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The Ultimate Guide to Westport, Connecticut: Unveiling the Charms of a Historic Town

Welcome to the ultimate guide to Westport, Connecticut, a town that perfectly blends history, natural beauty, and vibrant community spirit. As leading experts in Fairfield County real estate, The Engel Team at Douglas Elliman is delighted to present a comprehensive overview of Westport. With its rich heritage, picturesque landscapes, thriving downtown, and tight-knit community, Westport offers an exceptional quality of life that captivates residents and visitors alike. In this extensive guide, we will delve into the town's captivating history, explore its diverse neighborhoods, highlight its top attractions, and showcase the incredible real estate opportunities available. Get ready to embark on an unforgettable journey through the enchanting town of Westport!

Westport: A Historical Gem

A Brief Overview

Nestled on the beautiful shores of Long Island Sound, Westport boasts a fascinating history that dates back to its founding in 1835. Originally an agricultural community, the town experienced a significant transformation during the Industrial Revolution, emerging as a bustling hub for shipping and manufacturing. Today, Westport seamlessly blends its rich heritage with modern amenities, making it an appealing destination for those seeking a quintessential New England experience.




Neighborhoods in Westport

Compo Beach: Sun, Sand, and Serenity

Just a stone's throw away from Westport's vibrant downtown lies the picturesque neighborhood of Compo Beach. With its pristine sandy shores and breathtaking views of the Long Island Sound, Compo Beach is a haven for beach enthusiasts and nature lovers. Enjoy a leisurely stroll along the boardwalk, have a picnic in the park, or take a refreshing swim in the cool waters. The real estate in Compo Beach ranges from charming beach cottages to luxurious waterfront estates, offering something for everyone.




Saugatuck: Where History Meets Modernity

Saugatuck, Westport's vibrant downtown district, seamlessly blends the charm of its historic roots with a thriving arts and culture scene. Explore the quaint boutiques, art galleries, and upscale restaurants that line the streets of Saugatuck. Don't miss the Saugatuck River, which winds through the heart of the neighborhood, providing breathtaking views and opportunities for outdoor activities. Saugatuck offers a variety of housing options, from historic homes with classic New England architecture to contemporary condominiums, catering to diverse lifestyles.




Green's Farms: A Tranquil Retreat

Nestled on the northern outskirts of Westport, Green's Farms offers a peaceful and idyllic setting. This neighborhood is known for its lush green landscapes, historic charm, and strong sense of community. Explore the beautiful Green's Farms Academy, a prestigious private school that has been an integral part of the area for over 100 years. The real estate in Green's Farms showcases a mix of historic homes, modern estates, and equestrian properties, providing residents with a serene retreat in close proximity to the town's amenities.




Attractions and Activities

Westport Country Playhouse: A Cultural Haven

For theater enthusiasts, a visit to the iconic Westport Country Playhouse is a must. Founded in 1931, this historic theater has hosted numerous acclaimed productions and continues to showcase a diverse range of performances. From Broadway hits to thought-provoking dramas, the Westport Country Playhouse offers an enriching cultural experience for residents and visitors alike.




Sherwood Island State Park: Nature's Playground

Embrace the beauty of the outdoors at Sherwood Island State Park, Connecticut's oldest state park. Spanning over 235 acres, this coastal park provides a tranquil escape from the hustle and bustle of daily life. Enjoy a leisurely hike along the nature trails, have a family picnic in one of the designated areas, or simply relax on the sandy beach. Sherwood Island State Park also offers educational programs and special events throughout the year, making it an ideal destination for nature enthusiasts of all ages.




Additional Attractions

Westport is also home to a myriad of other attractions that cater to various interests. Visit the Westport Historical Society to learn more about the town's captivating past, or explore the Earthplace Nature Discovery Center that offers interactive exhibits and nature trails. The Levitt Pavilion hosts free outdoor concerts during the summer months, providing an opportunity to enjoy live music under the stars. Additionally, the annual Westport Fine Arts Festival showcases the works of talented artists from around the country, adding a vibrant touch to the town's cultural scene.




Real Estate in Westport

A Range of Housing Options

Westport's real estate market offers a diverse selection of properties to suit various preferences and lifestyles. Whether you are seeking a waterfront estate with panoramic views or a charming colonial-style home in a family-friendly neighborhood, Westport has it all. With its prime location, excellent schools, and strong sense of community, investing in Westport real estate is a wise choice for those looking to establish roots in a thriving and picturesque town.




