ML# :934620   Stylishly Renovated Ranch with Saltwater Pool! Bright, white, and move-in ready—this renovated ranch offers the modern coastal look every buyer is searching for. The open, airy layout features a cozy living room, spacious dining area, and an eat-in kitchen with white cabinetry, brushed gold hardware, and new flooring. The living room features large windows overlooking the backyard and gorgeous pool, filling the home with natural light. The dining room has great indoor outdoor flow, perfect for entertaining. The property includes two bedrooms, one full bath, a full unfinished basement, and an attached 1.5 car garage. Upgrades include super high efficient CAC with air cleaner (2023, ) freshly painted interiors (2024, ) light-toned flooring (2025), and updated window treatments throughout (2025). Exterior improvements include a 18x36 saltwater vinyl pool with stadium steps which has: propane heat, integrated pool lighting system, automatic cover and mesh winter cover (2023). Bluestone pavers surrounding the pool and connecting to a covered patio, and upgraded landscaping for a clean, modern finish (2023). Covered patio is 25x12 and is the perfect place to enjoy your morning coffee or evening cocktail and relax. Ideally located near both Southold Village and historic Greenport, the property offers the best of both worlds. Wineries, local farms, and farm-to-table dining are just moments away, while boating enthusiasts will appreciate nearby marinas. Serene beaches like Town Beach and Goose Beach are just moments away. A turnkey opportunity for those seeking a year-round home, weekend retreat, or investment property on the North Fork. Furnishings may be available for separate purchase.

ML# :827612   Welcome to this beautifully maintained 3-bedroom, 2-bath ranch set on a pristine half-acre. Enjoy the best of indoor and outdoor living with a spacious living room w/FP, bright den and primary BR ensuite. Step outside to your own private oasis - an expansive 16’x32’ inground pool surrounded by manicured landscaping and plenty of room for entertaining. Private cul de sac and association with its own boat ramp and common area at end of street. Easy access to boating and kayaking and just minutes from town, beaches, vineyards, and farmstands. This home offers the perfect blend of serenity and convenience. Move-in ready and perfect for year round living or a weekend retreat.

ML# :916546   Nestled on .49 acre corner lot, this 2-bedroom, 1-bath home offers a thoughtful blend of comfort, charm, and modern updates. The heart of the home is the large kitchen, beautifully redone in 2018 with granite countertops, stainless steel appliances, a pantry, coffee bar, wine fridge, and a peninsula with seating that makes entertaining effortless. An open dining area flows naturally into the living room, where a wood-burning stove creates a warm and welcoming atmosphere. A spacious den provides endless possibilities, currently set up as a sunlit lounge—but you may envision a home office, playroom, gym, or future guest room conversion. Additional conveniences include first-floor laundry, propane gas cooking, oak wood floors throughout, and a full unfinished basement for storage or expansion.This home has been meticulously maintained and upgraded, offering peace of mind with a brand-new HVAC system (2024), roof, siding, windows, and Trex deck (2020). A detached 2-car garage and full-house generator add to its appeal. Low taxes! Ideally located near both Southold Village and historic Greenport, the property offers the best of both worlds. Wineries, local farms, and farm-to-table dining are just moments away, while boating enthusiasts will appreciate nearby marinas. Serene beaches like Town Beach and Goose Beach are close by. Rental permit in place. Furniture potentially included with sale, if desired. Whether you’re seeking a year-round residence, a North Fork retreat, or investment opportunity — this move-in ready gem invites you to settle in and start enjoying the North Fork lifestyle right away!

