Cold Spring Harbor Real Estate

Welcome to Cold Spring Harbor, NY, a picturesque community that not only boasts stunning landscapes but also an exceptional school district renowned for its commitment to academic excellence and holistic development. Nestled on the North Shore of Long Island, Cold Spring Harbor School District is consistently recognized for its outstanding educational programs, innovative teaching methodologies, and dedicated staff who prioritize student success.

The district encompasses several schools, including the highly-rated Cold Spring Harbor High School, which offers a rigorous curriculum that prepares students for college and beyond. With a strong emphasis on STEM education, the school provides numerous Advanced Placement (AP) courses, ensuring that students are well-equipped for their future endeavors. Additionally, the district places a significant focus on the arts, encouraging creativity and expression through various programs in music, theater, and visual arts.

Parents will appreciate the strong sense of community within the Cold Spring Harbor School District. The district fosters an environment where collaboration between educators, parents, and students is paramount. This partnership not only enhances the educational experience but also instills a sense of responsibility and pride in the students.

Beyond academics, Cold Spring Harbor offers a wealth of extracurricular activities, from sports teams to clubs, ensuring that every student can find their niche and develop their passions. With its scenic surroundings, rich history, and vibrant community spirit, Cold Spring Harbor is not just a place to live; it’s a place to thrive. Discover the charm of this exceptional school district and the opportunities it presents for your family’s future!

Newest Listings in Cold Spring Harbor

$4,250,000

5 Beds ⋅ 6 Baths ⋅ 1052087 MLS

A Rare Blend of Privacy, Luxury & Convenience in Cold Spring Harbor Set on two private acres on a quiet cul-de-sac, this exceptional Colonial home offers a truly rare combination: complete privacy and seclusion just four minutes from Cold Spring Harbor train station. While many private estates are located farther from the station, it is unusual to find a property that offers this level of tranquility while remaining so conveniently close to the train, shopping, dining, major roadways, and Huntington Village. Completely rebuilt in 2008 and offering approximately 6,500 square feet, this sophisticated five bedroom, five-and-a-half-bath residence combines generous living spaces with an extraordinary collection of amenities designed for both everyday living and grand-scale entertaining. The spectacular grounds are highlighted by an in-ground heated saltwater gunite swimming pool with waterfalls and LED lighting all controlled by an app, a newly resurfaced championship tennis court with pickleball lines, using the same surface coating found at the US Open, and an expansive outdoor entertaining area. The resort-like setting also features a fully equipped outdoor kitchen with pizza oven, barbecue, sink, dishwasher and refrigerator, a grand outdoor fireplace, and a spacious fire-pit alcove. Inside, the updated kitchen is appointed with Thermador ovens, a Sub-Zero refrigerator, and a new Miele dishwasher. Additional amenities include a private home theater with seating for 10, a wine cellar, a gym with virtual running routes for the treadmill, three fireplaces, and a luxurious primary bathroom with steam shower. Thoughtful architectural details include front and rear staircases, a second-floor laundry room, and a large second-floor bonus room. The home features central air conditioning and heating, each with four zones, along with a central vacuum system and 300-amp electrical service. The attached three-car garage provides ample space for vehicles, storage and level 2 EV charging, while an Eagle Dock Beach (with dues) offers an additional opportunity for enjoying the area's waterfront lifestyle. Located in the highly regarded Cold Spring Harbor School District, the property is a private estate with resort-style amenities, remarkable entertaining spaces, and an exceptionally rare location—secluded in a quiet cul-de-sac, yet minutes from the train.

4 The Commons, Cold Spring Hrbr

$2,250,000

3 Beds ⋅ 4 Baths ⋅ 1061573 MLS

Exceptional Laurel Hollow Opportunity | Over 2 Acres in the Cold Spring Harbor School District Set on over 2 acres in the prestigious Cold Spring Harbor School District, 1574 Laurel Hollow Road presents a rare opportunity to reimagine an expansive property in a coveted North Shore setting. This substantial residence offers 3 bedrooms, 4 full bathrooms, and an abundance of space and potential for buyers seeking a renovation project, a custom estate, or a redevelopment opportunity. The home features a first-floor primary suite with a spacious en-suite bathroom, private sitting area, and its own fireplace. A second of three fireplaces anchors the large living area, creating a welcoming focal point for gatherings and entertaining. A dramatic wall of sliding glass doors spans the rear of the home, connecting the kitchen and living areas to the expansive, level green backyard and creating a seamless visual connection between indoor and outdoor living. The possibilities continue with a generously sized finished basement featuring a full bathroom and separate exterior egress, offering exceptional flexibility for a variety of uses. An indoor pool, currently not in working order, occupies a substantial covered space that presents an opportunity for restoration or potential reconfiguration to create additional living space, subject to applicable approvals. Two separate garages, each with interior access to the home, provide added convenience, while the circular driveway offers ample parking for guests and entertaining. Enjoy the charm and convenience of nearby Cold Spring Harbor and Oyster Bay, two beloved North Shore villages known for their quaint downtowns, inviting local shops, and phenomenal restaurants. From leisurely afternoons browsing unique boutiques to memorable dining experiences, these vibrant waterfront communities offer an appealing lifestyle just moments away. Now vacant and ready for its next chapter, this property offers the space, setting, and scale to bring a compelling vision to life. Whether undertaking an extensive renovation or exploring redevelopment possibilities, this is an outstanding opportunity to create something truly special in one of Long Island's most sought-after communities.

