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$4,250,000
6 Beds ⋅ 5 Baths ⋅ 1051454 MLS
Brand-new custom estate privately situated on 1.8 beautifully landscaped acres in the Fireplace District of Brookhaven Hamlet, an area celebrated for its rich history, architectural character, and timeless charm. Offering 5,426 square feet of thoughtfully designed living space, this exceptional 6-bedroom, 4.5-bath residence brings a fresh, modern interpretation to its historic surroundings, blending refined craftsmanship, sophisticated finishes, and contemporary functionality with an effortless sense of comfort. At the heart of the home is a beautifully appointed chef’s kitchen featuring striking Taj Mahal leathered quartzite countertops, a walk-in pantry, coffee bar, wine refrigerator, and dedicated serving area, opening seamlessly to the expansive great room with a gas fireplace. Elegant hardwood floors, extensive custom millwork, and thoughtfully designed wall treatments carry throughout the home, adding architectural character and a truly custom feel. The formal dining room is distinguished by coffered ceilings and a timeless sense of sophistication. A first-floor office or guest suite with a private full bath and separate outside entrance provides exceptional flexibility. The spacious primary suite offers a private retreat with dual walk-in closets and a spa-inspired bath featuring a steam shower, soaking tub and radiant floors. Five additional bedrooms are beautifully finished with custom millwork and distinctive wall detailing, giving each room its own sense of character while maintaining a cohesive, elevated design throughout the residence. A dedicated second-floor laundry room adds everyday convenience. Additional appointments include a full basement with outside entrance, 300-amp electrical service, Energy Star construction, propane heat, central air conditioning, surround sound, security cameras, a wired alarm system, Wi-Fi-compatible in-ground sprinkler system, and a climate-controlled three-car garage with 8-foot high-lift doors and wired for EV charging. The resort-inspired grounds are designed for both relaxation and entertaining, centered around a heated 20’ × 45’ saltwater pool with sundeck and two waterfalls, an elegant brick surround, expansive entertaining patio, and circular driveway. The generous property also provides ample space for a future pool house, tennis court, or additional outdoor amenities. Ideally located in Brookhaven Hamlet’s distinctive Fireplace District, near the Great South Bay, local marinas and docks, beaches, parks, and Fire Island ferry service, this exceptional property offers a rare combination of privacy, generous acreage, refined living, and relaxed coastal character — all while remaining convenient to shopping, dining, and major roadways.

25 Jareds Path, Brookhaven
$2,200,000
5 Beds ⋅ 4 Baths ⋅ 1043780 MLS
Immeasurable charm in the heart of Greenport Village. Beautifully updated while retaining much of its historic character, the main house features three bedrooms and three full baths, a handsome kitchen flooded with natural light, high ceilings, restored pocket doors, and original period moldings. At the rear of the property, a charming two-bedroom guest cottage with a full bath and kitchen provides wonderful flexibility for hosting or additional living and work space. Outside, the pool is tucked into beautifully established gardens, complemented by a bluestone patio and extensive mature landscaping that give the property a remarkable sense of privacy and place. All of this just moments from Greenport's downtown waterfront and some of the North Fork's best restaurants, shops, and waterfront destinations, with beaches, farm stands, and vineyards all within a mile.

611 1st Street, Greenport
$389,000
3 Beds ⋅ 1 Baths ⋅ 1037450 MLS
Are You a First Time Home Buyer, Looking to Downsize or an Investor? Don’t Miss Out on this 3 Bedroom, 1 Bathroom Ranch – Priced Well with Low Taxes and with Some TLC and Updating, this Could Be the Perfect Home to Start Your Next Chapter In. Additional Home Features and Updates Include: Living Room, Dining Room, Eat-in Kitchen, Three Season Room, Brand New 100 Amp Electrical Service, New Oil Tank, Fenced Backyard and Multi-Car Driveway. Desirably Located - Just Minutes from Local Beaches, Marina, Parks, Preserves, Shopping, Restaurants and Roughly 20 Minutes from the Hamptons and 60 Minutes to New York City. Award Winning William Floyd School District. Call Today to Schedule Your Private Showing. Located in a Flood Zone - No Damage from Sandy.

