Saint James, NY Homes

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  /29

  $1,190,000

  • 5 Beds
  • 3 Baths
  • 3,186 Sq Ft

  61 Hillside Ave, Saint James, NY 11780

  Located on a picturesque, tree-lined street in the heart of St. James, this stunner checks every box! Flooded with sunlight, the spacious kitchen features custom white cabinetry, a large center island and stainless steel appliances and opens seamlessly into a large den with fireplace. The expansive living space overlooks the private, resort-like yard. The two-story entry foyer, coupled with the 9

  Robin Rosenberg Signature Premier Properties

  61 Hillside Ave, Saint James, NY 11780
• 

  $900,000

  Sold Aug 14, 2026

  88 Astor Ave, Saint James, NY 11780

  • 3 Beds
  • 1.5 Baths
  • 1,945 Sq Ft
  • Built 1907

  Last Sold Summary

  • 6% Above List Price
  • $463/SF
  • 38 Days On Market

  Current Estimated Value $871,948

  Last Listing Agent Gina Amen American Real Estate Assoc Inc

  88 Astor Ave, Saint James, NY 11780
• 

  Est $789,032

  Not Listed For Sale

  49 Carnegie Dr, Smithtown, NY 11787

  • 3 Beds
  • 1.5 Baths
  • Built 1968

  49 Carnegie Dr, Smithtown, NY 11787

  Last Sold Summary

  • 15 Days On Market

  Last Listing Agent Pamela Hanlon Signature Premier Properties
• 

  

  

  /37

  $839,000

  $36K PRICE DROP Pending

  • 5 Beds
  • 2.5 Baths

  238 Woodlawn Ave, Saint James, NY 11780

  The picture-perfect home with the white picket fence. Extensively renovated in 2022, this beautifully updated 5-bedroom, 2.5-bath residence blends charm with modern finishes throughout. Situated on a rare and expansive .67-acre property in the heart of St. James, the home features an open and inviting floor plan designed for both everyday living and entertaining. The main level offers a formal

  Lowell Ackerman Daniel Gale Sothebys Intl Rlty

  238 Woodlawn Ave, Saint James, NY 11780
• 

  $699,000

  Sold Jan 09, 2026

  287 4th Ave, Saint James, NY 11780

  • 3 Beds
  • 1 Bath
  • 1,542 Sq Ft
  • Built 1962

  Last Sold Summary

  • $453/SF
  • 58 Days On Market

  Current Estimated Value $698,423

  Last Listing Agent Kathryn Martin Signature Premier Properties

  287 4th Ave, Saint James, NY 11780
• 

  Est $782,010

  Not Listed For Sale

  45 Carnegie Dr, Smithtown, NY 11787

  • 4 Beds
  • 1.5 Baths
  • Built 1968

  45 Carnegie Dr, Smithtown, NY 11787

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Jann Oberg Signature Premier Properties
• 

  

  /9

  $999,000

  $51K PRICE DROP

  • Land
  • 3 Acres
  • $333,000 per Acre

  7 Spring Hill, Saint James, NY 11780

  An opportunity to own 3 acres of land in the community of Nissequogue. This expansive lot offers winter water views with the perfect setting to build your custom dream home with ample space for privacy, outdoor living, and endless possibilities. You are mostly surrounded by nature, parks, and a few nearby towns like St. James, Kings Park, and Stony Brook. Ideally located, the property is just a

  Ann Marie Wisnieski BERKSHIRE HATHAWAY

  7 Spring Hill, Saint James, NY 11780
• 

  $440,000

  Sold Dec 19, 2025

  419 Elton Ct E, Saint James, NY 11780

  • 2 Beds
  • 2 Baths
  • 1,292 Sq Ft
  • Built 1986

  Last Sold Summary

  • 3% Below List Price
  • $341/SF
  • 95 Days On Market

  Current Estimated Value $511,772

  Last Listing Agent Danielle Curti BH&G R E Realty Connect

  419 Elton Ct E, Saint James, NY 11780
• 

  Est $774,105

  Not Listed For Sale

  3 Carnegie Dr, Smithtown, NY 11787

  • 5 Beds
  • 3.5 Baths
  • Built 1964

  3 Carnegie Dr, Smithtown, NY 11787

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Alexia Poulos Douglas Elliman Real Estate
• 

  

  /12

  $4,999,000

  • Land
  • 8.42 Acres
  • $593,705 per Acre

  0 Boney Ln Unit KEY993093, Nissequogue, NY 11780

  8.42 Acres with LI Sound water frontage and beautiful views. Please reach out to agent for more information regarding building and possible subdivision. Land being sold as is. Updated Survey expected shortly.

