Middlebury Commons, Highly desirable 55+ community conveniently located to town center and all of its amenities. Bright second floor unit has primary BR with walk-in closet plus den/office that can serve as 2nd BR. Eat-in kitchen, laundry area, LR/DR combo with french door to deck overlooking private rear yard. Move right into this beautiful unit.
Charming Cape in Middlebury with over 5 acres of land! This enchanting Cape features original character with hardwood floors flowing throughout its 3 comfortable bedrooms and 1.5 baths. For the outdoor enthusiast, the grounds are a rare find: a horse stable complete with a tack room awaits your equine companions, while a inground pool offers a private oasis for summer entertaining. With the added security of a whole-house generator, you can enjoy the serenity of country living with total peace of mind. Truly a unique opportunity to own a great piece of property in Middlebury. More Pics to come.
Elegant cape with refined main-level living in Middlebury. Timeless charm and thoughtful design come together in this classic home that lives beautifully like a ranch with expanded main level. The main level offers a spacious primary bedroom with a full bath and walk-in shower, complemented by a second bedroom or private office. Designed for both gracious entertaining and everyday comfort, the home features a large living room, formal dining room, and an updated kitchen with a butler's pantry. Also on the main level is a sunroom that is an inviting year-round heated with electric, living space. A well-appointed mudroom with laundry sits just off the attached 2 car garage and the kitchen, adding function without sacrificing style. Throughout the home, classic architectural details shine, including custom built-in curios and bookshelves, hardwood floors, and two fireplaces that enhance the home's warmth and character. Four bedrooms in all and set on 1.7 acres with a level yard in a sought-after Middlebury location, abuts Middlebury Land Trust's Crest Rd. Preserve. Recent improvements include a new roof in 2025. Ideally situated close to dining, parks, library, town amenities, private school, and commuter routes, this home presents a rare blend of quality craftsmanship, location, and lifestyle. Middlebury residents can also join the Middlebury Recreation Association annually for a small fee and have access to a beach on Lake Quassapaug and a pavilion at the park.
Impeccably remodeled "Cummings" style townhouse set within the highly sought-after Ridgewood at Middlebury community, offering refined living spaces and thoughtful modern updates throughout. The main level has been beautifully redesigned to create an open, airy flow between the living and dining areas and a chef-inspired kitchen featuring a quartz center island, double ovens, granite countertops, custom backsplash, and updated flooring. The glass sliders flood the space with natural light and lead to a private deck with tranquil wooded views. The second level offers three generously proportioned bedrooms, all with walk-in closets, including an elegant primary suite with a spa-like bath complete with soaking tub and separate shower. A third-floor loft with skylights provides flexible space ideal for a home office or lounge, while the newly finished walk-out lower level features a spacious recreation room, full bath, abundant storage, and direct access to a private patio. Fresh paint, crown molding, recessed lighting, and upscale finishes add warmth and sophistication throughout. Ideally positioned near the pool and clubhouse and conveniently located close to shopping, highways, parks, and walking trails, this exceptional home delivers comfort, style, and convenience in one of Middlebury's premier communities.
Experience comfort, space, and scenic surroundings at 84 Munson Road, Middlebury, CT 06762, a well-situated home set in a peaceful and desirable community. This inviting property offers a thoughtfully designed layout with generous living areas filled with natural light, creating a bright and welcoming atmosphere. The main level provides ideal flow for everyday living and entertaining, while the kitchen delivers ample cabinetry, abundant counter space, and a practical configuration suited for daily meal preparation. Bedrooms are comfortably sized and offer flexibility for restful retreats, home offices, or guest accommodations. Bathrooms are arranged for functionality with classic finishes and efficient use of space. Step outside to enjoy a spacious yard surrounded by natural beauty, perfect for outdoor gatherings, gardening, or quiet relaxation. The setting offers a balance of privacy and convenience, with easy access to schools, shopping, dining, recreational areas, and major routes. Whether you are searching for a primary residence or a long-term investment, 84 Munson Road presents a wonderful opportunity to enjoy suburban living with strong potential in one of Middlebury's appealing residential areas.
