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$13,250,000
10 Beds 15 Baths 1048378 MLS
La Reserve - A Legendary Gold Coast Estate of Rare Provenance Perched atop one of the North Shore's most commanding elevations, at the end of a mile-long private drive overlooking the iconic Cleft Road Causeway, La Reserve serve stands among the most significant surviving estates of Long Island's storied Gold Coast. Originally commissioned in 1922 by Arthur Vining Davis - financier, industrialist, chairman of the Aluminum Company of America, and once ranked among the wealthiest men in the United States - this extraordinary residence embodies a level of craftsmanship, scale, and historical significance that is virtually impossible to replicate today. Designed by renowned architect Guy Lowell in the Italian Renaissance style, the estate was originally conceived as a grand country retreat for one of America's most influential business titans. The interiors were executed by the celebrated design firm Wm. H. Baumgarten & Co., while the grounds were masterfully designed by legendary landscape architects Ellen Biddle Shipman and Ferruccio Vitale. Their collective vision created a rare synthesis of architecture and landscape that remains remarkably intact and continues to shape the character of the estate today. The property boasts multiple auxiliary structures that provide exceptional flexibility for guests, staff, and extended family. A substantial four-bedroom guest residence offers luxurious accommodations complete with expansive entertaining rooms, a gourmet kitchen, and private wellness amenities. Above the home's five-car garage is a newly redesigned apartment, featuring a seamless open-concept living space with a large great room, two bedrooms, and two full bathrooms. Set amidst nearly 18 acres of meticulously maintained grounds, the cream-colored stucco main residence is crowned by a classic red terracotta tile roof, its elegant proportions recalling the great villas of Northern Italy. Broad rear verandas overlook rolling lawns that descend gracefully toward seasonal water views of Mill Neck Creek and Beaver Lake, creating a serene backdrop of natural beauty and privacy. Encompassing more than 10,000 square feet and comprehensively reimagined approximately 20 years ago, this exceptional residence unfolds across multiple levels of impeccably detailed living space. Rich millwork, marble flooring, intricate hardwood floors, hand-forged iron window details, marble fireplace mantels, Juliet balconies and numerous sets of French doors speak to the extraordinary level of craftsmanship throughout. The first floor features a grand formal living room, a distinguished library/study, and an elegant bar salon designed for refined entertaining. A more recent renovation introduced a spectacular chef's kitchen centered around two massive marble-clad islands and outfitted with a suite of premium Wolf and Sub-Zero appliances, two oversized farmhouse sinks, and limestone tile flooring. The space flows seamlessly into a sunlit breakfast area and adjoining den. The main residence offers seven bedrooms, including private staff quarters, with most bedrooms featuring generous closets, wood-burning fireplaces, and en-suite baths. Beneath the residence lies one of the estate's most remarkable features: a two-level walkout lower level originally created for the enjoyment of one of America's great industrial magnates. The first level includes a richly appointed mahogany bar, kitchenette, game room, screening room, spa facilities, barber shop, gym, map room, vault room and support spaces. Descending further reveals an astonishing private casino complete with its own discreet escape tunnel - a rare and captivating reminder of the estate's glamorous past. The grounds are equally compelling. A gated entrance, extensive stone walls, formal gardens, fountains, comprehensive security systems, and whole-house generators ensure effortless modern living.

100 Horseshoe Road, Mill Neck

$1,300,000
5 Beds 4 Baths 1048006 MLS
Waterview Inspired Elegance on Mill Neck Creek Perched majestically just a block from the sparkling waters of Mill Neck Creek, this enchanting 1939 classic blends timeless architectural grace with modern warmth. Set on an elevated vantage point that captures sweeping, shimmering water views and gentle breezes, 10 Holden Lane is a rare coastal haven offering an idyllic lifestyle. A long, verdant driveway lined with lush evergreens and mature plantings welcomes you home, setting a private and serene tone. Step up to the inviting spacious porch, the ultimate spot to unwind with your morning coffee while taking in the active, picturesque water views right outside your door. Property Highlights Main Residence: A thoughtfully curated 1939 layout featuring a spacious formal living room and dining room, a sun-drenched sunroom flanked by two fireplaces (one on each side), and rich character throughout. Flexible Accommodation: Includes a convenient first-floor bedroom and full bathroom, three well-proportioned bedrooms on the second level, and an additional bedroom and bath on the lower level. Detached Cottage: Exceptionally spacious, featuring a grand bedroom with high ceilings, a full bath, a full kitchen, and an open-concept living area,ideal for guests, extended family, or a private home office. Prime Waterfront Proximity: The property extends all the way down to the street just steps from Mill Neck Creek, placing the water practically in your front yard.