  Michelle Keegan Douglas Elliman Real Estate

  0 Boney Ln Unit KEY993093, Nissequogue, NY 11780
• 

  $1,245,000

  Sold Nov 04, 2025

  22 Hillside Ave, Saint James, NY 11780

  • 4 Beds
  • 2.5 Baths
  • 3,000 Sq Ft
  • Built 1998

  Last Sold Summary

  • 4% Below List Price
  • $415/SF
  • 59 Days On Market

  Current Estimated Value $1,263,163

  Last Listing Agent Rowena Nedvin Signature Premier Properties

  22 Hillside Ave, Saint James, NY 11780
• 

  Est $798,204

  Not Listed For Sale

  18 Carnegie Dr, Smithtown, NY 11787

  • 4 Beds
  • 1.5 Baths
  • 1,774 Sq Ft
  • Built 1964

  18 Carnegie Dr, Smithtown, NY 11787

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent Lisa Corwin Howard Hanna Coach
• 

  

  /45

  $2,399,999

  $500K PRICE DROP

  • 8 Beds
  • 8 Baths
  • 6,475 Sq Ft

  9 Watercrest Ct, Saint James, NY 11780

  New Price. Fresh Presentation. One Extraordinary Opportunity.*A Private Resort Where Luxury Meets Everyday Living* Motivated seller has thoughtfully repositioned this exceptional estate with a compelling new price, creating a rare opportunity to own one of Head of the Harbor's most distinctive luxury residences. Hidden at the end of a quiet cul de sac in the prestigious Incorporated Village

  Nicholas Campasano The Agency Northshore NY

  9 Watercrest Ct, Saint James, NY 11780
• 

  $705,000

  Sold May 13, 2026

  6 Oak St, Saint James, NY 11780

  • 4 Beds
  • 2 Baths
  • Built 1923

  Last Sold Summary

  • 1% Above List Price
  • 40 Days On Market

  Current Estimated Value $729,261

  Last Listing Agent Lina Lopes Douglas Elliman Real Estate

  6 Oak St, Saint James, NY 11780
• 

  Est $904,822

  Not Listed For Sale

  20 Carnegie Dr, Smithtown, NY 11787

  • 5 Beds
  • 2.5 Baths
  • 2,380 Sq Ft
  • Built 1964

  20 Carnegie Dr, Smithtown, NY 11787

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Marilyn Rubinfeld Douglas Elliman Real Estate
• 

  

  /50

  $6,400,000

  $400K PRICE DROP

  • 5 Beds
  • 10 Baths
  • 7,094 Sq Ft

  6 Pheasant Run, Saint James, NY 11780

  Waterfront – Set along 243’ of pristine Long Island Sound frontage, this extraordinary waterfront estate offers a truly rare combination of sweeping unobstructed water views, direct access to a sandy beach, and beautifully manicured level grounds with no high bluff — creating an unparalleled coastal setting rarely found on the North Shore.Privately nestled at the end of a private

  Bonnie Glenn Daniel Gale Sothebys Intl Rlty

  6 Pheasant Run, Saint James, NY 11780
• 

  $1,015,000

  Sold Feb 18, 2026

  1 Glenrich Dr, Saint James, NY 11780

  • 4 Beds
  • 4 Baths
  • 2,856 Sq Ft
  • Built 1966

  Last Sold Summary

  • 2% Above List Price
  • $355/SF
  • 7 Days On Market

  Current Estimated Value $1,031,453

  Last Listing Agent Robin Rosenberg Signature Premier Properties

  1 Glenrich Dr, Saint James, NY 11780
• 

  Est $1,140,510

  Not Listed For Sale

  2 Harness Rd, Saint James, NY 11780

  • 4 Beds
  • 2.5 Baths
  • 3,000 Sq Ft
  • Built 1989

  2 Harness Rd, Saint James, NY 11780

  Last Sold Summary

  • 103 Days On Market

  Last Listing Agent Robert Scarito RE/MAX Integrity Leaders
• 

  

  /17

  $649,000

  • 2 Beds
  • 2 Baths
  • 948 Sq Ft

  1205 Gotham Dr, Saint James, NY 11780

  Ground Floor Unit In Beautiful 55 + Fairfield At St James Community.All New Updated Unit,Move In Ready,Cul de sac Location,Added Privacy,High Ceilings,Natural Light,One Car Attached Garage,Private Patio With Sliding Doors,Primary Suite With Large Closets. Amenities Include Clubhouse, Pool,Tennis Court,And Fitness Center. No Pets Allowed Policy.