Explore More

To discover the full breadth of real estate options in Westport, we highly recommend visiting The Engel Team's website and exploring our extensive listings. Our team of experienced real estate professionals specializes in helping individuals and families find their dream homes in Westport and the surrounding areas of Fairfield County. We are dedicated to providing exceptional service, personalized attention, and expert guidance throughout the home-buying or selling process.




Explore Westport Further

To further explore the town of Westport, we encourage you to visit the comprehensive Wikipedia article on Westport. It provides a wealth of information about the town's history, geography, demographics, economy, and notable landmarks. This article serves as an excellent resource for both residents and visitors seeking a deeper understanding of Westport's rich tapestry.




Conclusion

Westport, Connecticut, is a town that seamlessly blends its rich history with modern amenities, offering residents and visitors a truly exceptional experience. From its picturesque beaches and vibrant downtown to its thriving arts scene and diverse real estate opportunities, Westport has something to offer everyone. As the leading real estate experts in Fairfield County, The Engel Team at Douglas Elliman is dedicated to helping you navigate the Westport market and find your dream home in this charming New England town. Contact us today to embark on your Westport real estate journey.


Q&A on All Things Westport

The Neighborhoods, All About Staples High School, the Elementary Schools, the Parks, the Restaurants, and Things to Do



Q. What are the best neighborhoods in Westport?

There are 7 neighborhoods in Westport, all of them good. There are tradeoffs being close to the coast, the most obvious being the ease of commuting.

Staples High School, Westport, CT

Q: How is Staples High School ranked nationally and within Connecticut?

A: Staples High School is highly ranked both nationally and within Connecticut. According to US News, it is ranked #284 in National Rankings and #4 in Connecticut High Schools. Niche also ranks it as the #1 Best Public High School in Fairfield County. Staples High School has an overall rating of 8 out of 10 on GreatSchools.org. This score is based on its high test scores, college readiness, and equity. In 2022, Staples High School ranked 13th out of 139 high schools in Connecticut, as per SchoolDigger. This is a change from its pre-pandemic ranking in 2018-2019 when it was ranked 2nd out of 121 high schools.

Q: What is the student-teacher ratio at Staples High School?

A: Staples High School maintains a student-teacher ratio of 12:1, which is equal to the Connecticut state level. This ratio is a good indicator of the level of attention and educational support each student can expect to receive. Source The student-teacher ratio at Staples High School in 2022 is 11.5, as reported by SchoolDigger.

Q: How does Staples High School perform in terms of student proficiency in Math and Reading?

A: Staples High School exhibits strong academic performance. The percentage of students achieving proficiency in math is 76%, which is significantly higher than the Connecticut state average of 39%. In reading/language arts, the proficiency rate is an impressive 92%, far surpassing the state average of 51%. Source

In the 2021-2022 academic year, 90.6% of students were proficient in 11th Grade English Language Arts, and 78.6% were proficient in 11th Grade Math, as per SchoolDigger.

Q: What is the diversity like at Staples High School?

A: The student body at Staples High School is predominantly White, making up 82% of the population. The remaining 18% consists of a mix of Asian (7%), Hispanic (5%), Two or more races (4%), and Black (2%) students. This diversity score is lower than the Connecticut state average. Source and by SchoolDigger.

Q: What is the graduation rate at Staples High School?

A: Staples High School boasts a graduation rate of 99%, placing it in the top 1% of Connecticut high schools. This high graduation rate is indicative of the school's commitment to student success. Source

Q: How many students attend Staples High School?

A: Staples High School has a student population of 1,803. This size allows for a diverse range of opportunities for students while maintaining a close-knit community feel. Source In 2022, Staples High School had a total of 1714 students, according to SchoolDigger.

Q: How does Staples High School rank in terms of college readiness?

A9: Staples High School excels in preparing its students for college. According to US News, it has a College Readiness Index of 66.8/100, which is calculated based on the proportions of 12th graders who took and passed AP exams.

Q: What are the SAT scores like for Staples High School students?

A: Staples High School students perform exceptionally well on the SATs. The average SAT score for Staples High School students is 1320, significantly higher than the national average. This is a testament to the quality of education and preparation students receive at Staples. Source

Q: What is the average expenditure per student at Staples High School?