10 Holden Lane, Bayville

$1,598,000
3 Beds 3 Baths 1048567 MLS
Exquisite 3-bedroom, 3 full bathroom expanded Cape ideally situated on a quiet lane in the heart of Locust Valley. Set on beautiful, flat property surrounded by lush gardens, colorful perennials and specimen trees, this charming and move-in-ready home seamlessly blends wonderful character and thoughtful updates. A sunny, newly renovated first-floor primary en-suite offers a serene retreat with spacious walk-in closets and a beautifully appointed bath featuring double sinks and luxurious oversized shower. The gracious formal living room is filled with natural light and features a wood-burning fireplace, custom built-ins and classic architectural details. An elegant formal dining room with pocket door is perfect for entertaining. The bright kitchen features stainless steel appliances, tile flooring, abundant cabinetry and a wet bar. An inviting den offers built-ins, skylights and Dutch doors opening to a bluestone rear patio-an ideal setting for relaxing or outdoor entertaining while overlooking the lovely gardens. Upstairs are two additional spacious bedrooms and full bath, offering comfortable accommodations for guests. Additional highlights include hardwood floors, a partially finished basement, attached garage and beautifully maintained grounds. The property is approved for a pool, providing an exciting opportunity to create an exceptional backyard retreat. A truly special opportunity to enjoy a beautifully maintained, move-in-ready home with charm, character and lovely outdoor space in a coveted Locust Valley location. Lattingtown Beach Rights.

18 Matinecock Lane, Locust Valley

$1,695,000
4 Beds 4 Baths 1047907 MLS
Step into timeless elegance with this move-in ready Locust Valley gem. Built in 1936, this residence beautifully preserves its classic character while offering every modern comfort for today’s lifestyle. Inside, gleaming hardwood floors lead you through a thoughtful layout, centered by a warm living area featuring a wood-burning fireplace and a formal dining room designed for effortless entertaining. The transition to outdoor living is seamless. The large brick patio, anchored by a built-in gas fire-pit and grill, serves as a natural extension of the home—perfect for hosting gatherings or enjoying quiet evenings al fresco. The upper level offers four spacious bedrooms and three full bathrooms. A unique feature of this home is the private back staircase, which provides a separate entrance for a guest suite or staff quarters, ensuring privacy for everyone. Situated on a professionally landscaped half-acre, the grounds are a true retreat, adorned with specimen trees and lush plantings that offer a sense of seclusion. With ample room for a pool, the backyard is a blank canvas. Located just moments from the village’s renowned restaurants, boutique shopping, transportation, country clubs, and local beaches, this property offers the very best of Locust Valley in town living.

21 Weir Lane, Locust Valley

$4,200,000
6 Beds 8 Baths 1043804 MLS
Welcome to 10 Laurel Woods Drive, an expansive 8,000+ square-foot residence privately situated on 5.45 park-like acres in Upper Brookville. Set behind wrought iron gates at the end of a quiet, tree-lined cul-de-sac, this impressive expanded ranch offers exceptional scale, privacy, and a true estate-like setting. The home features six bedrooms and eight bathrooms, including a spacious first-floor primary suite. Generously proportioned interiors are designed for both everyday living and large-scale entertaining, with formal living and dining rooms, a sitting room, and an expansive great room, all enhanced by new flooring. A newly renovated, state-of-the-art chef’s kitchen serves as the heart of the home, thoughtfully equipped with both gas and electric cooking stations. Just beyond, a dedicated mudroom provides direct access to the four-car garage, offering exceptional space for car enthusiasts, collectors, or additional storage. The fully finished lower level provides extensive additional living and entertaining space, complete with a dedicated theater room, wet bar, gym, and ample room for recreation, gatherings, and flexible use. Outside, the property unfolds as a private retreat. A newly repaved tennis court, updated gunite swimming pool with new equipment, and dedicated pool house are surrounded by sweeping lawns and mature landscaping. Meandering walking paths extend throughout the grounds, complemented by a fire pit and garden, creating numerous spaces to relax, entertain, and enjoy the remarkable natural setting. Offering substantial interior space, extensive amenities, and more than five acres of beautifully established grounds, 10 Laurel Woods Drive presents a rare opportunity to enjoy estate living in one of the North Shore’s most desirable villages

