Saint James, NY Homes

• 

  $550,000

  Sold Apr 30, 2026

  102 Gotham Way, Saint James, NY 11780

  • 3 Beds
  • 2.5 Baths
  • 1,600 Sq Ft
  • Built 1978

  Last Sold Summary

  • 11% Below List Price
  • $344/SF
  • 206 Days On Market

  Last Listing Agent Christine Daddio Howard Hanna Coach

  102 Gotham Way, Saint James, NY 11780
• 

  Est $497,955

  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

  • 20 Days On Market

  Last Listing Agent Bryan Karp Coldwell Banker American Homes
• 

  

  

  /18

  $625,000

  Pending

  • 3 Beds
  • 1 Bath
  • 1,183 Sq Ft

  7 Applewood Rd, Saint James, NY 11780

  Welcome to 7 Applewood Road located in the Smithtown School District. This lovely Ranch style home features a spacious eat-in-kitchen with newer appliances and a bay window, living room with a sunny bow window, family room with a wood burning fireplace which leads you into a beautiful four season sun room, a sizable primary bedroom with his/her closets, 2nd bedroom with double closet, 3rd bedroom

  Donna Wissman Douglas Elliman Real Estate

  7 Applewood Rd, Saint James, NY 11780
• 

  $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 $751,647

  Last Listing Agent Zehava Friedman Coldwell Banker American Homes

  52 Hofstra Dr, Smithtown, NY 11787
• 

  Est $475,361

  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

  • 34 Days On Market

  Last Listing Agent Katherine Athanasatos Signature Premier Properties
• 

  

  /46

  $999,000

  Pending

  • 4 Beds
  • 3.5 Baths
  • 2,365 Sq Ft

  1 Regal Ct, Saint James, NY 11780

  Welcome Home to this meticulous Colonial featuring hardwood floors throughout and exceptional updates inside and out. Set on a beautifully landscaped, fully fenced property, this home offers the perfect blend of comfort, space, and entertaining amenities. Highlights include vinyl siding just 3 years young, oil tank 5 years young, separate hot water heater, CAC with heat pump, alarm system, IGS,

  Lisa Corwin Howard Hanna Coach

  1 Regal Ct, Saint James, NY 11780
• 

  $920,000

  Sold Jun 09, 2026

  1 Spring Hollow Rd, Saint James, NY 11780

  • 5 Beds
  • 3 Baths
  • 3,600 Sq Ft
  • Built 1972

  Last Sold Summary

  • 5% Below List Price
  • $256/SF
  • 56 Days On Market

  Current Estimated Value $975,301

  Last Listing Agent Julia Krispeal Douglas Elliman Real Estate

  1 Spring Hollow Rd, Saint James, NY 11780
• 

  Est $475,642

  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

  • 63 Days On Market

  Last Listing Agent Katherine Athanasatos Signature Premier Properties
• 

  

  /35

  $499,000

  • 2 Beds
  • 2 Baths
  • 1,067 Sq Ft

  302 Bentley Ct W Unit B302, Saint James, NY 11780

  Welcome to Fairfield at St. James, a desirable 55+ gated community! This spacious first-floor corner condo offers 2 bedrooms and 2 full baths with no one above. Enter into a foyer with large coat closet from your covered front porch. Enjoy an eat-in kitchen with stone countertops, dishwasher and electric oven with Microwave hood. A formal dining room comfortably fits a large table to seat 6+ and

  Katelyn Montrony EXP Realty

  302 Bentley Ct W Unit B302, Saint James, NY 11780
• 

  $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

  Current Estimated Value $650,463

  Last Listing Agent Kristin Toomey Howard Hanna Coach

  135 Woodlawn Ave, Saint James, NY 11780
• 

  Est $487,380

  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

  • 28 Days On Market

  Last Listing Agent JoAnn Cilla JoAnn Cilla Real Estate
• 

  

  /27

  $789,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 1,900 Sq Ft

  61 Hofstra Dr, Smithtown, NY 11787

  Welcome to this beautifully expanded Colonial nestled in the highly sought after College Section of Smithtown. This spacious 4 bedroom, 2.5 bath home offers the perfect blend of classic charm and modern updates.Step inside to discover gleaming hardwood floors, generously sized living spaces, and updated bathrooms designed with todays buyer in mind. The 372 square foot primary suite addition

  Lyssa Gugliotta Howard Hanna Coach

  61 Hofstra Dr, Smithtown, NY 11787
• 

  $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 $1,060,278

  Last Listing Agent Robin Rosenberg Signature Premier Properties

  31 Elderwood Dr, Saint James, NY 11780
• 

  Est $1,454,358

  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

  • 78 Days On Market

  Last Listing Agent Paul Musso BH&G R E Realty Connect
• 

  

