Middlebury CT Real Estate & Homes for Sale

You will be very happy living in this well maintained Ranch on a Pretty and Level lot. This home is a perfect condo alternative and more!! Situated on a level .60 acre lot in a desirable subdivision in Middlebury. There is a large, eat in kitchen with a bay window which brings in the nice sunshine. There is a new Stainless Steel Refrigerator and Oven/Range, plenty of cabinet space and a tiled kitchen floor. Off of the kitchen is the Formal Dining Room with a bay window and Formal Living Room featuring a Bay Window. The bedrooms have good closet space and there is an entrance to the bathroom from the primary bedroom. The basement if full with high ceilings so it will be easy to finish off. There is a bulkhead for outside access to the peaceful backyard. Relax and Enjoy the front open porch area on a nice day. You'll love this convenient location, close to highway, schools, great restaurants, walking trail, parks and shopping of all sorts! Make sure you don't miss the opportunity to see this wonderful home so you can have it as your own, Home Sweet Home.

Discover this elegant colonial-style home in Middlebury, set on 1.4 serene acres. With 3 bedrooms and a potential 4th bedroom plus 2.5 baths, this residence offers a sun room for relaxation and a kitchen with abundant counter space for culinary adventures. The upper level features spacious bedrooms, with vaulted ceilings in the primary suite. En-suite bath is beautifully updated. Laundry located on the main floor just off the powder room. Enjoy outdoor entertaining on the spacious deck with an electric awning, ideal for summer gatherings. Oversized walkout basement with wine cellar and wood burning stove. Experience the perfect blend of classic charm and modern convenience in a tranquil setting.

This gorgeous home with exceptional curb appeal, located on a quiet cul de sac in a great neighborhood, truly exemplifies style and grace from the moment you step inside. The beautiful two-story foyer greets you with an open floor plan that seamlessly flows from the elegant dining room to the fabulous well-appointed kitchen complete with SS appliances, wall oven, granite counter tops and high bar area perfect for entertaining. The flow continues thru to the cafe style casual dining area, framed by an attractive bay window, adding charm and warmth while the spectacular family room with vaulted ceiling and cozy fireplace provides a perfect view of the private back yard. The large deck, attractive stone patio/wall and meticulously landscaped yard offer the perfect setting for relaxation and gatherings. Your 1st floor office, with French doors, is a dream come true-ideal space with both style and convenience. Fabulous primary suite with two custom walk-in closets and spa inspired full bath with soaking tub, shower stall and double sink is your end of the day retreat. The attractive open stair case leads to a spacious second floor with a large loft, two generously sized bedrooms and beautiful full bath with double sinks. Middlebury offers award winning Pomperaug 15 school district. Close proximity to NY.

This gorgeous home with exceptional curb appeal, located on a quiet cul de sac in a great neighborhood, truly exemplifies style and grace from the moment you step inside. The beautiful two-story foyer greets you with an open floor plan that seamlessly flows from the elegant dining room to the fabulous well-appointed kitchen complete with SS appliances, wall oven, granite counter tops and high bar area perfect for entertaining. The flow continues thru to the cafe style casual dining area, framed by an attractive bay window, adding charm and warmth while the spectacular family room with vaulted ceiling and cozy fireplace provides a perfect view of the private back yard. The large deck, attractive stone patio/wall and meticulously landscaped yard offer the perfect setting for relaxation and gatherings. Your 1st floor office, with French doors, is a dream come true-ideal space with both style and convenience. Fabulous primary suite with two custom walk-in closets and spa inspired full bath with soaking tub, shower stall and double sink is your end of the day retreat. The attractive open stair case leads to a spacious second floor with a large loft, two generously sized bedrooms and beautiful full bath with double sinks. Middlebury offers award winning Pomperaug 15 school district. Close proximity from NY.

Simple living at its finest! This completely renovated ranch offers the ease of one floor living with many upgrades. The open floor plans welcomes an open space to entertain. The ample kitchen hosts plenty cabinet space for all of your cooking essentials, with a brand new center island, granite countertops, newer cabinets that reach the tall ceilings, newer appliances, plus a large picture window framing the gorgeous backyard view! Easy to care for vinyl flooring carries throughout the home. A washer and dryer nook is conveniently located right next to the bedrooms. The primary bedroom features built-in side tables, plus a walk-in closet. The second bedroom offers a space for an office, yoga room or guest bedroom. Each room is topped with sleek ceiling fans, plus the home can be cooled with a brand new ductless air conditioner, which can also work as an efficient heater. The lower level of the home holds a newer furnace, newer 200 amp electrical box, a brand new hot water heater and brand new well tank, plus a workbench. You can enjoy the quiet outdoors as much as the indoors with the private patio and raised garden beds. The two car garage is perfect for your cars or storage. Newer roof over the house and a brand new well pump. Located in a quaint neighborhood, with easy access to I84 and walking distance to the Middlebury Greenway, plus award winning Region 15 Schools! Make this house your next home!

