Stilson Heights Homes for Sale

Welcome to Stilson Heights, a hidden gem nestled in the picturesque town of New Milford, Connecticut. This charming neighborhood offers a perfect blend of suburban tranquility and easy access to vibrant city life, making it an ideal place for families, professionals, and retirees alike.

Stilson Heights is characterized by its tree-lined streets, well-maintained homes, and a strong sense of community. Residents enjoy the beauty of nature with nearby parks and recreational areas, perfect for outdoor enthusiasts. The neighborhood is known for its spacious lots and attractive single-family homes, many of which feature modern amenities and stunning views of the surrounding landscape.

As you explore the homes for sale in Stilson Heights, you’ll find a variety of architectural styles, from classic colonial to contemporary designs. Each property reflects the warmth and charm of the area, with inviting interiors and ample outdoor spaces for entertaining or relaxing. Whether you’re looking for a cozy starter home or a larger residence to accommodate your growing family, Stilson Heights has something to offer for everyone.

Conveniently located, residents have easy access to local shops, dining options, and excellent schools, ensuring that all your needs are just a stone's throw away. Plus, the vibrant downtown area of New Milford is just a short drive away, offering a delightful mix of boutiques, cafes, and cultural attractions.

If you’re searching for a welcoming neighborhood with a strong community spirit and beautiful homes, Stilson Heights is the perfect place to call home. Explore the available properties today and discover your dream home in this enchanting corner of Litchfield County!

Newest Stilson Heights Homes for Sale

$515,000

4 Beds ⋅ 3 Baths ⋅ 24183111 MLS

NEW ROOF. NEW PRICE. NEW OPPORTUNITY! NOW FULLY AVAILABLE! HUBBARD CLAUSE REMOVED 7/25/2026. Lovingly maintained and filled with warmth, character, and special touches throughout, this versatile 4-bedroom, 3 full bath home with a 2-car attached garage and a NEW ROOF offers room for everyone. Perfect for multi-generational living, extended family, teenagers, college students, or overnight guests, this neat-as-a-pin property features a private lower-level in-law suite with separate entrance and walk-out access. Thoughtfully cared for over the years, the home offers the flexibility today's buyers are looking for in a quiet, desirable New Milford neighborhood. MAIN LEVEL FEATURES: Bright and inviting living spaces with hardwood flooring throughout the main living areas, custom built-ins, spacious bedrooms, and abundant natural light. Recent improvements include windows that are approximately two years old and added insulation in the walls and attic for year-round comfort and efficiency. The thoughtful floor plan offers comfortable everyday living, while numerous custom touches add charm and personality throughout. LOWER LEVEL IN-LAW SUITE: With its own private entrance and walk-out access, the lower level offers exceptional flexibility for multi-generational living, an in-law arrangement, visiting guests, teenagers, college students, or a private home office space. A full bath and additional living area make this level both functional and inviting.

16 Jotham Rd, New Milford

$1,295,000

2 Beds ⋅ 3 Baths ⋅ 24167772 MLS

Set on an extraordinary 12.81-acre parcel, this one-of-a-kind estate offers a rare blend of privacy, luxury, and architectural distinction. Fully renovated from top to bottom, the home showcases exceptional craftsmanship with high-end, custom finishes and a design unlike anything you've seen before. Step inside to the main level where soaring ceilings, exposed beams, and walls of glass fill the great room with natural light, anchored by a striking fireplace. The stunning custom kitchen is both functional and beautiful, seamlessly connecting to the dining area-perfect for everyday living or entertaining. A unique lofted office space overlooks the main living area, adding character and versatility. The main level also features a thoughtfully designed full bathroom complete with a built-in sauna for a spa-like experience. The lower level offers a private retreat with a spectacular primary suite featuring a luxurious full bath, walk-in shower, and custom closet. A second bedroom includes charming built-in bunk beds, while the mudroom/laundry room is equipped with custom built-ins and a convenient bench. Step outside and enjoy resort-style living with direct access to an in-ground pool and spa, as well as an expansive deck ideal for entertaining or relaxing while taking in breathtaking long-distance views.

142 Stilson Hill Rd, New Milford

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