Mackenzie Needham

Shelter Island Heights NY Home for Sale

Steeped in history and timeless architectural charm, this rare circa-1872 Gothic Revival cottage is located within the historic district of Shelter Island Heights, listed on both the National and New York State Registers of Historic Places. Beautifully preserved and largely unchanged since its original design, the home is a remarkable example of the picturesque residential style created by Americas earliest landscape architects.Originally described as a 2.5-story Gothic Revival cottage with hipped roof, segmental arch window heads and two-tier veranda, the residence retains an extraordinary collection of original details rarely found today. Highlights include 39 original working double-hung windows complete with storms and screens, four original attic cross-breeze windows designed to naturally cool the home, original solid oak interior and exterior doors, spacious 10-foot ceilings, and plaster walls throughout the main house.Three spacious front bedrooms including the primary open directly onto a covered second-story wraparound sleeping porch, capturing the breezes and relaxed elegance of Shelter Island summers. Cottage-style clapboard accents in the kitchen and rear bedroom add warmth and authenticity to the historic interiors.Thoughtful infrastructure improvements complement the homes historic integrity, including a new roof (2006), a newly excavated full-footprint extra-deep basement with radiant heat slab (2008), and a complete rebuild of the secondary upstairs bath (2010).The property may also qualify for the New York State Historic Homeownership Rehabilitation Credit Program, offering a potential tax credit on qualified rehabilitation expenditures.A truly special opportunity to own an architecturally significant home in one of New Yorks most cherished historic communities.

Shelter Island NY Home for Sale

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 kitchencomplete with a professional cooktop, a walk-in pantry, and dual dishwashers for effortless cleanupbefore 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 islands premier marinas, boutiques, and acclaimed dining, this estate offers a turnkey, worry-free island lifestyle where every modern luxury is already perfectly in place.

Greenport NY for Rent

Live in the heart of the action with this beautiful, newly renovated 2-bedroom, 1-bathroom apartment in Greenport Village only .4 miles from the beach. This furnished and fully-equipped haven is perfect for anyone seeking a convenient and comfortable place to call home.

East Marion NY for Rent

Not available for year round rent at this time. Newly renovated three bedroom, two bath bungalow just outside of popular Greenport Village.This house provides a sense of privacy and relaxation close to the beach. Located less than one mile away, the captivating Rocky Point Beach is a picturesque retreat for everyone to enjoy. Additionally, there is the exquisite Truman's Beach nearby, which provides a stunning view of Connecticut. Lavender Bay and Sep's Farm are conveniently located only 0.4 miles away.The exterior of the property is designed for entertainment, featuring a spacious patio, barbecue area, fire pit, and even an outdoor shower to refresh after a dip in the nearby beaches.

Mattituck NY for Rent

This Beautifully Appointed Summer Rental Home is Now Available for June 2024! Close to All in Mattituck. Custom Built for Sheer Luxurious Comfort and Enjoyment by All. Perfect for Entertaining Family and Guests. The Home Boasts 4 Large Bedrooms, 3 Full Baths, a Custom and High-End Eat-In Kitchen with Room for Everyone and Everything! The First Floor and Entry are Fully Handicap Accessible. An Enclosed Patio Area Lends Additional Enjoyment and Cozy Lounge Space with Bar and Outdoor Shower. Built-In BBQ and Outdoor Jacuzzi in Deck. Grand Rear Patio with Firepit with Ample Entertaining Space. Central Air and Hardwood Floors Throughout. Utilities Included (with a Cap), Lawn, Garbage and Jacuzzi Care are Included. All Nestled on a Shy Acre of Private, Lush Property. Close to All We Love on the North Fork! Rental Permit #472

Shelter Island NY Home for Sale

Located in beautiful Harborview Acres with beach and mooring rights, this inviting 3 bed, 2 bath ranch style home sits on just shy of a half acre. With its open concept layout connecting the eat-in kitchen, dining room, and living room with wood-burning fireplace, this home provides an ideal space for gatherings and relaxation. Vaulted ceilings and large windows enhance the sense of space, welcoming an abundance of natural light throughout. Step outside to discover your own private oasis complete with an inground heated pool, a patio featuring a pergola, and lush landscaping. The property also backs acres of vacant, wooded land for utmost privacy. Additionally, there is a spacious pantry with laundry, an attached 2-car attached garage, a large detached garage/shed, and a full basement. Close proximity to beaches, boating, restaurants, shops, and golf. Come check out the special lifestyle Shelter Island offers!

Mattituck NY Home for Sale

Experience the best of Royalton Estates with this newly built home featuring 5 bedrooms and 5.5 baths. Come inside to discover an exquisite contemporary farmhouse design, complete with luxurious features and high-end finishes. On the first floor, you'll find an inviting open concept layout, anchored by a gas fireplace and a grand 2-story entrance. The sleek eat-in kitchen boasts quartz countertops, shaker style cabinets, and top-of-the-line appliances. An additional bedroom on the first floor offers convenience and flexibility, with a spacious closet and access to the exterior porch. Venture upstairs to the second floor, where the primary bedroom awaits. Enjoy the luxury of a private balcony and a generously sized bath, complete with a soaking tub and a luxurious shower. Two more bedrooms, a laundry room, and a comfortable living space complete the upper level. But the true showstopper awaits in the massive lower level. Fully finished, it offers a bedroom, bathroom, ample closet space, and direct access to the backyard. Outside, indulge in the ultimate relaxation with your very own in-ground saltwater swimming pool and a large overflow hot tub. The professional landscaping, paver patios, and Hardie board siding add to the home's curb appeal. Don't miss your chance to own this exceptional property at Royalton Estates. Experience luxury living at its finest.

