Leach Hollow Homes for Sale

Leach Hollow Homes for Sale

Welcome to Leach Hollow, a hidden gem nestled in the picturesque town of Sherman, Connecticut, within the charming Fairfield County. This serene neighborhood is a perfect blend of natural beauty and suburban tranquility, making it an ideal place for families, nature lovers, and anyone seeking a peaceful retreat from the hustle and bustle of city life.

Leach Hollow is characterized by its lush landscapes, winding roads, and a warm community atmosphere. Surrounded by rolling hills and pristine forests, residents enjoy a wealth of outdoor activities, from hiking and biking to fishing in the nearby lakes. The area is known for its stunning seasonal views, with vibrant fall foliage and serene winter landscapes that create a picturesque backdrop year-round.

In Leach Hollow, you'll find a variety of homes for sale that cater to different tastes and lifestyles. Whether you're looking for a charming cottage, a modern family home, or a sprawling estate, this neighborhood offers an array of options to suit your needs. Many of the residences boast spacious yards, allowing for outdoor entertaining, gardening, or simply enjoying the fresh air. With a strong sense of community and a focus on preserving the natural beauty of the area, Leach Hollow is a place where neighbors become friends.

As you explore the homes for sale in this idyllic neighborhood, you’ll discover a welcoming community that values both privacy and connection. Leach Hollow is not just a place to live; it’s a lifestyle where you can enjoy the best of Connecticut living. Come and experience the charm of Leach Hollow—you may just find your dream home here!

Newest Leach Hollow Homes for Sale

20 Mauweehoo Hl, Sherman
$799,000
4 Beds ⋅ 3 Baths ⋅ 24210881 MLS
Discover the perfect blend of space, privacy, and refined country living in this impressive four- bedroom, three-bath residence offering approximately 3,588 square feet on two serene acres in sought-after Sherman, CT. Privately situated on a peaceful cul-de-sac, the home features generously proportioned rooms designed for comfortable living and effortless entertaining. The beautifully updated kitchen is appointed with stainless steel appliances, abundant cabinetry, and a welcoming breakfast bar. An expansive additional living space provides the ideal setting for entertaining, gathering with loved ones, or simply relaxing and lounging in comfort. Outdoors, a spacious deck and swimming pool create your own private retreat, ideal for summer entertaining and enjoying the tranquil surroundings. Complete with a two-car garage, expansive grounds, and access to Sherman's highly regarded schools, this exceptional property offers the space and serenity of country living with convenient proximity to the New York border.

20 Mauweehoo Hl, Sherman
32 Leach Hollow Rd, Sherman
$2,200,000
4 Beds ⋅ 3 Baths ⋅ 24208909 MLS
Private Country Compound. Utterly charming c.1900 perfectly restored Antique Farmhouse privately located up a long driveway on 15 +/- verdant acres w/beautiful long views, established perennial gardens, ancient specimen trees, original stone walls & a picturesque pond. The magnificent property includes a 4 bedroom/2.5 baths Main House w/period details such as original hardwood floors, 3 antique fireplaces, period hardware and windows & a classic wrap-around porch; a newly renovated loft-like guest house w/ full kitchen & bath over 2-car garage; heated Gunite pool w/cabana & a re-surfaced tennis court. A pretty stone foyer opens to a gracious family room w/a wood-burning fireplace & 3 sets of French doors provide access to a brick-laid patio w/stone walls, a charming, screened porch & a handsome custom-built home office. Cozy living room w/Fieldstone wood-burning fireplace w/insert & built-in bookshelves. Spectacular open kitchen/dining room w/marble center island, top appliances, bespoke cabinetry, pantry, large dedicated dining area & doors to the covered, wraparound porch overlooking the pond & lush grounds w/distant views. Convenient mudroom w/new skylights. Adorable powder room accessed by kitchen & living room. Upstairs, a stunning primary bedroom suite w/vaulted ceiling, wood-burning fireplace, windows on 3 sides, custom dressing room and an elegant, renovated bath. Three delightful bedrooms share a pretty hall bath. A perfect country sanctuary w/easy commute to NYC.

32 Leach Hollow Rd, Sherman
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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.

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