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$13,750,000
6 Beds ⋅ 9 Baths ⋅ VAFQ2024108 MLS
Set amidst 107 bucolic acres between The Plains and Middleburg, in a little-known pocket of grand country estates scattered across Virginia's hunt country, Wayside Manor is a generational compound that carries the grandeur and architectural permanence of the great European estates. Conceived as a deliberate meeting of classical architecture, landscape design, and art, it was designed above all as a place for a family to live, gather, and make fully their own. A set of elegant but unassuming gates gives way to a winding drive through wooded privacy and sun-bathed rolling hills, revealing the main residence at last. Designed by noted classical architect Michael M. Franck, its limestone facade is an exercise in perfect symmetry, approached by a Belgian block granite motor court encircling a limestone-capped water feature. Indiana limestone, Brazilian granite, a graduated Vermont slate roof, Tradewood mahogany windows and doors, and custom bronze exterior doors imported from Paris give the house a sense of heft and permanence that belies its construction date. Inside, a grand center hall with twelve-foot ceilings is floored in broad slabs of Jerusalem gold marble and meets a transverse rear limestone gallery spanning the width of the main level. Mirrored formal living and dining rooms, each extending more than 29 feet, recall a bygone era of lavish entertaining while remaining intimately scaled for daily life. Hand-carved millwork, intricate mantels, and roaring fireplaces carry the strength of the exterior architecture inside. The evening pavilion holds a formal library with fourteen-foot ceilings and walnut and mahogany paneling. At the opposite end, the morning pavilion forms the heart of the home, also beneath fourteen-foot ceilings, with a chef's kitchen, breakfast area overlooking the walled kitchen garden and cypress pergola, and a generous family room crowned by a striking cherry ceiling. A bluestone terrace beyond creates an effortless connection between indoor and al fresco living. A four-foot-wide cantilevered staircase rises three stories in one continuous sweep to the upper level, where 10'2" ceilings continue the home's remarkable scale. The primary suite occupies half the footprint and includes a sitting room, private terrace access, expansive dressing room, and lavish bath with radiant heated flooring. Two additional ensuite bedrooms complete the second level, while the third offers two further bedrooms and a generous hall bath. A three-car garage includes a large private suite above, while the lower level offers fitness and massage facilities, an embassy-sized recreation room, and laundry. Beyond the residence stands a historic log guest house, or summer house, beside a wisteria-covered pergola and sparkling lap pool with sweeping views across the landscape. In the distance, a complex of stables, an enclosed equipment garage, and professional equestrian amenities extends the estate's function and character. The grounds are the property's true achievement, a meeting of agrarian purity and sophisticated luxury considered with the same seriousness as the house. Tiered lawns climb from the residence toward a temple folly of limestone and granite, positioned precisely on the centerline so the architectural axis carries from the front door to the horizon. A singular opportunity, never to be recreated and never to lose its timeless splendor, Wayside Manor stands among the nation's finest country estates, a rare meeting of classical architecture, landscape artistry, and family life, conceived in service of the land it graces.

2597 Halfway Road, The Plains

$13,750,000
3 Beds ⋅ 6 Baths ⋅ PACT2071490 MLS
Developers' alert - approximately 130 acres of land. 7 tax parcels forming the land that can be developed. Currently has one Main 3 bedroom house fully renovated in 2017, fully updated Tenant House, Guest/Office building with full kitchen, living room, 2 bedrooms, full bathroom, 4 offices with separate entrance and bath. 2 car heated garage and additional 3 car garage/storage and mechanical shed. The land has 3 stocked ponds, 2+ miles of trails through fields/woods, 30 acres of open unfenced fields, three ponds, hidden screened porch outlooking into woods, stone walls and 6+ stone terraces with views throughout the property, walled deer proof garden with raised beds, deer fence along one boundary line.

Glenside Rd, Downingtown

$13,600,000
10 Beds ⋅ 10 Baths ⋅ 1034316 MLS
Steeped in the grandeur of Long Island's celebrated Gold Coast, this extraordinary 15+ acre equestrian estate formally named 'Westward' presents a rare opportunity to acquire a significant piece of North Shore history. Privately nestled amid rolling pastures, mature woodlands, and formal gardens, the estate seamlessly blends timeless architectural elegance with an unparalleled country lifestyle just moments from New York City. Originally commissioned in 1924 for noted industrialist and financier Benjamin Brewster Jennings - President and Chairman of Socony-Mobil and a prominent figure in New York's financial and corporate circles - this Georgian Revival brick residence with a cascading slate roof was masterfully designed by renowned architect Walter B. Chambers. The estate's distinguished landscape plan was created by legendary landscape architect Ellen Biddle Shipman, whose formal gardens and thoughtfully designed grounds continue to define the property's enduring beauty. Approached by a long, tree-lined drive framed by classic stone walls, the stately residence commands a setting of exceptional privacy and serenity. Encompassing three full levels of living space, the home is distinguished by grand entertaining rooms, soaring proportions, multiple wood-burning fireplaces, graceful arched windows, leaded-glass details, and an abundance of natural light. A gracious entrance vestibule opens to a sweeping curved staircase, while expansive formal living and dining rooms provide an elegant backdrop for entertaining on any scale. The 10 bedroom, 9.5 bathroom primary residence also features a spacious eat-in kitchen, indoor spa pool, vast slate patios and an outdoor swimming pool with cabana set against picturesque grounds, providing an idyllic backdrop for outdoor enjoyment. For equestrian enthusiasts, the property offers a turnkey horse facility. The grounds include a well-maintained main barn, run-in sheds (equipped with stalls, water, and electricity), a hot walker, extensive paddocks, and open acreage ideal for riding and grazing. Additionally, this unmatched property includes charming gatehouse cottages, staff apartments, and multiple ancillary structures, most of which have been recently renovated, creating flexibility for guests, caretakers, or income-producing opportunities. Located within one of the North Shore's most prestigious and historically significant communities, the estate enjoys close proximity to Long Island Sound beaches, renowned equestrian facilities, and some of the region's finest private clubs and golf courses. Zoned within the esteemed North Shore Central School District. Rarely does a property of this caliber come to market - offering a remarkable combination of provenance, architectural distinction, equestrian amenities, acreage, and development potential. A legacy estate of exceptional character and enduring significance, representing the very essence of North Shore country living.

97 A Pound Hollow Road, Old Brookville

$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

$12,999,000
7 Beds ⋅ 8 Baths ⋅ 984952 MLS
Positioned on a prime stretch of waterfront in Quogue, this newly constructed residence was expertly built by Summerhouse Builders, a Hamptons based luxury design build firm. Offering a seamless blend of modern coastal design, superior craftsmanship, and resort style living across three impeccably finished levels. A welcoming first floor foyer introduces herringbone flooring and oversized shiplap detailing, setting a refined tone that continues throughout. Ten inch engineered white oak floors lead to a formal dining room with coffered ceilings and into a sun filled great room that captures stunning water views while opening to the rear patio and pool. A sophisticated den features a dramatic double sided marble fireplace, while a junior primary suite with a marble en suite bath provides ideal guest accommodations. The chef's kitchen is a showpiece, appointed with quartzite countertops, a statement hood, Wolf double oven and range, pot filler, Sub Zero refrigerator, built in Wolf coffee system, Sharp microwave, butler's pantry, floating white oak shelving, and a generous center island. A mudroom, powder room, and epoxy finished two car garage complete the main level. Upstairs, the primary suite is a private retreat with a gas fireplace, dual walk in closets with custom built ins, and a spa quality bath featuring heated marble floors, soaking tub, and steam shower. A mahogany decked balcony overlooks the water, while additional guest suites offer en-suite baths and refined finishes. A floating glass staircase and elevator connect all levels. The finished lower level, which is rarely achieved on waterfront properties, is designed for ultimate lifestyle and entertaining, featuring 10 foot ceilings with a theater, gym, sauna, wine room, wet bar, office, and guest accommodations. Outdoors, a gunite infinity edge pool with spa, screened porch, outdoor kitchen, and deep water dock complete this exceptional setting. Smart home systems, full security, and five zone climate control enhance the offering. Images may be digital renderings or virtually staged.

