The Splurge: 97 Pelletreau Street, Southampton, NY is currently listed by Harold Grant and Bruce Grant of Sotheby’s International Realty Southampton Brokerage for $2.995 million. 

Summer in the Hamptons anyone? Our Splurge vs. Steal will have you dreaming of a getaway to the posh second home area, and for good reason. From sandy beaches and celebrity sightings, to crystal blue waters, wineries, luxury shops and fine dining, Southampton is the summer vacation spot we all need! This week we zero in on two exceptional Southampton, NY properties, each with sparkling pools, ample square footage, and plenty of bedrooms to host a crowd, but with price points that are miles apart. Which one would you choose?


Don’t wait until the last minute to find a spot to sip your Sunday brunch mimosa (or bloody Mary, if that’s your thing) come May. Dallas’ epic summers mean it’s time to head for the coast, and there’s no better place to lounge by the pool (or on the beach, in the spa, or at the club) than the Hamptons.

Without further ado, here are our “Top 5 Friday” Hamptons getaways edition:

1) Kate Spade’s Southampton Manse

Listed for $6.75 million, this 6,700-square-foot home is a lesson in spectacular taste. Gorgeous vintage decor with white painted walls and colorful ceilings makes this home into an absolute East Coast dream. I love pretty much everything about this home, especially the use of all the nooks, making the bedrooms and bathrooms cozy and memorable. (h/t AOL Real Estate)

2. 31 Two Mile Hollow Road in East Hampton

Sure, it’s not on the ocean, but it’s darn close. This East Hampton mansion, which is priced at almost $20 million, is just about the perfect interpretation of an East Coast beach house. Totaling 8,500 square feet and only 400 yards from the beach, this seven-bedroom estate will make you swoon as you reach for your iced tea. (Corcoran Group Real Estate)

3. Modern ocean-front in Wainscott

Holy cow. Can you imagine spending summers in this incredible Wainscott home with it’s ocean views and sandy beach? This home is one of only seven Atlantic-fronting homes in Wainscott, and it is unbelievable. Priced at $21.9 million, this house has five bedrooms, four-and-a-half baths, and huge windows everywhere giving you the money-shot of views — an achingly beautiful ocean. (Corcoran Group Real Estate)

4. Amazing Shelter Island estate on Coecles Harbor

Just jaw-dropping is how I’d describe the 22,000-square-foot harbor-front home on Shelter Island. This house has seven — yes, SEVEN — fireplaces, so even though the summer nights will cool down, you can keep cozy with your friends. Sure, it’s listed at $28.9 million, but folks, it’s worth every penny. If you’re not in love with this house, you need to check your pulse! (Sotheby’s)

5. Kelly Bensimon’s incredible East Hampton traditional

I die. We’re rounding out this week’s Top 5 with former Real Housewives of New York City star Kelly Bensimon’s 6,000-square-foot East Hampton traditional on Further Lane. It’s on the market for $5.5 million, a more than 50 percent reduction on the original $12 million price tag from January 2012. Still, it’s an amazing home, and has gorgeous interiors as well as an incredible pool. (Enzo Morabito)