Trophy Properties: Olde Towne, Southampton, Sagaponack Southampton, Chrysler Building Tower

Trophy Properties

Sumptuous and sleek, these are some of the most sought-after properties on the real estate market today.

By Alyssa Shapiro and Alexandra Ingersoll

Prices Upon Request
Olde Town


The intimate community of Olde Towne has maintained its superior qualities since its founding more than 350 years ago as the first settlement area of Southampton. Located just seconds from the ocean, the Olde Towne Association is a picturesque vista of land, surrounded by 10 acres of the adjoining Fowler Nature Preserve as well as eight acres of meadows. As a result, members of the community enjoy an unsurpassed level of privacy and elegance. Five lots are now currently available for purchase, with the option of combining two 4-acre lots.

As the first organization of its kind in the Village of Southampton in over a century, the Olde Towne Association possesses exclusive design features, zoning privileges, and relationships, providing significant benefits to each landowning member. Three historical home design styles-Colonial Revival, Shingle Style, and English Country-have been selected to maintain the quaint and traditional feel of Olde Towne and emulate the summer cottages built during the prime era of resort architecture.

These characteristics have guided the effort to design a singular private association that pays homage to Olde Towne’s past and provides stewardship for the land’s future, while offering an unmatched sense of gracious living to its members. The unrivaled mature plantings, sense of place, and intimacy of Olde Towne have indeed created the finest estate setting in the Hamptons.

Prices: Upon Request
Location: Southampton, NY
Realtor: Jay Flagg
Phone: 631.204.2772
Realty: Prudential Douglas Elliman

Price Upon Request


 The main living room entails impressive window views overlooking 9.11 acres of extraordinary landscaping.

Originally built in 1902, this residence, designed by architect Grosvenor Atterbury, has just been returned to its original splendor after a three-and-a-half year restoration. The sumptuous interior of the nearly 18,000-square-foot country home contains the most elegantly intimate rooms-many boasting fireplaces, a testament to the attention paid to comfort and the finest of details during the renovation. The main living room entails impressive window views overlooking 9.11 acres of extraordinary landscaping. Mature trees, flowering shrubs, and graceful rose gardens decorate this evergreen-lined panorama. A paneled library boasts a leather frieze with hammered nails and a sophisticated stucco ceiling, and leaded glass windows host the impressive Lloyd family crest. The England-imported pool house, reached via breezeway from the main house, has a state-of-the-art indoor pool maintenance system, steam room, and sauna, while a beautiful mural decorates the walls. An extraordinary indoor pool, outdoor pool with a pavilion, paddle court, tennis court, bocce ball court, gymnasium, billiard room with fireplace, antique sculpture fountain, carriage house, and four-car garage add to the resort-like nature of the breathtaking summer estate. The outdoor kitchen with built-in barbeque is perfect for outdoor dining. A separate caretaker’s apartment is reachable through the back stairs, and has its own sitting room, bedroom, and bath.

Located within one of the prime estate sections in Southampton, this beautifully refined home offers a unique opportunity to own a historical and world-class residence.

Price: Upon Request
Location: Southampton, NY
Realtors: Tim Davis / Felicitas Kohl
Phone: 631.283.7300 x 211/ 631.283.7300 x 247
Realty: Corcoran Group

$12.8 Million
Sagaponack Southampton


Amidst the farmfields and small roads that one passes on the way to the Atlantic Ocean lies a newly constructed classic 12,000-square-foot Hamptons-style cottage on Parsonage Pond. Located in a picturesque and quiet village, this estate beckons for residents to relax, unwind, and take in the surroundings.

All of the home’s major entertainment spaces as well as seven bedroom suites have balconies with views that overlook Parsonage Pond. The 1,000-square-foot master bedroom wing includes a bedroom with fireplace, office, master bath with dual showers, and closets. Connecting the spacious living and family rooms is an exceptionally large walnut bar with humidor, television, and appliances fit for the needs of a professional bartender, making this estate ideal for entertaining. The spacious 600-square-foot kitchen contains furniture quality cabinets and duplicate chef appliances, making cooking a pleasure. The kitchen opens to the 3,000-square-foot blue stone patio, 50-foot pool, spa, and accompanying pool house that lends itself to outdoor living.

A glass-lined spiral stairwell leads into a 4,000-square-foot lower level that contains a private theater capable of comfortably seating 12. This area also boasts a glass gym, wine cellar, wine dining room, kitchen, and convenient quarters for a live-in staff.

The nearby Atlantic Ocean provides an ideal setting for relaxed entertainment and splendor. The flowering magnolia and French hydrangea trees in the front of this Hamptons cottage as well as the endless bird life and magnificent swans are reminiscent of a Monet painting.

Price: $12,800,000
Location: Sagaponack, Southampton
Developer: Lawrence Levine Realty
Builder: Curto, Curto, Curto
Phone: 516.721.6419

69th Floor
Chrysler Building Tower


The Chrysler Building is one of the most distinctive, recognizable peaks in New York City’s skyline. Completed in 1930, it is known the world-over for its distinctive design, which stands out against the earlier-built skyscrapers. In fact, when the Skyscraper Museum surveyed 100 architects, brokers, builders, critics, developers, engineers, historians, and scholars, a staggering 90 percent agreed that the Chrysler Building was the holy grail of commercial real estate.

