25

Saint James, NY Homes for Sale with Acreage

Section Image Section Image
  • /49

    $2,998,998

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

    9 Wilderness Rd, Nissequogue, NY 11780

    SELLER MOTIVATED! Open to All Offers – Pool & Landscaping Credit Available 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

    Agent Photo

    Jennifer Talley

    Hampton Estates Realty LLC

    9 Wilderness Rd, Nissequogue, NY 11780
  • /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

    9 Watercrest Ct, 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

    15 Stillwater Rd, Saint James, NY 11780
  • /14

    $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 set on a breathtaking 2.35-acre wooded property, complemented by an additional one-acre

    Karyn Flores Compass Greater NY LLC

    550 Moriches Rd, Saint James, NY 11780
  • /50

    $2,100,000

    $200K 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 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
  • /50

    $999,999

    $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
  • /27

    $1,200,000

    • 5 Beds
    • 3 Baths
    • 3,000 Sq Ft

    451 River Rd, Saint James, NY 11780

    Nestled on 2.5 private acres in the picturesque Village of Nissequogue, this beautifully remodeled Colonial offers a rare opportunity to enjoy peaceful country-style living with seasonal water views of the Nissequogue River in one of Long Island’s most sought-after communities.This well-maintained home features numerous updates, including a newer roof, siding, driveway, eat-in kitchen, and

    Marianne Koke Daniel Gale Sothebys Intl Rlty

    451 River Rd, Saint James, NY 11780
  • /30

    $1,169,000

    $20K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,112 Sq Ft

    14 Hillside Ave, Saint James, NY 11780

    Set on 1.25 beautifully maintained, level acres within the highly desirable community of St. James, this exceptional property offers the perfect balance of space, privacy, and versatility — with a rare equestrian component that elevates it beyond the ordinary! The impeccably maintained Center Hall Colonial features 4 bedrooms and 2.5 baths with a gracious, flowing floor plan designed for both

    Bonnie Glenn Daniel Gale Sothebys Intl Rlty

    14 Hillside Ave, Saint James, NY 11780
  • /50

    $2,195,000

    • 4 Beds
    • 3.5 Baths
    • 3,800 Sq Ft

    4 Short Path, Saint James, NY 11780

    A stunning, fully reimagined luxury home where timeless design meets modern living.Completely renovated from top to bottom in June 2026. This exceptional 4-bedroom, 3.5-bath residence showcases magazine-worthy interiors, wide-plank 9.5-inch white oak flooring, custom millwork, designer lighting, and a dramatic double-sided European concrete fireplace that serves as the architectural

    Maria Orlandi Compass Greater NY LLC

    4 Short Path, 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
  • /48

    $10,800,000

    • 5 Beds
    • 8 Baths
    • 12,387 Sq Ft

    Unlisted Address

    The great statesman, Daniel Webster, (January 18, 1782-October 24 1852) famously remarked, “Long Island Sound is our American Mediterranean.” Indeed, it is. Summerwind. This waterfront enclave, nestled along a uniquely picturesque stretch of Long Island Sound, boasts epic sunrise and sunset views. With architecture and design by world-renowned CetraRuddy Architects, the carefully curated plan

    Thomas Postilio Compass Greater NY LLC

    Unlisted Address
  • /35

    $1,899,990

    • 4 Beds
    • 4 Baths
    • 4,711 Sq Ft

    9 Fox Meadow Ln, Saint James, NY 11780

    Welcome to this beautiful Custom built home located on a cul de sac in the desirable village of Head of the Harbor. Enter into a two story foyer with a magnificent stair case. Spacious rooms with high ceilings, hardwood floors and custom moldings through out. The incredible family room has two story ceilings, wall to wall french doors and a firplace The designer eat in kitchen is open and bright

    Rowena Nedvin Signature Premier Properties

    9 Fox Meadow Ln, 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
  • /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
  • /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
  • /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
  • /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
  • /9

    $1,050,000

    • Land
    • 3 Acres
    • $350,000 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
  • /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
  • /50

    $6,800,000

    • 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 cul-de-sac on 2

    Bonnie Glenn Daniel Gale Sothebys Intl Rlty

    6 Pheasant Run, 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
  • /30

    $1,295,000

    • 6 Beds
    • 4.5 Baths
    • 3,631 Sq Ft

    1259 N Country Rd, Stony Brook, NY 11790

    House for sale.

    William Feng Winzone Realty Inc

    1259 N Country Rd, Stony Brook, NY 11790

Home Price Trends

Median Sale Price
$810,000
Median Single Family Sale Price
$875,000
Median Townhouse Sale Price
$3,822,499
Median 2 Bedroom Sale Price
$551,000
Median 1 Bedroom Sale Price
$456,500
Average Price Per Sq Ft
$455
Number of Homes for Sale
43
Last 12 months Home Sales
167
Months of Supply
3.10
Median List Price
$849,999
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
8%
How to Buy a Home How to Finance a Home How to Sell a Home