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With its rolling green fields and acres upon acres of untouched land, this week’s oldest property on Realtor.com® is marketed as “the birthplace of Long Island’s wine region.”
Located along the island’s North Fork, this 66-acre estate traces its history all the way to 1680 and features a vineyard, gunite swimming pool, and four-bedroom farmhouse. You can almost envision America’s early settlers establishing their homestead on this picturesque spot. With several detached structures, the property is open to a number of development opportunities.
Other vintage homes landing on the market this week include an eyebrow Colonial in New York, a historic Massachusetts Cape, and a restored Colonial in Rhode Island.
For a full look at this week’s 10 oldest homes on the market, simply scroll on down.
1. 4782 Alvahs Ln, Cutchogue, NY
Price: $3,690,000
Year built: 1680
Birthplace of Long Island’s wine region: This 66-acre property on the island’s North Fork features a vineyard, a farmhouse, and several outbuildings.
History is evident in the wide-plank pine flooring as well as the exposed brick and beams. Modern features of the four-bedroom farmhouse include a spa bathroom as well as an updated in-ground pool.
Cutchogue, NY
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2. 196 Locust St, Danvers, MA
Price: $779,000
Year built: 1700
Modern Colonial: This antique five-bedroom home has been upgraded over the years to include a kitchen with wine fridge plus a sun-filled primary suite.
There are six fireplaces and a combination of hardwood and wide-plank pine floors throughout the 3,000 square feet of living space. A fenced-in yard surrounds a pergola, hot tub, greenhouse, and shed.
Danvers, MA
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3. 31 Old North Rd, Amenia, NY
Price: $595,000
Year built: 1730
Eyebrow Colonial: The historic home on this 2-acre property features a wood-burning stove plus a country kitchen with exposed beams.
A cozy living room is highlighted by a fireplace, beautiful wood floor, and decorative moldings. The three bedrooms have all been recently renovated and offer plenty of storage. When the weather is nice, you can soak in the views from either the front porch or the screened-in porch in the back.
Amenia, NY
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4. 307 Walnut Plain Rd, Rochester, MA
Price: $550,000
Year built: 1735
New England Cape: Beautiful hardwood flooring runs throughout this spacious three-bedroom residence sitting on 2 acres.
You can still see the home’s history in its four fireplaces, beamed ceilings, large barn, and milk house.
Rochester, MA
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5. 16 Emery Ln, Stratham, NH
Price: $570,000
Year built: 1740
Chase’s Tavern: A former meetinghouse during the War for Independence, the property was later operated by market gardener John Emery.
The three-bedroom home sits on more than 2 acres and features exposed beams, restored hardwoods, and three fireplaces. It’s been updated with a new five-bedroom septic system for possible expansion.
Stratham, NH
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6. 7 Tradd St, Charleston, SC
Price: $3,275,000
Year built: 1743
Charming Southern beauty: Located in the heart of the city, this three-bedroom home has three levels and features a wine cellar and saltwater pool.
Fully renovated, the elegant home features three cozy fireplaces. And the captivating primary suite opens up to a glorious Juliet balcony.
Charleston, SC
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7. 1196 Central Ave, Needham, MA
Price: $1,249,000
Year built: 1743
Built by Nathaniel Tolman: Period finishes like the original wide-plank wood flooring and exposed beams remain intact in this five-bedroom farmhouse.
Offering more than 3,100 square feet of living space, this Colonial has a bright and airy eat-in kitchen with wood-burning stove. The nice-sized primary bedroom comes with two closets and a fireplace.
Needham, MA
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8. 56 Water St, Boyertown, PA
Price: $750,000
Year built: 1749
Nearly 30 acres: This 18th-century home sits on nearly 30 acres of land in a conservancy, which means a new owner will be obliged to protect it.
The main home was built in 1749, but several additions over the decades provide more space. On the property, there’s also an in-law suite, a building once used as a foundry, and a garage to store cars and farming equipment. One last highlight? There’s a nonfunctioning outhouse on the property.
Boyertown, PA
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9. 28 Lake St, Coventry, CT
Price: $179,000
Year built: 1750
Residential and commercial use: The house served as a single-family residence for a couple of centuries before being converted into a two-family dwelling. It’s currently in use as a doctor’s office, but a buyer could decide to switch it up. Town approval will be required to convert the dwelling back to solely residential use.
Overlooking Coventry Lake, this antique property sits in the new Village Center Zone, which allows for both residential and commercial uses.
Coventry, CT
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10. 8 Greenwood Ave, East Providence, RI
Price: $759,000
Year built: 1760
Restored Colonial: From the circular main staircase to the additional rear staircase, you can also easily spot this five-bedroom home’s history in its beautifully restored hardwood flooring.
Modern updates over the years mean the residence now features a chef’s kitchen with recessed lighting and granite countertops as well as a family room with French doors. A bonus room or studio can be found above the two-car garage.
East Providence, RI
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