Saint James, NY Homes

• 

  

  

  /28

  $449,990

  Pending

  • 1 Bed
  • 1.5 Baths
  • 948 Sq Ft

  1205 Gotham Dr, Saint James, NY 11780

  First floor/ground floor unit in the charming 55+ Fairfield at St. James Community. This lovely move-in ready unit situated on a cul-de-sac for added privacy offers high ceilings with natural light and stunning views of the sunset with patio exposure facing west. One car attached garage, Hard wood floors throughout, In-unit washer and dryer for added convenience, Private patio with sliding doors,

  Annmarie Rigoroso Realty Connect USA LLC

  1205 Gotham Dr, Saint James, NY 11780
• 

  $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 $710,832

  Last Listing Agent Maria Farina RE/MAX Best

  232 7th St, Saint James, NY 11780
• 

  Est $719,140

  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

  • 15% Above List Price
  • $1,018/SF
  • 17 Days On Market

  • Last Sold Price $625,000
  • Jan 19, 2024

  Last Listing Agent Aaron Bates Real Broker NY LLC
• 

  

  

  /35

  $799,000

  Pending

  • 4 Beds
  • 2 Baths
  • 1,921 Sq Ft

  119 7th St, Saint James, NY 11780

  Beautiful 4 bedroom, 2 full bath home in desirable Saint James featuring southern exposure and an abundance of bright, airy natural light throughout. Set on a half acre of property, this home offers a spacious and versatile layout with a formal living room, formal dining room, den, large eat-in kitchen, laundry room, and bonus room perfect for a home office, extra storage, or flexible living

  JoAnn Aronson Signature Premier Properties

  119 7th St, 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 $1,203,945

  Last Listing Agent Bonnie Glenn Daniel Gale Sothebys Intl Rlty

  1 Highwoods Rd, Saint James, NY 11780
• 

  Est $800,065

  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

  • 3% Above List Price
  • $485/SF
  • 20 Days On Market

  • Last Sold Price $780,000
  • Dec 12, 2024

  Last Listing Agent Thomas Santisi Douglas Elliman Real Estate
• 

  

  /17

  $400,000

  Pending

  • Land
  • 2.11 Acres
  • $189,573 per Acre

  0 Laurel Hill Path, Nissequogue, NY 11780

  This wonderful piece of land is located within the Laurel Hill Community, a well-maintained, but natural residential neighborhood with 2-acre zoning. The parcel sits at the end of a cul-de-sac and has a wooded, sloping topography towards the water. There are WINTER WATERVIEWS of the Nissequogue River. Come build your custom dream home here! Survey available., Additional information: Minimum Plot

  Melora Lane Howard Hanna Coach

  0 Laurel Hill Path, Nissequogue, 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 $747,263

  Last Listing Agent Bryan Karp Coldwell Banker American Homes

  120 Mills Pond Rd, Saint James, NY 11780
• 

  Est $833,775

  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

  • 9% Above List Price
  • $348/SF
  • 17 Days On Market

  • Last Sold Price $767,500
  • Dec 15, 2023

  Last Listing Agent Ronni Tranes Coldwell Banker American Homes
• 

  

  /26

  $7,500,000

  • 7 Beds
  • 5.5 Baths
  • 7,600 Sq Ft

  2 Wallis Ln, Saint James, NY 11780

  Located on the historic Gold Coast of Long Island in the incorporated village of Nissequogue, 2 Wallis Lane is a rare and expansive estate offering exceptional privacy and timeless appeal. This impressive residence features 7 bedrooms, 5 full bathrooms, and 1 half bathroom, ideal for gracious living and hosting on any scale. The beautifully landscaped grounds include a resort-style pool with a

  Natalie Affenita Douglas Elliman Real Estate

  2 Wallis Ln, Saint James, NY 11780
• 

  $890,000

  Sold Jul 31, 2025

  39 Richie Ct N, Saint James, NY 11780

  • 4 Beds
  • 4 Baths
  • 2,808 Sq Ft
  • Built 1961

  Last Sold Summary

  • 2% Above List Price
  • $317/SF
  • 10 Days On Market

  Current Estimated Value $932,403

  Last Listing Agent Madiha Chishty Best American Homes Inc

  39 Richie Ct N, Saint James, NY 11780
• 

  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

  • $295/SF
  • 52 Days On Market

  • Last Sold Price $710,000
  • Jul 23, 2024

  Last Listing Agent June Ellis Howard Hanna Coach
• 

  

  /40

  $775,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,034 Sq Ft

  9 Storybook Ln, Saint James, NY 11780

  If you’ve been waiting for something special in St. James, this is a home you won’t want to miss.The primary en suite with tray ceiling creates an open, airy feel, is a true retreat, complete with sliders to your own private deck — the perfect spot for morning coffee or winding down at the end of the day. The full bath features a beautiful clawfoot tub and a separate shower, creating a