An opportunity has arisen that is exclusive, rare, and unusual: space in the 69th Floor Tower Suite is now on the market-up to 5,343 square feet of Golden Era glory. When one enters this National Historic Landmark-designated property, the first thing to thrill the senses is the magnificent Art Deco lobby, with smooth wood-inlaid private elevators.

Within the office, the interior and views are unparalleled. The space is replete with Italian marble floors, laboriously hand-painted walls, up to 40-foot ceilings, 10-foot tall triangular windows that invite in the sun, and breathtaking views. It also entails a tucked away circular staircase with restricted access to a bi-windowed duplex hideaway, and another leading to the 70th floor. Glorious views of the harbor, both rivers, and the 360-degree skyline at your disposal put this piece of real estate in a class all its own.

The benefits of basing one’s business in this 24/7 serviced space, complete with state-of-the-art-security, are hard to verbalize. The prestige of having the bragging rights of working in the Chrysler Building is simply an unbeatable opportunity-something that only comes around once or twice in a lifetime.

Rent: $90-$110/sqft
Location: Manhattan, NY
Sub-Landlord: Dr. Charles M. Weiss
Phone: 212.370.1921
Office Manager: Latoya Ford

$19.95 Million
East Hampton


Currently under construction is an up-and coming luxurious residence in Georgica, East Hampton. Stunning views extend over a 17-acre nature conservancy, and property plans include an attractive infinity-edge pool, hot tub, and pool house in the extensive yard. The lower level of the main residence will entail a sauna and steam room to complement the outdoor amenities, and will also feature a gym, media room, and additional sleeping quarters. The forthcoming home will encompass a multitude of living spaces, including a family room, den, eat-in kitchen, and screened circular porch with both indoor and outdoor fireplaces. A double height great room will make for a pleasant and spacious social gathering space. Second floor terraces and elegant outdoor patios will allow residents to enjoy the beautiful natural surroundings. With 6 bedrooms and 7.5 baths, this property promises to be a spacious and well-designed home.

The land is in close proximity to Georgica Pond, wooded terrain, and five different beaches-reasons why many artists, politicians, celebrities and business executives call this area home. The views have inspired pieces by renowned artists Childe Hassam and Willem De Kooning, and the light at dusk is particularly divine. Whether choosing to enjoy the views, body surf the waves, feast al fresco, or partake in equestrian activities, this future home in Georgica, East Hampton, is sure to bring together family and friends alike.

Price: $19,950,000
Location: East Hampton, NY
Realtors: Evan Kulman or Gene Stillwell
Phone: 631.537.4164 or 631.537.4179
Realty: Corcoran Group

$14.5 Million


Summer is here and the sweltering heat is closing in; consider seeking refuge in this two-acre, 6,500-square-foot manor offering solitude, serenity, and panoramic views. Elegantly situated just off Gin Lane in Southampton, this pristine waterfront estate comes replete with a sun-drenched living room with stone fireplace, six bedroom suites, six and a half bathrooms, den, large eat-in kitchen, spacious entertainment room, and wine cellar.

Surrounded by pergolas, specimen plantings, and terraces that are the remarkable works of renowned landscape architect Bruce Kelly, this home comes complete with everything necessary to enjoy the sights, sounds, and beauty of Hamptons nature.

Conveniently located just 400 feet off the shoreline, this contemporary property offers the perfect place to unwind with panoramic ocean views and a nearby pond. The property welcomes visitors with 19th century English gates, which accentuate the driveway and a stone walkway encircling the outdoor tennis court, Jacuzzi, and oversized pool. This gracious water-view residence offers all the amenities of contemporary living while artfully preserving its scenic beauty.

Seeking an exotic summer getaway is unnecessary when you can call this exceptional hallmark estate “home.” With ultra-modern style coupled with exquisite detailing and luxurious accoutrements, the limits of this immaculate estate know no bounds.

Price: $14,500,000
Location: Southampton, NY
Realtor: Carolyn Kendall
Phone: 516.729.8136
Realty: Corcoran Group

Price Upon Request


Distinguished builder Kurt Andressen and the prestigious architects of D’Aquino Monaco have come together to create a truly magnificent Southampton home. This 13,500-square-foot masterpiece works fluidly with the surrounding natural beauty, capitalizing on the panoramic double water views and seclusion. The property is approached via a long private drive through the adjacent six-acre Peconic Land Trust preserve.

All four floors of this spacious home offer gorgeous water views and the property boasts 1,000 feet of scenic pond front property as well as 1,000 feet of private ocean front property. Light fills the home as plentiful windows throughout the entire estate assure the homeowner a view no matter where he or she is in the house. A private walkway leads from the home to a serene wooden dock at the beach.

The main house offers nine bedrooms, 11 full bathrooms, and four powder rooms. A spacious kitchen provides the perfect view-filled setting for entertaining guests or for more intimate family dining. The property also includes a two-story enclosed gazebo, sunken tennis court, gunite pool, Jacuzzi, and pool house. A separate two-car garage features a garden and potting area as well as a second floor ideal for storage. This Southampton haven also houses a fitness room, a state-of-the-art theater, three majestic fireplaces for cooler evenings in the fall and winter months, and handsome hardwood floors throughout.

This private oceanfront property makes quiet country living in Southampton possible, allowing this traditional-style estate to become the perfect place for ultimate relaxation and luxury.

Price: Upon Request
Location: Southampton, NY
Realtor: Harald Grant
Phone: 631.283.0600
Realty: Sotheby’s International Realty