Browse All Lloyd Harbor NY Historical Properties for Sale

Designed by J. Hamilton Coulter, renowned architect and Mountain Man, this stately brick ranch blends timeless craftsmanship with exceptional character. Thoughtful details throughout the home include parquet and slate flooring, extensive mouldings and authentic 18th-century hand-hewn wooden beams salvaged from Brooklyn's famed horse stables, creating a one-of-a-kind living experience. The glass-walled foyer welcomes you inside, offering tranquil views of the property and filling the home with natural light. Expansive picture windows throughout the main level create bright, inviting spaces while showcasing the surrounding scenery. The thoughtfully designed floor plan features a spacious primary suite on the main level, a gourmet kitchen complete with a brick oven, stainless steel appliances, and a generous walk-in pantry. The 19' x 30' living room with tray ceiling and fireplace is ideal for entertaining. A charming greenhouse offers the perfect retreat for gardening enthusiasts or year-round enjoyment. Located within the coveted Lloyd Neck Estates community with private Sound-front beach and access to dock on Lloyd Harbor (dues). Resident can also enjoy Lloyd Harbor Beach which includes summer camp, tennis courts and playground (fee). Enjoy nature at nearby Caumsett State Historic Park Preserve and Target Rock National Wildlife Refuge.

25 Forrest Drive, Lloyd Harbor

$2,750,000

5 Beds ⋅ 5 Baths ⋅ 1026840 MLS

Just shy of four flat usable acres on the most picturesque section of tree-lined School Lane in Lloyd Harbor is the location of this approximately 6000 sq ft home. A circular driveway framed by mature landscaping creates a private and welcoming estate setting offering both curb appeal and a grand sense of arrival. Interior living space provides an ideal balance of comfort, functionality, and effortless entertaining. The expansive floor plan features five generously sized bedrooms with four full and one half-bath, including a luxurious primary suite with a coffered ceiling, private en-suite bath, and oversized walk-in closet. Flooded with natural light, the impressive family room showcases soaring vaulted ceilings, skylights, and French doors that seamlessly connect the interior to the stunning backyard. At the heart of the home, the eat-in kitchen is designed for gathering, offering granite countertops, gas cooking, a large center island with seating, and a prep sink. The adjoining dining room is equally inviting, featuring a fireplace, plate room, and custom wet bar area with direct access to the covered outdoor patio, creating an ideal flow for indoor and outdoor entertaining. Beyond the pool and patio, expansive cleared lawns unfold to create a truly exceptional outdoor setting. This private field of dreams offers endless possibilities for a guest house, tennis or sport court, equestrian pursuits or other recreational amenities. A 22' x 40' barn further enhances the property, offering flexible space for a home office, studio, recreation or simply a peaceful retreat overlooking the idyllic grounds. Ideally located just 1.6 miles from Lloyd Harbor Village Beach, residents enjoy access to a private beach with lifeguards, summer camp, tennis courts, mooring opportunities, and additional village amenities (fee). Nature enthusiasts will appreciate being just 1.2 miles from the Caumsett State Park Preserve Extension and only 2.9 miles from the renowned Caumsett State Historic Park Preserve, where miles of scenic trails, woodlands, and waterfront vistas await. A rare opportunity to own an expansive residence with remarkable grounds in one of Lloyd Harbor's most desirable locations, where privacy, lifestyle, and timeless North Shore charm come together.

27 School Lane, Lloyd Harbor

$1,425,000

5 Beds ⋅ 3 Baths ⋅ 1016534 MLS

Nestled in the Incorporated Village of Lloyd Harbor, this 5-bedroom, 3-bath Farm Ranch sits on 2.07 acres of beautiful rolling property adorned with mature plantings and natural beauty. Offering endless potential, this home presents a rare opportunity for builders, investors, or end users looking to renovate and create their dream residence. Features include low taxes, a separate garage/barn, providing ample space for storage, hobbies, or future possibilities. A truly special property in a an incredible location, ready to be reimagined and customized to your vision. Lloyd Harbor Park, beach, mooring & tennis (dues required). Cold Spring Harbor SD #2