10 Laurel Woods Drive, Upper Brookville

$3,875,000
4 Beds 4 Baths 1046678 MLS
A rare modernist residence designed by noted architect George Nemeny, with interiors by pioneering architect Debora Reiser. Featured in House & Garden shortly after construction, this spectacular, lovingly maintained modern work of art is situated on five private estate acres in the heart of Matinecock, less than 1.5 miles from downtown Locust Valley. The home was harmoniously designed around the historic formal gardens of the former J.D. Lyons estate, originally planned by the renowned firm Delano & Aldrich. The owner, a botanist, further enhanced the grounds with arboretum-quality specimen plantings, creating a truly magical, one-of-a-kind landscape. A striking outdoor sculpture is positioned at the edge of a sweeping grassland meadow garden framed by tranquil walking paths. Further enriching the property's provenance is the historic "Piping Rock," a geological landmark tied to local Matinecock Native American lore. Fully intact, the interiors showcase soaring 19-foot ceilings and expansive walls of glass overlooking the grounds. Floor-to-ceiling sliding glass doors in every room flood the space with natural light, treating the seasonal changes outdoors as living art. The main living spaces are conveniently configured on a single level, complemented by a cozy library perched above the dining room and accessed via an elegant spiral staircase. This property represents a unique opportunity to acquire an architecturally significant, undisturbed modernist home and arboretum-like garden, cherished and preserved by its original owners.

347 Duck Pond Road, Matinecock

$2,675,000
5 Beds 5 Baths 1045194 MLS
Located within a picture perfect community of pristine properties, this striking sprawling Ranch Residence is set on 2 acres of rolling green lawns, professional gardens, and mature evergreens. This Gracious Home welcomes Guests through the handsome Double Door Entry to an Expansive Reception Foyer where classic Wrought Iron Railings line a Circular Staircase. Ideal for Grand Entertaining, the generously proportioned Formal Living Room opens to Formal Dining and Den with Breathtaking Stone Wall Fireplace and Sliding Door to Patio. The Eat In Kitchen is a Chef's Delight with oversized Center Island and separate Breakfast Area. A Mud Room with outside access, Laundry Rm, Full Bath and Spacious Bedroom are set off of the Kitchen with entry to the Garage. On the opposite side of the Grand Foyer is a Guest Powder Room and the Bedroom Wing. The Primary Bedroom is an oversized retreat with 2 separate walk-in Closets, Full Private Bath, floor to ceiling Windows and Sliding Door to Patio and Pool. 3 Large Bedrooms and Full Bath complete the first floor. The Lower Level is entered from a dramatic curved stairway to a second Foyer lined with a striking Stone Wall. The enormous open floor plan features Media Room with Brick Wall Fireplace, Gym Area and Full Bath. The opposite side of the Lower Level is an unfinished storage area with second staircase to first floor Mud Room. A beautiful large deck spans the rear of the homes parklike property, leading to the sparkling In-Ground Pool, Tennis and Pond. Driveway Enters from Dorchester, passing the 2.5 Car Garage and exits on Chelmsford giving ample parking for larger gatherings. Locust Valley SD. By Appointment

10 Dorchester Drive, Muttontown

$5,299,000
6 Beds 7 Baths 1044684 MLS
Set on two private acres in the heart of Brookville and located within the Locust Valley School District, 63 Fruitledge Road offers refined luxury living on Long Island’s prestigious Gold Coast. This newly completed 6,880 Sq ft residence features a striking modern Colonial exterior with expansive windows and 10-foot ceilings throughout, creating an airy, light-filled atmosphere and large-scale rooms ideal for both everyday living and entertaining. A grand foyer introduces the home’s elegant flow. The formal living room includes a fully equipped custom marble wet bar, while the open-concept den is framed by floor-to-ceiling windows overlooking the backyard and anchored by a marble fireplace.The custom kitchen opens seamlessly to the formal dining room and is complimented by thoughtful storage cabinetry, a large center island, Gaggenau gas appliances, double Bosch dishwashers, and a Sub-Zero refrigerator/freezer. Upstairs, all five bedrooms are en suite, offering privacy and comfort for guests alike. The extra-large primary suite serves as a private retreat, featuring dual outfitted custom walk-in closets and a luxurious marble bath with a steam shower, soaking tub, and two vanities. A spacious laundry room is conveniently located on this level. A well-designed service area beyond the kitchen includes a mudroom, a walk-in pantry, a full bath, and convenient access to the three-car garage, back staircase, and steps leading to the basement. The main level also features a generously sized bedroom, ideal for guests or extended stays. Radiant heated floors are featured in all bathrooms and the mudroom. The outdoor space is equally impressive, featuring a heated 40' x 20' Gunite saltwater pool, paver patio, and outdoor kitchen—perfect for entertaining or enjoying the serene, private grounds.