92 Lombardy Drive, Shirley
$859,000
3 Beds ⋅ 2 Baths ⋅ 1033790 MLS
Northport Village! Currently Set Up As A 2 Unit Income Producing Building, This Rare In Town Opportunity Offers Several Options For The Savvy Buyer Or Investor Adding Critical Mass To Your Local Investment Portfolio. Updates Include Freshly Painted Exterior, New Shutters & Modern Low Maintenance Landscape, Updated 2nd Floor & Loft, 2 Good Sized Bedrooms, 2 Full Bathrooms, Several Car Parking Accessed Via Ackerly Place, Sweet Front Rocking Chair Porch To Watch Cow Harbor 10K Race Through Town, And Long Term Tenancy. Only Steps To The Northport Hotel, Engeman Theatre, Sand City Brewery, Village Green/Docks, And Top Notch Restaurants & Shops In The Most Vibrant Community On Long Island. All In LOW LOW Taxes With Village Only $6791.37!!! Tenants Prepared To Vacate Given Appropriate Notice. Possible Seller Financing!

78 Scudder Avenue, Northport
$499,000
1023367 MLS
Incredible Opportunity to Build Your Dream Home – Stunning 1.38 Acre, Waterfront Lot (Parcel: 0200971000300016000) in the Private, Gated Community of Dana Estates in Old Mastic.

VL Private (Row) Road S, Mastic Beach
$874,999
1017181 MLS
Exceptional commercial opportunity in the heart of the vibrant Village of Patchogue. Positioned along North Ocean Avenue—one of the Village's primary gateway corridors—147 N Ocean Avenue offers outstanding visibility, daily traffic exposure, and exceptional branding potential in one of Long Island's most sought-after business districts. This well-maintained office building features over 2,700 square feet of professional office space thoughtfully configured with approximately 10 private offices, a kitchen/break area, reception possibilities, and a flexible layout capable of accommodating a wide variety of professional, medical, legal, financial, creative, or corporate users. One of the property's most valuable assets is its expansive private parking lot with more than 22 dedicated parking spaces—an increasingly rare and highly desirable amenity within Patchogue Village, where parking is at a premium. Surrounded by the Village's thriving downtown filled with restaurants, retail, entertainment, and year-round community activity, this location provides businesses with exceptional convenience, strong consumer traffic, and immediate access to one of Long Island's fastest-growing commercial markets. Whether you're looking to establish your company's headquarters, expand your existing business, occupy part of the building while generating rental income, or acquire a long-term investment in one of Suffolk County's premier downtown locations, 147 N Ocean Avenue offers a rare combination of location, visibility, functionality, and future upside.

147 N Ocean Avenue, Patchogue
$1,150,000
2 Beds ⋅ 1017422 MLS
This 1904 Carriage House is a blank slate waiting for your creativity to make it your own. Located close to all village amenities yet on a quiet street, the possibilities are endless. This building is part of an original set of 3 lots that have been joined together, including a small vacant lot and a .75 acre Main St property that contains a large 1904 Victorian home that is a legal 4 unit apartment building. The 3 properties cannot be split up and must be purchased together. They are located in a Historic District and have maintained their historic character.

33 Crosby Street, Center Moriches
$1,595,000
3 Beds ⋅ 5 Baths ⋅ 1015525 MLS
Located on a quiet cul-de-sac, this meticulously maintained home offers exceptional privacy on nearly an acre. Surrounded by lush landscaping, the property features a wraparound driveway, a heated 20' x 40' pool, expansive multi-level decking, an attached cabana with a full bath, a screened in porch and a koi pond. Inside, vaulted ceilings, skylights, and a stone fireplace complement the home’s relaxed indoor-outdoor lifestyle. A full basement with a walk-in cedar closet and a detached garage with an attic above, provide abundant storage and the possibility of additional finished space. Thoughtfully renovated and expanded over the years, this move-in-ready home also includes a recently replaced roof and windows, further enhancing its value.

2 Strathmore Court, Remsenburg
$1,150,000
4 Beds ⋅ 4 Baths ⋅ 1004077 MLS
Landmark Main St Victorian circa 1904 with detached barn is available for the first time in many years! Rare opportunity to purchase this 4 family investment opportunity set on a 1.58 acre property with access from Main St and Crosby St. The Main St location offers easy access to all amenities including schools, shopping, public transit and more. This historic property is well maintained and the Victorian character is well preserved. There are 3 one bedroom apartments and 1 large studio, all occupied. With the possibility of strong cash flow, this is an ideal asset for seasoned investors, 1031 exchange buyers or extended family. So many possibilities, don't let this rare offering pass you by!

