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$1,649,000
992553 MLS
Calling all builders and investors! Beautiful 8.65 acres of cleared, leveled land in Southold Town. This parcel is zoned R-80, (2 Acre zoning) and has 250' of frontage on Sound Avenue (North Road) and access from adjacent Leon Road. Sellers will not consider offers "subject to" any permits or approvals.

420 Leon Road, Southold
$949,000
3 Beds ⋅ 2 Baths ⋅ 987905 MLS
Welcome to your quintessential North Fork coastal retreat! Tucked away on a quiet, tree-lined street with peek-a-boo water views, just moments from pristine beaches and world-class vineyards, this 3-bedroom, 2-bath beach house blends relaxed vacation vibes with everyday comfort. The property has a new roof, new gas water heater and a bright, open-concept main floor featuring a cozy fireplace for breezy evenings, and a seamless flow for entertaining. Your updated chef's kitchen comes fully equipped with brand new Stainless Steel appliances, new refrigerator, dishwasher, range/oven and microwave. The serene primary suite boasts a private marble en-suite bath, while two additional bedrooms offer plenty of room for family, friends, or a remote workspace. The spacious basement has bonus areas for recreation, movies, games, and storage. This lovely retreat also offers plenty of room for your vehicles and toys as it has a heated-attached large spacious 2 car garage, and a separate single car garage. Step outside into your own private oasis with mature landscaping, a spacious patio, and plenty of room to add a custom swimming pool. You also have exclusive access to a resident-only private beach on the Mattituck Inlet, perfect for enjoying peaceful water views, kayaking, water sports, and sunset picnics. This charming home is a short walk to the marina, restaurant, bar, and live entertainment. Moreover, Mattituck’s own “Love Lane” is only a short walk or bike ride to enjoy some of the best the East End has to offer. Surrounded by the best local farm stands, shops, wineries and 5 minutes away from multiple marinas and beaches, this property is the ultimate North Fork escape—whether you are seeking a seasonal vacation getaway, an investment opportunity, or your forever home.

680 Westview Drive, Mattituck
$99,000
990272 MLS
Vacant land on busy Middle Country Road zoned Commercial, at the corner of North Evergreen Dr. Buyers should contact Town to see what they can do with the property.

23 N Evergreen Drive, Selden
$2,950,000
5 Beds ⋅ 7 Baths ⋅ 972399 MLS
Perched along the shores of the Long Island Sound, 1 Sea Crest Drive is a spectacular Mediterranean-style waterfront estate offering breathtaking views, refined craftsmanship, and exceptional amenities designed for luxurious coastal living. Grand double wood doors open to a dramatic foyer where floor-to-ceiling windows frame sweeping water views and the private, deep-water dock beyond. The light-filled entry sets an elegant tone with a gracious staircase leading to the second-floor catwalk, which separates the private primary wing from the home’s four additional bedroom suites. An elevator and powder room are conveniently located just off the foyer. Designed for both everyday living and elegant entertaining, the main level features a chef’s eat-in kitchen with Wolf appliances, double ovens, a True refrigerator, dual sinks, and quartz countertops. Just off the kitchen, the laundry room is thoughtfully designed with a Shaws farm sink and brass fixtures. The water view dining room, highlighted by marble floors and French doors, captures stunning views and opens seamlessly to the outdoor setting. The impressive great room showcases soaring floor-to-ceiling windows, parquet wood floors, and a striking fireplace, creating a warm yet dramatic gathering space. A separate bar room with its own fireplace offers an inviting setting for entertaining, while the indoor pool overlooking the Sound brings resort-style living indoors year-round. Additional first-floor features include a private office and a spiral staircase leading to the spa-inspired primary bath, complete with sauna and jacuzzi tub. The primary suite itself is a serene retreat, featuring a fireplace, marble flooring, and French doors opening to a waterside deck. Cedar closets add another thoughtful luxury. Across the elegant catwalk, four additional en-suite bedrooms provide comfort and privacy, including two with spectacular water views. A rear staircase leads to the three-car garage, with direct access back into the kitchen and laundry area. Set on a prized waterfront parcel in Lloyd Harbor, the property’s deep-water dock and panoramic Sound views create an extraordinary setting for boating, entertaining, and enjoying the very best of waterfront living. Deep-water dock. Endless views. A truly exceptional Lloyd Harbor offering.

