Southold Homes with Southold Elementary School Elementary school

Welcome to Southold, a picturesque gem nestled in the heart of Suffolk County, New York. Known for its charming coastal beauty and rich history, Southold is the perfect blend of serene living and vibrant community. With its stunning beaches, lush vineyards, and quaint downtown area, this town offers a unique lifestyle that appeals to families, retirees, and young professionals alike.

One of the standout features of Southold is its commitment to education, highlighted by the presence of Southold Elementary School. This well-respected institution is dedicated to fostering a nurturing and engaging learning environment for young minds. Families seeking homes in Southold will find that proximity to this school is a significant advantage, offering children access to quality education and a supportive community.

The real estate options in Southold are as diverse as its residents. From charming historic homes to modern waterfront properties, there’s something for everyone. Many homes are situated within a short distance from Southold Elementary School, making it convenient for families to enjoy the benefits of a well-rounded education while being close to home. The town's friendly atmosphere, coupled with its excellent recreational facilities, parks, and community events, creates a welcoming environment for families to thrive.

Whether you’re strolling along the scenic beaches, exploring local vineyards, or enjoying a meal at one of the town's delightful eateries, Southold offers a lifestyle that is both relaxed and enriching. Discover your dream home in this idyllic town, where community spirit and natural beauty come together to create the perfect place to call home.

Newest Southold Homes with Southold Elementary School Elementary school

$2,950,000

4 Beds ⋅ 4 Baths ⋅ 963793 MLS

Treasured by the same family since its inception, this mid century modern home is the kind of property that rarely comes to market. Breathtaking views of Great Pond, exceptional privacy, and salt breezes with Kenney's and McCabe's Beaches just moments away create the setting for a true North Fork generational coastal estate. More than 4,200 square feet offers generous bedrooms and gathering spaces, while the home's original design and character remain at its heart. Spend summer mornings at the beach, afternoons around the pool, and evenings watching the light settle over Great Pond. Expansive grounds and a rustic barn complete a property that has been treasured for more that five decades. Now, for the first time, comes the opportunity for a new owner to make it theirs ---and begin the next generation of memories.

9305 Soundview Avenue, Southold

$629,000

1041384 MLS

Ideally Located Vacant Land. A Rare Opportunity to Create Your Own North Fork Retreat or Year-Round Home on Desirable Hyatt Road, a Quiet Setting Just Off Soundview Avenue in Southold. This Ideally Located Vacant Parcel is Just a Short Distance from Memorable McCabe’s Town Beach. The Lot is Reported to Include Coveted Deeded Rights to a Private Long Island Sound Beach. Enjoy the Tranquility of a Peaceful North Fork Setting While Remaining Just a Short Drive from the Vibrant Centers of Southold and Greenport, with Their Celebrated Restaurants, Shops, Wineries, Marinas, and Coastal Attractions. An Exceptional Opportunity to Build Your Dream Getaway or Year-Round Home and Embrace the Best of the North Fork Lifestyle—Beautiful Beaches, Picturesque Surroundings, and Relaxed Coastal Living. No Survey Available. See Photo for Approximate Lot Dimensions. Sellers Will Not Consider Offers with Contingencies. Road is a Private Road. Do Not Visit or Walk the Property Unattended. Buyer is Advised to Independently Verify the Accuracy of All Information

2560 Hyatt Road, Southold

$574,999

3 Beds ⋅ 1 Baths ⋅ 1043112 MLS

Welcome to 2600 Boisseau Avenue, the best deal in all of Southold. This well-maintained 3-bedroom, 1-bath ranch situated on a spacious .39-acre property in the heart of the North Fork will not disappoint. Offering comfortable single-level living with plenty of potential, this home is a wonderful opportunity to enjoy everything the Southold lifestyle has to offer. Inside, you'll find a functional and inviting layout featuring a comfortable living area, three nicely sized bedrooms, a full bathroom, dining room and an eat-in kitchen. The full basement provides an abundance of additional space for storage, utilities, a workshop, or the potential for future finishing. A detached garage adds even more storage and convenience. Outside, the generous .39-acre property offers plenty of room to relax, entertain, garden, or create your ideal outdoor retreat. Conveniently located near Southold's charming village, local shops and restaurants, beaches, wineries, farm stands, and all that the North Fork has to offer. Whether you're looking for a year-round residence or a weekend getaway, 2600 Boisseau Avenue offers a fantastic opportunity to make Southold home! With taxes less than $5k, what more can you ask for?

