Colonial Charmers: The 10 Oldest Homes To Land on the Market This Week

oldest homes

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After three centuries, these 10 homes aren’t simply still standing—they’re also ready for a fresh start with a new owner.

For lovers of old houses, we’ve rounded up the 10 oldest homes to land on the market this week. What we uncovered is a collection of Colonial charmers with exciting stories to tell.

If you’re the entrepreneurial type, there’s a renovated schoolhouse built in 1715 that comes with an option to open an antiques shop.

There’s also Lapham manor, which was built in 1710 for an aristocrat. In Massachusetts, there’s a home that is believed to have hosted one of the first Japanese people in North America.

These aren’t just homes—they’re pieces of American history you can own! We’d love to hear from you if you make an offer on any one of these 10 oldies but goodies.

1. 1542 Wantagh Ave, Wantagh, NY

Price: $769,990
Built in 1700: This 320-year-old home has a dollhouse exterior and sits on a half-acre in the heart of town. Impeccably maintained over the centuries, this five-bedroom, Federal-style Colonial features a mahogany staircase, large great room, wide-plank pine flooring, and a yard filled with secret gardens to complete the fairy-tale feel.

Wantagh NY Colonial exterior
Wantagh, NY

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2. 223 Lake Rd, Bozrah, CT

Price: $775,000
Built in 1710: The listing says this is the oldest “authentically restored” home in the area. Known as the Lapham manor, the property is said to have originally belonged to an aristocratic Pilgrim. Today, the 96-acre gentleman’s farm includes a three-bedroom Colonial farmhouse, organic gardens, vineyards, an events barn, antique field sheds, and a pond.

Bozrah CT farmhouse
Bozrah, CT

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3. 64 Good Hill Rd, Oxford, CT

Price: $300,000
Built in 1710: Known as the Pringle-Wooster house, this three-bedroom Cape Codder has been carefully maintained by its current owner over the past 30 years. It features beamed ceilings, three fireplaces, and wide-board floors. The 1.5-acre property sits next to the Katharine Matthies Woodland Preserve with 45 acres of open spaces and hiking trails.

Oxford CT farm house exterior
Oxford, CT

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4. 10 Oxford St, Fairhaven, MA

Price: $425,000
Built in 1713: Part of the Manjiro Walking Trail, this home was where Manjiro Nakahama was given English lessons in the 1840s, according to the listing. Nakahama, a teenager rescued from a shipwreck by an American whaler, is said to have been one of the first Japanese people to live in America. Today the charming three-bedroom home has three fireplaces, wide-plank floors, and lovely gardens tucked among the trees on its half-acre lot.

Fairhaven, MA Allen sisters house exterior
Fairhaven, MA

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5. 13500 Longnecker Rd, Glyndon, MD

Price: $2,999,500
Built in 1713: Called the Welcome Here Farm, this 60-acre estate has walking trails, a duck pond, trout stream, and 10-stall horse barn. The main house is simply grand. At 9,000 square feet, this Colonial is designed for entertaining a crowd in high style and features a large dining room as well as a bar and patio overlooking the pool out back.

Welcome here farm exterior
Glyndon, MD

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6. 886 Main St N, Southbury, CT

Price: $639,000
Built in 1715: A local landmark, this Colonial schoolhouse was recently renovated. The three-bedroom main house features a family room with its original hearth and woodwork. There’s also a large loft over the barn and a guest cottage on the 3.3 acre-property, which is zoned for an antiques shop.

Southbury, CT schoohouse exterior
Southbury, CT

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7. Undisclosed address, Ashford, CT

Price: $239,000
Built in 1715: Stone walls and sugar maple trees border this pristine 6-acre property, which was once part of the 200-acre Bicknell Farm. The Cape Cod–style main house has three bedrooms and a screened porch overlooking the pasture. The property, which includes a barn built in 2004, sits adjacent to the 25-acre Bicknell-Harris Preserve.

Ashford, CT farm house exterior
Ashford, CT

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8. 27 Lakemans Ln, Ipswich, MA

Price: $719,900
Built in 1719: Located near downtown, this 3,000-square-foot Colonial features a four-season sunroom and patio. The 1.4-acre property provides plenty of room to stretch out in the yard. All city residents are eligible to purchase a $20 annual pass to nearby Crane Beach.

Ipswitch, MA Colonial exterior
Ipswich, MA

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9. 614 Child St, Warren, RI

Price: $339,900
Built in 1728: According to the listing, this may be one of the oldest homes in town. The 2,250-square-foot charmer has three bedrooms, six fireplaces, and wide-plank floors. The 1.5-acre lot can also be subdivided to build additional homes.

Warren, RI Colonial exterior
Warren, RI

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10. 192 Hope Valley Rd, Hebron, CT

Price: $369,900
Built in 1734: This center-chimney Cape Cod is known as the Nathaniel Phelps Jr. home. Careful updates to the three-bedroom dwelling have created a nice balance of historic charm and modern convenience. The 4-acre property is surrounded by rustic stone walls and includes pastures, several outbuildings, a kitchen garden, and a variety of fruit trees and bushes.

Hebron CT farmhouse exterior
Hebron, CT

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