454 Main Street, Center Moriches
$999,000
993252 MLS ⋅ Junda's Pastry Shop BLDG.
MAJOR PRICE IMPROVEMENT! Welcome to a unique mixed-use opportunity set on approximately one acre in the highly desirable North Fork of Long Island, known for its scenic beauty, strong tourism, and vibrant culinary scene. This versatile property offers excellent income potential and is well suited for a variety of uses including a restaurant, boutique retail, or professional space, with flexibility for both immediate operation and future expansion. Existing permits and approved plans for the upper level provide a valuable opportunity to complete additional space for commercial or potential residential use, subject to local zoning. The property features a fully functioning pastry and commercial kitchen equipped with grease traps, a three-tank cesspool system, and ANSEL capability, along with stainless-steel prep tables, storage racks, freezers, commercial mixers, and an electric rack oven. The retail area is designed for customer flow and display, offering wood shelving for breads and pastries, refrigerated cases, and dry display units. The building is serviced by gas, upgraded electrical, and central air conditioning on the lower level, while the upper level is currently utilized for storage with future development potential. Ideally positioned to capture consistent foot traffic and growth in the North Fork, the property offers ample space for parking, outdoor seating, or further expansion, making it a compelling opportunity for investors and business owners alike.

1612 Main Road, Jamesport
$2,295,000
3 Beds ⋅ 2 Baths ⋅ 980008 MLS
Charming 1929 Dutch Colonial-style home ideally situated in the heart of the village, offering convenient access to local amenities including marina, shops, and restaurants. This three- bedroom residence features one full bathroom and one half bathroom, with all bedrooms located on the second floor. The home showcases original architectural details throughout, including classic moldings and solid wood doors, preserving its timeless character. The main level offers a living room with fireplace, a formal dining room, kitchen and half bathroom. Set on a property with both front and backyard space, this home provides room for outdoor enjoyment, entertaining, or future enhancements. Ideal for those seeking a renovation opportunity, investment property or primary residence, this home offers strong potential in desirable village setting. Photo renderings courtesy of AI.

11 Hulse Street, Bellport Village
$1,750,000
3 Beds ⋅ 3 Baths ⋅ 951805 MLS
Step into nearly three centuries of preserved history at 3500 Pine Neck Road, Southold—an extraordinary historic residence originally built in circa 1720 and impeccably maintained in pristine condition. This is not simply a home; it is a rare architectural heirloom, offering authenticity, craftsmanship, and legacy that cannot be replicated. Every historic element has been preserved to perfection, honoring the home’s original character while reflecting a level of care and stewardship that is exceptionally rare. From period details and time-honored construction methods, this residence stands as a living testament to Southold’s rich heritage. The interior offers a gracious and functional layout anchored by an enclosed brick porch, a large formal dining room, a newly renovated expansive eat-in kitchen, a classic parlor room, and a comfortable living room—all thoughtfully arranged for both elegant entertaining and everyday living. Adding to the home’s exceptional character are three stunning fireplaces, each serving as a striking focal point and a reminder of the home’s historic craftsmanship. The residence features three bedrooms and two and a half bathrooms. The first floor includes the primary bedroom and two full bathrooms, allowing for convenient main-level living, while the second floor offers two additional bedrooms and a half bath, providing privacy and flexibility for guests . Outside, the property includes a two-car detached garage and is set on a quiet, peaceful lot in close proximity to Southold Bay, offering the serenity of North Fork living with easy access to the water and surrounding natural beauty. With official historic status, this home carries both distinction and prestige—appealing to discerning buyers who value provenance, integrity, and timeless elegance. Opportunities to own a property of this caliber, condition, and historical significance are exceedingly rare. This is more than a home—it is the stewardship of a true legacy. Lastly, the final photos on this listing demonstrate the secret hatch in the floor and each person to visit between 1750-1800's carved their names into the china cabinet paneling. So interesting to explore all the names. ** NOTE: The legal address for this home is 3500. However, the number on the post outside the home is 3290. CPF Tax/The Peconic Bay Region Community Preservation Fund applies to this listing.**

3500 Pine Neck Road, Southold
$6,495,000
7 Beds ⋅ 4 Baths ⋅ 935687 MLS
Timeless charm meets endless possibilities at this unique Quogue estate, offered for the first time in five generations. This rare opportunity is located on one of the most desirable streets in the estate section of Quogue South. Originally built in 1890 and sited on 1.98 acres, the property allows for multiple residences. The sprawling grounds feature three separate structures: a stunning, character-rich 5,600+/- sf main house, an 1,850+/- sf barn with a one car garage and a legal two-bedroom guest apartment above it, and a studio guest house with a kitchenette and full bath. There is ample room for a pool and tennis court. The historic 7-bedroom, 3.5-bath home blends classic elegance with modern convenience. The first floor includes two living rooms with fireplaces, formal dining room, a sun-filled kitchen with a breakfast room, private office with separate entrance, powder room, and a screened porch. A separate primary suite with a spa bath, walk-in closet, and an attached sitting room with built-in bookcases and fireplace was added in 2000. The second floor hosts six bedrooms, including a lovely primary with a fireplace and an adjoining room that can serve as a nursery, office, or large walk-in closet. An additional third floor, once home to staff, offers endless opportunities. Rich with exquisite period details, including intricate moldings, an expansive wrap-around covered porch, and a stunning stained glass window, this property exudes old-world charm. Whether you're looking to create a private sanctuary or develop a multi-generational compound, the possibilities abound. With its expansive lawns and prestigious location, home to many exquisite estates and the Shinnecock Yacht Club, this unique offering is the perfect choice for those who appreciate history, space and extraordinary potential.