  Denise Lanzarone Keller Williams Points North

  9 Storybook Ln, Saint James, NY 11780
• 

  $790,000

  Sold Jun 13, 2025

  202 Moriches Rd, Saint James, NY 11780

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Built 1964

  Last Sold Summary

  • 1% Below List Price
  • $494/SF
  • 7 Days On Market

  Current Estimated Value $765,480

  Last Listing Agent Michael Vallone Serhant LLC

  202 Moriches Rd, Saint James, NY 11780
• 

  Est $775,478

  Not Listed For Sale

  65 Carnegie Dr, Smithtown, NY 11787

  • 5 Beds
  • 3 Baths
  • 1,606 Sq Ft
  • Built 1967

  65 Carnegie Dr, Smithtown, NY 11787

  Last Sold Summary

  • 15% Above List Price
  • $420/SF
  • 130 Days On Market

  • Last Sold Price $675,000
  • Jun 13, 2023

  Last Listing Agent Linda Wilson Exit Realty Achieve
• 

  

  /48

  $599,000

  $10K PRICE DROP Pending

  • 2 Beds
  • 2 Baths
  • 1,050 Sq Ft

  908 Drew Ln Unit D908, Saint James, NY 11780

  Rare End-Unit Ranch with Garage in the Desirable 55+ Community of Fairfield at St. James!This move-in-ready home offers comfortable and convenient living with a formal dining room and a spacious living room featuring sliders to the rear patio, where you can enjoy lush landscaped grounds, sunny southern exposure, and beautiful cherry trees!The updated kitchen features Silestone

  Adrienne Delio Howard Hanna Coach

  908 Drew Ln Unit D908, 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 $3,781,032

  Last Listing Agent Kyle Roskot The Agency Northshore NY

  1 Swan Place, Saint James, NY 11780
• 

  Est $1,366,127

  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

  • 4% Below List Price
  • $461/SF
  • 15 Days On Market

  • Last Sold Price $1,425,000
  • Aug 23, 2024

  Last Listing Agent Maria Zaffarese Compass Greater NY LLC
• 

  

  /24

  $739,990

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,550 Sq Ft

  147 Jackson Ave S, Saint James, NY 11780

  This stunningly renovated home in St. James combines modern luxury with meticulous engineering. Every detail has been thoughtfully updated to provide a "like-new" living experience with high-end finishes and future-proof infrastructure. The heart of the home features a vaulted designer kitchen anchored by a massive 6-seat island and premium Samsung appliances, including a built-in island

  James Manikas Realty Connect USA L I Inc

  147 Jackson Ave S, 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 $714,118

  Last Listing Agent Eric Neitzel DeBarbieri Assoc Inc

  5 Fiore Ct, Saint James, NY 11780
• 

  Est $836,420

  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

  • 15% Above List Price
  • $332/SF
  • 19 Days On Market

  • Last Sold Price $730,000
  • Dec 19, 2023

  Last Listing Agent Rowena Nedvin Signature Premier Properties
• 

  

  /31

  $454,000

  • 1 Bed
  • 1.5 Baths
  • 983 Sq Ft

  309 Flair Dr, Saint James, NY 11780

  New to market. Desired 1 Bedroom end unit ranch model in the beautiful 55+ community of Fairfield. This home features an updated eat-in kitchen with new stainless appliances, formal dining area, spacious living room with sliders to private patio. There are 1.5 bathes and the primary bedroom is very spacious and bright. Lots of closet space throughout the unit and a small storage shed off of the

  Daniel Donato Howard Hanna Coach

  309 Flair Dr, 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 $721,794

  Last Listing Agent Rowena Nedvin Signature Premier Properties

  8 Baylor Dr, Smithtown, NY 11787
• 

  Est $942,219

  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

  • 4% Above List Price
  • $302/SF
  • 10 Days On Market

  • Last Sold Price $907,000
  • Jul 11, 2024

  Last Listing Agent Chris Rebetti Keller Williams Legendary
• 

  

  /32

  $789,000

  • 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
• 

  $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 $1,094,975

  Last Listing Agent Bonnie Glenn Daniel Gale Sothebys Intl Rlty

  428 River Rd, Saint James, NY 11780
• 

  Est $846,574

  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

  • 14% Above List Price
  • 19 Days On Market

  • Last Sold Price $740,000
  • Apr 08, 2024

  Last Listing Agent Lyssa Gugliotta Howard Hanna Coach
• 

  