A. The average total spent per student at Staples High School is $22,251, according to SchoolDigger.

Q. What is the percentage of students eligible for free or discounted lunch?

A. In 2022, 3% of students at Staples High School were eligible for free or discounted lunch, according to SchoolDigger.

Q. What is the impact of the COVID-19 pandemic on the school?

A. The COVID-19 pandemic has had several impacts on Staples High School. The school's ranking dropped from 2nd to 13th among Connecticut high schools. The total number of students decreased by 3% from the pre-pandemic period. The proficiency rates in 11th Grade English Language Arts and Math remained relatively stable, with slight changes of 2% and 0.3% respectively. The percentage of students eligible for free or discounted lunch decreased by 0.8%. The number of students identifying as Two or More Races increased by 83.8% during the pandemic. These changes are documented on SchoolDigger.

An IN-DePTH LOOK AT ELEMENTARY SCHOOLS IN WESTPORT, CT

Long Lots School

Q. How does Long Lots School rank in Connecticut?

A. Long Lots School ranks better than 96.3% of elementary schools in Connecticut. It also ranks 2nd among the 5 ranked elementary schools in the Westport School District. More details

Q. What was the Average Standard Score for Long Lots School in 2022?

A. The calculated Average Standard Score for Long Lots School in 2022 was 92.47. More details

Q. What is the student body size and racial makeup at Long Lots School?

A. Long Lots School has the largest elementary school student body size in the Westport School District. The racial makeup is: White (75.1%), Asian (9%), Hispanic (8%). More details

Q. What percentage of students are receiving a free or discounted lunch at Long Lots School?

A. About 2.7% of students at Long Lots School are receiving a free or discounted lunch. More details

Q. What is the student/teacher ratio at Long Lots School?

A. The student/teacher ratio at Long Lots School is 12.6, which is the highest among the 5 elementary schools in the Westport School District. More details

Q. How many full-time teachers does Long Lots School employ?

A. Long Lots School employs 44.8 full-time teachers. More details

Q. What is the average total spent per student at Long Lots School?

A. The average total spent per student at Long Lots School is $21,581, which is the lowest among the 5 elementary schools in the Westport School District. More details

Q. How has Long Lots School's ranking changed over the years?

A. Long Lots School's ranking has fluctuated over the years. For example, in 2006 it was ranked 4th among 570 elementary schools in Connecticut, while in 2022 it was ranked 18th among 490 schools. More details

Q. What is the impact of COVID-19 on Long Lots School?

A. The pandemic has led to changes in rankings, test scores, and student body numbers. For instance, the school's ranking improved by 2.5% during the pandemic. The percentage of students proficient in 3rd Grade English Language Arts increased by 6.4%, and the total number of students increased by 1.3%. More details

Q. What is the enrollment and ethnicity distribution at Long Lots School?

A. In 2022, Long Lots School had a total of 566 students. The racial makeup was: White (425), Asian (51), Hispanic (45), African American (9), and Two or More Races (36). More details

Coleytown Elementary School

Q1: How is Coleytown Elementary School ranked nationally and within Connecticut?

A1: Coleytown Elementary School is highly ranked within Connecticut. According to SchoolDigger, it is ranked 18th among 490 elementary schools in Connecticut for the year 2022.

Q2: What is the student-teacher ratio at Coleytown Elementary School?

A2: Coleytown Elementary School maintains a student-teacher ratio of 12:1, which is equal to the Connecticut state level. This ratio is a good indicator of the level of attention and educational support each student can expect to receive. Source

Q3: How does Coleytown Elementary School perform in terms of student proficiency in Math and Reading?

A3: Coleytown Elementary School exhibits strong academic performance. The percentage of students achieving proficiency in math is 79%, which is significantly higher than the Connecticut state average of 39%. In reading/language arts, the proficiency rate is an impressive 84%, far surpassing the state average of 51%. Source

Q4: What is the diversity like at Coleytown Elementary School?

A4: The student body at Coleytown Elementary School is predominantly White, making up 77% of the population. The remaining 23% consists of a mix of Asian (9%), Hispanic (6%), Two or more races (6%), and Black (2%) students. This diversity score is lower than the Connecticut state average. Source

Q5: How many students attend Coleytown Elementary School?

A5: Coleytown Elementary School has a student population of 423. This size allows for a diverse range of opportunities for students while maintaining a close-knit community feel. Source

Q6: What grades does Coleytown Elementary School offer?

A6: Coleytown Elementary School offers enrollment in grades Kindergarten-5. It also offers virtual instruction, providing flexibility for students' diverse learning needs. Source

Q: How has Coleytown Elementary School's ranking changed over the years?

A: Coleytown Elementary School's ranking has seen some variation over the years. In 2006, it was ranked 7th among 570 elementary schools in Connecticut, while in 2022 it was ranked 16th among 490 schools. More details

Greens Farms School

Q: What is the ranking of Greens Farms Elementary School?