1574 Laurel Hollow Road, Syosset

$1,150,000

3 Beds ⋅ 3 Baths ⋅ 1060834 MLS

An incredible opportunity in Lloyd Harbor! Situated on two beautiful acres in the highly regarded Cold Spring Harbor School District, this expanded Cape offers three bedrooms, two and a half baths, and tremendous potential. An estate sale, the home is ready for its next chapter and offers the perfect opportunity for buyers with the vision to make it their own. Whether you choose to renovate, expand, or simply refresh the existing home, the possibilities are endless. With two acres of property in one of Long Island's most desirable communities, this is an opportunity you won't want to miss! Please note that the interior room photos were digittaly decluttered.

231 Southdown Road, Lloyd Harbor

$1,099,000

6 Beds ⋅ 5 Baths ⋅ 1047145 MLS

Large and sprawling contemporary style home situated on a large parcel with exceptional potential. Fantastic location provides ease of access to area amenities. This is a great opportunity and great value.

549 Woodbury Road, Cold Spring Hrbr

$1,395,000

3 Beds ⋅ 4 Baths ⋅ 1060331 MLS

This four acre property, being sold "as is" is the perfect spot to build a large home with plenty of room for all of today's amenities. Close to town, train and schools. There is a three bedroom house, a barn and a large free standing studio/garage. The property also features a pool and horse grazing pasture. A long winding driveway leads up to the house which is hidden and far from the road. Proof of funds or pre-approval required before showings.

383 W Neck Road, Lloyd Harbor

$3,150,000

4 Beds ⋅ 6 Baths ⋅ 1057641 MLS

A Timeless Lloyd Harbor Retreat Set on 2.2 acres this gracious 4-bedroom, 5.5-bath Colonial offers a wonderful blend of timeless architecture, elegant living spaces, and a serene setting surrounded by mature landscaping. A welcoming covered entry opens to a beautifully appointed interior featuring hardwood floors, refined millwork, and an abundance of natural light. The living room and a sunroom create a bright and inviting space overlooking the grounds. A formal dining room is ideal for entertaining, while a custom paneled library/office offers a sophisticated setting for working from home or quiet retreat. The spacious family room, anchored by a fireplace, provides a comfortable gathering space for everyday living. The well-appointed kitchen features custom cabinetry, stainless steel appliances, generous counter space, and a charming breakfast room overlooking the property. A special feature of the home is the additional guest space, complete with a private bath and kitchenette. Perfectly suited for guests, home office, studio, or additional recreational space, this versatile area offers endless possibilities. Outside, the expansive grounds provide exceptional privacy, manicured gardens, and ample space for outdoor enjoyment. A breezeway connects the main residence to the three-car garage with additional storage. Located in the Incorporated Village of Lloyd Harbor, the property offers access to Lloyd Harbor Village beach, camp, and mooring amenities, with fees required. Cold Spring Harbor School District #2.

7 Pippin Lane, Lloyd Harbor

$1,785,000

6 Beds ⋅ 3 Baths ⋅ 1058471 MLS

Welcome to this sundrenched Seacrest Estates home, privately tucked away on a tranquil cul-de-sac and set on 2 flat perfect acres in the renowned Cold Spring Harbor School District. The inviting foyer opens to spacious living and dining areas featuring soaring ceilings and radiant floor heating. An open-concept family room and kitchen are lined with sliding glass doors, creating a seamless flow to the expansive rear deck, newly landscaped property and heated gunite pool. Improvements by this homeowner include: New roof and all new windows with Azek trim, New driveway with Belgian Block curbing and lighting, New pool coping, patio, walkways & pool heater, Updated poolside wet-bar with granite top, sink and refrigerator, plus newly lighted walkways Nestled beside Target Rock Wildlife Refuge, this special property enjoys an extraordinary natural setting surrounded by protected land and abundant wildlife. Seacrest residents enjoy access to their own community private beach. Additionally, they enjoy an array of community & waterfront amenities, including beach access, summer camp, dock and mooring rights, kayak and paddleboard racks, at the Lloyd Harbor Village Park. The property also offers access to the natural beauty and recreational opportunities of Caumsett State Historic Park, further enhancing the exceptional coastal lifestyle associated with this special Lloyd Harbor setting. With its quiet cul-de-sac location, generous grounds, abundant natural light, and open-concept design, this property presents a distinctive opportunity to enjoy a sophisticated and relaxed North Shore lifestyle while still providing convenient access to Manhattan.

