clock menu more-arrow no yes

The 25 Most Expensive Properties for Sale in the Hamptons

View as Map

Lately, it seems like the really pricey properties never hit the open market, so we thought we'd help feed your high-end real estate addiction with this map of the 25 most expensive properties currently for sale in the Hamptons (according to HREO, at least). Ranging from a chump-change $29.9M all the way up to an impressive $75M, there's something for everyone's taste in the mix. By the way, total ask for all 25 properties is slightly over a billion ($1,075,200,000).

Read More

1. Lily Pond Lane, $75M

Copy Link
33 Lily Pond Lane
East Hampton, NY 11937

The main house is six bedrooms and eight baths in 5500sf; there’s also a three-bed, three-bath guest house, all set on 1.8 acres of oceanfront property.

2. Villa Maria, $69M

Copy Link
615 Montauk Highway
Water Mill, NY 11976

11 bedrooms, 15.5 bathrooms, 22,000sf, 11 acres.

3. Angel View, $65M

Copy Link
6 Bay View Court
Sag Harbor, NY 11963

Six bedrooms, 6.5 baths, 12,000sf, set on 6.5 acres, with 500 feet of waterfront.

4. Three Ponds Farm, $55M

Copy Link
919 Scuttle Hole Road
Bridgehampton, NY 11976

8 bedrooms, 10 full baths, 3 partial baths, 20,000, 60 acres. Price "on request." Was $68M at one time; last reported to be $55M or so.

5. Robertson Drive, $55M

Copy Link
43 Robertson Drive
Sag Harbor, NY 11963

Built in 2007, this shingled house has a mere five bedrooms, and 5.5baths in 11,000 sq. ft. There is9.60 acres of land and 431 feet of water frontage.

6. Two Trees Farm, $55M

Copy Link
849 Hayground Road
Water Mill, NY 11976

4 bedrooms, 3.5 bathroom, 2500sf, 115 acres. Can also sell house and farm separately for $20M, with the rest of the land for development.

7. Gin Lane, $50M

Copy Link
28 Gin Lane
Southampton, NY 11968

More of the former Wooldon Manor. Now the guest house and carriage house, including 12 bedrooms, 9 baths in about 7,300 sq. ft., is available, including 3.77 acres of oceanfront.

8. Strongheart, $47.5M

Copy Link
26 Actors Colony Road
Sag Harbor, NY 11963

Richard Gere's house offers 12 bedrooms, 12 full baths, 12,000sf, and 6.30 acres. Original asking price a year ago was $65M.

9. Linden, $45M

Copy Link
160 Ox Pasture Road
Southampton, NY 11968

12 bedrooms, 12.5 baths, 18,000sf, 10 acres.

10. Two Mile Hollow Road, $39.5M

Copy Link
38 2 Mile Hollow Lane
East Hampton, NY 11937

8 bedrooms, 9.5 bathrooms, 8,000sf, 3 acres. Original asking price $45M.

11. Squabble Lane, $39.995M

Copy Link
Squabble Lane
Southampton, NY 11968

7 beds, 9 baths, 6700sf, 4.5 acres. Formerly asking $45M.

12. 315 Rose Hill Road, $39.5M

Copy Link
315 Rose Hill Road
Water Mill, NY 11976

8 bedrooms, 10.5 baths, 20,000sf on 4.04 acres. Previous asking price $58.5M.

13. Meadow Lane, $39M

Copy Link
1116 Meadow Lane
Southampton, NY 11968

This property offers 200 feet of ocean frontage. Eight bedrooms, 9.5baths and about 12,800 sq. ft. There is 3.66 acres of land.

14. Cobb Road, $38.5M

Copy Link
332 Cobb Road
Water Mill, NY 11976

There is an early 1900s 10,000sf mansion with 12 bedrooms, 10.5baths on 6 acres of bayfront.

15. Middle Lane, $35.5M

Copy Link
32 Middle Lane
East Hampton, NY 11937

1930s traditional. 6 bedrooms, 5.5 baths, in 8268sf. 5.40 acres of land, one block from the ocean.

16. Fowler Street, $35M

Copy Link
370 Fowler Street
Southampton, NY 11968

An oceanfront property that also backs onto Jule Pond. The Shingle Style house has five bedrooms, 5.5 baths in 7,600 sq. ft.There is 3.30 acres of land and 330 feet of ocean frontage

17. Sagg Main, $34.99M

Copy Link
Sagg Main Street & Sagaponack Road
Sagaponack, NY 11962

A whopping 31 acres of oceanfront property. (Some are underwater and some are agricultural reserve.) The 6000sf house has 7 bedrooms and 9 baths. There is 280 feet of oceanfront.

