Middlebury, CT Homes for Sale

This beautifully maintained home offers the perfect blend of comfort and space with 3 bedrooms and 2.5 bathrooms. A thoughtfully designed living space welcomes you with a bright and open living room centered around a wood-burning fireplace, creating a warm and inviting atmosphere. A spacious eat-in kitchen provides plenty of room for cooking, dining, and gathering with loved ones. The fully

Jimmy Edwards Redfin Corporation

A grand Cape Cod-style home, nestled in a wonderful and convenient neighborhood. The interior has been freshly painted, and the main level features primarily hardwood flooring. Just off the foyer, you'll find a sunken living room that welcomes you. The spacious eat-in kitchen has been remodeled and opens to the formal dining room, making it perfect for entertaining. Adjacent to the kitchen is a

Justin Bette Joseph Bette REALTORS Inc

Discover your tranquil retreat at 80 Pine Hollow Drive! This unique and spacious home offers the perfect blend of comfortable living, exceptional entertaining space, and flexible floor plans to meet any need. The heart of the home is the large, eat-in kitchen, perfect for casual meals and morning coffee. This seamlessly opens to a spacious dining room, creating an effortless flow for hosting

Gina Farra Keller Williams Realty

Nestled in the serene & sought-after North Farm Road neighborhood of Middlebury, this property offers approximatley 3,360 sq ft of living space on a generous 2.54 acre lot! This custom designed home will have you living in your own VT style home with a blend of privacy & convenient access to town! As you enter the home you will notice the great room with the floor to ceiling custom stone hearth

Jackie Desmarais Showcase Realty, Inc.

Welcome to Avalon Farms in Middlebury, one of the area's most desirable single-family home communities. This exceptional residence offers 4 bedrooms, 3.5 baths, and 3,711 sq. ft. of living space, perfectly combining comfort, style, and functionality. Set on one of the few lots overlooking the serene community pond, this home invites you in with a dramatic two-story foyer. The spacious first-floor

Patricia Forbes Berkshire Hathaway NE Prop.

Elegant Saltbox Colonial in Sought-After Middlebury, Nestled on 2.44 secluded acres, this tasteful saltbox colonial boasts park-like grounds with a private, tree-lined driveway leading to professionally landscaped gardens. Enjoy blooming trees and bushes from spring to fall, creating a picturesque setting. Outdoor living is enhanced with a slate patio, built-in barbecue, and bocce court, perfect

Mary Ann Hebert BHGRE Gaetano Marra Homes

TO BE BUILT. One of the most desirable neighborhoods in Middlebury! The Avalon Farms community is comprised of lovely homes, manicured lawns, and beautiful gardens resulting in a unique aesthetic. The Cambridge model showcases a classic design combined with today's "must haves" that will meet all your expectations of an open floor plan. The great room with a cathedral ceiling, fireplace, and

Ellie Gollenberg BHGRE Gaetano Marra Homes

This cozy comfortable 2 bed, 2 bath ranch offers the convience of one level living, with a private back yard and plenty of parking. Located close to the business center and RT 84.

Jacqueline Voegeli Manzi Real Estate

Fantastic opportunity to own this well-maintained 2-bedroom, 2-bath duplex with a 1-car garage in the desirable Steeplechase community! This is one of the affordable units, subject to income restrictions and an application process through the Town of Middlebury (application attached). Pride of ownership shows-original owners have lovingly cared for this home and completed many updates, including

Heather Dever Showcase Realty, Inc.

Welcome to 225 Crest Rd. This 4,138 sq ft stately French Provincial Manor House sits on 3.21 acre manicured corner lot with mature plantings, rose gardens, slate patios and a circular stone lined driveway leading to an oversized garage accommodating 3 cars! Main level features a grand 2 story entry foyer, large formal living room with double sided fireplace adorned by a French marble mantle,

Wilson Lamas Realty Group of New England, LLC

Welcome to this stunning Colonial, offering over 2,400 sq. ft. of living space on a rare, level 1-acre lot in one of Middlebury's most desirable locations. The first floor features an inviting eat-in kitchen with updated cabinets, new appliances, a center island, and a cozy fireplace-perfect for gathering. You'll also find a formal dining room and spacious living room, ideal for entertaining. The

Xin Guo Coldwell Banker Realty 2000

Welcome to this stunning Colonial that's full of charm and curb appeal! Step inside to a spacious kitchen with abundant storage, a cozy breakfast nook, and an adjoining dining room perfect for gatherings. The kitchen flows seamlessly into a bright, sun-filled living room and out to a two-tier deck (upper deck is trex & the lower level is pressure treated wood) is overlooking a peaceful wooded

