Saint James, NY Homes

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  $3,250,000

  • 6 Beds
  • 5.5 Baths
  • 5,651 Sq Ft

  9 Wilderness Rd, Nissequogue, NY 11780

  Welcome to refined coastal living in the heart of Nissequogue! This exceptional brand-new construction home is a masterclass in modern elegance, where clean architectural lines meet warm, natural textures and elevated design at every turn. Set on 2 acres of property, this home is tucked away on a private, tree-lined street and offers exclusive beach access, delivering a rare combination of

  Nicole Schwartz RE/MAX Team

  9 Wilderness Rd, Nissequogue, NY 11780
• 

  $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 $1,057,237

  Last Listing Agent Robin Rosenberg Signature Premier Properties

  31 Elderwood Dr, Saint James, NY 11780
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  Est $416,759 Not Listed For Sale

  708 Bentley Ct, Saint James, NY 11780

  • 1 Bed
  • 1 Bath
  • Built 1978

  708 Bentley Ct, Saint James, NY 11780

  Last Sold Summary

  • 1% Below List Price
  • 23 Days On Market

  Last Sold Price $423,000

  Last Listing Agent gordon lewis RE/MAX
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  /23

  $1,100,000

  • Land
  • 1.22 Acres
  • $901,639 per Acre

  0 Middle Country Rd, Saint James, NY 11780

  Attention builders, developers, and investors! This is your opportunity to secure a prime commercial parcel in the high-demand Smithtown/Hauppauge corridor. Strategically located along bustling Middle Country Road, this property offers excellent visibility, heavy traffic flow, and strong surrounding demographics — ideal for retail, professional office, medical, or mixed-use development (buyer to

  Paul Musso Realty Connect USA L I Inc

  0 Middle Country Rd, Saint James, NY 11780
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  $630,000 Sold Jul 25, 2025

  206 Flair Ct E Unit F206, Saint James, NY 11780

  • 3 Beds
  • 2.5 Baths
  • 1,649 Sq Ft
  • Built 1976

  Last Sold Summary

  • 11% Above List Price
  • $382/SF
  • 18 Days On Market

  Current Estimated Value $593,565

  Last Listing Agent Danielle Curti Realty Connect USA L I Inc

  206 Flair Ct E Unit F206, Saint James, NY 11780
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  Est $487,439 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

  • 8% Above List Price
  • 20 Days On Market

  Last Sold Price $450,000

  Last Listing Agent Bryan Karp Coldwell Banker American Homes
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  /33

  $625,000

  • 3 Beds
  • 2.5 Baths
  • 1,716 Sq Ft

  506 Drew Dr, Saint James, NY 11780

  Welcome to easy living in this beautiful 3-bedroom, 2.5-bath condo located in Fairfield at St. James sought-after senior community. This bright and spacious home features an updated kitchen, a mix of wood and carpeted flooring, and newer rear sliding door that fills the home with natural light.The home offers central A/C, many closets including walk-in closets, recessed lighting, and ceiling

  Gina Amen American Real Estate Assoc Inc

  506 Drew Dr, Saint James, NY 11780
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  $655,000 Sold Jul 11, 2025

  314 Elton Ct N Unit E314, Saint James, NY 11780

  • 2 Beds
  • 2 Baths
  • 1,246 Sq Ft
  • Built 1987

  Last Sold Summary

  • 9% Above List Price
  • $526/SF
  • 15 Days On Market

  Current Estimated Value $673,024

  Last Listing Agent Marissa Makram Daniel Gale Sothebys Intl Rlty

  314 Elton Ct N Unit E314, Saint James, NY 11780
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  Est $481,749 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

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

  Last Sold Price $439,000

  Last Listing Agent Katherine Athanasatos Signature Premier Properties
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  /22

  $625,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,323 Sq Ft

  16 Blackman St, Smithtown, NY 11787

  Welcome to 16 Blackman Street, a charming 1960 cape home that has been lovingly maintained by three generations of the same family since its construction in 1958. This 4-bedroom, 2-bathroom single-family residence sits on a generous 0.26-acre lot in Smithtown school district, offering 1,323 square feet of comfortable living space.The home has undergone significant recent renovations, with the