  /30

  $1,099,000

  Pending

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

  119 6th St, Saint James, NY 11780

  Move right into this spectacular 4 BR, 2.5 BA colonial in the heart of St. James! The designer kitchen is white, bright and spacious and boasts SS appliances and 9 foot ceilings, and opens up to a sunken den with gas fireplace. Wood floors flow seamlessly through most of the first floor, which overlooks the pristine country club yard with IG saltwater, heated pool, spacious paver patio and koi

  Robin Rosenberg Signature Premier Properties

  119 6th St, Saint James, NY 11780
• 

  $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 $997,826

  Last Listing Agent Natalie Hough Daniel Gale Sothebys Intl Rlty

  270 Sachem Hill Place, Saint James, NY 11780
• 

  Est $764,889

  Not Listed For Sale

  23 Marchant Dr, Saint James, NY 11780

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 1988

  23 Marchant Dr, Saint James, NY 11780

  Last Sold Summary

  • 23% Above List Price
  • $369/SF
  • 20 Days On Market

  • Last Sold Price $620,000
  • May 19, 2023

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

  

  /38

  $794,000

  $5K PRICE INCREASE

  • 4 Beds
  • 1.5 Baths
  • 1,625 Sq Ft

  28 Dartmouth Dr, Smithtown, NY 11787

  Disclaimer: Agent Owned Property Warm and inviting ranch in the heart of Smithtown within the coveted College Estates neighborhood. Lovingly cared-for home with handcrafted wood finishes throughout, newly finished basement, new primary bath, new furnace, new water heater, and new house-wide plumbing. Main floor features 4 bedrooms, 1 full / 1 half bath, a formal living room, a den, dining room,

  Justin Vitale Yazdeli Keystone Realty USA Corp

  28 Dartmouth Dr, Smithtown, NY 11787
• 

  $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 $853,458

  Last Listing Agent Marianne Koke Daniel Gale Sothebys Intl Rlty

  190 Northern Blvd, Saint James, NY 11780
• 

  Est $758,537

  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

  • 15% Above List Price
  • $500/SF
  • 22 Days On Market

  • Last Sold Price $660,000
  • Aug 04, 2023

  Last Listing Agent Jennifer Villasante Signature Premier Properties
• 

  

  /38

  $1,699,000

  Pending

  • 4 Beds
  • 6 Baths
  • 3,856 Sq Ft

  37 Bridle Path, Saint James, NY 11780

  Set gracefully on 2 private, level acres in the prestigious Village of Nissequogue, this architecturally distinctive 4-bedroom, 4 full bath, 2 half bath residence is a remarkable expression of refined luxury and timeless sophistication. Designed for the buyer with truly discerning taste, the home showcases bespoke details, dramatic architectural elements, and exquisite custom updates

  Bonnie Glenn Daniel Gale Sothebys Intl Rlty

  37 Bridle Path, Saint James, NY 11780
• 

  $1,200,000

  Sold May 23, 2025

  5 Wilderness Rd, Saint James, NY 11780

  • 4 Beds
  • 5 Baths
  • 3,224 Sq Ft
  • Built 1968

  Last Sold Summary

  • 4% Below List Price
  • $372/SF
  • 16 Days On Market

  Current Estimated Value $1,263,109

  Last Listing Agent Marianne Koke Daniel Gale Sothebys Intl Rlty

  5 Wilderness Rd, Saint James, NY 11780
• 

  Est $693,827

  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

  • 6% Above List Price
  • $640/SF
  • 7 Days On Market

  • Last Sold Price $655,000
  • Jul 08, 2024

  Last Listing Agent Veronica Mannarino Douglas Elliman Real Estate
• 

  

  /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
• 

  $1,150,000

  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 $1,175,617

  Last Listing Agent Bonnie Glenn Daniel Gale Sothebys Intl Rlty

  537 Moriches Rd, Saint James, NY 11780
• 

  Est $770,723

  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

  • 9% Above List Price
  • $631/SF
  • 22 Days On Market

  • Last Sold Price $705,000
  • Jan 07, 2025

  Last Listing Agent Thomas Diana Douglas Elliman Real Estate
• 

  

  /27

  $725,000

  Pending

  • 4 Beds
  • 2 Baths
  • 1,614 Sq Ft

  153 Jackson Ave S, Saint James, NY 11780

  This Immaculate 4Br Hi-Ranch Is Located On A Private Dead End Street In The Heart Of Saint James. It Is A Beautiful Home Featuring Numerous Upgrades Throughout. The Updated Eat In Kitchen Boasts Granite Counters, Stainless Appliances (Including A 4Yr Old Dishwasher & 4Yr Old 5 Burner Gas Stove), Tile Backsplash, Tons Of Cabinet Space, Bright Bay Window, Hardwood Flooring, & Deco Glass Door

  Dorrie Hammill - Capizzi Signature Premier Properties

  153 Jackson Ave S, Saint James, NY 11780

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