Diamond Hill Homes for Sale

Diamond Hill Homes for Sale

Welcome to Diamond Hill, a hidden gem nestled in the serene town of Redding, Connecticut, within the picturesque Fairfield County. This enchanting neighborhood is known for its lush landscapes, rolling hills, and a strong sense of community that makes it an ideal place to call home. With its charming character and natural beauty, Diamond Hill offers a unique blend of tranquility and accessibility, perfect for those seeking a peaceful retreat just a stone's throw away from the hustle and bustle of city life.

In Diamond Hill, residents enjoy a variety of outdoor activities, from hiking and biking along the scenic trails of the nearby Redding Land Trust properties to enjoying leisurely afternoons at the local parks. Families will appreciate the highly-rated schools and community events that foster a close-knit atmosphere. The neighborhood's rich history is reflected in its well-preserved architecture and friendly faces, making it an inviting place for newcomers and long-time residents alike.

When it comes to homes for sale in Diamond Hill, the options are as diverse as the community itself. From charming colonial-style houses to modern, custom-built homes, there’s something to suit every taste and lifestyle. Many properties boast expansive yards, perfect for entertaining or simply enjoying the beauty of nature. With a range of prices, prospective buyers will find opportunities that fit their budget while still enjoying the benefits of living in this idyllic neighborhood.

Discover the magic of Diamond Hill—where community, nature, and home come together in perfect harmony. Explore the homes for sale today and envision your future in this enchanting corner of Redding!

Newest Diamond Hill Homes for Sale

$1,800,000
4 Beds 5 Baths ACTIVE Status 24193453 MLS
A once-in-a-generation offering. Once part of the Redding's historic Samuel Clemens (Mark Twain) estate, this extraordinary 5.41 acre property was later home to renowned American Abstract Expressionist painter Robert Natkin, whose creativity inspired its remarkable evolution. Set beside the 161-acre Stormfield Preserve, this secluded private compound offers miles of hiking trails just beyond your doorstep. The understated approach gives way to an unforgettable interior where architecture masterfully employs "compression and release". Step through the glass entry and the home unfolds to a spectacular designer-renovated chef's kitchen with Wolf range/double ovens, Sub-Zero refrigerator, quartz waterfall island, wet bar and a full wall of glass that opens creating seamless indoor-outdoor living to the screened porch, heated saltwater pool and sweeping grounds, ideal for entertaining on any scale. Every principal room captures views of the surrounding landscape, creating a seamless connection to its setting. A climate-controlled studio with 9' glass garage doors opening to the landscape-equally suited as an art studio or fitness space. Designed for multi-generational living with first and second-floor primary suites, three ensuite bedrooms, guest/in-law/au pair apartment, workshop, entry gallery and temperature controlled pole barn for collectors, equestrians, car enthusiasts or hobbyists. R-2 zoning on 5.41 acres offers possible subdivision potential with due diligence.

24 Mark Twain Ln, Redding

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.