63 Fruitledge Road, Brookville

$1,399,000
4 Beds 3 Baths 1037944 MLS
Welcome to an exceptional new construction residence overlooking the serene waters of Mill Neck Creek. This beautifully appointed Colonial blends timeless architectural details with sophisticated modern finishes, creating an elegant yet inviting home. A dramatic entrance foyer with a soaring 20-foot ceiling sets the tone upon arrival. Throughout the residence, 9-foot ceilings and rich oak hardwood floors add warmth and scale. The gracious living room features custom electric window shades, while the elegant dining room is enhanced by a striking custom chandelier. The chef’s kitchen is designed for both entertaining and everyday living, featuring quartz countertops, custom cabinetry and fixtures, a marble backsplash, stainless steel appliances, and a farmhouse sink. A generous center island is illuminated by two stylish pendant lights. Sliding glass doors open directly to the patio, creating an effortless transition to outdoor dining and entertaining. Adjacent to the kitchen, the inviting den provides a cozy retreat with a fireplace and an abundance of natural sunlight. Thoughtfully designed with comfort, style, and entertaining in mind, this exceptional residence offers a sophisticated Gold Coast lifestyle. Not located in a flood zone. Locust Valley School District. Ideally situated in close proximity to beaches, shopping, dining, and transportation.

9 Hickory Road, Bayville

$3,999,000
6 Beds 9 Baths 1045340 MLS
Elegance redefined. This fully gated extraordinary Upper Brookville estate seamlessly blends mid-century modern design with contemporary sophistication, set on two lush, gated acres. Soaring 30-foot ceilings, dramatic windows, rich wood architectural elements, clean lines, and sculptural details create a striking sense of tranquility. Palatial in scale yet thoughtfully designed for comfortable living and entertaining, this residence offers remarkable versatility with resort-style amenities. A true architectural masterpiece where Zen-inspired design meets glamour and beauty, creating a luxurious lifestyle. The expansive great room features floor-to-ceiling windows, warm wood accents, and a dramatic stone fireplace soaring through the space, evoking a sense of Western grandeur. Bold color and modern materials add a sophisticated edge, balancing timeless mid-century character with contemporary elegance. The over 1,000-square-foot first-floor primary suite is exquisitely designed and decorated as a private retreat. The expansive floor plan offers six bedrooms, seven full baths, and two half baths, along with multiple separate guest suites with private entrances. One additional space can easily be converted to a private music studio or creative space, providing exceptional flexibility for a variety of living arrangements. Over $500,000 in recent renovations and improvements include the renovated kitchen and bathrooms, upgraded flooring, and enhancements to the outdoor pool and pool deck. Additional amenities include a private tennis court (TLC), multiple heating and air-conditioning zones, luxury window coverings, a full pool cabana with bath, and a three-car garage.

5 Carol Lane, Upper Brookville

$3,599,000
7 Beds 7 Baths 1044858 MLS
Located within the exclusive Lands End community in the Village of Lattingtown, this exceptional all-brick Colonial estate offers an extraordinary combination of timeless architecture, refined interiors, resort-style amenities and 4 beautifully landscaped acres. Locust Valley is widely regarded as the crown jewel of the historic Gold Coast - this magnificent property offers close proximity to Manhattan while enjoying the very best of North Shore living, including nearby beaches, renowned arboretums, Planting Fields State Park, boutique shopping, acclaimed dining, premier golf, tennis and boating clubs and a close sense of community. Custom built with an emphasis on quality craftsmanship and generous scale, the approximately 8,242-square-foot residence plus full basement provides an elegant yet comfortable setting for sophisticated living and grand-scale entertaining. A long paver driveway leads to a gracious courtyard and impressive portico entrance, creating a memorable arrival. Inside, a dramatic two-story foyer with a sweeping double bridal staircase introduces beautifully proportioned living spaces filled with natural light. The magnificent double-height great room serves as the centerpiece of the home, complemented by a richly appointed den with fireplace, formal dining room, and elegant library/study. The updated chef’s kitchen is designed for both everyday living and entertaining, featuring updated appliances, an expansive island, and a breakfast area overlooking the spectacular grounds and outdoor entertaining spaces. The home offers exceptional flexibility with luxurious primary suite options on both the first and second floors, as well as a private guest wing. In total, the residence offers 7 bedrooms and 6.5 baths. The outdoor experience is truly exceptional. Expansive terraces, park-like grounds and a sparkling swimming pool and spa, highlighted by a beautiful waterfall feature. A fully equipped pool house creates a private resort-like retreat, while the additional bonus sports court provides space for recreational activities. Locust Valley School District and nearby private schools including Friends Academy and Portledge, this extraordinary property defines North Shore luxury living. Photos are virtually staged in this listing.

