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$1,175,000
5 Beds 3 Baths 1017465 MLS
Welcome to 10 Rancher Place, a fabulous farm ranch set on beautiful property in the heart of Huntington. This inviting five bedroom, three bath home offers a warm and flexible layout with generous living space, comfortable bedrooms, and wonderful natural light throughout. Designed for easy everyday living and entertaining, the home blends classic character with the space today’s buyers are looking for. Set on beautiful private property, the outdoor setting is a true highlight, offering plenty of room to relax, entertain, garden, or simply enjoy the privacy and tranquility of the surroundings. Ideally located near Huntington Village, shops, restaurants, parks, beaches, and transportation, 10 Rancher Place presents a special opportunity to enjoy charm, space, and convenience in one of Huntington’s most desirable areas.

10 Rancher Place, Huntington

$849,990
4 Beds 4 Baths 1014899 MLS
Move right into this one-of-a-kind home offering a truly unique and versatile layout just minutes from the vibrant shops, restaurants, and entertainment of Huntington Village. Situated less than two miles from the heart of the village, this well-maintained residence combines character, functionality, and exceptional living space. The home's distinctive floor plan provides endless possibilities for today's lifestyle, featuring spacious rooms, flexible living areas, and an abundance of natural light throughout. Whether you're seeking room for extended family, a home office, or private guest accommodations, this property adapts to your needs with ease. A standout feature is the legal accessory apartment, offering a fantastic opportunity for rental income, multigenerational living, or a private space for guests. Both the main residence and accessory apartment are in move-in condition, allowing you to enjoy the home from day one.

29 Vineyard Road, Huntington

$3,625,000
5 Beds 5 Baths 1012419 MLS
Nestled in the highly coveted Hay Beach enclave of Shelter Island, 43 Gardiners Bay Drive is a grand, ˜ 6,100-square-foot coastal estate that redefines luxury through the lens of effortless living. Set on a sprawling 0.92-acre parcel with captivating winter water views of Gardiners Bay, this masterfully designed home offers a seamless daily rhythm, beginning in the light-filled foyer where exquisite millwork meets glass doors that open to the expansive grounds. Designed for both high-end entertaining and absolute ease, the flowing main level connects a stately firelit living room to a magnificent chef's kitchen—complete with a professional cooktop, a walk-in pantry, and dual dishwashers for effortless cleanup—before transitioning outside to a resort-style pool featuring an electric safety cover and direct cabana-bath access. A sanctuary of personal wellness, the second floor boasts a marble-clad primary suite with a private water-view office overlooking the bay, alongside three generous guest rooms and two laundry rooms configured for ultimate convenience. Below, the fully finished lower level serves as a private wellness and entertainment pavilion, featuring a home gym, media room, and a temperature-controlled wine cellar, balanced by an abundant bulk-provisioning storage room and an attached garage for your water toys. Situated just steps from the pristine sands of Menhaden Lane Beach and moments from the island’s premier marinas, boutiques, and acclaimed dining, this estate offers a turnkey, worry-free island lifestyle where every modern luxury is already perfectly in place.

43 Gardiners Bay Drive, Shelter Island

$4,800,000
5 Beds 4 Baths 1007669 MLS
Held by a single family for nearly a century, 90 Peconic Avenue carries the kind of history that can't be manufactured - a deep sense of place, of summers lived well, of a waterfront that has remained unchanged while the world around it evolved. Custom built by Reich Eklund in 1985 and thoughtfully maintained, this classic Shelter Island shingled beach house sits on a level acre along one of the Island's most coveted stretches of waterfront -190 feet of Silver Beach shoreline, fully bulkheaded, with a private dock and unobstructed sunset views that define the property at every hour. Deceptively generous in scale, the five-bedroom, 3.5-bath residence features an open floor plan with every room oriented toward the water. two en-suite bedrooms, one on each floor. A full waterside balcony. Two-car attached garage. Full basement with poured concrete foundation. Mature landscaping on all sides for privacy. The expansive side lawn is often mistaken for a separate lot and offers room for an accessory structure. Architectural Renderings available upon request illustrating pool placement and the full potential of this property, making this one of the rare waterfront opportunities with meaningful room to grow. A chance to own a piece of Shelter Island's story.

