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$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
$1,295,000
2 Beds ⋅ 1 Baths ⋅ 998148 MLS
Wonderful 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 LIRR Station and Hampton Jitney bus stop. Hamlet Business Zoning offers numerous other possibilities. Buy this special retreat and make your dream come true!

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
$1,195,000
4 Beds ⋅ 4 Baths ⋅ 998538 MLS
Newly constructed Hampton-style home located on a quiet dead-end cul-de-sac. This 4-bedroom, 4-bath residence features a functional open layout with high ceilings, oversized windows, and abundant natural light throughout. The main level is centered around a modern eat-in kitchen with a huge island, soft-close cabinetry and drawers, quality finishes designed for everyday living and entertaining, and a full appliance package to be installed prior to closing. Additional highlights include 4-inch oak flooring, crown molding, two laundry rooms for added convenience, and thoughtfully designed living spaces throughout. The spacious primary suite offers a spa-like bath and generous closet space, while the additional bedrooms provide flexibility for all. The walk-out basement features impressive 10-foot ceilings and provides excellent potential for additional living, recreation, or storage space with direct access to the backyard. Situated on over half an acre of property, the home also features multiple Trex decks ideal for outdoor entertaining and relaxation. New sod will be installed, completing the outdoor space beautifully. Conveniently located near parks, shopping, dining, and transportation

44 Elder Avenue, Farmingville
$1,377,000
3 Beds ⋅ 3 Baths ⋅ 998976 MLS
Okay, so the first thing, you get out of the car and this farmhouse style has the front porch that actually has room for a side table and chair to have my morning coffee in peace that I have wanted so badly. Then inside, the half bath is right next to the front door, but it's tucked far enough away from the open living room and kitchen that it doesn't feel awkward when all of us are hanging out. The kitchen has the paneled fridge, a real pantry closet and open shelves that I have always liked. The kitchen sink is setup where I am staring out to the backyard when I am stuck doing dishes, so good. They even say there is room for a pool. Then the dining room has this full glass slider to the yard, so the whole back of the house is just filled with light, you can even see the view of the yard from the living room. Upstairs, the ensuite bathroom is honestly my favorite surprise, the floor is so interesting, and the whole space feels calm with the finishes they picked. Even the downstairs bathroom has this beautiful wallpaper that makes this new construction feel intentional, not an afterthought. What I love is this location makes you feel like you found a secret corner of Greenport. You're literally tucked up against the maple tree forest, so it's quiet and green in the best way. The backyard is fully fenced so if the decision is for the pool, it doesn't feel tight. They are putting in a stone patio for outdoor dining table and seating to bring the backyard views together. What a great idea. And because this one is New Construction, everything just feels solid and reliable. Best part, the house is also a half mile away from the LIRR train station and Hampton Jitney stop to get to NYC, then Aldo's coffee shop is a 3 minute bike ride or 10 minute walk. I think this might be the one, you have to come see it.

550 Madison Avenue, Greenport
$1,425,000
4 Beds ⋅ 3 Baths ⋅ 997843 MLS
A bright and thoughtfully designed farmhouse in the heart of Cutchogue. Reimagined in 2017, the home underwent a comprehensive renovation that carefully blended its original charm with the modern conveniences of everyday living. Set on a beautifully landscaped and private shy half-acre, the property offers ample room for a pool and additional outdoor amenities. The renovation resulted in a substantially rebuilt and expanded residence featuring four bedrooms, 2.5 baths, and a flexible floor plan well-suited for both entertaining and relaxed year-round living. A generous wraparound front porch sets the tone for seamless indoor/outdoor living, while one of the North Fork’s most beloved bay beaches is located just a minute down the road. A rare opportunity to own a thoughtfully updated North Fork escape in an exceptional Cutchogue setting.