  Batul Morbi Compass Greater NY LLC

  1205 Gotham Dr, Saint James, NY 11780
• 

  $832,500

  Sold Nov 26, 2025

  98 Fifty Acre Rd S, Smithtown, NY 11787

  • 4 Beds
  • 3 Baths
  • 2,853 Sq Ft
  • Built 1968

  Last Sold Summary

  • 2% Below List Price
  • $292/SF
  • 47 Days On Market

  Current Estimated Value $872,309

  Last Listing Agent Deniz Ozgur OverSouth LLC

  98 Fifty Acre Rd S, Smithtown, NY 11787
• 

  Est $1,035,265

  Not Listed For Sale

  5 Denise Ct, Saint James, NY 11780

  • 4 Beds
  • 3.5 Baths
  • 2,573 Sq Ft
  • Built 1968

  5 Denise Ct, Saint James, NY 11780

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent Julie Malsky RE/MAX Signature Real Estate
• 

  

  /25

  $1,699,543

  • 4 Beds
  • 2.5 Baths
  • 3,043 Sq Ft

  704 Short Beach Rd, Saint James, NY 11780

  Step into a world of elegance and tranquility at this stunning Colonial home, nestled in the picturesque Village of Nissequogue. Offering a perfect blend of classic charm and modern convenience, this property is a sanctuary where memories are made and cherished.The main house boasts three generously-sized bedrooms, providing ample space for relaxation and personal retreat. Two full bathrooms

  Leonard Saburro Elite Residential Brokerage

  704 Short Beach Rd, Saint James, NY 11780
• 

  $575,000

  Sold Nov 12, 2025

  333 Moriches Rd, Saint James, NY 11780

  • 3 Beds
  • 1 Bath
  • 1,599 Sq Ft
  • Built 1958

  Last Sold Summary

  • 8% Below List Price
  • $360/SF
  • 17 Days On Market

  Current Estimated Value $599,581

  Last Listing Agent Anna Aroniadis Anna V Aroniadis

  333 Moriches Rd, Saint James, NY 11780
• 

  Est $976,211

  Not Listed For Sale

  39 Twixt Hills Rd, Saint James, NY 11780

  • 4 Beds
  • 2 Baths
  • 2,160 Sq Ft
  • Built 1972

  39 Twixt Hills Rd, Saint James, NY 11780

  Last Sold Summary

  • 75 Days On Market

  Last Listing Agent Marianne Koke Daniel Gale Sothebys Intl Rlty
• 

  

  /30

  $749,900

  • 4 Beds
  • 2 Baths
  • 1,850 Sq Ft

  2475 Nesconset Hwy, Lake Grove, NY 11755

  WELCOME HOME! NEWER CONSTRUCTION CENTRALLY LOCATED! SHORT COMMUTE TO STONY BROOK COLLEGE/HOSPITAL AS WELL AS GROCERY/SHOPPING. BOASTING WOOD FLOORS THROUGHOUT, BRAND NEW STAINLESS STEEL APPLIANCES, CENTRAL AC/HEAT & TALL CEILINGS IN YOUR FULLY FINISHED BASEMENT! WILL NOT LAST!

  Sean Conrad HomeSmart Dynamic Realty

  2475 Nesconset Hwy, Lake Grove, NY 11755
• 

  $542,200

  Sold Jun 08, 2026

  22 Hill Rd, Saint James, NY 11780

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Built 1920

  Last Sold Summary

  • 8% Above List Price
  • $542/SF
  • 30 Days On Market

  Current Estimated Value $522,563

  Last Listing Agent Theresa Ottomano Coldwell Banker American Homes

  22 Hill Rd, Saint James, NY 11780
• 

  Est $1,056,947

  Not Listed For Sale

  10 Regal Ct, Saint James, NY 11780

  • 5 Beds
  • 3.5 Baths
  • Built 1969

  10 Regal Ct, Saint James, NY 11780

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Blake Hough H & G Realty New York
• 

  

  /50

  $2,375,000

  • 5 Beds
  • 4 Baths
  • 4,578 Sq Ft

  5 Meadow Gate W, Saint James, NY 11780

  Tucked away on two acres at the end of a quiet cul-de-sac, in the prestigious enclave of Head of the Harbor, this magnificent five-bedroom, four-bath estate offers an unparalleled blend of modern luxury and serene privacy. The entire residence has undergone a comprehensive transformation over the past six years, resulting in a home that feels brand new while retaining its sophisticated, timeless

  Lisa Minuto Compass Greater NY LLC

  5 Meadow Gate W, Saint James, NY 11780
• 

  $420,000

  Sold Aug 18, 2025

  553 N Country Rd, Saint James, NY 11780

  • Land
  • 20,908 Sq Ft
  • $875,000 per Acre

  Last Sold Summary

  • 2% Below List Price
  • 180 Days On Market

  Last Listing Agent Eric Neitzel DeBarbieri Assoc Inc

  553 N Country Rd, Saint James, NY 11780
• 

  Est $1,063,498

  Not Listed For Sale

  15 Glenrich Dr, Saint James, NY 11780

  • 5 Beds
  • 3 Baths
  • 2,926 Sq Ft
  • Built 1968

  15 Glenrich Dr, Saint James, NY 11780

  Last Sold Summary

  • 29 Days On Market

  Last Listing Agent Diane Mascellaro Exit Realty Achieve
• 

  