11 Shinnecock Road, Quogue
$8,780,000
831946 MLS
This well-known North Shore Long Island Landmark Plant Nursery & Garden Center with Residential Property is now For Sale! You can now seize this rare opportunity to purchase a developed and highly profitable 7.5 picturesque acres of Agricultural/Residential property in the heart of historic Mount Sinai! Servicing the community for over 25 years, with a following of loyal customers, this turnkey business is a beloved community staple, boasting extraordinary visibility, accessibility, and consistent retail/wholesale foot traffic. This meticulously maintained property operates year-round, producing over 10,000+ plants annually, including Leyland Cypress, Hollies, Green Giant Arborvitae, ornamental plants, privacy and screening plants, perennial and annual flowers. Stunning display gardens feature massive natural rock walls, outdoor lighting, open pavilions, venues and infrastructure capable of hosting large outdoor events. 600 ft of parking lot frontage on the highly visible North Country road, capable of 50+ parking spaces and perfect for equipment, vehicles, and seasonal operation such pumpkin picking, produce stands, Christmas tree displays and more. Additionally, the country inspired estate at 191 N. Country Rd Mt. Sinai, a charming 2,200 SF Four-Bedroom cedar shake Farmhouse on fully fenced and fastidiously maintained and private landscape is included in the offering. Oversized Storage Barn & Gift Shop – Endless retail and inventory possibilities. A four-lot subdivision both agriculture and residential with endless possibilities for expansion and development, equestrian, winery and hospitality. Zoned A1 200-68-3-6.2 3.75 Acre Taxes: $13,444.39 200-68-3-6.5 .90 Acre Taxes: $6,302.09 200-68-3-6.6 1.41 Acre Taxes: $2,688.89 Zoned Residential 191 N. Country Rd 200-68-3.5 Built 1940 4BR/2.5Bth 2400 s/f Taxes: $10,906.36 An incredible opportunity for horticulture professionals, entrepreneurs, developers and investors looking to step into a profitable, well-established operation with great infrastructure and room for expansion.

185-191 N Country Road, Mt. Sinai
$2,100,000
5 Beds ⋅ 5 Baths ⋅ L3579812 MLS
This beautiful Queen Ann Victorian home includes a priceless location in the heart of Greenport Village. Built in 1897, many of the fine architectural detail in this home is still present today. There are 5 bedrooms in which three of them are ensuites. The property is loaded with gorgeous specimen plantings. There is a large barn behind the pergola covered courtyard. This home makes a perfect Bed and Breakfast (formerly Rubys Cove) with front and back staircases, large parlor rooms and an updated kitchen. Bay Avenue is an amazing location just steps to Main and Front Street shops, fine restaurants, and all transportation., Additional information: Appearance:Excellent,Interior Features:Lr/Dr,Separate Hotwater Heater:y

151 Bay Avenue, Greenport
$1,200,000
5 Beds ⋅ 5 Baths ⋅ L3529191 MLS
Legal home office extension from converted garage. Permits still good for 600 sq ft garage to be built. Mahogany Doors and Ebony Floors And Steps, Marble Kitchen- Hand Carved Granite Fireplace In Den. Zebra Wood Cabinets. Oil (3 Zones) And Gas Heating (1 Zone), Radiantly Heated Floors On 1st Level. New CAC unit 2019, New Andersen Windows! Custom Home with Great Presentation, Great Location! Walk to duck pond, elementary school, library,and stores. Close to SUNY. This is THE most unusual home one will see! Two m/d areas . Be prepared to see more granite and marble plus mahogany trim throughout house than you have seen before. Exterior pathway all granite. Private setting! Present all reasonable offers! Motivated owner. Additional information: Appearance:Excellent,Interior Features:Guest Quarters,Marble Bath,Separate Hotwater Heater:Y

7 Old Field Road, Setauket

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.