1270 Skunk Lane, Cutchogue
$3,500,000
4 Beds ⋅ 5 Baths ⋅ 998128 MLS
Perfectly curated, fully renovated, and thoughtfully designed, this exceptional Hamptons retreat offers a rare combination of sophisticated modern design, comfort, and resort-caliber amenities. Set down a long driveway and behind professionally manicured landscaping, the property makes an immediate impression with its expanded designer interior and seamless indoor-outdoor living. Major renovations and additions completed in recent years by HGTV host elevate the home with a refined, magazine-worthy aesthetic throughout. Inside, an expansive family room serves as the heart of the home, featuring a fireplace, bar area, dedicated TV lounge, and an adjoining recreation room or library. A more intimate sitting area with an additional fireplace flows effortlessly into the open-concept chef's kitchen, complete with high-end appliances, counter seating, and a spacious dining area, all enhanced by abundant natural light streaming through oversized picture windows and glass doors. The home features four beautifully appointed en-suite bedrooms, including a luxurious primary suite with distant water views, a private walk-out balcony, fireplace, and spa-inspired bath with a generous soaking tub. Laundry on both the second floor and lower level adds everyday convenience. Designed for both entertaining and private relaxation, the outdoor setting feels like a true resort retreat, highlighted by a heated saltwater pool, spa, outdoor shower, updated decking, and multiple dining and lounge areas surrounded by lush landscaping and exceptional privacy. A rare turnkey offering that captures the very best of modern Hamptons living.

177 Bridies Path, Southampton
$869,000
8 Beds ⋅ 5 Baths ⋅ 995526 MLS
Spacious renovated Farmhouse with 3,800 Sf of living space, endless room for living & entertaining, 2 electric meters -perfect for extended living.

120 Morris Avenue, Farmingville
$799,000
4 Beds ⋅ 3 Baths ⋅ 995121 MLS
Beautiful Farm Ranch in Nesconset, grand entry way, 22ft., vaulted ceiling in living and dining room with a recently added wood burning stove. Media room with custom built in entertainment center, projector and pull down movie screen. Full bathroom off the kitchen, guest quarter/mother in law suite with outside entrance is also on the first floor. Eat in kitchen with granite counter tops. Very large primary bedroom with his & hers closets and a separate storage closet. 3 generously sized additional bedrooms and a laundry room on the second floor. In the finished basement there is a muti-purpose room with a bathroom. Glass sliding doors off the dining room lead to a beautiful deck and picture perfect manicured yard, great for entertaining or relaxing, enjoying nature.

31 Empress Pines Drive, Nesconset
$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
$799,000
4 Beds ⋅ 4 Baths ⋅ 986004 MLS
Welcome To The Village at Wading River. Spacious 4 Bedroom 3 & 1/2 Bath Farm Ranch, w/ Over 2600 Square Feet, Perfect For Large Gatherings, this expansive home in the heart of Wading River offers the perfect solution for multigenerational living. the property features seperate living areas. Living Room w/ Wood Fireplace, Formal Dining Room, Beautiful Great Room Leading To Sunroom w/ Walls of Glass & Gas Fireplace. Hardwood Floors, Beautiful Front Porch. Located in Shoreham-Wading River School District. Very Close To Wading River Beach. Driveway Can Accommodate 7 cars. Very Private Back Yard w/ Flowering Trees., Additional information: Appearance:Mint,Separate Hotwater Heater:Y

150 N Woods Drive, Wading River
$1,459,000
3 Beds ⋅ 2 Baths ⋅ 983029 MLS
Water view meticulously renovated 3 bedroom 2-bath corner home in Greenport, offering privacy with a landscaped fenced-in garden. A true sanctuary, a large side open spacious garden with mature trees and an intimate private patio that overlooks the picturesque Sterling Harbor, alive with sailboats and fishing vessels. This thoughtfully renovated home has been thoroughly rebuilt, showcasing its architectural charm including pine flooring and a classic front porch. The lower level boasts an open-concept kitchen and living area, complemented by a sun-drenched room with water views, separated by pocket doors, ideal for a formal dining room or a versatile third bedroom. A full bath on this level adds convenience. Upstairs, you'll find two comfortable bedrooms and a dedicated small office area, all overlooking the serene rear garden and harbor. A second full bath completes the upper floor. There is also a full attic and a separate one car garage that is ideal for a possible future accessory housing unit and/or a great workshop equipped with its own 100 amp electric service. A pool or a rear extension are both possible options for a future owner. An Easy walk to the Greenport Village, or 15 minute walk to the Peconic Bay Manhasset Beach or to the LI Sound 67 steps Beach.

