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$1,360,000
3 Beds ⋅ 4 Baths ⋅ 948193 MLS
Experience Luxury and Coastal Living in Baiting Hollow. Prepare to be captivated by this stunning 2,775 sq ft residence in the charming Hamlet of Baiting Hollow. Situated on a meticulously landscaped 1.03 acre property, this home seamlessly blends elegance, comfort and modern coastal living. Featuring 3 spacious bedrooms, and a generously sized bonus room currently being used as a fourth bedroom. Three full baths and one half bath, this exceptional home is designed for both relaxation and entertainment. The 20'x40' in-ground pool and newly installed NICOLOCK patio provide the perfect outdoor retreat, while the covered back porch-complete with a custom-cut thin stone feature wall, IPE decking, infrared ceiling heaters and roll-down weather shades-offers year-round comfort. Step inside and be greeted by soaring 11-foot ceilings on the first floor, enhancing the grandeur of the living and family rooms. The family room serves as a stunning focal point, featuring a wood-burning fireplace framed by a stone accent wall and flanked by built-in oak cabinetry. The first-floor primary suite is a private sanctuary, boasting high ceilings a walk-in closet, a pedestal soaking tub and a walk-in glass shower. The gourmet kitchen is a masterpiece, equipped with high-end appliances, white cabinetry, an oversized island and a large pantry. Nearby a mudroom area with full laundry and a half bath adds convenience. On the second floor you'll find two generously sized bedrooms and a generously sized bonus room currently being used as a third bedroom along with two full baths, providing ample space for guests. Additional highlights include: Pull-through driveway, three car garage with overhead storage, central air & natural gas heating, in-ground irrigation system. This home is just moments from Long Island Sound beaches, acclaimed vineyards, local eateries, parks and charming boutiques. Don't miss this rare opportunity to own a luxurious coastal retreat in the heart of the Hamlet of Baiting Hollow. Your dream home awaits!

103 Silver Beech Lane, Calverton

$880,000
4 Beds ⋅ 4 Baths ⋅ 949762 MLS
Welcome Home to the North Fork Lifestyle Discover this beautifully designed 4-bedroom, 3.5-bath Center Colonial perfectly balancing open-concept living with timeless charm. Set in Calverton—gateway to the North Fork—this spacious residence offers comfort, functionality, and effortless entertaining, surrounded by vineyards, farms, marinas, and pristine beaches. Inside, rich hardwood floors flow throughout, creating a warm and cohesive ambiance. The inviting living room centers around a cozy fireplace, while oversized windows fill the home with abundant natural light. The main level features a grand entrance foyer, oversized living room, and a large eat-in kitchen with granite counters, custom wood cabinetry, breakfast bar, and a Frigidaire Gallery stainless steel appliance suite. A formal dining room, laundry area, and access to the three-car attached garage complete the level. Upstairs, find four generously sized bedrooms, including two with en-suite baths, offering comfort and privacy for family or guests. A third full bath serves the additional bedrooms. A bonus room adds flexible space—perfect for a playroom, home office, gym, or media room. The walk-out basement with high ceilings and exterior access offers tremendous potential to expand—create a fifth bedroom, full bath, recreation room and additional storage. Set on nearly one acre, this 2012-built home offers a private and peaceful setting framed by mature trees, with ample open space to design your dream outdoor retreat—pool, garden, or patio. Experience the best of the North Fork lifestyle—renowned wineries, golf courses, marinas, farm stands, restaurants, and both Sound and Ocean beaches—all just minutes away. Conveniently located near the Long Island Expressway and Orient Point ferries, this home combines tranquility with accessibility. Please note that this property has been virtually staged. The furnishings and décor shown are for illustrative purposes only.

