Middlebury CT Real Estate & Homes for Sale

Welcome to your dream colonial! This charming 3-bedroom, 2-bathroom home boasts a timeless appeal, complete with modern updates and classic features. Step onto the inviting front porch, where relaxation and curb appeal meet. Enter the living room adorned with a cozy fireplace and elegant built-ins, creating a warm and welcoming atmosphere. The dining room is where gatherings happen and hardwood floors flow throughout this area of the home, adding to its allure. The large eat in kitchen features stainless steel appliances, granite counters, durable tile flooring and is open to the light filled office/den/playroom with access to the rear deck. Feel secure and comfortable with new Harvey replacement windows, ensuring energy efficiency and peace of mind for years to come. Newly installed custom window shades in every room, providing both style and privacy. The new roof (2021) and just paved driveway (2024) add to the home's appeal. The front to back lot is one of the larger ones is the neighborhood. You will have fantastic sunset views from your deck, patio and rear yard. Don't miss the opportunity to own this exquisite home, where modern comforts blend seamlessly with timeless charm and award winning Region 15 schools. City water and sewer. Easy to show.

Welcome to this charming property located in a private community at 25 Avalon Dr in Middlebury, CT 06762. This beautiful home offers a perfect blend of comfort and style, ideal for modern living. This Spacious 3 bedroom with loft and 3 and half bathrooms, offers an open-concept living area with a large well-appointed kitchen, featuring granite countertops and modern stainless steel appliances. The Elegant master suite is located on the 1st floor, with walk-in closets, a cast iron tub, and a marble master bath. Some notable features of this home are the built-in central vacuum, natural gas hook-up for the outdoor grill, 2-car garage, lawn irrigation system, separate mud, and laundry room, 2 masonry fireplaces, and 3 zoned heating and cooling. This home is great for entertaining outdoors with a beautifully landscaped private-level lot. It's within walking distance of the park, fire department, and police station around the corner.

Perfect opportunity to own a loved and fully renovated house in the heart of Middlebury. Gorgeous warm hardwood floor welcome you to this delightful property. New kitchen, new roof, new appliances, new deck, new utilities and so much more. Large open level lot, completely fenced and landscaped. Freshly painted and hardwood floors refinished. Additional half bath recently added to a beautifully finished basement adds to the extra appeal of this dynamite home. Absolutely move in condition. Lovely area with large mature trees. Expansion possibilities are endless, property is located adjacent to luxury properties and antique homes. Super easy access to 1-84, Rt8 and all other commuting routes. Do not miss out on what will be a fabulous home for the new buyer!

Surrounded by gorgeous perennial gardens and specimen trees, this newly renovated and remodeled brick single-level home is the perfect full-time retreat. The slightly elevated interior 1.79 acre lot offers privacy and view of the distant hills. The interior has been redesigned to an open floor plan allowing the natural light to filter in through the abundance of windows. There are spacious front and back great rooms, two nicely sized bedrooms and two full and one-half baths. The Living/Dining room combination offers built-in bookshelves and access to the front bluestone patio with pergola, water feature and view of the hills. The rear Kitchen and Family room with fireplace has slider to rear deck with pergola overlooking gardens and lush lawn. The primary bedroom with walk-in closet, built-ins and full bath has slider to private deck and hot tub. The second bedroom with floor to ceiling built-ins has its own private deck in the rear. A mudroom/laundry room is conveniently located just off the kitchen. There is an attached two car garage and large shed. Come take a look at this splendid move-in ready property. Simply gorgeous!

CHOICE LOCATION WITH GORGEOUS VIEWS! This home was one of the first ones to be built by Ginsburg Development and it was built with quality, care and craftsmanship. Desirable Dickinson style home with an open floor plan and just a quick walk to the pool and clubhouse. This lovely home features an open floor plan. Living room has a gas fireplace with a custom mantel, hardwood floors and leads to a very large deck overlooking lush gardens and breathtaking views. The kitchen is sunny and bright and has a custom bay window with custom window treatments. There is a classy ceiling above the dining area for an elegant look. Primary bedroom is on the first floor with a large walkin closet with California type closet organizer and drawers. Primary bath has dual sink,a separate shower, walk in tub and separate toilet. The second floor features a loft, perfect for reading room, or game room. There are 2 large bedrooms on the second floor with ample closet space and a shared full bath. The lower level is fully finished off with gorgeous, custom wood paneling and custom trim. There is a family room with builtins and sliders to a patio, a sitting area, full bath and beautiful wood paneled office with recess lighting, wet bar, builtins and French Doors. Lower level is perfect for an inlaw or guests. Ridgewood a desirable community with a wonderful clubhouse for movies, basketball, friendly gatherings, pool and exercise room. Easy commute to NYC (90mins) and excellent schools and restaurants