412 Atlantic Avenue, Greenport
$1,899,000
4 Beds ⋅ 3 Baths ⋅ 983217 MLS
Tucked at the end of a long, private drive on one of Southold’s historic streets, this custom-built, designer's own Nantucket-style home delivers 3,800 square feet of luxury on just under an acre of manicured gardens. Minutes from both the Sound and Peconic Bay, plus the restaurants, wineries, and village charm that make North Fork living feel like a permanent vacation. Step onto the mahogany porch, and the vibe hits immediately. Inside, a dramatic two-story foyer flows into an inviting light-filled living room. The oversized, well-appointed kitchen is an entertainer's delight with Carrera marble countertops and huge island with seating for 5. Dinner parties? Handled. The adjacent formal dining room is ready when the guest list grows. Main-level primary suite with soaking tub, Carrera-tiled shower, and walk-in closet is a romantic escape. There is also a main level laundry room, guest bath, and library/office. Upstairs, a loft adds natural light and a space to sit and read or relax, and 3 additional oversized bedrooms that offer everyone a private space. The yard is outdoor living at its finest. Stone patio, sprawling exotic wood deck with pergola, and a fire pit lounge make for late-night conversations in the lush, thoughtfully designed yard (which has plenty of space for a pool!). The detached two-car garage gives you room to grow. Polished yet comfortable. Private yet not remote. A true North Fork experience for all seasons.

25 Lighthouse Road, Southold
$675,000
3 Beds ⋅ 3 Baths ⋅ 980272 MLS
Welcome to this beautifully renovated farm ranch-style home offering modern updates, a flexible layout, and true move-in-ready condition. This home features three spacious bedrooms and three full bathrooms, including a newly added bath and recent renovations throughout. Major improvements include updated electrical, new windows, new flooring, a newer roof and siding, and efficient split heating and cooling systems for comfortable zoned living. The kitchen is equipped with stainless steel appliances and offers a clean, modern feel perfect for everyday living and entertaining. Outside, enjoy a fully fenced yard, a new extended driveway with plenty of parking, a concrete patio ideal for gatherings, a sprinkler system, and additional storage with a shed.

157 Serpentine Lane, Islandia
$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
$2,950,000
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
$949,000
4 Beds ⋅ 3 Baths ⋅ 969684 MLS
Discover timeless charm and classic North Fork living in this stately 1910 Grand Dame, gracefully sited in one of Cutchogue’s desirable locations. Featuring four bedrooms and three well-proportioned floors, this distinguished home showcases a gambrel roof and period details that reflect a bygone era. Ideally situated just moments from the heart of Cutchogue village, you’ll enjoy easy access to local restaurants, shops, the library, and nearby beaches. Golf courses, vineyards, and award-winning wineries are all within minutes, offering the best of North Fork’s coastal lifestyle. This property backs up to the historic "The Old House - 1649" property, one of the original homes on the North Fork, providing both privacy and a sense of place steeped in local history. With generous living space, classic architectural lines, and a location that balances tranquility with convenience, this rare offering is perfect as a full-time residence or cherished weekend retreat. Come make your mark on a true North Fork classic.

