$2,344,756Average Value$695Average Price per Sq Ft23Homes For Sale
A high-end suburb with an involved community in Westport
Staples shares a name with Westport’s well-ranked public high school, which is one of the area's major draws. Niche gives both the high school and the district an A-plus grade, ranking it as the second-best district in the state. Staples High sits near the middle of the neighborhood, among peaceful streets filled with luxurious colonial-style homes. While much of life can revolve around students, the community extends beyond younger residents. “After their kids leave the school system, people will stay for their empty nesting years. They have longtime friends here, so it’s just a fabulous place to be an empty nester, too,” says Leslie Clarke, a Realtor with Compass Connecticut and established Westport resident. Staples is also centrally located in Westport, putting locals within 4 miles of the shopping in Westport Village and the recreation along the coast.
Large Colonial Revivals with neat landscaping
Peaceful, residential streets weave through the trees in Staples, often ending in cul-de-sacs. Homes sit on landscaped lawns encircled by stone retaining walls and short wooden fences. Older homes, like ranch-style houses and smaller Colonial Revivals from the early-to-mid 1900s, cost between $600,000 and $1 million. Large Colonial Revivals built within the last 20 years usually cost between $1.5 million and $3.5 million, but new, sprawling colonial-inspired estates can cost as much as $4.5 million.
Older houses in Staples cost between $600,000 and $1 million.
Ranch-style homes are a common type of houses in Staples.
1/2
Staples High School is the best in Connecticut
All three of the schools that Staples students are zoned for are in the neighborhood. Kids can begin at Long Lots Elementary School, which has an A-plus rating from Niche. They may progress to Bedford Middle School, which earns an A grade. Staples High School, which Niche ranks as the best high school in the state, earns an A-plus. Students can apply to technical or magnet high schools in nearby cities, like the J.M. Wright Technical High School in Stamford or the Center for Global Studies in Norwalk, to enroll in specific career preparatory programs. Staples High School also offers courses in culinary arts, photography and graphic design.
Bedford Middle School in Westport is also highly rated, scoring an A from Niche.
Staples High School serves students in grades 9th through 12th and earns an A-plus from Niche.
1/2
Ball fields, country clubs and nearby beaches
Little league and softball teams practice at the Town Farm Ball Complex, a public park with ball fields and pickleball courts. “A big draw to Westport is that all the children’s sports and recreational activities are town-wide,” Clarke says. “Even if they go to different elementary or middle schools, by the time they enter Staples, the kids know each other.” The neighborhood also has the Fairfield Country Hunt Club, a social and equestrian club with riding stables and experienced trainers. It frequently hosts horse shows, and members meet for matches on the tennis courts and lounge by the swimming pools. Along the coast, there’s the Westport Longshore Club, which has a public golf course, marina, swimming pool and tennis courts. Compo Beach and Sherwood Island State Park are both popular places to go swimming or explore the Long Island Sound's coast.
Youth sports teams practice at the Town Farm Ball Complex in Staples.
The equestrian Fairfield Country Hunt Club in Staples has riding stables and tennis courts.
1/2
Local eateries on Post Road and retail stores close by
Post Road is lined with restaurants and businesses. In the morning, locals can grab breakfast from PopUp Bagels, which offers rotating flavors of different schmears. American classics, like omelets, pancakes and cheeseburgers, are served at Sherwood Diner, a comfortable, old-fashioned eatery. At Pizza Lyfe, diners order New York-style pies and Italian sandwiches. For groceries, Post Road has supermarkets like Trader Joe’s and Big Y Supermarket. The neighborhood is 2 miles from Westport’s walkable shopping district, which is built along the Saugatuck River. Residents peruse shops like Anthropologie, Lululemon, Gap, Vineyard Vines and J. Crew or head to the historic Westport Country Playhouse to attend plays or concerts.
Staples residents pick up groceries from Big Y Supermarket.
PopUp Bagel offers rotating flavors of different schmears in Staples.
1/2
Events at the local high school and community gatherings downtown
The community often congregates at Staples High School, cheering on the Wreckers at football games or appreciating the high school band at the December candlelight concert. Westport Village, the neighborhood just east of Staples that hosts the shopping district, is a destination for larger town events. In the summer, free outdoor concerts are held at the riverside Levitt Pavilion. Holiday parades march down Main Street for Memorial Day and Halloween.
Cheering on the Wreckers at Staples High School football games is a popular activity in Staples.
Free outdoor concerts are held at the riverside Levitt Pavilion west of Staples in Westport Village.
