Saint James, NY Homes

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  /49

  $2,650,000

  $349K PRICE DROP

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

  9 Wilderness Rd, Nissequogue, NY 11780

  SELLER MOTIVATED! Welcome to this exceptional new construction estate nestled on 2 private acres in the heart of Nissequogue, one of Long Island’s most prestigious Gold Coast communities. This stunning residence offers exclusive beach access and is conveniently located just 3 miles from the Saint James and Smithtown LIRR stations, providing easy access to New York City. Designed with timeless

  

  Jennifer Talley

  Hampton Estates Realty LLC

  9 Wilderness Rd, Nissequogue, NY 11780
• Explore Saint James

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  /13

  $3,500 Per Month

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Condo for Rent

  506 Alden Ct N Unit A506, Saint James, NY 11780

  Completely Updated 2-Bedroom, 2-Bath Condo located in ideal location on a cul-de-sac and close to the clubhouse and amenities! Move right into this beautifully renovated condo offering modern finishes and comfortable living throughout. The bright, open layout features two spacious bedrooms, two updated bathrooms, and stylish upgrades from top to bottom including kitchen pantry and like-new patio

  

  John Cinque

  Signature Premier Properties

  506 Alden Ct N Unit A506, Saint James, NY 11780
• 

  $539,000

  Sold Aug 06, 2026

  8 Steep Bank Rd, Nissequogue, NY 11780

  • Land
  • 1.97 Acres
  • $273,604 per Acre

  Last Sold Summary

  • 2% Below List Price
  • 388 Days On Market

  Last Listing Agent Bryan Whalen VYLLA Home

  8 Steep Bank Rd, Nissequogue, NY 11780
• 

  Est $387,000

  Not Listed For Sale

  1607 Piccadilly Way, St. James, NY 11780

  • 2 Beds
  • 2 Baths
  • Built 2012

  1607 Piccadilly Way, St. James, NY 11780

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Rita Tsoukaris BH&G R E Realty Connect
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  /41

  $1,498,000

  Open Sun 2:30PM - 4:30PM

  • 5 Beds
  • 4.5 Baths
  • 4,300 Sq Ft

  29 Hamlet Woods Dr, St. James, NY 11780

  Built in 2018, this custom Colonial offers approximately 4,300 square feet of thoughtfully designed living space on a beautifully landscaped 0.53-acre property within the prestigious gated community of Hamlet Estates in Saint James. Combining quality construction, modern energy-efficient design, and an exceptional floor plan, the residence features five bedrooms, four full bathrooms, one half

  

  Yan Wong

  Modern Realty and Management

  29 Hamlet Woods Dr, St. James, NY 11780
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  /25

  Starting at $2,245 Per Month

  • Studio - 2 Beds

  206 Jefferson Ave, Saint James, NY 11780

  Spacious -studio, -one, -two bedroom apartment residences. Outstanding and luxurious interior features: quartz kitchen countertop/backsplash, shaker-style wood cabinets, undermount led lights. Whirlpool Gold Series stainless steel appliances, modern plank tile floors, plush carpeting or hardwood. Ceiling fans, hi-hats, air conditioner, window treatments, Stonington gray wall paint, crown/base

  Fairfield Estates At St James

  

  206 Jefferson Ave, Saint James, NY 11780
• 

  $645,000

  Sold Jul 09, 2026

  276 Woodlawn Ave, Saint James, NY 11780

  • 3 Beds
  • 1 Bath
  • 959 Sq Ft
  • Built 1952

  Last Sold Summary

  • 8% Above List Price
  • $673/SF
  • 15 Days On Market

  Current Estimated Value $622,441

  Last Listing Agent Frank Castelli Signature Premier Properties

  276 Woodlawn Ave, Saint James, NY 11780
• 

  Est $1,284,646

  Not Listed For Sale

  30 Hitherbrook Rd, Saint James, NY 11780

  • 4 Beds
  • 2.5 Baths
  • 3,384 Sq Ft
  • Built 1978

  30 Hitherbrook Rd, Saint James, NY 11780

  Last Sold Summary

  • 74 Days On Market

  Last Listing Agent John Sanders Shea & Sanders Real Estate Inc
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  /46

