Set among the hills of Chesterfield, 21 Split Oak Circle offers a peaceful setting, beautiful mountain views, and a glimpse of Spofford Lake as you make your way up Pinnacle Springs Rd. Perched atop the hill on 1.27 acres, this well-loved property combines privacy, mature landscaping, and thoughtful updates with plenty of space to enjoy both inside and out. Step inside to a bright and airy great room that welcomes you into the home and provides a comfortable living space with an easy connection to the kitchen. Upstairs, you will find three bedrooms and a full bathroom, offering a convenient layout for everyday living. The finished lower level adds even more flexibility with a bonus room that could serve as a home office, workout space, hobby room, or whatever best fits your needs. A half bath and direct access to the basement garage add to the functionality of this level. Outside, the property continues to impress with mature landscaping, a large wrap-around driveway lined with fruiting pear trees, and additional fruiting trees throughout the property. Three separate outbuildings provide excellent storage or the opportunity to create a garden shed, workshop, hobby space, or other outdoor retreat. The home has been thoughtfully maintained over the years, with a brand-new PVC membrane roof and freshly painted exterior, including two of the outbuildings. Offered to the market for the first time in 30 years, this is a special opportunity to make a well cared for Chesterfield property your own. Whether you are looking for a full-time home, a peaceful retreat, or simply a place where you can enjoy the beauty of the Monadnock Region, 21 Split Oak Circle is ready for its next chapter. Just 15 minutes to both Keene, NH and Brattleboro, VT. Don't miss the Open Houses this weekend. Friday 10/02 from 4:30pm - 6:30pm and Saturday 10/03 from 11am-1pm!

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Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated September 30, 2026 7:08 AM UTC

 

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