90 Peconic Avenue, Shelter Island

$749,999
3 Beds 2 Baths 1005701 MLS
Turnkey Renovated Farmhouse-Style Cape — Elwood School District 295 Cuba Hill Road offers a rare opportunity to own a fully renovated, move-in-ready farmhouse-style Cape in the highly desirable Elwood School District. Thoughtfully updated throughout, this home blends modern farmhouse finishes with comfortable, functional living in one of Huntington’s most sought-after residential areas. Step inside to a bright, open main level featuring updated flooring, fresh paint, and a beautifully redesigned farmhouse-style kitchen. The kitchen showcases two-toned skinny shaker cabinetry, hard-surface Calacatta quartz countertops, quality finishes, and stainless steel appliances, all anchored by an easy flow perfect for everyday living and entertaining. A charming farmhouse-style half bathroom adds both style and convenience to the main level. Every space has been refreshed so the next owner can simply move in and enjoy. The home offers well-proportioned bedrooms, updated bathrooms, and a layout that maximizes both comfort and usability. Stay comfortable year-round with a highly efficient HVAC system featuring mini splits in every room, delivering customized climate control and energy savings throughout. Whether you’re starting out, downsizing, or looking for a low-maintenance alternative to a condo, this home delivers flexibility and convenience. Outside, enjoy a private yard space ideal for relaxing, gardening, or entertaining, along with a 2-car detached garage featuring plenty of storage in the loft above, plus driveway parking. The property provides both practicality and privacy in a quiet residential setting. Located close to parks, schools, shopping, and major roadways, this home combines convenience with community living. Don’t miss your chance to make this move-in-ready gem your own — schedule your private showing today! Perfect looking for room to grow, this property also offers exceptional potential for hobbyists, homesteaders, gardeners, or anyone seeking space for projects, storage, or future expansion. The large lot and detached 2-car garage provide versatility and opportunity rarely found. A rare chance to enjoy farmhouse-style living with the confidence and comfort of a completely updated home.

295 Cuba Hill Road, Huntington

$629,777
4 Beds 2 Baths 995719 MLS
Stunning Fully Gutted, Rebuilt & Expanded Ranch. Discover this beautiful, move-in-ready ranch in the heart of Centereach! The home has been completely gutted down to the studs and meticulously rebuilt with a thoughtful expansion, giving you the peace of mind of a like-new home with modern systems and finishes throughout. This charming property now offers 4 spacious bedrooms and 2 full bathrooms, providing comfortable, updated living for anyone seeking modern convenience in a classic ranch layout. Highlights: • Fully gutted to the studs and completely rebuilt — new electrical, plumbing, insulation, drywall, siding, windows, roof, boiler and more • Thoughtfully expanded for added living space and functionality • Modern finishes and bright, open interiors throughout • Prime Centereach location — close to schools, parks, shopping, and major roadways for easy commuting to NYC This turn-key home combines the charm of classic Long Island ranch living with brand-new construction quality. Whether you’re hosting gatherings or enjoying quiet evenings at home, this property is ready for you to move right in and enjoy for years to come! Priced to sell and waiting for its new owners!

101 Rustic Road, Centereach

$1,249,000
2 Beds 1 Baths 998148 MLS
Put your money in Real Estate - here's a property that is in prime condition and generates an income plus appreciation! Hamlet Business (HB) zoned property, in the heart of the Hamlet of Southold! Currently a Legal two-family home - each apartment has two bedrooms, wood floors, updated eat-in kitchen, spacious living room, bathroom, window air-conditioners, with lots of natural light coming from widows on all sides of the house. In addition, there is a beautiful two-story, 1,100 square foot, approximately a hundred-year old, BARN, with electric and running water. This rare accessory building has been preserved and is just waiting to be repurposed! We virtually staged it with an entertaining idea! There is also an active planting field behind the barn with irrigation. The property has mature trees and a substantial lawn making it private and peaceful, and at the same time centrally located so that you can easily walk to local restaurants, grocery, banks, post office, town hall, and other shopping. There is deeded access to beautiful Founders Landing Bay Beach and Park - very walkable on a lovely spring or summer day! And...it only a few steps to Southold's LIRR Station and Hampton Jitney bus stop. Hamlet Business Zoning offers numerous other possibilities. Buy this special retreat and make your investment work for you!

