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Saint James, NY Homes for Sale with Pool

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  • /31

    $2,699,500

    $201K PRICE DROP
    • 8 Beds
    • 8 Baths
    • 6,475 Sq Ft

    9 Watercrest Ct, Saint James, NY 11780

    Set within the prestigious enclave of Head of the Harbor, 9 Watercrest is a stunning showcase of modern luxury, thoughtfully reimagined with impeccable craftsmanship, design, and attention to detail. This turnkey estate blends sophistication, scale, and state-of-the-art comfort. At the heart of the 5,000 sq ft +/- main level is a spectacular, fully renovated chef’s kitchen by renowned HGTV

    Agent Photo

    Kyle Roskot

    The Agency Northshore NY

    (866) 412-5083

    9 Watercrest Ct, Saint James, NY 11780
  • /39

    $750,000

    • 5 Beds
    • 4 Baths
    • 2,392 Sq Ft

    116 6th St, Saint James, NY 11780

    Welcome to 116 6th Street in the heart of Saint James—a beautifully designed home offering approximately 2,400 square feet of living space (not including basement) and an incredible backyard retreat on a private quarter-acre property. From the moment you step inside, you’ll be captivated by the soaring cathedral ceilings, oversized windows, and stunning backyard views that fill the living room

    Agent Photo

    Michael Ragosta

    Coldwell Banker M&D Good Life

    (855) 958-2033

    116 6th St, Saint James, NY 11780
  • /44

    $1,599,999

    • 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 stunning center hall colonial offers exceptional value in a true estate setting. Boasting 6 spacious bedrooms and 4.5 baths, this beautifully maintained residence combines timeless elegance with comfort and functionality. A grand entrance foyer welcomes you into a home filled with impressive features including

    Agent Photo

    Devang Patel

    Douglas Elliman Real Estate

    (855) 771-1311

    15 Stillwater Rd, Saint James, NY 11780
  • /2

    $2,300,000

    • 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 Realty Connect USA L I Inc

    2 Deepwells Ln, Saint James, NY 11780
  • /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
  • /29

    $569,000

    $56K PRICE DROP
    • 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
  • /28

    $1,129,000

    $71K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,054 Sq Ft

    41 Astor Ave, Saint James, NY 11780

    Set on .61 acres of flat, beautifully landscaped property in the Hamlet of St. James, this well maintained center-hall Colonial combines timeless charm with spacious living and thoughtful recent updates throughout.The formal living room, dining room, and oversized den are filled with warmth and character, featuring wide-plank pine flooring and generous entertaining space. The den is anchored

    Marianne Koke Daniel Gale Sothebys Intl Rlty

    41 Astor Ave, Saint James, NY 11780
  • /50

    $999,999

    Open Sat 2PM - 4PM $100K PRICE DROP
    • 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
  • /33

    $429,999

    • 1 Bed
    • 1 Bath
    • 752 Sq Ft

    703 Drew Dr Unit D7, Saint James, NY 11780

    Incredible Opportunity to Enjoy the Lifestyle You’ve Been Waiting For in the Highly Desirable Fairfield 55+ Community in St. James! This exceptional first-floor condominium offers true no-step living, making everyday life effortless and convenient. Ideally located just steps from your assigned parking space, this light-filled home features an open and inviting floor plan designed for comfortable

    Bryan Karp Coldwell Banker American Homes

    703 Drew Dr Unit D7, Saint James, NY 11780
  • /47

    $1,649,000

    $140K PRICE DROP
    • 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
  • /22

    $865,000

    • 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
  • /45

    $1,599,000

    $100K PRICE DROP
    • 6 Beds
    • 3.5 Baths
    • 4,147 Sq Ft

    21 Astor Ave, Saint James, NY 11780

    21 Astor Ave Is Located In The Heart Of Saint James Within The Desirable Smithtown School District. This Custom Built And Architecturally Appealing 6 Bedroom, 3.5 Bath Colonial Is Only 25 Years Young & Sits On 3/4 Of An Acre. A Charming Open Front Porch Greets You Before You Enter The Large 2 Story Foyer With Grand Staircase & A Motorized Chandelier. A Bright Formal Living Room Awaits Your Guests

    Frank Pignataro Sailing Home Realty of L I LLC

    21 Astor Ave, Saint James, NY 11780
  • /15

    $3,499,000

    New Construction $504K PRICE INCREASE
    • 6 Beds
    • 6.5 Baths
    • 6,000 Sq Ft

    326 Nissequogue River Rd, Saint James, NY 11780

    **Starting Summer 2026!** Brand New Waterfront 6000 sq ft Modern Barn Home on 2acre Lot, *PRE-CONSTRUCTION PRICE*6 Bdrm 6.5 Bath,2 acre lot, 10ft Ceilings w 8'ft Interior Doors,2x4 2x6 Framing, Oversized Andersen400 Windows,Exterior Doors, 5/8 sheetrock, Energy Star Insulation, interior soundproofing. Pre wired A/V, alarm, cameras, Wi-Fi. Custom Kitchen Cabinetry & Bath Vanities. Kohler Bath