2 White Cap Court, Lloyd Harbor

$7,900,000

5 Beds ⋅ 7 Baths ⋅ 1058774 MLS

Set along the waterfront in Lloyd Harbor, this exceptional custom-designed residence thoughtfully showcases its waterfront setting, with beautiful views from the principal rooms. A dramatic two-story foyer welcomes you into interiors defined by exceptional finishes, thoughtful details and an impressive sense of scale throughout. The Bakes and Kropp kitchen is designed for both everyday living and entertaining, featuring custom cabinetry, Wolf and SubZero appliances, dual refrigerators and a center island. An adjoining dining area continues the custom cabinetry with a wine and beverage refrigerator, additional sink and wet bar all overlooking the water. The expansive formal dining room provides an elegant setting for larger gatherings, while the living room centered by a wood burning fireplace, opens directly to the upper deck spanning the rear of the home. The den connects effortlessly to the outdoors through a wall of glass doors, creating a seamless transition to the waterfront and extending the living space beyond the walls of the home. A gas fireplace adds warmth and comfort throughout the year. A walk-in pantry, two powder rooms and a spacious mudroom with extensive storage complete the main level along with access to the three car garage. Upstairs, the primary suite enjoys beautiful water views and opens to a private balcony overlooking the waterfront. The suite also features an oversized walk-in closet, and a beautifully finished bath with a soaking tub and separate shower. Three additional bedrooms, each with its own walk in closet and en suite bath, while a spacious home office and dedicated laundry room complete the second level. The walk out lower level further expands the homes living and entertaining spaces with an additional bedroom, full bath, wine cellar, home gym, generous recreation and gathering areas, abundant storage and direct access to the grounds. Outside, the property is designed to take full advantage of its waterfront setting. An expansive patio with a wood-burning fire pit, covered porch, and upper deck offer multiple spaces to dine, entertain or simply relax. A private dock provides direct harbor access, while a full size tennis court complements the outdoor amenities and makes this home designed to enjoy life outside. Enjoy access to Lloyd Harbor Beach & Dock (fee) while being in close proximity to the Cold Spring Harbor train station, shopping and dining.

51 School Lane, Lloyd Harbor

$2,700,000

4 Beds ⋅ 5 Baths ⋅ 1058084 MLS

Welcome to 8 Fiddlers Green, where every day feels like a getaway. This isn't just a home; it’s a lifestyle defined by active healthy living, private beach access, and the effortless joy of coastal living. Whether you’re heading out for a morning on the boat, spending an afternoon by the water, or a scenic stroll into Caumsett historic state Park ,the sense of vacation follows you home. Set high off the street on two sprawling acres, the property offers a rare combination of elevated privacy and a usable flat yard with plenty of room for pool addition. Built in 2006 with a focus on both style and comfort, the residence has been meticulously maintained and remains in immaculate condition. The attention to detail is evident in the long list of recent high-end upgrades. You’ll find peace of mind with radiant heating, a brand-new driveway, fresh gutters and fascia, new washer and dryer, 2 dishwashers and a high-efficiency AC system. Modern convenience is built into the home’s DNA, featuring a reverse osmosis for drinking water, smart irrigation to keep the grounds lush, and an invisible dog fence already in place. Inside, the layout is designed for easy living and elegant entertaining, blending a sophisticated aesthetic with the warmth of a true retreat. If you’ve been searching for a pristine home that offers both property and exclusive water amenities, 8 Fiddlers Green is the one you’ve been waiting for. Fiddlers green dues $1,747.47 per yr Village tax $6,541.03

8 Fiddlers Green Drive, Lloyd Harbor

$3,345,000

5 Beds ⋅ 7 Baths ⋅ 1057801 MLS

10 Fox Meadow is arguably the best value in LLoyd Harbor offering over 9800sft of finished space under heat/air on one of the most desirable streets offering very low taxes. Nestled on a sprawling, open, and level 2 acre property, 10 Fox Meadow Lane offers the perfect blend of modern luxury and timeless traditional appeal. This beautifully renovated 1989-built home features a thoughtful two-level-inspired floor plan with soaring vaulted ceilings that create an airy and expansive feel throughout. At the heart of the property is a stunning newly renovated indoor pool pavilion—completely renovated in April 2026—complete with a pellet stove fireplace, a new bathroom, and a luxurious steam shower, making it ideal for year-round enjoyment. Extensively updated with high-end finishes, including a gourmet kitchen featuring Thermador appliances and quartz countertops, a finished basement with a movie theatre, gym, and wine room, and numerous thoughtful upgrades such as new Anderson windows, a whole-house generator, and a heated three-car garage with premium garage tech storage, this home delivers comfort, style, and functionality in equal measure. With five bedrooms, seven bathrooms (including five brand-new ones), and an impressive array of indoor and outdoor living spaces, 10 Fox Meadow Lane is a true private retreat that seamlessly combines contemporary amenities with classic charm. Low taxes and close proximity to Lloyd Harbor School round out this offering. Lloyd Harbor offers private beaches, boat ramps, summer camp, private police force and close proximity to Caumsett State Park and Target Rock Preserve.