15 Old Point Road, Quogue

$12,995,000
6 Beds ⋅ 8 Baths ⋅ DCDC2272638 MLS
A bold architectural statement set against verdant parkland, 2676 Chain Bridge Road NW is a newly constructed modern estate designed by Patrick Brian Jones and built by Thorsen Construction. Six bedrooms, six full and two half baths across 9,300 finished square feet, the residence sits at the intersection of sustainability and site integration, uniting refined contemporary design with advanced building systems. Automatic gates open to a 0.46-acre parcel at the convergence of Berkley, Palisades, and Wesley Heights, one of Washington's most sought-after addresses. The home settles into the natural grade, its exterior a considered interplay of thermally modified wood siding, Viroc concrete panels, and insulated aluminum. Expansive walls of thermally broken aluminum-framed glass by Western and Windsor Window Systems dissolve the boundary between interior and landscape. A pivoting mahogany slab door opens to soaring ceilings and light that reaches every level. Glass surrounds the great room, where a linear fireplace anchors a full feature wall beneath a raindrop chandelier. The dining room balances formality with everyday livability, its sliding doors opening to wooded surroundings. Nearby, a glass-enclosed wine room, temperature- and humidity-controlled with custom glazing and bespoke racking, reads as sculpture. The chef's kitchen pairs dual islands with custom walnut cabinetry and a professional-grade appliance suite. A cantilevered breakfast nook occupies the bay window, and the adjacent family room opens directly to the outdoors. A fully integrated Lutron lighting control and shade system disappears into the ceiling plane, preserving clean sightlines, while integrated audio and a private elevator complete the home's union of design and technology. At the top of a glass-enclosed staircase, the primary suite floats among the treetops. A private balcony extends the bedroom, and the spa-inspired bath offers a custom walnut double vanity, separate makeup counter, veined marble, frosted glass shower, and a freestanding tub set before an oversized window. A double-height dressing room with floating island and custom cabinetry evokes a private atelier. Two secondary bedrooms share a sitting room, each with ensuite bath, walk-in closet, and private balcony. A second office completes the level. The residence accommodates extended family and guests three ways: a main-level office with full bath, an upper-level in-law suite with private kitchenette, and a lower-level guest suite with its own full kitchen. Also below, a wellness center with massage room, spa bath with sauna and steam shower, and a fitness room opening to the pool deck. A three-season room extends indoor-outdoor living, and a mudroom connects to the subterranean three-car garage. Outdoors, a resort-caliber lap pool and spa anchor an expansive terrace and deck. A large retractable awning shades the outdoor grilling station, creating multiple settings for al fresco entertaining. Engineered for efficiency, the home runs on geothermal hydronic radiant floor heating throughout, supported by a 40 kW solar array of more than 100 panels, 20 kW Enphase battery backup, Level 2 EV charger, and new 800-amp electrical service. The solar and battery system is owned outright, not leased, and conveys with the sale, delivering true energy independence and long-term cost efficiency. Executed with precision and vision, 2676 Chain Bridge Road NW is a rare modern estate in equal parts sustainable and sophisticated, a future-ready home in one of Washington's finest settings.

2676 Chain Bridge Rd Nw, Washington

$12,995,000
5 Beds ⋅ 7 Baths ⋅ 969949 MLS
Set on the tranquil shores of Genet Creek, this modern waterfront residence in North Haven Point captures the essence of Hamptons luxury. Facing west for breathtaking sunsets and framed by 1.84 acres of privacy, the pristine 8,000± sq. ft. home—crafted by master builders Witty & Gazda—balances timeless elegance with modern comfort. From the moment you arrive, the approach sets the tone: a gated, curving pebbled drive lined with native grasses leads to a striking home nestled in a natural clearing. Through a gracious loggia entry, a dramatic architectural stair introduces interiors designed to maximize light, water views, and seamless indoor-outdoor living. The first floor flows effortlessly with 10-foot ceilings, walls of French doors, and expansive bluestone patios extending each room into the landscape. A sunlit living room with marble fireplace opens to the epicurean kitchen, outfitted with sleek Poliform Varenna cabinetry, Caesarstone and stainless countertops, Dornbracht fixtures, and a full suite of Sub-Zero and Miele professional appliances—including double dishwashers and ovens. An adjoining bar and buffet area enhances entertaining, while a cozy den with fireplace, spacious walk-in pantry, custom mudroom, and private office complete the level. Upstairs, the serene primary suite features a wood-burning fireplace, spa-like bath, and private balcony overlooking Shelter Island. Two en-suite guest rooms also enjoy water views, while two additional bedrooms share a full bath—one with its own terrace. A generous laundry with double Miele washers and dryers completes the floor. The 1,500± sq. ft. lower level offers every amenity: a sun-filled game room with gas fireplace and bar, tiered home theatre with 10’ screen and projector, fully equipped gym, and full bath. Outdoors, multiple entertaining areas surround a 20’ x 50’ heated gunite pool with spa, masonry fire pit, and sweeping lawns that stretch toward dramatic western water views of Genet Creek, Noyac Bay, and Shelter Island. Sustainability meets luxury with a solar roof, geothermal air conditioning, and radiant heated floors—even in the two-car garage. Within North Haven Point, owners also enjoy quiet roads for walking or cycling, community tennis, and bay beach rights—all just minutes from Sag Harbor Village, Shelter Island, and world-class ocean beaches. This exceptional property is a rare offering: modern waterfront living at its finest, with every detail designed for comfort, beauty, and connection to the Hamptons’ natural landscape.

27 Ezekills Hollow, Sag Harbor

$12,975,000
6 Beds ⋅ 11 Baths ⋅ MDAA2144080 MLS
This extraordinary gated 20-acre waterfront estate, featuring a French-inspired stone residence, sits prominently along the banks of the Severn River just minutes from downtown Annapolis and under an hour from Washington, DC. With coveted western exposure, the property offers breathtaking, year-round sunsets and over 23,000 square feet of combined living space across the main house, guest house, and carriage house—all set amid rolling lawns, formal gardens, mature trees, and natural surroundings. The main residence is designed for both grand entertaining and comfortable living, with ten sets of French doors opening to terraces and gardens. A dramatic two-story foyer with limestone and marble inlays leads to a soaring great room anchored by an 18th-century French carved limestone mantel. Additional main-level spaces include a formal dining room, library, and music room—each with its own fireplace—and a gourmet kitchen featuring dual marble-topped islands. Upstairs, an open gallery overlooks the great room and grounds, while the expansive primary suite offers a fireplace, private sitting room, and waterside balcony with sweeping river views. The lower level is equally impressive, with a family room, billiards room and bar, a striking stone wine cellar with tasting room, media room, full gym with bath and sauna, and an additional bedroom suite. A separate wing provides a dedicated art studio or craft space, complemented by a motor court and two three-car garages. Outdoor living is equally refined, with manicured lawns and gardens, an expansive patio, outdoor kitchen, hot tub, and charming details including a gardening shed, chicken coop, and raised beds. The approximately 6,000-square-foot guest house is ideal for hosting, centered around a pool with a covered veranda, outdoor fireplace, bar, and gazebo—all with water views. Inside, it offers spacious living and dining areas with a shared stone fireplace, three bedrooms, two full and two half baths, and a full catering kitchen with Viking appliances. A breezeway connects to the carriage house with an additional three-car garage. The estate’s 900 feet of shoreline is complemented by a 350-foot deep-water pier (8–9' MLW) with four slips, including two accommodating 60-foot vessels, and two boat lifts—perfect for boating, sailing, and enjoying life on the Severn River and Chesapeake Bay.

