Saint James, NY Homes

Est $668,022

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
- 7 Days On Market

/36
$900,000
- 4 Beds
- 3.5 Baths
- 2,101 Sq Ft
257 4th St, Saint James, NY 11780

Welcome to 257 Fourth Street, a beautifully maintained and thoughtfully updated Colonial nestled in the heart of Saint James. Offering 4 bedrooms, 3.5 bathrooms, and a floor plan designed for both everyday living and entertaining, this home combines timeless charm with modern amenities in one of Long Island's most desirable North Shore communities. The interior features spacious living areas, an

Robert Scaccia Signature Premier Properties

257 4th St, 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 $1,172,780

Last Listing Agent Bonnie Glenn Daniel Gale Sothebys Intl Rlty

537 Moriches Rd, Saint James, NY 11780

Est $792,354

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
- 22 Days On Market

/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
$1,325,000

Sold Jun 25, 2026

277 River Rd, Saint James, NY 11780
- 4 Beds
- 2.5 Baths
- 3,015 Sq Ft
- Built 1972
Last Sold Summary
- 10% Above List Price
- $439/SF
- 13 Days On Market
Current Estimated Value $1,161,910

Last Listing Agent Christine Stevens Daniel Gale Sothebys Intl Rlty

277 River Rd, Saint James, NY 11780

Est $794,852

Not Listed For Sale

7 Dartmouth Dr, Smithtown, NY 11787
- 3 Beds
- 1.5 Baths
- 1,070 Sq Ft
- Built 1960
7 Dartmouth Dr, Smithtown, NY 11787

Last Sold Summary
- 21 Days On Market

/36
$1,049,990

Pending
- 4 Beds
- 2.5 Baths
- 2,500 Sq Ft
17 Beach Plum Ln, Saint James, NY 11780

Panoramic water views from this beautifully updated home located in a lovely beach community . This gorgeous totally updated home is a designer showplace with huge windows looking out to the smithtown bay. There are hardwood floors and custom moldings throughout. The kitchen is spacious with large center island and quartz counters. The family has a fireplace and large sliding patio doors leading

Rowena Nedvin Signature Premier Properties

17 Beach Plum Ln, Saint James, NY 11780
$590,000

Sold May 25, 2026

2475 Nesconset Hwy, Lake Grove, NY 11755
- 5 Beds
- 2 Baths
- Built 2006
Last Sold Summary
- 9% Below List Price
- 193 Days On Market
Current Estimated Value $701,960

Last Listing Agent Yan Wong Modern Realty and Management

2475 Nesconset Hwy, Lake Grove, NY 11755

Est $716,700

Not Listed For Sale

15 E Hill Dr, Smithtown, NY 11787
- 2 Beds
- 1.5 Baths
- 1,118 Sq Ft
- Built 1959
15 E Hill Dr, Smithtown, NY 11787

Last Sold Summary
- 23 Days On Market

/50
$979,999

Pending
- 3 Beds
- 1.5 Baths
- 2,433 Sq Ft
25 Sunny Rd, Saint James, NY 11780

Charming Victorian situated on beautiful 1+ acre of parklike grounds. Spacious covered front porch with swing. This home contains 3 bedrooms with a Master bedroom that has his/her walk-in closets, 1.5 baths, living room, dining room, and family room with wood burning stove. Kitchen has SS appliances, granite countertops and island for additional storage. Beautifully re-finished hardwood floors on

Jennifer Epstein Coldwell Banker American Homes

25 Sunny Rd, Saint James, NY 11780
$800,000

Sold Jul 07, 2025

5 Cinderella Ln, Saint James, NY 11780
- 4 Beds
- 1.5 Baths
- 1,700 Sq Ft
- Built 1961
Last Sold Summary
- 14% Above List Price
- $471/SF
- 18 Days On Market
Current Estimated Value $824,830

Last Listing Agent Rowena Nedvin Signature Premier Properties

5 Cinderella Ln, Saint James, NY 11780

Est $698,464

Not Listed For Sale

20 Hofstra Dr, Smithtown, NY 11787
- 3 Beds
- 1.5 Baths
- 1,500 Sq Ft
- Built 1960
20 Hofstra Dr, Smithtown, NY 11787

Last Sold Summary
- 16 Days On Market

/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
$2,200,000

Sold Apr 20, 2026

120 Cambon Ave, Saint James, NY 11780
- 4 Beds
- 3.5 Baths
- 3,500 Sq Ft
- Built 2020
Last Sold Summary
- $629/SF
- 5 Days On Market
Current Estimated Value $2,136,988

Last Listing Agent Maria Siringo Compass Greater NY LLC

120 Cambon Ave, Saint James, NY 11780

Est $700,644

Not Listed For Sale

24 Howell Dr, Smithtown, NY 11787
- 3 Beds
- 1.5 Baths
- Built 1958
24 Howell Dr, Smithtown, NY 11787

Last Sold Summary
- 11 Days On Market

/5
$499,000
- Land
- 2.25 Acres
- $221,778 per Acre
260 Old Mill Rd, Smithtown, NY 11780

