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$2,195,000
5 Beds ⋅ 6 Baths ⋅ 1006519 MLS
Extraordinary Estate located in Laurel Hollow, NY! Discover unparalleled luxury and space at this one-of-a-kind estate nestled on 3.7 acres in Laurel Hollow. This magnificent 5-bedroom, 5.5-bathroom residence spans over 5,900 sq. ft. of living space, offering a seamless blend of elegance, comfort, and modern convenience. Step through the grand entrance, where a custom mural flooring sets the stage for the exquisite natural woodwork, cathedral-height ceilings, and oversized windows that flood the home with natural light. The main level boasts a sprawling eat-in kitchen, complete with abundant cabinetry, a breakfast bar, and high-end appliances, leading to a formal dining room, great room, and family room, all featuring large windows that showcase breathtaking views of the serene, expansive backyard. Whether in the kitchen, dining area, living room or great room, you’ll be surrounded by the beauty of lush landscaping, the outdoor kitchen, pergola, treehouse, playground, and Gunite pool with a diving board. A pool house and a wraparound deck further enhance the outdoor living experience, making this home an entertainer’s dream. Entertain effortlessly in the formal living room, family room, or the expansive great room, which features a balcony ideal for a library or office. A media room and two laundry rooms add to the home’s functionality. Designed for ultimate comfort and privacy, the home features a first-floor en suite bedroom, perfect for guests, while the second level hosts the grand primary suite, complete with a private office, walk-in closets, and a spa-like bathroom. Two of the additional bedrooms are unique duplex-styles on the main level, offering two levels of living space, while the fifth bedroom is also an en-suite. The walkout basement offers incredible flexibility, while the five car attached garage ensures ample parking and storage. Additional highlights include two wood-burning fireplaces, a central sound system, and extensive storage throughout. This extraordinary property is a rare find, offering a blend of sophistication, comfort, and endless possibilities. Schedule a private tour today to experience the unmatched charm of 121 Laurel Ln!

121 Laurel Lane, Laurel Hollow
$3,295,000
5 Beds ⋅ 5 Baths ⋅ 1003277 MLS
One of the most exceptional spots in Laurel Hollow, this 5 Bedroom residence is sequestered in a Private Cul de Sac on Ridge Road. A perfect floor plan, an outstanding double entry Foyer, a bright Kitchen with high end appliances, large island, open to the Family Room with Shiplap details and Fireplace and French doors to the outside deck. This lovely residence includes a first floor Bedroom/Office, Full Bath, essential Mudroom, back staircase, formal Dinging Room and Living Room with coffered ceiling. Gleaming hardwood floors, detailed molding, large Laundry Room on second floor, Bonus Room on second, are just some of the amenities offered. Enjoy your outside time with the expansive deck off the Kitchen, new pergola and 2 very private acres with mature plantings, lush greenery and room for a pool. A newer residence, built in 2012, with timeless elegance and comfortability. Private beach and mooring rights at Laurel Hollow Beach. CSHSD2

1330 Ridge Road, Laurel Hollow
$2,295,000
5 Beds ⋅ 4 Baths ⋅ 992691 MLS
Set on 2 bucolic acres, this immaculate Colonial has an open layout and inviting spaces, offering the perfect balance for sophisticated entertaining and everyday living. Featuring a dramatic 2-story entry which leads to an elegant dining room, this phenomenal home boasts a family room with a soaring ceiling and a floor-to-ceiling stone fireplace that flows to a spectacular kitchen, designed for both beauty and function with professional-grade appliances, striking Taj Mahal quartzite counters, and a spacious center island with seating. Adjacent, there is a stunning marble powder room, a conveniently located laundry room, and there also is a main-floor ensuite bedroom which is ideal for guests. Upstairs, the gorgeous master suite is a tranquil sanctuary and features a luxurious spa-style bath with radiant heat, designer tile, a soaking tub, large shower, dual vanities, and custom closets. Each bedroom offers style and comfort with ample closet space, and the hall bath has been tastefully renovated. This level also includes an impressive game room, creating an inviting environment for relaxation and entertainment. The lower level is partially finished with additional recreation space. Outside, resort-style living unfolds on a sweeping deck and patio overlooking an incredible pool with a gazebo, covered bar, pergola, built-in BBQ, and a beautiful pond with a cascading fountain—all surrounded by mature trees and lush landscaping for privacy and serenity. Property highlights include polished hardwood floors with mahogany border inlays, premium fixtures and fittings, 2-zone A/C, 5-zone heating system, radiant heating under tile throughout 1st floor, 16-zone sprinklers with B-hyve Wi-Fi-enabled timers, vegetable gardens, Laurel Hollow Residents' Beach, mooring rights, and a 2-car garage. Close to Cold Spring Harbor LIRR and dining, beaches, parks, shopping, entertainment, and all major highways with a convenient commute to NYC. This beautiful home represents Gold Coast luxury living at its finest.