1 Sea Crest Drive, Lloyd Neck
$1,688,000
5 Beds ⋅ 6 Baths ⋅ 989027 MLS
Welcome to an extraordinarily luxury residence nestled in the most coveted location of Poquott Village, just moments from the serene waterfront and within the highly regarded Three Village School District. This exceptional home offers the perfect blend of elegance, comfort, and modern sophistication. Built with a relatively young structure and designed to impress, the home features five spacious bedrooms and four beautifully appointed bathrooms and two powder rooms. A grand, double-height foyer creates a breathtaking first impression, complemented by premium Andersen windows that flood the interiors with natural light. Entertainment and comfort are elevated throughout the home with a state-of-the-art surround sound system installed across all three levels. The gourmet chef’s kitchen is a true showpiece, outfitted with high-end custom cabinetry, a Sub-Zero refrigerator, Wolf double ovens, stunning granite countertops, multiple islands, and dual wine coolers—perfect for both everyday living and upscale entertaining. The inviting family room boasts a cozy fireplace and a built-in bar, creating a warm and welcoming atmosphere. The first-floor primary suite offers ultimate convenience and luxury, featuring a sun-drenched bathroom with windows on three sides, a large circular jacuzzi tub, a spacious double shower, and radiant heated marble floors. A separate guest suite on the main level includes its own full bath and private side entrance, ideal for visitors or extended family. Upstairs, you’ll find three additional bedrooms, two full baths, and abundant closet space, all enhanced by hardwood flooring, elegant limestone tiles, and custom California-style built-in closets throughout the home. The large finished basement provides additional living and recreational space, while the three-car garage adds both convenience and functionality. Step outside to your private resort-style oasis. The beautifully landscaped backyard is designed for relaxation and entertainment, featuring a large swimming pool(as is), an expansive 2,000-square-foot patio, a built-in BBQ area, and a charming gazebo complete with its own fireplace. This remarkable property offers countless luxurious features—truly too many to list. Experience the ultimate in refined living in one of Long Island’s most desirable communities.

8 China Lane, E. Setauket
$525,000
2 Beds ⋅ 1 Baths ⋅ 988349 MLS
Welcome to 24 Blue Point Road! a beautifully updated ranch offering a bright, open layout and a lifestyle you’ll love. This cozy yet spacious 2-bedroom, 1-bath home features an open-concept floor plan that flows seamlessly from the living room to the dining area and kitchen, complete with granite countertops and sleek LVP flooring throughout. Freshly painted and move-in ready, the home also offers a comfortable and functional layout perfect for everyday living. Step outside to your private deck—ideal for entertaining or simply relaxing while taking in amazing sunset views. The fully fenced oversized yard provides plenty of space, complemented by a double-wide bluestone driveway and a 4-zone sprinkler system for easy maintenance. Located just down the road from a convenient town boat ramp, you’ll have easy access for boating or kayaking, all while enjoying the natural beauty of nearby protected wetlands. Come see this cozy, spacious ranch with super low taxes and many beautiful updates, this one won’t last!

24 Blue Point Road, Mastic Beach
$2,375,000
987619 MLS
Rare 17.4-Acre Estate in Orient, NY With a 2.5 Acre & 3 acre single and separate residential building lots separated by 11.9 acres of development rights sold land. This exceptional property offers a unique opportunity to own a versatile, three-part estate in the coveted hamlet of Orient, NY, boasting approximately 20,209 square feet of interior space across multiple structures. Situated in a picturesque North Fork setting, the estate perfectly blends agricultural functionality, equestrian potential, and two opportunities to build a new residence on the 3 acre parcel and/or build a new residence on the 2.5 acre lot or convert an existing 4,578 sq. ft. barn to a residence, with existing architectural plans. Parcel 1 (2.5 Acres – Residential Use) The property's entrance on the main road leads into a thoughtfully arranged 2.5-acre parcel featuring four distinctive buildings. This parcel is also setback form the Main Road by approximately 250 feet. • 1,485 sq. ft. Storage Building: • 4,578 sq. ft. Multi-Use Building: Recently renovated, featuring new Anderson doors and windows, framed interior ready for customization, and a spacious second-floor loft spanning the building’s full width with architectural plans in place to convert to a residence I• 5,015 sq. ft. Concrete Block Storage Building: Impressively designed with 25-foot cathedral ceilings, metal shelving, and a durable concrete slab floor for heavy-duty storage. • A Quaint Cottage Storage Building Parcel 2 (11.9 Acres – Development Rights Sold) Dedicated to equestrian excellence, this fully fenced and tree-lined 11.9-acre area includes: • 6,615 sq. ft. Former Indoor Riding Arena: With expansive 30-foot ceilings, suitable for equestrian training or adaptable for various agricultural uses. • 5,015 sq. ft. Stable Facility: Professionally designed with 20 spacious horse stalls. • Four Paddocks and Riding Area: Enhancing the property’s equestrian appeal with ample space for grazing, riding, and training horses. Parcel 3 (3 Acres – Residential Building Lot) Elevated above the property, this picturesque 3-acre residential lot offers panoramic views over the equestrian estate and stunning vistas of the Long Island Sound. The perfect canvas for a home or a private estate compound. The property is located less than a mile from Narrow River Marina, a perfect destination to keep a powerboat or a sailboat. In addition, there is access to Hallock Bay and Hallock Bay Beach. Additional Features & Potential Uses Electricity services each building, supplemented by generators to ensure uninterrupted lighting and water supply. Beyond equestrian pursuits, this property's potential spans broadly across agricultural uses—including vineyards, cattle farming, organic produce, or other livestock operations. The expansive layout ensures flexibility to match your vision and lifestyle. This Orient property is truly a rare find, combining extensive acreage, practical infrastructure, stunning views, and unlimited possibilities. A prestigious offering on the North Fork—ready to become your ideal agricultural and multi-residential sanctuary.