Mattituck NY for Rent

Looking for the perfect home to rent all year round? Look no further than this charming three bedroom two bath ranch! The open-concept kitchen and dining area have plenty of space for cooking and entertaining, while the screened-in porch provides a relaxing space to unwind after a long day. The backyard is spacious and perfect for summer barbecues or outdoor activities. Plus, with a one-car garage and laundry units, this home has everything you need for comfortable living. Don't miss out on the opportunity to make this your home sweet home! No pets allowed. Permit #1004

Cutchogue NY for Rent

Newly renovated three bedroom, two bath ranch in well sought after Cutchogue community. This house is only 800ft from Haywater Cove water access and provides peak a boo views of the cove. Kayaks are available for use with signed waiver. The back exterior is very private and features mature landscaping, a gas grill, hammock, fire pit and expansive porch for all to enjoy. Two week minimum rental, book your stay today! Permit #0915

Laurel NY for Rent

This charming new farmhouse boasts four generously sized bedrooms and three beautifully appointed bathrooms. Situated on the water with a private dock, it offers picturesque views and ample opportunities for outdoor activities. Best of all, the house comes fully furnished, allowing you to enjoy your new home from the moment you move in. Experience the beauty and tranquility of waterfront living in this stunning and lovingly crafted home. Don't miss your chance to make this exceptional property your own. Permit #0372

Aquebogue NY for Rent

The charming community of Baywoods is situated along the winding roads that embrace Great Peconic Bay. It is a private waterfront community with small streets and friendly faces, making it the perfect place to call home. And nestled within this picturesque setting is Lover's Lane, a 4-bedroom, 2-bathroom home that is a year-round getaway. As you enter through the front door, you will be greeted by a spacious and inviting eat-in-kitchen. It is the perfect place to gather with family and friends while enjoying delicious meals or casual conversations. Next, head into the large living room where you can cozy up in front of the wood burning fireplace on chilly evenings. And for those who love hosting special holiday dinners, there is a separate dining room that is ideal for making memories. As you make your way upstairs, you will find four generous bedrooms, all boasting beautiful wood floors and updated fixtures and baths. With enough space for everyone to have their own private oasis, this home is perfect for those who enjoy hosting guests. Lovers Lane is a home for all seasons. During winter, Lovers Lane turns into a magical wonderland. The nurseries are adorned with twinkling lights and decorations, making it the perfect spot to take some festive Instagram-worthy photos. And what better way to warm up than with a cup of hot chocolate by the fire? As spring arrives, our North Fork soil is ready for planting, beautiful flowers and plants. Spend a day at the nurseries picking out the perfect blooms for your garden or take a stroll down Lovers Lane to admire the colorful array of flowers in full bloom. Not only will they brighten up your home, but they'll also make your Instagram feed pop with vibrant colors. When summer rolls around, it's time for some serious fun in the sun. Take a boat trip on the nearby waters, hit up our beautiful beach, take a dip in your inground pool or go on a tour of the local farmstands and vineyards. There's no shortage of outdoor activities to enjoy during the summer months at Lovers Lane. As the leaves start to change, Lovers Lane comes alive with vibrant colors. Take a drive through our scenic North Fork countryside and witness the beauty of fall foliage. Head to one of our many pumpkin patches to pick out the perfect pumpkin or go apple picking at a nearby orchard. And don't forget to sample some of our famous first crush wine during harvest season. Don't miss your chance to call Baywoods and Lover's Lane home. Come see it for yourself and experience the enticing lifestyle that awaits you. Permit # 23-0248

Jamesport NY for Rent

Newly renovated charming cottage in the heart of Jamesport. Close to transportation, shops and restaurants. This year round rental features 2 bedrooms and one bathroom with an outdoor porch and yard. Make your appointment today, as this rental will not last long. Tenant is responsible for broker fee which is equivalent to one months rent.

Aquebogue NY Home for Sale

This house has it all and some. Main house features four bedrooms with four bathrooms and a home theatre. The secondary structure has an additional bedroom and bath. The pool house is also equip with all the necessities for more living space and entertaining. The multi structure waterfront property has four floating finger docks with power and an in ground pool and hot tub. Renovated 2010. An Investors or entertainers dream home.

Cutchogue NY for Rent

1830'S Horse Barn Sitting Elegantly In The Village Of Cutchogue. Cathedral Ceilings, Hardwood Floors Throughout, Stainless Steel Appliances, 10' Maple Wood Block Center Isle, Soapstone Countertops, Soaking Tub, Mudroom, Views Of The Apple Orchard, And The Closeness Of Nearby Beaches And Village.

Greenport NY for Rent

Enjoy all that Greenport has to offer from your very own waterfront summer rental - 4 blocks from village. This newly renovated two bedroom, one and a half bath features waterfront views of Sterling Harbor, beach rights and the option of dock space. Whether you decide to relish the Central AC, bask on the porch facing the sunrise or on the lawn chairs on the waters edge, this rental is fully equipped to satisfy. Available July-LD. UNIT B. Close to shopping, restaurants, transportation and the Shelter Island Ferry. (2nd Bedroom Staged)

Southold NY Home for Sale

This charming home overlooking the Long Island Sound has much to offer. The wrap-around porch offers breathtaking views of the LI Sound while also providing ample space for outdoor dining and relaxing. Inside, you will find an open concept living area featuring a kitchen, dining room, and living room anchored by a floor to ceiling brick wood burning fireplace, perfect for entertaining. This home also features four bedrooms and two full bathrooms, as well as plenty of natural light throughout. Outside, you will find a two-car garage, U-shaped gravel driveway for easy access to the basement and an outdoor shower. Plus, Kenney's Beach is only 105 feet away for convenient beach access! Make this Long Island Sound home yours today and enjoy the "firey sunsets" forever more.

