A New York Home Built by the English in 1688 Is the Week’s Oldest Property

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One of the first English-built homes on the North Fork in Greenport, NY, is the oldest property to hit the market this week on Realtor.com®.

The four-bedroom house has been updated over the years, but it still offers many period details. Highlights include wide-plank floors, wooden beams, and hand-plastered walls.

Other homes to hit the market this week include an updated Pennsylvania farmhouse, a classic Colonial in Massachusetts, and an 18th-century dwelling listed on the Connecticut Registry of Historic Places.

Scroll down for a full look at this week’s 10 oldest homes.

Price: $1,795,000
Year built: 1688
English-built beauty:
This updated, 3,300-square-foot house boasts lots of character.

A comfortable living room features wide-plank floors, exposed beams, and a cozy fireplace. Highlights of the modernized chef’s kitchen include a window seat, stone countertops, and glass doors that overlook the private backyard. An upstairs primary suite has a cathedral ceiling, a walk-in closet, and a marble bath.

Take in views from the wraparound porch overlooking the English-style raised gardens and heated saltwater pool. The home is less than a mile to Bay beaches and downtown Greenport.

Greenport, NY



Price: $299,900
Year built: 1705
Affordable post and beam: 
Listed with the Massachusetts Historical Commission, this two-bedroom dwelling needs some TLC to restore its original beauty.

The cozy, 1,260-square-foot abode hasn’t been occupied since 2018, so it does require extensive repairs—as the budget-friendly price indicates. One bedroom is located on the first floor, with a second one upstairs. Period details include hardwood floors, two fireplaces, built-in cabinets, exposed-beam ceilings, and an antique Glenwood stove.

Located on 1 acre, the property also features a detached, two-car garage that offers extra storage.

Littleton, MA



Price: $449,000
Year built: 1717
Daniel Hubbard House:
This two-bedroom townhouse is located on the second floor of the original home.

The 1,237-square-foot space features pine floors throughout, along with original wood beams. The updated kitchen has a cathedral ceiling and stainless-steel appliances. A bright, upstairs primary suite features a soaring ceiling and a walk-in closet with built-ins for extra storage.

A barn out back offers even more space for storage.

Guilford, CT



Price: $1,599,900
Year built: 1731
Updated farmhouse: 
This charming, five-bedroom farmhouse features lots of period details, including “deep windowsills, decorative millwork and moldings, cherry and walnut hardwood floors, exposed beams, shiplap, and multiple fireplaces,” according to the listing.

A chef’s kitchen has a sunny breakfast area, a high ceiling, an oversized center island, and commercial-grade appliances. From here, French doors open to the patio with an outdoor fireplace. A nearby living room has a gas fireplace and coffered ceiling. The primary suite upstairs boasts French doors that lead to a private balcony.

The 3-acre property includes a renovated springhouse, wood shed, barn with stalls, tack room, garden room, and party room. It has already attracted a buyer, as it’s pending sale.

Malvern, PA



Price: $1,160,000
Year built: 1733
The Hezekiah Pratt Homestead: 
This four-bedroom abode is said to be one of the oldest documented houses in town.

Throughout the 2,088 square feet of space, there are many historic details. There are five fireplaces with beautiful mantels, wide-plank floors, and built-in cabinetry.

The 1.5-acre property offers views of the Connecticut River.

Essex, CT



Price: $2,595,000
Year built: 1740
East Parish Farm:
This New England Colonial has been modernized over the years, with care taken to preserve its architectural integrity.

The 6,390-square-foot, seven-bedroom home features cherry floors, decorative molding, custom shelves, and three fireplaces. A recent addition features a modern kitchen with custom cabinets, a marble island, and a butler’s pantry.

The property’s 4.5 acres include a pool and a parcel that could be subdivided. That parcel currently offers a carriage house and a four-stall barn with a heated tack room.

Boxford, MA



Price: $2,495,000
Year built: 1748
The Samuel Treadwell House: 
This five-bedroom estate features a renovated barn that’s listed on the Connecticut Registry of Historic Places.

The 3,900-square-foot home touts many period details, including wide-plank chestnut floors, wood-beam ceilings, built-in cabinets, and five fireplaces. An enclosed sunroom and the spacious back deck are perfect spots to take in the views.

The 5-acre property also features a renovated guest cottage, a detached garage, an entertainment area, and a pool with a spa. A neighboring 4 acres is also available for purchase.

Easton, CT



Price: $1,495,000
Year built: 1750
Farmhouse and Greek Revival home:
This five-bedroom building is a combination of a 1750 farmhouse and an 1890 addition. It features pocket doors, exposed-beam ceilings, arched doorways, built-in bookcases, and several fireplaces.

There are three en suite bedrooms, two of which have fireplaces. A designer kitchen comes with a butler’s pantry, and the dining area has a raised fireplace. The residence has been featured in the New York Times and Hudson Valley Magazine.

The 6-acre property also features a heated pool and outdoor brick fireplace. Take in the picturesque views from the front porch or pergola out back.

Millbrook, NY



Price: $569,900
Year built: 1750
18th-century estate: 
This four-bedroom, stone home features exposed-stone interior walls, beam ceilings, preserved hardwood floors, and built-in shelves.

The updated kitchen boasts a large wood island, custom cabinets, and wall ovens. A cozy living room has a wood-burning fireplace with a beautiful mantel. The 2,732-square-foot home features lots of space for storage, including a third-floor den.

The 4.5-acre, parklike property also includes a bank barn, springhouse with a fireplace, root cellar, henhouse, and corncrib.

Gardners, PA



Price: $710,000
Year built: 1760
The David Mallett Jr. Home: 
This four-bedroom Colonial farmhouse is listed on the National Register of Historic Places. It was once part of a 500-acre estate.

Period details include four fireplaces, exposed beams, wide-plank floors, hand-carved woodworking, double staircases, and a walk-up attic with a smokehouse.

The 3,406-square-foot space also features beehive ovens, built-in cabinets, and arched doorways. A renovated kitchen has a gas fireplace, quartz countertops, and a walk-in pantry. The kitchen, once known as the Warming House, “was originally located in the church across the street and moved over by horses to be added on to this home,” according to the listing.

The 1.5-acre property also features a built-in grill, pool, and two-story garage plus a barn with a walk-up loft.

Trumbull, CT


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