70 Laurel Court, Laurel Hollow
$4,150,000
5 Beds ⋅ 6 Baths ⋅ 988050 MLS
Privately positioned on a quiet cul-de-sac in the gated Wildwood community, this extensively updated residence offers a refined blend of privacy, comfort, and effortless indoor-outdoor living. Sunlit interiors feature a welcoming foyer, expansive principal rooms, formal dining area, and a gourmet kitchen with premium appliances, generous double-island seating, breakfast area, pantry, and office/bedroom. The layout includes a first-floor primary en-suite bedroom with walk-in closets and spa-like bathroom, while upstairs offers three additional en-suite bedrooms, oversized bonus playroom, and a laundry room. Professionally landscaped grounds by the exclusive Laurel Group set the stage for exceptional living and entertaining. Front and rear patios, a covered porch with retractable screens and heat lamps, a saltwater Gunite pool and oversized spa, sport court, fire pits, landscape lighting, and expansive open grounds create a truly inviting setting. Located in the renowned Cold Spring Harbor School District and the Incorporated Village of Laurel Hollow, with access to local amenities including moorings and beach. Road association dues are approximately $3,500

80 Wildwood Drive, Laurel Hollow
$4,250,000
5 Beds ⋅ 9 Baths ⋅ 983469 MLS
Situated on 2 professionally landscaped acres, this magnificent Gold Coast residence offers refined luxury with seamless indoor-outdoor living. A long, private driveway leads to this magnificent Colonial with a charming wrap-around porch reminiscent of Southern hospitality. As you enter through a spectacular 2-story foyer clad in crisp white millwork, high ceilings and a series of arched entryways lead to a grand formal dining room, an elegant formal living room with a fireplace and a series of custom arched windows that overlook the manicured property. The showpiece chef’s kitchen, designed by a Cordon Bleu graduate, is designed for grand-scale entertaining with granite countertops, designer tile backsplash, professional-grade Wolf and Sub-Zero appliances, custom inset cabinetry, a spacious pantry, and is open to a large breakfast area and comfortable family room with a fireplace. An expansive, completely renovated master suite serves as a private sanctuary with penthouse light features, featuring vaulted ceilings, a marble framed fireplace, exquisite millwork, hand-painted detailing, and an extraordinary walk-in dressing room with custom closets, mirrored cabinetry, crystal chandeliers, center island, and an en-suite washer/dryer. The spa-inspired luxury bath offers a free-standing extra large soaking tub, steam shower, radiant-heated floors, and premium fixtures for resort-caliber relaxation. Additional ensuite bedrooms feature tastefully appointed baths with custom closets and comfortable finishes. The finished lower basement level offers a flexible space that includes a gym with a red light sauna, a music room, a full bath, a cedar closet, a spacious recreation room and plenty of storage space. Resort-style outdoor living is anchored by a 20x40 custom in-ground pool, extensive bluestone patios, and a pergola with large outdoor stone fireplace. A full outdoor kitchen features a built-in professional grill, Big Green Egg, refrigerator, stovetop, ice maker, sink, beverage center, and granite bar with seating, creating an exceptional setting for summer entertaining and relaxation. The fully enclosed raised-bed vegetable/herb garden with mist irrigation elevates the property’s gourmet lifestyle appeal. Lush, thoughtfully curated landscaping by Main Street Nursery evokes a soft coastal feel which is complemented by a myriad of specimen plantings. The exterior is finished with maintenance-free James Hardie siding, durable Azek trim, and a full wrap-around porch with front and rear porch swings perfect for lazy days admiring the grounds. The home’s systems include 5-zone HVAC and a new central vacuum, underscoring a commitment to modern comfort and ease. Additional highlights include an upgraded mudroom and main-floor laundry which include a custom dog washing station for effortless pet care, a heated garage with new double-insulated doors, smart exterior lighting with antique-sourced fixtures, and so much more. With 5 bedrooms, 6 full baths, and 3 half baths, this impeccably updated home blends timeless architectural character with modern amenities, creating an extraordinary and beautifully unique Laurel Hollow estate ready for immediate enjoyment.

