Middlebury Real Estate | Middlebury Properties for Sale

A beautiful home just waiting for new owners. Lovingly maintained, this 3-bedroom home features a front-to-back living room with a fireplace and hardwood floors. The living room opens to a heated sunroom with views of the park-like, private backyard. The French doors lead to a brick patio. Kitchen with high-end appliances including double ovens, gas cooktop, and subzero fridge. Custom cabinets with granite counters. The family room is steps from the kitchen and features custom built-ins and a dining area with access to an outdoor deck. Custom wood blinds and shades. 2.5 remodeled bathrooms. A custom 12x12 shed with electricity and insulation offers many uses. Enjoy all Middlebury has to offer: beautiful walking trails, great restaurants, and easy access to major highways.

25 Carriage Drive, Middlebury

$545,000

4 Beds ⋅ 3 Baths ⋅ 24046817 MLS

Spacious Raised Ranch, with a legal in-law apartment, in an ideal commuter location boasts a 4 Bedroom, 3 Bath open plan with hardwood floors, walls of windows, 2 fireplaces and a grand main level family room/game room with plank floors. The lower-level provides a 3 room in-law apartment with vinyl plank floors, full bath and kitchen, bedroom living room and an additional family room with fireplace. The L- shaped living room and dining room plus the 30 x 30 family room showcase great space for entertaining. and family lifestyle. New stainless appliances, large dining area, built-in pantry cabinets and plank floors lead through sliders to the multi-level pressure treated deck and private yard. Incredible amenities include; New geothermal heat, solar panels installed in 2023 keeps heating and electric costs to only $391 dollars per month. Additionally, new water heater (2023), new roof (1999), new geothermal heat (2023), blown in insulation, new siding, newly painted in and out plus supplemental wood heat. Easy access to town, great schools, restaurants and parks and easy New York or down county commute.

1053 Middlebury Road, Middlebury

$389,900

2 Beds ⋅ 1 Baths ⋅ 24046489 MLS

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.

111 Acme Drive, Middlebury

$620,000

4 Beds ⋅ 3 Baths ⋅ 24044579 MLS

Discover this elegant colonial-style home in Middlebury, set on 1.4 serene acres. With 4 bedrooms 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.

89 Tyler Crossing, Middlebury

$689,000

3 Beds ⋅ 3 Baths ⋅ 24044895 MLS ⋅ Brookside Of Middlebury BLDG.

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.

6 Colonial Court Unit 6, Middlebury

$689,000

3 Beds ⋅ 3 Baths ⋅ 24044874 MLS

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.

6 Colonial Court Unit 6, Middlebury

$662,750

5 Beds ⋅ 4 Baths ⋅ 24045087 MLS

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.

428 Benson Road, Middlebury

$400,000

3 Beds ⋅ 2 Baths ⋅ 24044629 MLS

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!

64 Joy Road, Middlebury

$585,000

4 Beds ⋅ 3 Baths ⋅ 24044033 MLS

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.

61 Carriage Drive, Middlebury

$744,900

4 Beds ⋅ 3 Baths ⋅ 24043859 MLS

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!

481 Long Meadow Road, Middlebury

$279,900

2 Beds ⋅ 2 Baths ⋅ 24043491 MLS

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

1232 Straits Turnpike, Middlebury

$649,900

4 Beds ⋅ 3 Baths ⋅ 24042984 MLS

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.

76 3 Mile Hill Road, Middlebury

$525,000

3 Beds ⋅ 3 Baths ⋅ 24042835 MLS

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.

133 1/2 Steinmann Avenue, Middlebury

$624,000

3 Beds ⋅ 3 Baths ⋅ 24042170 MLS

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

7 Highridge Road Unit 7, Middlebury

$559,900

4 Beds ⋅ 1 Baths ⋅ 24008256 MLS

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.

36 Aveline Avenue, Middlebury

$595,000

3 Beds ⋅ 3 Baths ⋅ 24041689 MLS ⋅ Benson Woods BLDG.

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.