29525 Main, Orient
$3,595,000
4 Beds ⋅ 6 Baths ⋅ 987719 MLS
Lloyd Harbor Country Compound Set on over three exquisitely landscaped acres in Lloyd Harbor, this distinguished estate offers a refined blend of architectural character and modern comfort. Gracious interiors are defined by high ceilings, natural woodwork, hardwood floors, and a thoughtfully composed layout designed for both relaxed daily living and elegant entertaining. The main level features an inviting foyer, a chef’s kitchen with island and dining area opening to a dramatic great room with fireplace. Additional large formal living room with fireplace and office complete main level. On the second level, there are 3 bedrooms and 2 full bathrooms. The expansive primary suite, with cathedral ceilings and a fireplace, includes two walk-in closets, a new luxury bathroom and a hallway leading to a recently built massive exercise room, creating a comfortable and functional arrangement. The professionally landscaped property unfolds as a private retreat with an impressive collection of amenities, including an inground pool, pool house, outdoor kitchen, multiple fire pits, separate tavern building, and tennis court. Stone walls, gardens, and sitting areas further enhance the setting, all surrounded by sweeping landscaped grounds and verdant wooded views, creating a rare offering in Lloyd Harbor.

395 W Neck Road, Lloyd Harbor
$1,150,000
3 Beds ⋅ 2 Baths ⋅ 974214 MLS
Summer starts here in Hampton Bays. This 3 bed, 2 bath ranch offers an easy, open layout with a spacious living room that flows seamlessly into the kitchen with breakfast area and a separate formal dining space. The main living area features vaulted ceilings with exposed beams and great natural light, giving the home an airy feel. The kitchen offers ample cabinetry, counter space, and stainless steel appliances, with a casual dining area set right by sliding glass doors that lead out to the backyard. Bedrooms are well-proportioned, and the layout offers comfortable, functional living throughout. A full basement adds great storage and recreation potential. The backyard is a true highlight with an oversized saltwater inground pool, expansive patio space, and a large deck off the house that creates a natural extension for entertaining, all set against a sprawling lawn with plenty of room to enjoy. A move-in ready home with a layout that works, outdoor space that stands out, and a location that puts you right in the heart of Hampton Bays close to shops, restaurants, and everything the area has to offer.

5 Argonne Road W, Hampton Bays
$175,000
981559 MLS
Great Opportunity To Build On A Deep Property !!!

Crooked Hill Road, Brentwood
$949,999
4 Beds ⋅ 3 Baths ⋅ 980499 MLS
A beautifully maintained 10 year young 4 bedroom, 2.5 bath Colonial located in the desirable Grand Manor Estates. Set on a shy acre of property and offering a spacious, modern layout with timeless style. The main level features hardwood floors throughout, a large family room with a gas fireplace, and a formal dining room enhanced with custom moldings. The open floor plan leads into a well-appointed kitchen complete with stainless steel appliances, granite countertops, a designated dining area, pantry, and a bar area ideal for serving or extra storage. Sliding doors off the kitchen open to a paver patio, creating a seamless indoor-outdoor flow perfect for entertaining or quiet relaxation. Upstairs, all four bedrooms are generously sized, each offering its own walk-in closet for exceptional storage. The primary bedroom suite stands out with elegant trey ceilings and a full bath featuring a stand-up shower and soaking tub, creating a private retreat. A designated laundry area on the second level adds everyday convenience and keeps chores close to the bedrooms. Additional highlights include central air conditioning, a full basement with storage or finishing potential, and a 2 car attached garage. The expansive lot is fully enclosed, featuring vinyl fencing around the perimeter and decorative aluminum fencing across the front, combining privacy, security, and curb appeal. This home delivers the space, comfort, and thoughtful design today's buyers are seeking in a move in ready property. This is a must see.

5 Dogwood Lane, East Moriches
$376,499
976180 MLS
Build your dream home on this 1 acre parcel situated on a quiet street in Manorville. Property includes 2 existing wells, 2 small sheds and an existing driveway and has the availability to connect to public water. Electricity is available throughout the property. Previously home to a house and barn, the lot is cleared and ready for new construction. Property address was formerly 56 Primrose Path, Manorville.