59 Mastro Road, Calverton

$810,000
4 Beds ⋅ 3 Baths ⋅ 871918 MLS
Welcome to your dream home! This charming 4 bedroom, 2.5 bathroom home is nestled on a secluded street with mature trees, offering peace and privacy. The classic exterior features cedar shingles, a well-maintained, lush landscaped property with a fenced yard and beautiful deck which are perfect for outdoor activities and quiet relaxation. Inside you will find spacious living areas, 2 cozy fireplaces, and plenty of natural light. The primary suite includes a newly renovated bath, while the additional 3 bedrooms provide ample space for family and guests. The living room has a vaulted ceiling with architectural beams and a dramatic stone fireplace. The full unfinished basement and attic above the garage provide lots of storage and endless possibilities with the proper permits. The property abuts protected farmland to the rear and State parkland across the street.

73 Gregory Way, Calverton

$800,000
4 Beds ⋅ 3 Baths ⋅ L3592141 MLS
Pools Open! Hrdwd Flrs thru/o refinished! Beaut & Spacious 4 Bdrm, 2.5 Bth, Open Flr Plan w Cath Ceils & High Transom Wndws, Bright Foyer, Fdrm, Livrm w flr to Ceil Brick FP, opens to New Trex Deck, Eik, Stn Stl, w Wrap around Counter & Seating, Large Hall Pantry, Half Bth w Laund opens to Deck, Lrg 1st Flr Mstr Bdrm W FBth En Suite, Large Dress Rm, Sliders to Deck, Bdrm/Office, 2 Upstrs Bdrm w Transom Wndws, Upstrs Fbth w skyl, Hihats & CAC, CVac, Bsmnt w 9ft Ceil, Util Rm, Whl House Generator, 2 Car Gar off Bsmnt. U-Shaped Frnt Drvy, Plenty Parking, Prvt Yard, 20x40 heatd IG pool, Looploc & Solar Cvr, New Trex Dkg & Pool Equip 2024, Secutity Sys, Located at the Entrance to East End Forks, Outlets, Local Farms & Attractions, 2% Peconic Tax Applies, Taxes w/Basic Star $12,367.19.

1572 Middle Road, Calverton

$780,000
3 Beds ⋅ 3 Baths ⋅ 1009716 MLS
Charming home located in a 55+ gated community, ideally situated on a quiet, tree-lined street. This beautifully maintained residence features updated kitchen and bathrooms, also featuring two spacious primary en-suites for added comfort for privacy and guests. Also a newly finished bedroom/den. Plus custom crown moldings throughout, new smoke detectors, alarm system connected to central system, and a heated garage. Enjoy professionally landscaped grounds with newer paver walkway and patio, perfect for relaxing and entertaining. Clubhouse includes, card room, billiards kitchen, fitness room, pickleball, tennis, bocce and shuffleboard courts. Additional updates include a brand new HVAC system, hot water heater providing efficiency and peace of mind. Close proximity to wineries, beaches, shopping, dining, marinas and ferries.

116 Golden Spruce Drive, Calverton

$741,000
4 Beds ⋅ 3 Baths ⋅ 891264 MLS
Elegant North Fork Escape with Beach Rights, Pool & Prime Location in Oak Hills. Discover 10 Harper Rd — a beautifully maintained 4-bedroom, 2.5-bath retreat in the highly sought-after Oak Hills community of Baiting Hollow. Perfectly set on a private, landscaped half-acre corner lot, this sun-drenched home offers the ideal blend of comfort, style, and functionality. The main level features two spacious bedrooms - one en suite w/ half bath, a versatile home office/den, full bath w/ stand up shower, an eat-in kitchen, dining room, a cozy den, and a living room with a wood-burning fireplace. Upstairs, find two additional bedrooms, a full bath, and a large bonus room perfect for a playroom, gym, studio or home office. Step outside to your backyard oasis—featuring an in-ground pool with Loop Loc cover, and an expansive patio designed for entertaining. Additional highlights include a full unfinished basement with 9' ceilings, a 2.5-car garage, horseshoe shaped driveway, and a short walk to private North Shore beach rights in your own community. Just minutes from world-class wineries, farm stands, and golf courses, this is North Fork living at its finest.