1/2
Major interstates, bus routes and train lines are nearby
Sidewalks don’t line the neighborhood’s residential streets, so most people drive to run errands. U.S. Route 1, which is lined with stores and restaurants, anchors Staples to downtown Westport and nearby towns. This is also where residents find bus stops operated by the Greater Bridgeport Transit Authority, which has lines that go between Norwalk and Bridgeport. Commuters who work in New York City can connect with Interstate 95 to travel 55 miles to Manhattan. More commonly, they park at the Westport train station, about 4 miles from Staples, and board the Metro-North Railroad’s New Haven line. The train takes about 70 to 90 minutes to arrive at Grand Central Terminal. Staples also has a CAP Index crime score of 2 out of 10, which is lower than the national average of 4.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
Post Rd. East & Opposite Sherwood Island Connector
Staples Demographics and Home Trends
On average, homes in Staples, Westport sell after 51 days on the market compared to the national average of 52 days. The median sale price for homes in Staples, Westport over the last 12 months is $2,200,000, down 2% from the median home sale price over the previous 12 months.
Welcome to 32 Webb Road, a stunning new home nestled on a quiet cul-de-sac in one of Westport's most desirable neighborhoods. Thoughtfully designed and masterfully built, this home blends timeless New England architecture with high-end modern finishes and exceptional attention to detail. Step inside to discover a sun-filled open floor plan, custom millwork, and beautifully scaled living spaces.
AMAZING NEW CONSTRUCTION! Located in the heart of Westport, The Gables of Westport presents a collection of eight townhomes and five flats, blending sophisticated design with the ease of in-town living. Enjoy close proximity to Metro-North, major highways, Longshore Club & Park, Compo Beach, Levitt Pavilion, Westport Country Playhouse, fine dining, shopping, and entertainment. Crafted by local
AMAZING NEW CONSTRUCTION! Located in the heart of Westport, The Gables of Westport presents a collection of eight townhomes and five flats, blending sophisticated design with the ease of in-town living. Enjoy close proximity to Metro-North, major highways, Longshore Club & Park, Compo Beach, Levitt Pavilion, Westport Country Playhouse, fine dining, shopping, and entertainment. Crafted by local
NEW CONSTRUCTION with Pool, on a quiet cul-de-sac, in a neighborhood that is great for walking/biking in central Westport. Walk to Post Rd shops/restaurants, Winslow Dog Park, even Main St, Library, and the Levitt Pavilion! 6 bedrooms/5 full baths/ 2 half baths. 4 finished floors of living space. Gunite Pool w/Automatic Safety Cover and Room for Cabana. HUGE, FLAT, FENCED IN YARD for
AMAZING NEW CONSTRUCTION! Located in the heart of Westport, The Gables of Westport presents a collection of eight townhomes and five flats, blending sophisticated design with the ease of in-town living. Enjoy close proximity to Metro-North, major highways, Longshore Club & Park, Compo Beach, Levitt Pavilion, Westport Country Playhouse, fine dining, shopping, and entertainment. Crafted by local
AMAZING NEW CONSTRUCTION! Located in the heart of Westport, The Gables of Westport presents a collection of eight townhomes and five flats, blending sophisticated design with the ease of in-town living. Enjoy close proximity to Metro-North, major highways, Longshore Club & Park, Compo Beach, Levitt Pavilion, Westport Country Playhouse, fine dining, shopping, and entertainment. Crafted by local
Welcome future Westporter resident! Your carefree modern lifestyle awaits. Elegantly designed and finished high-tech Smart-Townhomes offer the best of every world! These stylish condominium-level finishes boast quartz kitchen islands and upgraded stainless steel appliance packages. Plenty of natural light shines through floor-to-ceiling windows. State-of-the-art Smarthome technology includes full
Enjoy everyday luxuries on a grand scale at Harvest Commons. This impeccably renovated townhouse offers accessible one level living and rarely found first & second floor suites. The main level includes a perfectly appointed gourmet kitchen. The open dining area has plenty of room for a 6-8 person table and has a lovely buffet/bar for entertaining. Both the kitchen and living rooms have sliding
Suburban comfort mixed with urban convenience. Ideally located north of the Long Island Sound and one hour away from New York, our studio and one-bedroom homes are the perfect place to live and thrive. These Westport, CT, apartments are ready to satisfy all your needs through a wide range of amenities and services. Flexible lease terms are also available!Modern and airy our residences recreate
Sound Score® measures the noise level of any address. Transit Score® measures access to public transit. Bike Score® measures the bikeability of any address.
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. Our sources include: Accuweather, Public Records and Neustar. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.