Insights

The Five Most Expensive Homes in the Hamptons Right Now

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Each month on Heading Out, we take a look at the five most expensive listings that came on the market. And while September marks the end of summer, prices show no sign of cooling out east. This month, price tags start at $10M and go all the way up to $24M — significantly higher than the current Hamptons-wide median of $2M. Let us know your favorite in the comments!

300 Sagaponack Road

This gorgeous Bridgehampton compound boasts its very own apple orchard and one acre pond complete with a dock and boathouse in addition to classic summer home amenities. Above all else, we love the serene vibes and mature trees this 13-acre property has to offer. Located south of the highway and just a short drive from Atlantic Beach, this home is just about a lovely as you can get on the east end.

Price
$24,000,000
Area Bridgehampton
Bed
5
Bath
6
Acres
13.57
SQ. FT.
6,640

This gorgeous Bridgehampton compound boasts its very own apple orchard and one acre pond complete with a dock and boathouse in addition to classic summer home amenities. Above all else, we love the serene vibes and mature trees this 13-acre property has to offer. Located south of the highway and just a short drive from Atlantic Beach, this home is just about a lovely as you can get on the east end.

289 Parsonage Lane

Offering almost twice as much interior space as the Bridgehampton property above but less total acreage, the second most expensive home on this list is a modern masterpiece. Generous use of marble throughout the kitchen and bathrooms give the home a cool, clean feel, while wood finishes and plenty of natural light keep the vibe homey. The finished lower level even comes with a theatre, wine vault and gym. What more could you need?

Price
$17,950,000
Area Sagaponack
Bed
6
Bath
7
Acres
2
SQ. FT.
11,665

Offering almost twice as much interior space as the Bridgehampton property above but less total acreage, the second most expensive home on this list is a modern masterpiece. Generous use of marble throughout the kitchen and bathrooms give the home a cool, clean feel, while wood finishes and plenty of natural light keep the vibe homey. The finished lower level even comes with a theatre, wine vault and gym. What more could you need?

356 Wickapogue Road

We are living for the custom details at this well-appointed Southampton estate. Asking $16M, the home checks all the boxes of your luxury amenity wish list including a tennis court, gym, sauna, steam room, wine cellar and an outdoor kitchen. The days might be getting shorter right now but can’t you just picture yourself out on the balcony watching the sun set over the beach? It’s never too early to start dreaming about next summer!

Price
$15,999,000
Area Southampton
Bed
8
Bath
9
Acres
3
SQ. FT.
10,500

We are living for the custom details at this well-appointed Southampton estate. Asking $16M, the home checks all the boxes of your luxury amenity wish list including a tennis court, gym, sauna, steam room, wine cellar and an outdoor kitchen. The days might be getting shorter right now but can’t you just picture yourself out on the balcony watching the sun set over the beach? It’s never too early to start dreaming about next summer!

20 Channel Pond Court

On the market for the first time ever, $12M will get you a custom built home with deeded access to the beach. This Hamptons classic doesn’t have all of the modern amenities that other homes on this list offer, but the combination of beach access and that glorious wraparound porch make it one of our favorites.

Price
$11,995,000
Area Southampton
Bed
5
Bath
3
Acres
2.55
SQ. FT.
5.085

On the market for the first time ever, $12M will get you a custom built home with deeded access to the beach. This Hamptons classic doesn’t have all of the modern amenities that other homes on this list offer, but the combination of beach access and that glorious wraparound porch make it one of our favorites.

3 Halsey Farm Drive

The French Riviera ambiance is strong as you enter this pseudo-chateau’s grand foyer. To be honest, just about everything about this home is grand from the sweeping staircase and chandelier all the way down to the details of the self-sufficient guest cottage. With an asking price of nearly $10M, it less expensive than other properties on this list, but its sophistication is par-excellence.

Price
$9,995,000
Area Southampton
Bed
6
Bath
9
Acres
1.84
SQ. FT.
7,000

The French Riviera ambiance is strong as you enter this pseudo-chateau’s grand foyer. To be honest, just about everything about this home is grand from the sweeping staircase and chandelier all the way down to the details of the self-sufficient guest cottage. With an asking price of nearly $10M, it less expensive than other properties on this list, but its sophistication is par-excellence.