David Aurigemma Regency Real Estate, LLC

MAIN HOUSE (2BR/2BA): Features an open-concept layout w/ gleaming hardwood floors. The updated kitchen is a chef's delight, boasting granite countertops, stainless steel appliances, a gas stove & pantry. The main level includes a bedroom & a NEW spa-like full bath w/ a custom tiled walk-in shower & separate soaking tub. Upstairs is a private primary suite retreat, wrapped in warm pine woodwork,

Joseph Martino Joseph Martino Real Estate

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

Dave Jones Dave Jones Realty, LLC

Truly spectacular remodeled "Cummings" style townhouse in the sought-after Ridgewood at Middlebury community. The reimagined main level showcases a seamless open layout with a refined living and dining area flowing into a designer kitchen featuring a quartz center island, double ovens, granite counters, custom backsplash, and new flooring. Glass sliders invite natural light and open to a private

Jodi Dawley Real Estate Two

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

Donna Bannon BHGRE Gaetano Marra Homes

Beautiful 3-bedroom, 3.5-bath 3179 Sqft townhouse with a 1-car garage located on of the best best private streets in the highly sought-after Ridgewood community. The resort style complex people are raving about! This spacious home offers a flexible layout perfect for modern living. The main level features hardwood floors, a half bath, a bright living room, a dining area, and an eat-in kitchen

Jay Irvine Serhant Connecticut, LLC

Antique lovers alert! Enjoy this quintessential 1803 Colonial on 1.026 acres, nestled within the picturesque conservation protected 7.3 acre land containing Fenn Pond. You'll own a piece of history, with the privacy, character and tradition of its era, including wide board floors, 7 fireplaces, and front and back staircases. Delightful finds everywhere! The magical setting contains stone walls,

Mary Helen Levine Mary Helen Levine Real Estate LLC

* TO BE BUILT * WATERBURY ADDRESS, BUT WITH THE AMBIANCE OF MIDDLEBURY! THIS VERY PRIVATE 1 ACRE REAR LOT YIELDS A SUBURBAN FEEL, BUT W/ THE CONVENIENCES OF PROXIMITY TO HIGHWAYS AND SERVICE OF PUBLIC UTILITIES! TRULY A REAR OFFERING! 3/4 BED, 2.5 BATH RSD RANCH W/ VAULTED CEILING & ALL OF TODAY'S DESIGN FLAIR! LOOKING FOR A FAMILY COMPUND? THERE IS A 3/4 ACRE SISTER LOT ADJACENT TO THIS ONE

Scott Tedesco Tedesco Real Estate

New construction designed to impress the most discerning buyer. The Cambridge Model with 2,878 sq. ft. offers a grand two-story foyer leading to the great room with majestic soaring ceilings, fireplace and beautiful windows giving the space a light and airy feeling. The kitchen and heart of the home has an expansive island, granite countertops, stainless steel appliances and white shaker style

Ellie Gollenberg BHGRE Gaetano Marra Homes

Welcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates. 6 Deer Run Road (aka Lot 15) is just beginning construction and will be one level living at its finest! Please see attached plans and specs. There are several other lots and plans to choose from or will build to suit! City water and sewer.

Jodi Dawley Real Estate Two

Welcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates. 2 Deer Run Road (aka Lot 13) is just beginning construction and will be one level living at its finest! Please see attached plans and specs. There are several other lots and plans to choose from or will build to suit! City water and sewer.

Jodi Dawley Real Estate Two

Welcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates. 15 Hunting Ridge Rd(aka Lot 4) is just beginning construction and will be one level living at its finest! Please see attached plans and specs. There are several other lots and plans to choose from or will build to suit! City water and sewer.

Jodi Dawley Real Estate Two

Welcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates. 28 Hunting Ridge Road (aka Lot 7) is ready to move in to!! This home is a 2400+ sq ft 4 bedroom colonial. Please see attached plans and specs. There are several other lots and plans to choose from or will build to suit! City water and sewer.

Jodi Dawley Real Estate Two

Discover your dream home at 11 Upper Whittemore Rd, a stunningly renovated Brick Ranch nestled on a private, dead-end street with over 1.37 acres of beautiful land. This oasis boasts an unbeatable location because it provides both seclusion and connectivity: you're just moments from the recreational fun of Lake Quassapaug and Quassy Amusement Park, and the property offers easy access to major

Islam Ahmad Real Broker CT, LLC

Enjoy the perfect blend of comfort and style in this stunning four-bedroom Ranch home, perfectly set on a large, flat lot with SWEEPING WATER VIEWS. A newly paved driveway welcomes you home, adding to the property's impeccable curb appeal. Step inside to discover a bright, open kitchen featuring tile floors, a stylish tile backsplash, quartz countertops, and all-new stainless steel appliances.

David Aurigemma Regency Real Estate, LLC