Immerse yourself in the laid-back lifestyle of Tylers Cove community, nestled beside the picturesque Lake Quassapaug. This charming home, constructed in 2021, beckons with its tranquil water views and easy lake access via a shared dock. Accessed by a private driveway, this house is set back from the water, giving you all the perks of lakeside living without feeling cramped by neighbors. Step inside to discover three floors of inviting living space, featuring three bedrooms, two full baths, and two half baths. The main floor welcomes you with an airy layout, boasting a spacious kitchen and a cozy living room complete with a wood stove for added warmth and ambiance. Venture upstairs to find two bedrooms, a bathroom, and a master suite, complete with a full bathroom and a private deck overlooking the peaceful lake. Ascend to the top floor and enjoy a gathering room that features another half bathroom, a cathedral ceiling with exposed beams, hardwood floors, and a second deck offering sweeping distant views of the water. Outside, there is a cozy deck just off the kitchen for grilling, a patio with a fire pit for holiday gatherings, several mature plantings for privacy from neighbors, and two sheds for storage. Escape to this idyllic lakeside retreat, where tranquility meets comfort, and every day feels like a vacation.

Welcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates. 17 Deer Run Road (aka Lot 22) is under construction and will be a 2600+ 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.

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.

TO BE BUILT! Thoughtfully designed Sutton Model in Avalon Farms, a community known for its unique aesthetic, beautifully landscaped common areas and well manicured lawns. This lovely model offers a first floor master suite with a luxurious bath and two walk-in closets. The two story foyer leads to an open and airy great room with cathedral ceilings, large windows, gas fireplace and hardwood floors enhancing the exceptional floor plan for everyday living. The kitchen is well designed offering shaker style cabinets, granite countertops, stainless steel appliances, breakfast bar and a large center island meeting all your culinary and entertaining expectations while providing abundant storage. A charming breakfast nook for informal dining features french doors to your patio and backyard. For those special occasions there is a spacious formal dining room with access to the kitchen. The main level is complete with a powder room, laundry room and mudroom with access to the attached two-car garage. The upper level has two generously sized bedrooms and a full bath. Avalon Farms is ideally located with easy access to major highways, recreation, dining, shopping and educational opportunites. Put your mind at ease with public water, sewer and natural gas. Additional features include central air, all appliances, hardwood floors on the main level, paved driveway and professional landscaping. Pricing is subject to change. Taxes to be determined upon issuance of CO.

Build your dream home on a brand new Cul-de sac. Home will feature 4 bedrooms, 3.1 baths, 3 car garage, central air, and beautiful hardwood throughout. Generous allowances for granite countertops, appliances , and lighting. These lots will not last. Schedule an appointment now with builder!!

Build your dream home on a brand new Cul-de sac. Home will feature 3 bedrooms, 2.1 baths, 2 car garage, central air, and beautiful hardwood throughout. Generous allowances for granite countertops, appliances , and lighting. These lots will not last. Schedule an appointment now with builder!!

Build your dream home on a brand new Cul-de sac. Lots ranging from 1 to 3 acres. Homes will feature 3 bedrooms, 2.1 baths, 2 car garage, central air, and beautiful hardwood throughout. Generous allowances for granite countertops, appliances , and lighting. These lots will not last. Schedule an appointment now with builder!!

Build your dream home on a brand new Cul-de sac. Home will feature 4 bedrooms, 2.1 baths, 3 car garage, central air, and beautiful hardwood throughout. Generous allowances for granite countertops, appliances , and lighting. These lots will not last. Schedule an appointment now with builder!!

Build your dream home on a brand new Cul-de sac. Home will feature 5 bedrooms, 3.1 baths, 3 car garage, central air, and beautiful hardwood throughout. Generous allowances for granite countertops, appliances , and lighting. These lots will not last. Schedule an appointment now with builder!!

Build your dream home on a brand new Cul-de sac. Home will feature 4 bedrooms, 3.1 baths, 2 car garage, central air, and beautiful hardwood throughout. Generous allowances for granite countertops, appliances , and lighting. These lots will not last. Schedule an appointment now with builder!!

Welcome to our next phase!!! Chestnut Circle consists of 5 Simsbury Elite homes on a private circle! These homesites have many upgraded options including walk-out basements, expanded great rooms, premium locations and more! Debating between a house or a condo? Benson Woods (over 55 community) offers the best of both worlds!

Welcome to our next phase!!! Chestnut Circle consists of 5 Simsbury Elite homes on a private circle! These homesites have many upgraded options including walk-out basements, expanded great rooms, premium locations and more! Debating between a house or a condo? Benson Woods (over 55 community) offers the best of both worlds!

