The Long Lots neighborhood is a sought-after area of Westport bordering Southport and located between the Post Road and Cross Highway. It derives its name from the original “long lots,” drawn for farmers in the 1600s. The oldest house in Westport, built-in 1690, is still standing on Long Lots Rd. Many of the homes in this area feature architecture from the colonial era.
Long Lots is primarily a residential area and at the heart of the neighborhood is the 40-acre Fairfield County Hunt Club. Founded nearly 100 years ago for equestrians and polo players, residents can still enjoy horse shows and polo matches. The club draws families from around the area for its resort-like amenities, gourmet dining, first-class sports programs, swim team, and vibrant social scene. Bustling with family-friendly activities, the Hunt Club offers two swimming pools, tennis and paddle courts, a formal dining room and casual grill room, summer camps, and a skating rink. Meanwhile, six barns and several indoor and outdoor rings maintain the historic riding tradition.
Staples High School, consistently rated one of the top high schools in the country by US News and World Report, is located on North Ave in the Long Lots neighborhood. Ranked #1 in the state of Connecticut by Niche 2019-2020 and #4 best high school in CT 2020-2021 by US News. Residents in the Longs Lots neighborhood have easy access to the Staples High School swimming pool that is available to all residents, ages 6 and up, and their guests for recreational and lap swimming during the posted hours.
The school newspaper, Inklings, has won the Columbia Scholastic Press Association gold medal every year since 2000. The paper has also received the rank of First Place with “Special Honors” from the American Scholastic Press Association since 2001 and has been dubbed “the best school paper in the state” by the Hartford Courant.
Long Lots neighborhood provides easy access for commuters to the Merritt Parkway and I95. Proximity to the Post Road allows for quick access to shopping, restaurants, and amenities. Children residing in the neighborhood attend Long Lots Elementary School (K-5), Bedford Middle School (6-8), and top-rated Staples High School (9-12).
$6,000,000
Active
31 Woody Lane Westport, Connecticut
6 Beds 9 Baths 7,990 SqFt 2 Acres
$5,290,000
Active
17 Moss Ledge Road Westport, Connecticut
6 Beds 7 Baths 3,277 SqFt 1.030 Acres
$4,299,000
Under Contract
1 Sycamore Drive Westport, Connecticut
6 Beds 8 Baths 5,874 SqFt 1.290 Acres
$4,285,000
Active
5 Boxwood Lane Westport, Connecticut
6 Beds 11 Baths 8,416 SqFt 1.850 Acres
$3,999,000
Active
30 Hyde Lane Westport, Connecticut
6 Beds 8 Baths 6,745 SqFt 1 Acres
$3,999,000
Under Contract
10 Greenwood Lane Westport, Connecticut
6 Beds 8 Baths 1,816 SqFt 1.120 Acres
$3,995,000
Active
55 Sturges Highway Westport, Connecticut
6 Beds 8 Baths 5,324 SqFt 1 Acres
$3,699,000
Active
Lot B Fresenius Road Westport, Connecticut
7 Beds 8 Baths 0.710 Acres
$3,650,000
Active
9 Plunkett Place Westport, Connecticut
5 Beds 8 Baths 7,282 SqFt 1.340 Acres
$2,999,000
Active
12 Maple Avenue North Westport, Connecticut
5 Beds 6 Baths 0.500 Acres
$2,899,000
Under Contract
6 Whippoorwill Lane Westport, Connecticut
5 Beds 6 Baths 5,507 SqFt 1 Acres
$2,850,000
Active
10 Maple Avenue North Westport, Connecticut
5 Beds 7 Baths 0.600 Acres
$2,800,000
Under Contract - Continue to Show
64 Bayberry Lane Westport, Connecticut
4 Beds 7 Baths 6,075 SqFt 1.680 Acres
$2,595,000
Active
57 Maple Avenue North Westport, Connecticut
5 Beds 6 Baths 6,187 SqFt 1.090 Acres
$2,590,000
Under Contract
1 Fresenius Road Westport, Connecticut
6 Beds 8 Baths 4,785 SqFt 0.520 Acres