Mattituck NY for Rent

Are you ready to escape the hustle and bustle of everyday life and immerse yourself in the tranquil beauty of North Fork? Look no further! Experience the ultimate escape in this exquisite and contemporary home, complete with a refreshing in ground pool and large hot tub, conveniently located near all the area's finest offerings. Our luxurious retreat is located just a stone's throw away from the renowned Macari Vineyards and over 60 other stunning vineyards in the area. With the vibrant nightlife of Greenport just a short 15-minute drive away, you'll have the best of both worlds! And that's not all - our location also offers easy access to horseback riding right next door and the charming Love Lane Mattituck in just 3 minutes. Spend your days basking in the sunshine at world-class beaches, indulging in delectable cuisine at charming restaurants, and savoring the freshest produce at farm stands. Take a leisurely stroll through picturesque downtowns, or explore the nearby renowned wineries. Retreat back to your serene sanctuary, thoughtfully designed with your utmost comfort and relaxation in mind, and revel in the spaciousness of accommodations that simply exude luxury. Whether you're entertaining family and friends or seeking a peaceful respite, this home truly has it all. Whether you're looking for a romantic getaway or a fun-filled adventure with friends our North Fork retreat is the perfect choice for an unforgettable stay. RENTED JULY. Permit #829

Southold NY Home for Sale

Delightful North Fork home with beautifully landscaped yard and inground swimming pool. This home boasts a light filled great room with fireplace perfectly situated off the formal dining room for easy entertaining. Also featured is an expansive kitchen with stainless steel appliances, full laundry room, home office and a bonus guest room on the first floor. The second level has three bedrooms and one full bathroom with plenty of closet space. Escape outside and dine al fresco with pleasant sea breezes in the backyard by the pool or stroll a short way to the kayak launch on Goose Creek. Enjoy relaxing moments making plenty of North Fork memories at this lovely getaway!

Southold NY for Rent

Enjoy the sunset water views of LI Sound from the wrap-around deck or from open concept living spaces inside. Kenny's Beach access is .02 miles away. Great for entertaining the 4 bedrooms and 2 full bathrooms allow an oasis for relaxation and togetherness. Grab lunch/dinner at the new restaurant "Little Fish" just down the road (.03 miles away) Availability: June: $15,000 July: $20,000 August: $25,000 and September: $20,000.

Shelter Island NY for Rent

New modern farmhouse with in-ground heated pool. This 3 bedroom, 3 bath house features an open floor plan, gourmet kitchen, and outdoor space for entertaining. Permit# 2022-V-0007

Greenport NY for Rent

Available Now. This large newly renovated 3 bedroom, 1 bath apartment on Main Street in Greenport has both a peek a boo water view and city views. Close to all that the Village has to offer; shops, transportation and beach access. Features an eat in kitchen, intercom system, washer/dryer access on the same floor and heat is included!

Shelter Island NY for Rent

New modern farmhouse with in-ground heated pool. This 3 bedroom, 3 bath house features an open floor plan, gourmet kitchen and outdoor space for entertaining. Available July 2022.

Riverhead NY Home for Sale

NEW MODERN RAISED-RANCH WITH HARD WOOD FLOORS, TALL CEILINGS, FIREPLACE, SHAKER CABINETS & GRANITE COUNTER TOPS ALONG WITH APPLIANCE PACKAGE. MASTER SUITE AND MORE!

Greenport NY for Rent

Luxurious New Construction Home with Two En-Suites. 4 Bedrooms/4.5 Baths. Heated, Saltwater In-Ground Pool and Outdoor Food Prep/Kitchen. Private Community with Memorable Bay Beach 3 Blocks Away. Short Distance to Golf and Greenport Village Shops and Restaurants. View the Virtual Tour and the Floor Plan Attached. Memorial Day to Labor Day $85,000; June $20,000; July $35,000;

East Marion NY Home for Sale

Location! Location! Less Than 1 Mile From Southold Township's Rocky Point Beach! Make This 3 BR, 2 BA Ranch Your Own! On .25 Acres This Home Offers EIK, LR W/FP, DR, Hardwood Floors, Detached Garage and Shed. Make This Home A Perfect Getaway Or All Year Round Home.

Greenport NY Home for Sale

Cliffside Resort Seasonal Condominium. March 18, 2022 - January 1, 2023 occupancy. Easy Sound front living- community inground pool, waterside picnic tables & BBQ's, well maintained grounds. Unit B201 is on the 2nd floor and in mint condition. Mastersuite plus a guest bedroom and one additional full bath. Living/dining combo with a lovely Kitchenette. Sliding glass doors to a Sound view balcony big enough to accommodate a table and four chairs plus a few loungers. The on-site management office also rents out the Cliffside units making them a great investment. These units are also not subject to the Town of Southold two week rental minimum, which makes them the perfect alternative to a hotel. The beach is wide, clean, and inviting. Cliffside is the perfect getaway.

Greenport NY for Rent

Enjoy all that Greenport has to offer from your very own waterfront summer rental - 4 blocks from village. This newly renovated two bedroom, one and a half bath features waterfront views of Sterling Harbor, beach rights and the option of dock space. Whether you decide to relish the Central AC, bask on the porch facing the sunrise or on the lawn chairs on the waters edge, this rental is fully equipped to satisfy. Available MD-LD, July-LD. UNIT B. Close to shopping, restaurants, transportation and the Shelter Island Ferry. (2nd Bedroom Staged)

Shelter Island NY Home for Sale

Cozy Mid-Century ranch on .87 acres. Mature landscaping and plenty of open green space. Living Room and Dining Room both have an open layout that leads to the recently updated kitchen. Gorgeous large sunroom with radiant heat, perfect for having coffee and admiring the manicured gardens out back. This 3 bedroom, 1 bath is ready to move in. New refrigerator, washer and dryer. Generator a bonus feature. Near beautiful beaches with amazing sunsets.

