ML# :836156   Designer Modern Farmhouse ranch set on over 3.35 Acres with farm and scenic views. Renovated 2023. Open concept Living room, Dining room and Kitchen, Gorgeous kitchen with quartz countertops, Stainless Steel Appliances, built in wine cooler, new windows throughout, new interior doors, new exterior doors, new flooring, updated designer baths, new boiler, new well pump, new hot water heater. Spectacular 20x40 in ground saltwater pool with Cambridge pavers patio. Front porch overlooking farm views. Close to McCabe beach or quick drive for incredible sunsets. Access to Resident only Town Beaches, Boat Ramps and Parks with Town Permit. Farm animals permitted. Marina, airstrips and trails nearby.

ML# :3530714   2 Acres Of Highly Desirable Hamlet Business Zoning. Subdividable Into Half Acre Lots Or Build Multiple Structures. Multiple Residential Units Possible Or Residential/Commercial Mix. 4 Buildings Possible As Of Right. Great Route 25 Exposure & Great Location In Center Of Hamlet! Commercial Listing MLS# 3530579

ML# :822706   In the last month there have been lots of updates made to this exquisite waterfront home with wrap around porches and breathtaking views. Don’t miss this opportunity to own a waterfront property on the North Fork. Perfectly situated on the protected and tranquil water way of Arshomomaque, where you can enjoy fishing, crabbing, clamming, boating, or just relax and listen to the birds. The first floor has a dining room, living room with a stone fireplace, den, laundry room, water side all-season room and a beautifully renovated eat in kitchen. The second floor has a master ensuite, 3 nice size bedrooms and an office. There is plenty of room for storage in the detached garage or in the full size clean basement. Centrally located between Southold and Greenport villages, this home is also with-in the Southold Park District offering Founders and South Harbor Beach access., Additional information: Appearance:ExcellentNew features include: central air, new front walkway, back yard tree removal and grass lawn installation, interior painted and new light fixtures.

ML# :3590177   Southold, North Fork: The historic Boisseau farmhouse, built around 1890, is situated on 1.75 acres (76, 230 square feet) with R40 residential zoning, in a picturesque setting featuring mature trees and a sprawling lawn. The property is adjacent to fallow, and partially wooded acreage owned by the Town of Southold. The traditional home boasts a charming covered front porch, an entry foyer, and a spacious living room with a fireplace. The dining room can function as a den and includes pocket doors. The primary floor also offers an eat-in kitchen, a laundry room/pantry, a 3-season room, a full bath, and a back staircase. Upstairs, you will find three large bedrooms and another full bath. The farmhouse retains historic character and details, including original wainscoting, paneled doors, windows, and hardwood floors. Various unique features from a bygone era include a laundry chute, a built-in medicine cabinet, bench seats and cabinets, and a sewing room or nursery that could also serve as a walk-in closet. Additionally, the property includes a two-car garage, a post-and-beam barn (which previously hosted generations of local school dances), a large two-story workshop, and a tool shed, along with the ’tower’ of the windmill that once pumped water for the farm. With approximately 200 linear feet of road frontage, this home offers substantial privacy and is ideal for those seeking a true North Fork residence within a village setting with access to Southold Park District amenities including use of the Wharf House. You can have it all at 2055 Boisseau Avenue, with room for a pool or tennis court, horses, or small-scale farming. The barn can accommodate multiple boats or cars. Follow your dreams and explore this incredible opportunity!, Additional information: Appearance:immaculate, Interior Features:Lr/Dr

ML# :856096   Nestled in the heart of Southold’s coveted North Fork, 1465 Ackerly Pond Lane offers a rare opportunity to own a custom home on over 2.5 acres of serene, private land. This single-family property is surrounded by natural beauty and tucked away on a quiet lane, making it ideal for those seeking peace and space just minutes from the village, vineyards, and beaches. Home features a large gourmet kitchen, 4 bedrooms, 2.5 baths, hardwood floors, mudroom, oversized 3 car garage, large, 11 foot deep basement with 3 egress windows ready to be finished. The lot is zoned for residential use and offers ample room for a custom pool, small vineyard, gardens, tennis, pickleball, etc. or garden retreat. Whether you’re envisioning a weekend escape or a full-time residence, this substantial property provides the canvas to bring your dream home to life in one of Long Island’s most charming coastal communities. Brand New Boiler/Heating system.