  /50

  $2,476,666

  $373K PRICE DROP

  • 7 Beds
  • 6.5 Baths
  • 8,300 Sq Ft

  9 Swan Place, Saint James, NY 11780

  HUGE PRICE REDUCTION OF $223,000! SELLERS ARE MOTIVATED! Make this home yours today! 9 Swan Place is a renovated estate offering over 8,300 square feet of luxurious living space in one of Long Island’s most coveted areas. Nestled in a pristine area, just across from Stony Brook Harbor, this private sanctuary embodies the best of North Shore living. The home is surrounded by the charm of

  Lisa Minuto Compass Greater NY LLC

  9 Swan Place, Saint James, NY 11780
• 

  $625,000

  Sold Aug 10, 2026

  270 7th St, Saint James, NY 11780

  • 3 Beds
  • 1.5 Baths
  • 1,258 Sq Ft
  • Built 1965

  Last Sold Summary

  • 4% Above List Price
  • $497/SF
  • 8 Days On Market

  Current Estimated Value $654,220

  Last Listing Agent Monica Rea Signature Premier Properties

  270 7th St, Saint James, NY 11780
• 

  Est $1,212,449

  Not Listed For Sale

  287 River Rd, Saint James, NY 11780

  • 3 Beds
  • 3 Baths
  • 2,750 Sq Ft
  • Built 1949

  287 River Rd, Saint James, NY 11780

  Last Sold Summary

  • 41 Days On Market

  Last Listing Agent Glenn Barnett Nest Seekers International LLC
• 

  

  /46

  $1,049,000

  $226K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,000 Sq Ft

  14 Beach Plum Ln, Saint James, NY 11780

  Experience a true vacation-at-home lifestyle in the heart of the Village of Nissequogue, where every day begins with breathtaking southern water views and ends with spectacular western sunsets from a private beach just moments from your doorstep. Nestled within an exclusive beach community with private beach access (dues required), this exceptional coastal retreat seamlessly blends timeless

  Beth Agliato Daniel Gale Sothebys Intl Rlty

  14 Beach Plum Ln, Saint James, NY 11780
• 

  $490,000

  Sold Jun 02, 2026

  909 Fenway Rd, Saint James, NY 11780

  • 2 Beds
  • 2 Baths
  • 1,230 Sq Ft
  • Built 1987

  Last Sold Summary

  • $398/SF
  • 12 Days On Market

  Current Estimated Value $492,078

  Last Listing Agent Daniel Donato Howard Hanna Coach

  909 Fenway Rd, Saint James, NY 11780
• 

  Est $907,645

  Not Listed For Sale

  4 Tween Ct, Saint James, NY 11780

  • 4 Beds
  • 2 Baths
  • Built 1969

  4 Tween Ct, Saint James, NY 11780

  Last Sold Summary

  • 48 Days On Market

  Last Listing Agent Anthony Guidice RE/MAX Signature Real Estate
• 

  $660,000

  Sold Feb 09, 2026

  4 Andam Way, Saint James, NY 11780

  • 4 Beds
  • 2 Baths
  • 1,322 Sq Ft
  • Built 1957

  Last Sold Summary

  • 6% Below List Price
  • $499/SF
  • 50 Days On Market

  Current Estimated Value $670,621

  Last Listing Agent Lucille DiLorenzo BH&G R E Realty Connect

  4 Andam Way, Saint James, NY 11780
• 

  Est $584,492

  Not Listed For Sale

  421 Elton Ct E Unit E4, Saint James, NY 11780

  • 2 Beds
  • 2 Baths
  • 1,292 Sq Ft
  • Built 1988

  421 Elton Ct E Unit E4, Saint James, NY 11780

  Last Sold Summary

  • 34 Days On Market

  Last Listing Agent Danielle Curti Realty Connect USA L I Inc
• 

  $1,630,000

  Sold Jul 20, 2026

  76 Harbor Rd, Saint James, NY 11780

  • 4 Beds
  • 2.5 Baths
  • 3,458 Sq Ft
  • Built 1999

  Last Sold Summary

  • 14% Above List Price
  • $471/SF
  • 12 Days On Market

  Current Estimated Value $1,486,950

  Last Listing Agent Bonnie Glenn Daniel Gale Sothebys Intl Rlty

  76 Harbor Rd, Saint James, NY 11780
• 

  Est $668,520

  Not Listed For Sale

  415 Elton Ct E, Saint James, NY 11780

  • 3 Beds
  • 2.5 Baths
  • 1,733 Sq Ft
  • Built 1988

  415 Elton Ct E, Saint James, NY 11780

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Danielle Curti Realty Connect USA L I Inc

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