Charming, 5-bedroom, 4 bathroom, 3100sf+, fully updated, sprawling, Country Cape in the heart of Middlebury. This prodigious abode seamlessly blends generationally preserved craftsmanship with modern day comforts. The spacious, recently renovated kitchen adorns custom cabinetry, breath taking granite countertops and full stainless steel appliance package. Stately, painstakingly preserved wide plank wood flooring and a masonry fireplace enhance the sun-drenched living room and dining area. The cavernous great room with deck access further enhances the home's distinct appeal. The upper level offers three generous guest bedrooms with engineered wood flooring, and a grand primary bedroom suite with private balcony access. Lush, emerald green, professionally landscaped grounds, bursting with floral delights, provide owners with a bucolic oasis to rejoice. The mechanicals, roof, appliances, whole house generator and all major components of this home have been replaced during the current homeowner's stewardship. A detached, lower-level pole barn is perfect for recreational use or storage of equipment. Do not miss your opportunity to acquire a home with unparalleled curbside appeal, excessive square footage, situated in the desirable town of Middlebury.

Set in the heart of Middlebury, this move-in-ready ranch, is what you've been searching for! The recently updated eat-in kitchen offers, newer Samsung stainless steel appliances, granite countertops, subway tile and wainscoting. The main level offers freshly painted bedrooms, large bright living room with wood burning fireplace, hardwood floors throughout and a completely updated full bath! The fully finished lower level, with half bath and a wet bar is the perfect place to relax by the Jotul wood stove. This home is located steps from the scenic Middlebury Greenway walking trail, minutes from restaurants and shopping all within the award winning Region 15 school district. With easy access to Rt. 8 and I-84, this home has it all! Call and book your private showing today!

Location, location, location! Perfectly nestled on a lovely Middlebury cul-de-sac. Welcome home to this 4 bedroom, 2 1/2 bath, well maintained colonial. A standout feature is a suitable main floor in-law suite which gives flexibility for owners to use as den, a family room. In addition, upon entering, you will find a comfortable, bright, formal living room with bay window, hardwood flooring, wood burning fireplace surrounded by lovely bookcases and built ins. Enjoy easy access for entertaining to a light and bright Formal dining room, with hardwood floors, leading to a large eat in kitchen with up-graded stainless appliances, Corian counters and handy pantry storage. From the kitchen, you will find a large extended deck for family gatherings. On the same floor, you will find a 1/2 bath, first floor bedroom with hardwood floors, and access to 2 more rooms to be used as needed for in-law or family use. sized bedrooms all with The second floor has hardwood floors throughout. The primary bedroom has a new walk-in closet and a remodeled bath with walk in shower. Middlebury Region 15 award winning schools, a lovely greenway in the center of town for long walks, bike riding and additional recreational activities. Excellent location only minutes to major highways for commuting and many fun filled days at Lake Quassapaug, swimming and boating for summer fun.

Welcome to this meticulously & lovingly maintained home, nestled on a serene and private 4-acre lot. This residence boasts an inviting open-plan living space adorned with hardwood floors throughout, perfect for both everyday living & entertaining. The heart of the home is the custom gourmet kitchen, featuring a large seated island, granite countertops, stainless steel appliances, a Sub-Zero built-in refrigerator, a wall oven, & coffee station with wet bar. The living room is the perfect place to relax, with its soaring cathedral ceilings and cozy gas fireplace-ideal for those colder months. Whether hosting gatherings or enjoying a quiet evening, this space truly shines. The main level also includes a versatile home office/den, a full bathroom, and a large laundry room for added convenience. The primary suite, located on the main level, offers a tranquil retreat with a full bathroom and a walk-in closet. Upstairs, you'll find three additional sizable bedrooms, with a Jack & Jill style bathroom, providing ample space for family or guests. The basement presents an exciting opportunity for customization, with full-sized windows, walk-out, and generous ceiling height-ideal for creating a potential in-law suite or additional living space. With New Trex Deck, natural gas heat, central air, a two-car attached garage, and plenty of additional parking, this home is as practical as it is beautiful. Don't miss the chance to explore this stunning property and envision your future here!

