Refine Search
Map
Sort by
$699,000
5 Beds ⋅ 3 Baths ⋅ 1033273 MLS
Welcome to this exceptionally spacious High Ranch, with endless possibilities in a Prime Bayville Location! Ideally situated on a private cul-de-sac in the desirable Locust Valley School District. Set on an oversized property just moments from Bayville's beautiful beaches, this home presents a rare opportunity to create the home you've always imagined. Inside, you'll find generously proportioned rooms, a versatile floor plan, and abundant living space designed to accommodate a variety of lifestyles. Whether you're looking to renovate, modernize, or customize to your own, the possibilities are endless. This expansive property offers ample space for outdoor entertaining and recreation, making it the perfect canvas for your vision. If you've been searching for a home with loads of potential in an exceptional location, this is an opportunity you won't want to miss. Bring your imagination and transform this diamond in the rough into the home of your dreams. Property is being sold "AS IS"

1 Karen Court, Bayville
$8,995,000
5 Beds ⋅ 12 Baths ⋅ 1031340 MLS
A long driveway opens to a large courtyard with a classic fountain, revealing a magnificent Château-style Mansion on 2.03 acres of verdant property on a private cul-de-sac. Custom built for grand entertaining and everyday living, this incredible residence masterfully blends old-world European charm with modern luxury. A majestic 2-story entry foyer features a stunning domed-vaulted ceiling with a curved staircase, showcasing antiqued mirrored panels and an ornate wrought iron railing. Through a series of exquisite arches, the foyer leads to an expansive formal living room with a detailed ceiling and wall-to-wall windows as well as a palatial-sized dining room with a butler’s pantry that offers a wet bar and additional storage. The comfortable family room has a unique curved wall and a marble fireplace flanked by marble goddesses. Adjacent is a sitting room with a floor-to-ceiling built-in display wall and a cozy hexagonal built-in bay window seating area. Next door, an elegant study offers a productive place to work from home. A spectacular chef-inspired kitchen boasts a large breakfast area, dual islands, marble counters, a beautiful ILVE range with a show-stopping backsplash, Wolf, Miele and Sub-Zero appliances, plus an additional service kitchen to ensure effortless hosting. An opulent master suite retreat has a private sitting room with a fireplace, a convenient wet bar with refrigeration, 2 sets of French doors to front and rear balconies, and 2 walk-in closets – both with custom closet systems and one with a generous center island with storage – and features an incredible spa-like bath with a steam shower and a magnificent stand-alone soaking tub. All additional en-suite bedrooms are comfortable with ample walk-in closets and tastefully appointed baths with showers. The lower level is designed with a home gym, expansive recreation space, games area, raised stage, and handsome tufted leather doors leading to a state-of-the-art movie theater. An additional bonus space also offers a bedroom, closet, and a full bath with a shower. Flowing seamlessly outdoors, the lush, park-like property features an expansive bluestone terrace anchored by an outdoor fireplace and a gourmet summer kitchen equipped with a premium built-in grill, integrated refrigeration, and an artisanal pizza oven. Alongside the sparkling heated pool and large sun deck, a gorgeous cabana with a full bath and laundry provides an open yet covered space to relax, while dramatic torches illuminate the pool area at night, creating a resort-caliber experience. This exceptional smart home is complete with a Generac generator, central vacuum, Crestron security system, interior/exterior sound system, sprinkler system, radiant flooring, 3 fireplaces, fine millwork, and a 3-car garage. Just 27 miles from NYC, this French-inspired masterpiece of 5 bedrooms and 8 full baths/4 half baths, offers a tranquil retreat for the discerning buyer who appreciates a Gold Coast luxury lifestyle.

