Eastwood Estates Homes for Sale

Welcome to Eastwood Estates, a hidden gem nestled in the picturesque town of Woodstock, Connecticut. This charming subdivision is located in the heart of Windham County, where the beauty of nature meets the warmth of community living. With its tree-lined streets and well-maintained properties, Eastwood Estates offers a serene escape from the hustle and bustle of everyday life, making it the perfect place to call home.

The homes for sale in Eastwood Estates are a delightful blend of traditional charm and modern conveniences. Each residence is thoughtfully designed, featuring spacious layouts, contemporary finishes, and beautiful outdoor spaces that invite you to relax and unwind. Whether you are a first-time homebuyer, a growing family, or looking to downsize, you will find a variety of options that cater to your unique lifestyle and preferences.

Living in Eastwood Estates means enjoying the best of both worlds. The subdivision is conveniently located near local amenities, including quaint shops, delicious dining options, and recreational facilities that make it easy to embrace the vibrant community spirit. Nature enthusiasts will appreciate the nearby parks and trails, perfect for hiking, biking, or simply enjoying the stunning Connecticut landscape.

With homes for sale in this desirable subdivision, now is the perfect time to explore the possibilities that Eastwood Estates has to offer. Discover a place where you can create lasting memories and truly feel at home. Schedule a visit today and experience the charm of Eastwood Estates for yourself!

Newest Eastwood Estates Homes for Sale

$799,900

4 Beds ⋅ 3 Baths ⋅ 24165439 MLS

TO BE CONSTRUCTED | Starting at $799,900 Welcome to Eastwood Estates, where luxury living meets the natural beauty and tranquility of Woodstock. Set on a picturesque 1.92-acre homesite bordering protected open space and framed by classic New England stone walls, this offering provides a rare opportunity to build a custom home in one of the area's most desirable neighborhoods. Partner with an experienced local builder to create a home that reflects your lifestyle and vision. Choose from thoughtfully designed plans, including a stunning Country Colonial featuring 4 bedrooms and 2.5 baths, or explore alternative layouts, or bring your own ideas to life within the builder's program. Each home is crafted with attention to detail, blending timeless elegance with modern functionality; open living spaces, quality finishes, and design flexibility suited for today's living. Eastwood Estates is governed by covenants that preserve the integrity and value of the neighborhood, including a minimum home size of 2,900 square feet (which may include finished lower-level space). Enjoy the peaceful charm of Woodstock with nearby access to local farms, walking trails, and scenic roads, while still being within reach of everyday conveniences and commuting routes. A unique opportunity to build a home that is both refined and personal, guided every step of the way.

36 Olde Meadow Rd, Woodstock

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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.