Laurel NY for Rent

Discover the epitome of coastal living in this recently renovated 3-bedroom, 2-bathroom ranch, complete with a heated in-ground pool. With private beach access that offers breathtaking views of the bay, this property provides an idyllic escape. The outdoor space is an entertainer's dream, providing the perfect setting for hosting gatherings or simply unwinding in tranquility. Situated in proximity to the vibrant North Fork, you'll have easy access to an array of attractions, including renowned restaurants, beautiful beaches, and exquisite vineyards. Three bicycles are also available for use with signed waiver. RENTED JULY 16-31st. AVAILABLE after August 15th. Permit #0912

Mattituck NY for Rent

Enjoy an Endless Summer of Serenity and Sunsets at this Cozy Retreat by the Beach. Nestled in the Quiet Associated Sound Beach Community of Saltaire Estates. The Home is a Classic High-Ranch Style with a Bright, Crisp, Beachy Feel Throughout. Newly Remodeled with Cathedral, Open Concept Living. A Beautiful Kitchen with Grand Island Overlooks All. The Upper Decking Off Dining Lends to Further Summertime Enjoyment, a Great Spot for Morning Coffees, and Afternoon Cocktails. 3 Great Bedrooms and 1 Full Bath with Tub are also found on the Main Level. The Lower Level of the Home has a Separate Feel All in Itself. Here You will Find the Fourth Bedroom, the Second Full Bath with Shower, Laundry and Additional Living and Recreational Space with Access to the Rear Yard. Gated Access to the Sound is Directly Across the Street. The Local Favorite Bailie Beach is Around the Corner. All Just Off the Beaten Path Yet Close Enough for Town to Be Only Moments Away. Bike to the Shops and Love Lane, Restaurants, Vineyards, and Brewery's. Spend Your Summer Here and Simply Bask in the North Fork! All Utilities are Included at Rate. Housekeeping is Additional if Desired. Permit# 0498

Southold NY for Rent

Bask in the sun by the in-ground pool at this spacious 1.7 acre property which is conveniently located .4miles from beautiful Kenneys Beach. The 3 bedroom 2 bath ranch also features cathedral ceilings, a soaking tub, an enclosed patio/sunroom, fenced in backyard, BBQ grill and many spaces to lounge outside.

Southold NY for Rent

Impressive Goose Creek home with water views and large heated in-ground pool! This four bedroom, three bath house features a first floor primary bedroom with en-suite, a gourmet kitchen and open living space. The newly designed landscape is ideal for entertaining or relaxing. Enjoy its large fire pit and BBQ grill after an afternoon of Kayaking. Close to Southold town and Corey Creek Beach. Permit #0290

Greenport NY for Rent

Experience the best of the Northfork with your own water view rental. Pull up by boat or commute in by bus or train, this conveniently located Greenport townhouse has everything you need for a relaxing getaway. Only .2 miles from the Main Rd in Greenport Village. The open concept living spaces on the first floor open up to breath taking views of Greenport Harbor. Here you will find Wednesday night sailing races off the breakwater and access to a pool and beach. Both bedrooms have en-suite bathrooms and the primary bedroom features a balcony overlooking the water.

Greenport NY for Rent

Luxury waterfront duplex overlooking the bay. This 2 Bedroom, 2.5 Bath includes beach rights, an in ground pool and tennis court access. Close to the town of Greenport. Available Now. January, February, March, April, June, July & August-LD. Minimum of 30 day rental.

Southold NY for Rent

Beautiful Goose Creek view home with in-ground pool! This 4 bedroom, 3 bath house features a 1st floor master with en-suite, a gourmet kitchen and open living space. The outdoor living space is ideal for entertaining or relaxing. Lawn is sprayed for ticks. Close to Southold town and beaches.

Baiting Hollow NY Home for Sale

Immaculate condo with water views. This bright turnkey 2 bedroom, 2 bath, top floor condo features several skylights, an open layout, hardwood floors, gourmet kitchen with quartz countertops and energy star appliances. Both bedrooms have a balcony facing the sound. One car garage plus a bonus room for storage/workout room. Additional amenities include a pool, tennis courts, clubhouse and private beach access.

Shelter Island NY Home for Sale

Welcome to this stunning Ranch nestled in the serene and sought-after neighborhood of Silver Beach on an impressive .87 acre lot with beach rights. This meticulously maintained residence offers a perfect blend of modern comfort and timeless elegance. Upon entering, you're greeted by an inviting living room accentuated by gleaming hardwood floors. The spacious living area seamlessly connects to the chef-inspired kitchen, complete with sleek stainless steel appliances, granite countertops, and ample cabinetry - an ideal setting for culinary enthusiasts and entertaining guests. Just off the dining area is a sunken enclosed sun room, insulated for all seasons. This tranquil area provides ample natural light and generous space for another living space or dining area. Two of the exterior walls are made up with floor to ceiling windows. Allowing for one to be completely surrounded by nature. Another key highlight of this home is its captivating outdoor space. The private backyard is perfect for relaxation or gatherings, with a well-manicured garden and a charming lounge area - an ideal spot for al fresco dining or enjoying the picturesque views.

Riverhead NY for Rent

Welcome to "La Vista North" at the North Fork. Take in the beautiful landscape of our 1.1-acre park like grounds with a private pool. This home is fully equipped and includes all amenities and linens. Only .5 miles from Beautiful Reeves Park Beach. A short distance to Tanger Outlets, Aquarium, and restaurants. We are Long Island's North Fork Wine Trials. The living room, family room, kitchen, dining room, bedrooms and bathrooms are all on the main floor. August Rented.

Laurel NY for Rent

Discover the epitome of coastal living in this recently renovated 3-bedroom, 2-bathroom ranch, complete with a heated in-ground pool. With private beach access that offers breathtaking views of the bay, this property provides an idyllic escape. The outdoor space is an entertainer's dream, providing the perfect setting for hosting gatherings or simply unwinding in tranquility. Situated in proximity to the vibrant North Fork, you'll have easy access to an array of attractions, including renowned restaurants, beautiful beaches, and exquisite vineyards. Three bicycles are also available for use with signed waiver.

Mattituck NY for Rent

Imagine waking up to waterfront views in this luxurious 5-bedroom estate. Nestled on 1.1 acres along the Mattituck Inlet, the home boasts an open floor plan, perfect for entertaining. Relax by the fireplace in the waterfront living room, or gather for meals in the formal dining area. The eat-in kitchen features granite countertops and flows seamlessly into a sunroom, inviting you to soak in the scenery year-round. For ultimate convenience, the first floor includes a laundry room, pantry, and powder room. All five bedrooms boast en-suite baths, with the primary and a guest suite conveniently located on the main floor. The upper level offers two additional en-suite bedrooms, each with a kitchenette, providing ideal space for guests. The finished lower level boasts a walk-out living room with a kitchenette, wet bar, and a guest bedroom with a bathroom, perfect for entertaining or creating a private retreat

Jamesport NY for Rent

Summer fun on the North Fork at this sweet Jamesport rental home built in 2020 with in ground swimming pool. 3 bedrooms includes 1st floor primary suite, 2 1/2 baths, hardwood floors, central a/c, loft, den, and more. Close to town, farm stands, wineries, beaches, and all the North Fork has to offer. Beach pass included with stay! Pets considered on a case by case basis. Permit 23 0351.

