Stilson Heights Homes for Sale

Welcome to Stilson Heights, a charming neighborhood nestled in the picturesque city of New Milford, Connecticut, located in the heart of Litchfield County. This delightful community is known for its serene environment, friendly neighbors, and an abundance of natural beauty, making it an ideal place for families, retirees, and anyone seeking a peaceful retreat from the hustle and bustle of city life.

Stilson Heights boasts a variety of homes for sale, each offering unique architectural styles and modern amenities. Whether you’re looking for a cozy single-family home, a spacious colonial, or a contemporary abode, you’ll find an array of options that cater to diverse tastes and budgets. Many of these homes feature beautifully landscaped yards, open floor plans, and inviting outdoor spaces perfect for entertaining or enjoying a quiet evening under the stars.

The neighborhood is conveniently located near local parks, schools, and recreational facilities, providing residents with ample opportunities for outdoor activities and community engagement. With its close-knit atmosphere, Stilson Heights fosters a sense of belonging, where neighbors become friends and community events are cherished traditions.

For those who appreciate nature, the surrounding area offers stunning hiking trails, picturesque lakes, and scenic views that showcase the beauty of Connecticut’s countryside. With easy access to major highways, commuting to nearby towns and cities is a breeze.

Explore the homes for sale in Stilson Heights today and discover the perfect place to call home in this enchanting New Milford neighborhood. Embrace the lifestyle you’ve always dreamed of in a community that truly feels like home!

Newest Stilson Heights Homes for Sale

$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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