  $1,599,999

  Pending

  • 6 Beds
  • 4.5 Baths
  • 3,763 Sq Ft

  15 Stillwater Rd, Saint James, NY 11780

  Nestled on over 2 private, level acres in the prestigious Village of Nissequogue, this beautifully maintained center hall Colonial offers 6 bedrooms, 4.5 baths, and an exceptional layout designed for comfortable living and entertaining. A grand entry foyer welcomes you into a home featuring soaring cathedral ceilings, spacious living areas, and a spectacular 20.6' x 30' kitchen with abundant

  

  Devang Patel

  Douglas Elliman Real Estate

  15 Stillwater Rd, Saint James, NY 11780
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  /32

  $155,000 Per Month

  • 5 Beds
  • 5.5 Baths
  • 3,058 Sq Ft
  • House for Rent

  15 Pheasant Run, Saint James, NY 11780

  Discover the finest rental that Quogue Village has to offer. A Contemporary with Zen vibes, offering 5 bedrooms, 5.5 baths an open floor plan that opens to a dining room to entertain over 10 guests. Chef's kitchen has 2 ranges, a 4-burner gas range and a Viking 6 burner gas range, sub-zero refrigerator, 2 dishwashers, and of course, a wine refrigerator. To top it?off, an island with seating for 6

  Vicky Reynolds Stokes Daniel Gale Sothebys Intl Rlty

  15 Pheasant Run, Saint James, NY 11780
• 

  $840,000

  Sold Sep 05, 2025

  1 Thompson Hill Rd, Saint James, NY 11780

  • 5 Beds
  • 3 Baths
  • 2,230 Sq Ft
  • Built 1964

  Last Sold Summary

  • 20% Above List Price
  • $377/SF
  • 11 Days On Market

  Current Estimated Value $860,175

  Last Listing Agent Jamie DelCore Signature Premier Properties

  1 Thompson Hill Rd, Saint James, NY 11780
• 

  Est $427,000

  Not Listed For Sale

  1403 Piccadilly Way, St. James, NY 11780

  • 2 Beds
  • 2 Baths
  • Built 2012

  1403 Piccadilly Way, St. James, NY 11780

  Last Sold Summary

  • 23 Days On Market

  Last Listing Agent Marianne Koke Daniel Gale Sothebys Intl Rlty
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  /22

  $649,000

  Pending

  • 3 Beds
  • 1 Bath
  • 1,402 Sq Ft

  265 6th Ave, Saint James, NY 11780

  Welcome Home! This charming ranch is perfectly situated in the heart of St. James and offers the ease of one-level living. Featuring 3 bedrooms and 1 full bathroom, the home boasts a welcoming living room with a wood-burning fireplace, a dining area, and an updated kitchen with granite countertops. Additional highlights include vaulted ceilings with skylights, hardwood floors throughout, Andersen

  

  Eliot Lonardo

  Signature Premier Properties

  265 6th Ave, Saint James, NY 11780
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  /19

  $5,600 Per Month

  • 4 Beds
  • 2.5 Baths
  • 2,889 Sq Ft
  • House for Rent

  24 Arlington Ave, Saint James, NY 11780

  Welcome to this exceptional custom estate for rent in the heart of St. James Proper, where generous living space, thoughtful details, and beautifully maintained grounds create a warm and comfortable setting. Set on one landscaped acre, this 4-bedroom, 2-full-bath home makes a memorable first impression with a covered front porch, Victorian-inspired exterior, and dramatic double-height entry

  Catherine Zhang Keller Williams Realty Greater

  24 Arlington Ave, Saint James, NY 11780
• 

  $999,999

  Sold Jul 20, 2026

  27 Richie Ct N, Saint James, NY 11780

  • 4 Beds
  • 3 Baths
  • 2,108 Sq Ft
  • Built 1973

  Last Sold Summary

  • 5% Above List Price
  • $474/SF
  • 12 Days On Market

  Current Estimated Value $947,555

  Last Listing Agent diane duffy Daniel Gale Sothebys Intl Rlty

  27 Richie Ct N, Saint James, NY 11780
• 

  Est $920,430

  Not Listed For Sale

  7 Country Woods Dr, St. James, NY 11780

  • 3 Beds
  • 2.5 Baths
  • 2,170 Sq Ft
  • Built 2012

  7 Country Woods Dr, St. James, NY 11780

  Last Sold Summary

  • 203 Days On Market

  Last Listing Agent Salvatore Ammirati Douglas Elliman Real Estate
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  /35