10 Harper Road, Calverton

$665,000
3 Beds ⋅ 3 Baths ⋅ 982082 MLS
Welcome to this charming 3 bedroom, 2.5 bathroom Colonial set on a beautiful property in the peaceful setting of Calverton, offered as a rare package deal with the adjacent lot SBL: 300-0003-17 included. With a combined lot size of 23,523 square feet, opportunities like this are few and far between, providing a level of space, privacy, and future potential that is not easily found. From the moment you enter, you are greeted by beautiful hardwood floors and an abundance of natural light that fills the home. The first level features a convenient half bathroom and a seamless flow into a bright and inviting living room centered around a gas fireplace, creating a warm and comfortable space to relax. The open concept eat-in kitchen and dining area provide the perfect setup for everyday living and entertaining, complete with sliding glass doors that lead directly out to the backyard. Upstairs, detailed wainscoting adds character as you make your way to the second level. A full hallway bathroom serves the two additional bedrooms, while the spacious primary ensuite offers a true retreat. The primary bathroom has been thoughtfully renovated with a soaking tub, separate shower, marble countertops, double sinks, and radiant heated floors, creating a true spa-like experience. Step outside and you immediately feel the difference. The expansive yard offers a quiet, peaceful setting with plenty of room to enjoy, entertain, or simply unwind. With the added adjacent lot, the space and privacy are hard to come by, giving you a setting that feels tucked away while still being close to everything the area has to offer. Additional features include a full basement, attached two car garage, central air conditioning, oil heating, gas cooking, in-ground sprinklers and fully paid off solar panels for added efficiency and long-term savings. The home is also equipped with a whole house water filtration system, adding another level of comfort and quality. The exterior has been well maintained and improved with a renovated paver walkway and a blacktop driveway, enhancing both curb appeal and functionality. The combination of charm, natural light, thoughtful upgrades, and expansive land makes this a rare offering in a quiet and desirable location, just a short distance to local beaches, farm stands, and North Fork wineries.

287 Peconic Terrace, Calverton

$655,000
3 Beds ⋅ 3 Baths ⋅ 939196 MLS
Welcome to Windcrest East the premier 55+ community located in Calverton the gateway to the North Fork. Once inside this gated community you will feel like you have arrived in the neighborhood you always dreamed of. Perfectly planned and meticulously maintained this community is a hybrid of a condo carefree lifestyle yet with a house feel. It truly is luxury living, located in the heart of the community joining friends in the club house, at the pool or on the tennis court is a breeze, it is literally outside your door. Step inside this beautiful 3-bedroom Brandford model is spacious and immaculate. Gorgeous hardwood floors, open floor plan formal dining room and living room fitted with a gas fireplace, this is the spot to cozy up on holiday weekends and enjoy time with friends. The eat-in kitchen is warm and sunny ample in size and allows for many "chefs" in the kitchen helping prepare meals, with granite countertops, a gas stove and plenty of counterspace making entertaining easy. The first floor also features a den or 3rd bedroom, full bath, laundry room and massive primary suite with walk in closets, crown molding and a primary bath featuring soaking tub and separate shower. For the occasional guests the second floor offers the perfect opportunity for comfort and privacy this space is large enough to accommodate the weekend guest or live in caregiver with private full bath this space checks all the boxes. The unfinished attic provides endless opportunity currently is it being used as attic space however this could be the second den/office/ game room / craft room you have always dreamed of. Additional features include a 2 car attached garage, a rear patio with french doors into the kitchen and a tranquil front porch just made for rocking chairs. Do not miss an opportunity to own in this distinctive community. Make your appointment today, take a look at this stunning home, then head to Riverhead and start your shopping or take the ride out to the Norh Fork hit the vineyards or try one of the amazing restaurants or shops that make the North Fork a major destination. Virtual tour attached

