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$3,198,000
6 Beds 7 Baths 1046012 MLS
Stately Postmodern Brick Colonial, Tall Oaks, Oyster Bay Cove. Poised on two exquisitely manicured acres within the storied enclave of Tall Oaks, this majestic almost 6,200 sq.ft brick colonial stands as a masterwork of scale and sophistication, gracefully sited within the coveted Cold Spring Harbor School District. A dramatic two-story entry foyer sets the tone, opening onto a sun-drenched, free-flowing floor plan where oversized rooms and soaring floor-to-ceiling windows frame the surrounding landscape like living art. Rich hardwood floors unfurl throughout six sumptuous bedrooms and six-and-a-half baths, each detail composed with quiet refinement. The main-floor primary suite is a study in indulgent privacy — a serene retreat appointed with a spa-caliber bath offering both soaking tub and glass-enclosed shower, with direct access to the pool and grounds beyond, and an adjoining annex effortlessly adaptable as a nursery, study, or private fitness room. Five additional en-suite bedrooms lend graceful accommodation to family and guests, while a mezzanine level reveals its own secluded en-suite bedroom paired with a generous sitting room - an inspired retreat for extended stays. Beyond, the grounds unfold in quiet splendor: an inground saltwater pool, sweeping patios, and a built-in BBQ set the stage for effortless, elegant entertaining amid lush, professionally curated gardens. Below, a capacious finished lower level opens through full sliders to the side yard, with additional unfinished space affording abundant storage. An extraordinary residence, distinguished by pedigree and place, in one of the North Shore's most rarefied addresses.

3 White Birch Road, Oyster Bay Cove

$1,849,000
4 Beds 3 Baths 1022649 MLS
North Shore updated craftsman style ranch in Oyster Bay Cove offers an exceptional blend of lifestyle design , panoramic views, sunset vistas and private beach rights. This exceptional home offers multi generational possibilities or a Hampton-like escape but closer West. A home which offers serene living, with a charming wrap around deck. There is a spacious primary suite with bath and 2 walk-in closets. Additional main level guest bedroom and bath, spacious eat in kitchen, breakfast room with fireplace, living room with vaulted ceiling and fireplace and a formal dining, There is a study and French doors to outside deck plus a walk out secondary level, family room with fireplace, 2 bedrooms, bath and doors leading to outdoor living space. Hardwood floors, central air and low taxes make this home an outstanding value. 2.5 car garage. Do not miss this one!

10 Laurel Cove Road, Oyster Bay Cove

$2,749,888
5 Beds 4 Baths 1022670 MLS
Welcome to 15 Tiber Road, located on a beautiful 2-acre property in Oyster Bay Estates and within the Syosset School District. This sprawling warm and inviting ranch offers exceptional space and functionality with generous room sizes and a thoughtful layout ideal for today’s lifestyle. The primary suite features an ensuite bath and closets, creating a private retreat within the home. 3 additional large bedrooms and a full bath. On the opposite side of the home is a separate office/bedroom with a full bath that provides the perfect setup for guests, extended family, or a private work-from-home space. The expansive walk-out basement spans the full length of the home, offering endless possibilities for recreation, entertaining, gym space, or additional living quarters. Step outside to an incredible property designed for entertaining and relaxation. Enjoy summers by the heated inground gunite pool, unwind by the fire pit, or host gatherings with ease thanks to the cabana and sports court. The beautifully designed outdoor space offers privacy and resort-style living right in your own backyard. A rare opportunity to own a true ranch retreat.

15 Tiber Road, Oyster Bay Cove

$1,648,000
5 Beds 4 Baths 1010963 MLS
Welcome to this pristine location in the heart of Oyster Bay Cove (GLENDALE ESTATES) where tranquility and privacy await on a spectacular 2.01-acre property. Surrounded by nature and mature landscaping, this spacious 5 bedroom, 3.5 bath residence offers endless potential to create the home of your dreams. Featuring generously sized rooms throughout, this home boasts a large primary suite complete with an oversized full bath, spacious secondary bedrooms, abundant closet space, and hardwood flooring. The inviting family room is highlighted by a stunning stone fireplace, creating the perfect gathering place for family and friends. Step outside to the expansive wood decking overlooking the peaceful backyard, ideal for entertaining or simply enjoying the serene surroundings. A full unfinished basement provides additional storage and possibilities for future living space. Being sold AS IS, this is a wonderful opportunity for buyers with vision to bring their personal touches and TLC to a home in one of North Shore's most desirable locations. Make this exceptional property your own and enjoy the lifestyle Oyster Bay Cove has to offer.