18. Ocean Ave, $34.7M

Copy Link
81 Ocean Avenue
East Hampton, NY 11937

This “dream compound” containing two houses and a separate lot is also available separately. In all, there’s 12 beds, 12 baths, 4400sf, and 3.2 acres.

19. Villa Mille Fiore Estate, $34M

Copy Link
180 Great Plains Road
Southampton, NY 11968

This eight-acre parcel is also available separately as two lots. It's what's left of a grand old estate--just the gatehouse is left as a home. It's 6000sf, with 6 bedrooms and 7 baths.

20. Briar Patch Road, $32.95M

Copy Link
81 Briar Patch Road
East Hampton, NY 11937

This house, originally designed by Stanford White and renovated by Jeffrey Colle, has been on the market for more than four years. There's 1.9 acres on Georgica Pond, and the house is 12,000sf with seven bedrooms and seven baths.

21. Rose Hill Point, $32.95M

Copy Link
493 Rose Hill Road
Water Mill, NY 11976

This seven bedroom, 12 bath, 15,000sf house has been on the market for quite some time. There is 2.3 acres of land, with its own little island across the bay.

22. Meadow Lane, $32M

Copy Link
980 Meadow Lane
Southampton, NY 11968

This modern house is probably a teardown, with four bedrooms, four baths, in 2500sf. The real prize is the 4.12 acres of land and 261 feet of oceanfront.

23. Wainscott Hollow Road, $29.995M

Copy Link
55 Wainscott Hollow Road
Wainscott, NY 11975

This property consists of 27 acres of undevelopable farmland and a three-acre lot for a residence, with plans in place for a 15,000sf house.

24. Ocean Road, $29.95M

Copy Link
461 Ocean Road
Bridgehampton, NY 11932

One 2.1-acre lot boasts a six-bedroom, 8.5-bath, 7,000-square-foot and putting green. An adjoining 2.1-acre lot sports a pool, pool house, and spa. Both sit across from a 13.4-acre agricultural reserve. Also available separately.

25. Surfside Drive, $29.995M

Copy Link

Modern oceanfront on 1.42 acres. The house is 9000sf with 7 bedrooms and 10 baths.

Loading comments...

1. Lily Pond Lane, $75M

33 Lily Pond Lane, East Hampton, NY 11937

The main house is six bedrooms and eight baths in 5500sf; there’s also a three-bed, three-bath guest house, all set on 1.8 acres of oceanfront property.

33 Lily Pond Lane
East Hampton, NY 11937

2. Villa Maria, $69M

615 Montauk Highway, Water Mill, NY 11976

11 bedrooms, 15.5 bathrooms, 22,000sf, 11 acres.

615 Montauk Highway
Water Mill, NY 11976

3. Angel View, $65M

6 Bay View Court, Sag Harbor, NY 11963

Six bedrooms, 6.5 baths, 12,000sf, set on 6.5 acres, with 500 feet of waterfront.

6 Bay View Court
Sag Harbor, NY 11963

4. Three Ponds Farm, $55M

919 Scuttle Hole Road, Bridgehampton, NY 11976

8 bedrooms, 10 full baths, 3 partial baths, 20,000, 60 acres. Price "on request." Was $68M at one time; last reported to be $55M or so.

919 Scuttle Hole Road
Bridgehampton, NY 11976

5. Robertson Drive, $55M

43 Robertson Drive, Sag Harbor, NY 11963

Built in 2007, this shingled house has a mere five bedrooms, and 5.5baths in 11,000 sq. ft. There is9.60 acres of land and 431 feet of water frontage.

43 Robertson Drive
Sag Harbor, NY 11963

6. Two Trees Farm, $55M

849 Hayground Road, Water Mill, NY 11976

4 bedrooms, 3.5 bathroom, 2500sf, 115 acres. Can also sell house and farm separately for $20M, with the rest of the land for development.

849 Hayground Road
Water Mill, NY 11976

7. Gin Lane, $50M

28 Gin Lane, Southampton, NY 11968

More of the former Wooldon Manor. Now the guest house and carriage house, including 12 bedrooms, 9 baths in about 7,300 sq. ft., is available, including 3.77 acres of oceanfront.

28 Gin Lane
Southampton, NY 11968

8. Strongheart, $47.5M

26 Actors Colony Road, Sag Harbor, NY 11963

Richard Gere's house offers 12 bedrooms, 12 full baths, 12,000sf, and 6.30 acres. Original asking price a year ago was $65M.

26 Actors Colony Road
Sag Harbor, NY 11963

9. Linden, $45M

160 Ox Pasture Road, Southampton, NY 11968

12 bedrooms, 12.5 baths, 18,000sf, 10 acres.

