ML# :889892   Step inside and wow—this home lives much larger than it looks from the outside! With a floorplan that truly fits today’s lifestyle, you’ll love how the open living room, dining area, and kitchen all flow together to create the perfect space for everyday living or effortless entertaining. And yes, there’s a main-floor bedroom suite with laundry nearby, making one-level living totally doable if desired!Upstairs? You’ll find another gorgeous primary suite with beautiful proportions and room to breathe, plus two more bedrooms and a full bath that give everyone their own space to spread out and relax.Now let’s talk backyard. The walkout basement leads to a fully fenced yard and your very own saltwater heated pool—with a retractable cover for easy care. It’s all visible from your covered back porch that looks out over a serene maple forest, giving you privacy and forever-protected views that truly make this property feel like a retreat.And just a few doors down? The Bay Haven Beach Community Park—a local gem for residents of Bay Haven Lane and Gin Lane. Picnic tables, chairs, and a refreshing breeze off the water make it the perfect hangout spot. Whether you’re starting your day with a coffee or ending it with a sunset, this neighborhood park and beach are tough to beat.Even better, you’re just minutes from Cedar Beach, Goose Creek Beach, and South Harbor Road Beach—each with their own unique look, vibe, and experience. Whether you’re in the mood for a quiet walk, a full beach day, or something in between, you’ve got options.This is summer living, elevated. Let’s get you inside and poolside.

ML# :863916   Welcome to 480 Ackerly Pond Ln on the charming North Fork! Experience the pinnacle of North Fork living in this bespoke custom-built residence, thoughtfully designed to blend modern elegance with timeless craftsmanship. Nestled on a quiet property and offering seamless access to Southold Town beaches, vineyards, breweries, marinas, and North Fork restaurants, this exceptional property delivers luxury, privacy, and convenience for your best North Fork life!From the moment you step inside, the home makes a lasting impression. A covered front porch invites you into a light-filled foyer accented with shiplap details and 9-foot ceilings that continue throughout the home. Warm hardwood floors and refined finishes create an atmosphere of understated elegance.The main level features a spacious open-concept layout anchored by a gas fireplace and custom built-ins in the living room, seamlessly flowing into the chef’s kitchen—complete with a large center island, high-end appliances, and thoughtful design details perfect for entertaining. The first-floor primary suite offers a peaceful retreat with a walk-in closet and a luxurious en-suite bath featuring a freestanding soaking tub, heated flooring, and a built-in towel warmer. A mudroom with heated tile provides access to laundry, a half bath, and the attached two-car garage.Upstairs, you’ll find a second primary suite with a walk-in closet and dual vanity bath, a junior suite, two additional bedrooms served by a beautiful full bath, and a second laundry room—ensuring convenience and flexibility for family and guests.The fully finished basement leaves no detail overlooked, featuring 9-foot ceilings, an egress window for natural light, a dedicated home office, a wine cellar, wet bar, and a full bathroom—ideal for both relaxation and entertaining. This basement provides a blank slate full of potential for its first owner.Step outside to the private backyard oasis, where a fiberglass 14’ x 35’ in-ground pool and bluestone patio offer the perfect setting for outdoor gatherings or quiet moments of reflection. With no neighbors to the rear, you’ll enjoy unmatched peace and privacy. A separate well-pump for the irrigation system supports the home’s thoughtful energy efficiency, inside and out.Whether you’re looking for luxury space, a peaceful retreat, or easy North Fork living, this property delivers it all with access to Town of Southold Beaches, vineyards, Greenport Harbor Brewery, marinas, and amazing restaurants a short distance away!

ML# :868556   Welcome to your own slice of paradise in the coveted Angel Shores beach community. This beautifully crafted home offers deeded bay beach access at the end of the road, and a spectacular backyard retreat—complete with vibrant gardens, an inviting inground pool, hot tub, and tranquil waterfall. Whether you’re entertaining guests or enjoying a quiet evening at home, this outdoor space delivers the ultimate in North Fork living.Inside, the heart of the home is a spacious eat-in kitchen with center island that opens to a formal dining area, ideal for gatherings of any size. The main level also features an adjacent family room with a gas fireplace, a dedicated home office, and a living room—each thoughtfully designed with soaring ceilings and detailed crown moldings for a touch of elegance throughout.The home features four spacious bedrooms and two and a half baths, including a generously sized primary en-suite that serves as a peaceful retreat. Three additional large bedrooms provide comfortable accommodations for family or guests. Enjoy effortless indoor-outdoor living with a classic wrap-around front porch to relax and sip lemonade and a large back deck that flows into the lush, private backyard oasis.Whether you’re seeking a year-round residence or a seasonal escape, this exceptional property invites you to unpack and start enjoying all that the North Fork lifestyle has to offer.

ML# :827387   Extremely rare offering of 5.25 acres of undeveloped, wooded land in bucolic Paradise Point - the crown jewel of the charming hamlet of Southold. Once an equestrian grazing meadow to an adjoining 33 acre estate, this land offers a scenic, tranquil, secluded location close to gorgeous Bay beaches. Borders preserved land.Just a few miles to fine dining and cafes, tasting rooms & vineyards, boutique shopping, galleries, golfing, marinas and more.A once in a lifetime opportunity to build your dream home, compound, equestrian facility, your personal vineyard - all with the utmost privacy in this amazing piece of paradise. Potential for 2 acre subdivision.

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# :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