938 Old County Rd, Severna Park

$12,900,000
6 Beds ⋅ 13 Baths ⋅ VAFX2254638 MLS
Welcome to Edgehill Estate—an extraordinary residence that embodies timeless elegance and modern luxury in the heart of Oakton. Set on 11 beautifully landscaped acres, this stately, oversize brick and stone colonial—inspired by the historic Carter’s Grove—offers over 20,000 square feet of meticulously designed living space. This grand residence masterfully blends classic American Colonial design with the highest level of modern luxury, technology, and artisan detail. Every inch reflects unparalleled craftsmanship—from hand-carved Chesney mantels imported from London to walls hand-painted by famed Hollywood designer Harold Grieve. A formal foyer sets the tone with coffered ceilings, a foot of crown molding, custom millwork, plaster medallions, mahogany inlays, and antique wall sconces, guiding you into the heart of the home. The Primary Suite is a wing of its own, featuring dual dressing rooms, a sitting room with coffee bar, a spa-inspired marble bath with a steam shower, a fireplace, and balcony access overlooking the grounds. Designed for both everyday comfort and extraordinary entertaining, the estate includes a chef’s kitchen with Thermador appliances; multiple living rooms, a library, a home gym, a steam room, a sauna, a jetted hot tub spa room, and access to one of the largest residential pools in Fairfax County with grotto waterfall, fire bowls, infitity edge, and slide. The resort-style grounds offer travertine throughout, pergolas, an alfresco outdoor kitchen, a tennis court, multiple fire features, and a three-tiered fountain, surrounded by lush landscaping that blooms year-round. A 13-car garage complex, guest house, elevators, and commercial-grade generator ensure the highest level of comfort, privacy, and preparedness. Edgehill Estate is more than a home—it’s a legacy property offering an unmatched lifestyle of privacy, prestige, and timeless beauty.

11100 Kings Cavalier Ct, Oakton

$12,850,000
7 Beds ⋅ 10 Baths ⋅ 1032317 MLS
Introducing 220 Beach Road, a brand-new custom waterfront compound set on approximately 5.23 private acres +/- on Centre Island, offering nearly 270-degree panoramic water views, direct private beach access, and nearly 38 acres +/- of protected preserve along its border. Rarely, if ever, does ground-up new construction of this scale and amenity come to market in this enclave, making this an exceptionally uncommon offering on the North Shore’s Gold Coast. The adjoining 38-acre protected preserve is no ordinary buffer. It blends into the grounds without a visible boundary, so the land reads as one uninterrupted expanse — creating the privacy and experience of living on nearly 50 acres +/-, at the water’s edge. A gated entrance framed by custom stone piers opens to professionally designed landscaping and manicured lawns. From the backyard, a private paved path leads directly to the beach — designed for golf cart, bicycle and foot — delivering the rarest of waterfront luxuries: your own shoreline, moments from the door. The transitional residence balances modern lines with coastal character across 7 bedrooms and 9 full and 1 half bathrooms, with a first-floor bedroom suite and dedicated home office served by an adjacent wet bar. A dramatic two-story foyer sets the tone, with chevron-laid white oak floors and soaring ceilings leading to interiors where retractable glass walls dissolve the threshold between inside and out. Extensive custom millwork, arched openings and wide-plank rift-and-quarter-sawn white oak floors define interiors of quiet precision, with radiant-heated floors in every bath. At the center of the home, a custom chef’s kitchen pairs inset cabinetry and full-slab natural quartzite with Sub-Zero and Wolf appliances, while integrated LED display cabinetry and retractable glass walls elevate the space. A formal dining room and butler’s pantry with wine refrigeration extend the home’s entertaining capacity. The adjacent family room, with wood-beamed coffered ceiling and quartzite-surround fireplace, connects directly to more than 2,100 square feet of covered and open-air terraces overlooking panoramic water views. Upstairs, five bedrooms include a primary suite with private sitting area, fireplace and over 600 square feet of private terrace wrapping the corner of the home, alongside a spa-inspired bath with dual vanities and a dual-shower wet room with freestanding soaking tub, framed by an expansive picture window overlooking the grounds. A custom 25’ x 50’ gunite pool with heated spillover spa is set within a bluestone terrace, anchored by a stone fireplace and a striking 22-foot cathedral pool house wrapped in retractable glass walls — complete with full-height stone fireplace, wet bar, full bath and built-in barbecue, creating a true indoor-outdoor pavilion. A private putting green, sand bunker, dedicated tee box and sunken fire pit complete the resort-style grounds. A full walkout lower level with approximately 11-foot ceilings +/- opens directly to the pool terrace and is envisioned as a private wellness and entertainment retreat with sauna, cold plunge, fitness center, massage room, home theater, golf simulator, and full-service bar and lounge. The residence is comprehensively equipped with multi-zone climate control, radiant heat, whole-house generator, Lutron lighting, Sonos sound, integrated security, and a lift-ready, EV-equipped garage. Brand-new waterfront construction. 5.23 private acres. Nearly 270-degree panoramic water views. Direct private beach access. Nearly 38 acres of protected preserve. A 25’ x 50’ gunite pool and spa. 22-foot cathedral pool house. Private putting green. Retractable glass walls. The privacy and experience of nearly 50 acres at the water’s edge. 220 Beach Road stands alone — a genuinely irreplaceable offering on Centre Island.

220 Beach Road, Centre Island

$12,500,000
7 Beds ⋅ 11 Baths ⋅ 1022306 MLS
Introducing an extraordinary pre-construction waterfront estate in Hewlett Harbor, destined to become one of Long Island's most iconic private residences. Set on oversized, resort-inspired waterfront grounds, this architectural masterpiece will offer more than 18,000 square feet of meticulously designed living space, where timeless Classical Revival architecture is seamlessly fused with contemporary sophistication. A striking polished marble facades, exquisite handcrafted millwork, intricate architectural detailing, and the finest bespoke finishes define a home created without compromise. Every element has been thoughtfully curated to embody quiet luxury, delivering an unparalleled level of elegance, craftsmanship, and modern functionality. Designed for both grand-scale entertaining and intimate everyday living, the residence will feature six magnificent ensuite bedrooms, dual gourmet kitchens, an elegant billiards room, a spa and wellness retreat, a state-of-the-art private cinema, and exceptional entertaining spaces that flow effortlessly to the spectacular waterfront setting. The resort-caliber grounds are envisioned as a private sanctuary, complete with an extraordinary swimming pool, expansive terraces, lush landscaping, and breathtaking water views that create a lifestyle reserved for the most discerning buyer. A once-in-a-generation opportunity to own a truly one-of-a-kind estate, where architectural grandeur, contemporary design, and unrivaled waterfront living come together to create an address of enduring prestige.

