Built in 1690, a Charming Connecticut Colonial Is This Week’s Oldest Home

by Kellie Speed

A classic saltbox Colonial built in 1690 in Woodbury, CT, is the oldest home on the market this week on Realtor.com®.

The spacious property boasts the original wood shop where craftsmen are said to have created everything from wainscoting to built-in cabinetry.

Other vintage gems to hit the market this week include a center-chimney Colonial in New Hampshire, a charming Cape Codder in Massachusetts, and a New Jersey stone home.

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

1. 99 Old Sherman Hill Rd, Woodbury, CT

Price: $589,000
Year built: 1690
Saltbox Colonial: This two-bedroom gem is one of the oldest homes in Woodbury, according to the listing.

The 2,034-square-foot residence features wide-plank flooring, original wainscoting, wood-paneled walls, and exposed-beam ceilings. Three fireplaces can be found throughout the home, including two with ovens.

The 3-acre property also features a two-story barn, a woodworking shop, and a shed with an attached outhouse.

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2. 729 Main St, Weymouth, MA

Price: $499,000
Year built: 1718
Cute Cape: This four-bedroom Cape Codder features built-in bookshelves, two fireplaces, and wide-plank pine floors.

The 1,580-square-foot residence has been updated over the years. The kitchen has maple cabinets and granite countertops, and the dining room has built-in cabinetry. New windows were recently installed on the first floor.

The detached garage includes a work area with new electrical.

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3. 34 Smith Corner Rd, Newton, NH

Price: $400,000
Year built: 1730
Francis Chase Homestead: This center-chimney Colonial boasts five fireplaces, wood-paneled walls, exposed beams, and wide-plank floors.

Affordably priced, the three-bedroom home is in need of some TLC. The open kitchen has a wood-burning stove with a beehive oven. The living room offers an oversized brick fireplace.

The 4-acre lot includes a two-car garage and a four-stall barn with a paddock.

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4. 2 Sheffield Rd, Egremont, MA

Price: $1,100,000
Year built: 1731
Berkshire beauty: This three-bedroom home has been thoughtfully modernized over the years.

Measuring 3,148 square feet, it features three en suite bedrooms, two offices, and a solarium. While there aren’t many interior photos, the listing notes that the “tastefully renovated home” offers large living rooms and an eat-in kitchen.

The 1-acre lot sits on Hubbard Brook. A second dwelling on the property is currently being rented out as a quilt shop, but it could be transformed into a guesthouse.

Egremont, MA

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5. 257 Elm St, Kingston, MA

Price: $679,000
Year built: 1735
Cute half-Cape: This cozy, three-bedroom home has been beautifully modernized over the years.

The 2,878-square-foot residence still features exposed-beam ceilings, preserved hardwood floors, and a fireplace with a beehive oven. The bright living room boasts built-in bookshelves, and the kitchen has granite countertops. The family room includes access to an oversized deck out back.

The primary suite is upstairs and features a cathedral ceiling. The newly renovated lower level has a wet bar and additional living space.

The 2-acre lot includes frontage along Soules Pond.

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6. 9 Lee St, Marblehead, MA

Price: $1,295,000
Year built: 1736
John Bassett House: This three-bedroom, waterfront dwelling is part of the Marblehead Historic District, located in the Colonial neighborhood of Old Town.

The four-story, 2,160-square-foot home features wide-plank wood flooring and wood-beam ceilings throughout. You can enjoy picturesque views from two decks. The fenced-in lot also has a patio and a detached, one-car garage.

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7. 1263 Westover Rd, Stamford, CT

Price: $1,750,000
Year built: 1740
Bantam Farm: This updated, four-bedroom farmhouse offers wide-plank floors, three fireplaces, and built-in beds.

The cozy living room comes with built-in bookcases and an exposed-beam ceiling, and French doors lead to an airy sitting room. The bright kitchen has Mexican tile flooring and a large island with a prep sink. Sliders from here open to a large patio that overlooks the landscaped yard.

The first-floor bedroom could be used as an office. The remaining bedrooms are upstairs.

The 2.5-acre property includes a two-bedroom guest cottage, a one-bedroom art studio, and a barn.

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8. 41 Brookville Hollow Rd, Stockton, NJ

Price: $1,075,000
Year built: 1740
Stone home: Historic highlights of the 2,052-square-foot home include random-width pine flooring, exposed stone walls, and a Dutch door.

There are no interior photos available, but the listing says the home features “a fieldstone fireplace with wood stove insert, exposed beams, many windows, and sliding glass doors leading out to the expansive stone patio.”

The 4.8-acre lot comes with a two-car garage, including loft space that could be used as a studio or office.

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9. 153 Exeter Rd, Hampton Falls, NH

Price: $839,000
Year built: 1743
Lt. Joseph Sanborn House: This three-bedroom home is said to have been part of the Underground Railroad.

While it does need some work to restore its historic beauty, the 3,440-square-foot home features many period details. Highlights include four fireplaces, original wood paneling, and exposed-beam ceilings. The large living room boasts a cathedral ceiling and a wood-burning stove. The dining room has a wall of built-ins.

This 4-acre property abuts Applecrest Farm and comes with a four-stall barn with a heated tack room, and a three-car garage.

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10. 538 Main St, Wethersfield, CT

Price: $599,900
Year built: 1747
Waterfront wonder: Overlooking Wethersfield Cove, this five-bedroom Colonial has been thoughtfully modernized over the years.

Measuring 3,661 square feet, the home boasts a bright kitchen with a two-tier island and a custom pantry. Wide-plank flooring, three fireplaces, and original wood paneling can be found throughout the residence.

The primary suite comes with a custom closet and a spacious bathroom. You can enjoy waterfront views from the stone terrace or the balcony off the family room.

The 1.2-acre property includes a separate one-bedroom living space to accommodate extended family and guests.