  Kate Works Compass Greater NY LLC

  16 Blackman St, Smithtown, NY 11787
• 

  $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 $1,398,028

  Last Listing Agent Marianne Koke Daniel Gale Sothebys Intl Rlty

  1 Summit Trail, Saint James, NY 11780
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  Est $456,870 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

  • 15% Above List Price
  • $399/SF
  • 63 Days On Market

  Last Sold Price $399,000

  Last Listing Agent Katherine Athanasatos Signature Premier Properties
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  $998,000 Pending

  • 5 Beds
  • 4 Baths
  • 3,681 Sq Ft

  6 Cedarfield Terrace, Saint James, NY 11780

  Nestled beside the Head of the Harbor at the pinnacle of Saint James, this is a rare chance to own within one of the area’s most exclusive enclaves comprised of just 42 distinguished residences where privacy, prestige, and opportunity converge. Set on a full builder’s acre, this expansive 3,681 sq. ft. estate offers exceptional flexibility for professionals, executives, or anyone seeking to craft

  Briguitte Berrospi HomeSmart Premier Living Rlty

  6 Cedarfield Terrace, Saint James, NY 11780
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  $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 $749,302

  Last Listing Agent Eric Neitzel DeBarbieri Assoc Inc

  122 5th St, Saint James, NY 11780
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  Est $454,434 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

  • 6% Above List Price
  • 28 Days On Market

  Last Sold Price $427,000

  Last Listing Agent JoAnn Cilla JoAnn Cilla Real Estate
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  $575,000 Pending

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

  102 Gotham Way, Saint James, NY 11780

  Welcome to 102 Gotham Way in a desirable 55+ community. This beautifully maintained home offers easy, low-maintenance living with a bright, open layout designed for comfort and everyday enjoyment. The main level features a spacious primary en suite, providing convenience and privacy, along with generous living and dining areas perfect for entertaining or relaxing. Large windows fill the home with

  Christine Daddio Howard Hanna Coach

  102 Gotham Way, Saint James, NY 11780
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  $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 $774,668

  Last Listing Agent Rachel Darpa HomeSmart Premier Living Rlty

  15 Astor Ave, Saint James, NY 11780
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  Est $1,516,813 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

  • 4% Below List Price
  • $315/SF
  • 78 Days On Market

  Last Sold Price $1,575,000

  Last Listing Agent Paul Musso Realty Connect USA L I Inc
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  /17

  $969,000

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

  1 Spring Hollow Rd, Saint James, NY 11780

  Welcome to 1 Spring Hollow Road, tucked at the end of a cul de sac in the Village of Nissequogue. Set on approximately 2.5 acres of natural, scenic surroundings, this classic Colonial offers the space, privacy, and timeless North Shore setting that make this community so exceptional. With 5 plus bedrooms and 3 full baths, the home features hardwood floors, generously proportioned rooms, three

  Julia Krispeal Douglas Elliman Real Estate

  1 Spring Hollow Rd, Saint James, NY 11780
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  $2,650,000 Sold May 23, 2025

  2 Fox Point Dr, Saint James, NY 11780

  • 6 Beds
  • 5.5 Baths
  • 4,268 Sq Ft
  • Built 1999

  Last Sold Summary

  • 9% Below List Price
  • $621/SF
  • 145 Days On Market

  Current Estimated Value $2,770,000

  Last Listing Agent Lisa Schwartz Compass Greater NY LLC

  2 Fox Point Dr, Saint James, NY 11780
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  Est $1,466,333 Not Listed For Sale

  23 Pondview, Saint James, NY 11780

  • 5 Beds
  • 5.5 Baths
  • 5,000 Sq Ft
  • Built 2007

  23 Pondview, Saint James, NY 11780

  Last Sold Summary

  • 17% Above List Price
  • $250/SF
  • 46 Days On Market

  Last Sold Price $1,250,000

  Last Listing Agent Luci Gherardi Douglas Elliman Real Estate
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  /13

  $599,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,500 Sq Ft

  43 Millbrook Dr, Stony Brook, NY 11790

  Full of possibility and charm, this Stony Brook ranch features 4 bedrooms, 2 baths, and a newly lined pool perfect for warm-weather entertaining. Inside, the home has been freshly painted and offers a great layout ready for your personal touch. A rare opportunity to update and add value in a sought-after neighborhood.