East Marion NY for Rent

Not available for year round rent at this time. Newly renovated three bedroom, two bath bungalow just outside of popular Greenport Village.This house provides a sense of privacy and relaxation close to the beach. Located less than one mile away, the captivating Rocky Point Beach is a picturesque retreat for everyone to enjoy. Additionally, there is the exquisite Truman's Beach nearby, which provides a stunning view of Connecticut. Lavender Bay and Sep's Farm are conveniently located only 0.4 miles away.The exterior of the property is designed for entertainment, featuring a spacious patio, barbecue area, fire pit, and even an outdoor shower to refresh after a dip in the nearby beaches.

Cutchogue NY for Rent

This spacious 1 bedroom apartment includes a bonus office space and is conveniently located on the Main Rd in Cutchogue. The second story unit has a private entrance with an enclosed foyer. Complete with a kitchen, living room and newly renovated bathroom. Utilities included!

Cutchogue NY for Rent

Newly Renovated Ranch Oasis in the Heart of the North Fork! Embrace the laid-back luxury of living in this stunning 3-bedroom, 2.5-bathroom ranch, completely renovated and move-in ready! This beautiful home is ideally situated in the central part of the North Fork, putting you within easy reach of everything this vibrant region has to offer. Stroll to charming shops, hop on public transportation to explore further, or indulge in fresh produce at farm stands - all just moments away. Craving a taste of the good life? World-renowned vineyards, delectable restaurants, and the picturesque Nassau Point Beach are all at your fingertips. This prime location also grants you access to all Southold town beaches, ensuring endless summer fun. Don't miss this opportunity to live in the heart of the North Fork's magic!

Riverhead NY Home for Sale

Embrace the Best of Both Forks! This stunning high ranch, meticulously constructed in 2022, offers the perfect blend of modern comfort and serene natural beauty. Ideally situated in Riverhead, you'll enjoy easy access to the vibrant amenities of both the North and South Forks. Nestled on a private .57-acre lot bordered by a tranquil wooded area, this home provides an idyllic escape from the hustle and bustle. Inside, you'll be captivated by the soaring vaulted ceilings in the living room, creating an airy and inviting atmosphere. The kitchen is a chef's dream, equipped with high-end appliances. Retreat to the peaceful primary suite, complete with an en-suite bathroom, or relax in one of the two additional bedrooms. The possibilities are endless with the expansive bonus space above the two-car garage. Customize it to suit your needs, whether it's a home office, gym, or recreational area. The unfinished lower level also offers additional potential, with the already washer/dryer and convenient walkout to the backyard the space is ready to make it your own. Don't miss this opportunity to own a brand-new home in a prime location.

Southold NY for Rent

Not available for year round rent. This is an off season rental. Charming home, originally built in approximately 1905.Main Rd, South onto South Harbor Road, Left on to Baywater Ave. Close proximity all the North Fork has to offer. Down the road. to Croteaux Vinyards and South Harbor Park for swimming, kayaking and boating. Close to the best North Fork restaurants, marinas and farm stands.

Southold NY for Rent

Not available for year round rent at this time. Newly renovated three bedroom, two bath bungalow just outside of popular Greenport Village. This house provides a sense of privacy and relaxation close to the beach. Located less than one mile away, the captivating Rocky Point Beach is a picturesque retreat for everyone to enjoy. Additionally, there is the exquisite Truman's Beach nearby, which provides a stunning view of Connecticut. Lavender Bay and Sep's Farm are conveniently located only 0.4 miles away. The exterior of the property is designed for entertainment, featuring a spacious patio, barbecue area, fire pit, and even an outdoor shower to refresh after a dip in the nearby beaches. Seasonal Rates: June $10,000 | July $12,000 | Aug-LD $12,000 | MD-LD $34,000

Mattituck NY for Rent

Imagine waking up to waterfront views in this luxurious 5-bedroom estate. Nestled on 1.1 acres along the Mattituck Inlet, the home boasts an open floor plan, perfect for entertaining. Relax by the fireplace in the waterfront living room, or gather for meals in the formal dining area. The eat-in kitchen features granite countertops and flows seamlessly into a sunroom, inviting you to soak in the scenery year-round. For ultimate convenience, the first floor includes a laundry room, pantry, and powder room. All five bedrooms boast en-suite baths, with the primary and a guest suite conveniently located on the main floor. The upper level offers two additional en-suite bedrooms, each with a kitchenette, providing ideal space for guests. The finished lower level boasts a walk-out living room with a kitchenette, wet bar, and a guest bedroom with a bathroom, perfect for entertaining or creating a private retreat.

Greenport NY for Rent

Live in the heart of the action with this beautiful, newly renovated 2-bedroom, 1-bathroom apartment in Greenport Village only .4 miles from the beach. This furnished and fully-equipped haven is perfect for anyone seeking a convenient and comfortable place to call home., Additional information: year rent:3500

Shelter Island NY Home for Sale

Welcome to this stunning Ranch nestled in the serene and sought-after neighborhood of Silver Beach on an impressive .87 acre lot with beach rights. This meticulously maintained residence offers a perfect blend of modern comfort and timeless elegance. Upon entering, you're greeted by an inviting living room accentuated by gleaming hardwood floors. The spacious living area seamlessly connects to the chef-inspired kitchen, complete with sleek stainless steel appliances, granite countertops, and ample cabinetry - an ideal setting for culinary enthusiasts and entertaining guests. Just off the dining area is a sunken enclosed sun room, insulated for all seasons. This tranquil area provides ample natural light and generous space for another living space or dining area. Two of the exterior walls are made up with floor to ceiling windows. Allowing for one to be completely surrounded by nature. Another key highlight of this home is its captivating outdoor space. The private backyard is perfect for relaxation or gatherings, with a well-manicured garden and a charming lounge area - an ideal spot for al fresco dining or enjoying the picturesque views., Additional information: Interior Features:Guest Quarters