160 Ox Pasture Road
Southampton, NY 11968

10. Two Mile Hollow Road, $39.5M

38 2 Mile Hollow Lane, East Hampton, NY 11937

8 bedrooms, 9.5 bathrooms, 8,000sf, 3 acres. Original asking price $45M.

38 2 Mile Hollow Lane
East Hampton, NY 11937

11. Squabble Lane, $39.995M

Squabble Lane, Southampton, NY 11968

7 beds, 9 baths, 6700sf, 4.5 acres. Formerly asking $45M.

Squabble Lane
Southampton, NY 11968

12. 315 Rose Hill Road, $39.5M

315 Rose Hill Road, Water Mill, NY 11976

8 bedrooms, 10.5 baths, 20,000sf on 4.04 acres. Previous asking price $58.5M.

315 Rose Hill Road
Water Mill, NY 11976

13. Meadow Lane, $39M

1116 Meadow Lane, Southampton, NY 11968

This property offers 200 feet of ocean frontage. Eight bedrooms, 9.5baths and about 12,800 sq. ft. There is 3.66 acres of land.

1116 Meadow Lane
Southampton, NY 11968

14. Cobb Road, $38.5M

332 Cobb Road, Water Mill, NY 11976

There is an early 1900s 10,000sf mansion with 12 bedrooms, 10.5baths on 6 acres of bayfront.

332 Cobb Road
Water Mill, NY 11976

15. Middle Lane, $35.5M

32 Middle Lane, East Hampton, NY 11937

1930s traditional. 6 bedrooms, 5.5 baths, in 8268sf. 5.40 acres of land, one block from the ocean.

32 Middle Lane
East Hampton, NY 11937

16. Fowler Street, $35M

370 Fowler Street, Southampton, NY 11968

An oceanfront property that also backs onto Jule Pond. The Shingle Style house has five bedrooms, 5.5 baths in 7,600 sq. ft.There is 3.30 acres of land and 330 feet of ocean frontage

370 Fowler Street
Southampton, NY 11968

17. Sagg Main, $34.99M

Sagg Main Street & Sagaponack Road, Sagaponack, NY 11962

A whopping 31 acres of oceanfront property. (Some are underwater and some are agricultural reserve.) The 6000sf house has 7 bedrooms and 9 baths. There is 280 feet of oceanfront.

Sagg Main Street & Sagaponack Road
Sagaponack, NY 11962

18. Ocean Ave, $34.7M

81 Ocean Avenue, East Hampton, NY 11937

This “dream compound” containing two houses and a separate lot is also available separately. In all, there’s 12 beds, 12 baths, 4400sf, and 3.2 acres.

81 Ocean Avenue
East Hampton, NY 11937

19. Villa Mille Fiore Estate, $34M

180 Great Plains Road, Southampton, NY 11968

This eight-acre parcel is also available separately as two lots. It's what's left of a grand old estate--just the gatehouse is left as a home. It's 6000sf, with 6 bedrooms and 7 baths.

180 Great Plains Road
Southampton, NY 11968

20. Briar Patch Road, $32.95M

81 Briar Patch Road, East Hampton, NY 11937

This house, originally designed by Stanford White and renovated by Jeffrey Colle, has been on the market for more than four years. There's 1.9 acres on Georgica Pond, and the house is 12,000sf with seven bedrooms and seven baths.

81 Briar Patch Road
East Hampton, NY 11937

21. Rose Hill Point, $32.95M

493 Rose Hill Road, Water Mill, NY 11976

This seven bedroom, 12 bath, 15,000sf house has been on the market for quite some time. There is 2.3 acres of land, with its own little island across the bay.

493 Rose Hill Road
Water Mill, NY 11976

22. Meadow Lane, $32M

980 Meadow Lane, Southampton, NY 11968

This modern house is probably a teardown, with four bedrooms, four baths, in 2500sf. The real prize is the 4.12 acres of land and 261 feet of oceanfront.

980 Meadow Lane
Southampton, NY 11968

23. Wainscott Hollow Road, $29.995M

55 Wainscott Hollow Road, Wainscott, NY 11975

This property consists of 27 acres of undevelopable farmland and a three-acre lot for a residence, with plans in place for a 15,000sf house.

55 Wainscott Hollow Road
Wainscott, NY 11975

24. Ocean Road, $29.95M

461 Ocean Road, Bridgehampton, NY 11932

One 2.1-acre lot boasts a six-bedroom, 8.5-bath, 7,000-square-foot and putting green. An adjoining 2.1-acre lot sports a pool, pool house, and spa. Both sit across from a 13.4-acre agricultural reserve. Also available separately.

461 Ocean Road
Bridgehampton, NY 11932

25. Surfside Drive, $29.995M

263 Surfside Drive, Bridgehampton

Modern oceanfront on 1.42 acres. The house is 9000sf with 7 bedrooms and 10 baths.