1220 Youngs Avenue, Southold

$1,550,500
4 Beds 5 Baths 1001424 MLS
Welcome to Aspen Run, an exclusive collection of four luxury residences privately positioned in the heart of East Moriches. Thoughtfully designed to blend modern living with the natural beauty of Long Island’s South Shore, Aspen Run offers convenient access to local shopping, dining, marinas, beaches, and major travel routes while maintaining a quiet, estate-like setting. The Rosegrove model offers over 3,200 square feet of curated living space, blending timeless architecture with modern functionality. Designed for both everyday comfort and elevated entertaining, this residence features 4 spacious bedrooms and 4.5 bathrooms, including a generously sized first-floor primary suite designed for privacy and relaxation, as well as an additional private upstairs ensuite. At the center of the home, an expansive open-concept floorplan seamlessly connects the chef’s kitchen, dining area, and great room. The kitchen is complemented by a dedicated scullery-style prep pantry complete with beverage refrigeration, a secondary sink, and additional storage. Anchored by a 42-inch cultured stone fireplace and oversized windows that fill the space with natural light, the adjoining living and dining areas create an effortless flow ideal for both everyday living and large-scale entertaining. A private second-floor study offers additional flexibility for a home office, lounge, or guest accommodations. Set on over 1.3 acres surrounded by mature growth and preserve-backed privacy, the residence offers a rare connection to its natural surroundings. The setting creates a peaceful and secluded atmosphere while remaining just moments from the conveniences and coastal lifestyle that define East Moriches living. Additional highlights include: Grand open-concept living and entertaining spaces Custom chef’s kitchen with additional scullery kitchen Cultured stone fireplace feature wall High ceilings throughout Luxurious primary suite with spa-inspired bath Preserve-backed setting with exceptional privacy Room for future outdoor living amenities, including a pool and entertaining space Discover the balance of luxury, land, and lifestyle at Aspen Run — a rare new construction offering designed for modern Long Island living.

2 N/C Aspen Run, East Moriches

$7,499,999
6 Beds 8 Baths 999968 MLS
Welcome to 19 Holly St, Montauk — a newly constructed luxury residence of exceptional caliber, privately nestled within the coveted Hither Woods community and accompanied by deeded beach rights, including exclusive parking access and gate keys to several private ocean beaches along Old Montauk Highway. Scheduled for completion this summer, this extraordinary coastal retreat presents a rare opportunity to acquire a newly built legacy property in one of Montauk’s most prestigious and tightly held enclaves. Set gracefully within a tranquil wooded setting and spanning more than 7,730 square feet of meticulously curated living space, this 5+ bedroom, 6 full bathroom, 2 half bathroom estate — complete with dedicated office space and an exquisite library/reading room — has been masterfully designed to embody understated opulence, architectural balance, and refined coastal sophistication. A serene white oak palette flows seamlessly throughout the residence, establishing an atmosphere of warmth, tranquility, and timeless elegance. The thoughtful interplay of natural wood, expansive glass, and hand-selected stone creates an elevated aesthetic that feels both modern and enduring. Grand-scale living areas are accentuated by soaring ceilings and dramatic walls of glass, allowing natural light to pour effortlessly through the home while creating an extraordinary sense of volume and openness. Every inch of the residence has been designed with uncompromising attention to detail. The spectacular chef’s kitchen is outfitted with Wolf and Sub-Zero appliances and complemented by a beautifully appointed butler’s pantry, seamlessly connecting the home’s expansive entertaining spaces. Multiple indoor and outdoor living environments, two peaceful private courtyards, and a stunning second-floor terrace create an effortless flow between luxury living and Montauk’s natural beauty. The primary living experience is further elevated by a fully finished lower level, hydronic heating, four-zone central air conditioning, a gas fireplace, 400-amp electric service, and a spacious two-car attached garage. The residence is also thoughtfully pre-wired for a future whole-house generator, EV charging capability, and an integrated sound system throughout. Curated finishes of the highest caliber define the interiors and exterior alike, including premium travertine and limestone selections, cedar roofing, custom wood detailing, and distinguished Newport Brass and Kohler plumbing fixtures — each element selected to create a cohesive and enduring luxury experience. The outdoor setting rivals the interiors in both beauty and execution. A spectacular fully heated gunite pool spanning nearly 650 square feet anchors the resort-style grounds, surrounded by over 2,000 square feet of decking, ambient landscape lighting, lush sod landscaping, and a striking oak pergola complete with a fully equipped outdoor kitchen designed for elevated entertaining beneath the Montauk sky. Crafted by AGC Construction — regarded as Montauk’s most respected builder — this residence reflects a level of craftsmanship, execution, and luxury rarely brought to market. Perhaps most compelling is the extraordinary value proposition: the opportunity to acquire newly constructed luxury of this scale, finish level, and pedigree at approximately $970 per square foot — an offering that is becoming increasingly rare within the Montauk market. 19 Holly St is not simply a home; it is a statement of lifestyle, design, and permanence — a generational coastal estate where modern luxury and timeless Montauk beauty exist in perfect harmony.