309 Primrose Path, Manorville
$3,695,000
6 Beds ⋅ 6 Baths ⋅ 978627 MLS
Rising along one of the most prestigious stretches of shoreline in Asharoken, this extraordinary waterfront estate represents the largest and most significant residential offerings in the area. Set on approximately 3.43 private, gated acres with an impressive 400 feet of direct sandy beachfront along the Long Island Sound, the property offers exceptional scale, privacy, and uninterrupted water views near Northport Harbor. Encompassing approximately 12,000 square feet, this custom residence is designed for both grand scale entertaining and everyday living. Expansive, light filled interiors feature soaring ceilings, oversized rooms, and walls of glass that capture panoramic waterfront views from nearly every vantage point. Each bedroom is positioned to take full advantage of the coastal setting, offering a private retreat with sweeping water vistas. The home features 6 bedrooms and 6 bathrooms, along with two full kitchens, including a chef’s kitchen with direct outdoor access for seamless indoor outdoor flow. A butler’s kitchen further enhances convenience and entertaining capabilities. Resort style amenities include a saltwater indoor pool, private indoor racquetball court, and a marble spa-style bath. Additional highlights include separate guest quarters and a full length mahogany deck overlooking the harbor, ideal for enjoying sunrise and sunset views. The exterior grounds are equally impressive, featuring custom hardscape with a covered patio, fireplace, and expansive entertaining areas. The property’s 400 feet of private beachfront provides direct water access and a rare sense of seclusion. Modern upgrades include a whole-house generator and a private solar farm. Elevation certificate on file. A rare opportunity to own a premier waterfront estate on Long Island’s North Shore, offering a unique combination of size, setting, and lifestyle with convenient access to Manhattan.

33 Beach Road, Asharoken
$999,000
976095 MLS
Rare opportunity to custom build your dream home and own vacant land just under 1.5 acres, on one of the most desirable streets in Bay Shore, offering beautiful water views of the Great South Bay from potential second floor. This exceptional property was recently subdivided into two 1.35 acres each, each available at $1,100,000. It provides the perfect setting to build your dream home in a premier location. The seller is willing and able to build for the buyer, offering full customization to bring your vision to life. Don't miss this unique chance to secure a beautiful piece of land with endless possibilities near the bay. Buy land- they aren't making more of it!

100A Awixa Avenue, Bay Shore
$1,299,990
4 Beds ⋅ 3 Baths ⋅ 961867 MLS
Builder’s new construction Birmingham model offering approximately 2,487 sq ft with 4 bedrooms, 2.5 bathrooms and a full basement. First floor features 9’ ceilings, hardwood flooring, formal living room, formal dining room, family room with fireplace, and an open layout kitchen with breakfast area. Kitchen includes shaker-style cabinetry, quartz countertops, ceramic tile backsplash, stainless steel appliances, and pantry. Second floor includes primary bedroom with walk-in closet and primary bath featuring double vanity, soaking tub, and separate shower. Three additional bedrooms, full hall bathroom, and second floor hallway complete the level. Additional features include 2-zone central air conditioning, tankless hot water heater, PEX plumbing, custom moldings, and ample closet space throughout. Full unfinished basement with 8’ ceilings. Attached garage with interior access. Exterior features include maintenance-free vinyl siding, architectural roof shingles, double-glazed windows, asphalt driveway with paver border, in-ground sprinkler system, and underground utilities. Buyer to pay transfer tax, survey, and utility connection fees. Model pricing, specifications, and finishes are subject to change.

457 Pond Path, E. Setauket
$1,499,990
4 Beds ⋅ 4 Baths ⋅ 961862 MLS
Builder’s new construction Dorchester model offering approximately 3,134 SF of living space with 5 bedrooms and 3.5 bathrooms. First floor includes approximately 1,692 SF with 9’ ceilings, featuring a formal living room, dining room, family room, and a first-floor office/bedroom with full bath. The kitchen is designed with a center island, breakfast area, and opens directly to the main living space, providing a functional layout for everyday use and entertaining. The second floor offers approximately 1,442 SF with 8’ ceilings and includes a primary bedroom with en-suite bath featuring double vanity, soaking tub, and separate shower, along with additional bedrooms, full hall bath, and laundry room. Bedrooms include wall-to-wall carpeting, with hardwood flooring continuing through the first floor and upper hallway. Full basement with 8’ ceilings provides additional space and flexibility. The home includes a 2-car garage (approx. 474 SF) with interior access. Built with quality materials and finishes including 4” red oak flooring, ceramic tile bathrooms, custom molding and trim, fireplace with mantle, and shaker-style kitchen cabinetry with quartz countertops, ceramic tile backsplash, and stainless steel appliances. Additional features include 2-zone central air system, tankless hot water, 200 amp electric service, and energy-efficient construction. Exterior includes vinyl siding, architectural roof shingles, paver walkway, driveway, sprinkler system, and seeded yard. Located in a 4-lot subdivision in East Setauket, offering new construction in an established residential setting. Buyer to pay transfer tax, survey, and utility connection fees. Model pricing, specifications, and finishes are subject to change.

