Built in 1710, a Relocated Colonial in Connecticut Is This Week’s Oldest Home



A Colonial that was relocated from Lexington, MA, to New Canaan, CT, is the oldest property on the market this week on Realtor.com®.

The spacious home boasts a central chimney extension through the roof in a T shape, a “hallmark of the earliest Colonial period,” according to the listing. The 4-acre property also includes a two-car garage and a barn.

Other vintage dwellings to hit the market this week include a Greek Revival estate in Virginia, a Rhode Island riverfront gem, and a New Jersey townhouse that survived the Revolutionary War and later hosted Ernest Hemingway.

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

1. 77 Benedict Hill Rd, New Canaan, CT

Price: $1,875,000
Year built: 1710
Relocated and reassembled:
This five-bedroom Colonial was originally built in Lexington, MA. It was later disassembled and reassembled, board by board, in its current location.

The 3,069-square-foot house features many period details, including the brick center chimney, frame-and-beam construction, and interior paneling. Five fireplaces, exposed-beam ceilings, and restored hardwood floors can also be found throughout. A dining room holds a built-in cabinet where liquor is said to have once been hidden.

The home sits on a private, 4-acre lot.

New Canaan, CT



2. 101 Holt Rd, South Andover, MA 

Price: $2,350,000
Year built: 1740
Expanded and modernized:
This six-bedroom Colonial has been entirely renovated and modernized.

Now measuring 4,100 square feet, the home features a kitchen with double ovens, stainless-steel appliances, and a center island. Historic details include the fireplaces, including one with a brick oven in the dining room, built-in bookshelves, and exposed-beam ceilings.

Soak in views of the 1.4-acre lot from the year-round sun porch.

South Andover, MA



3. 4750 Warner Hall Rd, Gloucester, VA

Price: $3,995,500
Year built: 1748
Warner Hall:
This stately Greek Revival Colonial sits on nearly 30 acres along the Severn River.

The eight-bedroom mansion offers a whopping 16,798 square feet of living space. A grand entry features a double foyer and staircase. Historic details include 12 fireplaces, preserved hardwood and brick floors, and wood-beam ceilings.

A cute cottage by the river can host guests and extended family. The property also comes with a pier, boatlift, and ramp.

Gloucester, VA



4. 125 New Meadow Rd, Barrington, RI

Price: $1,070,000
Year built: 1750
Riverfront beauty:
Perched next to the Barrington River, this four-bedroom abode offers 2,529 square feet of living space. It features four fireplaces, including the original granite hearth.

The dining room showcases period wainscoting and a built-in cabinet. A primary suite on the first floor has a fireplace and walk-in shower. A bedroom suite upstairs comes with access to a private balcony. The property also comes with a private dock.

Barrington, RI



5. 107 Millstone Rd, Millstone, NJ

Price: $925,000
Year built: 1750
Updated Dutch Colonial:
This four-bedroom, lakefront home packs on the charm.

The 2,672-square-foot abode features restored wood floors, exposed brick, and beam ceilings. A cozy living room has a large fireplace. Updates include a modern kitchen with stainless-steel appliances, sliding barn doors in the bedrooms, and an HVAC system.

The 8-acre property includes a naturally stocked lake.

Millstone, NJ



6. 145 Ewing St Unit A, Princeton, NJ

Price: $1,320,000
Year built: 1755
A writer’s retreat:
This four-bedroom townhouse survived the Revolutionary War and later, reportedly, became a writer’s retreat for none other than Ernest Hemingway.

The fully updated interiors feature distressed white oak flooring, recessed lighting, and new windows. The stylish kitchen serves up a Smeg range, quartzite countertops, and an oversized island. A first-floor primary suite comes with a private entrance.

The adjoining side of this duplex is also available for sale.

Princeton, NJ



7. 7 Ship St, Joppa, MA

Price: $745,000
Year built: 1760
Charming half-house:
This 1,679-square-foot home has been thoughtfully preserved and features two fireplaces, restored hardwood floors, and exposed-beam ceilings.

There are two en suite bedrooms, and a third-floor loft could be used as a home office or extra bedroom. A modernized kitchen boasts a cathedral ceiling with skylights.

The property is pending sale.

Joppa, MA



8. 476 Longmeadow St, Longmeadow, MA

Price: $540,000
Year built: 1760
Lovely farmhouse:
This four-bedroom home features wide-plank wood floors and four fireplaces.

Other period highlights include wood paneling, wainscoting, and original door latches. Two staircases can be found throughout the 3,232 square feet of living space. A cozy living room boasts an oversized hearth with a bread oven.

The 1-acre property also comes with lovely perennial gardens.

Longmeadow, MA



9. 137 Readington Rd, Readington Twp, NJ

Price: $1,449,000
Year built: 1770
Expanded antique:
This six-bedroom home includes a veterinary hospital with a guest suite.

An updated kitchen is equipped with granite countertops, modern appliances, and heated flooring. A dining room opens up to a greenhouse. The upstairs primary suite includes a private balcony overlooking the backyard.

The bucolic, 8.6-acre property has an in-ground pool and two pool houses.

Readington Township, NJ



10. 14 Main St, Windham, ME

Price: $299,000
Year built: 1775
Affordable Cape:
This budget-friendly home also boasts lots of charm.

The 1,155-square-foot Cape comes with two bedrooms. Historic highlights include exposed beams, wood ceilings, and wide-board floors. The adorable kitchen has cabinets made from reclaimed doors and butcher block countertops.

The primary bedroom has a balcony with views of the Presumpscot River. A sale is pending on the property.

Windham, ME


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