207 Everit Avenue, Hewlett Harbor

$12,500,000
5 Beds ⋅ 7 Baths ⋅ MDAA2143556 MLS
A rare opportunity on Spa Creek, this fully reimagined Murray Hill residence offers an extraordinary waterfront lifestyle just moments from downtown Annapolis. Completed in late 2023 after a full ground-up rebuild, the home spans 5,900+ sq. ft. of impeccably crafted living space, where natural materials, refined architectural details, and top-tier systems create a seamless blend of comfort and sophistication. Set on just under a half acre of level waterfront, the property showcases one of the most complete private pier systems in the area: a heavily built main pier, two floating docks, and three boat lifts (16,000lb, 8,000lb, and 2,500lb), plus lighting, water, 30/50-amp shore power, Tide Slide moorings, and 6' MLW at the 70' T-head. A charming boathouse and waterside deck capture the magic of Spa Creek from morning to sunset. Outdoor living is exceptional. A stunning 40' x 20' PebbleTec saltwater pool—rebuilt in 2024—anchors a series of Ipe decks and natural stone patios and decks designed for effortless entertaining. The outdoor kitchen with piped natural gas grill, refrigerator, and sink extends gatherings well into the warm months, while covered and uncovered spaces offer year-round enjoyment. The exterior speaks to enduring quality with Carderock stone foundations, mahogany trim and ceilings, Loewen windows, Canadian cedar siding, copper gutters and flashings, and custom mahogany entry doors. A detached heated and cooled two-car garage includes a beautifully finished upper level with kitchenette, laundry, living/sleeping area, and private bath—ideal for guests or an au pair. Inside, the home is defined by warm natural luxury featuring a stunning barrel vaulted mahogany ceiling with cove lighting. Additional curated details include: mahogany doors, black bronze hardware, 5" Cumaru flooring, custom cabinetry, and extensive millwork throughout. The chef’s kitchen features Sub-Zero and Wolf appliances with granite and soapstone surfaces. The main level Primary suite with inspiring view of pool and waterfront provides convenience and options for aging in place. The lower-level recreation spaces provide a relaxed retreat with a private bedroom suite, family room, wet bar, gym and full laundry room. An abundance of thoughtful design is presented throughout the home with multiple wet bars, radiant heated tile floors in five bathrooms and the main-level bar, and four separate laundry areas. Less than half a mile from Church Circle, this residence delivers the rare ability to live on the water while enjoying the full walk-everywhere lifestyle of historic Annapolis. This is Spa Creek living at its finest: sophisticated, effortless, and undeniably special. Welcome Home!

5 Franklin St, Annapolis

$12,500,000
5 Beds ⋅ 5 Baths ⋅ 979475 MLS
“The Point” | Bellport Village “The Point” | Bellport Village A rare waterfront estate where privacy, history, and refined luxury converge. Reached by a private road and winding stone drive, this exceptional 3.37-acre property unfolds along the Great South Bay, offering a serene and secluded setting within the coveted enclave of Bellport Village. The 5-bedroom, 5-bath residence blends timeless architecture with modern comfort. A vaulted living room with original beams, mahogany archways, and fireplace anchors the home, framed by sweeping water views. A sunlit south-facing sunroom opens to manicured gardens, expansive lawn, and waterside pool and spa, creating a seamless indoor-outdoor experience. The primary suite is a tranquil retreat with bay views, a walk-in closet, and a spa-like bath with radiant heated stone floors, soaking tub, and glass-enclosed shower. Additional en-suite bedrooms, a media room, gym, and dedicated office provide both comfort and flexibility. The eat-in kitchen, dining room with window seating, and breakfast nook all capture the surrounding landscape and light. Outdoors, the estate is equally compelling—Har-Tru tennis, a gunite pool, sandy beach frontage, deep-water dock, and multiple outbuildings. Lush grounds, curated sculpture, and a boulder-lined seawall enhance both beauty and privacy. A 7-car garage completes the offering. Moments from Bellport Village amenities—including private beach access, country club, and a vibrant arts scene—and just 53 miles from NYC. A legacy property of rare distinction A rare waterfront estate where privacy, history, and refined luxury converge. Reached by a private road and winding stone drive, this exceptional 3.37-acre property unfolds along the Great South Bay, offering a serene and secluded setting within the coveted enclave of Bellport Village. The 5-bedroom, 5-bath residence blends timeless architecture with modern comfort. A vaulted living room with original beams, mahogany archways, and fireplace anchors the home, framed by sweeping water views. A sunlit south-facing sunroom opens to manicured gardens, expansive lawn, and waterside pool and spa, creating a seamless indoor-outdoor experience. The primary suite is a tranquil retreat with bay views, a walk-in closet, and a spa-like bath with radiant heated stone floors, soaking tub, and glass-enclosed shower. Additional en-suite bedrooms, a media room, gym, and dedicated office provide both comfort and flexibility. The eat-in kitchen, dining room with window seating, and breakfast nook all capture the surrounding landscape and light. Outdoors, the estate is equally compelling—Har-Tru tennis, a gunite pool, sandy beach frontage, deep-water dock, and multiple outbuildings. Lush grounds, curated sculpture, and a boulder-lined seawall enhance both beauty and privacy. A 7-car garage completes the offering. Moments from Bellport Village amenities—including private beach access, country club, and a vibrant arts scene—and just 53 miles from NYC. A legacy property of rare distinction

16 Point Road, Bellport Village

$12,499,000
7 Beds ⋅ 9 Baths ⋅ NJOC2037254 MLS
An extraordinary opportunity to own a breathtaking gated bayfront estate on Long Beach Island (LBI) offering stunning panoramic bay views. This custom-built, 8,300 sq ft home is situated on a private property where the bay truly becomes your horizon. Spacious decks provide the perfect setting for evenings ending in rose-colored sunsets mirrored on the bay's surface. Inside, the home features expansive spaces ideal for gathering and reflection while intimate suites offer breathtaking water views, privacy and comfort. The home has been constructed with the latest techniques and products to allow for easy year-round maintenance and longevity. The main level includes grand living and dining areas with 13-ft ceilings, with floor-to-ceiling sliders, beautiful custom millwork, a gourmet kitchen with premium appliances and a hidden full butler’s pantry. The coffered ceiling living room, complete with a custom-built bar and fireplace opens up to a space featuring a pool table and a tropical 13,000-gallon aquarium along with a custom built, temperature-controlled wine room. The infinity edged raised pool provides breathtaking exposure to the bay and sunsets. The east side of the main floor houses a lounge with a bar that leads into a professional grade golf simulator room, and a gym filled with state-of-the-art exercise equipment and a full steam shower bathroom. Take the four-stop elevator down to the three conditioned garages and dog washroom or up to the second level which features six en-suite bedrooms with walk-in closets, a double laundry room and a sitting room. Three of the en-suites lead out to an expansive deck with a fireplace and stunning water views. The primary suite is a true sanctuary with its own private stairwell, offering an office, two walk-in closets, a soaking tub, and a private deck along with a convenient stackable washer and dryer closet. The home was built by Mancini Custom Homes and decorated by highly regarded interior designer Mary O'Brien Cabaron Interior Design with high end furniture and fixtures. Ample storage for water toys, fishing gear, and outdoor furniture is available in the walkable expansive crawl space or in the fourth conditioned garage located on the northwest side of the home opening up to the backyard making it easy to store all your outdoor belongings. The home has radiant heat throughout (including garages), smart home technology including motorized and programming shades throughout, Lutron programmable lighting, Hikvision movable exterior cameras, high-tech security system, Generac whole-house generator, and Control 4/Sonos audio/video technology. The beautifully professionally landscaped exterior amenities include an outdoor kitchen, a firepit with seating, two outdoor showers, a putting green, a pickleball/basketball court, a roof-top hot tub, and high end motorized hurricane screens on the first floor decks designed to extend the seasons for outdoor living, and protection from the sun. Summer days can be enjoyed by the heated infinity gunite pool and spa overlooking the Bay, complete with deck lighting, a Sonos Sound system and SunBrite television. On cooler evenings, you can cozy up and relax in a lounge area by a gas fireplace located on either the first-floor patio or second floor deck. For boating enthusiasts, a dock with two high end hydraulic No-Profile platform boat lifts (40k and 20k lifting capacity) and a WayKleen Power Washer are already in place offering direct access to the water. This estate is more than a home; it is a rare retreat where elegance meets serenity.

