Stilson Heights Real Estate

Welcome to Stilson Heights, a charming neighborhood nestled in the picturesque town of New Milford, Connecticut, within Litchfield County. Known for its serene ambiance and stunning natural beauty, Stilson Heights offers a perfect blend of suburban tranquility and convenient access to modern amenities.

As you stroll through the tree-lined streets of Stilson Heights, you'll be captivated by the well-maintained homes that reflect a variety of architectural styles, each with its own unique character. The community is characterized by friendly neighbors and a welcoming atmosphere, making it an ideal place for families, retirees, and everyone in between.

Outdoor enthusiasts will find plenty to love about Stilson Heights. The area is surrounded by lush parks and nature trails, providing ample opportunities for hiking, biking, and enjoying the beautiful Connecticut landscape. Nearby, the scenic Candlewood Lake offers a range of recreational activities, from boating and fishing to picnicking by the water’s edge.

Stilson Heights is also conveniently located near New Milford's vibrant downtown, where residents can explore a variety of shops, cafes, and restaurants. The community hosts numerous events throughout the year, fostering a strong sense of camaraderie among residents.

With its combination of natural beauty, community spirit, and accessibility, Stilson Heights is not just a place to live; it’s a place to thrive. Whether you’re looking for a peaceful retreat or a lively neighborhood with plenty of activities, Stilson Heights is the perfect place to call home. Come discover the charm and warmth of this delightful community in New Milford!

Newest Listings in Stilson Heights

$515,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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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