  /24

  $678,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 1,928 Sq Ft

  322 2nd Ave, Saint James, NY 11780

  Classic Colonial home offering spacious, and comfortable living . The expansive living room and beautiful wood floors throughout the home create a warm and inviting atmosphere. The eat-in kitchen flows seamlessly into the den, featuring a cozy wood-burning fireplace—perfect for everyday living and entertaining.The primary bedroom boasts an updated marble en-suite bath, while the additional

  Marianne Koke Daniel Gale Sothebys Intl Rlty

  322 2nd 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 $655,200

  Last Listing Agent Garrett Pike Corcoran

  43 Millbrook Dr, Stony Brook, NY 11790
• 

  Est $1,473,667

  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

  • 76 Days On Market

  Last Listing Agent Kiki Liu Signature Premier Properties
• 

  

  /50

  $999,999

  $100K PRICE DROP Pending

  • 5 Beds
  • 1.5 Baths
  • 2,037 Sq Ft

  522 Moriches Rd, Saint James, NY 11780

  Welcome to this spectacular 5-bedroom, 1.5-bath Colonial nestled on an incredible 1.5-acre property in one of the area's most exclusive locations—north of North Country Road (25A), just steps from the General Store and the charm of Head of the Harbor, and only minutes to Long Beach and Short Beach. This exceptional home combines timeless appeal with extensive modern updates, offering the perfect

  Dari Rudge Gateway to The Hamptons R E

  522 Moriches 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 $1,344,000

  Last Listing Agent Marianne Koke Daniel Gale Sothebys Intl Rlty

  1 Summit Trail, Saint James, NY 11780
• 

  Est $1,465,529

  Not Listed For Sale

  52 Monterrey Dr, Saint James, NY 11780

  • 3 Beds
  • 2.5 Baths
  • 3,440 Sq Ft
  • Built 2010

  52 Monterrey Dr, Saint James, NY 11780

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Louise Tudisco Signature Premier Properties
• 

  

  /41

  $1,395,000

  Open Sun 1PM - 3PM

  • 4 Beds
  • 3 Baths
  • 3,051 Sq Ft

  588 E Long Beach Rd, Saint James, NY 11780

  A Coastal Setting That Makes Every Day Feel Like an Escape. Set on 1.74 beautifully private acres in a private beach community, this distinctive 4-bedroom, 3-bath home captures the relaxed rhythm of coastal living, surrounded by water views and beautiful natural surroundings, with easy access to town beaches and the marina. The property extends to Stony Brook Harbor, creating a peaceful natural

  Bonnie Glenn Daniel Gale Sothebys Intl Rlty

  588 E Long Beach Rd, 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 $744,861

  Last Listing Agent Eric Neitzel DeBarbieri Assoc Inc

  122 5th St, Saint James, NY 11780
• 

  Est $820,128

  Not Listed For Sale

  5 Cinderella Ln, Saint James, NY 11780

  • 4 Beds
  • 1.5 Baths
  • 1,700 Sq Ft
  • Built 1961

  5 Cinderella Ln, Saint James, NY 11780

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent Rowena Nedvin Signature Premier Properties
• 

  

  /4

  $629,000

  Pending

  • Land
  • 2.1 Acres
  • $299,524 per Acre

  5 Hawks Nest, Saint James, NY 11780

  Premier 2.10 Acre Partial Cleared Lot Set In The Picturesque Village of Nissequogue. This Parcel Is Ideal To Design and Build Your Dream Home. Nissequogue Has Access To Pristine Beaches, Hiking Trails,Renowned Golf Club and Fine Restaurants. 5 Hawks Nest Is Located On A Desirable Private Road Adjacent To Nature Preserve In a Very Private Setting. A Great Alternative to The Hamptons.

  Denise Voelker Daniel Gale Sothebys Intl Rlty

  5 Hawks Nest, Saint James, NY 11780
• 

  $960,000

  Sold Jul 30, 2026

  48 Farm Rd, Saint James, NY 11780

  • 4 Beds
  • 3 Baths
  • 3,475 Sq Ft
  • Built 1967

  Last Sold Summary

  • 1% Above List Price
  • $276/SF
  • 43 Days On Market

  Current Estimated Value $1,123,264

  Last Listing Agent Gina Amen American Real Estate Assoc Inc

  48 Farm Rd, Saint James, NY 11780
• 

  Est $773,860

  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

  • 11 Days On Market

  Last Listing Agent Margaret Remhild Douglas Elliman Real Estate
• 

  

  /32

  $990,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,220 Sq Ft

  4 Patricks Way, Saint James, NY 11780

  Welcome home to this Post Modern Colonial, where an impressive two-story entry foyer creates a grand first impression. Beautiful hardwood floors, finished in a modern gray tone, extend throughout the entry foyer, staircase, formal living room, and formal dining room, creating a warm and cohesive flow. Designed for today's lifestyle, the home features a desirable open-concept kitchen and family