  $599,000

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,561 Sq Ft

  259 Woodlawn Ave, Saint James, NY 11780

  Welcome to 259 Woodlawn Avenue in the heart of St. James. This well-maintained and tastefully updated Cape offers 3 bedrooms, 1.5 bathrooms, and a move-in ready interior filled with warmth and character. The open kitchen features granite countertops and flows seamlessly into the main living areas, while updated bathrooms and newer vinyl flooring add modern comfort throughout. Major improvements

  

  Alex Goldenberg

  Howard Hanna Coach

  259 Woodlawn Ave, Saint James, NY 11780
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  /18

  $4,500 Per Month

  • 5 Beds
  • 3 Baths
  • 2,600 Sq Ft
  • House for Rent

  496 N Country Rd, Saint James, NY 11780

  Circa Victorian Featuring Five Bedrooms & 3 Full Bathrooms, Large Updated Eat In Kitchen W/ High Ceilings, First Floor Laundry & Full Bath. CAC & thru Wall Units. Oil Heat, Driveway Parking, Cottage Not Included, Walk Up Attic for storage, Use of Rear Yard, Partially Fenced. Absolutely No Pets & No Smoking, Smithtown Zoning code Section 322 States no more than Three Unrelated Persons permitted.

  Eric Neitzel DeBarbieri Assoc Inc

  496 N Country Rd, Saint James, NY 11780
• 

  $429,000

  Sold Oct 06, 2025

  1104 Drew Dr, Saint James, NY 11780

  • 1 Bed
  • 1 Bath
  • 752 Sq Ft
  • Built 1977

  Last Sold Summary

  • $570/SF
  • 63 Days On Market

  Current Estimated Value $445,109

  Last Listing Agent Gina Walter Century 21 Cor Ace Realty Inc

  1104 Drew Dr, Saint James, NY 11780
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  Est $429,000

  Not Listed For Sale

  1603 Piccadilly Way, St. James, NY 11780

  • 2 Beds
  • 2 Baths
  • Built 2012

  1603 Piccadilly Way, St. James, NY 11780

  Last Sold Summary

  • 40 Days On Market

  Last Listing Agent Louis Corti Compass Greater NY LLC
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  /13

  $3,790,000

  New Construction

  • 5 Beds
  • 7.5 Baths
  • 7,000 Sq Ft

  550 Moriches Rd, Saint James, NY 11780

  Have you ever dreamed of building your own CUSTOM HOME in a small village on Long Island? Look No Further! Set within one of Long Island’s most prestigious and private villages, this extraordinary custom-built estate offers over 7,000 square feet of refined living space with an Elevator to service all Floors, First Floor Primary Suite, radiant floors, 2 Saunas, 2 steam showers, full basement with

  Karyn Flores Compass Greater NY LLC

  550 Moriches Rd, Saint James, NY 11780
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  /50

  $20,000 Per Month

  • 6 Beds
  • 9.5 Baths
  • 6,500 Sq Ft
  • House for Rent

  2 Sunset Dr, Saint James, NY 11780

  Welcome to 2 Sunset Lane – a stunning 6-bedroom, 10-bath estate set on 3.9 beautifully landscaped acres, complete with a private tennis court and herb garden. Main Floor - Step into a grand foyer featuring a sweeping staircase and chandelier. The main level offers a formal dining room, a spacious open kitchen with breakfast nook, large island, and top-of-the-line Wolf range with double

  carol hurnyak Long Island Homes & Horse Prop

  2 Sunset Dr, Saint James, NY 11780
• 

  $789,000

  Sold Jan 12, 2026

  117 5th St, Saint James, NY 11780

  • 3 Beds
  • 2 Baths
  • 2,149 Sq Ft
  • Built 1967

  Last Sold Summary

  • 15% Above List Price
  • $367/SF
  • 7 Days On Market

  Current Estimated Value $775,037

  Last Listing Agent Joseph Maselli Real Broker NY LLC

  117 5th St, Saint James, NY 11780
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  Not Listed For Sale