2600 Boisseau Avenue, Southold

$550,000

2 Beds ⋅ 2 Baths ⋅ 1027409 MLS

Unit 3C offers a rare opportunity to create something truly your own. This 2-bedroom, 2-bath condo is ready for a new vision and offers the perfect blank canvas for buyers who would rather customize than compromise. There is tremendous potential to thoughtfully update the home to your style, selecting the finishes, fixtures, colors, and details you actually want along the way. The unfinished basement provides additional possibilities for storage or workspace. Bring your ideas and transform this property into a home designed around you—from the first renovation decision to the final finishing touch.

2555 Youngs Avenue Unit #3C, Southold

$3,295,000

4 Beds ⋅ 5 Baths ⋅ 1039113 MLS

New Construction Luxury Southold Home underway set to be complete September 2026. Nestled in the prestigious Wildberry Fields, this new home blends coastal elegance with peaceful North Fork country living. Features 5,100 SF of living space on 3 levels with 4 Bedrooms and 4.5 Bathrooms plus a bonus room/office over your attached 3 car garage. This stunning home has everything including a Giant front wrap-around-porch, heated saltwater 18x36 pool, and both first and second level primary bedrooms with ensuite baths and walk-in-closets. All high-end finishes were used throughout including Natural Alaskan Cedar Siding, Anderson Windows, Kitchen-Aid Appliances and Quartz Countertops, Wide Plank Natural White Oak Floors, Gas Fireplace, Custom Glass Shower Doors throughout, and more. Full Finished Basement with 9.5’ ceilings, Outside basement entrance, full bathroom, built in wine fridge, and custom glass doors leading to your Gym and Custom Cedar Sauna. Enjoy exclusive Southold Park District rights—offering access to private beaches, kayak launches, and Founders Landing—while being just minutes from stunning Long Island Sound beaches, scenic Sound View Dunes, world-class vineyards, farm stands, and charming village dining.

390 Wildberry Lane, Southold

$2,200,000

3 Beds ⋅ 3 Baths ⋅ 1038709 MLS

Fully renovated and exceptionally private, this sophisticated waterfront contemporary is a true North Fork retreat, pairing stylish interiors with a serene setting and an effortless outdoor lifestyle. Hardwood floors and walls of glass define the open-concept, where a beautifully appointed kitchen flows into the living and dining spaces and an inviting sunroom, all oriented toward the water. Two main-level primary suites and three modern baths offer exceptional comfort and flexibility. Outside, the setting takes center stage. Expansive mahogany decking wraps around a heated saltwater pool overlooking the water, creating a private resort-like escape. A semi-enclosed gazebo, generous lounge areas, and open-air dining space make entertaining effortless, while the spacious lawn beyond is perfect for a fire pit, lawn games, and summer afternoons. A private dock accommodates a 20-foot boat with easy access to Peconic Bay, while the HOA’s private bay beach offers another coveted way to enjoy the waterfront. Elevated above the shoreline, the property enjoys beautiful water views and abundant wildlife from nearly every vantage point. Polished yet relaxed, private yet perfectly connected to the water, this is North Fork living designed to be enjoyed all season long.

