ML# :886341   Situated in an area rich in the founding history of Southold Town, what likely began as wooded trails connecting water, homesteads and farmland eventually evolved into today’s quiet tree and creek lined Glenn Road. Stake your Southold claim in this lovingly updated 3-bedroom, 2-bath home.The tastefully renovated kitchen is a standout feature, offering stainless steel appliances, a spacious well lit center island, and modern finishes ideal for both everyday living and entertaining. Both bathrooms have been updated with a clean, pleasant aesthetic and the primary suite offers comfort, privacy, and ease for daily living.In 2023, a massive influx of cool arrived in the form of central air throughout the home. This was just in time to enjoy the sun-filled family room overlooking the yard. Step outside to relax under the custom pergola or beside the flowing water rock feature, perfect for entertaining or peaceful moments alone.This is a wonderful opportunity to enjoy modern living surrounded by the classic Southold charm.Living on Glenn Road offers places you in close proximity to all Southold has to offer.

ML# :843099   This bright and airy 3-bedroom, 2-bathroom home on Southold’s charming Hyatt Road offers a perfect blend of open and closed living spaces. With numerous windows and skylights, the home seamlessly integrates with the surrounding mature landscaping. Each bedroom boasts vaulted ceilings and picturesque views of the park-like setting. The Primary has a large ensuite bath. Conveniently located just 0.3 miles from McCabes Beach and a short drive to both downtown Southold and Greenport, this property provides both tranquility and easy access to local amenities. Full basement and attached 1 car garage.

ML# :854500   Beautiful solid built ranch home located on a quiet street with a park like half acre of property. This home has three nice size bedrooms, an open floor plan from the kitchen through the dining area, into the living room with a wood burning fireplace. There is a laundry room on the first floor with half bath, and a den. The brick patio offers a very nice private setting overlooking the back yard. The property is level 120’ X 175’ and is in the Southold Park District with access to South Harbor Beach and Founders Park and Beach. The neighborhood is close to school, town, and transportation, and has a small boat access ramp into Goose Creek.

ML# :817817   Experience the ultimate North Fork retreat in Southold—this stunning, turnkey cottage is a true embodiment of coastal living! Ideally situated near Founder’s Landing Park with effortless beach access and close to the Wharf House, this charming cedar-shake farmhouse is designed for entertaining and showcases an unrivaled in-town location where a car is simply unnecessary. Take advantage of convenient public transportation options, including the Hampton Jitney and LIRR, while enjoying a rich selection of shops and acclaimed dining establishments like Southold Social, North Fork Table, and Maroni’s—all just moments away.Step into the inviting open floor plan that features a spacious living with gorgeous wide plank flooring and dining area, a cozy eat-in kitchen equipped with a gas range, and a practical laundry area. The main floor includes a full bath, while the second floor offers two generously sized bedrooms and another bathroom, making it perfect for hosting guests or accommodating family. Outside, your private garden oasis awaits—reminiscent of a stylish Brooklyn townhouse. Delight in a terrace, a firepit area, and dedicated outdoor dining and BBQ spaces, all centered around a charming barn red outbuilding. The fully fenced property also features an outdoor shower, perfect for rinsing off after a day at the beach. With plenty of off-street parking and a spacious garage, convenience is always at hand. Just a stone’s throw from the lively ambiance of Greenport Village and surrounded by celebrated wineries, farm stands, and the dynamic events that the North Fork is known for, this property stands out as a rare find. Don’t let this extraordinary opportunity slip away—claim your North Fork lifestyle today!

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# :839087   Perfect opportunity for 1st time buyers, downsizers, or investors! This original-style 3-bedroom, 1-bath ranch, perfectly situated just steps from a beautiful Goose Creek beach in a highly desirable Southold location. With a spacious backyard and room for a pool, this home offers a fantastic opportunity to make it your own. Enjoy the convenience of single-level living, featuring a primary bedroom and an easy-flow layout that makes everyday life a breeze. Located within the Southold Park District, you’ll have access to stunning parks, pristine beaches, and all the charm of the North Fork. A little work will transform this home into something truly special—don’t miss your chance!!!!

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# :826980   This charming brick house offers ample space and with a few updates it would be a perfect forever home. Its nestled in a serene neighborhood with an eat in kitchen , formal dining room, spacious living room with wood burning fireplace, 3 spacious bedrooms and 2 full bathrooms with convenience of laundry room on first floor. 2 car garage with potential loft area. It is surrounded with mature landscaping with beautiful views.

ML# :835064   Location, Location, Location !!!This beautiful ranch home is located just around the bend from the Goose Creek Beach. There are three large bedrooms, an eat in kitchen, formal dining room, living room, full basement, garage, and an enclosed breezeway in between the home and garage. The property has a nice grass lawn with mature plantings, and the rear yard is fenced with room for a pool. Location is prime where it is not too far from Southold Town shops, restaurants, and all transportation.

ML# :848766   Discover this beautifully maintained 2-bedroom, 1-bathroom cottage nestled on a tranquil road just moments from the beach. Perfectly blending modern comforts with coastal charm, this home offers a serene retreat for beach lovers and those seeking a peaceful lifestyle. Enjoy the convenience of being close to the beach, allowing for easy access to sun, sand, and sea. Relax in your own secluded outdoor space, ideal for gardening, entertaining, or unwinding in solitude.This cottage has been meticulously maintained, ensuring a move-in-ready experience for its new owners. Situated in the back of the property is a carriage house. This extra space allows for an opportunity for guests to stay and enjoy on their own timeframe. If offers a murphy bed, full bath and kitchen. Or if you need more space, it’s perfectly situated to be used as a studio, office, or hideawayWhether you’re seeking a year-round residence or a seasonal getaway, this cottage provides the perfect setting to enjoy coastal living at its finest.