110 W South 34th, Long Beach Township

$12,250,000
7 Beds ⋅ 10 Baths ⋅ 1017340 MLS
This is an exclusive opportunity to own a turn-key Modern Mansion, perfectly positioned on 5 manicured acres on the Gold Coast of Long Island. Constructed in 2022, this designer residence showcases oversized windows, 12ft ceilings, multiple marble gas fireplaces, pocket doors, glass railings and more. Both captivating and secluded, this residence offers the warmth of a traditional home with a contemporary flair. The first floor has a two story foyer, spacious formal living and dining rooms, an office and a lounge with a built-in bar and billiards area. The state-of-the-art modern kitchen is outfitted with top-of-the-line Viking appliances, Neo Marble countertops, numerous pantries and a sweeping center island with bar seating. Off of the kitchen is a beautiful light-filled eating area, with doors leading out to the backyard, an inviting family room and a bespoke homework area/ work space. The main house boasts 6 vast bedrooms, all with en-suite bathrooms and large closets. The Primary Wing is on the first floor and is outfitted with a private sitting room, 2 patios, a laundry area, 'His and Her' spa-like bathroom with a stand-alone tub and two glass enclosed showers, as well as 2 custom walk-in closets, one totaling over 3,000 Sq.Ft. of storage space. Upstairs also features a playroom with a media center, a crafts room, a matted fitness area and a massive flex room over the 8 car attached garage. Additional interior details include 4 stylish powder rooms, an elevator, 2 full service laundry rooms, a whole-house Smart Camera and Alarm System, a central vacuum system, surround sound speakers and an unfinished basement, with an indoor sports court, spanning the entire length of the home. The exterior is fashioned with a gated entry, a long blue stone and pebble driveway, a solid stucco facade, steel windows and decorative metal gutters. The property is elegantly landscaped and has a 60ft x 25ft Saltwater Heated Pool and Hot Tub, a Cabana with a Kitchenette, a fenced-in Dog Run and a covered patio with an outdoor lounge area, great for entertaining. In proximity to The Village of Locust Valley, the LIRR, charming local beaches and some of Long Island's most prominent Country/Golf Clubs. Zoned for the acclaimed Locust Valley Central School District.

199 Lattingtown Road, Locust Valley

$12,250,000
6 Beds ⋅ 9 Baths ⋅ 948054 MLS
Private dockage with direct bay access. Waterfront estate just one block from the Village of Quogue, offering the exceptional combination of walk-to-village convenience and premier boating access. With canal frontage and open bay and ocean views, this newly constructed residence delivers a true Hamptons waterfront lifestyle. Spanning over 7,000+ square feet, the home features six en-suite bedrooms, including a primary suite, junior suite, and four additional guest suites, along with seven full and two half baths. Sun-filled interiors showcase walls of glass and seamless indoor-outdoor flow. The great room is anchored by a striking stone fireplace, while a chef’s kitchen and climate-controlled wine room center the dining area. The main level also includes a media room, junior suite, guest suite, laundry room, and mudroom. The upper level offers a private primary suite wing with sitting room, fireplace, spa-style bath, and walk-in closet, plus additional en-suite bedrooms, an office or den, and a full laundry room. Outdoor amenities include a 44’ x 22’ heated saltwater pool and spa, covered deck with gas fireplace, deep water dock, and a 1,248+ square foot rooftop deck with panoramic views across Shinnecock Bay and the Atlantic Ocean. Additional features include a radiant-heated two-car garage, pool house with gym, and professionally landscaped grounds. This listing may include images that have been digitally altered or virtually staged. Original, unedited images are available upon request.

32 Quogo Neck Lane, Quogue

$12,000,000
6 Beds ⋅ 9 Baths ⋅ 932420 MLS
Set at the end of a secluded private drive, this stunning shingled Colonial estate sits gracefully atop a hill overlooking the Long Island Sound. Offering an unparalleled vantage point and exceptional privacy, this waterfront property unfolds as a true compound - complete with a Har-Tru tennis court, sparkling in-ground pool and spa, elegant pool house, main residence, and a detached garage with a fully appointed studio apartment. Originally built in the 1950s, this designer home blends grand scale with timeless charm and warmth. Throughout, you’ll find wide-plank hardwood floors, river rock stone fireplace, and expansive windows that flood the interiors with natural light. A picturesque foyer opens to the gracious great room, designed for both living and dining, while the custom eat-in kitchen impresses with thick-cut marble countertops, chef-grade appliances, and a spacious walk-in pantry. Most formal living spaces offer captivating water views, and a series of French doors seamlessly connect the indoors to the home’s stunning outdoor entertaining areas. The main level also includes a private office, large den, and two luxurious powder rooms. Upstairs, a mezzanine leads to the sun-drenched Primary Wing, featuring a generous bedroom with sitting area, two walk-in closets, and a spa-like bath with a sizable therapeutic shower and freestanding soaking tub. Four additional bedrooms complete the upper level - two with private en-suites and two connected by a Jack-and-Jill bath. The finished, walk-out lower level offers exceptional recreational space, including an art studio, media/theater room, game room, full bathroom, laundry room and a matted, glass-enclosed fitness area. The grounds are nothing short of spectacular - a total of 4.5+ acres framed by mature landscaping, stone walls, and slate patios. Outdoor living is elevated with a built-in kitchen, expansive sundeck surrounding the pool, and a newly renovated pool house complete with a changing room, great hosting space, and kitchenette. A detached garage with a second floor apartment, adds flexibility for guests or staff. Additional features include two laundry rooms, a long circular stone driveway and dual garages providing a total of four parking spaces. A curved stone terrace offers an elevated vantage point over the backyard amenities and shoreline. At the end of the property is a private wooden boardwalk that meanders through lush greenery and coastal vegetation, leading to your own sandy North Shore beach. This extraordinary home masterfully combines sophistication, comfort, and waterfront living at its finest.

25 Soundview Lane, Sands Point

$11,995,000
4 Beds ⋅ 5 Baths ⋅ MDWO2038582 MLS
Private Island at 1546 Teal Drive, Ocean City, Maryland is a truly unique offering — the bay's only island estate. Included is an adjacent buildable waterfront lot just inside the entrance gates before crossing the private bridge. The improved .29-acre parcel features approximately 95 feet of bulkheaded shoreline with boardwalk, paved driveway, irrigation, and landscaping, offering flexibility for a future guest house or single-family residence, additional parking, or expanded waterfront enjoyment. Located off 15th Street in downtown Ocean City, the property offers seclusion and accessibility, 3 blocks to the Boardwalk and beach, minutes to the Ocean City Inlet and Assateague Island by boat, and a block from Harbor Island, home of the world-renowned White Marlin Open. Hidden behind a brick wall and accessed through a 6-foot gate, the arrival continues across a private 120-foot vehicular bridge from Mallard Island. The island encompasses more than 3 acres of native marshlands and coastal landscape with panoramic views of the open bay, the Rt. 50 Bridge to the south, Rt. 90 Bridge to the north, and the rare combination of breathtaking sunrises and sunsets across the water. Architecturally, the home is an iconic shingle-style residence inspired by Nantucket architecture, with exterior renovations and enhancements by renowned Lyman Perry Architects Ltd. of Nantucket, Massachusetts. The approximately 5,000-square-foot home features custom woodworking, Carlisle wide-plank hand-finished pine flooring, new Andersen doors throughout, approximately 3,250 square feet of wraparound decking, and expansive water views. Upon entering, a dramatic 24-foot atrium features a 12-foot by 15-foot overhead skylight and floor-to-ceiling Coral Rock fireplace feature connecting the surrounding living spaces. Designed to maximize open bay views throughout, the main living area features custom built-in cabinetry and flows into the separate dining and gathering spaces. The kitchen/family room creates an inviting area for entertaining, with custom solid birch painted cabinetry by Premier Cabinetry of New Holland, Pennsylvania, and a 5-foot by 8-foot teak island countertop. A custom wood spiral staircase provides secondary access between the main and upper levels. The main level also includes a home office with built-in cabinetry and pull-out file storage, plus an additional guest bedroom and full bath. Upstairs, an open bridge hallway overlooks the atrium while separating the primary suite from two guest bedroom suites. The four-room primary suite includes a bedroom retreat with bayfront deck, sitting/entertainment/dressing room with vaulted ceilings, custom cherry wood built-ins and four closets, en-suite bath with double vanity and dressing table, and a second dressing room with vaulted ceilings, four double-door deep closets, and an arched window with window seat dividing two built-in tall chests. Two additional bedrooms each feature en-suite baths and private decks. Outdoors, an island retreat features a pool and spa by Sea Glass Pools, expansive decking, gazebo bar with cabinetry and quartz countertops, full bath with shower, docking, 10,000-pound boat lift, and fish cleaning station. Significant recent investments include bulkhead improvements, reinforced helical pilings, bridge renovations, active security and surveillance systems, and maintained structural and mechanical systems. Surrounded by abundant birdlife and endless open-water vistas, this distinguished estate embodies timeless elegance.