41 Golden Spruce Drive, Calverton

$639,000
3 Beds ⋅ 2 Baths ⋅ 892013 MLS
Beautiful home nestled in Baiting Hollow/North Fork Wine Country. Welcome to 54 Southfield Road in Baiting Hollow! This home features a well-maintained home on 0. 92 acres of property within a neighborhood setting. Featuring 3 bedrooms and 2 bathrooms, this home has been recently updated to include: Windows, New Blinds, Central Air HVAC-August 2023, stainless steel appliances, hardwood floors, central a/c system, security alarm system with cameras outside & inside, updated bathroom. This home features a transferable lease, TESLA solar system. Roof was replaced in 2017. This home that is move in ready, set down your furniture and relax. The attached 2-car garage offers space for both automobiles and personal storage as does the full basement with new top of the line, 275 gal oil tank-January 2024. Outside you will find a maintained landscaped property with full sprinkler system. Also, you will find included a chicken coop and a large storage shed. The rear yard is fully fenced with wooded land located in the rear yard. You are a short drive to local beaches, parks, shopping, golf, many North Fork Vineyards, restaurants, Tanger Outlets and Splish Splash Waterpark.

54 Southfield Road, Calverton

$600,000
3 Beds ⋅ 2 Baths ⋅ 1023500 MLS
A Rare East End Offering - Cherished by One Family for Over Three Decades For the first time in more than thirty years, 235 Highview Drive presents an extraordinary opportunity to claim your place on the East End. Set on an expansive 0.54-acre estate, this impeccably maintained ranch embodies the art of effortless Long Island living where privacy, sophistication, and the unhurried rhythms of the North Fork converge. Step beyond the classic white picket fence and discover a home bathed in natural light. Three generously proportioned bedrooms and two full baths unfold across a two-level floor plan designed for both intimate everyday moments and refined entertaining. The eat-in kitchen anchors the main living space, while the finished lower level offers a canvas for your imagination a private cinema, wellness studio, executive home office, or curated wine cellar. Every detail has been considered. A new roof, updated heating system, central HVAC, and fresh exterior paint ensure absolute peace of mind, while the well-maintained landscaping delivers undeniable curb appeal from the moment you arrive. Beyond the home, the property reveals itself as a private sanctuary. Mature trees stand sentinel over sweeping lawns, offering a backdrop of dappled shade and year-round beauty. The expansive yard invites al fresco dining beneath the stars, a chef's garden, or simply the luxury of space. A detached two-car garage and an elegant long driveway provide ample parking for guests and collectors alike. A private water well with a 4-inch pipe adds functionality, with municipal water connection scheduled for completion by end of July. Calverton places you at the very heart of the East End's most coveted experiences. Spend sun-drenched afternoons among the North Fork's celebrated vineyards, cast a line on Peconic Lake, or tee off at championship golf courses just minutes from your door. Tanger Outlets, the Long Island Aquarium, and the region's finest farm stands and culinary destinations are all within effortless reach. From the shores of pristine beaches to the charm of local tasting rooms, this is a life curated for those who appreciate the finest the East End has to offer. 235 Highview Drive is more than a residence; it is an invitation.

235 Highview Drive, Calverton

$539,990
3 Beds ⋅ 2 Baths ⋅ 985225 MLS
Welcome to a completely reimagined home where craftsmanship, quality, and modern upgrades come together seamlessly. This meticulously renovated residence offers exceptional peace of mind with a new architectural lifetime roof, along with all new soffits, fascia, and gutters—ensuring durability and curb appeal for years to come Step inside to discover a thoughtfully updated interior featuring Andersen double-hung windows that fill the home with natural light. Every detail has been addressed, including all new electrical wiring, LED recessed lighting, new receptacles, and an upgraded 100-amp electrical service. The home also boasts new insulation and drywall, complemented by a freshly painted interior that creates a clean, modern aesthetic. Elegant touches are found throughout, including new 6-panel colonial interior doors with updated hardware and new moldings that add a refined finish to every room. The stunning new kitchen is designed to impress, offering high-grade cabinetry with self-closing doors and drawers, sleek quartz countertops, and a full suite of brand-new stainless-steel appliances—perfect for both everyday living and entertaining. Enjoy the comfort of all-new plumbing throughout and beautifully renovated bathrooms featuring state-of-the-art digital shower fixtures, blending luxury with convenience with radiant floors in both bathrooms. The home’s refinished wood floors add warmth and character, while the 3-year-old boiler has been recently serviced and updated with new components for efficiency and reliability Additional highlights include a fully upgraded garage with new electrical, drywall, spackle, fresh paint, and a durable epoxy floor, offering both functionality and a polished look. The exterior is equally impressive, featuring a brand-new front stoop, walkway, and railings, enhancing both safety and curb appeal. This is truly a turn-key opportunity—where every major system and finish has been thoughtfully upgraded, allowing you to move right in and enjoy modern living at its finest

