Search Westport, CT homes for sale with Westport, CT real estate expert, Jillian Klaff.
Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
Westport, CT is one of Fairfield County’s most in-demand coastal markets, known for a mix of classic New England architecture and high-end new construction. Housing stock ranges from restored 18th–19th century colonials and Capes to expanded mid-century homes and modern builds, with the most competitive pricing typically concentrated in walkable locations near downtown and the train, as well as along the waterfront and riverfront pockets. Buyers usually focus on three things here: commute access, neighborhood feel, and land/privacy. Westport’s Metro-North access (Saugatuck station) makes it a common choice for NYC commuters, while neighborhoods vary from in-town, sidewalk-friendly areas to more estate-like settings with larger lots. Inventory is often limited, so well-priced homes—especially those that are renovated, have strong layouts, or offer outdoor living—tend to move quickly. On the luxury end, waterfront and water-view properties (Long Island Sound and the Saugatuck River) command a premium and can come with additional considerations such as flood zones, insurance, and coastal permitting. Away from the shoreline, buyers often prioritize acreage, pool potential, and newer mechanicals, since many of the most charming homes are older and renovations can be a meaningful part of the total investment. If you’re evaluating options in Westport, the most useful way to narrow the search is by your “must-haves” (train proximity vs. acreage, turnkey vs. renovation, waterfront vs. inland privacy). From there, it’s easier to compare neighborhoods and value—not just by price per square foot, but by location, condition, and long-term resale appeal.
Get all your questions answered about Westport real estate in our comprehensive FAQs guide.
In Westport, CT, you'll discover a diverse range of single-family homes, each boasting its unique style, such as charming ranch-style, classic colonial-style, sleek contemporary-style, and modern-style homes.
The most popular neighborhoods in Westport include Cranbury, Fairfield Beach, East Norwalk, Greens Farms, and Long Island.
The housing market in Westport is somewhat competitive.
Factors contributing to the real estate market growth in Westport, CT, include its attractive location along the coast, excellent schools, proximity to New York City, a strong local economy, and the town's charm and amenities.
On average, homes in Westport sell after 31 days on the market compared to 55 days last year. However, this can differ depending on the specific property and market conditions.
Whether it's a good time to invest in real estate in Westport, CT, depends on various factors, including market trends, your financial situation, and investment goals. Consulting an expert Westport realtor can help you make an informed decision.
Top considerations for buying a property in Westport, CT, include budget, neighborhood preferences, property type and condition, proximity to amenities and transportation, school districts, potential for future appreciation, and guidance from a qualified Westport real estate agent familiar with the area.
Read the latest news, tips, and insights for the Westport, CT real estate market.
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Jillian Klaff specializes in Westport Connecticut real estate and the neighboring Fairfield County towns of Weston, Southport, Fairfield, Wilton, and Norwalk. I offer a full range of real estate services. Contact her today to get started on your next property venture.