Welcome to Middlebury and this well-maintained Oversized Cape. This house is full of charm. It has all of the timeless appeals such as multi arches and hardwood floors but with modern updates. The formal living room, complete with a gas fireplace has access to an arched portico. The perfect place to relax. The kitchen has granite counters and stainless-steel appliances with access to both the formal dining room and the den. There is also a mud room on the main level. The upper level has the primary bedroom with cathedral ceiling, full bath (with jacuzzi tub) and sliders to a private deck. Two additional bedrooms upstairs (one with an adjoining dressing room/office). All of this with newer windows, brand new roof and newer furnace. The oversized two car detached garage has a large unfinished area above with walk-up stairs (already has electricity and plumbing) perfect for an in-law apartment, au-par or guest area. The property is at the end of the cul-de-sac and sits in a very serene setting. There is also a stone fireplace in the yard. It is close to Route 84 and the Middlebury Walking Trail. Welcome to Middlebury and their award-winning Region 15 schools.

MIDDLEBURY! A "ONCE IN A LIFETIME" OPPORTUNITY TO OWN IN A HIGHLY SOUGHT AFTER SUBURBAN COMMUNITY, RENOWNED FOR IT'S SPECTACULAR SCHOOLS PRICED TO SELL! PLENTY OF LIVING SPACE HERE...OVER 1700 S.F.! TUCKED AWAY & PRIVATELY SITUATED, YET CONVENIENTLY LOCATED, FOR EASY COMMUTE TO NEW YORK, RT 8 & I-84! SPACIOUS YARD WITH 2 CAR DETACHED GARAGE. COME SEE FOR YOURSELF AND MAKE YOUR DREAMS COME TRUE! PLEASE REFER TO AGENT COMMENTS

Move right into this expansive well-appointed home completed in 2013 of Benson Woods development. Phase 1 and 3 are completely sold out. Phase 2 to be built. This is a rare opportunity to own a larger, upgraded Phase 1 unit. With an attached two car garage opening to the main level with a sunny great room with soaring ceiling height, gas fireplace, ceiling fan and open flow to the dining room and kitchen. Kitchen is well appointed with granite countertops, center island and upgraded cabinetry. The primary suite is on the main floor with double walk-in closets, full bath with granite vanity, spacious walk-in shower and double sink.

Welcome Home to this Hickory Elite End Unit Townhouse in Ridgewood at Middlebury. It is located on a cul de sac & provides a lifestyle of luxury & convenience. This meticulously cared for & stunning 3 bdrm 3 ba townhouse has an array of amenities & exquisite features & upgrades. Upon entering, you are greeted by the elegance of the dark hardwood flooring that flows seamlessly through the main living areas. The spacious two-story living/dining room invites you to unwind and entertain with all the bright light which glows through the windows which are all dressed w/ Hunter Douglas shades for privacy. The kitchen is the focal point of the home & is adorned with pristine white cabinets, granite counters & stainless appliances & is extremely functional and is also open to the family room with a cozy gas fireplace. French doors to the over size patio where you can enjoy the beautiful sunsets & entertain family & friends. The first floor master suite is a beautiful serene retreat with a private bathroom & large walk in closet. Laundry is also located on the main level. The 2nd floor has 2 add' bdrms, a full bath & loft which provide comfort & privacy for family members & guests. There is also a finished basement which truly sets this home apart from the rest. Enjoy access to all of the resort-style amenities which include a heated pool, tennis crt, indoor basketball crt, fitness ctr, walking trails, clubhouse, movie theatre, toddler park & more. Schedule your tour today

This meticulously renovated 4-bedroom, 3 full bathrooms home includes turnkey living with exquisite custom woodworking throughout. The first floor features an open-concept living area with coffered ceilings, large windows, and new hardwood floors. The gourmet kitchen is outfitted with top-of-the-line appliances, ideal for both everyday cooking and entertaining. On the main level, there's a convenient bedroom perfect for guests or a home office, as well as a mudroom that provides seamless access to the attached garage-making it easy to stay organized. Upstairs, the home has three spacious bedrooms, including a luxurious master suite with a beautifully updated en-suite bathroom featuring a walk-in shower and elegant marble-like tiles. All three full bathrooms are fully modernized with high-end finishes. Brand new AC units and a new water heater ensure comfort and efficiency. The well-maintained yard has ample space for outdoor activities, completing this perfect blend of modern amenities and timeless craftsmanship. This home is truly move-in ready.