2288 River Road, Calverton

$525,000
3 Beds ⋅ 2 Baths ⋅ 928912 MLS
Welcome to the beautiful Foxwood Gated 55 and better community. This is a one-of-a-kind property that offers 3 bedrooms and 2 bathrooms. This property features many great updates that are unique to the development. Primary bedroom that feature's an en-suite bathroom with a walk-in closet. 2 additional guest bedrooms on main floor. Updated expanded driveway and 1 car garage. Walk down into the finished basement that has a private entrance with kitchenette. Sit out back and enjoy your pond front view on your added patio space. This gated community offers many community amenities such as a swimming pool, fitness center, library, and so much more. If you are looking for a move in ready property with no maintenance, this is the property for you!

1407 Middle Road Unit #258, Calverton

$500,000
4 Beds ⋅ 3 Baths ⋅ 918488 MLS
CASH OR 203 K LOAN!!! INVESTOR OPPORTUNITY! LISTENING TO OFFERS Colonial with exceptional potential. This spacious residence offers a well-designed layout with four generously sized bedrooms and three full bathrooms, providing ample room for comfortable living. A welcoming entrance foyer leads to an eat-in kitchen, formal dining room, formal living room, and separate family room—ideal for both everyday living and entertaining. The primary bedroom features a private en-suite bath and is complemented by three additional generously sized bedrooms and an additional full bathroom on the upper level. The home includes a full basement offering abundant storage and flexible space, with room for a dedicated home office and playroom—perfect for remote work, recreation, or multi-purpose use. Set on a peaceful, oversized backyard, the property provides generous outdoor space for relaxation, entertaining, or creating a private retreat. With its traditional Colonial architecture and substantial square footage, this home presents an outstanding opportunity for customization and value-added improvements. The property is being sold as-is and does require work. All cash or 203K loan only. Home needs TLC. Ideally located near both the North and South Shore beaches, including Wading River Beach and Cupsogue Beach, and just minutes from Riverhead and Wading River. Enjoy convenient access to the North Fork villages of Mattituck, Southold, and Greenport, as well as the Hamptons, Tanger Outlets Riverhead, Splish Splash Water Park, local farms, and the area’s renowned wineries and vineyards. Bring your vision and transform this property into the home you’ve been waiting for. Located in the Riverhead School District. ---

189 Southfield Road, Calverton

$495,000
2 Beds ⋅ 2 Baths ⋅ 1026622 MLS
Welcome to this beautifully maintained home in the highly sought-after gated 55+ community of Foxwood Village. This charming residence offers 2 spacious bedrooms and 2 full bathrooms, featuring an open-concept layout with a bright living room and a gourmet kitchen complete with a center island. The primary suite includes a private ensuite bath and a generous walk in closet, while the second bedroom is perfect for guests or a home office. Enjoy your morning coffee in the breakfast area overlooking the peaceful, serene backyard, or relax year-round in the cozy sunroom.Additional highlights include laminate flooring throughout, numerous upgrades, in-ground sprinklers, a one-car garage, a rear storage shed, a full basement, and an expansive attic providing exceptional storage space. Foxwood Village offers outstanding amenities, including a clubhouse with a full kitchen, a cozy fireplace, fitness center, library, heated swimming pool, game room, and shuffleboard courts. Conveniently located near shopping, local vineyards, fine dining, and the aquarium, this exceptional home combines comfort, convenience, and an active lifestyle. Don’t miss the opportunity to make this beautiful gem your own!