7 Covey Court, Upper Brookville
$3,195,000
5 Beds ⋅ 5 Baths ⋅ 1020514 MLS
Down a long, private driveway canopied by mature trees, 17 Danton Lane is a modern 5-bedroom, 4.5-bath home that spans approximately 7,000 square feet on over 4 acres, in one of Locust Valley's most coveted beach enclaves, just a stroll from a private beach. A striking 2 story atrium foyer welcomes you in, with glass doors beckoning straight out to the backyard. The kitchen, redesigned in 2019, features large countertops, custom cabinetry, and Viking appliances, while a newly finished basement offers a full bathroom, gym and recreational space. On the main floor, the impressively large great room is designed for entertaining with oversized windows and elegant fireplace. On the other side of the house, the two-story primary suite includes a soaking tub, walk-in closets, and an upstairs office/den. The grounds, designed by Dubner, offer layered points of interest throughout, from a sparkling gunite pool with jacuzzi to a serene koi pond, creating a series of destinations to discover rather than a single view. Clean, contemporary design meets total privacy, lush surroundings, and private beach access on over 4 acres at 17 Danton Lane.

17 Danton Lane N, Locust Valley
$4,998,000
5 Beds ⋅ 7 Baths ⋅ 1018743 MLS
The most discerning will appreciate the unparalleled architectural details and sublime luxury that abounds in this hilltop Classic Contemporary Estate. Renovated top to bottom in 2018 by a professional builder for his personal residence, only the finest European structural and design elements were utilized. "Hilltop" offers a beautiful setting for comfortable living and gracious entertaining. The Open Concept interior floor plan, with floor to ceiling windows and breath-taking sweeping views of the landscape, flows seamlessly to the exterior Ipe deck and patio. Nestled in the Lattingtown Harbor Community, residents enjoy the private beach and clubhouse with mooring rights. All this awaits, a mere 30 Miles from Manhattan and less than 2 miles from downtown Locust Valley with charming shops, fine dining and public transportation. LHPOA Fees approx. $2500/yrly Private Carting., Additional information: Appearance:MINT+++,Interior Features:Marble Bath

8 Frost Creek Drive, Locust Valley
$1,075,000
4 Beds ⋅ 3 Baths ⋅ 978767 MLS
Welcome to 12 Deans Lane, Bayville, a fully renovated 4-bedroom, 3-bath residence offering beautiful water views of Mill Neck Creek and a sought-after coastal lifestyle near the beaches of Bayville and Oyster Bay. Thoughtfully updated throughout, this home features a bright, open layout filled with natural light and a seamless flow designed for both comfortable everyday living and easy entertaining. The main living area is centered around a fireplace, creating a warm and inviting gathering space. The renovated kitchen combines style and function with quartz countertops, modern cabinetry, and energy-efficient appliances, while the adjoining dining area opens directly to the deck and patio for effortless indoor-outdoor living. The home offers well-proportioned and versatile bedrooms, along with three beautifully renovated bathrooms finished with contemporary fixtures and tasteful design. Hardwood flooring enhances the upper level, while the finished lower level features tile flooring and crown molding, adding both character and flexibility to the living space. Additional conveniences include a washer/dryer hookup and an attached 2-car garage with added storage. Recent exterior updates, including a new roof, vinyl siding, and updated windows, contribute to the home’s curb appeal, efficiency, and low-maintenance appeal. Ideally located near Bayville and Oyster Bay beaches, waterfront recreation, parks, restaurants, shops, and everyday conveniences, this property offers a wonderful opportunity to enjoy renovated living with scenic water views and the best of North Shore coastal charm.

