Stilson Heights Real Estate

Welcome to Stilson Heights, a hidden gem nestled in the picturesque town of New Milford, Connecticut. This charming neighborhood, located in Litchfield County, offers a perfect blend of suburban tranquility and vibrant community life. With its tree-lined streets and friendly atmosphere, Stilson Heights is an ideal place for families, professionals, and retirees alike.

One of the standout features of Stilson Heights is its close-knit community. Residents take pride in their neighborhood, often gathering for seasonal events and neighborhood barbecues that foster a sense of belonging. The area boasts a variety of well-maintained homes, many with beautiful yards and inviting porches, creating a warm and welcoming environment.

Nature enthusiasts will appreciate the abundance of outdoor activities available nearby. The neighborhood is just a stone's throw from scenic parks and hiking trails, including the breathtaking Candlewood Lake, where you can enjoy boating, fishing, and picnicking against a stunning backdrop. For those who enjoy a bit of adventure, the nearby Litchfield Hills offer numerous opportunities for hiking and exploring.

Stilson Heights is conveniently located near New Milford’s vibrant downtown area, where you can find a delightful mix of local shops, restaurants, and cultural attractions. The community is served by excellent schools, making it a desirable location for families seeking quality education.

In Stilson Heights, you’ll find more than just a place to live; you’ll discover a community that feels like home. Experience the charm and warmth of this beautiful neighborhood, where every day offers the promise of new memories and lasting connections.

Newest Listings in Stilson Heights

$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

$1,245,000

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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