Single Famly Home close to town with spacious bedrooms and living space. Plenty of storage and parking. Close to all forms of transportation, schools and shopping. Come check it out today!!

Minutes off of 84, this gorgeous ranch is located on Middlebury's Aveline Ave. This sprawling four-bedroom, one-bath ranch has fresh paint and a new bathroom! Central air, a beautiful yard, and an attached garage, this house has it all. It is move-in ready! Middlebury's school system is ranked among the top schools in the state.

Set on a private road, this move in ready 3 bedroom Raised Ranch has plenty of space for living both inside and out. The eat in kitchen features pullout cabinets and pantry, space for meal prep and has tastefully been redone. Access to the private two tier rear deck from the kitchen. Bright living room with wood fireplace adjoins the dining room for a great open feel. On the main level, there are 3 bedrooms in total, including the primary bedroom with full bath as well as an additional full bath. All bedrooms have ceiling fans and nice closet space. On the walk out level, there is a spacious family room with built-ins and a gas fireplace. The laundry room is conveniently located off the family room and includes a half bath and utility sink. Cedar closets and a summer kitchen can be found on the partially finished side of the walk out space. House generator fueled by propane is an added bonus! This house is on a private road close to a lovely pond.

DON'T PAY EXTRA FOR NEW BUILD! Welcome to this rare newer luxury home nestled in sought after Ridgewood community, perfectly situated on a cul-de-sac. This stunning newer built unit offers 3 spacious bedrooms, 2.5 bath & 2,658 SQFT w/ endless upgrades! Barely lived in, only 2 yrs old! Step inside & greeted by a beautiful open flr plan on the 1st flr, w/ upgraded wide hardwood flrs that flow seamlessly. Dining room has a w/ a custom tray ceiling, setting the stage for elegant gatherings. The expansive living room has a gas fireplace & mantle, provides a cozy atmosphere for relaxation. Large eat-in kitchen is a chef's dream, boasting pristine white quartz counters, white cabinets & stainless steel appliances. Overlook the large, private backyard-perfect for entertaining or your morning coffee. You'll love the large island that seats 4-5. Front office w/ French doors offers additional workspace. Upstairs, you'll find a spacious loft, ideal for a second entertainment area or a playroom. The primary suite has a vaulted ceiling, a generous walk-in closet, newly remodeled bathroom w/ a double vanity sink, a walk-in shower, & a separate soaking tub. The two additional bedrooms offer plenty of space and comfort for family or guests. The full basement has opportunity for 1,000 additional SQFT. Located in a prime/ private area of Ridgewood. Backyard like no other, huge space for entertaining/ yard games. Extra parking, no homes in front or behind you. Turn key property, don't miss out!

Welcome to 213 Steinmann Ave! This exceptional property offers a rare opportunity in Middlebury, featuring a single-family home with a legal accessory apartment (2-family), making it perfect for owner-occupants looking to offset living expenses or a large family desiring separate spaces within one home. This renovated, turn-key property boasts modern amenities and thoughtful design. The top unit impresses with a spacious kitchen, adorned with quartz countertops and an island with seating overhang, complemented by stainless steel appliances. The open-concept living/dining area are great for lounging, along with a mudroom or family room, three bedrooms, and two full baths provide ample space and comfort. A cozy wood fireplace and laundry hookups complete the unit's offerings, along with access to a private deck. The lower unit features a large kitchen with butcher block countertops and stainless steel appliances, a great room, a huge full bath, and one bedroom with a generous walk-in closet. This unit also includes its own wood fireplace, laundry hookups, and a private deck, ensuring comfort and convenience. With ample parking space in the driveway along with the top paved portion of property, this property is not only functional but also aesthetically pleasing. Whether you're looking to generate rental income or enjoy multi-generational living, 213 Steinmann Ave offers the perfect blend luxury and practicality. Located minutes to schools, shopping and I84 for easy commute.