N/C Holly St, Montauk

$2,399,000
4 Beds 4 Baths 1000563 MLS
Welcome to your luxury retreat on the North Fork, ideally located in the hamlet of Greenport. This brand new residence offers the perfect blend of sophisticated design, modern comfort and effortless indoor-outdoor living - all just moments from the Long Island Sound with deeded beach rights to a private community beach. Your days can begin with morning walks along the shoreline and end with memorable sunsets. This 2,250 square foot home features an airy open concept floor plan anchored by a gourmet chef’s kitchen with premium finishes and generous entertaining space. The first floor includes a beautifully appointed junior suite, ideal for guests or multigenerational living. Upstairs, the primary suite offers a spa inspired bath, accompanied by two additional bedrooms and a full bathroom. Designed for effortless indoor outdoor living, the backyard is an entertainer’s dream with a spacious patio and a heated saltwater pool. A rear basement entrance adds convenience and flexibility for storage, recreation, or future expansion. Experience refined coastal living in one of Greenport’s most desirable locations—where luxury, comfort, and the Sound’s natural beauty come together. Currently under construction with completed in Fall 2026

1760 McCann Lane, Greenport

$1,598,000
4 Beds 3 Baths 999684 MLS
Set gracefully back from the road, this updated and timeless Farm Ranch offers exceptional privacy and a serene setting in the heart of Cold Spring Harbor, within the Cold Spring Harbor School District. This spectacular, fully renovated residence seamlessly blends classic elegance with modern comfort, creating a true entertainer’s dream. Nestled on an expansive 1.75+ acre property, the home provides a tranquil, park-like setting with ample space to relax and entertain both indoors and out. The main level features a grand entry foyer, a sunlit living room/den with a fireplace, and a formal dining room. The magnificent chef’s eat-in kitchen is the centerpiece of the home, complete with an expansive island, high-end stainless steel appliances, and a butler’s pantry. This level also includes a spacious junior suite with an elegant en-suite bath and walk-in closet, two additional bedrooms, and a beautifully appointed guest powder room. The upper level is dedicated to a luxurious primary suite retreat, featuring a private balcony overlooking the front grounds and a spa-like en-suite bathroom. A full basement offers endless potential to create your dream space—perfect for a home theater, gym, or playroom. Step outside to your own backyard oasis, where a poolside paradise and sprawling, park-like grounds provide the ultimate setting for outdoor living and entertaining. Ideally located near the historic charm of Cold Spring Harbor and the vibrant energy of Huntington Village, this exceptional home offers convenient access to fine dining, shopping, parks, beaches, golf, and boating, including Eagle Rock Beach and mooring rights (fees apply). This listing may include images that have been digitally altered, enhanced for illustrative purposes, or virtually staged. Original, unedited images are available upon request.