457 Pond Path, E. Setauket
$879,000
3 Beds ⋅ 2 Baths ⋅ 972288 MLS
Set against a backdrop of preserved farmland, this exquisite move in ready 3-bedroom, 2-bath Mattituck retreat captures the essence of North Fork living with waterviews, farm views and unforgettable, color-drenched sunsets. Designed with an open floor plan, the home is filled with natural light and offers effortless flow for everyday living and entertaining featuring a wood burning fireplace with wood burning cast-iron stove inside. A newly updated kitchen with stainless steel appliances, real wood cabinets and beautifully renovated bathrooms elevate the interior with modern comfort and style. Step outside to an expansive upper deck and lower patio—ideal vantage points to take in the peaceful agricultural landscape and evening skies. Perfectly positioned, enjoy easy access to Love Lane’s beloved boutiques, cafe's, and wineries, while Bailee's Beach is just moments away for sun-soaked days by the water. Located .6 miles from the LIRR and Hampton Jitney. Exceptional living at its finest, this home boasts wood floors and Anderson Windows throughout, brand new AC units, newer boiler, updated septic, new Anderson front door, public water, 2023 new chimney lining and chimney refaced, newer appliances 2019-2024, newer leaf guard gutters and propane for gas cooking. Whether you’re seeking a full-time residence or a weekend escape, this property delivers privacy, proximity, and picturesque beauty in one of the North Fork’s most sought-after locations. This listing may include images that have been digitally altered or virtually staged.

540 Conklin Road, Mattituck
$655,000
5 Beds ⋅ 4 Baths ⋅ 972696 MLS
Welcome to this expansive and versatile colonial offering over 3,200 sq. ft. of thoughtfully designed living space—perfectly suited for today’s evolving lifestyles, including multigenerational living, extended guest accommodations, or flexible work-from-home setups. Featuring 5 bedrooms and 4 full baths, this home offers an ideal balance of space and functionality, with generously sized rooms and multiple living areas that allow everyone to enjoy both privacy and connection. The layout lends itself beautifully to extended living arrangements, with room for separate quarters, shared spaces, and potential accessory uses (buyer to verify). The updated kitchens are designed with both everyday living and entertaining in mind, featuring modern finishes, ample cabinetry, and a natural flow between spaces. Fresh paint and laminate flooring throughout create a clean, cohesive feel, while abundant natural light enhances the home's warmth and livability. Significant improvements have already been completed, offering added value and peace of mind, including a roof approximately 5 years young, siding with foam insulation (2 years), new soffits and gutters, a 1-year-old water heater, a 2-burner heating system, and existing ductwork in place for future central air. Situated on a spacious corner property, the outdoor setting provides endless potential for entertaining, recreation, or future customization. A rare street-to-street driveway offers ample on-site parking—ideal for households with multiple vehicles or extended living needs. Conveniently located near shopping, dining, parks, golf, beaches, and transportation, this home combines size, flexibility, and location into one exceptional opportunity. A truly adaptable home designed to grow with you—don’t miss the chance to make it your own.

10 Sunnyside Drive, Sound Beach
$1,310,000
3 Beds ⋅ 2 Baths ⋅ 966420 MLS
This classic Greenport Village Craftsman has the kind of charm that is getting harder to find — bright, airy rooms, beautiful period detail, and an easy coastal feel just one block from the beach. Front and back porches provide multiple outdoor seating areas. Inside, the home features coffered ceilings, warm wood floors, and sun-filled living and dining spaces. Outside, the private, fully fenced backyard is well suited for summer living, w/wisteria-covered arbor for dining & entertaining. room for a pool. the detached garage with outdoor shower could work well as a pool house, studio, or additional entertaining space. This special property is close to a sandy Bay beach, the LIRR, SI Ferry, restaurants and the lively Village downtown. Perfectly located to explore the vineyards, farm stands, fishing spots and all that the North Fork offers.