225 Lakeside Drive S, Southold

$1,277,000

4 Beds ⋅ 4 Baths ⋅ 1032396 MLS

Welcome to 1025 Seawood Drive, where space, comfort, and the North Fork lifestyle come together beautifully! Experience the relaxed sophistication of North Fork living in this beautifully, maintained, move-in-ready 4 bedroom, 3.5 bath Colonial in the heart of Southold. Filled with natural light and designed for modern living this home features 9' ceilings, hardwood floors and an easy-flowing layout designed for both everyday living and entertaining. The spacious open areas connect seamlessly to the gourmet eat in kitchen, featuring marble countertops, stainless steel appliances and abundant cabinetry, while a cozy fireplace adds warmth and character. A standout feature is the expansive lower/ground level with 10' ceilings and sliding glass doors opening directly to the backyard--offering outstanding potential for additional living space, perfect for great room, media room, gym, office and entertainment area. Outside enjoy the expansive deck and private, serene backyard ideal setting for morning coffee, summer gatherings, or quiet evenings at home. Perfectly positioned near Southold's beaches, wineries, farm stands, marinas, waterfront parks, boutique shops and top North Fork dining. This move-in-ready home delivers the space, privacy and effortless coastal living that makes the North Fork so special.

1025 Seawood Drive, Southold

$925,000

2 Beds ⋅ 1 Baths ⋅ 1037884 MLS

If the perfect North Fork cottage exists, you have just found it. Timeless, elegant, and rich in character, this thoughtfully crafted home offers a rare opportunity to own a piece of Southold history. Set within Beixedon Estates, an exclusive private enclave and beautiful waterfront community discretely set between Greenport and Southold, the property enjoys an exceptional location close to everything the area has to offer. Two farm stands are near the entrance to the community, with marinas and a fish market are just around the corner. Residents also enjoy access to a pair of private sandy beaches - both steps from the cottage. Beach One feels like a hidden cove, perfect for relaxing and taking in the bay, while Beach Two provides water convenient access for launching kayaks, paddle boards, and sailboats. The charming, cedar-shingled cottage features two bedrooms, large storage loft and a custom kitchen with marble counters ideal for cooking big dinners with friends and family. From sun-filled summer days to cozy winter evenings beside the fireplace, this inviting home can be enjoyed in every season. The expansive lot may also offer the potential for a pool, allowing summer days to continue long after leaving the beach. Imagine warm evenings spent swimming, entertaining, and dining alfresco beneath a canopy of mature pine trees. There is a reason homes in Beixedon Estates rarely come to market. Come experience this magical North Fork retreat for yourself.

1320 Arshamomaque Avenue, Southold

$2,695,000

3 Beds ⋅ 2 Baths ⋅ 1036373 MLS

Set on five bucolic acres, this property perfectly captures the pastoral character that defines the region at its best. Mature trees frame the entrance, and split-rail fencing lines the property, offering a sense of privacy and openness rarely found so close to everything the North Fork has to offer. The three-bedroom, two-bathroom farmhouse is complemented by a large barn, currently outfitted for horses. While perfect as-is, its use could easily extend beyond equestrian purposes and be reimagined to suit your needs. A heated pool overlooking the vineyards rounds out the grounds, offering the perfect spot for entertaining or unwinding. Located less than a mile from bay beaches and the restaurants and shops of Southold Hamlet, putting amenities and everyday convenience equally within reach. This is a rare opportunity to own a classic North Fork property that balances open land, everyday comfort, and easy access to it all.