497 Woodbury Road, Cold Spring Hrbr

$1,100,000
4 Beds 3 Baths 994993 MLS
Where does one begin? For those who want it all...coastal lifestyle, nearly 180-year-old detail that cannot be replicated, a home with soul, provenance, & stories, modern comforts, a flexible floor plan, and a property of possibilities. 45 Shore Road offers it, and then some. Constructed in approximately 1848, when shipbuilders & captains dotted this loveliest of streets that meanders along the eastern shoreline of Setauket Harbor, the Hulse House stands as a testament to time and Three Village history. This residence and neighborhood must be experienced in person. Its current stewards have invested significantly: a new innovative/alternative onsite waste treatment septic system (2021), 2-zone gas heat & 2-zone central air (2016 & 2023), a 16kw Generac whole-house generator (2018), upgraded 200amp service, extensive electrical & plumbing upgrades, and smart thermostats. Structural investments include a fully rebuilt wraparound veranda with custom Tennessee Porch Company balusters (2016), a 2010 roof (primary suite portion 2024), partially rebuilt second floor bedroom, bathrooms and kitchen, and extensive grounds improvements. A bygone era carries throughout. Patina'd elements, a whimsical feel, authenticity that cannot be manufactured - from original fixtures, doors, and 9-layer moldings, to a hand-carved marble fireplace mantle & original wide-plank floors that have felt countless steps - the Hulse House is the embodiment of a time when things were built to endure. And so they have. 9' ceilings, beautifully proportioned rooms, chandeliers on ornate medallions, and period architectural windows of impressive scale define the home's character. The parlor is its heart - embossed wallpaper, original moldings, and a hand-carved 1870 marble mantle anchor a space that adapts to dining, living, or the arrangement of your choice. The adjacent living room offers nearly floor-to-ceiling windows with harbor views just across the street. The kitchen, rebuilt in 1999, blends country charm with modern convenience - an upgraded suite of appliances added in 2022, including a 5-burner double-oven gas range and a smart fridge, glass-knobbed cabinetry, delightful millwork, a morning light-filled breakfast nook, a surprisingly generous laundry room that doubles as a walk-in pantry, and access to a breakfast porch. Four true bedrooms offer generous closets for a home of this era. The main-level primary suite features a rebuilt ensuite bath, two walk-in closets, and flexibility for an adjacent (large) nursery, study, or dressing room. The second level offers increasingly better seasonal views of the harbor & original fireplace. The third bedroom, with an original oversized 3-piece window recently uncovered and four low-sill windows, delivers remarkable light & architectural character. Additional second-floor space rounds out the picture as a study, den, or potential conversion to a suite. Magical grounds: an expansive front lawn fringed by an original concrete & inlaid stone wall, pillared entry, white picket fence, & mature plantings overflowing in the most whimsical of ways. The backyard gently inclines toward an iris-fringed patio - part of a century-old squash court - and a cedar-sided carriage house with custom 2024 doors and possibilities abound, plus ample driveway space. Your days are spent harborside. Swans glide by as herons & osprey fish. Dock at Shore Road Marina (1,000'), launch your kayak or picnic - a sandy beach is just 800' away! Revel in skies painted pink & orange at sunset, & an ever-changing harborscape: lush in summer, golden in fall, frozen and vast in winter. Admire the neighborhood's architecture. Seport Deli (500') and its legendary Boone & iced tea, and beloved Elaine's Restaurant (600') are practically neighbors. Port Jefferson Village is 3 min east; world renowned Stony Brook University & Hospital, 10 min west. Zoned for Three Village schools (Setauket Elementary, Gelinas, Ward Melville HS). LOW 3V taxes - only $11,809!

45 Shore Road, Setauket

$1,276,000
3 Beds 3 Baths 998976 MLS
Welcome to 550 Madison Avenue in Greenport, a thoughtfully designed New Construction farmhouse that feels comfortable from the moment you arrive. The covered front porch is more than an architectural detail. There is actually room for a chair and side table, creating the perfect spot for a quiet morning coffee. Inside, wide 6-inch oak floors connect the bright, open living spaces. The powder room is conveniently located near the front entrance, but it is tucked far enough away from the open living room, dining area, and kitchen to give everyone a little privacy when the house is full. The custom kitchen design brings together the features buyers keep asking for, including a paneled refrigerator, a full pantry closet, open shelving, generous cabinetry, and a kitchen sink positioned beneath a window overlooking the backyard. Even doing the dishes comes with a view of the established maple trees. A full glass slider in the dining area fills the back of the home with natural light and creates an easy connection to the outdoor entertaining spaces and grill. The backyard views can also be enjoyed from the living room, making the surrounding landscape feel like part of the interior design. Upstairs, the primary bedroom features a peaceful en-suite bathroom with distinctive tile flooring and calm, carefully selected finishes. Even the first-floor powder room has beautiful wallpaper, adding personality and making this New Construction home feel intentional rather than predictable. The fully fenced backyard is surrounded by established maple trees, creating a quiet and private setting that feels like a hidden corner of Greenport. The newly installed stone patio includes an outdoor cushioned conversation area, a separate outdoor dining patio, and a dedicated fire pit for evenings under the trees. There is also room to explore the possibility of adding a pool without making the yard feel crowded. The location brings the North Fork lifestyle within easy reach. The Greenport LIRR station and Hampton Jitney stop are approximately half a mile away for convenient transportation to New York City. Aldo’s Coffee is about a three-minute bike ride or a ten-minute walk, with Greenport Village shops, restaurants, waterfront destinations, and local beaches all close enough to enjoy without always getting back into the car. New Construction, a custom kitchen, paneled appliances, wide oak floors, en-suite bathrooms, a fenced backyard, mature trees, outdoor entertaining spaces, and easy access to Greenport Village. This might be the one you have been waiting for. You really need to come see it. In the evening it sparks with fireflies to capture summer vibes in Greenport Village.