Build Your Dream Home in Spectacular and Peaceful Nissequogue Village. Building permit was issued on 12/9/25.Located in the heart of the serene and prestigious Nissequogue Village, this exceptional property offers the rare opportunity to bring your vision to life.Key Features:• Approved blueprints for a luxurious 5-bedroom, 5.5-bathroom home designed with modern elegance and

Bryan Whalen VYLLA Home

260 Old Mill Rd, Smithtown, NY 11780
$750,000

Sold Nov 12, 2025

392 N Country Rd, Smithtown, NY 11787
- 3 Beds
- 3 Baths
- 1,400 Sq Ft
- Built 1910
Last Sold Summary
- 5% Below List Price
- $536/SF
- 28 Days On Market
Current Estimated Value $749,609

Last Listing Agent Fabian Sookoo Howard Hanna Coach

392 N Country Rd, Smithtown, NY 11787

Est $700,261

Not Listed For Sale

1 Rutgers St, Smithtown, NY 11787
- 2 Beds
- 2 Baths
- 1,044 Sq Ft
- Built 1956
1 Rutgers St, Smithtown, NY 11787

Last Sold Summary
- 15 Days On Market

/33
$819,000

$30K PRICE DROP Pending
- 4 Beds
- 3 Baths
- 2,800 Sq Ft
11 Grove Ave, Saint James, NY 11780

This unique property offers not one, but two separate dwellings on a beautifully half acre landscaped lot. The main residence is a well-maintained side-by-side split featuring 3 bedrooms, 2 full baths, hardwood floors, a cozy fireplace, and generous living space ideal for everyday comfort and entertaining.The second dwelling is a delightful 1–2 bedroom cottage complete with basement and

Dawn Fischetti Douglas Elliman Real Estate

11 Grove Ave, Saint James, NY 11780
$1,450,000

Sold Jul 30, 2025

3 The Hunt, Saint James, NY 11780
- 5 Beds
- 3.5 Baths
- 3,600 Sq Ft
- Built 1999
Last Sold Summary
- 4% Above List Price
- $403/SF
- 85 Days On Market
Current Estimated Value $1,464,333

Last Listing Agent Todd Yovino Island Advantage Realty LLC

3 The Hunt, Saint James, NY 11780

Est $662,624

Not Listed For Sale

20 Rutgers St, Smithtown, NY 11787
- 3 Beds
- 1.5 Baths
- 1,080 Sq Ft
- Built 1960
20 Rutgers St, Smithtown, NY 11787

Last Sold Summary
- 88 Days On Market

/50
$2,049,000
- 4 Beds
- 4 Baths
- 3,737 Sq Ft
67 Sunny Rd, Saint James, NY 11780

Exceptional Custom Estate in the Heart of St. James Proper, Situated on 1 Acre of Meticulously Maintained & Landscaped Property with a Resort Style Bucolic Yard. A Covered Front Porch leads into a Double Height Entry Foyer. Offering Four Bedrooms, Four Full Baths, a Family Room with Wood Burning Fireplace, Hardwood Floors, Built-ins & Custom Millwork Throughout. Private Den, First Floor Full

Eric Neitzel DeBarbieri Assoc Inc

67 Sunny Rd, Saint James, NY 11780
$1,250,000

Sold Feb 10, 2026

120 5th St, Saint James, NY 11780
- 4 Beds
- 3 Baths
- 3,250 Sq Ft
- Built 2025
Last Sold Summary
- 7% Below List Price
- $385/SF
- 174 Days On Market
Last Listing Agent Eric Neitzel DeBarbieri Assoc Inc

120 5th St, Saint James, NY 11780

Est $908,859

Not Listed For Sale

30 Colgate Dr, Smithtown, NY 11787
- 5 Beds
- 2.5 Baths
- 2,700 Sq Ft
- Built 1968
30 Colgate Dr, Smithtown, NY 11787

Last Sold Summary
- 38 Days On Market

/2
$1,199,999
- Land
- 2.4 Acres
- $500,000 per Acre
0 Timothy Ln, Saint James, NY 11780

BUILD YOUR DREAM HOME!!!!!! A rare find....flat piece of land in the Incorporated village of Head of The Harbor. This property is surrounded by 4000-7000 sq foot homes. There is electric, water and gas at the property. Ideal location close to Stony Brook Hospital, and major roads.