209 Southdown Road, Lloyd Harbor

$1,900,000

5 Beds ⋅ 3 Baths ⋅ 1009173 MLS

Welcome to this spectacular Mid-Century Modern residence designed by renowned architect Roy S. Johnson, perfectly positioned atop a hill with breathtaking water views of Lloyd Harbor and the surrounding community. Showcasing Johnson's signature architectural elements—including dramatic triangular rooflines, soaring vaulted ceilings, expansive walls of glass, and seamless indoor-outdoor living—this extraordinary home masterfully blends modern design with its natural surroundings. From the moment you arrive, you'll be captivated by the serene setting and striking architecture. A charming front pathway leads to a welcoming porch where you can relax and take in the peaceful surroundings before stepping inside. The home is flooded with natural light, highlighting the beautiful hardwood floors, oversized rooms, and thoughtfully designed open floor plan. The spacious living room features panoramic water views, a stunning floor-to-ceiling brick fireplace, and sliding doors leading to a deck overlooking Lloyd Harbor. Adjacent to the living room, the family room is enhanced by new skylights and offers direct access to both the side deck and rear patio, further embracing the home's connection to nature. The eat-in kitchen features a second floor-to-ceiling brick fireplace and a dining area designed for both everyday living and entertaining. The main level also includes a second primary en-suite bedroom, two additional generously sized bedrooms. The private primary suite occupies the upper level, offering a tranquil retreat with its own en-suite bath and spectacular water views. A distinctive loft area overlooks the living spaces below and waterview which provides an inspiring vantage point to enjoy the surrounding landscape. The finished lower level with walk out access offers exceptional flexibility, featuring a private apartment with a newly renovated full bathroom, abundant storage space, a wet bar, and an expansive recreation room with sliding doors leading to the backyard. This versatile space is ideal for hosting gatherings, entertaining guests, or accommodating extended family. Located within the highly sought-after Fiddlers Green Beach Association, residents enjoy access to a private community dock with mooring rights, as well as deeded access to a Long Island Sound beach where community events and gatherings are held throughout the year. In addition, residents have access to the Village of Lloyd Harbor Beach, offering summer camp programs, tennis, pickleball, swimming, and additional mooring rights. A rare architectural treasure in one of Long Island's most desirable waterfront communities, this one-of-a-kind home offers an unparalleled combination of design, comfort, privacy, and natural beauty. Additional Information: prestigious Cold Spring Harbor Schools! Condition Mint! 4 Cars Garage. $1800/year association dues – Fiddlers Green Beach Association

2 Fiddlers Green Drive, Lloyd Harbor

$1,499,000

5 Beds ⋅ 4 Baths ⋅ 987577 MLS

A rare offering in coveted Fiddlers Green, this beautifully sited residence offers the perfect blend of comfort, privacy, and possibility within the Village of Lloyd Harbor and Cold Spring Harbor SD. Rich in character and designed with generous proportions, this home features 3 wood-burning fireplaces, 2 ensuite bedrooms, flexible living space with potential for an impressive primary suite or possible 6th bedroom, and owned solar panels. An exceptional temperature controlled Amish-built 4-car tandem garage provides craftsmanship and versatility including a loft above, while the expansive grounds offer ample room for a pool, a truly beautiful and lush setting. Residents of Fiddlers Green Association (Dues Required) enjoy private beach access and mooring rights, offering seamless coastal living with direct access to boating, swimming, and waterfront recreation right in the heart of Lloyd Neck. Residents of Lloyd Neck also enjoy access to the sought-after lifestyle amenities of Lloyd Harbor, including beach, tennis, and a seasonal summer camp program—offering an unmatched coastal living experience for all ages. Move right in, update over time, or simply enjoy the opportunity to live in one of the North Shore’s most exclusive enclaves.

4 Dolphins Rise, Lloyd Harbor

$2,695,000

6 Beds ⋅ 5 Baths ⋅ 989560 MLS

Welcome to 1 Horseshoe Path, a meticulously maintained expanded Cape set within the coveted Fiddler’s Green Beach Association in Lloyd Harbor. Perfectly positioned on two beautiful park-like acres, this inviting residence offers an open, sun-filled layout designed for comfortable everyday living and effortless entertaining. Generous principal rooms, including the spacious living room, dining room, and sun room capture serene views of the spectacular grounds. The home also offers two first-floor en-suite bedrooms, providing flexibility for guests, extended family, or main-level living. Outdoors, the property unfolds like a private retreat, featuring lush gardens, a saltwater pool and spa, a filtered pond, and elegant bluestone patios ideal for relaxing, dining, and entertaining. Located in the highly regarded Cold Spring Harbor School District, with access to Fiddler’s Green Association, offering beach and dock access on Lloyd Harbor and Long Island Sound, this exceptional Lloyd Harbor home combines privacy, lifestyle, and convenience in one of the area’s most desirable beach communities.

