Westport, Connecticut

Your complete guide to Westport CT homes for sale, neighborhoods, schools, beaches, commuting, and market insights.

Why Buyers Choose Westport, Connecticut

Westport is one of the most sought-after towns on the Connecticut Gold Coast — known for its coastal lifestyle, vibrant arts community, exceptional schools, and beautiful neighborhoods. It offers the perfect balance of sophistication, creativity, and convenience, attracting families, executives, and relocation buyers from New York City.

Westport appeals to buyers seeking:

• Coastal access and beautiful beaches
• Top-ranked public schools
• A thriving arts culture
• Walkable downtown shopping and dining
• Luxury homes and neighborhoods
• Excellent commuting options
• Strong real estate value and appreciation
• A lifestyle-driven, creative community

Westport CT Homes for Sale: What Buyers Can Expect

Westport CT real estate attracts buyers seeking top-ranked schools, coastal amenities, and a vibrant downtown with great restaurants, beaches, and arts. Westport offers a mix of architecturally distinctive homes, including modern estates, historic colonials, beach homes, and high-end new construction. Its neighborhoods are diverse, offering walkable living, waterfront communities, and private cul-de-sacs.

Common property types include:

• Luxury new construction
• Classic colonials
• Shingle-style coastal homes
• Modern and architect-designed homes
• Walk-to-town residences
• Beach-area cottages
• Estate homes on 1–4 acre parcels
• Riverfront and Sound-front properties
• Renovated midcentury homes
• Condominiums and townhouse communities

Typical price ranges:

• $900k–$1.5M — Smaller homes, some older colonials, starter properties
• $1.5M–$2.5M — Updated family homes, central neighborhoods
• $2.5M–$4M — Luxury homes, walkable areas, renovated properties
• $4M–$10M — Coastal homes, premium streets, new construction
• $10M–$30M+ — Waterfront estates, trophy properties

Westport Lifestyle: Beaches, Parks & Recreation

Westport is known for its coastal amenities and exceptional recreational opportunities.

Compo Beach

A major draw for residents:

• Sandy beach
• Marina and boat slips
• Volleyball courts
• Playgrounds
• Walking paths
• Picnic areas
• Sunset views

Compo Beach is a year-round lifestyle center for Westport families.

Sherwood Island State Park

Connecticut’s first state park offers:

• Expansive beach areas
• Large open green spaces
• Nature center
• Birdwatching
• Walking trails
• Scenic views of Long Island Sound

Longshore Club Park

One of Westport’s premier recreational amenities:

• Public golf course
• Tennis courts
• Sailing school
• Pool
• Marina
• Paddle tennis
• Fine dining
• Water views

Levitt Pavilion

A Westport institution offering:

• Free outdoor concerts all summer
• Family-friendly events
• Cultural performances
• Riverfront seating

Westport Library

Nationally acclaimed for its:

• Architecture
• Events and lectures
• Community programs
• Technology labs
• Creative studios

It is one of the most advanced libraries in the country.

Neighborhood Guide: Westport

Buyers reference these neighborhoods most when searching.

Compo Beach Area

Highly desirable coastal living:

• Walk to the beach
• Marina access
• Luxury new construction
• Beach cottages and renovated homes
• Strong resale value

Saugatuck

A walkable riverside neighborhood offering:

• Train station access
• Shops and dining
• Updated homes and townhouses
• Vibrant lifestyle feel

Greens Farms

One of Westport’s most prestigious areas:

• Historic New England charm
• Larger properties
• Private lanes
• Close to beaches
• Top-rated schools

Long Lots

Central Westport living:

• Popular family neighborhoods
• Strong school district
• Convenient to town and shopping
• Updated homes and new construction

Coleytown

A quiet suburban area offering:

• Larger lots
• Privacy
• Parks and preserves
• Distinguished schools
• Classic colonials and contemporary homes

Old Hill

An elegant, centrally located neighborhood known for:

• Beautiful, historic homes
• Close to downtown
• Strong curb appeal
• Easy commuting

Roseville/North Avenue

Popular with families seeking:

• Strong schools
• Proximity to Staples High School
• Convenient location
• Updated homes

Schools in Westport

Westport Public Schools are consistently ranked among the best in the state, known for:

• Exceptional academics
• Advanced STEM programs
• Award-winning arts and music
• Championship athletics
• College-level coursework
• National recognition
• High parent involvement

Public schools include:

• Staples High School
• Bedford Middle School
• Coleytown Middle School
• Long Lots Elementary
• Greens Farms Elementary
• Saugatuck Elementary
• Coleytown Elementary

Private school options nearby include:

• Greens Farms Academy
• Pierrepont School
• Fairfield Country Day
• King School
• Hopkins School (New Haven area)

Commuting From Westport

Westport is one of the most commuter-friendly coastal towns.

Commuting advantages include:

• Two train stations: Westport (Saugatuck) and Greens Farms
• Express trains to Grand Central
• 70–80 minutes to NYC depending on train
• Easy access to I-95
• Merritt Parkway nearby
• Close to Stamford and Norwalk corporate centers

Market Insights: Westport Real Estate

Many relocation buyers compare Westport CT real estate to Fairfield, Darien, Wilton, and Greenwich when evaluating schools, commute, and shoreline living. Buyers should know:

• Renovated homes sell quickest
• Beach and walkable neighborhoods command premiums
• New construction demand is extremely strong
• Inventory remains limited
• Off-market transactions are common
• School districts significantly influence pricing
• Riverfront and waterfront homes maintain long-term value

The Engel Team provides:

• Off-market access
• Construction and renovation guidance
• Pricing strategy and offer tactics
• Neighborhood comparison
• Buyer representation tailored to Westport micro-markets
• Local insights on lifestyle and resale value

Explore nearby areas:

• https://theengelteam.com/communities/greenwich/

• https://theengelteam.com/communities/darien/

• https://theengelteam.com/communities/wilton/

• https://theengelteam.com/communities/rowayton/

• https://theengelteam.com/communities/stamford/

• https://theengelteam.com/communities/new-canaan/

• https://theengelteam.com/communities/norwalk/

• https://theengelteam.com/communities/fairfield/

• https://theengelteam.com/communities/weston/

• https://theengelteam.com/communities/ridgefield/

• https://theengelteam.com/communities/easton/

• https://theengelteam.com/communities/redding/

• https://theengelteam.com/communities/southport/

• https://theengelteam.com/communities/newtown/

• https://theengelteam.com/communities/cos-cob/

• https://theengelteam.com/communities/riverside/

• https://theengelteam.com/communities/old-greenwich/

• https://theengelteam.com/communities/silvermine/

Other helpful links:

• https://theengelteam.com/search/

• https://theengelteam.com/contact/

• https://theengelteam.com/boroughs-and-burbs/

• https://theengelteam.com/about/

Thinking About Buying in Westport?

Whether you’re relocating, upsizing, downsizing, or seeking a coastal lifestyle, The Engel Team provides:

• Local expertise
• Private listings and previews
• Strategic offer guidance
• Market timing and analysis
• Neighborhood and school insight
• Full buyer representation

Connect here:
https://theengelteam.com/contact/