Discover refined comfort and timeless elegance in this beautifully appointed Cheshire model, nestled within the highly sought-after Brookside of Middlebury community. This exceptional 4-bedroom, 2 full and 2 half bath home is truly move-in ready. Open-concept floor plan that instantly impresses. The stylish kitchen features granite countertops, new modern LG appliances, and seamless flow into the main living areas-perfect for hosting family and friends. First-floor primary suite, complete with a luxurious jacuzzi tub and two spacious walk-in closets. Through elegant glass French doors, you'll find a dream dressing room or home office, outfitted with a PAX wardrobe system, dressing table, and desk. The dramatic two-story foyer leads to the upper level, offering three additional bedrooms and a full bath, all overlooking the stunning two-story living room with a cozy fireplace. The finished walk-out basement expands your living space with endless possibilities-ideal for a home office, gym, media room, or game area. An additional 600+ sq ft of storage with a tool bench provides ample space for hobbies and organization. Enjoy peaceful mornings or relaxing evenings on the expansive deck, taking in tranquil views of the lush, protected preserve. This is more than just a house-it's a place to be a truly home.
Discover refined comfort and timeless elegance in this beautifully appointed Cheshire model, nestled within the highly sought-after Brookside of Middlebury community. This exceptional 4-bedroom, 2 full and 2 half bath home is truly move-in ready. Open-concept floor plan that instantly impresses. The stylish kitchen features granite countertops, new modern LG appliances, and seamless flow into the main living areas-perfect for hosting family and friends. First-floor primary suite, complete with a luxurious jacuzzi tub and two spacious walk-in closets. Through elegant glass French doors, you'll find a dream dressing room or home office, outfitted with a PAX wardrobe system, dressing table, and desk. The dramatic two-story foyer leads to the upper level, offering three additional bedrooms and a full bath, all overlooking the stunning two-story living room with a cozy fireplace. The finished walk-out basement expands your living space with endless possibilities-ideal for a home office, gym, media room, or game area. An additional 600+ sq ft of storage with a tool bench provides ample space for hobbies and organization. Enjoy peaceful mornings or relaxing evenings on the expansive deck, taking in tranquil views of the lush, protected preserve. This is more than just a house-it's a place to be a truly HOME !!!
2 Bedroom, 1bath, ranch styled home on 0.2 acre lot. Eat in kitchen with breakfast bar leading into living room and dining area. This is a wonderful opportunity to indulge in Middlebury's rural New England charm and suburban high-end amenities. Access to I 84, RT 8, and public transportation makes commuting to lower Fairfield County, NYC or Boston appealing. But if staying local is more your style do not forget Lake Quassapaug, Middlebury Greenway, or Hop Brook Lake. See all that Middlebury Living has to offer. EMD 10% cash 1% Financed or 1k minimum whichever is greater.
Located in desirable Middlebury, Connecticut, this spacious 3-bedroom home offers 3 full and 1 half baths, including a primary bedroom with its own private bath. The well-designed, flexible layout features a finished walk-out basement providing exceptional additional living and entertaining space, complete with one of two inviting fireplaces that add warmth and character throughout the home. Recent updates include a brand new furnace, offering added comfort and peace of mind. Step outside to a large, private, slightly wooded backyard-perfect for relaxing, entertaining, or enjoying peaceful outdoor living. Conveniently located close to town shopping, restaurants, and everyday amenities, with easy access to Route 8 and I-84, this home offers an ideal blend of privacy, comfort, and convenience. A must-see opportunity.
Discover this classic 5-bedroom, 2-bath Colonial set on a private 1.67-acre lot in desirable Middlebury. This home features hardwood floors, a bright formal living room, and a spacious dining room that opens to a cozy three-season porch overlooking the yard. The kitchen offers brand-new stainless steel appliances and the convenient first-floor bedroom includes laundry for easy main-level living. Upstairs, additional bedrooms provide flexible options for a home office, playroom, or guest space. Outside, enjoy a detached barn with abundant workspace, perfect for hobbies, equipment and storage. There is also an oversized 2 car garage. The large, level property offers ample room for gardening, recreation, or future expansion. Located close to schools, parks, and major commuting routes, this home combines comfort, space, and convenience in one great Middlebury location.
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 cozy den, complete with a wood-burning fireplace, built-ins, and a skylight to bring in natural light. The primary bedroom suite, located on the main level, boasts a large walk-in closet, a full bath, and a sliding door that leads to a private deck. A second bedroom and another full bath are also conveniently situated on this level. Upstairs, you'll discover two generously sized bedrooms and a third full bathroom. The outdoor space features a multi-level deck, part of which is a screened-in porch, perfect for enjoying the wooded backyard. The basement offers ample storage and additional finished space. Recent upgrades include a new roof and central A/C compressor.