550 Madison Avenue, Greenport

$2,600,000
3 Beds 2 Baths 994280 MLS
Cutchogue Farmstead. Ideal North Fork location. This property includes the home, a 2600 sf barn with horse stalls, water and electric, outbuildings, and 4.5 acres of vines planted in Merlot, Sauvignon Blanc and Riesling varietals. This 1800's restored farmhouse is set on 17.5 acres of level, fertile land. Development rights are intact offering not only agricultural potential but also subdivision and other options. The farmstead's manageable land size is suitable for an eco-friendly, entry level enterprise and also offers additional acreage to an established owner looking to increase crop production. The 3BR, 2 BA farmhouse has a lovely, covered porch with a Western exposure, great for afternoon get-togethers. A patio with a pergola overlooks the planted vines. Opportunity abounds in this 17.5-acre, development rights intact property in Cutchogue, the sunniest place in New York State. REALLY! Central, accessible North Fork location. Bring your concept to life here.

35950 Main Road, Cutchogue

$1,249,900
4 Beds 3 Baths 990098 MLS
Brand New Construction to be completed Late Summer/Fall of 2026. This is a 3,014 sqft Farm house style home with a covered front porch, board and batten siding, 30 year architectural roof and White exterior 200 series Anderson windows. The homes interior will feature a 2 story entry hall, a Great Room with soaring ceilings and a gas Fireplace, a Formal Dining Room, a spacious eat in kitchen with 42" upper cabinets, center island with microwave draw, stainless steel appliances and quartz countertops. The 1st floor Primary bedroom has 2 walk-in closets, a primary bath with 2 sinks and a walk-in shower. The 1st floor and stairs will have oak floors throughout. There is even a 1st floor mud room off the garage. Upstairs you have 3 bedrooms plus a den/office, another full bathroom and a spacious laundry room. This home is to be built with a full basement, a 2 car garage, gas heating, central air conditioning, Trex deck off the rear of the home and an asphalt driveway. Come make this home yours with your own special touch as many options and upgrades are still available to buyers at this time!

7 Jersey Avenue, Miller Place

$1,899,000
4 Beds 4 Baths 986519 MLS
Masterfully built, blending timeless design with modern comforts and expert craftsmanship, creating an undeniable sense of harmony and place, on a lovely 1/2-acre level lot, just moments from Love Lane, Strong's Marina and Bailey Beach 3000 Grand Ave. is the perfect North Fork country house. Clad in classic cedar shingles and anchored by a welcoming front porch, this home immediately feels like the perfect North Fork retreat. Inside, uplifting natural light pours through expansive windows, illuminating an elegant foyer and dining room. The kitchen supports both everyday living and effortless entertaining, featuring Quartz countertops, stainless steel appliances, drawer microwave and a generous island. The first floor also includes a lovely private ensuite bedroom. On the second floor we find the primary suite, a serene sanctuary, featuring a spa inspired bath. Two additional guest bedrooms share this level. The exterior is designed for outdoor enjoyment featuring a heated saltwater pool with expansive paver patio. New construction with completion in Fall 2026

3000 Grand Avenue, Mattituck

$1,295,000
7 Beds 6 Baths 976873 MLS
Newly renovated farmhouse offering the perfect blend of classic charm and modern convenience that is zoned mixed use, accommodating both residential and commercial applications. This spacious, completely renovated and expanded home features 7 bedrooms and 5.5 bathrooms, complemented by an open-concept layout ideal for today’s lifestyle. The property includes plenty of room for parking, multiple bonus rooms, generous closet space, and a finished basement, providing flexibility for living, work, recreation, etc. The home also features a 2-car garage located at the lower level, adding both convenience and functionality. Strategically positioned with Main Road exposure at a central crossroads with direct access to Sound Avenue, LIE, and routes to the Hamptons and North Fork, this location offers exceptional accessibility. Close to Riverhead’s main town, schools, local coffee shops, restaurants, farm stands, shopping, and medical facilities.