A: According to SchoolDigger, Greens Farms Elementary School is ranked 30th among 490 elementary schools in Connecticut.

Q: How many students are enrolled in Greens Farms Elementary School?

A: Greens Farms Elementary School has an enrollment of 429 students according to SchoolDigger.

Q: How does Greens Farms Elementary School rank on GreatSchools.org?

A: Greens Farms Elementary School has an overall rating of 8 out of 10 on GreatSchools.

Q: How has Greens Farms School's ranking changed over the years?

A: Greens Farms School's ranking has fluctuated over the years. For instance, in 2006 it was ranked 5th among 570 elementary schools in Connecticut, while in 2022 it was ranked 17th among 490 schools. More details

Q: What is the student-teacher ratio at Greens Farms School?

A: Greens Farms School maintains a student-teacher ratio of 11:1, which is lower than the Connecticut state level of 12:1. Source The student-teacher ratio at Greens Farms Elementary School is 12:1 according to Niche.

Kings Highway Elementary School

Q. What is the ranking of Kings Highway Elementary School?

A. According to SchoolDigger, King's Highway Elementary School is ranked 32nd among 490 elementary schools in Connecticut. The school ranks better than 95.3% of elementary schools in Connecticut. It also ranks 3rd among 5 ranked elementary schools in the Westport School District. In 2022, the calculated Average Standard Score was 91.63.

King's Highway Elementary School employs 38.9 full-time teachers. The average total spent per student at King's Highway Elementary School is $24,095, which is the 2nd highest among 5 elementary schools in the Westport School District.

Q: How has Kings Highway Elementary School's ranking changed over the years?

A: Kings Highway Elementary School's ranking has seen some variation over the years. In 2006, it was ranked 6th among 570 elementary schools in Connecticut, while in 2022 it was ranked 19th among 490 schools. More details

Q: How many students are enrolled in King's Highway Elementary School?

A: King's Highway Elementary School has an enrollment of 445 students according to SchoolDigger.

Q: What is the student-teacher ratio at Kings Highway Elementary School?

A: Kings Highway Elementary School maintains a student-teacher ratio of 11:1, which is lower than the Connecticut state level of 12:1. Source According to SchoolDigger the student/teacher ratio at King's Highway Elementary School is 11.4, which is the 2nd best among 5 elementary schools in the Westport School District.

Saugatuck Elementary School

Q: What is the ranking of Saugatuck Elementary School?

A: According to SchoolDigger, Saugatuck Elementary School is ranked 19th among 490 elementary schools in Connecticut.

Q: How many students are enrolled in Saugatuck Elementary School?

A: Saugatuck Elementary School has an enrollment of 464 students according to SchoolDigger.

Q: What is the student-teacher ratio at Saugatuck Elementary School?

A: The student-teacher ratio at Saugatuck Elementary School is 12:1 according to Niche.

Q: How does Saugatuck Elementary School rank on GreatSchools.org?

A: Saugatuck Elementary School has an overall rating of 8 out of 10 on GreatSchools.

Q: How has Saugatuck Elementary School's ranking changed over the years?

A: Saugatuck Elementary School's ranking has fluctuated over the years. For example, in 2006 it was ranked 3rd among 570 elementary schools in Connecticut, while in 2022 it was ranked 20th among 490 schools. More details

Q: What is the student-teacher ratio at Saugatuck Elementary School?

A: Saugatuck Elementary School maintains a student-teacher ratio of 11:1, which is lower than the Connecticut state level of 12:1. Source

Westport Links:

A Comprehensive List of Resources in the Westport Community

Official website of the Town of Westport - https://www.westportct.gov/

This is the official website of the Town of Westport, providing reliable information about the town, its history, government services, and local resources.

Westport Public Schools - https://www.westportps.org/

This website provides information about the public school system in Westport.

Westport Country Playhouse - https://www.westportplayhouse.org/

The official website of the Westport Country Playhouse, a renowned theater, and cultural institution in the area, showcasing the cultural pursuits of Westport.

Levitt Pavilion for the Performing Arts - https://www.levittpavilion.com/

This is the official website of the Levitt Pavilion for the Performing Arts, a popular venue for concerts and events.

Westport/Weston Chamber of Commerce - https://www.westportwestonchamber.com/

The website of the Westport/Weston Chamber of Commerce offers valuable information about local businesses, events, and resources.

Westport Public Library - https://www.westportlibrary.org/

The official website of the Westport Public Library, which serves as a valuable resource for residents and visitors.