10 Fox Meadow Lane, Lloyd Harbor

$3,995,000

5 Beds ⋅ 7 Baths ⋅ 1054081 MLS

This magnificent Hamptons-style shingle and stone Center-Hall Colonial sits on 2 professionally landscaped acres, offering refined luxury and seamless indoor-outdoor living. The spectacular 2-story foyer with a curved staircase leads to formal spaces—a stately dining room with a butler’s pantry and wine refrigeration, and an elegant living room featuring a coffered ceiling, fireplace, and bay window. The heart of the home is the spacious great room, anchored by a fireplace with built-in shelving and sliding doors to the patio. French doors reveal a private study with rich wood paneling. The stunning chef’s kitchen features bespoke inset cabinetry, a marble backsplash, and a massive marble island. Professional-grade appliances from Thermador, Wolf, and Sub-Zero ensure peak performance, complemented by a walk-in pantry, breakfast area, laundry room, and 2 tastefully appointed powder rooms. The expansive master suite is a tranquil sanctuary boasting a tray ceiling, an incredible walk-in dressing room with a custom closet system, and a spa-inspired bath with a freestanding soaking tub, large shower, and radiant-heated floors. The remaining bedrooms offer private en-suites and convenient Jack-and-Jill layouts, all with generous closets. A beautifully finished bonus space complete with an additional bedroom and full bath is ideal for guest stays. The finished walk-out lower level is an entertainer's dream with high ceilings, a full secondary kitchen serving the pool, a recreation room, home gym, temperature-controlled wine cellar, state-of-the-art movie theater, game room, and full bath. Outside, resort-style grounds feature a sparkling pool and multi-level bluestone patios. Modern comfort is ensured by a 6-zone HVAC, security system, and central vacuum. Near the historic towns of Cold Spring Harbor, Oyster Bay, and Huntington, this home is close to upscale shopping, fine dining, the LIRR, and the Oyster Bay Cove Residents' Beach. Entirely turnkey, this Gold Coast estate masterfully blends timeless character with today’s amenities.

1184 Cove Edge Road, Oyster Bay Cove

$7,500,000

7 Beds ⋅ 8 Baths ⋅ 1045994 MLS

Exquisite setting on 2.62 acres at the end of a quiet road in Cold Spring Harbor, this extraordinary 1931 French-Normandy residence, originally part of the historic Pierson estate known as Dove Cote, presents a remarkable blend of architectural provenance and contemporary design. Designed by Harvey, Stevenson, Thomas & Studds and constructed of granite and brick beneath a European terracotta Ludowici roof, the residence recently underwent a comprehensive interior renovation under the direction of Italian designer Gennaro Fattore. An entrance of mature linden trees leads to a bluestone-and-gravel drive and gracious courtyard. Distinctive architectural elements include a turret, substantial granite stonework, copper gutters, 7 fireplaces, original carved doors and millwork, hand-hewn beams, and beautifully restored period details. The main level unfolds through generously proportioned living and dining rooms, a library with concealed speakeasy bar, office with adjacent full bath, restored butler’s pantry, mudroom and laundry. At the heart of the home, the striking Bulthaup kitchen pairs white and charcoal cabinetry with a sculptural flamed-granite island and appliances by ILVE, Miele and Sub-Zero, opening to informal dining and media spaces with direct access to the pool and gardens. Upstairs, white-stained oak floors extend throughout five bedrooms, including the primary suite with fireplace, custom Porro dressing room and walk-in closet, and a flamed-granite bath with architectural shower. Additional bedrooms feature original fireplaces, custom cabinetry and well-appointed baths, complemented by an exercise room and extensive storage. The landscaped grounds provide an exceptional backdrop for outdoor living, with expansive lawns, mature specimen trees, flowering gardens and a large bluestone terrace. A heated Gunite pool with automatic cover, hot tub, walled gardens, bronze fountain, outdoor speakers, irrigation, landscape lighting, detached three-car garage, and automatic generator complete this distinctive Cold Spring Harbor estate, where historic architecture, meticulous restoration and modern design come together making this home truly extraordinary. Eagle Dock Beach for CSH residents to join with fee.

3 White Hill Road, Cold Spring Hrbr

Start Your Search

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.