2850 Main Bayview Road, Southold

$939,000

3 Beds ⋅ 4 Baths ⋅ 997034 MLS

Some homes are beautiful, others are truly one of a kind. 595 Greenfields Lane is both! Set on nearly an acre of meticulously landscaped property on a quiet dead end street, this exceptional custom built home is located just moments away from the historic village of Southold and the very best of the North Fork! Built by the homeowner with an uncompromising commitment to quality and craftsmanship, this 3 bedroom, 3.5 bathroom residence offers approximately 2,950 square feet of thoughtfully designed living space. Soaring cathedral ceilings, skylights, custom crown molding, solid wood doors and gleaming hardwood floors are just some of the details that distinguish this home. A stunning chef's kitchen was designed with custom cabinetry, granite counters and new stainless steel appliances, flowing naturally into spacious living and entertaining areas. The luxurious primary suite features a vaulted ceiling and spa inspired new bathroom creating a serene atmosphere to unwind at the end of the day. Adding versatility is a fully finished basement with a separate entrance and spacious living quarters ideal for extended family or those seeking additional flexibility. Outside, the property truly comes alive. Lush landscaping surrounds sitting areas, a vibrant vegetable garden, in-ground sprinklers and a charming permitted cottage. A wood-burning pizza oven creates a natural gathering place for entertaining, while multiple matching sheds, a 2-car garage and an expansive driveway accommodating up to 10 vehicles provide remarkable functionality. Every aspect of this property reflects thoughtful design and pride of ownership, from it's superior construction to it's beautifully maintained grounds. With acclaimed farm stands, wineries, beaches, restaurants and timeless character of Southold Village and the North Fork all close by, this is more than a home, it's an opportunity to embrace the lifestyle that makes this area so desirable. A rare combination of craftmanship, privacy, flexibility and location.....595 Greenfields Lane is a property that truly deserves to be experienced. Come see for yourself what makes this Southold home so special!

595 Greenfields Lane, Southold

$2,795,000

4 Beds ⋅ 5 Baths ⋅ 1036799 MLS

The Laurel Collection by MarrCon is an exclusive enclave of eight newly constructed luxury homes ideally located in the heart of Southold. With only 3 residences remaining, this limited offering presents a rare opportunity to enjoy exceptional new construction in one of the North Fork’s most desirable locations. 1475 Laurel Avenue showcases The Laurel Model, the largest model within the collection, offering approximately 4,375 square feet of beautifully designed living space set on .80 acres. The property is complete with a 20' x 40' heated saltwater gunite pool with an automatic cover, surrounded by an expansive Napa Stone marble patio. There is also ample room to create a pool house or outdoor kitchen. Backing to preserved land that can never be developed, the property offers lasting privacy and a peaceful, serene setting. Inside, nine-foot ceilings span both the first and second floors, complemented by vaulted and coffered ceiling details and 8½-inch white oak flooring throughout. The first floor features two bedrooms, including a luxurious primary suite with a generous walk-in closet and private access to the masonry patio, backyard, pool and gardens. The dramatic great room is anchored by a 46-inch linear gas fireplace and flows seamlessly into the beautifully appointed chef’s kitchen, featuring custom inset cabinetry, marble countertops, high-end GE Monogram appliances and a wet bar. The first floor also includes an office or flexible-use space complete with a wall of windows, built-in shelving and a wine refrigerator. Upstairs, two additional ensuite bedrooms feature beautifully finished baths with large-format tile and custom vanities. A spacious family room and oversized laundry room with custom cabinetry and a sink complete the second level, along with an additional stackable washer and dryer for added convenience. The lower level offers tremendous potential for additional living and entertaining space and can be finished to suit, with nine-foot ceilings, an egress window and walkout access already in place. Perfectly positioned to enjoy everything the North Fork has to offer, The Laurel Collection is just moments from beautiful beaches, wineries, farm stands and the charming villages of Southold and Greenport.

1475 Laurel Avenue, Southold

$699,000

1035534 MLS

High-Visibility Commercial Land in Southold. Rare opportunity to acquire a highly visible vacant parcel along main road in Southold Town. Zoned "General Business", the property offers a wide range of potential uses and flexibility for an owner-user, investor, or contractor. Permitted uses include retail and wholesale businesses, convenience store, contractor-related uses, storage, and residential with accessory dwelling, among other possibilities subject to applicable Town approvals. With strong road exposure and versatile zoning, this property presents an excellent opportunity to establish a business, create a mixed-use concept, or hold for future investment in one of the North Fork’s most desirable communities. Bring your vision and explore the possibilities.

49295 Route 25, Southold

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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.