1 Horseshoe Path, Lloyd Harbor

$3,595,000

4 Beds ⋅ 6 Baths ⋅ 987719 MLS

Lloyd Harbor Country Compound Set on over three exquisitely landscaped acres in Lloyd Harbor, this distinguished estate offers a refined blend of architectural character and modern comfort. Gracious interiors are defined by high ceilings, natural woodwork, hardwood floors, and a thoughtfully composed layout designed for both relaxed daily living and elegant entertaining. The main level features an inviting foyer, a chef’s kitchen with island and dining area opening to a dramatic great room with fireplace. Additional large formal living room with fireplace and office complete main level. On the second level, there are 3 bedrooms and 2 full bathrooms. The expansive primary suite, with cathedral ceilings and a fireplace, includes two walk-in closets, a new luxury bathroom and a hallway leading to a recently built massive exercise room, creating a comfortable and functional arrangement. The professionally landscaped property unfolds as a private retreat with an impressive collection of amenities, including an inground pool, pool house, outdoor kitchen, multiple fire pits, separate tavern building, and tennis court. Stone walls, gardens, and sitting areas further enhance the setting, all surrounded by sweeping landscaped grounds and verdant wooded views, creating a rare offering in Lloyd Harbor.

395 W Neck Road, Lloyd Harbor

$1,430,500

5 Beds ⋅ 3 Baths ⋅ 971298 MLS

This beautifully restored true log home with a separate legal cottage offers a rare opportunity in the highly sought-after Cold Spring Harbor School District with true taxes under 18k. Don’t miss this one of a kind opportunity that is set back off the road on two serene acres in the Lloyd Neck Estates Association with community beach and dock. A welcoming bluestone porch opens to the main residence, where a sun-filled interior provides warmth and character throughout. The open floor plan blends the living and dining areas, boasting a dramatic wall of windows and glass sliders that frame views of the property’s mature trees and flowering gardens, which lead to a spacious deck ideal for relaxing or entertaining. The updated eat in kitchen is equipped with quartz countertops, stainless steel appliances, and a marble backsplash with center island. First level of the main home also includes 3 bedrooms and full bathroom with oversized marble shower with linear drain. The walk-out lower level includes a 4th bedroom with spacious walk-in closet, bonus room, full bathroom with deep soaking tub, and laundry room with storage and utilities. The legal cottage features living room with fireplace, kitchenette, full bathroom, and 5th bedroom with fenced in area. Lush property provides an abundance of privacy, mature trees and usable land. Nature's lovers dream with easy access to Caumsett State Park and Target Rock Wildlife Refuge. Less than 1/2 mile to Lloyd Neck Estates sound side community beach with playground and kayak storage. Only .7 mile to the Lloyd Neck Estates private dock with kayak storage, boat launch, & private mooring field in Lloyd Harbor. Lloyd Neck Estates Association Dues $1350/annually. In 2019 the logs were fully restored/stained, plus newer septic system & cesspool, plumbing, electric, roof/gutters, driveway, central AC, 22KW Generac generator, furnace, hot water heaters and so much more!

24 Forrest Drive, Lloyd Harbor

$1,900,000

4 Beds ⋅ 3 Baths ⋅ 919989 MLS

Welcome to this classic colonial residence, situated on 2 professionally landscaped acres located on a private dead-end street.This center hall house offers generous principal rooms . The formal living room with fireplace and hardwood floors provides a comfortable space for gatherings. The formal dining room is ideal for family meals and entertaining guests, and it connects seamlessly to the eat-in kitchen, which features modern Viking appliances, plenty of cabinetry, and ample counter space for all your cooking needs. Additionally, there is a dramatic sun-drenched great room with stone fireplace and another sitting room good for library space. On the second floor, you'll find the primary bedroom suite, complete with a private ensuite bathroom. Additional bedrooms on this level are designed to provide comfortable and functional spaces for family and guests. Conveniently located, this home provides easy access to town, transportation, and well-regarded Cold Spring Harbor schools. Located in the Inc. Village of Lloyd Harbor with Village park, tennis mooring and beach rights . Schedule your private showing today and discover the charm and warmth of this lovely property., Additional information: Interior Features:Marble Bath,Separate Hotwater Heater:Y

4 Pippin Lane, Lloyd Harbor

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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.

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