1546 Teal Dr, Ocean City

$11,995,000
8 Beds ⋅ 12 Baths ⋅ 986783 MLS
Built by one of the Hamptons' most respected builders and refined by an award-winning Manhattan design firm, this masterfully crafted, just-completed residence sets a new standard for Hamptons living. Set along a private access road, the property offers sweeping open-field reserve views that feel worlds away — yet convenient to farm stands, village shops, restaurants, and world-class beaches. Spanning nearly 10,000 square feet across three impeccably finished levels served by a private elevator, the estate offers eight bedrooms, ten full baths, and two half baths — striking an ideal balance between grand-scale entertaining and intimate serenity. A dramatic double-height foyer floods the entrance with natural light, while exquisite millwork and graceful architectural detail set a warm, welcoming tone throughout. The living room features oak ceiling beams and a finely finished double-sided fireplace that opens to an inviting den. Glass doors line the rear of the home, where the beautifully landscaped grounds give way to sweeping views of the broad, open fields of the reserve beyond. At the heart of the home, the custom kitchen is anchored by a spacious center island, hand-selected natural stone countertops, a Wolf range, integrated Sub-Zero refrigeration, a glass wine column, beverage drawers, and a handsome butler's pantry. Guests may dine formally in the oak-paneled dining room, enjoy casual meals in the sunlit breakfast room, or gather beneath one of several covered outdoor areas. The generously scaled junior primary suite with a soaking tub and double vanities is a true secondary retreat. Thoughtful service spaces — including a secure package room, laundry room, half bath, and full cabana bath — complete the main level. The second-floor primary suite serves as a resplendent sanctuary crowned by a soaring cathedral ceiling and anchored by a breathtaking picture window looking out to the natural world beyond. A gas fireplace framed by a striking marble surround, dual walk-in closets, and a luxuriously finished bath with radiant-heated floors, a freestanding soaking tub, elegantly detailed vanities, and a glass-enclosed rainfall shower complete this singular haven. Four additional guest bedrooms each offer beautifully finished ensuite baths, volume ceilings, walk-in closets, and laundry access. A gracious upper-level terrace with its own fireplace overlooks the property and 18 acre reserve — an ideal setting for evenings under the stars. The lower level continues the home's elevated aesthetic with eleven-foot ceilings and a world of private indulgence: a sleek wet bar, golf simulator, state-of-the-art home theater, light-filled recreation area, and glass-walled gym. The gym opens directly onto a serene wellness terrace suited for yoga or meditation, with walk-out access to the backyard. A cedar-lined sauna and a full bath featuring a steam shower complete the spa experience, while two ensuite guest bedrooms and an additional half bath round out this remarkable level. Outside, the resort-style grounds invite effortless living and celebration. A fully equipped outdoor kitchen sets the stage for picturesque al fresco dining beneath the pergola. Spend days lounging beside the 20-by-50-foot heated gunite pool and spa, enjoying the outdoor shower, or unwinding by the bluestone patio fireplace. And for the tennis enthusiast, a north/south-facing all-weather tennis court stands ready to serve. Don't miss this complete and compelling opportunity in coveted Water Mill. This exceptional estate may also be purchased together with the adjacent agricultural reserve. This listing may include images that have been digitally altered or virtually staged. Original, unedited images are available upon request.

450 Seven Ponds Towd Road, Water Mill

$11,900,000
6 Beds ⋅ 9 Baths ⋅ 1004768 MLS
Offered for sale for the first time by only its second owner, 41 Niamogue Lane is a rare waterfront estate situated on 4 premium acres within one of Quogue’s most established enclaves. With mid-century origins, this stunning home has been thoughtfully expanded over time and now encompasses approximately 7,500 square feet with six bedrooms, seven full baths and two half baths. What makes this property so compelling is not simply its size, but the combination of waterfront acreage, privacy, established grounds and spectacular water views, attributes increasingly difficult to find in the Hamptons. The true value begins with the land, as homes can be renovated and redesigned, but waterfront acreage of this scale, in this estate location cannot be recreated. The exquisite architecture presents a distinctive blend of classic Hamptons design with mid-century influences and exceptional interior appointments. A traditional gambrel roof defines the exterior, while graceful arched openings, richly textured brick floors and a curved interior stucco staircase with brick treads bring warmth and architectural character to the interior. Substantial hand carved paneled wood doors and a grand living room with coffered ceilings further reflect the home’s craftsmanship and individuality. Wood-burning fireplaces in the great room and living room create inviting spaces for gathering throughout the seasons. Expansive walls of custom windows and doors fill the rooms with natural light while maintaining a strong connection to the surrounding landscape and water. Designed to accommodate family and guests with ease, the home features both a first-floor primary ensuite and a second-floor primary ensuite, offering flexibility for multigenerational living. Every additional bedroom is also ensuite, providing privacy and comfort throughout. Summer has its own destination here, with a saltwater gunite pool and separate poolhouse with a half bath, surrounded by sweeping lawns, ready for morning swims, afternoon lounging and evenings spent entertaining under the open sky. Private access to the serene waterfront invites kayaking, paddleboarding, fishing and birdwatching, offering a peaceful way to experience the natural beauty of the property. For those drawn to sailing, the Shinnecock Yacht Club is also close by. Additional features include a cedar-shingle roof installed in 2023, newer windows, whole-house central air installed in 2024, a new irrigation system, generator and Level 2 EV charger. Exceptionally private and secluded, yet conveniently located close to Quogue Village and ocean beaches. With its scale, waterfront setting and stellar accommodations, 41 Niamogue Lane can serve as a year-round residence, seasonal retreat or multigenerational compound.

41 Niamogue Lane, Quogue

$11,700,000
6 Beds ⋅ 9 Baths ⋅ MDBC2026352 MLS
Live authentically. Align forces with the internationally renowned designer Steven Gambrel. Cultivate your vision with a designer who draws inspiration from vernacular architectural details of the region and was honored as one of “today’s greatest talents in Architecture and Design” in Architectural Digest’s “AD 100.” A true artist and masterful conductor of form. Steven subscribes to the importance of properly proportioned structures and details, partnered always with a carefully curated collection of vintage, antique, and custom furniture designed by Steven himself. Embark on a journey to create a destination for you and your family. Enduring architecture and honed materials give you the experience of feeling settled and inspired all at once. The award-winning Delbert Adams Construction Group is here to help you realize your vision in all its brilliance. This 20-acre site is worthy of a legacy estate. Raw in its current state, awaiting to be shaped by new stewards. Two separately deeded building sites exist. Elevated main estate site overlooking idyllic pond teeming with life. Relish the long treelined drive with iconic old stone entry monuments. Glorious private setting. Ample room for pool, guest house, gardens, greenhouse, tennis courts, and whatever else might be on your mind. Rock outcroppings. Ponder the benefits of building exactly what you desire. Lively meandering stream and walking paths. Unleash your vision for living with an incredibly talented team to get you there. A site where the synergy of your creativity is elevated with the land. Tucked away in the heart of Greenspring Valley. One of the few sites left in the Valley. Incredibly accessible to Falls Rd, 83, and 695. Conservation easement exists. Photos are concepts for inspiration. Please do not visit the property without an appointment. The art of uniting human and home. Please see related listings. The seller is doing some site work and we will be back in the fall: Hillside | Land | MLS# MDBC2007018 933 Hillside Rd | Land | MLS# 1000113931- Temp off 933 Hillside Rd | Land | MLS# MDBC2026716 -Temp off 933 Hillside Lot A | Residential | MLS# MDBC2026352- Temp off 933 Hillside Lot A | Farm | MLS# MDBC2026534

