This week’s oldest home to go up for sale on Realtor.com® will require a buyer with deep pockets. It’s not because the house has any particular pedigree or historic significance—nope, this one is all about location, location, location.

Built in 1740, this home on a half-acre lot is located in Southampton, NY. The town on the east end of Long Island is known for its sandy beaches and celebrity residents.

For a Hamptons buyer who eschews the modern boxes that have sprouted up along the beach, this $5 million prestige property offers loads of historic charm, sun-soaked interiors, and a lovely pool house.


Other pricey properties among this week’s oldest homes for sale include a $1.5 million home in Greenwich, CT, built in 1750; a $2 million barn in Pound Ridge, NY, also from 1750; and a 1769 farmhouse on 95 acres in Hurley, NY, available for $2,185,000.

For a full look at all 10 of this week’s oldest homes, simply scroll down.

Price: $4,950,000
Year built: 1740
History in the Hamptons:
Since it was built nearly 300 years ago, this four-bedroom home has been moved to different spots within Southampton.

In the 1950s, it was dropped on a sizable lot within walking distance to the village. Inside, the home features original wide-plank pine floors, paneling, exposed beams, and an unfinished basement.

Southampton, NY

Realtor.com

Price: $1,150,000
Year built: 1750
Gershom Lockwood III House:
Named after its original owner, this five-bedroom home is said to be one of the few remaining homes in the city from the mid-18th century.

Because the home has a historic designation, the buyer can’t demolish it or make any changes to its Colonial facade without permission. Inside, the living and dining rooms still have their original stone fireplaces and woodwork.

Greenwich, CT
Greenwich, CT

Realtor.com

Watch: Martha Stewart Sells 19th-Century Cottage for $16.5M

Price: $519,900
Year built: 1750
Holcomb House:
According to the listing, the original homeowner was a Revolutionary War hero who warned the town of approaching British soldiers.

It won’t take a heroic effort to move in to this charming home—not much needs to be done. The three-bedroom, 2,167-square-foot residence features six fireplaces, wide-board floors, exposed beams, and a beehive oven. There’s also a barn and workshop with electricity, which could be used as a one-car garage.

Bethel, CT
Bethel, CT

Realtor.com

Price: $950,000
Year built: 1750
Blend of old and new:
Colonial and modern designs blend beautifully in this three-bedroom, 2,500-square-foot home.

It sits on just over an acre filled with mature gardens and frontage on Sawkill Creek. Inside, there are two formal living rooms with fireplaces, a library, a spacious master suite, original wide-plank pine floors, plus a renovated kitchen.

Woodstock, NY
Woodstock, NY

Realtor.com


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Price: $1,999,500
Year built: 1750
Ivy barn:
Formerly a tavern, this elegant four-bedroom home sits on a 3.3-acre parcel adjoining a 150-acre preserve.

Interior highlights of the historic home include the wide-board flooring, walnut beams, a great room with copper fireplace, and the family room in the one-time Civil War–era pub. Outside, the residence is ringed by terraces, greenery, and a pool.

Pound Ridge, NY
Pound Ridge, NY

Realtor.com

Price: $365,000
Year built: 1753
Delightful duplex:
Rental income opportunity? This single-family home has been converted into a duplex with separate entrances and kitchens.

The units have original chestnut beams and wide-board floors. There’s a roomy yard, and its corner lot is close to shopping, hiking, and dining opportunities.

Spencer, MA
Spencer, MA

Realtor.com

Price: $1,600,000
Year built: 1760
Dennis Village:
This historic four-bedroom home has been renovated and includes four working fireplaces, wide-plank pine floors, and a screened porch.

The 1-acre property includes a fully renovated guest cottage.

Dennis, MA
Dennis, MA

Realtor.com

Price: $2,185,000
Year built: 1769
Antique farm:
Encompassing more than 95 acres, this fertile farmland comes with Esopus Creek frontage as well as a waterfall.

Currently configured as rental units, the property could also be converted back to a single-family home.

Hurley, NY
Hurley, NY

Realtor.com

Price: $319,900
Year built: 1770
Rock Valley:
This 2.5-acre property is ideal for a buyer looking for a small farm. Currently operated as an organic goat farm, the property is zoned for horses and other farm animals.

There’s also an electrified barn, chicken coop, apiary, pond, and garden. The two-bedroom home has the original fireplace, mudroom, and updated patio doors.

Holyoke, MA
Holyoke, MA

Realtor.com

Price: $599,000
Year built: 1770
Edmund Haggens House:
Situated on just under a half-acre in downtown, this charming three-bedroom home has received several key updates over the years.

It features a finished basement with knotty pine walls, fireplace, and built-ins. An additional studio with private entrance could also serve as an office.

South Berwick, ME
South Berwick, ME

Realtor.com

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