  1407 Piccadilly Way Unit 1407, Saint James, NY 11780

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • Built 2012

  1407 Piccadilly Way Unit 1407, Saint James, NY 11780

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Ryan Ranellone Signature Premier Properties
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  /50

  $1,999,999

  $300K PRICE DROP

  • 5 Beds
  • 5 Baths
  • 4,788 Sq Ft

  2 Deepwells Ln, Saint James, NY 11780

  Welcome to this spacious 5-bedroom, 5-bath Colonial set on 1.70 acres in the desirable Head of the Harbor section of Saint James. This 4,788 sq ft home features a functional layout with a first-floor bedroom and full bath, formal dining room, living room, and an open kitchen with granite countertops, center island, and eat-in area leading to a large family room with fireplace. The second level

  Paul Musso BH&G R E Realty Connect

  2 Deepwells Ln, Saint James, NY 11780
• 

  /2

  $3,235 Per Month

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Apartment for Rent

  202 A Jefferson Ave Unit 2A, Saint James, NY 11780

  Ask About Our Security Deposit Specials*: Lovely courtyards. Ledgestone architecture. Shaker-style kit/bath cabinets. Quartz countertop/backsplash/plank tile floor/gray carpet. Gray paint. Frameless shower doors. subway tile bath/quartz vanity/marble basketweave floor tile. Hi-hats. Ceil fans. Whirlpool gold SS appl. WD. Terrace. Near Park. Near LIRR.Rte.347/25A,Smithaven Mall. Prices/policies

  Michelle Holmes Fairfield Properties

  202 A Jefferson Ave Unit 2A, Saint James, NY 11780
• 

  $475,000

  Sold May 19, 2026

  203 Cabot Ct S, Saint James, NY 11780

  • 1 Bed
  • 1 Bath
  • 841 Sq Ft
  • Built 1976

  Last Sold Summary

  • $565/SF
  • 12 Days On Market

  Current Estimated Value $463,333

  Last Listing Agent Bryn Elliott Signature Premier Properties

  203 Cabot Ct S, Saint James, NY 11780
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  Not Listed For Sale

  501 Lennox Dr Unit 501, Saint James, NY 11780

  • 2 Beds
  • 2 Baths
  • 1,306 Sq Ft
  • Built 2012

  501 Lennox Dr Unit 501, Saint James, NY 11780

  Last Sold Summary

  • 23 Days On Market

  Last Listing Agent Dana Palmer Signature Premier Properties
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  /29

  $699,999

  Pending

  • 3 Beds
  • 2 Baths
  • 1,250 Sq Ft

  3 Bayberry Dr, Saint James, NY 11780

  Welcome to 3 Bayberry Drive in the heart of Saint James!This beautifully updated home has been renovated from top to bottom within the last six years and offers the perfect blend of style, comfort, and functionality.The stunning kitchen, renovated in 2022, features quartz countertops, stainless steel appliances, custom tile backsplash, recessed lighting, glass display cabinetry, and

  Frank morreale Coldwell Banker American Homes

  3 Bayberry Dr, Saint James, NY 11780
• 

  

  /13

  $4,300 Per Month

  • 4 Beds
  • 2 Baths
  • 3,000 Sq Ft
  • House for Rent

  445 N Country Rd, Saint James, NY 11780

  Mint colonial,. 4 bedrooms, 2 full bathrooms, large kitchen with French doors that open to family room, formal dining room,, sunroom & front porch. Off street parking, Smithtown schools, Additional information: Appearance:Mint

  Michelle Bender Long Island Home Prop LLC

  445 N Country Rd, Saint James, NY 11780
• 

  $649,000

  Sold Dec 09, 2025

  908 Fenway Rd, Saint James, NY 11780

  • 2 Beds
  • 2 Baths
  • 1,234 Sq Ft
  • Built 1992

  Last Sold Summary

  • $526/SF
  • 14 Days On Market

  Current Estimated Value $638,504

  Last Listing Agent Christine Stevens Howard Hanna Coach

  908 Fenway Rd, Saint James, NY 11780
• 

  Est $1,351,333

  Not Listed For Sale

  34 Hamlet Woods Dr, Saint James, NY 11780

  • 5 Beds
  • 4.5 Baths
  • 3,239 Sq Ft
  • Built 2009

  34 Hamlet Woods Dr, Saint James, NY 11780

  Last Sold Summary

  • 91 Days On Market

  Last Listing Agent Valerie Briston Daniel Gale Sothebys Intl Rlty
• 

  