933 Hillside Lot A, Lutherville Timonium

$11,500,000
5 Beds ⋅ 5 Baths ⋅ 1036287 MLS
Welcome to one of the East End's most distinguished estates. This waterfront property, built in the early 1900s, is situated on 3.24 acres and offers 170 feet on one of the North Fork’s most coveted stretches of pristine coastline, overlooking Peconic Bay, This offering represents a legacy opportunity. Upon arrival, the grandeur of the home makes a lasting impression with its sprawling lawn, magnificent trees, manicured grounds, and classic New England-style residence featuring an understated wrap-around porch and porte-cochere entry. Several years ago, the residence underwent a meticulous renovation that preserved its historic features while incorporating modern design elements and craftsmanship, enhancing the home's timeless beauty amid its coastal setting. Entering through a grand vestibule, you are welcomed by a double set of wide wooden doors with large inset glass. The spacious formal living room, complete with exposed beams, detailed oak paneling, a wood-burning fireplace, and weight-and-chain windows, provides a warm atmosphere while embracing views of the bay. The open and airy dining room features sliding doors that lead to a covered porch and provides access to a quaint library for more intimate conversations. The home's kitchen is designed for entertaining and enjoys abundant natural light. It boasts an oversized island, chef-grade appliances, custom cabinetry, beautiful countertops, and a hostess pantry, combining functionality with elegance. The casual dining area in the sunroom is surrounded by windows, allowing natural light and showcasing cascading hydrangeas, perfect for enjoying sunrises. Additionally, there is a side door leading to a blue stone patio for outdoor cooking and access to the home's waterside yard. The sunroom also includes a small alcove with floor-to-ceiling windows, providing extra seating or a quaint office space that highlights the natural beauty outdoors. The open floor plan incorporates a lounge anchored by a gas fireplace, making hosting easy with the kitchen's close proximity. The intricate staircase, both restored and timeless, leads to the home's five bedrooms, three of which face south to maximize the views. The primary ensuite captures the waterfront view and includes a spa-inspired bathroom with a soaking tub and an oversized walk-in closet. The Jr. Primary ensuite is spacious and overlooks the backyard. Two additional bedrooms, also facing the water, share a full bathroom, while the final bedroom is ensuite and overlooks the side of the property. The residence features a unique, restored two-story boathouse, providing access to the double-tiered bulkhead and beach. This space is ideal for intimate gatherings and enjoying the sound of the waves. The expansive property additionally includes a Gunite pool with a covered outdoor lounge, a powder room, and a three-car garage. Encapsulated by mature trees and hedges, the property offers exceptional privacy and serenity. Whether you are looking for a summer sanctuary or a year-round estate, this property offers a level of prestige that rarely hits the market.

1140 Park Avenue, Mattituck

$11,500,000
5 Beds ⋅ 7 Baths ⋅ 1007235 MLS
Set in the hills above Millbrook, West Meadow is encircled as far as the eye can see by endless, heart-stopping views of the entire Hudson Valley. The house and pool sit on a beautifully landscaped plateau above a sloping lawn that gives way to a prolific cutting garden, rose beds, tennis court wrapped in wisteria vines, and groomed meadows. A fruit orchard and abundant vegetable garden enhance the pastoral beauty while providing a measure of sustainability. The architect Pietro Cicognani designed a home that harmoniously balances details of comfort, beauty, modernity, and history. West Meadow feels as if it’s been in place for centuries. The spacious great room boasts two 18th century stone fireplaces and floors of limestone tile imported from France. Fresh air and light pour in through six custom French doors facing both east and west. The library opens to a long covered porch and one of many stunning views. A central gathering place for friends and loved ones, the kitchen is warmed by a fireplace with pizza oven. In the summer, a wall of floor-to-ceiling windows and doors opens to fragrant gardens, thyme- and lavender-laced stone terraces, the uninterrupted panorama, and matchless sunsets. Upstairs, the primary suite features vaulted ceiling, large windows, and spacious accommodations for luxurious comfort and self-care, including steam shower and a soaking tub that has its very own view. On the bottom floor, a remarkable two thousand bottle wine cellar and tasting room offers something special for oenophiles and casual wine enthusiasts alike. Also on that level is built-in cedar storage, a full laundry, and a staff bedroom. A long, private drive leads through the natural habitat to every outdoor spot on the estate that has been designed for restful ease, comfort, and beauty. Discreetly set apart from the residence, outbuildings include a caretaker’s home, a two-bedroom guest suite, heated greenhouse, four-stall equipment garage, full shop, office, chicken house, and run-in shed. There is ample room on the property for livestock or a stick and ball polo field. Surrounding the house, the columned porch allows for seating in sun or shade, and panoramic views for watching a storm approach, an eagle cavort, or the sun lower in the painted sky.

129 W Meadow Lane, Millbrook

$11,500,000
5 Beds ⋅ 6 Baths ⋅ MDAA2143164 MLS
Experience one of the few Annapolis waterfront estates where you can leave your private dock and arrive at City Dock in minutes. Ideally situated on Spa Creek, this exceptional property captures the essence of Annapolis waterfront living with panoramic water views, unobstructed views of the Annapolis skyline, and endless opportunities for boating, kayaking, paddleboarding, and entertaining. Cruise by boat to downtown Annapolis, waterfront restaurants, ice cream shops, and the historic City Dock, or enjoy spectacular views of the Blue Angels, fireworks, and the annual boat parade from your own private retreat. Set within an exclusive enclave of only three prominent waterfront residences, this property offers a rare combination of privacy, convenience, and lifestyle. The waterside heated saltwater pool, expansive Ipe deck, and beautifully landscaped grounds create the perfect setting for entertaining family and friends. Host sunset dinners, summer gatherings, or relaxed afternoons outdoors while enjoying the water views and the sparkling lights of the Annapolis skyline. Surrounded by lush boxwoods and specimen plantings, the grounds provide a peaceful escape just minutes from downtown. Architecturally distinctive and thoughtfully updated, the residence combines refined design with comfortable waterfront living. Extensive renovations by Pyramid Builders showcase exceptional craftsmanship, including a dramatic marble foyer, floor-to-ceiling windows, solid wood doors, and rich stained black oak flooring. The gourmet kitchen features Sub-Zero refrigeration, a white six-burner Viking cooktop, high-gloss Premier cabinetry, Neolith porcelain countertops, designer lighting, and a striking floating staircase. A custom marble-topped bar provides an ideal space for entertaining. Offering 4–5 bedrooms, 5 full baths, and 1 half bath, including a desirable first-floor bedroom suite, the home provides flexibility for family and guests. A two-car garage, generous parking, and deep-water pier complete this exceptional Annapolis waterfront offering. This is more than a home—it is a rare opportunity to experience the very best of Annapolis living, where boating, entertaining, and downtown charm come together in one extraordinary setting.