11 Danton Lane N, Locust Valley

$1,395,000
4 Beds 3 Baths 1040284 MLS
Charming Colonial set on just over an acre of spectacular property surrounded by beautiful specimen trees. A welcoming entry foyer opens to a spacious living room with a wood-burning fireplace. The kitchen features updated appliances and a generous dining area, perfect for everyday living and entertaining. The first floor offers three bedrooms, including a large en-suite bedroom, plus two additional bedrooms that share a full hall bath. Upstairs, the private primary suite is complemented by a versatile bonus room, ideal for a home office or nursery, and a spacious full bath. An Innocenti & Webel-designed terrace extends off the first floor, creating a wonderful setting for outdoor entertaining while overlooking the picturesque grounds. Additional highlights include a large unfinished basement offering endless possibilities, attached garage, and a new septic system. A special property offering beautiful grounds, generous living space, and exceptional potential. Please note the bedrooms and foyer were virtually Staged.

84 Bayville Road, Locust Valley

$879,000
3 Beds 2 Baths 1043308 MLS
This is your opportunity to own a home in the sought-after beach community of Bayville. Well maintained and cared for over the years, this charming Colonial-style home offers timeless character and plenty of opportunity to make it your own. Featuring a welcoming wrap-around porch, approximately 0.3 acres of property, and impressive ceiling height, the home offers a wonderful sense of space and character. The home has been thoughtfully updated with a conversion to gas heat less than five years ago, a tankless hot water heater, sprinkler system, and central air conditioning on the first floor. An added benefit of being in Flood Zone X is that flood insurance is not required, offering additional peace of mind for the next owner. Enjoy everything Bayville has to offer, from beautiful beaches and boating to waterfront restaurants, marinas, local shops, and attractions. Experience the relaxed atmosphere and charm of a true North Shore beach community, where coastal living and small-town character come together.

104 Bayville Avenue, Bayville

$2,480,000
4 Beds 3 Baths 1039187 MLS
Set on two flat, quiet and bucolic acres surrounded by beautiful park-like plantings, mature specimen trees and colorful perennials, this renovated four-bedroom Center Hall Colonial offers serene country setting with exceptional convenience for commuting. A dramatic and elegant entry hall welcomes you with marble flooring and a striking staircase with decorative wrought-iron banister. Just off the foyer is a beautifully appointed full bath featuring custom, high-end porcelain and marble finishes. At the heart of the home is the sleek and stunning eat-in kitchen, thoughtfully designed with two sinks, two dishwashers and a quartzite waterfall center island with seating. GE Café appliances, a French oven and porcelain farmhouse sink complete the sophisticated space. Recessed ceiling lighting and motion-activated floor lighting provide both ambiance and effortless nighttime navigation. Radiant heat adds an additional level of comfort. The spacious formal living room features a wood-burning fireplace with marble surround and an abundance of natural light fro a wall of windows and French doors opening to the bluestone rear patio-ideal for seamless indoor-outdoor entertaining. The sunny formal living room showcases beautiful new wood floors and flows into a private office/den with French doors opening to a covered concrete patio. Upstairs are four bright bedrooms, including a spacious primary en-suite. All bathrooms have been custom designed with luxurious European finishes, including Grohe fixtures, heated towel bars and radiant heat. Outside, the spectacular, level property creates a truly dreamy setting. Expansive lawns, established perrenials and magnificent mature specimen trees surround a fenced, heated Gunite in-ground pool, offering exceptional privacy and a resort-like atmosphere. Numerous recent improvements include new Pella windows throughout, an updated cesspool, roof and plumbing, a new boiler and a full-house generator. Smart-home features allow heating, cooling, washer and dryer functions to be conveniently controlled from your phone. A beautifully renovated home combining timeless elegance, modern amenities and magnificent grounds in an exceptionally peaceful setting. Radiant heat where there's marble tile floors; bathrooms and kitchen and entry hall.

