From the prestigious enclaves of Water Mill, East Hampton, and Sagaponack come three of New York’s most luxurious estates, each offering privacy, grandeur, and unrivaled amenities. In Water Mill, a 45,000 sq ft neoclassical compound spans 21 acres, complete with dual homes, a movie theater, indoor pool, and a full spa. East Hampton’s 13,800 sq ft estate fuses Shingle Style and Colonial Revival architecture on 11.2 acres with pond-to-ocean access and sunset-facing patios. In Sagaponack, a 13,690 sq ft oceanfront retreat blends classic and contemporary design with an infinity-edge pool and panoramic Atlantic views.

Where is New York?

New York is located in the northeastern United States and is one of the country’s most iconic and diverse states. It is home to bustling New York City, known for landmarks like Central Park, the Statue of Liberty, and Times Square. Beyond the city, New York State features scenic regions such as the Hudson Valley, the Adirondack Mountains, and the Hamptons on Long Island—famous for luxury estates and oceanfront living. With a mix of urban energy and natural beauty, New York offers something for everyone.

1. 24 Bedroom Home in Water Mill, NY – $99,500,000

Introducing a once-in-a-lifetime offering in Water Mill, NY—this Neoclassical generational compound is available for the first time with both estates included. Spanning 45,000± sq ft across a stunning 21-acre lot, the property features 24 bedrooms and an unmatched array of luxury amenities. Enjoy a saltwater pool and spa, tennis court, and a two-level pool house with a commercial kitchen, gym, sauna, and deck. Additional highlights include a heated pool, fire pit courtyard, 14-seat theater, bowling alley, basketball court, wine cellar, spa, and indoor pool. Offered at $99,500,000.

Grand Waterfront Estate with Amenities

This magnificent waterfront estate spans a sprawling, gated peninsula with manicured lawns, sculpted hedges, and lush landscaping. The grand neoclassical exterior features stately columns, a symmetrical façade, and elegant stone balustrades, all set along a sweeping circular driveway. With tennis courts, a pool, and private docks, the property offers resort-style amenities and unparalleled privacy, all framed by tranquil water views and majestic surroundings.

scenic Foyer with Dual Staircases

This grand foyer makes a dramatic first impression with its sweeping dual staircases and soaring, curved wall of floor-to-ceiling windows. Rich wood finishes and elegant wrought iron railings add a sense of timeless luxury, while slate flooring with a circular inlay anchors the space. Flooded with natural light and offering views of the manicured grounds beyond, this stunning entryway sets the tone for the opulence found throughout the rest of the estate.

Elegant Living Room with Fireplace

This sophisticated living room blends modern elegance with warm, natural textures. Centered around a sleek linear fireplace set into a textured stone wall, the space features two expansive gray sofas arranged for conversation and relaxation. Rich wood accents, including lattice ceiling details and trim, add depth and character, while large windows and French doors fill the room with natural light. A minimalist palette and curated décor complete this refined, serene retreat.

Modern Chef’s Kitchen and Dining

This open-concept kitchen and dining area blends sleek modern lines with warm wood tones for a sophisticated, inviting feel. The chef’s kitchen features custom cabinetry, a large curved island with a waterfall countertop, and high-end appliances beneath a statement pendant light. Adjacent, the dining area boasts a long wood table surrounded by stylish upholstered chairs and is framed by tall French doors, flooding the space with natural light and connecting it to the outdoors.

Vaulted Bedroom with Garden Views

This luxurious bedroom combines serene comfort with striking architectural detail, featuring a dramatic vaulted wood-slat ceiling and expansive French doors that open to lush green views. A statement canopy bed anchors the space, complemented by soft, textured walls and plush carpeting underfoot. Modern furnishings and warm wood tones create a tranquil, spa-like retreat, while large windows fill the room with natural light, enhancing its open and restful ambiance.

Resort-Style Backyard with Pool

The back of this grand Neoclassical estate is a breathtaking showcase of luxury and symmetry, framed by manicured hedges and elegant landscaping. A sprawling saltwater pool with integrated spa takes center stage, surrounded by ample lounge seating and vibrant floral accents. Towering evergreens add privacy while highlighting the home’s stately architecture, complete with columned balconies and large windows. Perfect for entertaining or unwinding, this outdoor oasis offers resort-style living at its finest.

Listing Agent – Hedgerow Exclusive Team @ Hedgerow Exclusive Properties via realtor.com

2. 10 Bedroom Home in East Hampton, NY – $95,000,000

Set on 11.2 acres along Georgica Pond, this East Hampton estate blends Shingle Style and Colonial Revival architecture with timeless elegance. Designed by Arthur C. Jackson in 1931—renowned for the New York Public Library and Lasata—the 13,800 sq ft home offers 10 bedrooms and expansive living spaces perfect for grand-scale entertaining. Nature trails, mature trees, and direct pond access for kayaking enhance the serene setting. A heated gunite pool and spa, sunset-facing patios, and alfresco dining areas complete this $95,000,000 waterfront retreat.

Waterfront Shingle Estate with Charm

Nestled on a serene stretch of private shoreline, this classic estate exudes timeless charm and historic elegance. Surrounded by mature trees and lush green lawns, the shingle-style exterior features black shutters, dormer windows, and a stately entrance framed by columns and detailed trim. The expansive waterfront setting offers panoramic views and unparalleled privacy, while a long brick path and natural landscaping enhance the estate’s gracious, old-world appeal.

