Grassy Hill Real Estate

Welcome to Grassy Hill, a hidden gem nestled in the picturesque town of Woodbury, Connecticut, within the scenic Litchfield County. Known for its serene landscapes and charming community spirit, Grassy Hill offers a perfect blend of rural tranquility and modern conveniences.

As you stroll through the neighborhood, you'll be captivated by the lush greenery and rolling hills that define this enchanting area. The tree-lined streets are adorned with a mix of classic New England homes and contemporary residences, each reflecting the unique character of the community. Families and individuals alike are drawn to Grassy Hill for its friendly atmosphere and strong sense of belonging.

Nature enthusiasts will revel in the nearby parks and recreational areas, perfect for hiking, biking, and leisurely walks. The stunning views of the surrounding countryside provide a picturesque backdrop for outdoor activities, making it an ideal location for those who appreciate the great outdoors.

Grassy Hill is also conveniently located just minutes away from Woodbury's vibrant downtown, where you'll find a delightful array of shops, cafes, and restaurants. The town is known for its rich history and community events, fostering a lively atmosphere that brings residents together.

With its excellent schools, low crime rates, and a variety of local amenities, Grassy Hill stands out as a desirable place to call home. Whether you're looking for a peaceful retreat or an engaging community, Grassy Hill in Woodbury, CT, offers a warm welcome and a chance to create lasting memories. Come explore this charming neighborhood and discover the lifestyle you've been dreaming of!

Newest Listings in Grassy Hill

$589,000

3 Beds ⋅ 3 Baths ⋅ 24200605 MLS

Welcome home! The details of this home are what make it unique. From the gigantic hydrangeas to the appetizing peach and pear trees, this home will continue to exceed expectations. Inside is remodeled and immaculate with the great elasticity that so many lack. The finely scaled rooms are so versatile, the home really allows you to figure out what works for you. For instance, the dining room, could be an office, the great room a dining room, you choose. Upstairs the bedrooms are a wonderful scale and ready for you to bring your toothbrush. Downstairs, this is where it really gets interesting! Downstairs is a clean and unfinished basement AND a huge room under the addition (which could be made into an in-law with separate entrance), with a deck outside. So much potential OR just enjoy as is! This home is truly a turn-key pleasure. Must see!

323 Upper Grassy Hill, Woodbury

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.