23

Saint James, NY Homes for Sale with Acreage

Section Image Section Image
  • /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

    Agent Photo

    Jennifer Talley

    Hampton Estates Realty LLC

    9 Wilderness Rd, Nissequogue, NY 11780
  • /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
  • /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
  • /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
  • /34

    $2,499,000

    $200K PRICE DROP
    • 6 Beds
    • 4 Baths
    • 6,050 Sq Ft

    301 Old Mill Rd, Saint James, NY 11780

    Welcome to 301 Old Mill Road, a masterfully crafted custom-built new construction nestled on a private lot backing directly to protected preserve land, offering exceptional privacy in the heart of Saint James. Designed with extraordinary attention to detail, this exceptional 6-bedroom, 4-bath residence blends timeless architecture with refined modern luxury, showcasing soaring ceilings, elegant

    Gregory Masaitis Keller Williams Realty Elite

    301 Old Mill Rd, Saint James, NY 11780
  • /27

    $1,150,000

    $50K PRICE DROP
    • 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

    $999,900

    Open Sat 1PM - 3PM $189K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,112 Sq Ft

    14 Hillside Ave, Saint James, NY 11780

    Huge Price Reduction — Opportunity of a Lifetime! 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

    Bonnie Glenn Daniel Gale Sothebys Intl Rlty

    14 Hillside Ave, Saint James, NY 11780
  • /37

    $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 Fall 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
  • /36

    $1,999,000

    Open Sun 1PM - 3PM Coming Soon
    • 5 Beds
    • 3 Baths
    • 3,754 Sq Ft

    2 Penny Ln, Saint James, NY 11780

    Waterfront on the Long Island Sound, this rare offering features 75 feet of direct frontage and is set on a beautifully landscaped acre at the end of a quiet cul-de-sac within a private beach community. An entertainer’s dream, the property features a stunning bluestone patio overlooking the water, complete with a gazebo and generous seating areas—all positioned to take in expansive views of the

    Bonnie Glenn Daniel Gale Sothebys Intl Rlty

    2 Penny Ln, 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
  • /34

    $3,575,000

    • 6 Beds
    • 7 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
  • /35

    $1,489,999

    • 4 Beds
    • 3.5 Baths
    • 2,905 Sq Ft

    21 Wilderness Rd, Saint James, NY 11780

    Welcome to 21 Wilderness Road, an exceptional Colonial set on two private acres in the Village of Nissequogue, where timeless design and thoughtful updates come together in a private, serene setting. Offering 4 bedrooms and 4 bathrooms, this residence delivers generous living spaces, refined finishes, and effortless everyday comfort. Hardwood floors, detailed crown molding, and an inviting floor

    Jennifer Keenan Serhant East End LLC

    21 Wilderness 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
  • /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
  • /4

    $12,000,000

    Coming Soon
    • Land
    • 16.8 Acres
    • $714,286 per Acre

    546 Long Beach Rd, Saint James, NY 11780

    Rare and unparalleled opportunity to build your ultimate compound. Boasting 16.8 acres with 2000 feet of direct waterfront along the Long Island Sound in the exclusive, incorporated Village of Nissequogue. This sprawling legacy estate offers a rare combination of absolute privacy and endless coastal possibilities. Enjoy unparalleled, direct beach access via a staircase, allowing you to step off

    Jennifer Azaz BERKSHIRE HATHAWAY

    546 Long Beach Rd, Saint James, NY 11780
  • /9

    $999,000

    $51K PRICE DROP
    • Land
    • 3 Acres
    • $333,000 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
  • /45

    $2,399,999

    $500K PRICE DROP
    • 8 Beds
    • 8 Baths
    • 6,475 Sq Ft

    9 Watercrest Ct, Saint James, NY 11780

    New Price. Fresh Presentation. One Extraordinary Opportunity.*A Private Resort Where Luxury Meets Everyday Living* Motivated seller has thoughtfully repositioned this exceptional estate with a compelling new price, creating a rare opportunity to own one of Head of the Harbor's most distinctive luxury residences. Hidden at the end of a quiet cul de sac in the prestigious Incorporated Village

    Nicholas Campasano The Agency Northshore NY

    9 Watercrest Ct, Saint James, NY 11780
  • /50

    $6,400,000

    $400K PRICE DROP
    • 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

    $2,375,000

    • 5 Beds
    • 4 Baths
    • 4,578 Sq Ft

    5 Meadow Gate W, Saint James, NY 11780

    Tucked away on two acres at the end of a quiet cul-de-sac, in the prestigious enclave of Head of the Harbor, this magnificent five-bedroom, four-bath estate offers an unparalleled blend of modern luxury and serene privacy. The entire residence has undergone a comprehensive transformation over the past six years, resulting in a home that feels brand new while retaining its sophisticated, timeless

    Lisa Minuto Compass Greater NY LLC

    5 Meadow Gate W, 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

    HUGE PRICE REDUCTION OF $223,000! SELLERS ARE MOTIVATED! Make this home yours today! 9 Swan Place is a 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

    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
$789,000
Median Single Family Sale Price
$810,000
Median Townhouse Sale Price
$1,589,000
Median 2 Bedroom Sale Price
$545,000
Median 1 Bedroom Sale Price
$454,000
Average Price Per Sq Ft
$453
Number of Homes for Sale
42
Last 12 months Home Sales
167
Months of Supply
3.00
Median List Price
$799,000
Median Change From 1st List Price
-1%
Median Home Sale Price YoY Change
-1%
How to Buy a Home How to Finance a Home How to Sell a Home