Janice Fanelli Signature Premier Properties

0 Timothy Ln, Saint James, NY 11780
$1,340,000

Sold Aug 15, 2025

18 Wilderness Rd, Saint James, NY 11780
- 4 Beds
- 3.5 Baths
- 3,673 Sq Ft
- Built 1966
Last Sold Summary
- 3% Above List Price
- $365/SF
- 8 Days On Market
Current Estimated Value $1,370,735

Last Listing Agent Thomas Postilio Compass Greater NY LLC

18 Wilderness Rd, Saint James, NY 11780

Est $828,366

Not Listed For Sale

36 Colgate Dr, Smithtown, NY 11787
- 5 Beds
- 3 Baths
- Built 1964
36 Colgate Dr, Smithtown, NY 11787

Last Sold Summary
- 23 Days On Market

/26
$499,000

Pending
- 2 Beds
- 2 Baths
- 10 Sq Ft
604 Cabot Ct E, Saint James, NY 11780

Welcome to Fairfield at St James. This 55+ community features low taxes and green spaces with parkland, sidewalks, and pond, plus a Clubhouse with library, fitness center, billiards room, indoor pool, 2 outdoor pools, tennis and pickle ball courts. This 2 bedroom, 2 bath Condo is move-in ready. Enter the Condo and view a large front to back space with coat closet, Dining area and Living Room with

Miriam Ainbinder Daniel Gale Sothebys Intl Rlty

604 Cabot Ct E, Saint James, NY 11780
$980,000

Sold Jul 21, 2025

4 Lt John Olsen Ln, Saint James, NY 11780
- 5 Beds
- 2.5 Baths
- 2,629 Sq Ft
- Built 1973
Last Sold Summary
- 17% Above List Price
- $373/SF
- 18 Days On Market
Current Estimated Value $1,007,188

Last Listing Agent Norma Quigley Douglas Elliman Real Estate

4 Lt John Olsen Ln, Saint James, NY 11780

Est $999,920

Not Listed For Sale

53 E Hill Dr, Smithtown, NY 11787
- 5 Beds
- 3.5 Baths
- Built 2007
53 E Hill Dr, Smithtown, NY 11787

Last Sold Summary
- 18 Days On Market

/2
$529,000

Pending
- 1 Bed
- 1.5 Baths
- 950 Sq Ft
607 Cabot Ct E Unit C607, Saint James, NY 11780

Rare opportunity in Fairfield at St. James

Lawrence Agranoff Charles Rutenberg Realty Inc

607 Cabot Ct E Unit C607, Saint James, NY 11780
$1,975,000

Sold May 29, 2026

60 Harbor Rd, Saint James, NY 11780
- 6 Beds
- 7.5 Baths
- 5,800 Sq Ft
- Built 2005
Last Sold Summary
- 7% Above List Price
- $341/SF
- 11 Days On Market
Current Estimated Value $1,805,708

Last Listing Agent Maria Orlandi Compass Greater NY LLC

60 Harbor Rd, Saint James, NY 11780

Est $766,555

Not Listed For Sale

48 Carnegie Dr, Smithtown, NY 11787
- 4 Beds
- 2 Baths
- Built 1968
48 Carnegie Dr, Smithtown, NY 11787

Last Sold Summary
- 21 Days On Market

/24
$769,990
- 3 Beds
- 1.5 Baths
- 1,628 Sq Ft
28 Dartmouth Dr, Smithtown, NY 11787

Disclaimer: Agent Owned PropertyNote: Some listing photos have been virtually staged 28 Dartmouth Drive sits in College Estates, one of Smithtown's most established neighborhoods. Quiet streets, strong neighbors, and one of Long Island's top-rated school districts right outside your door. The home has been thoughtfully maintained and strategically updated where it counts. The home received a

Justin Vitale Yazdeli Keystone Realty USA Corp

28 Dartmouth Dr, Smithtown, NY 11787
$699,000

Sold Jul 17, 2025

184 Jefferson Ave, Saint James, NY 11780
- 3 Beds
- 1.5 Baths
- 1,150 Sq Ft
- Built 1899
Last Sold Summary
- $608/SF
- 11 Days On Market
Current Estimated Value $709,590

Last Listing Agent Melissa Koppelman Signature Premier Properties

184 Jefferson Ave, Saint James, NY 11780

Est $775,017

Not Listed For Sale

8 Navy Dr, Smithtown, NY 11787
- 3 Beds
- 1.5 Baths
- 2,100 Sq Ft
- Built 1969
8 Navy Dr, Smithtown, NY 11787

Last Sold Summary
- 19 Days On Market

/50
$2,499,999
- 6 Beds
- 5 Baths
- 4,375 Sq Ft
15 the Chase, Saint James, NY 11780

Nestled within one of Long Island’s most coveted North Shore enclaves, 15 The Chase presents a rare opportunity to experience refined estate living in the prestigious Village of Head of the Harbor. Privately set amid mature trees and manicured grounds in the highly coveted White Spruce Farms community. This exceptional residence combines timeless architectural elegance with modern comfort, with

William Galati Signature Premier Properties

15 the Chase, 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 $702,500

Last Listing Agent Kathryn Martin Signature Premier Properties

287 4th Ave, Saint James, NY 11780

Est $781,078

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

Showing Results 241 - 280, Page 7 of 18

New York Suffolk County Saint James

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Saint James, NY Homes

Real Estate & Homes