Elegant Living Room with Garden Views

This light-filled living room exudes timeless charm with its coffered ceiling, classic fireplace, and walls of French doors and transom windows that frame serene views of the lush grounds beyond. Soft neutral tones and natural textures create a calm, elegant ambiance, while multiple seating areas invite relaxation and conversation. Thoughtful built-ins and curated décor complete the space, blending traditional details with a breezy, coastal sophistication.

Charming Farmhouse Kitchen with Views

Brimming with vintage charm, this light-filled kitchen and dining area features classic white cabinetry with glass fronts, a coffered ceiling, and wide-plank wood floors rich with character. French doors and oversized windows frame sweeping views of the manicured lawn and distant water, while providing seamless access to the covered porch. An inviting center island and ample storage space offer functionality, while the rustic farmhouse aesthetic creates a warm, welcoming atmosphere.

Ceiling Bedroom with Elegance

This serene bedroom features a soaring vaulted ceiling with crisp white paneling that enhances its airy and spacious feel. Soft neutral tones and subtle patterned wallpaper create a calming, sophisticated atmosphere, while natural light pours in through large double windows. A plush upholstered bed anchors the space, complemented by matching bedside tables and contemporary decor. The room’s clean lines and tranquil palette offer a perfect blend of comfort and elegance.

Vaulted Great Room with Views

This expansive great room impresses with soaring vaulted ceilings, exposed wood beams, and a full wall of French doors that open to panoramic views of the manicured grounds. Warm wood flooring and custom millwork create a sense of timeless elegance, while natural light floods the space from tall transom windows above. Ideal for grand entertaining or quiet relaxation, the room’s open layout and architectural detailing make it a standout feature of the home.

Waterfront Pool Retreat with Views

The pool area of this home is a serene retreat, featuring a sparkling rectangular pool surrounded by a wide wooden deck with ample space for lounging. Framed by mature trees and open lawn, the setting offers stunning views of the water and distant shoreline. A charming shingle-style home serves as the perfect backdrop, while the fenced perimeter ensures privacy and safety. Ideal for relaxing or entertaining, this outdoor space embodies classic Hamptons living.

Listing Agent – Jason Friedman @ Daniel Gale Sotheby’s International Realty via realtor.com

3. 10 Bedroom Home in Sagaponack, NY – $85,000,000

Set on 5.18 acres of pristine Sagaponack beachfront, this 13,690 sq ft estate blends classic and contemporary architecture in perfect harmony. With 10 bedrooms and sweeping ocean views, the home offers timeless elegance, open-plan living areas, and luxurious finishes including custom millwork and imported stone. Floor-to-ceiling windows frame seascapes, while the infinity-edge pool, oceanview fitness center, state-of-the-art theater, and library elevate everyday living. Listed at $85,000,000, this rare offering promises unmatched privacy and beachfront exclusivity.

Secluded Beachfront Oasis

Nestled along the dunes of Sagaponack, this estate’s exterior seamlessly blends into its natural surroundings with a sophisticated mix of warm-toned materials and clean architectural lines. The expansive beachfront setting is enhanced by meticulously landscaped gardens, a stunning infinity-edge pool, and sweeping terraces designed for outdoor living. With panoramic ocean views and private beach access, the home offers a rare sense of seclusion and tranquility in one of the Hamptons’ most coveted locations.

Oceanview Living with Soaring Windows

Bathed in natural light from soaring floor-to-ceiling windows, the living area offers panoramic views of the ocean and lush greenery. The open-concept design blends modern comfort with coastal elegance, featuring a mix of plush seating, warm wood accents, and curated decor. A dramatic double-height ceiling enhances the sense of space, while the inviting fireplace and thoughtful layout make it ideal for both relaxing and entertaining against a backdrop of ever-changing seascapes.

Rustic-Modern Chef’s Kitchen Retreat

This stunning kitchen blends rustic charm with sleek modernity, featuring exposed brick walls, warm wood finishes, and soaring vaulted ceilings with exposed beams. Stainless steel countertops and appliances create a professional-grade cooking space, while oversized pendant lights offer soft illumination over the central island with bar seating. Expansive windows bring in natural light and lush green views, making the space as inviting as it is functional.

Oceanview Dining with Rustic Elegance

This stunning oceanfront dining room features floor-to-ceiling windows that showcase panoramic views of the coastline, bringing in natural light and a refreshing sea breeze. A long, polished wood table comfortably seats twelve, surrounded by custom upholstered chairs. The exposed brick wall adds rustic charm, while sleek finishes and a modern coffee station balance the room with contemporary style—perfect for elegant entertaining or everyday meals with a view.

Oceanfront Sitting Room with Coastal Elegance

This stunning oceanfront sitting room exudes modern coastal elegance with floor-to-ceiling glass walls that frame endless ocean views. Bathed in natural light, the space features a soothing neutral palette, woven accents, and plush, contemporary seating arranged for both conversation and comfort. Light drapery softens the bold architecture, while direct access to the expansive terrace ensures seamless indoor-outdoor living in this refined seaside retreat.

Sculpted Seaside Patio Retreat

This stunning oceanfront patio is a true coastal retreat, offering unobstructed panoramic views of the sparkling sea. Surrounded by vibrant flowers and lush landscaping, the curved stonework underfoot creates a sense of organic elegance. A sculptural table and stools provide the perfect setting for open-air dining or sunset cocktails, while a glass barrier ensures safety without compromising the view. Every detail is designed to enhance relaxation in this serene outdoor haven.

Listing Agent – Timothy Davis @ The Corcoran Group – Southampton via realtor.com