  /46

  $6,750,000

  • 6 Beds
  • 10 Baths
  • 9,000 Sq Ft

  697 Short Beach Rd, Saint James, NY 11780

  Soundview Haven is nestled on 11.2 Acres of verdant lawn, lush plantings and mature trees in the picturesque Incorporated Village of Nissequogue. Perfectly positioned on the property with magical views of the Long Island Sound and 322 feet of beachfront, this exceptional estate creates its own secluded enclave-ideal for those seeking privacy and tranquility. The gated entrance opens to a long

  Marianne Koke Daniel Gale Sothebys Intl Rlty

  697 Short Beach Rd, Saint James, NY 11780
• 

  /2

  $2,690 Per Month

  • 1 Bed
  • 1 Bath
  • 760 Sq Ft
  • Apartment for Rent

  204B Jefferson Ave Unit 2B, Saint James, NY 11780

  Ask About Our Amazing Specials*: Lovely courtyards. Ledgestone architecture. Shaker-style kit/bath cabinets. Quartz countertop/backsplash/plank tile floor/gray carpet. Gray paint. Frameless shower doors. subway tile bath/quartz vanity/marble basketweave floor tile. Hi-hats. Ceil fans. Whirlpool gold SS appl. WD. Terrace. Near Park. Near LIRR.Rte.347/25A,Smithaven Mall. Prices/policies may change

  Michelle Holmes Fairfield Properties

  204B Jefferson Ave Unit 2B, Saint James, NY 11780
• 

  $880,000

  Sold Aug 07, 2026

  58 Roseville Ave, Saint James, NY 11780

  • 3 Beds
  • 2 Baths
  • 1,660 Sq Ft
  • Built 1964

  Last Sold Summary

  • 4% Above List Price
  • $530/SF
  • 21 Days On Market

  Current Estimated Value $876,817

  Last Listing Agent Robin Long Executive Group Realty

  58 Roseville Ave, Saint James, NY 11780
• 

  Est $415,062

  Not Listed For Sale

  408 Bentley Ct S, Saint James, NY 11780

  • 1 Bed
  • 1 Bath
  • 436 Sq Ft
  • Built 1974

  408 Bentley Ct S, Saint James, NY 11780

  Last Sold Summary

  • 62 Days On Market

  Last Listing Agent Derek Eisenberg Continental Real Estate Group
• 

  

  /29

  $569,000

  $56K PRICE DROP Pending

  • 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 the 55+ Fairfield at St. James sought-after 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
• 

  /2

  $3,225 Per Month

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Apartment for Rent

  204B Jefferson Ave Unit 1A, Saint James, NY 11780

  Ask About Our Security Deposit Specials*: Lovely courtyards. Ledgestone architecture. Shaker-style kit/bath cabinets. Quartz countertop/backsplash/plank tile floor/gray carpet. Gray paint. Frameless shower doors. subway tile bath/quartz vanity/marble basketweave floor tile. Hi-hats. Ceil fans. Whirlpool gold SS appl. WD. Terrace. Near Park. Near LIRR.Rte.347/25A,Smithaven Mall. Prices/policies

  Michelle Holmes Fairfield Properties

  204B Jefferson Ave Unit 1A, Saint James, NY 11780
• 

  $1,475,000

  Sold Sep 09, 2025

  26 Grove Ave, Saint James, NY 11780

  • 4 Beds
  • 2.5 Baths
  • 3,279 Sq Ft
  • Built 2025

  Last Sold Summary

  • 8% Below List Price
  • $450/SF
  • 64 Days On Market

  Last Listing Agent Marianne Koke Daniel Gale Sothebys Intl Rlty

  26 Grove Ave, Saint James, NY 11780
• 

  Est $509,445

  Not Listed For Sale

  323 Elton Ct N, Saint James, NY 11780

  • 2 Beds
  • 2 Baths
  • 1,292 Sq Ft
  • Built 1987

  323 Elton Ct N, Saint James, NY 11780

  Last Sold Summary

  • 63 Days On Market

  Last Listing Agent Bryan Karp Coldwell Banker American Homes

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