  Garrett Pike Corcoran

  43 Millbrook Dr, Stony Brook, NY 11790
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  $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 $815,324

  Last Listing Agent Kristin Lettieri Signature Premier Properties

  24 Oak St, Saint James, NY 11780
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  Est $1,569,000 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

  • 10% Above List Price
  • $286/SF
  • 76 Days On Market

  Last Sold Price $1,420,000

  Last Listing Agent Kiki Liu Signature Premier Properties
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  $445,000 Pending

  • Land
  • 2.64 Acres
  • $168,561 per Acre

  Lot 1.6 Brackenwoods Path, Head of the Harbor, NY 11780

  Wooded 2.64 Acre Lot on a Cul De Sac in Prestigious Head Of Harbor-Buy The Land Or Builders Can Be Provided-Stones Throw From The Water, Wineries, Horse Properties Private Location Custom Build Your Dream Home! Surveys Are Available

  Joseph Bartone Coldwell Banker American Homes

  Lot 1.6 Brackenwoods Path, Head of the Harbor, NY 11780
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  $685,000 Sold Mar 25, 2026

  14 Hill Rd, Saint James, NY 11780

  • 4 Beds
  • 2.5 Baths
  • 1,828 Sq Ft
  • Built 1992

  Last Sold Summary

  • 14% Below List Price
  • $375/SF
  • 122 Days On Market

  Current Estimated Value $740,854

  Last Listing Agent Jennifer Hilaire BERKSHIRE HATHAWAY

  14 Hill Rd, Saint James, NY 11780
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  Est $1,544,333 Not Listed For Sale

  17 Monterrey Dr, Saint James, NY 11780

  • 5 Beds
  • 6.5 Baths
  • 4,659 Sq Ft
  • Built 2007

  17 Monterrey Dr, Saint James, NY 11780

  Last Sold Summary

  • 3% Above List Price
  • $322/SF
  • 13 Days On Market

  Last Sold Price $1,500,000

  Last Listing Agent Louise Tudisco Signature Premier Properties
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  $749,000 Open Sun 1PM - 2:30PM

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

  50 7th St, Saint James, NY 11780

  Renovated Open floor plan Ranch 4 Bedrooms, 2 Full baths. Brand new kitchen, new bathrooms, New flooring, granite countertops, new Led hi hats, New Roof, Vinyl siding, Gutters, All new Windows, Brand-new stainless-steel appliances, new heating unit & A.C split unit, master bedroom with walk in closet, front entrance pavers, Lot of space for storage, Washer Dryer hook up, 2 side entrances, large

  Ruben Yosopov Unique Home Sales of L I Inc

  50 7th St, Saint James, NY 11780
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  $725,000 Sold Sep 10, 2025

  342 Northern Blvd, Saint James, NY 11780

  • 3 Beds
  • 2 Baths
  • 1,748 Sq Ft
  • Built 1953

  Last Sold Summary

  • 9% Below List Price
  • $415/SF
  • 42 Days On Market

  Current Estimated Value $741,057

  Last Listing Agent Beth Agliato Daniel Gale Sothebys Intl Rlty

  342 Northern Blvd, Saint James, NY 11780
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  Est $746,663 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

  • 15% Above List Price
  • 11 Days On Market

  Last Sold Price $650,000

  Last Listing Agent Margaret Remhild Douglas Elliman Real Estate
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  /27

  $749,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,093 Sq Ft

  16 E Hill Dr, Smithtown, NY 11787

  Welcome to 16 East Hill Drive, a beautifully maintained turn-key ranch, set on a prime corner lot in one of Smithtown’s most sought-after neighborhoods. This light-filled home offers effortless single-level living and an expansive fenced in backyard with an in-ground pool, designed for year-round enjoyment. Step inside to a warm and inviting open concept living room anchored by a decorative