    Brian Hickey Hickey & Smith REALTORS

    326 Nissequogue River Rd, Saint James, NY 11780
  • /47

    $999,999

    • 4 Beds
    • 2.5 Baths
    • 3,313 Sq Ft

    11 Annemarie Dr, Saint James, NY 11780

    Set on over half an acre at the end of a quiet Saint James cul-de-sac, this 4 bedroom, 2.5 bath, 3,313 square foot newer construction center hall colonial offers space, flexibility, and a layout that works for the way people actually live. Hardwood floors run throughout the home, starting with a traditional first-floor layout that includes a welcoming foyer, large formal living room, formal

    Kristin Schuster Signature Premier Properties

    11 Annemarie Dr, Saint James, NY 11780
  • /50

    $1,050,000

    $100K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,485 Sq Ft

    29 Three Sisters Rd, Saint James, NY 11780

    Welcome to 29 Three Sisters Road, a unique custom-built residence that effortlessly blends historical charm with modern elegance. Built in 1847 and completely renovated, this 4-bedroom, 3-bathroom home is a testament to timeless design and quality craftsmanship. The heart of the home, a stylish kitchen, offers gas cooking, granite counters, and an inviting dining area. The den area, adorned with

    Nicholas Albanese Douglas Elliman Real Estate

    29 Three Sisters Rd, Saint James, NY 11780
  • /34

    $3,575,000

    • 6 Beds
    • 6.5 Baths
    • 8,500 Sq Ft

    523 Long Beach Rd, Saint James, NY 11780

    Nestled on two private acres in the Incorporated Village of Nissequogue, this extraordinary estate offers beautifully reimagined living space where luxury, comfort, and timeless design come together. The home underwent a remarkable architectural transformation, completely reimagining the interior and exterior while preserving the character and presence of an established North Shore estate. Every

    Karen Roth RE/MAX Integrity Leaders

    523 Long Beach Rd, Saint James, NY 11780
  • /26

    $7,500,000

    • 7 Beds
    • 5.5 Baths
    • 7,600 Sq Ft

    2 Wallis Ln, Saint James, NY 11780

    Located on the historic Gold Coast of Long Island in the incorporated village of Nissequogue, 2 Wallis Lane is a rare and expansive estate offering exceptional privacy and timeless appeal. This impressive residence features 7 bedrooms, 5 full bathrooms, and 1 half bathroom, ideal for gracious living and hosting on any scale. The beautifully landscaped grounds include a resort-style pool with a

    Natalie Affenita Douglas Elliman Real Estate

    2 Wallis Ln, Saint James, NY 11780
  • /38

    $795,000

    $155K PRICE DROP
    • 3 Beds
    • 3 Baths

    10 Marchant Dr, Saint James, NY 11780

    Charming 3 Bedroom, 3 Bathroom Cape, Possible Mother Daughter With a Thoughtfully Designed Layout. The Main Level Features Two Bedrooms, A Bright Living Room, A Well-Equipped Kitchen, And A Dining Area Perfect For Entertaining. Upstairs, You'll Find A Private Primary Bedroom Suite For Added Comfort. The Finished Basement Offers Additional Living Space, Ideal For A Family Room. Situated On A

    Peter Grosso RE/MAX Integrity Leaders

    10 Marchant Dr, Saint James, NY 11780
  • /31

    $439,000

    $15K PRICE DROP
    • 1 Bed
    • 1.5 Baths
    • 983 Sq Ft

    309 Flair Dr, Saint James, NY 11780

    Desired 1 Bedroom end unit ranch model in the beautiful 55+ community of Fairfield. This home features an updated eat-in kitchen with new stainless appliances, formal dining area, spacious living room with sliders to private patio. There are 1.5 bathes and the primary bedroom is very spacious and bright. Lots of closet space throughout the unit and a small storage shed off of the patio. This

    Daniel Donato Howard Hanna Coach

    309 Flair Dr, Saint James, NY 11780
  • /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
  • /50

    $979,999

    • 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
  • /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
  • /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
  • /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
  • /50

    $2,476,666

    $373K PRICE DROP
    • 7 Beds
    • 6.5 Baths
    • 8,300 Sq Ft

    9 Swan Place, Saint James, NY 11780

    Welcome to 9 Swan Place, Nissequogue—a stunningly 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 Nissequogue, Smithtown, Head of the Harbor, and Stony Brook.

    Lisa Minuto Compass Greater NY LLC

    9 Swan Place, Saint James, NY 11780

Home Prices in Saint James, NY

Home Price Trends

Median Sale Price
$801,000
Median Single Family Sale Price
$850,000
Median Townhouse Sale Price
$3,822,499
Median 2 Bedroom Sale Price
$547,500
Median 1 Bedroom Sale Price
$455,000
Average Price Per Sq Ft
$451
Number of Homes for Sale
43
Last 12 months Home Sales
165
Months of Supply
3.10
Median List Price
$849,999
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
4%
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