ML# :907526   Cape Cod Style Retreat in the Heart of SoutholdThis Southold gem delivers the perfect blend of peace, privacy, and proximity to all the North Fork has to offer. Enjoy Blocks to McCabes Beach, Kenny’s Beach, Horton Point Lighthouse, vineyards, farm stands, and charming local shops—all just minutes away.Originally built in 1989, this home has been thoughtfully updated and expanded with a brand-new addition in 2024 and a modern kitchen completed in 2016. Offering 3 bedrooms easily convert to 4 spacious bedrooms and 3 full baths, the layout is both functional and flexible for your lifestyle needs.Additional features include:Oversized climate-controlled detached 2-car garage (2023)Oversized climate-controlled attached garageNew electric panel (2024) and 500-gallon buried propane tank (2023)Two new HVAC units (2025) and whole-house 20kW generator (2024)Whole-house water filtration system (2023)Oil heat with a newer tankAndersen windows, Trex decking, roll-up rear awning (2023), and fire pit for outdoor enjoymentFenced rear yard, walk-out basement with 2 egress windows, and underground sprinkler system (2024)2-car port for additional covered parkingDon’t miss this rare opportunity to own a beautifully maintained, move-in-ready home that sits on 2.17 acres in one of Southold’s most desirable locations. Come experience your slice of paradise on the North Fork!If you’re looking for space, updates, and a great backyard setup, this one checks all the boxes. Come take a look — you’ll love what you see!

ML# :907530   Southold Waterfront, Goose Creek Lane Association- Exceptional waterfront location with serene Goose Creek views. Gorgeous sunsets. Shy half acre landscaped property located on a peaceful country lane. Easy access to Goose Creek Beach and the Southold Yacht Club. Traditional style home with 3 bedrooms, 3 baths and expansive water views. The house features an open floor plan: Spacious Kitchen with granite counters, Living Room with a wood burning fireplace, and Dining Area with French Doors opening to a large waterside wrap deck. Family room perfect for informal entertaining, a mud room and full bath complete the 1st floor. On the second floor, there is a waterside primary en-suite bedroom with broad views over the Creek. Two more gracious guest bedrooms and a full bath. This home is light and bright. Rooms have many windows to capture the views. Bay windows in the primary bedroom and living room. Ceiling fans in the bedrooms.A fabulous location near all amenities: restaurants, vineyards, farm stands, shopping, marinas, and beaches. For year round or seasonal living, this property is an outstanding value as is, with many upside possibilities in a setting that cannot be replicated.

ML# :3487080   A must see secluded water front Compound. Rarely do you find two houses on a one acre lot. Main cottage is 3 BR, Eik, FDR, , LR with fireplace, hardwood floors, basement and inviting water side covered porch, second cottage has Primary ensuite and guest Br with second bath, Eik, LR w/Fireplace hardwood floors full basement. Small out building, Additional information: Appearance:Very good

ML# :3555058   Welcome Home to this sunny 3-bedroom, 2.5-bath Equestrian home built in 2001set on a sprawling 1.94-acre lot with 2-stall horse barn! Full basement with 8ft ceilings & OSE to yard, 2-car attached garage & fenced horse pasture. Formal Living Room with Vaulted ceilings, Formal dining room, large EIK with sliders to rear deck & patio. Large Primary bedroom suite with bathroom, large WIC and views of the yard. 2 Additional Spacious bedrooms & full bath complete the second floor. Oak hardwood flooring throughout house. New CAC system & newer heating coil in burner. Barn is a well-constructed 24 x 24 Pole Barn with electric & water on cement slab with footings w/ Hardie board & T-111 siding. Accessory shed for hay & horse supplies included. Room for Pool!! Act fast! This property will not last!!, Additional information: Appearance:Mint, Separate Hotwater Heater:N

ML# :888816   Embrace refined living in this charming residence nestled in the heart of Southold. Enjoy the expansive .75-acre grounds that provide a sanctuary of tranquility. Situated on a meandering hill, this home offers a serene and private retreat. The modern, chic interior is beautifully designed for comfort and style. The welcoming foyer unfolds into a spacious living room, flowing effortlessly into a quaint kitchen that overlooks the backyard and opens to a large deck, inviting you to enjoy al fresco dining. The formal dining area, with separate access to the yard, transforms entertaining into an elegant affair. The main level features a convenient bedroom with easy access to the living spaces and a full bathroom. Ascend to the upper level, where the grand primary en-suite bedroom awaits, complete with a new spa-appointed bathroom, vaulted ceilings, and new wood flooring, flooded with natural light from a wall of windows. Another spacious en-suite bedroom offers a similar allure, with a new bathroom, new wood flooring, and vaulted ceilings. The lower level, equipped with laundry and a cozy recreation space, offers versatility for a gym, lounge, or home office. There’s ample room for a pool to enhance your outdoor leisure. Within a mile lies the highly sought-after Goose Creek Beach, and you’re perfectly positioned to explore the beautiful amenities of the North Fork—vineyards, Southold Town, fine dining, picturesque beaches, and charming local farm stands.