Riverhead NY Home for Sale

Embrace the Best of Both Forks! This stunning high ranch, meticulously constructed in 2022, offers the perfect blend of modern comfort and serene natural beauty. Ideally situated in Riverhead, you'll enjoy easy access to the vibrant amenities of both the North and South Forks. Nestled on a private .57-acre lot bordered by a tranquil wooded area, this home provides an idyllic escape from the hustle and bustle. Inside, you'll be captivated by the soaring vaulted ceilings in the living room, creating an airy and inviting atmosphere. The kitchen is a chef's dream, equipped with high-end appliances. Retreat to the peaceful primary suite, complete with an en-suite bathroom, or relax in one of the two additional bedrooms. The possibilities are endless with the expansive bonus space above the two-car garage. Customize it to suit your needs, whether it's a home office, gym, or recreational area. The unfinished lower level also offers additional potential, with the already washer/dryer and convenient walkout to the backyard the space is ready to make it your own. Don't miss this opportunity to own a brand-new home in a prime location.

Southold NY for Rent

**off-season rental only. Charming home, originally built in approximately 1905. Main Rd, South onto South Harbor Road, Left on to Baywater Ave. Close proximity all the North Fork has to offer. Down the road to Croteaux Vinyards and South Harbor Park for swimming, kayaking and boating. Close to the best North Fork restaurants, marinas and farm stands.

Greenport NY for Rent

Situated in a charming and serene neighborhood in Greenport and located just minutes from both Greenport Village and Southold Town Beach, this recently updated Cape offers 1,500 sq. ft. with 4-bedrooms, 2-baths and a spacious living area that flows seamlessly into a bright and airy eat-in kitchen. A full, unfinished basement leads out to an expansive, fenced backyard, and the attached 1-car garage and driveway capable of accommodating 2 additional vehicles ensures sufficient parking for tenants. Don't overlook the opportunity to rent this gem! Please note that the reported square footage is an approximation as the Town of Southold does not have records of the square footage for the second half story.

Shelter Island NY for Rent

Wake up each morning to the sweet sounds of birdsong in this charming 4-bedroom, 2-bath, nestled amongst rolling hills. Located .6 miles from coveted Wades Beach and Mashomack Preserve. This secluded property feels like a private sanctuary, surrounded by lush greenery, blooming trees, and vibrant summer flowers. The open-concept living-dining-kitchen area is perfect for entertaining, with a spacious layout that seamlessly flows onto a wrap around deck overlooking the fenced in yard. The house has a mirror image layout for the lower and upper floors, two bedrooms and one bath upstairs and the same setup on the lower level with each its own entry. Access to Coecles Harbor Marina pool. Seasonal Rates: May $6,500 | June $9K | July $14K | Aug-LD $14K | MD-LD $37,000 | Year Round Rate: $5,000

East Marion NY for Rent

Not available for year round rent at this time. Newly renovated three bedroom, two bath bungalow just outside of popular Greenport Village.This house provides a sense of privacy and relaxation close to the beach. Located less than one mile away, the captivating Rocky Point Beach is a picturesque retreat for everyone to enjoy. Additionally, there is the exquisite Truman's Beach nearby, which provides a stunning view of Connecticut. Lavender Bay and Sep's Farm are conveniently located only 0.4 miles away.The exterior of the property is designed for entertainment, featuring a spacious patio, barbecue area, fire pit, and even an outdoor shower to refresh after a dip in the nearby beaches., Additional information: Interior Features:Combo Kitchen,Guest Quarters,Lease Term:August-Labor Day,July,July-August,June,Off Season

Southold NY Home for Sale

Delightful North Fork home with beautifully landscaped yard and inground swimming pool. This home boasts a light filled great room with fireplace perfectly situated off the formal dining room for easy entertaining. Also featured is an expansive kitchen with stainless steel appliances, full laundry room, home office and a bonus guest room on the first floor. The second level has three bedrooms and one full bathroom with plenty of closet space. Escape outside and dine al fresco with pleasant sea breezes in the backyard by the pool or stroll a short way to the kayak launch on Goose Creek. Enjoy relaxing moments making plenty of North Fork memories at this lovely getaway!, Additional information: Appearance:Mint

Laurel NY for Rent

This charming new farmhouse boasts four generously sized bedrooms and three beautifully appointed bathrooms. Situated on the water with a private dock, it offers picturesque views and ample opportunities for outdoor activities. Best of all, the house comes fully furnished, allowing you to enjoy your new home from the moment you move in. Experience the beauty and tranquility of waterfront living in this stunning and lovingly crafted home. Don't miss your chance to make this exceptional property your own. Permit #0372, Additional information: Lease Term:12 Months,August-Labor Day,Flexible,July,July-August,June,Memorial-Labor,Monthly,Off Season

Cutchogue NY for Rent

Newly renovated three bedroom, two bath ranch in well sought after Cutchogue community. This house is only 800ft from Haywater Cove water access and provides peak a boo views of the cove. Kayaks are available for use with signed waiver. The back exterior is very private and features mature landscaping, a gas grill, hammock, fire pit and expansive porch for all to enjoy. Two week minimum rental, book your stay today! Permit #0915, Additional information: Interior Features:Guest Quarters,Lease Term:August-Labor Day,July,July-August

Greenport NY for Rent

Live in the heart of the action with this beautiful, newly renovated 2-bedroom, 1-bathroom apartment in Greenport Village only .4 miles from the beach. This furnished and fully-equipped haven is perfect for anyone seeking a convenient and comfortable place to call home., Additional information: year rent:3500