210 5th Street, Greenport
$650,000
5 Beds ⋅ 3 Baths ⋅ 961719 MLS
Welcome to 115 Arlington Road, a wonderful 5-bedroom, 3-bath expanded ranch in sought-after Lake Pines offering the perfect blend of modern efficiency and comfortable living. Step inside to discover a light-filled home featuring numerous skylights that create a warm, inviting atmosphere throughout. The updated kitchen features granite countertops, newer stainless steel appliances, and abundant storage. Entertain seamlessly with two wood burning fireplaces serving both the living and family rooms. The true showpiece is the heated and cooled sunroom addition—your personal year-round retreat for morning coffee, evening relaxation, or hosting gatherings while enjoying views of the yard in climate-controlled comfort. The main level features four bedrooms and two baths with an ensuite bath for the primary bedroom, while the finished basement offers additional living space with a bedroom, a full bath, and egress window for safety and peace of mind. Elegant touches include wainscoting, crown molding throughout, and a convenient chair lift providing accessibility between levels. Energy Efficiency Meets Modern Living: A 64-panel solar array significantly reduces electric costs—your hedge against rising PSEG rates—while a 22kW LP whole-house generator ensures uninterrupted power and peace of mind. Outside, enjoy the covered Trex front porch, professionally landscaped grounds with specimen plantings and in-ground sprinklers, a fully fenced backyard, and a 9'x12' storage shed. Recent upgrades include gutter guards for low-maintenance living. The two-car garage completes this exceptional package. Location, Location, Location: Perfectly positioned just 3.1 miles from the LIRR and the vibrant new Station Yards complex, with convenient access to Stony Brook University and the LIE. Lake Pines living at its finest! This desirable home won't last long—schedule your showing today!

115 Arlington Road, Ronkonkoma
$6,399,000
5 Beds ⋅ 7 Baths ⋅ 957362 MLS
Elevate your lifestyle at 24 Landview Drive, a New Construction Estate that defines Luxury Living in desirable Dix Hills! This new custom-built offers 8,880 sq ft of living space with an additional 3,320 sq ft of unfinished lower level, and features exquisite detail and masterful design throughout. Flawlessly built by TELIA Contracting and artfully designed by BESS DECOR, this Estate is perfection for grand entertaining and family living! Enjoy a Chef's dream gourmet kitchen with Subzero & Wolf appliances, a butler's pantry with wet bar, 5 oversized en-suite bedrooms, 6.5 baths, a luxury library/home office with speakeasy dry bar and a heated legal 4 car garage. This estate features soaring high coffered ceilings, custom moldings, paneling and millwork throughout, 4 gas fireplaces, custom built-ins and vanities, marble tile and slabs throughout, quartz countertops, radiant heat, custom iron railings, two staircases and an elevator spanning from the basement to the 3rd floor walk-in attic. The estate offers 7 heating/cooling zones, a full unfinished basement (prepped for home theater, wine cellar, wet bar and bathroom) with walkout access, central vac, Buderus boiler and full house generator. The palatial rooms, craftmanship and attention to detail in every corner within this estate truly characterizes it as a luxurious masterpiece of unmatched aura that perfectly transitions into the outdoor living space as well. Multiple french doors lead into the majestic backyard which features an incredible outdoor living experience with covered heated patios, oversized second floor balconies from the bedrooms, full outdoor kitchen, outdoor fireplace with lounge/cigar area, full outdoor bathroom with shower, a private fire pit sitting area, along with a 30x50 gunite saltwater heated pool with built-in hot tub spa, fire feature, waterfall feature and sun deck. Entire estate is pre-wired for audio/video and security system. If you are ready to enjoy unparalleled luxury living, then this distinguished estate that seamlessly blends timeless architecture with modern sophistication is ready to offer you the ultimate living experience!!!

24 Landview Drive, Dix Hills
$2,399,000
3 Beds ⋅ 2 Baths ⋅ 943087 MLS
Waterfront living designed for effortless coastal comfort. Ideally located just moments from one of Southold’s premier beaches, this updated 3-bedroom, 2-bath contemporary home offers open water views, beautiful sunrises and sunsets, and a seamless indoor–outdoor flow. The light-filled main level features a newly built modern kitchen that opens directly to the outdoor entertaining area, along with a waterside first-floor primary suite. Large windows invite the views in, creating a relaxed, airy atmosphere throughout the home. Outside, the property lives like a private shoreline retreat. Enjoy the new heated saltwater pool with automatic cover, an enclosed outdoor shower, and generous patio space perfect for lounging or hosting. The private dock provides more than just waterfront enjoyment—there’s direct boating access to Southold Bay and Peconic Bay, with easy routes to Greenport, Shelter Island, and even Sag Harbor for dining, marinas, and day trips. A turnkey waterfront residence that blends comfort, modern updates, spectacular views and the best of coastal living!!!

