Middlebury, CT homes for sale & real estate

Middlebury, CT Homes for Sale

No detail has been overlooked in the stunning remodel of this elegant home in Benson Woods, Middlebury's premier active adult community. Perched on a premium lot with serene views of the Eight Mile River, this residence offers 3-4 bedrooms, 2 full baths, and 2 half baths across a thoughtfully designed layout. Step inside to discover custom interior trim, rich wood flooring, and a chef's kitchen that will delight culinary enthusiasts - featuring a natural gas Wolf stove, Sub-Zero refrigerator, custom cabinetry, quartz countertops, and a walk-in pantry. The sunlit breakfast area opens seamlessly to a newly renovated Trex deck, perfect for morning coffee or evening gatherings. The main-floor p

Middlebury, CT Homes for Sale

Welcome to 587 Shadduck Road, Middlebury, CT! This inviting two-bedroom, one-bathroom Cape-style home offers comfort, character, and a highly desirable location. Directly across the street, enjoy access to the Larkin State Park Trail, perfect for walking, running, or biking. Inside, the kitchen is bright and functional, featuring two windows that bring in natural light, warm wood cabinetry, and plenty of counter space. The living room boasts a cozy wood-burning fireplace, ideal for relaxing evenings. Upstairs, you'll find two spacious bedrooms with beautiful hardwood floors and abundant natural light. Additional highlights include a full bath with a tub/shower, a two-car attached garage, an

Middlebury, CT Homes for Sale

Come discover this beautifully maintained 3-bedroom, 2.5-bathroom detached condo, ideally situated on a quiet cul-de-sac in the highly sought-after Steeplechase complex in Middlebury! This rare standalone unit offers the privacy of a single-family home with the convenience of condo living-no shared walls and minimal exterior maintenance. Inside, you'll find a spacious and open floor plan with abundant natural light, a modern kitchen, and a comfortable living area perfect for entertaining. Living room features beautiful fireplace with a gorgeous mantle. The primary bedroom features an en-suite bathroom and walk-in closet with additional space perfect for home office. Enjoy outdoor living wit

Middlebury, CT Homes for Sale

Built in 1911, this four square colonial has so many fabulous vintage qualities including a beautiful, generously sized front entry, arched doorways, custom moldings and so much more. The main level offers a spacious eat in kitchen, formal living and dining rooms as well as a 21 x 13 heated sunroom overlooking rolling hills and distant views. On the second level, 2 bedrooms and a beautifully remodeled full bath. The third level offers a finished bedroom as well as a spacious storage area. On the exterior, a gorgeous front porch, patio, gardens and a barn with 2 garages, an area for chickens. Beautiful gardens as well as a mini orchard: 4 apple trees, 2 Pear, Peach tree, Plum Tree and Cherry