630 New Suffolk Road, Cutchogue
$1,099,000
3 Beds ⋅ 2 Baths ⋅ 957993 MLS
Circa-1909 Cozy Farmhouse Near the Water & Southold Village Welcome to 3475 Oaklawn Road, Southold, a circa-1909 farmhouse rich in warmth, character, and North Fork authenticity. This charming home, situated on a 1/2 acre, captures the essence of early-20th-century farmhouse living, offering a cozy, inviting atmosphere paired with thoughtful functionality and future potential. The residence features three bedrooms, one full bath, and one half bath, along with building plans for a potential second full bathroom on the second floor, allowing the next owner to enhance comfort while preserving the home’s original charm. Original wood flooring and original moldings combined with new windows throughout, updated kitchen featuring granite and marble countertops high end appliances and updated roof lends itself to nostalgic beauty while enjoying modern-day functionality and efficiency. The home has new I-A septic technology. The expansive 4 car garage is an excellent opportunity for car lovers. Ideally situated just moments from the Peconic Bay and Southold’s waterfront, the home provides easy access to beaches, boating, and tranquil coastal living. Downtown Southold Village is also nearby, offering shops, restaurants, wineries, farm stands, and marinas—all within easy reach. With its classic farmhouse proportions, intimate scale, and timeless appeal, this property is perfectly suited as a year-round residence, weekend retreat, or investment opportunity. Set in one of Southold’s most desirable locations, it offers a rare chance to own a piece of North Fork history while thoughtfully planning for the future. A true farmhouse gem—cozy, historic, and ideally located.

3475 Oaklawn Avenue, Southold
$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
$10,500,000
8 Beds ⋅ 12 Baths ⋅ 949985 MLS
Behind a gated entry on 2 manicured acres, this exceptional estate is located on a serene cul-de-sac, south of the highway, in the Village of Quogue. Meticulously designed in 2023 with every imaginable detail and amenity, this approx. 11,300-square-foot home spans 3 levels, offering an unparalleled level of luxury and comfort. Featuring 8 bedrooms, 11.5 baths, soaring 10-foot ceilings, an elevator, private east and west wings, a fully finished lower level, gunite pool, pool house, pickleball and more, this home surpasses every expectation of grandeur. The main level welcomes you with a spacious covered porch, leading to a breathtaking double-height entry and living room with coffered ceilings, which is beautifully divided by a stunning free floating wood staircase and catwalk balcony. A floating see-through gas fireplace separates the living room from the family room, which opens seamlessly to a covered indoor/outdoor porch with retractable screens and an adjoining deck lounge. The sophisticated dining area, featuring a striking 15' temperature-controlled, glass-enclosed wine room, is adjacent to the oversized chef's kitchen, which offers top-of-the-line appliances, including a double wall oven with convection, two dishwashers, a beverage cabinet, double islands with quartz waterfall countertops, a counter-to-ceiling backsplash, extensive pantry cabinetry with pullouts, and easy access to the mudroom. The main floor also includes a home office with built-in cabinetry and ensuite bath, the luxurious junior primary suite, a designer-like powder room, pool bath, laundry room, and 3-car garage. On the second level, a private primary wing to the east boasts an expansive layout with a fireplace, tray ceiling, "morning kitchen", a grand walk-in closet with large island, private balcony, and a lavish bath with double vanities, soaking tub and glass shower. To the west, 4 well-appointed ensuite guest bedrooms, all with walk-in closets, share a spacious sitting room, stackable washer and dryer, and elevator access. The finished lower level offers 10-foot ceilings throughout, showcasing a massive recreation room with a full wet bar, a professional-grade movie theater, glass enclosed gym, sauna, steam room, walkout patio with a heated stone floor, a mahogany spiral staircase to the backyard, plus 2 additional bedroom suites. The outdoor space is equally impressive with a pickleball court and the 45' heated gunite pool, with a spa, waterfall, "beach area", and automatic cover. Surrounding the pool is a stone patio, with a built-in kitchen, outdoor double-sided fireplace, and the large pool pavilion with its own full bath, closet and laundry. Additional features include a smart home system, an integrated generator, geo-thermal heating, central vac, electronic shades, custom millwork and closets, floor to ceiling tile in the bathrooms, indoor/outdoor speakers, landscape lighting, water filtration, security system, and an irrigation system which is run by the weather forecast and is Wi-Fi controllable. This listing may include images that have been digitally altered or virtually staged. Original, unedited images are available upon request.

4 Heatherwood Lane, Quogue
$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
$1,595,000
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

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