Come enjoy a unique, elegant, old-world experience designed with artful accents and architectural accentuations throughout. The grand sweeping foyer with porcelain & marble tile flooring, the curved custom stairway, and the 20' ceiling mirrors that of the grande European Manors. The authentic reproduction of the French porcelain flooring, coupled with multiple French & English influences elevates this estate home to a level of art and elegance. The splendid formal living room boasts a circa 1776 antique French chestnut mantel accenting a hand-built limestone fireplace. The 12' ceilings with hand-sculptured beams magnify the exhilarating sense of space felt throughout this stunning manor. The striking conservatory encompassed by a dynamic amount of glass illuminates the blue stone floors and brick trim. A focus point of the elegant dining room is the double-tier octagonal tray ceiling along with the custom hand-painted stencils continued from the living room through to the kitchen. The flow of the living space extends out onto the blue stone terrace with private views of the magnificent and fragrant perennial gardens framed with brick and stone. The captivating French country kitchen equipped with custom cabinets, high-end appliances, center island breakfast bar continues to provide a great space for entertaining and relaxing. Completing the first floor are the walnut-paneled Library, office, a huge cedar-clad porch, and the expansive Master Suite. Continued in public remarks.

Welcome to our next phase!!! Chestnut Circle consists of 5 Simsbury Elite homes on a private circle! These homesites have many upgraded options including walk-out basements, expanded great rooms, premium locations and more! Debating between a house or a condo? Benson Woods (over 55 community) offers the best of both worlds!

Welcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates. 28 Hunting Ridge Road (aka Lot 7) is to be built and will be 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.

REDUCED!! Ultimate privacy in this 8 room, 4 bedroom, 4098 SF Middlebury colonial with a contemporary flair set on a 4.94 landscaped acre lot close to Lake Quassapaug. This beautiful home was a builder's personal home for almost 40 years! As you walk in, there is a 2 story foyer with a custom oak staircase! Home features 3-4 bedrooms with 3 1/2 baths. Main level office area with private entrance can be converted to another master bedroom! The home has a lovely flow with oversized rooms for all your family gatherings. Hardwood floors throughout. Kitchen with granite counter tops, double ovens, and eating area. Garden room with windows galore and a propane fireplace could be a great space for your gym/exercise area. Formal living room has a custom floor to ceiling stone fireplace with a raised hearth, cathedral ceilings, and skylight. Primary master bedroom suite has sliders to a balcony, walk in cedar closet, marble countertops, walk in shower and a whirlpool tub with a lounging area! Other features include: main level laundry, central air, 2 oil tanks, 3 car garage, and a whole house generator. 90 miles from New York City, close to wonderful restaurants & the Middlebury Greenway. Septic is only for a 3 bedroom home but truly has the potential to be a 4 bedroom home! Welcome Home! Owner/Agent related.

Come view this beautiful bright and spacious Colonial located on an interior lot in Middlebury, CT! Home features 5 bedrooms with 3 full bathrooms. Features include a spacious Great room with over 800 sq feet of space, which is perfect to host any special occasion. The heart of this home, the eat-in kitchen which connects to Great room and Dining room, comes with wine cooler, granite countertops and stainless-steel appliances. Home features good sized Formal Dining room with crown molding perfect for holiday gatherings. Also, on the main level comes a formal living when you walk in from the main entrance. Main floor also features good sized bedroom with good closet space. Upstairs features primary bedroom with full bath that features a jacuzzi and walk in closet. Additional 3 spacious bedrooms with ample closet space and full bathroom finish off the upstairs. Hardwood floors throughout whole home and tile in the kitchen. Central Air throughout house. Attached 3 car garage with plenty of parking on long driveway. Surrounding beautiful stone walls compliment the home outside with beautiful walkway to front door. Unfinished basement would be perfect to make it your theater room, workout room, pool table room or just to add additional space. This home is a must see!! Owner/Agent related.

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.

Stunning all brick home w/ heated in-ground pool, covered outdoor dining/entertaining space and main level master set on a private lot on a cul-de-sac of similar homes. In-ground pool w/ spa, fully applianced and covered outdoor kitchen w/ entertaining area, bar, fireplace and ample room for sitting. Poolhouse. Putting greens. Gorgeous patio w/ pergula. Inside, remodeled eat-in-kitchen w/ granite countertops, large center island, Stainless Steel appliances including 6 burner Wolf stove, Subzero fridge, wine fridge, potfiller, pantry and 2 sinks. Family room w/ fireplace open to kitchen area. 2-story formal living room w/ applianced wetbar and fireplace. Grand dining room. Study w/ rich wood paneling and ceiling. Main level master suite w/ fireplace, trey ceiling, walk-in closet w/ built-ins, and attached full bath w/ marble floor, tile surround shower, double sink and jetted tub. Main level laundry room w/ granite. 2 main level powder rooms. 3 additional bedrooms upstairs all with an attached bath and ample closet space. Bonus room upstairs. Tastefully finished lower level with gorgeous trimwork and fireplace, wine room, home gym, and potential for even more finished space. High ceilings and beautiful trimwork throughout. Mechanicals include central air, propane heat, audio, generator, sec system, central vac. New roof and many very recent updates. The facade, curb appeal and entertaining area are absolutely striking. Don't miss the chance to have your own private estate!

Welcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates. 3 Hunting Ridge Road (aka Lot 1) 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.