ML# :817145   Discover The Perfect Canvas For Your Dream Estate On This Expansive 2+ Acre Lot, Offering The Ideal Balance Of Privacy And Convenience. Nestled In A Serene Setting, Yet Just Moments Away From The Vibrant Town Life, You’ll Be Close To Fine Dining, Shopping, And Everything The North Fork Has To Offer. This Unique Parcel Comes With Suffolk County Health Department Approval For An 8-Bedroom Conventional Septic System, (I/A NOT REQD.) Making It Ready For Your Grand Vision. Whether You’re Looking To Build A Sprawling Family Estate, A Charming Vineyard Retreat, Or Anything In Between, The Possibilities Are Endless. Truly Shovel Ready Embrace The Tranquility Of Country Living With All The Benefits Of Being Near The Heart Of The North Fork’s Sought-After Attractions. Don’t Miss This Rare Opportunity To Create Your Own Slice Of Paradise!

ML# :860794   Summer Cottage in Southold – Just steps from the Long Islands Sound. Experience quintessential North Fork living in this completely renovated charmer featuring 3-bedrooms, and 1-bathroom perfectly positioned just steps from the beach and minutes drive away from other local beaches. Offering unrivaled access to stunning sunsets and the coastal lifestyle, the cottage features warm wood-beamed ceilings, hardwood floors, and a bright, open living area that flows effortlessly into the kitchen and dining nook — ideal for relaxed summer living and entertaining. While modest in size, this home’s true value lies in its unbeatable location and lifestyle appeal — a prime investment for those seeking a serene seasonal retreat or an exclusive North Fork address.

ML# :889540   Great office space with apartment! The office has 5+ exam rooms, large waiting area and 2 half baths. The 1 bedroom, 1 bath apartment has a large kitchen, loft area and large deck. The property sits on one acre and has ample parking. The office and apartment must be owner occupied, or the entire structure could be converted to all living space as well as keeping the apartment. Many uses for this property - medical property, nursery school, place or worship and many more!

ML# :927676   Fantastic opportunity to get into the North Fork market offered via this move in condition 2 bedroom/2bathroom cottage on .17 acres w/ large detached 1.5 car garage. The interior features a large and inviting living room, primary ensuite bedroom, guest ensuite bedroom with attached home office, galley kitchen and intimate dining area. The location is fantastic as you can take a short walk or bike into town or walk over to Sophie’s Rest for dinner and a cocktail. Finally, the oversized 1.5 car garage could be a great work-shop, artist studio or storage space. Don’t let this great property get away!

ML# :912228   Rare opportunity to build your dream home on this approved parcel, complete with permits and BOH approval for a stunning 4-bedroom, 3.5-bath residence. Plans include a single-car garage and a spacious 9’ basement with outside entrance and egress windows, offering a total of 3, 100 square feet including the lower level. The property also offers the option to join the Goose Creek Association, where you can enjoy private docking rights, a sandy beach, and dedicated space for your kayaks and paddle boards. Whether you’re looking for a full-time residence or a seasonal retreat, this property is perfectly positioned to deliver a lifestyle of comfort, recreation, and coastal charm.

ML# :874383   Turn-key 7-acre vineyard that you’ve been dreaming of in Southold! Perfectly situated near the village and shops. The vines are in their prime and have been meticulously maintained. Planted in 2006 is 2.2 Acres of Chardonnay and 2.5 Acres of Merlot and 1/2 acre Muscat Ottonel was planted in 2019. Producing approximately 2-3 tons per acre of grapes annually. Fully deer fenced, irrigated by well water, bird netting and connected to electric. This right-sized vineyard may be just what you need to create your first vintage or add an additional fruit source to your existing farm operation. This farm has all development rights sold and is for agricultural use only.

ML# :931612   .38-acre wooded level lot in a private and natural setting. Ideally located near Paradise Point, Cedar Beach, Southold shops, vineyards, farmstands and Greenport Brewery. This is a triangle shape lot with 258ft of frontage on N Bayview Rd and 178ft/182ft deep on each side. A rare opportunity to create your own coastal retreat in one of the North Fork’s most desirable neighborhoods. No preliminary work has been done with the DOH, Planning Board, or building dept at this time. Please don’t walk property without your agent present.