897 Ripley Lane, Muttontown

$5,950,000
6 Beds 5 Baths 1036864 MLS
Set amid mature, beautifully landscaped grounds in the coveted Village of Matinecock, this distinguished brick North Shore residence, built in 2006, offers an exceptional combination of scale, craftsmanship, privacy, and resort-inspired living. Rich hardwood floors, substantial millwork, designer wallcoverings, and thoughtfully updated interiors create a home that is at once impressive and inviting. A dramatic, columned double-height foyer with graceful bridal staircases sets an elegant tone upon arrival. The formal dining room is distinguished by a coffered ceiling, while a handsome wood-burning fireplace anchors the spacious den. French doors extend the living spaces to an expansive slate-and-brick terrace overlooking the lush grounds. Designed for both everyday living and effortless entertaining, the eat-in chef’s kitchen features custom cabinetry extending to the ceiling, marble countertops, an oversized center island, generous pantry storage, wine refrigeration, and professional-grade Thermador stainless steel appliances. The first floor primary suite is a private retreat, entered through double doors and appointed with a fireplace, sitting den, two closets, substantial moldings, and an en-suite bath. A formal living room, sunroom with terracotta floors, beautifully appointed laundry room with abundant storage, an elegant powder room, and a bedroom with an attached full bath complete the first floor. Outdoors, the residence unfolds as a private North Shore oasis. The fully fenced 2.06-acre property is framed by mature landscaping and enhanced by multiple fountains and water features. An inviting saltwater swimming pool with an electric cover is framed by handsome slate terraces, while a built-in spa with a cascading waterfall flowing into the pool enhances the resort-like setting. A beautifully designed teak outdoor shower and playset complete an environment equally suited to sophisticated entertaining and leisurely summer days. For the automobile enthusiast or collector, an extraordinary combination of attached and detached garaging accommodates up to eight vehicles - a rare and remarkably versatile offering. Additional amenities include radiant heat beneath tiled areas, central vacuum, whole-house water filtration, natural gas, a generator, integrated audio, Lutron lighting system, seamless speaker systems, and an electric privacy gate at the entrance to the property. The expansive unfinished lower level, with tall ceilings and concrete floors, includes a matted fitness area, provides direct access to the attached garage, and offers substantial storage along with exciting potential for future recreation, wine, or entertainment spaces. Private yet welcoming, refined yet eminently livable, this exceptional Matinecock residence captures the enduring appeal of North Shore estate living, with gracious interiors, expansive grounds, resort-like amenities, and an extraordinary setting designed to be enjoyed in every season. Located within the esteemed Locust Valley Central School District.

898 Chicken Valley Road, Matinecock

$1,499,000
4 Beds 4 Baths 1037014 MLS
magnificent totally redone colonial, sits on half acre of totally private yard with mature planting,this home features brand new shaker kitchen with high end ss appliances, formal dining room with built ins, den with vaulted ceiling an skylite an brick fireplace, formal living room with fireplace, large den,new half bath, 2nd floor has 3 bedrooms on one wing an master bedroom features new full bath an door leading out to 2nd floor deck with new trex decking an white railing,in addition private stairs leading to second floor has bedroom an new full bath,the basement has large finished room laundry area,new bilco doors for easy access for large items outdoor furniture etc , new heating system ,new 3 zone central air,new electric service, new roof, all new siding, outside area for table an chairs totally covered this home has so many features must must be seen oh an just a few homes away from long island sound no flood insurance needed on high elevation,has stairs to 3rd floor plenty of storage.

28 Wayaawi Avenue, Bayville

$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

$3,480,000
6 Beds 5 Baths 1033074 MLS
Step away from the everyday and into this gracious, light-filled ranch, where every room feels like an invitation to relax. Sun-drenched and spacious, the interconnected living areas create an effortless flow — warm, welcoming, and made for both quiet mornings and lively gatherings. Built for entertaining, the home features a gourmet kitchen ready for your next dinner party, a formal dining room anchored by a cozy fireplace, a comfortable den, and an oversized living room with sweeping views of the beautifully landscaped grounds. The private wing offers four bedrooms — two with en-suite baths — plus a shared full bathroom and a relaxed, informal den for everyday living. On the opposite side of the home, two additional bedrooms and a full bath offer flexibility and privacy for guests, family, or a home office setup. Outside, the property is nothing short of breathtaking. A long, winding driveway sets the tone, leading past a charming gazebo, rolling lawns, and a private Gunite pool complete with a tranquil koi pond and cascading waterfall. The pool house rounds it all out with showers, a full bathroom, and a recreation room — perfect for summer days that never have to end. This is more than a home — it's a lifestyle.

24 Winding Lane, Upper Brookville

$2,895,000
7 Beds 9 Baths 1033116 MLS
Beautifully renovated, this elegant classic Colonial is nestled in the heart of Locust Valley, offering timeless charm and exceptional modern amenities. Set on five breathtaking acres with sweeping lawns and a picturesque spring-fed pond, this one-of-a-kind estate is a true North Shore retreat. The home features a stunning state-of-the-art eat-in kitchen, beautifully updated bathrooms, and thoughtfully designed living spaces that blend classic elegance with contemporary comfort. Designed for both everyday living and entertaining, the property includes an exceptional pool house complete with an old-fashioned parlor, full kitchen, sauna, gym, and game room. Additional highlights include a spacious one-bedroom guest cottage, a charming playhouse, in-ground pool (not being represented, needs to be completed), creating the ultimate compound. Offering unparalleled privacy, beauty, and resort-style amenities, this extraordinary estate is located in one of the North Shore's most sought-after communities—a rare opportunity to own a truly exceptional property in Locust Valley.