1407 Middle Road Unit #277, Calverton

$452,000
2 Beds ⋅ 1 Baths ⋅ 930092 MLS
Tucked away on a quiet cul-de-sac overlooking Peconic Lake, this 2-bedroom, 1-bath ranch sitting on a ½ acre is perfect for anyone who likes privacy—or just wants to avoid their neighbors. The Kitchen has plenty of Corian counter space, updated cabinets, and a maintenance-free tile floor. The Dining Room has beautiful hardwood floors, and the Living Room is L A R G E and in C H A R G E, with 11 Pella windows showing off those Lake views. Fire up the wood-burning stove and you’ve got yourself a cozy winter setup that makes you almost look forward to snow. 2 Bedrooms, a Full Bath, and a Home Office—perfect for working from home or pretending to. The MASSIVE 2-car garage? With the right permits, it could become an unbelievable Master Suite with en suite bath. Translation: bring your dreams, your contractor, and your Pinterest board. Now for the good stuff: Oil baseboard heat 2 wall A/C units staying Roof only 12 years young Pella windows Private well water Location’s a winner too—close to Old Country Road shopping, pickleball park, wineries, Indian Island Golf Course, and just a quick shot to the Hamptons (without the Hamptons price tag). And did I mention LOW TAXES? Because yeah—low taxes. This place is a total steal. Don’t wait around or you’ll be driving by in six months saying, “We should’ve bought that one.”

170 Forge Road, Calverton

$445,000
3 Beds ⋅ 2 Baths ⋅ 994256 MLS
Welcome to unit number 253 here at Foxwood Village in Calverton, NY. A gated 55+ manufactured home community here on the North Fork. Located near grocery stores, restaurants, shopping, hospital, beaches, golf courses, vineyards, downtown and much more. This 3 bedroom and 2 bathroom ranch house features eat in kitchen, living room with gas fireplace and 2 large bay windows, formal dining area, laundry room on the first floor, full unfinished basement with inside entrance, 1 attached car garage. Enjoy your morning coffee on the front porch and your evenings in the enclosed deck which is great for entertaining friends and family. Now, that summer is almost here get ready to turn on the central air condition and in the winter have natural gas for heating. Additional, primary bedroom has a large walk in closet and en-suite bathroom. This unit has tons of natural light, storage, and new hot water tank. Built in 2005, vinyl sliding, shed, paver driveway and walkway. Foxwood Village amenities are: heated swimming pool, clubhouse, fitness center, library, game room, ballroom, bingo & crafts room, 3 bocceball courts and 4 horseshoes pits. Unit 253 is a land lease and the monthly fee is $839 which cover water, sewer, trash removal, and community maintenance. All buyers are subject to approval by management company. Don’t miss this opportunity.

1407 Middle Road Unit #253, Calverton

$389,999
2 Beds ⋅ 2 Baths ⋅ 882526 MLS
Welcome to Foxwood Village- A 55+ Land Lease Manufactured Home Community - Monthly Maintenance is $799 and includes water, septic, garbage pickup, common area maintenance, Clubhouse, Outdoor Pool & Park Area. This beautifully well-maintained home offers 2 Bedrooms, 2 Baths, Front Living Room, Den, Dining Room, Kitchen with Center Island, Breakfast Area, Closet with Washer & Dryer & Garage Access, Sliding Glass Door which leads out to a Deck and a Private Backyard, A Florida Room, Garage with access to attic for storage and Back Utility Room for Crafting, Woodworking, or extra Storage CAC, Sprinkler System, 4 ft Poured Concrete Crawlspace for Dry Storage, Propane cooking, #1 Fuel Oil for heat. Natural Gas available if you want to convert over.

1407 Middle Road Unit #22, Calverton

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.