12 Deans Lane, Bayville
$25,000,000
13 Beds ⋅ 17 Baths ⋅ 1001064 MLS
Experience Applewood Estate — a generational North Shore compound where timeless architecture, historic provenance, and resort-caliber living unfold across more than 35 secluded acres in the esteemed Village of Upper Brookville. Once an operating apple orchard in the early 1900s and later owned by renowned American artist Montague Flagg, this extraordinary estate carries a legacy as rich as the land itself. Hidden behind a gated, tree-lined approach, the property reveals a breathtaking landscape of rolling lawns, mature specimen trees, formal gardens, peaceful water features, and open meadows designed to evoke the grandeur of Long Island’s historic Gold Coast estates. Inspired by Tudor Cotswold architecture, the compound is a masterclass in cohesive design, blending old-world craftsmanship with modern luxury across multiple residences and lifestyle amenities. The centerpiece is a magnificent custom-built Manor residence encompassing approximately 13,000 square feet of refined living space. Constructed in 2005 with slate, brick, and stone, the home showcases extraordinary craftsmanship through onyx marble accents, oversized parquet flooring, handcrafted iron fireplaces, detailed millwork, and dramatic entertaining spaces throughout. A grand foyer anchored by a sweeping staircase introduces interiors defined by warmth and scale, including a soaring ballroom with 23-foot coffered ceilings, an elegant library loft, meditation room, billiards lounge with wet bar, and a sun-filled eat-in kitchen with breakfast room overlooking the estate grounds. Designed as a true multi-structure compound, Applewood Estate includes several additional residences and guest accommodations, including a beautifully renovated barn residence with attached two-bedroom cottage, an additional two-bedroom cottage, a two-bedroom pool house, a one-bedroom studio, and a meticulously reconstructed circa-1914 stone barn now transformed into a luxurious retreat. Outdoor living is equally exceptional. The estate features a heated swimming pool and spa pavilion, built-in outdoor kitchen, resurfaced tennis court, separate sports court, expansive paddocks, and formal equestrian facilities complete with horse stables and a training ring. Additional highlights include a six-car detached garage, maintenance barn, commercial-grade 150kW generator, and secure gated entry, all thoughtfully integrated into the estate’s serene natural surroundings. Rarely does a property offer this level of acreage, architectural integrity, historical significance, and lifestyle versatility within one of the North Shore’s most coveted enclaves. Applewood Estate is not simply a home — it is a private world crafted for legacy living, grand entertaining, and timeless retreat.

1 Applewood Estate, Upper Brookville
$3,700,000
4 Beds ⋅ 4 Baths ⋅ 955669 MLS
Move right into this stunning four-bedroom ranch residence set on 5.5 beautifully landscaped acres. Thoughtfully updated and impeccably maintained, this light-filled home offers an open-concept floor plan designed for today’s modern lifestyle. There is an updated one bedroom guest cottage and a separate office. Built on one level, the home showcases expansive floor-to-ceiling windows and doors that frame picturesque garden views and flood the interiors with natural light. The gracious living and dining areas are anchored by a striking double-sided stone fireplace, creating architectural interest and a warm, inviting ambiance. A sophisticated bar room with wine refrigeration and custom painted cabinetry enhances the cozy den, offering the perfect setting for entertaining. The expansive kitchen and family room serve as the heart of the home, featuring a dramatic double-height vaulted ceiling with loft above and seamless access to a side terrace ideal for outdoor dining and gatherings. Beautifully appointed with crisp white cabinetry, honed Absolute Black granite countertops, top-of-the-line appliances, and radiant heated floors, the kitchen flows effortlessly into the informal dining area and family room, complete with a raised-hearth stone fireplace. Additional highlights include pristine condition throughout, Newly painted and redone guest quarters, separate living and dining rooms, and a separate hot water heater., New generator, new gas line (2025), House newly painted and redecorated and grounds re landscaped. The Property in Spring is filled with an abundance of color with the Hellebores, Azaleas, Rhododendron. It is private and magical.

343 Chicken Valley Road, Upper Brookville
$5,250,000
6 Beds ⋅ 8 Baths ⋅ 985121 MLS
An exceptional private brick estate compound set on approximately 7 meticulously manicured acres in Upper Brookville. This impressive residence offers grand scale, timeless elegance, luxurious landscaping, and a true lifestyle experience both inside and out. Filled with natural light, the home features vaulted ceilings, oversized windows, sweeping property views, 6 spacious bedrooms with en-suite baths, 7.5 baths, large eat-in kitchen with generous counter space and storage, and full finished basement. Designed for both daily living and elevated entertaining, every space offers comfort, presence, and functionality. The meticulously designed grounds create a resort style setting with a custom 22,000 gallon koi pond, custom lighting, newly resurfaced Har-Tru tennis court, heated gunite pool, 8-person hot tub, pool house with kitchenette, full bath and changing room, custom outdoor kitchen, and premium speaker system inside and out. Complete with space for 10-cars, car lifts, and carport, this rare Upper Brookville estate delivers privacy, scale, luxury, and an unmatched indoor and outdoor lifestyle. A rare opportunity to own a private Upper Brookville estate with exceptional amenities and beautifully maintained grounds.

45 Wolver Hollow Road, Upper Brookville

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.