450 Oyster Bay Road, Matinecock

$1,061,000
3 Beds 3 Baths 1022597 MLS
A Rare Bayville Carriage House with an Automotive Enthusiast's Dream Garage... Welcome to 3 Finnin Place, a distinctive 3-bedroom, 2.5-bath home located in the beautiful Gold Coast beach community of Bayville, NY on Long Island's North Shore. Combining architectural character, coastal living, and an extraordinary oversized heated two car garage, this unique Bayville property offers features rarely found together in one home. Tucked away on a dead-end street with just four homes, the residence features an inviting open floor plan highlighted by dramatic vaulted ceilings, exposed beams, and a beautiful wood-burning fireplace. The main living, dining, and kitchen areas flow seamlessly together, creating an impressive gathering space for everyday living and entertaining. The updated primary suite features an en-suite bathroom, while two additional bedrooms and flexible living areas provide versatility throughout the home. Additional features include central vacuum, generous storage, and distinctive architectural details. CAR COLLECTORS & AUTOMOTIVE ENTHUSIASTS—THIS GARAGE DESERVES YOUR ATTENTION! The fully heated, oversized garage is an exceptional feature for anyone searching for a Long Island home with serious garage, workshop, or automobile storage space. Approximately 12-foot ceilings, oversized garage doors, 220V electrical capability, and generous interior clearance provide incredible flexibility and potential to accommodate a vehicle lift, subject to proper installation and applicable requirements. Whether you're a car collector looking for a home with an oversized 2 car garage, an automotive enthusiast seeking workshop space, or simply want exceptional heated garage and storage capacity, 3 Finnin Place offers a combination that can be difficult to find on Long Island's North Shore. Beyond the home, enjoy the distinctive lifestyle of Bayville, NY—a beautiful Gold Coast coastal community with convenient access to beaches, waterfront recreation, parks, boating, restaurants, shops, and the scenic surroundings of Long Island's North Shore. From the oversized heated three-car garage and vehicle-lift potential to the open-concept interior, vaulted ceilings, exposed beams, and coastal Bayville setting, 3 Finnin Place offers a truly unique opportunity to enjoy North Shore living without leaving your passion for cars, collections, and hobbies behind.

3 Finnin Place, 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

$675,000
3 Beds 2 Baths 1031519 MLS
Welcome to 8 5th Street, Bayville, NY—a charming and move-in-ready three-bedroom, two-bath home ideally located just moments from the waterfront and the heart of Bayville. This well-maintained home features numerous recent updates, including new siding, new air conditioning units, and a new boiler, new stainless steel kitchen appliances, offering comfort and peace of mind for years to come. Inside, you'll find a bright and inviting layout with spacious living areas, three comfortable bedrooms, and two full bathrooms. Step outside to enjoy the outdoor deck, the perfect space for relaxing, entertaining, or dining al fresco. Ideally situated close to Bayville's beautiful beaches, waterfront parks, local shops, restaurants, and all the village has to offer, this home combines modern updates with an unbeatable coastal lifestyle. Whether you're looking for a year-round residence or a weekend getaway, 8 5th Street is a wonderful opportunity to enjoy the very best of Bayville living. Welcome to 8 5th Street, Bayville, NY—a charming and move-in-ready three-bedroom, two-bath home ideally located just moments from the waterfront and the heart of Bayville. This well-maintained home features numerous recent updates, including new siding, new air conditioning units, and a new boiler, offering comfort and peace of mind for years to come.

8 5th Street, Bayville

$7,800,000
7 Beds 8 Baths 1031122 MLS
Nestled on four rare waterfront acres in the prestigious Village of Lattingtown, this exceptional estate encompasses 6,351 square feet of luxurious living space in an idyllic North Shore setting. Surrounded by rare dual water views overlooking The Creek and the Long Island Sound, the property seamlessly blends timeless architecture with thoughtfully curated modern updates. Designed for both elegant entertaining and comfortable everyday living, the residence features seven bedrooms and eight baths. Beautifully renovated formal spaces set the tone throughout. The formal living room and dining room, each anchored by its own fireplace, provide refined settings for gatherings and special occasions. At the heart of the home, a spectacular chef's kitchen captures picturesque water views and is appointed with premium appliances and an expansive center island. An adjacent, completely remodeled family room creates a seamless flow for everyday living, while a nearby butler's pantry and wet bar elevate the home's entertaining capabilities. Tucked near the primary wing, a distinguished library with its own fireplace provides a quiet retreat. The expansive first-floor primary wing serves as a private sanctuary, where bay windows frame serene water views and create the perfect setting to enjoy your morning coffee. Complete with dual baths, dual walk-in closets, and direct access to the patio overlooking the beautifully landscaped grounds, this exceptional retreat seamlessly blends comfort, luxury, and the beauty of its waterfront setting. The renovated lower level extends the home's versatility with a spacious recreation room, a dedicated fitness and wellness area featuring a sauna and cold plunge, an additional bedroom, a full bath, cedar closet, and abundant storage. Completing the estate, an updated two-bedroom apartment above the garage provides exceptional flexibility as a private guest residence or accommodations for extended family. The resort-inspired grounds offer an extraordinary setting for relaxation and entertaining, where newly designed patios, a custom fire pit, a spectacular saltwater gunite pool, a beautifully appointed pool house, and expansive rolling lawns are perfectly positioned to capture breathtaking waterfront vistas and golden sunsets shimmering across the water. Modern comforts include geothermal heating and cooling, a whole-house water filtration system, a whole-house generator, a slate roof, and extensive landscape enhancements. Ideally situated near private clubs, beaches, fine dining, shopping, and transportation, this is a rare opportunity to own one of Lattingtown's premier waterfront estates.