470 Goose Creek Lane, Southold
$1,495,000
3 Beds ⋅ 2 Baths ⋅ 932413 MLS
17525 County Rd. 48 (aka Middle Rd). Currently being used as a "tree farm", large farmhouse w/high ceilings, open living/dining area, craft room, den and office space. First floor full bath, full row of storage closets. Second floor offers large primary bedroom with high ceilings & 2 additional bedrooms, full bath. Inground pool, large patio area, huge accessory building with large overhead door, 2.06 acres (150 x 600) with partial irrigation zoned AC Agriculture Conservation (Residential). Endless possibilities with large outbuilding for the hobby enthusiast, country farmer or one looking for a serene lifestyle amongst the beautiful North Fork surroundings.

17525 County Road 48, Cutchogue
$1,950,000
4 Beds ⋅ 5 Baths ⋅ 935606 MLS
Construction Has Already Begun-Brand -New Exquisite Modern Farmhouse on this Gorgeous Lakefront 1.20 Acre Property in the Heart of Sayville for you. with 3,800 square feet of living space is being Built Right Now, Building Plans are for a Two Story Home with Eat in Kitchen, Living Room, Dining Room, Den, Study Room, 4 to 5 Bedrooms with 4.5 Baths with a Full Basement Plus 3 Car Garage.

81 Old Broadway Avenue, Sayville
$3,999,000
4 Beds ⋅ 7 Baths ⋅ 930022 MLS
Welcome to this exceptional custom-built home nestled on 1.1 secluded acres, offering the perfect blend of luxury, comfort and privacy. Hidden at the end of a long driveway, the main house boasts 3 bedrooms and 3.5 bathrooms. The 1st floor main suite features include double doors that open to a private deck, a WIC and an expansive master bathroom equipped with a spa style rain shower. To add to the resort feel, the house is equipped with radiant flooring in all rooms and levels, a two story great room with an indoor/outdoor stone fireplace and a Chef's kitchen with custom-built cabinetry and granite counters. Large sliding doors lead you onto a wrap-around, mahogany deck with views of greenery and a stunning gunite pool. Upon leaving the main house, you will find every car lover's dream. A large barn style 4-car garage with ample height for additional car lifts. The 2nd floor features a 1 BR, 1 Bath apartment, full kitchen and an open floor plan living room/dining room.

141A N Ferry Road, Shelter Island
$2,399,000
5 Beds ⋅ 5 Baths ⋅ 927095 MLS
This warm and welcoming home offers a spacious layout with multiple living areas and an abundance of natural light throughout. The first floor features a large living room with a wood-burning fireplace and a picture-perfect bay window, a bright den surrounded by windows overlooking the yard, and a billiards room that opens to the eat-in kitchen can serve as a formal dining room. The kitchen is designed for both cooking and entertaining, featuring a gas fireplace and sliding glass doors leading to the backyard. A convenient first floor bedroom and office provide flexible living options, while the laundry area and multiple baths—including a half bath accessible from the sunroom—add practicality and comfort. The four seasons room offers the perfect transition to the backyard and pool area, ideal for summer gatherings. Upstairs, a spacious landing leads to the serene primary suite with a walk-in cedar closet and sliding glass doors to a private balcony—a perfect place to enjoy morning coffee or quiet evenings. Three additional bedrooms, each generously sized with ample closet space, and a full bath complete the second floor. Set on a beautifully landscaped property, the outdoor space is designed for relaxation and entertaining, featuring an inground pool, gazebo, Trex deck, and a large private backyard. Two attached garages (a one car garage and a large, 550 sqft, 4 car garage) provide “indoor parking for 8 cars!” (with racks) and ample storage, completing this well-appointed home that truly offers space, comfort, and versatility both inside and out.

137 South Road, Westhampton
$1,425,000
3 Beds ⋅ 4 Baths ⋅ 924424 MLS
Waterfront Opportunity on Bay Home Road. Welcome to 535 Bay Home Road, a rare and flexible offering on one of the North Fork’s most coveted canal-front streets, located in the prestigious Willow Point community. With panoramic water views, a private dock, and access to a secluded beach, this property combines timeless coastal charm with modern luxury. Buyers can choose from two exclusive paths to own this exceptional property: Option 1: New Construction Package – $3,300,000 Partner with the highly regarded North Fork Building Company to create a custom 2,900 sq ft modern waterfront home, expertly designed to showcase water views and deliver a luxurious coastal lifestyle. Planned Features Include: 3 en suite bedrooms, additional full bath off the mudroom, main-floor flex room (ideal for a 4th bedroom, home office, or den), Heated waterside pool, covered outdoor living room with kitchen and wood-burning fireplace, private dock + floating swim dock, detached two-car garage with unfinished attic space and breezeway. Interior Highlights: Gourmet kitchen with custom cabinetry, quartz countertops, Thermador appliances, gas fireplace in the living room with custom built-in bookcases, 10’ ceilings on the main level, 9’ ceilings upstairs, white oak flooring throughout, Kohler fixtures, Andersen windows, and recessed lighting. Custom molding package, Walk-in closets in all bedrooms and upstairs laundry room. With final plan approvals nearing completion and permits ready to issue, now is the ideal time to customize your finishes and build your North Fork dream home. Option 2: Purchase As-Is with Approved Plans – $1,499,000 Prefer to build on your own schedule or with your own team? The existing home is also available as-is . This includes: Fully approved architectural plans, ready-to-issue building permits, .37-acre lot on a quiet canal with private dock. Prime opportunity to invest in a trophy location with a head start on construction. Whether you're ready to break ground now or planning for the future, 535 Bay Home Road is a rare chance to own one of the North Fork’s most prestigious waterfront streets — just steps to a private beach and directly across from a scenic vineyard.