  Elizabeth Kee Core Long Island LLC

  16 E Hill Dr, Smithtown, NY 11787
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  $500,000 Sold May 01, 2025

  465 Moriches Rd, Saint James, NY 11780

  • 2 Beds
  • 2 Baths
  • 1,042 Sq Ft
  • Built 1929

  Last Sold Summary

  • 5% Below List Price
  • $480/SF
  • 80 Days On Market

  Current Estimated Value $554,917

  Last Listing Agent John Depasquale Evolution Realty of L I

  465 Moriches Rd, Saint James, NY 11780
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  Est $783,471 Not Listed For Sale

  19 Pumpkin Rd, Saint James, NY 11780

  • 3 Beds
  • 1.5 Baths
  • 1,386 Sq Ft
  • Built 1963

  19 Pumpkin Rd, Saint James, NY 11780

  Last Sold Summary

  • 18% Above List Price
  • $480/SF
  • 37 Days On Market

  Last Sold Price $665,000

  Last Listing Agent Jamie Damante Keller Williams Points North
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  /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
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  $1,500,000 Sold Nov 21, 2025

  19 Patricks Way, Saint James, NY 11780

  • 5 Beds
  • 3.5 Baths
  • 3,200 Sq Ft
  • Built 2009

  Last Sold Summary

  • $469/SF
  • 23 Days On Market

  Current Estimated Value $1,512,000

  Last Listing Agent gordon lewis RE/MAX Integrity Leaders

  19 Patricks Way, Saint James, NY 11780
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  Est $835,162 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

  • 4% Above List Price
  • $372/SF
  • 48 Days On Market

  Last Sold Price $800,000

  Last Listing Agent Nicole Kurt 365 Realty Group Inc
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  /31

  $449,000 Pending

  • 1 Bed
  • 1.5 Baths
  • 900 Sq Ft

  101 Flair Ct E Unit F101, Saint James, NY 11780

  Beautifully Updated 1 Bedroom, 1.5 Bath Ranch Located In The Highly Sought-After 55+ Active Community at Fairfield Saint James. This Move In Ready Home Features A New White Kitchen W/Quartz Countertops, New Appliances, Full Size Washer Dryer, Modern Baths, Central Air Conditioning And New Vinyl Flooring Throughout. Additional Features Include Oversized Closets, Recessed Lighting, Generous Sized

  Lori Zamore Signature Premier Properties

  101 Flair Ct E Unit F101, Saint James, NY 11780
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  $1,250,000 Sold Aug 27, 2025

  199-1 Moriches Rd, Saint James, NY 11780

  • 4 Beds
  • 3.5 Baths
  • 3,161 Sq Ft
  • Built 1999

  Last Sold Summary

  • 9% Above List Price
  • $395/SF
  • 9 Days On Market

  Last Listing Agent Jake Biro Signature Premier Properties

  199-1 Moriches Rd, Saint James, NY 11780
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  Est $808,960 Not Listed For Sale

  57 Hillside Ave, Saint James, NY 11780

  • 4 Beds
  • 1.5 Baths
  • 1,457 Sq Ft
  • Built 1961

  57 Hillside Ave, Saint James, NY 11780

  Last Sold Summary

  • 16% Above List Price
  • $480/SF
  • 21 Days On Market

  Last Sold Price $700,000

  Last Listing Agent Jill McDowell Signature Premier Properties
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  /25

  $475,000

  • 1 Bed
  • 1.5 Baths
  • 900 Sq Ft

  401 Cabot Ct E Unit C401, Saint James, NY 11780

  Fairfield at St. James - 55+ Community. Diamond Condition 1 Bedroom, l.5 Bath. Completely redone unit featuring a beautifully updated kitchen, new bathrooms, Lifeproof Vinyl Flooring throughout. Energy efficient upgrades to include new baseboards, thermostats, lighting, electrical panel, outlets, bathroom heaters/fans and hot water heater. New appliances (dishwasher never used). Ample closets and

  Patricia Gisbert Howard Hanna Coach

  401 Cabot Ct E Unit C401, Saint James, NY 11780

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