2 Lands End Road, Locust Valley

$3,799,000
5 Beds 5 Baths 1027379 MLS
Set on two flat, beautifully landscaped acres along a low-traffic street in Brookville, yet just minutes from major highways and shopping, this classic Colonial built in 1964 offers thoughtfully updated living space throughout. An extensive renovation touched nearly every corner of the home, from all new Marvin windows and doors to central air, updated heating, and a full repaint inside and out. The kitchen underwent its own complete transformation, emerging with high end appliances, a center island, and gas cooking, ideal for anyone who loves to cook and entertain. Three fireplaces warm the home throughout, found in the den, the living room, and the sunroom, where a new gas fireplace adds year round comfort. Upstairs, five bedrooms include a primary suite with a walk-in closet and an en suite bath featuring a soaking tub, stall shower, and double vanity, while a sixth bedroom was converted into a convenient laundry room. Three full baths and two half baths serve the home's living spaces, and a full unfinished basement offers ample storage or future potential. The three car garage, expanded from its original two car footprint, sits above with a second story that shares a wall with the primary suite. Comfort continues with three zone heating and air conditioning, a 400 amp electrical service, an automatic propane generator, and a Control4 smart home system managing sound, lighting, and video throughout. Outside, mature landscaping surrounds a brand new in-ground pool, a pergola, and an outdoor kitchen with a gas BBQ, perfect for warm weather gatherings. A new thirty year asphalt roof, new driveway, and updated sprinkler system round out a home where every major system and finish has been thoughtfully addressed. Colonial in style and scaled for gracious living, 15 Dogwood Hill offers a rare combination of space, setting, and easy access to everything Long Island's North Shore has to offer.

15 Dogwood Hill, Brookville

$1,200,000
2 Beds 3 Baths 1026338 MLS
Welcome to your dream coastal retreat! This custom built 2 bedroom , 3 bath contemporary home offers the perfect blend of modern luxury and effortless Long Island Sound side beach living. With private beach rights through the Pine-Howard Civic Association just steps from your front door you'll enjoy breathtaking views. Recent 2023 construction meticulously designed also includes a Fuji clean outside treatment system and is fully elevated to FEMA compliant standards for ultimate peace of mind. Walking distance to charming local shops, seaside dining & vibrant community spots. Step inside to an open concept layout designed to impress. Sleek living space with dramatic high beamed ceilings create an airy spacious feel. A cozy electric fireplace serves as the living areas stunning focal point. A gourmet kitchen beautifully appointed with custom cabinetry and stainless steel appliances. A luxurious spa inspired primary suite bathroom complete with whirlpool walk-in deep soaking tub. Private deck perfectly situated for hosting family gatherings and enjoying morning coffee.

6 Howard Road, Bayville

$5,599,000
6 Beds 7 Baths 1026409 MLS
Introducing an Extraordinary new Construction Estate in the prestigious Village of Muttontown, Set on approximately 3 Private acres overlooking a Picturesque Golf Couse. This Exceptional 2026 built residence offers the perfect blend of Modern Luxury , Elegance, and Sophistication. Featuring Six (6) Spacious Bedrooms and 6.5 designer bathrooms, with Radiant Heated Floors. The home showcases impeccable craftsmanship and high-end finishes throughout. A Grand Entrance welcomes you into a breathtaking Great Room, with soaring ceilings, expansive windows, and abundant natural light, creating an impressive setting for both everyday living and entertaining. Designed for comfort and style, the residence includes two fireplaces- One Gas and One Electric, adding warmth and ambiance to the home's thoughtfully designed living spaces. The open and flowing floor plan seamlessly connects formal and informal areas while maximizing the stunning Golf Course Views. Nestled on a beautifully situated 3-acre property, this Magnificent estate offers privacy, tranquility, and resort-style living in one of Long Island's most sought-after communities. A rare opportunity to own a newly built luxury home in the Heart of Muttontown. (Optional pool, optional outdoor kitchen, optional elevator.)

730 Remsens Lane, Muttontown

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