535 Bay Home Road, Southold
$2,549,000
4 Beds ⋅ 3 Baths ⋅ 908511 MLS
Experience the ultimate in North Fork waterfront living at this captivating 4-bedroom, 3-bathroom retreat on the Peconic Bay. Featured in The New York Times and Rue Magazine, this home was designed by the renowned firm Hyphen & Co. with the vision of making every day feel like a vacation. Set on prime private bay frontage, the residence was thoughtfully crafted to maximize water views from nearly every room. The open-concept main level is the heart of the home, with a modern chef’s kitchen featuring stainless steel appliances, sleek white cabinetry, light countertops, and a spacious island that doubles as a breakfast bar. The adjoining dining area and sun-filled living room create an effortless flow, with large windows and sliders that frame sweeping vistas across the bay to Robins Island and Southampton. The primary suite is a true sanctuary with its own balcony overlooking the water—perfect for sunrise coffee or sunset cocktails. Three additional bedrooms and two well-appointed baths provide plenty of space for family and guests. Each detail, from the wood-finished floors to the custom fixtures, reflects a balance of elegance and comfort. Step outside to an expansive waterside deck designed for unforgettable entertaining, from al fresco dining to nights by the fire pit. With direct access to the bay, enjoy swimming, kayaking, paddleboarding, boating, and fishing just steps from your door. Located minutes from Love Lane, vineyards, farm stands, and fine dining, this property offers the best of North Fork lifestyle—charm, convenience, and unmatched natural beauty. Furnishings included in the sale. Recent premium updates include New roof(full), New upper and lower decks, New siding and upgraded window surrounds, New driveway, New bulkhead cap, New rugs in primary and guest bedrooms, New electric shades, New outdoor composite lighting. Private beach, full service marina and pool membership club just around the corner and the ability to moor your boat right out front.

4415 Camp Mineola Road, Mattituck
$450,000
908173 MLS
Amazing Opportunity to own 2 Lots, side-by-side. These 2 lots are being sold together and total .43 of an acre. Come with your ideas! Perfect for Builder or Investor!

#189,#191 Mount Vernon Avenue, Medford
$4,900,000
896328 MLS
Step into the heart of North Fork wine country with the rare opportunity to own Osprey’s Dominion, an award-winning, fully operational winery and vineyard with a celebrated brand and loyal following. Perfectly positioned along the highly visible Main Road (Route 25) in Peconic, this landmark estate combines prime location, modern facilities, and limitless growth potential. Spanning over 50 acres, the property includes a 4.46-acre winery parcel with development rights intact and an additional 46.36 acres of vineyard with 34.5 acres under vine. The estate features approximately 19,500 square feet across three primary buildings, including a beautifully appointed tasting room with seating for more than sixty guests, cocktail capacity exceeding one hundred, and an expansive outdoor patio overlooking the vines. The winery itself houses a temperature-controlled production facility with fermentation cellar, bottling line, and laboratory, while the barrel and storage building provides over 8,000 square feet of climate-controlled space for aging and inventory. The setting is as breathtaking as it is functional, with panoramic vineyard views, manicured lawns, and a blend of rustic charm and refined elegance that makes the property a sought-after destination for wine enthusiasts, weddings, corporate events, and private celebrations. Outdoor features include a pergola-covered patio bar, gazebo, and multiple gathering spaces designed to enhance the guest experience. The sale includes the Osprey’s Dominion brand, extensive winemaking and agricultural equipment, and existing inventory, ensuring a seamless transition for a new owner. With a loyal customer base, a wine club of hundreds of members, and a certified sustainable harvest underway, the vineyard is positioned for continued success. This is a rare chance to acquire a turnkey winery in one of New York’s most vibrant wine regions. Whether you are an experienced vintner or an investor seeking a marquee North Fork asset, Osprey’s Dominion offers unmatched prestige, proven operations, and boundless potential.

44075 Route 25, Peconic

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