  Jessica Stanco Howard Hanna Coach

  4 Patricks Way, 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 $763,431

  Last Listing Agent Rachel Darpa HomeSmart Premier Living Rlty

  15 Astor Ave, Saint James, NY 11780
• 

  Est $880,038

  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

  • 48 Days On Market

  Last Listing Agent Nicole Kurt 365 Realty Group Inc
• 

  

  /34

  $2,499,000

  $200K PRICE DROP

  • 6 Beds
  • 4 Baths
  • 6,050 Sq Ft

  301 Old Mill Rd, Saint James, NY 11780

  Welcome to 301 Old Mill Road, a masterfully crafted custom-built new construction nestled on a private lot backing directly to protected preserve land, offering exceptional privacy in the heart of Saint James. Designed with extraordinary attention to detail, this exceptional 6-bedroom, 4-bath residence blends timeless architecture with refined modern luxury, showcasing soaring ceilings, elegant

  Gregory Masaitis Keller Williams Realty Elite

  301 Old Mill Rd, Saint James, NY 11780
• 

  $435,000

  Sold Jun 10, 2026

  198 Woodlawn Ave, Saint James, NY 11780

  • 2 Beds
  • 1 Bath
  • 882 Sq Ft
  • Built 1945

  Last Sold Summary

  • 1% Above List Price
  • $493/SF
  • 12 Days On Market

  Current Estimated Value $446,645

  Last Listing Agent Laura Dupkin Memisha Realty Advisors Inc

  198 Woodlawn Ave, Saint James, NY 11780
• 

  Est $922,814

  Not Listed For Sale

  55 Hillside Ave, Saint James, NY 11780

  • 5 Beds
  • 2.5 Baths
  • 2,814 Sq Ft
  • Built 1961

  55 Hillside Ave, Saint James, NY 11780

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Kathryn Martin Signature Premier Properties
• 

  

  /47

  $1,649,000

  $140K PRICE DROP Pending

  • 6 Beds
  • 4.5 Baths
  • 5,500 Sq Ft

  2 Spring Hill Rd, Saint James, NY 11780

  Exceptional custom-built brick colonial set on shy 3 private acres,Located in the private Village of Nissequogue offering timeless elegance and quality craftsmanship throughout. This expansive residence features 6 spacious bedrooms and 4.5 baths, including a luxurious primary suite with a stunning marble bath. Cathedral ceilings and rich oak flooring flows throughout the home, complemented by two

  Karin Hendricks Real Broker NY LLC

  2 Spring Hill Rd, Saint James, NY 11780
• 

  $745,000

  Sold Jun 10, 2026

  50 7th St, Saint James, NY 11780

  • 4 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • Built 1950

  Last Sold Summary

  • 1% Below List Price
  • $414/SF
  • 27 Days On Market

  Current Estimated Value $738,243

  Last Listing Agent Ruben Yosopov Unique Home Sales of L I Inc

  50 7th St, Saint James, NY 11780
• 

  Est $857,560

  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

  • 15 Days On Market

  Last Listing Agent Rowena Nedvin Signature Premier Properties
• 

  

  /27

  $1,150,000

  $50K PRICE DROP

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

  451 River Rd, Saint James, NY 11780

  Nestled on 2.5 private acres in the picturesque Village of Nissequogue, this beautifully remodeled Colonial offers a rare opportunity to enjoy peaceful country-style living with seasonal water views of the Nissequogue River in one of Long Island’s most sought-after communities.This well-maintained home features numerous updates, including a newer roof, siding, driveway, eat-in kitchen, and

  Marianne Koke Daniel Gale Sothebys Intl Rlty

  451 River Rd, 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 $812,226

  Last Listing Agent Kristin Lettieri Signature Premier Properties

  24 Oak St, Saint James, NY 11780
• 

  Est $1,073,339

  Not Listed For Sale

  6 Storyland Rd, Saint James, NY 11780

  • 4 Beds
  • 3.5 Baths
  • Built 1959

  6 Storyland Rd, Saint James, NY 11780

  Last Sold Summary

  • 15 Days On Market

  Last Listing Agent Denise Gianatasio Signature Premier Properties
• 

  

  /22

  $839,000

  $26K PRICE DROP Pending

  • 3 Beds
  • 2 Baths
  • 1,951 Sq Ft

  28 King Arthurs Ct, Saint James, NY 11780

  Elegant and inviting expanded ranch featuring numerous recent updates and spacious living throughout. Expanded in 2009, the home offers generously sized bedrooms and a layout designed for both comfortable living and entertainingUpon entering, you are welcomed by a spacious formal dining room highlighted by a large picture window that fills the space with natural light. Just beyond, the

  Marianne Koke Daniel Gale Sothebys Intl Rlty

  28 King Arthurs Ct, Saint James, 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 $754,311

  Last Listing Agent Elizabeth Kee Core Long Island LLC

  16 E Hill Dr, Smithtown, NY 11787

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