44 Koenig Drive, Oyster Bay Cove

$2,518,000
5 Beds 5 Baths 1010631 MLS
PRIVATE APPOINTMENTS ONLY- 4600 sq ft Private Contemporary Estate on Two Magnificent Acres in the Syosset School District. Tucked away at the end of a secluded cul-de-sac, a long private driveway leads to this exceptional contemporary estate set on two beautifully landscaped acres with stunning specimen plantings throughout. Built in 1984 and thoughtfully updated, this impressive residence offers an ideal blend of luxury, privacy, and functionality. The chef’s kitchen features abundant granite countertops and extensive custom cabinetry making it perfect for both everyday living and entertaining. The formal dining room is bathed in natural light from dramatic floor-to-ceiling windows and offers direct access to the backyard through sliding glass doors, creating a seamless indoor-outdoor lifestyle. The spacious den is highlighted by a striking dual wood-burning fireplace, adding warmth and architectural character. The first floor includes three generously sized bedrooms, each with its own private en-suite bath, providing exceptional comfort and convenience for family and guests alike. The second-floor primary retreat is truly extraordinary, featuring a spa-inspired bath with a soaking tub, walk-in shower, and private sauna. Two oversized walk-in closets provide ample space for even the most extensive wardrobe collection. The expansive south-facing property offers the perfect setting for the heated in ground gunite pool and a future tennis or pickleball court. Additional amenities include a three-car garage, generator hookup, and security system. A rare opportunity to own a private estate property with endless possibilities in the award-winning Syosset School District.

29 Amber Lane, Oyster Bay Cove

$5,649,000
7 Beds 8 Baths 1001796 MLS
OYSTER BAY COVE. Set at the end of a serene cul-de-sac, this 9,400 sq. ft. estate blends modern luxury with European-inspired elegance on magnificent resort-style grounds offering exceptional privacy. A grand circular cobblestone driveway with fountain sets the tone for this impressive residence featuring soaring ceilings, sun-drenched interiors, expansive windows, and a dramatic open layout designed for both grand entertaining and comfortable living. The home offers 7 bedrooms and 7.5 baths with exquisite architectural details throughout. The chef’s kitchen features top-of-the-line appliances, custom cabinetry, and an oversized island. Elegant living spaces include a formal dining room, grand living room, billiard room, and private home office. The lower level is a true retreat with a basketball court, home theater, full bar, lounge, and wet & dry saunas. Outdoors, enjoy a heated gunite pool, spa, private tennis court, multiple balconies, and beautifully manicured grounds with multiple entertaining areas. A rare offering complete with a three-car garage, delivering resort-style living and unmatched privacy in a one-of-a-kind luxury estate.

55 Coves Run, Oyster Bay Cove

$3,998,000
5 Beds 6 Baths 959362 MLS
Set within the prestigious Tall Oaks community of Oyster Bay Cove, this extraordinary contemporary colonial estate offers over 7300 square feet of refined living space in a cul-de-sac on 2.05 private acres. Designed for both grand entertaining and everyday luxury, this residence seamlessly blends timeless architecture with resort-style amenities. The expansive interior features 5 bedrooms and 4.22 baths, soaring ceilings, and walls of glass that frame the sweeping property views. A thoughtfully designed layout includes a chef's kitchen, inviting living room leading into the den, an elegant primary bedroom suite and generously apportioned secondary bedrooms. A fully finished lower level provides additional living and recreational space. Outdoors, the estate transforms into a private retreat complete with a saltwater in-ground pool, a beautifully appointed cabana, and a tennis court-creating an unparalleled lifestyle rarely found on the North Shore. Expansive lawns and mature landscaping offer privacy and tranquility while remaining just minutes from beaches, shopping and convenient access to transportation. A rare opportunity to own a true Gold Coast estate combining scale, amenities, and in one of the most sought after locations.

8 Forest Court, Oyster Bay Cove

$2,874,000
4 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 to be a 5th bedroom currently being used as a office-storage space, Heat and AC access is avaialble, 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, Oyster Bay Cove

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.