Welcome to 213 Steinmann Ave! This exceptional property offers a rare opportunity in Middlebury, featuring a single-family home with a legal accessory apartment (2-family), making it perfect for owner-occupants looking to offset living expenses or a large family desiring separate spaces within one home. This renovated, turn-key property boasts modern amenities and thoughtful design. The top unit impresses with a spacious kitchen, adorned with quartz countertops and an island with seating overhang, complemented by stainless steel appliances. The open-concept living/dining area are great for lounging, along with a mudroom or family room, three bedrooms, and two full baths provide ample space and comfort. A cozy wood fireplace and laundry hookups complete the unit's offerings, along with access to a private deck. The lower unit features a large kitchen with butcher block countertops and stainless steel appliances, a great room, a huge full bath, and one bedroom with a generous walk-in closet. This unit also includes its own wood fireplace, laundry hookups, and a private deck, ensuring comfort and convenience. With ample parking space in the driveway along with the top paved portion of property, this property is not only functional but also aesthetically pleasing. Whether you're looking to generate rental income or enjoy multi-generational living, 213 Steinmann Ave offers the perfect blend luxury and practicality. Located minutes to schools, shopping and I84 for easy commute.

Welcome to 6 Brookside Drive, Middlebury, CT, a meticulously designed residence offering 3,745 square feet of refined living space. This property features four bedrooms and four bathrooms, ideal for comfortable family living. The first floor boasts an open-concept layout, highlighted by 9+ foot high ceilings in the living room, providing an airy and spacious atmosphere. The primary suite includes a luxurious ensuite bathroom with a jacuzzi tub, large windows, and a walk-in closet. The kitchen is equipped with top-of-the-line smart appliances, all under a 10-year warranty, ensuring modern convenience and reliability. Additional first-floor amenities include a laundry room, garage access, a powder room, a coat closet, and a pantry. Custom-made blinds and shades adorn the windows, adding a touch of elegance. The second level features two bedrooms, a loft area overlooking the living room, a full bathroom, and a walk-in closet, offering ample space for family or guests. The lower level is designed as an in-law suite, complete with a kitchenette, a new full bathroom, an open-concept living and dining area, a bedroom with a walk-in closet, high ceilings, and abundant storage. Outdoor living is enhanced by a welcoming front porch and a large deck, perfect for relaxation and entertaining. The property also includes gutter guards with a warranty, ensuring low maintenance. Hardwood floors throughout add to the home's charm and durability.

Welcome to Middlebury's newest subdivision on Leonard Rd!! In-law set up is possible!!This new construction split level home has 3200 sqft of living space with 4 bedrooms, 3.5 bathrooms, family room/dining room on an open floor plan, a beautiful kitchen and an oversized island, as well as a 2 car garage attached to it, all situated on 1.23 acre of land, mostly flat. As you walk towards the front of the house you will notice a nicely done paved walkway around the house and a front porch build with trex decking material for lifetime durability. The main entry will surprise you with an open concept plan with high ceilings, beautiful hardwood flooring, a fireplace(electric), a beautiful kitchen with granite countertops and plenty of cabinets, nice backsplash, double oven, a large island when you have plenty of space to cook and eat. Next to the kitchen you will find the sliding doors leading to a 16x12 trex deck, which connects directly to a good size patio that makes all the back area useable for outdoor cooking and entertaining. A standby gas generator is providing the power for the entire house in case an emergency. The lower level has a 19x18 family room, bedroom with a 1/2 bath and a 15x9 room, which can be used as an exercise room/office, etc. A full unfinished basement is wide open in case you want to finish it for other usage than storage. The upper level has 3 other bedrooms and 3 bathrooms as well as laundry room (washer and dryer included).

Step into a world of elegance and comfort with this stunning 6-bedroom, 4.3-bath home offering over 6600 square feet of luxurious living. Situated on a private 3.5 acres, the property boasts: stone walls, a 60ft in-ground pool and tennis/pickle ball court. Upon entering, you'll be captivated by the stunning carriage house architecture and attention to quality throughout this home. The open floor plan incorporates a family room with fireplace, dining room, bar, and kitchen and offers comfortable and welcoming spaces to entertain. The tastefully remodeled kitchen features an island that can seat 8, quartz counters, ZLINE appliances, walk-in pantry with sink and back up refrigerator. The gorgeous first-floor primary bedroom suite has a huge walk-in closet, a tandem shower, and a floating tub. An office, den/sitting room, laundry room and half bath complete the main level. Upstairs, the second primary suite has its own private deck with fantastic views of the grounds, a private bath, and walk-in closet. One guest bedroom has an ensuite full bath, another has an ensuite half bath. The other 2 share a hall bath. A sauna, second laundry room, and plenty of closets complete the second floor.

Welcome home to Middlebury's newest 23 lot subdivision- Hunting Ridge Estates. This home is currently under construction and will be a 2700 four bedroom colonial featuring hardwood flooring throughout, upgraded trim, walk-in pantry and an attached garage. Still time to customize!! City water and sewers. There are several other lots and plans to choose from or will build to suit!

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.