  • Sherwood Island State Park - https://portal.ct.gov/DEEP/State-Parks/Parks/Sherwood-Island-State-Park

  • This page on the Connecticut Department of Energy and Environmental Protection website provides information about Sherwood Island State Park, highlighting its natural beauty, recreational opportunities, and environmental conservation efforts.

  • Westport/Weston YMCA - https://westporty.org/

  • The official website of the Westport/Weston YMCA, a community organization that promotes health, wellness, and youth development.

  • WestportNow.com - https://westportnow.com/

  • WestportNow.com is a local news website providing up-to-date information on news, events, and community happenings in Westport.

  • Earthplace (Nature Center and Trails) - https://earthplace.org/

  • The website of Earthplace, a nature center offering educational programs, trails, and exhibits that focus on environmental conservation and awareness.

    • Westport Museum For History & Culture - https://westporthistory.org/

    • The official website of the Westport Museum for History & Culture, which showcases the town's rich history and cultural heritage. Linking to this site adds credibility and provides readers with access to valuable historical information.

    • Westport/Weston Chamber of Commerce - https://westportwestonchamber.com/

    • The website of the Westport/Weston Chamber of Commerce offers valuable information about local businesses, events, and resources. By linking to this reputable organization, you support the credibility and authority of the local business community.

    • Compo Beach - https://www.westportct.gov/lifeinwestport/compo-beach

    • This page on the official Town of Westport website provides information about Compo Beach, including amenities, activities, and regulations. Linking to this source offers readers reliable details about one of Westport's prominent recreational spots.

    • Longshore Golf Club - https://www.longshoregolfcourse.com/

    • The official website of Longshore Golf Club, a renowned golf course in Westport. Linking to this site showcases the town's sporting facilities and adds credibility in the realm of golf and leisure activities.

      • Westport Downtown Merchants Association - https://westportdowntown.com/

        The official website of the Westport Downtown Merchants Association, providing information about local businesses, events, and promotions happening in downtown Westport.

        Westport/Weston United Way - https://www.uwwestportweston.org/

        The website of the Westport/Weston United Way, a nonprofit organization that supports various community programs and initiatives.

        Westport/Weston Parent Teacher Association (PTA) - https://www.westportwestonpta.org/

        The official website of the Westport/Weston Parent Teacher Association, providing information about parent involvement in local schools, events, and resources.

        Westport/Weston Y's Men - https://www.ysmenwestportweston.org/

        The website of the Westport/Weston Y's Men, a service club dedicated to community service and charitable activities.

        Westport Public Arts Collections - https://www.westportpublicartcollections.org/

        This website showcases Westport's public art collections, including sculptures, murals, and other artistic installations.

        Westport/Weston Family Counseling - https://www.westportwestoncounseling.org/

        • The website of Westport/Weston Family Counseling provides information about counseling services and mental health support in the community. Linking to this site shows the town's dedication to promoting mental well-being.

          Westport Farmers' Market - https://www.westportfarmersmarket.com/

          The official website of the Westport Farmers' Market, a local market showcasing fresh produce, artisanal goods, and sustainable farming practices. Linking to this site emphasizes the town's support for local agriculture and healthy food options.

          Westport Arts Center - https://www.westportartscenter.org/

          The official website of the Westport Arts Center, a hub for visual and performing arts in the community.

          Westport Historical Society - https://westporthistory.org/

          The website of the Westport Historical Society offers information about local history, exhibits, and educational programs.

          Westport Parks and Recreation Department - https://www.westportct.gov/lifeinwestport/parks-and-recreation

          • The official website of the Westport Parks and Recreation Department, providing information about local parks, facilities, and recreational programs.

            Westport Artists Collective - https://www.westportartistscollective.com/

            The website of the Westport Artists Collective, an organization that promotes local artists and their works.

            Westport Volunteer Emergency Medical Service (WVEMS) - https://www.westportems.org/

            The website of the Westport Volunteer Emergency Medical Service, a vital organization that provides emergency medical services to the community. Showcases the town's commitment to public safety and emergency response.

            Westport Weston Health District - https://www.wwhd.org/

            The official website of the Westport Weston Health District, providing information on public health initiatives, resources, and community health services. Highlights the town's dedication to promoting and maintaining a healthy community.

            Westport Arts Advisory Committee - https://www.westportartsadvisory.org/

            The website of the Westport Arts Advisory Committee, a group that advises on arts-related matters in the town. Emphasizes the town's support for arts and culture and showcases the involvement of the committee in promoting artistic endeavors.