178 Main Road, Riverhead

$2,800,000
5 Beds 5 Baths 977439 MLS
Located in the desirable Harborview area of Shelter Island, this modern farmhouse blends luxury, comfort, and coastal living. Just 0.2 miles from a private waterfront association, enjoy easy access to kayaking and the beach. Set on a beautifully landscaped half acre, the home is designed for seamless indoor-outdoor living. The open-concept interior is flooded with natural light, featuring a chef’s kitchen that flows effortlessly to the dining and living areas, highlighting views of the backyard oasis. Outside, relax in the heated pool, outdoor shower, or firepit lounge, or entertain on the spacious deck with retractable awning and covered dining area. With five generous bedrooms, including primary suites on both the first and second floors, the home accommodates guests in style. The upstairs suite features a gas fireplace and covered balcony. The fully finished lower level includes a media room with theater seating, a versatile den or gym with yard access, and a fifth bedroom with a large hall bath. Step inside and start enjoying the best of Shelter Island living.

12 Terry Dr., Shelter Island

$4,350,000
3 Beds 2 Baths 976938 MLS
MAGIC ON OREGON ROAD Romance, Elegance and Timeless beauty over 38 acres on bucolic Oregon Road, you couldn't ask for anything more! 36 acres of DRS land which includes 30 planted acres of grape vines, deer fencing and bird netting, irrigation in place for an additional 2-3 acres of planting and a potential wine tasting area. The updated vintage farmhouse rests on 2 acres of DRI land and features 3 bedrooms, 2 bathrooms, sun drenched open floor plan, eat-in-kitchen, dining area, sitting area with reading nook, living room with a fireplace. Step outside and enjoy lush landscape surrounding the pool, outdoor shower and vineyard views! Surrounded by award winning North Fork wineries, restaurants, farm stands, boating & great shopping.

2600 Oregon Road, Mattituck

$1,250,000
4 Beds 3 Baths 949387 MLS
Exceptional development and investment opportunity in East Patchogue, located on Munsell Road. 493 Munsell Road offers a fully approved 3-lot subdivision, providing immediate rental income along with significant future development potential. Lot 1 features an existing 2-story residence with 4 bedrooms and 3 full bathrooms. The home is currently rented with a rental permit in place, generating approximately $4,000 per month in rental income. Lots 2 and 3 are vacant parcels, with Lot 3 configured as a flag lot, both approved for new construction. Proposed plans call for two new 2-story homes, each offering 7 bedrooms and 4 full bathrooms (plans available). Subdivision approvals have been completed, making this a rare opportunity for investors or builders seeking a cash-flowing property with multiple approved buildable lots in a high-demand South Shore location.

493 Munsell Road, E. Patchogue

$1,150,000
4 Beds 2 Baths 946609 MLS
Timeless Springville Charm Near Smiths Creek Step back in time and embrace the authentic charm of this circa-1900 four-bedroom, two-bath residence, nestled in the highly sought-after Springville section of Hampton Bays. Set just a few hundred feet from picturesque Smiths Creek, and just a 2 mile distance to the Atlantic Ocean this special home offers serene water views from an upstairs bedroom an ever-changing backdrop of tidal beauty and coastal calm. Just 2 blocks to bay beaches this location is pristine.Great potential as a bed and breakfast. Rich in character and history, the home showcases the craftsmanship and warmth of a bygone era, with a layout that invites both restoration and re-imagining. Sun-filled rooms, original details, and gracious proportions create a wonderful foundation for bringing this property back to its original beauty while tailoring it to modern living. The 30 foot circle of Lavender will have you napping on the enclosed porch on lazy afternoons while the scent of lavender drifts through your home. Outdoors, the property is equally enchanting. A charming potting shed complements an established organic and perennial garden, complete with raised beds perfect for gardeners, creatives, or those who appreciate a sustainable lifestyle. The grounds offer ample space for entertaining, relaxing, and even the addition of a pool for those seeking to enhance the outdoor experience. Peacefully located yet close to Hampton Bays’ bay beaches, ocean access, dining, and transportation, this home presents a rare opportunity to own a truly distinctive property in one of the area’s most beloved neighborhoods. A home with soul, history, and endless potential ready for its next chapter.