Southold NY for Rent

Beautiful Goose Creek view home with large heated in-ground pool! This 4 bedroom, 3 bath house features a 1st floor primary with en-suite, a gourmet kitchen and open living space. The outdoor living space has newly designed landscape and is ideal for entertaining or relaxing. Fire pit and grill. Lawn is sprayed for ticks. Close to Southold town and Corey Creek Beach. 2026 Pricing: July $30K | Aug-LD $35K

Mattituck NY for Rent

Escape to waterfront luxury this summer in this stunning 5-bedroom estate on the Mattituck Inlet. Imagine waking up to breathtaking views every morning! This 1.1-acre property offers the perfect setting for a memorable summer getaway.The spacious, open floor plan is ideal for entertaining. Picture yourself relaxing by the fireplace in the waterfront living room after a day on the water, or enjoying delicious meals in the formal dining area. The eat-in kitchen, complete with granite countertops, flows effortlessly into a sunroom the perfect spot to savor your morning coffee while taking in the picturesque scenery. A convenient laundry room, pantry, and powder room are also located on the first floor.For ultimate privacy and comfort, each of the five bedrooms features its own en-suite bathroom. The primary suite and a guest suite are conveniently located on the main floor. Upstairs, you'll find two more en-suite bedrooms, each with its own kitchenette ideal for extended family or guests who appreciate a little extra space.The finished lower level is an entertainer's dream, featuring a living room with a kitchenette, a wet bar, and an additional guest bedroom with a bathroom. This versatile space is perfect for hosting gatherings or simply enjoying a quiet evening. Make this luxurious waterfront estate your summer sanctuary!Seasonal Rates: June $15K | July $25K | Aug-LD $25K | MD-LD $60,000

Jamesport NY Home for Sale

Discover your private sanctuary in this stunning 4-bedroom, 3-bathroom retreat. Nestled on a sprawling 1.29 acre lot that seamlessly blends into the picturesque backdrop of a working farm, this home offers unparalleled tranquility and breathtaking sunset views. Enjoy the outdoors with room for pool, and pickle ball court. Just a short stroll (.5 miles) to the pristine sands of Pier Ave Beach, you'll enjoy the best of both worlds peaceful seclusion and easy access to coastal pleasures. Set far back from the road, the expansive grounds offer endless possibilities for expansion like room for a sparkling pool and a pickleball court! Embrace a lifestyle of serenity and natural beauty in this exceptional property.

Rocky Point NY Home for Sale

Escape to tranquility with this beautifully renovated 2-bedroom, 1-bathroom ranch! Nestled just off the beaten path, this turnkey gem offers the perfect blend of peaceful seclusion and convenient access to the stunning North Shore Beach. Step inside and discover a fresh, modern interior, boasting ample basement storage to keep your space organized and clutter-free. The open layout creates a bright and airy atmosphere, ideal for relaxing or entertaining.Outside, you'll find space to unwind and soak in sunset views. Imagine evenings spent enjoying the gentle breeze and the vibrant colors painting the sky.This charming ranch is move-in ready, offering a seamless transition to your new coastal lifestyle. Don't miss this opportunity to own your slice of paradise!

Southold NY for Rent

Indulge in a sun-drenched Southold summer at this immaculate 4-bedroom, 3-bath retreat, where Kenny's Beach views paint a picturesque backdrop from the primary suite's private porch. A bright, comfortable atmosphere permeates the home, featuring seamless indoor/outdoor dining, a sprawling porch/decking, and a luxurious saltwater pool. Enjoy the added perks of "toys" provided by the owner, including a beach wagon, and the option to bring your pet (with landlord approval), all while soaking in the tranquility of this stunning location.Seasonal Rates: June: $15K | July: $22,500 | August: $23,500 | September: $12K | MD-LD: $57,500 | July-LD: $42,500

Jamesport NY Home for Sale

Built in 2020 in the charming North Fork town of Jamesport, this sweet cottage style home offers modern living with 3 bedrooms and 2.5 baths. The first floor features a desirable primary suite with private bath, a seamless floor plan perfect for entertaining with chef's kitchen open to the dining room, a cozy living room, and a powder bath. Upstairs, find a flexible loft area, plus two additional bedrooms that share a full bath. The finished lower level expands your living options with an additional gathering area, office, workout space, storage, and laundry. Enjoy outdoor living with an inviting covered front porch, rear deck, heated pool and fenced backyard. All this plus benefit from significant energy savings with owned solar panels. This property's exceptional location offers easy access to beautiful North Fork beaches, wineries, farm stands, and excellent dining, making it the perfect retreat for any season.

Southold NY for Rent

Available for two week rentals! Escape to your dream Southold summer in this spacious 5-bedroom, 2-bathroom home boasting an in-ground heated pool and convenient dock space. Bathed in natural light and surrounded by lush gardens, this home offers ample space for entertaining and ensuring guests feel right at home. Spend sunny afternoons basking by the pool under the awning or take a leisurely stroll to the private beach access, all perfectly situated in the heart of Southold, providing everything you need for an idyllic seasonal retreat.Seasonal Rates: July $22,000 | August $25,000

Laurel NY Home for Sale

Nestled in Laurel, in the heart of the North Fork, this classic 1920s farmhouse is a timeless home filled with warmth, charm and character. Featuring a spacious, sunny living room with cozy stone fireplace, formal dining, eat-in kitchen, sitting room, office, and powder room on the first floor, and 3 spacious bedrooms including primary suite and full bath upstairs. There is also a huge attic with room to stand. The home has hard wood floors throughout, newer windows and siding and a full, dry basement, all set back from the road on 1/2 acre with a lovely circular drive and hedges. The rear yard has plenty of room for a pool, a detached garage, and expansive farm views!

