Navy Dr, Smithtown, NY 11787

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Gina DeMaio BERKSHIRE HATHAWAY

Showing Results 241 - 280, Page 7 of 18