8 Spa View Cir, Annapolis

$11,500,000
5 Beds ⋅ 7 Baths ⋅ 823682 MLS
Originally designed in 1925 by renowned architect Lewis Bowman, this extraordinary residence has been meticulously reimagined by Lucio DiLeo of Studio RAI Architects and its current owners through a comprehensive, four-year, world-class renovation. Seamlessly blending timeless architectural beauty with modern luxury, this nearly 9,200 SF masterpiece is defined by exquisite design, fine craftsmanship, and resort-style amenities. Set back along a private drive, the home’s stately facade gives way to a world of refined elegance. Stone steps wind toward an enchanting terrace and a glass-enclosed loggia, opening into interiors that are nothing short of breathtaking. A dramatic, balconied foyer overlooks a grand living room featuring a 14-foot soaring beamed ceiling, striking Palladian windows, and an imported 7x6-foot limestone fireplace, setting the tone for the extraordinary quality found throughout the home. The formal dining room, wrapped in silk-lined walls and centered around a second fireplace, is both luxurious and welcoming—ideal for elegant entertaining or intimate gatherings. Every inch of this residence reflects a deep commitment to artisanal detail and exceptional materials. At the heart of the home is a chef’s dream kitchen—bright and expansive, with a stunning barrel-arched ceiling and views of the rear gardens. A 12-foot island with a champagne sink, natural quartz countertops, and top-of-the-line appliances—including a La Cornue Grand Palais 180 range, La Cornue Flamberge rotisserie, Blue Star electric oven with pizza stone, Miele fridge and freezer, steam and speed oven, and separate coffee station—creates the ultimate culinary experience. A custom Vaclav brass and pewter hood, custom cabinetry by Nils Kasperson, a large pantry with an ice maker, a kitchen office, and a fully outfitted mudroom add both beauty and function. Flowing seamlessly from the kitchen, the spectacular Great Room is the home’s showpiece—anchored by a dramatic stone fireplace and enhanced by custom wood beams, a full built-in entertainment wet bar, bespoke built-in shelving, an 82-inch hidden drop-down TV, and state-of-the-art AV. Adjacent is a light-filled breakfast/dining room surrounded by Palladian windows that open to a private terrace with its own fireplace—perfect for al fresco dining and quiet evenings. Upstairs, five luxurious bedroom suites (easily convertible to six) each offer en-suite baths with steam showers, walk-in closets, AV systems, and custom built-ins. The primary suite is a serene retreat featuring a cathedral ceiling, private balcony, soundproof linen walls, a hidden 65-inch TV, and a lavish spa bath with radiant-heated floors, gas fireplace, soaking tub, and steam shower. Included in the 9,200 SF is 3,000 SF of upper- and lower-level, fully permitted space with infrastructure in place to build out a myriad of amenities such as a home gym, golf simulator, game room, home office, wine room, and more. The estate’s outdoor spaces are equally impressive, replete with endless stone walls and bluestone patios throughout. Designed for entertaining on a grand scale, the grounds feature a 42-foot heated pool and spa, a 70x60 sports court, multiple Lynx grill stations, expansive dining and lounge terraces, koi ponds, a secret garden with a swing, two cozy fireplace terraces, and ample space for a massive party tent. A fully automated Savant/Lutron lighting, AV control, and surveillance system ensures comfort and security in this private paradise. Completing the estate is a temperature-controlled, customized two-car garage with 11-foot ceilings outfitted for two auto lifts to accommodate two SUVs and two sports vehicles, plus additional driveway parking for eight vehicles—providing a total of 12 parking spaces. Set in a quiet, exclusive enclave just minutes from Bronxville village and a quick commute to Manhattan—all in a community celebrated for its top-rated schools and exceptional quality of life.

47 Masterton Road, Bronxville

$11,475,000
6 Beds ⋅ 8 Baths ⋅ 858537 MLS
Experience 150 feet of pristine oceanfront in this fully renovated contemporary masterpiece, boasting panoramic 360 degree views of the ocean and bay. Designed for seamless indoor-outdoor living, the home features expansive multi-level decks, a private boardwalk to the beach, and floor-to-ceiling glass sliding doors that frame breathtaking water views from every room. This 6 bedroom, 7.5 bathroom stunner is thoughtfully designed with two private wings for comfort and separation. Enter through a dramatic foyer with cathedral ceilings into an ocean facing living room, where double sliders open to a sprawling deck and direct beach access. The open concept layout flows into a custom kitchen featuring stainless steal appliances, leathered Naica quartz counters and island with waterfall edges, and bespoke cabinetry. A large slider leads to the bayside deck and down to the pool terrace. The first floor includes three en-suite bedrooms. In the left wing, you'll find a powder room, laundry, and a junior primary suite with ocean views, a fireplace, walk-in closet, and private deck access. Upstairs, the primary suite offers a serene retreat with a fireplace, sitting area, walk-in closet, and a spa-like bath with shower and water closet. The right wing boasts two more en-suite bedrooms and a second staircase leading to the upper level, where two additional en-suite bedrooms provide flexible accommodations for guests and family. Outdoors, enjoy the heated bayside gunite pool and hot tub, adjacent to a fully equipped kitchen with built-in BBQ, fridge and freezer drawers, ice maker, and sink. An outdoor cabana with bathroom and storage completes this ultimate waterfront escape. Health Department and Permits in Place for 8000 sq ft New Construction Custom Home with Oceanside Pool. This listing may include images that have been digitally altered or virtually staged. Original, unedited images are available upon request.

199 Dune Road, Westhampton Beach

$11,250,000
5 Beds ⋅ 6 Baths ⋅ 1020209 MLS
Privately set on 50 acres with sweeping Western views of the Catskill Mountains, this extraordinary Shekomeko estate embodies the very best of Hudson Valley country living. Designed by architect Jimmy Crisp and completed in 2004, the residence offers over 9,684 finished square feet of beautifully crafted living space. A long, tree-lined drive framed by mature red maples leads to the elegant residence, where gracious proportions and refined finishes create a home equally suited to grand entertaining and relaxed everyday living. At its heart is a chef's kitchen that flows seamlessly into the main gathering spaces, while walls of windows frame the surrounding landscape. The second floor is anchored by a luxurious primary suite with a fireplace, private balcony, sitting room, dual walk-in closets, and a spacious spa-like bath. Four additional bedrooms and a private office provide generous accommodations for guests. The lower level offers a gym, Pilates studio, play area, expansive wine cellar, and large laundry room. One of the home's defining features is the remarkable stone wing, built around a dismantled historic barn. Its vaulted beamed ceilings, custom copper railings, and floor-to-ceiling stone fireplace create a dramatic great room that opens directly to the pool. Outside, a beautifully landscaped 75' x 25' pool and spa overlook rolling fields and distant mountain views. A stone terrace with an outdoor fireplace, dining loggia, and fire pit creates exceptional spaces for entertaining, while a vegetable garden, pond, pole barn, and detached two-car garage with a studio and bath above complete the estate. Private, peaceful, and surrounded by extraordinary natural beauty, this exceptional property offers a rare opportunity to experience refined country living.

147 Moadock Road, Millerton

$11,250,000
5 Beds ⋅ 8 Baths ⋅ 810504 MLS
Ledgerock is a modern masterpiece by modernist architect, Lee Ledbetter and the only estate in the Hudson Valley that lies DIRECTLY on a bluff overlooking the Hudson River. Back on the market after undergoing significant infrastructure improvements and with significant price improvement, this one-of-a-kind estate on 9+ private acres offers the best Hudson River & Catskill Mountain views available. Constructed from the finest woods and exotic stone available, the French limestone & glass compound boasts a 15,000+/-SF main residence offering 5 bedrooms and 7.5 bathroom plus a similarly styled guest house offering 2 bedrooms and 2 baths. No home can every be built on the wanter again as current set-back laws require new structures be built at least 100 ft from the water. Ledgerock is designed to entertain both indoors and out. Interior features include a breathtaking, glass-walled great room with a fireplace, a formal dining room, library, billiard room, gym and & massive dine-in kitchen with separate butler’s pantry. The corner primary suite floats above the Hudson River like a houseboat and features an incomparable spa-like bathroom that includes two large dressing rooms and an office. Outside, there are two levels of travertine decks and terraces that extend from all major rooms offering jaw-dropping river and mountain views. Outdoor features include an infinity-edge saltwater pool, an elevated hot tub, fire-pit, an outdoor kitchen and a covered open-air living room. Other features include Geothermal heating/cooling, radiant heated stone floors, state of the art security and ample indoor parking to satisfy a collector. Ledgerock is one of the most extraordinary homes available in the Hudson Valley and accessed by Metro North Trains, boats/yacht from the adjacent Poughkeepsie Yacht Club and 90 minute drive from Manhattan.

46 Ledgerock Lane, Hyde Park

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