Supermodel Christie Brinkely has had this home, Tower Hill in the Hamptons on the market off and on since 2002 (although I first became aware of it in 2005). Now with a messy divorce behind her, she's trying her hand at selling it again. The impressive property in Bridgehampton was originally built in 1898 by Dr. John Gardiner and named Dulce Domum. The home is on a 20-acre parcel 200 ft. above sea level. The key piece of the estate is the 50 ft. observation tower which offers sweeping views of the ocean. The 12-bedroom compound includes a main house with multi-level stone terraces, a guest house with a greenhouse conservatory overlooking a botanical nursery, a gunite pool, a barn artist studio with gym and living quarters with a 4-car heated garage. The property includes lawns, walking paths, gardens, tennis courts, basketball court and playground. This estate is now listed at $30 million. It's lovely but perhaps a bit pricey for a home that isn't closer to the beach.

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The annual Mercedes-Benz Polo Challenge will kick off at the JetOne Jets Field at the Bridgehampton Polo Club on Saturday, July 19 this year. This season's partners include Coca-Cola, Fiji Water, T-Mobile, Pernod Ricard, Ralph Lauren, Hpnotiq and Zino Platinum Cigars, and the MVP Player Award will be presented by Westin Rinehart. The matches, which will run for six consecutive Saturdays through August 23 this year, are the social mainstay of the Hamptons season and feature some of the world's best polo players competing for one of the sport's most treasured prizes. Anyone can watch from the stands, but the invitation-only V.I.P. tent is the real scene. Celebs in attendance in years previous have included Anne Hathaway, Elizabeth Hurley, Heather Graham, Howard Stern, Jared Leto, Jay Z, Jessica Alba, Mischa Barton, Natalie Portman and Prince Albert of Monaco, to name a few. All proceeds will go to a good cause, the South Fork Breast Health Coalition.

Three Ponds in Bridgehampton, New York has crossed my radar before (it's hard to miss a home with a price tag like this) but I've never featured it as an estate of the day. The estate offers 60 acres of farmland in this prime part of New York. The grounds includes a golf course, English cottage garden, a crabapple allee, a lily walk, vegetable gardens as well as hydrangea, butterfly and rose gardens, swimming pool with a pavillion, grass tennis court and of course, three ponds. Other features include two three-car garages, a two-story pro shop, 2nd flor glof club with a bar, separate staff quarters, a three-bedroom guest house, an orangeries, barn and other outbuildings. The 20,000 square-foot main house has seven bedrooms and 12 baths.

This home has been on the market since 2003 when it was listed at $75 million. It's been on the market for $68 million for a while. Why no sale? In 2006 Steven Gaines writing for NY Magazine speculated that the homes distance from the ocean and location near a busy area count against it. At the time the article said that "whoever does write the check will probably pay half the asking price." It's been two years since then and while the price has come down it's nowhere near half. I have to wonder if this property's massive amount of land works against it. A full 18 hole golf course and all those gardens require a huge amount of maintenance especially for a home that may not be a full-time residence.

I love a good idea house where a bunch of high end designers work on one upscale home, now you can get one in the Hamptons at a discount .Braden Keil at the New York Post broke the story that the 2005 Hamptons Cottages & Gardens Idea House is on the market and was just reduced by $3 million. Hamptons C&G publisher Richard Ekstract and his wife, Eileen are selling the eight-bedroom, 7,500-square-foot Bridgehampton mansion which is on 3.7 acres. The home includes a master suite with a private media room, a sitting room and a dressing room. The lower level includes staff quarters. The ground are also home to a 40-foot-by-40-foot pool. There's a little bit of design house schizophrenia going on here where the rooms don't really share an overarching theme but its contemporary and impressive in the way that a Hamptons house should be. It reminds me of a bit of the house that Gordon Gekko had in Wall Street. In the Post, Ekstract is quoted as joking that now, at $15 million instead of the original $18 million, the price is too cheap. It is listed by both Corcoran and Prudential Douglas Elliman.

Actor Kelsey Grammer is a serial real estate buyer. He often buys and sells quickly and has homes across the U.S. in California, New York, Colorado and Hawaii (for a comprehensive round-up of many of his transactions check out the fine work done by Mr. Big Time Listings). Braden Keil of the New York Post reports that Grammer has put his Bridgehampton, New York mansion on the market for $16.1 million. Grammer and his wife Camille, bought the home in January 2006 for $8.517 million. The home has seven bedrooms, a home theater, gym, wine cellar, gourmet kitchen and staff quarters. The 1.7 acre lot includes a heated gunite pool and spa and a pool cottage as well as a sunken tennis court. It is beautifully and elegantly decorated, a nice mix of the cozy and elegant although a bit too much white and beige for those without a fleet of dedicated housekeepers. Bigger pictures are below in the gallery.

Fabulous or not so much, I never know quite what to make of Ulrich Franzen homes but they definitely are not your classic shingled summer home. This yacht-inspired number is located in Bridgehampton, New York. It floats nine feet above the ground for a sailing effect. The estate has 2.15 acres with water frontage and a private dock. The three-bedroom home has water views with glass walls facing Mecox Bay. There is also a large gunite pool with a waterfall. You don't get a lot of square feet for your cash here (the listing says 2,400 and that might just include the two studio suites with the garage). And although the view is lovely the pool with its large cement wall does not appeal to me. And judging by the in-progress construction shown in the picture above it might not be so quiet either. This home is listed at $9.5 million. After the jump, yacht-hot or not?

I chose this home for the estate of the day as much for the interior as the exterior. When the listing says traditional they aren't kidding. This shingled home in Bridgehampton, New York is an absolutely seamless monument to classic style from the gardens which feature elegantly clipped shrubbery to every detail of the interior including tufted floral ottomans, oil paintings of hunting dogs and stuffed owls mounted with wings open. The home includes a formal dining room, library, expansive gourmet kitchen with a large island and six bedrooms including a master suite with his and hers baths. There is also a three-car garage, pool, pool house and tennis court. The estate is listed at $12 million.