Cutchogue NY for Rent

840 Little Neck Road, Cutchogue - A lovely, ranch-style home, that offers a blend of comfort and charm that's hard to resist. The property boasts three bedrooms and three bathrooms. The main floor features 3 bedrooms, one being the primary bedroom complete with an ensuite. Cook up a storm in the large eat-in kitchen or serve meals in the separate dining area. The open and airy living room/family room is perfect for entertaining. Step outside and enjoy a large deck and fenced, salt water in-ground pool! Bordered by 10 acres of preserved land, this large 1-acre property has multiple gardens, 2 sheds, a cozy firepit area, farm views, and let's not forget the chicken coup - a unique feature for those looking to explore a bit of farming. For the hobbyists, there's a 2-car attached garage including a workshop area. The property also features a partially finished basement complete with a bathroom, lounge/bar area and a pool table, perfect space for hosting game nights. Access to East Creek is just at the end of the road and beautiful Cutchogue Causeway Beach is less than 2 miles away. Intrigued? Come, take a look today! Southold Town Rental Permit #: 1291

Peconic NY for Rent

Rental Permit # 0221.The Old King Farmhouse, located on Indian Neck Lane in Peconic, is an architecturally significant property brimming with history and character. Nestled among the scenic North Fork wineries, farms, and both Bay and Sound beaches, this expansive 1.05-acre compound includes an Italianate main house adorned with original Victorian and Arts & Crafts details.Inside, you'll find original plaster walls and crown moldings, intricate parquet floors, and finely crafted woodwork, cabinets, shelving, and staircases. The home is equipped with three functional fireplaces and a charming wood-burning stove, offering both warmth and ambiance. Two of the bedrooms feature luxurious Hastens king mattresses for an unparalleled sleeping experience. A contemporary kitchen adds modern convenience without compromising the homes historic charm.Just moments from the beach, this property is ideally positioned for relaxed coastal living. Outdoors, enjoy a 14' x 36' saltwater heated pool, a fenced vegetable garden with raised cedar beds, and English-inspired flower gardens framed by mature trees and manicured private hedges. With hundreds of flowering bulbs planted throughout, the setting is perfect for al fresco entertaining.Careful attention has been placed on preserving original details and restoring historic features, while also allowing room to build upon the unique legacy of this rare North Fork offering.

Southold NY for Rent

Start your summer in pure luxury by securing this brand-new multi-level, beautifully decorated, modern farmhouse rental in Southold for the month of June, perfectly situated on the desirable North Fork of Long Island. This pristine property offers an exceptional outdoor oasis featuring an in-ground pool surrounded by a spacious patio for relaxation and entertaining; inside, the light-filled main floor boasts high cathedral ceilings, a bedroom with a full en-suite bath, and a half bath, while the stunning second-floor primary suite provides a peaceful retreat with dramatic floor-to-ceiling windows overlooking the pool; finally, the finished basement adds significant living space with a large playroom and a dedicated office space, ensuring this farmhouse has every luxury and plenty of room to enjoy a beautiful, relaxing start to your summer vacation.

Greenport NY for Rent

Step back in time without sacrificing modern convenience in this stunning 2-bedroom, 1-bathroom apartment. Located in a beautifully preserved 1900s historic home, this single-level unit offers a rare blend of character and ease in the heart of the Village of Greenport.Inside, youll find gleaming hardwood floors throughout and a spacious formal dining room perfect for hosting. The layout is thoughtfully designed for comfort, featuring the convenience of in-unit laundry (shared) and a dedicated parking spota true luxury in the village! Seasonal Furnished Rent: May $5,000 | June $6,000 | July & August $7,000 each | Will also rent for a 6 month term furnished $5,250/mo or unfurnished $4,750/mo

Rocky Point NY Home for Sale

Welcome to 27 Vine Road in Rocky Pointa beautifully renovated 2-bedroom, 1-bath home thats truly move-in ready. This charming property has been thoughtfully updated from top to bottom, offering a perfect blend of comfort and modern style.Step inside to find a bright and inviting interior featuring fresh paint, brand-new flooring, and a completely updated kitchen designed for both functionality and appeal. Every detail has been carefully considered to create a warm, welcoming space youll love coming home to.The exterior has also been fully refreshed with a new roof, new siding, and newly landscaped shrubs, giving the home excellent curb appeal and long-term peace of mind. Additional storage is available via a convenient Bilco door leading to the full, unfinished basementideal for keeping seasonal items or creating future possibilities.As an added bonus, this property includes access to the highly sought-after North Shore Beach, where you can enjoy stunning views and relaxing days by the water.Whether youre looking for a year-round residence or a perfect getaway, this turnkey home is a must-see!

Cutchogue NY for Rent

Newly built, completed in 2025! Spend your June in Cutchogue at this home located in a Sound-front community with private beach access. Private fenced backyard with heated in-ground pool and extra large patios. Coastal colors and up-to-the minute design will put you at ease for a month of relaxation. A huge screened porch overlooking the yard will be your favorite place to drink your morning coffee. Basement is fully finished with bonus space for entertaining guests. Available for full month of June or either 2 weeks at $15000 $7500 Rental Permit #1257

Greenport NY for Rent

Escape to the ultimate North Fork retreat in this newly renovated, ground-floor apartment, perfectly styled with a sophisticated modern chic aesthetic. Featuring 3 spacious bedrooms and 2 full bathrooms, this pristine single-level home offers both effortless comfort and premium convenience, including an on-site electric car charger. Situated just blocks from the heart of vibrant Greenport Village, you are only moments away from award-winning restaurants, boutique shopping, sandy beaches, and the bustling local marina. Whether you are sipping your morning coffee before a day out or winding down after an evening in town, this gorgeous rental is the perfect base to enjoy the very best of the summer village life.

Greenport NY for Rent

Available immediately, this beautifully renovated second-floor apartment offers the perfect opportunity to live the village lifestyle all year long. The bright and spacious layout features three comfortable bedrooms and two full bathrooms, including a generous primary suite with its own private en-suite bath. At the heart of the home is a gorgeous kitchen completely updated with brand-new appliances, which leads out to a lovely private porch overlooking the backyardperfect for morning coffee or evening relaxation. The unit enjoys ultimate convenience with two separate stair entrances (a welcoming common entrance in the front and a private access in the rear), alongside effortless parking options including a common driveway in the back and street parking out front. Seamlessly blending modern updates with unbeatable proximity to Greenport's renowned shops, dining, and waterfront, this pristine property is completely turnkey and ready to call yours today.