179 G Springville Road, Hampton Bays

$1,499,000
4 Beds 2 Baths 934356 MLS
Scenic and bucolic, this 3+ acre country farm is steeped in classic North Fork charm. The property features an authentic 1800s four-bedroom, one and a half bath, farmhouse, a 2+ car garage (1976) with a workshop, office and mechanics pit, and a 1985 barn equipped with three horse stalls and ample space for tractors. Additional structures include a cinderblock chicken coop and a pig sty, offering true farmstead character. A large, established two thirds of an acre vegetable garden and an active farm stand highlight the property’s agricultural potential, while the watering hole rises and falls with the rains. This less than one-mile pastoral Greenport lane has over 130 acres of preserve land with another 50 plus acres of land on this lane soon to be preserved. Whether you choose to reimagine, repurpose, or simply enjoy this unique homestead as it is, the possibilities are abundant. A memorable bay beach just under one mile away. Please do not walk the grounds unattended.

1760 Albertson Lane, Greenport

$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

$2,499,000
5 Beds 7 Baths 915536 MLS
Partner with one of Long Island’s East End premier builders and customize your dream home. This modern colonial offers approximately 3,505 SF of living space with 5 bedrooms, 5 full bathrooms, 2 half bathrooms and a full 1,870 SF basement with 9’ ceilings. Stunning new construction offering modern luxury and exceptional craftsmanship across 3,505+/- sq. ft. of thoughtfully designed living space. This 5-bedroom, 5.5-bath residence features a dramatic double-height foyer, expansive open-concept dining/living area, spacious family room with fireplace, and a designer chef’s kitchen with oversized center island, custom cabinetry, pantry, and premium finishes throughout. The first floor includes a private guest suite with ensuite bath, mudroom, and attached 2-car garage, while the second level showcases a luxurious primary suite with dual walk-in closets, spa-inspired bath, and private roof deck access, along with three additional ensuite bedrooms and laundry room. Outdoor amenities include a covered porch, expansive patio, outdoor kitchen, and resort-style entertaining areas. Additional highlights include oak hardwood flooring, Andersen 400 Series windows, Hardie Plank siding, smart home/security wiring, multi-zone HVAC, irrigation system, and luxury upgrade possibilities including pool, spa, and pool house. Exceptional opportunity to customize a premier luxury home moments from beaches, marinas, golf courses, and the Hamptons lifestyle. Construction is expected to begin early 2026 with completion by year-end 2026. Buyer to pay transfer tax, survey, and utility connection fees. Model pricing, specifications, and finishes are subject to change.

NC12 Landing Lane, E. Quogue

$1,250,000
4 Beds 3 Baths 922473 MLS
Greenport - Historic Colonial Farmhouse in Peconic Bay Estates. Offered for the first time in decades is this rare slice of Long Island history. Step back in time without sacrificing modern comfort in this circa 1600s, Dutch Colonial farmhouse, gracefully set on .39 acres in the heart of the North Fork. With 4-5 bedrooms, 3 full baths, and over 400 years of character, this one-of-a-kind home blends heritage and warmth with beachy, coastal charm. Features include original wide-plank floors, five wood-burning fireplaces, a charming eat-in country kitchen, a spacious dining room & inviting living room, walk-in pantry, and an oversized laundry room with antique tub. Deeded beach access is just steps away. Enjoy the best of both worlds: secluded & serene, yet very close to historic Greenport Village, home to the iconic carousel, North Fork Arts Center at the Greenport Theatre, and artisanal shops. Explore the nearby charm of historic Southold Town, and spend weekends sampling world-class restaurants, seafood markets, vineyards, craft breweries, and farm stands. Live music & local culture make this a perfect year-round residence or getaway. Your North Fork dream awaits! Steeped in history, and surrounded by beauty.

240 August Lane, Greenport

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