503 Cold Spring Road, Laurel Hollow
$7,599,000
5 Beds ⋅ 6 Baths ⋅ 972685 MLS
This is control. This is coastline. This is consequence. Rising above Cold Spring Harbor in Laurel Hollow, this Hamptons-caliber estate commands a full horizon line to Connecticut—clean, uninterrupted, and impossible to replicate. Sixty minutes from Manhattan yet entirely removed. Privacy here isn’t marketed. It’s built in. The architecture is disciplined and exacting. Estate scale without waste. Every primary space is engineered toward the water—light, line, and perspective working in concert. Glass walls eliminate barriers. Multi-tiered decks step down with intent to a private beach. The transition from interior to exterior is seamless, deliberate, and rare. The kitchen is not secondary—it’s central. Dual islands. Professional-grade appliances. A fireside seating zone that holds the room. This is where movement happens, where people stay longer than planned. The great room delivers immediate impact—volume, light, glass, horizon. Sightlines stay open. The water remains constant. Access to the decks is direct and uninterrupted. The library shifts tone. Controlled. Quiet. Custom millwork, tailored built-ins, and a statement fireplace create a true executive environment—private, focused, decisive. Five en-suite bedrooms are positioned for separation and autonomy. The primary suite operates as its own tier—refined finishes, spa-level design, and elevated harbor views that reset perspective daily. A temperature-controlled wine cellar with tasting area introduces ritual. A fully realized media room delivers immersion without compromise. And then, the unexpected: a custom indoor garden anchored by a sculptural stone waterfall—architectural, calming, and rarely executed at this level. Four-car garage. Advanced mechanical infrastructure. Cold Spring Harbor School District No. 2. This is not a seasonal house. It’s a year-round position—equally suited for sustained living or precise weekend entry and exit. North Shore waterfront at this scale, with this clarity, does not circulate often. Shown exclusively by private appointment.

Laurel Hollow
$2,980,000
5 Beds ⋅ 3 Baths ⋅ 955339 MLS
Nestled in the Prestigious hamlet of Oyster Bay Cove in part of the exclusive Laurel Cove private association. This magnificent custom French Chateau enchants the moment you arrive. A grand estate entrance framed by lush privacy gardens sets the tone for a true storybook experience. Inside a breathtaking wedding style staircase makes a dramatic first impression. The elegant library wing features coffered ceilings, custom built-in book shelving, and a charming marble faux-tiled fireplace that creates a warm and refined retreat. The primary suite is a sanctuary of luxury, boasting 14-foot ceilings and floor-to-ceiling French doors that open seamlessly to the pool and gardens. A boutique-style formal dressing room-complete with a sliding ladder to maximize storage-leads to a spa-inspired bath. The soaking tub, perfectly positioned beside French doors opening to the gardens, offers a serene indoor-outdoor experience. Designed for grand entertaining, the formal living room parlor features soaring 14-foot ceilings, six French doors opening to the pool and front porch terrace, a stately Rumford fireplace-evoking the elegance of a private ballroom. The formal dining room is equally refined, with coffered ceilings and custom built-in cabinetry for fine China and serving pieces. The farmhouse-style kitchen is both inviting and dramatic, centered around a second Rumford fireplace and flowing through French doors into a spectacular wall-of-glass conservatory-greenhouse. Rich hardwood floors run throughout the main level enhancing the warmth and sophistication. Two graceful staircases lead to separate bedroom wings, offering both privacy and architectural distinction. The second floor east Wing has 2 bedrooms sharing a Jack and Jill Bathroom. The west wing is set as a 5th bedroom w oversized laundry/ storage room. The The tranquil park-like grounds are an entertainer's dream, accessible through 17 French doors. The property features a gunite in-ground-pool, custom paver patio, fountain, firepit, and lush, professionally landscaped gardens. Every modern luxury is included: Central air conditioning, generator, in-ground sprinkler system, 300-amp electrical service, central vacuum, wine cellar, part-finished basement, workshop and a 2 1/2 car garage. Enjoy private beach access, enjoy swimming, boating , playground, with breathtaking views of Cold Spring Harbor, along with deeded-mooring rights, racks for kayaks. Ideally located near " Sagamore Hill "summer home of Theodore Roosevelt. fine dining, shopping, and the Long Island Railroad, this extraordinary estate offers a rare opportunity to live a truly enchanted lifestyle. A storybook life awaits on the North Shore's most desirable coastal communities.

38 Tiffany Road, Laurel Hollow

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.