Hillspoint Homes for Sale

Welcome to Hillspoint, a picturesque neighborhood nestled in the heart of Westport, Connecticut, within the charming Fairfield County. This serene enclave is known for its stunning coastal views, lush greenery, and a welcoming community spirit that makes it an ideal place to call home.

Hillspoint boasts a perfect blend of suburban tranquility and urban convenience. Residents enjoy easy access to the beautiful beaches along Long Island Sound, where they can indulge in sun-soaked days and breathtaking sunsets. The neighborhood is also conveniently located near vibrant downtown Westport, filled with boutique shops, gourmet restaurants, and cultural attractions, ensuring that everything you need is just a stone's throw away.

The homes for sale in Hillspoint reflect the area's charm and sophistication. From elegant waterfront properties with expansive views to cozy family homes surrounded by nature, there’s something to suit every taste and lifestyle. Many of these residences feature modern amenities, spacious layouts, and outdoor spaces perfect for entertaining or relaxing with family. Whether you’re looking for a contemporary masterpiece or a classic New England home, Hillspoint offers a diverse array of real estate options.

With top-rated schools, beautiful parks, and a strong sense of community, Hillspoint is not just a place to live; it’s a place to thrive. If you’re ready to make this enchanting neighborhood your home, explore the current listings and discover the perfect property that meets your needs. Welcome to Hillspoint, where your dream home awaits!

Newest Hillspoint Homes for Sale

$1,399,000

4 Beds ⋅ 2 Baths ⋅ 24206112 MLS

Don't let the square footage fool you - this home lives large. Tucked into a lovely, walkable neighborhood perfect for evening strolls and bike rides, this is a home that punches well above its size, with all the essentials thoughtfully in place. The main level sets the tone, LR w/high ceilings opens to the kitchen for an open flow that feels bright and spacious. Just a short flight up, three bedrooms share their own private level. Downstairs, a large family room with a fireplace anchors the lower level, alongside a fourth bedroom that flexes easily as a home office. The basement adds laundry and abundant storage, with plenty of untapped potential to finish. Outside, a cozy screened-in porch is made for lazy summer evenings and movie nights. And there's room to grow: expand above the oversized two-car garage for a primary suite retreat, or enclose the porch to create a formal dining room - the footprint here has real potential to stretch further. Best of all, the hard work is already done. Fresh exterior paint, a new roof, and many recent updates mean this home is truly move-in ready. With 5mins to train and I95, 6mins to Compo beach, 5mins to downtown Main St. this location is hard to beat.

38 Guyer Rd, Westport

Start Your Search

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.