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 first-floor master suite includes its own fireplace, full bath, and walk-in closet. A convenient first-floor laundry adds to the ease of everyday living. Upstairs, you'll discover four additional bedrooms and another full bathroom, offering plenty of space for family, guests, or a home office. This home beautifully blends 18th-century charm-with wood floors and antique character-with modern updates for peace of mind, including newer vinyl replacement windows, a new driveway, new heating system, and a brand-new refrigerator. Brand new ac 18.000btu Set on a spacious, open acre, the property offers endless opportunities for outdoor enjoyment-all while being just minutes from schools, highways, and town conveniences. At asking price, the buyer will receive a brand-new roof-making this beautiful Colonial an even greater value! Don't miss your chance to own a piece of Middlebury history, offering the perfect balance of charm, comfort, and modern updates.Everything is done from roof to basement .IT like a new house and pay half of tax around 6.000 . Move in Ready. Come take a look!
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.
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, offering abundant closet space & its own full bath. A charming reading nook w/ built-ins completes the second floor. Plus Central A/C & 3-car garage. GUEST HOUSE: This separate, detached dwelling offers a 1BR/1BA layout with a full kitchen, living area & a private 1-car garage/workshop below. The property is a private oasis with a brick patio & classic New England stonewalls, perfect for gardening or relaxing. With 4 total garage bays and unmatched flexibility, this unique property is a must-see. Schedule your tour today!
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 wall, custom remote blinds, a fabulous wood wet bar area as well as built-in entertainment cabinet. The eat-in kitchen invites you to enjoy meals & coffee looking out at the beautiful backyard or relax on the screened in porch. A formal dining area & living room are perfect for entertaining & enjoying the views through the oversized windows. Upstairs you will find 4 large bedrooms including the Primary suite with sitting area, remote control blinds, custom bathroom cabinets, a walk-in shower, as well as radiant heated floors. You'll find your private oasis in the backyard with an amazing in-ground pool & features an electric pool cover that is walkable for added safety, a large spa with cover, composite deck for low to no maintenance, 2 large resort style sun umbrellas & an electric awning! You'll never want to leave your backyard! Don't miss the walk up attic storage area in the mudroom waiting for your imagination! With a 3 car attached garage & an automatic generator everything has been thoughtfully planned when this home was built by this family!
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.
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.
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 large windows is spacious, light, and airy. A gourmet kitchen with plenty of shaker-style cabinets for storage and an expansive island will provide ample room for friends and family to gather in the heart of the home. A charming breakfast nook with French doors to your private deck offers a space for informal dining. For more formal occasions and special meals, there is a formal dining room for entertaining your guests. The primary bedroom, also on the main floor, is complete with walk-in closets and a luxurious bathroom with a large shower. In addition, this level offers a private den, mudroom, laundry room, and half bath. Hardwood runs throughout the first floor. The upper level has two generous bedrooms and a Jack and Jill bathroom. For your convenience, there is an attached two-car garage, a full walk-out basement, central air, public water and sewer, natural gas, and underground utilities. The property, located on a cul-de-sac, will be complete with professional landscaping. Come join the Avalon Farms Community and enjoy your private oasis!
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 cabinets. A breakfast nook for informal dining has French doors leading to the back deck. A formal dining room for those special occasions rounds out the flow for ease of entertaining. A first-floor primary suite offers two walk-in closets and a luxurious bath with oversized shower and double vanities. The second level with two generously sized bedrooms share a Jack and Jill bathroom. For those working from home, home schooling or those desiring a quiet space for listening to music or relaxing with a good book will find a den tucked away on the first floor. All hardwood floors run throughout the main level. There is a first-floor laundry, mudroom, 2 car attached garage, c/a, underground utilities, underground sprinklers, private well and public sewer. This lot, with just over an acre, has limited seasonal views of Avalon Farms pond and is part of the Avalon Farms community. Photos used are similar to new construction; pictured lighting is not included. Floor plans, elevations and proposed site plan are attached.

Middlebury is located in Connecticut. Middlebury, Connecticut has a population of 7,617. Middlebury is more family-centric than the surrounding county with 37.06% of the households containing married families with children. The county average for households married with children is 26.84%.
The median household income in Middlebury, Connecticut is $124,619. The median household income for the surrounding county is $75,043 compared to the national median of $69,021. The median age of people living in Middlebury is 46.2 years.
The average high temperature in July is 83.8 degrees, with an average low temperature in January of 15.2 degrees. The average rainfall is approximately 51.9 inches per year, with 37.8 inches of snow per year.