203 Sugar Maple Way Unit 203, Middlebury

$479,900

3 Beds ⋅ 3 Baths ⋅ 24039846 MLS

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.

31 Stony Brook Road, Middlebury

$639,995

3 Beds ⋅ 3 Baths ⋅ 24038450 MLS ⋅ Ridgewood At Middlebury BLDG.

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!

191 Ridgewood Drive Unit 191, Middlebury

$499,000

4 Beds ⋅ 4 Baths ⋅ 24036860 MLS

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.

213 Steinmann Avenue, Middlebury

$499,000

4 Beds ⋅ 4 Baths ⋅ 24036317 MLS

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.

213 Steinmann Avenue, Middlebury

$725,000

3 Beds ⋅ 3 Baths ⋅ 24033473 MLS

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.

6 Brookside Drive Unit 6, Middlebury

$1,599,000

6 Beds ⋅ 7 Baths ⋅ 24034845 MLS

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.

372 Tucker Hill Road, Middlebury

$899,900

4 Beds ⋅ 4 Baths ⋅ 24034379 MLS

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).

383-3 LEONARD Road, Middlebury

$799,900

4 Beds ⋅ 3 Baths ⋅ 24033385 MLS

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!

18 Hunting Ridge Road, Middlebury

$779,900

4 Beds ⋅ 3 Baths ⋅ 24032652 MLS

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 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.

17 Deer Run Road, Middlebury

$729,900

3 Beds ⋅ 3 Baths ⋅ 24032223 MLS

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.

2 Deer Run Road, Middlebury

$779,900

4 Beds ⋅ 3 Baths ⋅ 24032213 MLS

Welcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates. 28 Hunting Ridge Road (aka Lot 7) is currently under construction but there is time to pick your finishes!! This home 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.

28 Hunting Ridge Road, Middlebury

$875,000

3 Beds ⋅ 1 Baths ⋅ 24031279 MLS

You can spend every day on vacation. Here is an opportunity of a lifetime: a magnificent lakefront home on pristine Lake Quassapaug. You can relax on the deck and enjoy the natural surroundings with an expansive view of the lake. Watch swimmers, boaters and a variety of birds. Spacious and light-filled, this fabulous cape features a main level with oak flooring and windows everywhere, and it takes advantage of the view from every location. The kitchen work area is spacious, and the dining area overlooks the lake. As the main level is open, the Great Room provides for entertaining and relaxing. On cool nights, you can gather around the stone fireplace. There is always the opportunity to watch TV, read quietly or spend time with friends and family. On the second level, there are 3 bedrooms. The primary bedroom overlooks the lake.

53 Sandy Beach Road, Middlebury

$575,000

3 Beds ⋅ 3 Baths ⋅ 24028698 MLS ⋅ Ridgewood At Middlebury BLDG.

Experience luxury living in this stunning 2100+ SqFt Portman ELITE end unit home in the prestigious Ridgewood community. This 3 Bed, 2.5 Bath residence boasts exquisite upgrades & fantastic features, including a 3-foot extended bump out on both floors. Upon entry, the open floor plan, abundant natural light & serene forest views at the rear greet you. The main floor showcases a modern look w/ elegant hardwood floors, 9-foot ceilings, custom molding, recessed lighting, a gas fireplace, custom blinds-a true "model unit." The eat-in kitchen features granite countertops, stainless steel appliances with a gas cooktop, a tile backsplash, beautiful cabinetry, & an island/breakfast bar. Adjacent to the kitchen, the spacious living room opens to a deck & private backyard, perfect for summer entertaining. The dining area, filled with natural light, includes a half bath & main floor laundry. Upstairs, the primary suite impresses with vaulted ceilings, a large walk-in closet, & a luxurious bathroom with a double sink vanity, shower, tub, and tile floor. The second bedroom, also with vaulted ceilings & a walk-in closet, & an additional third bedroom & full bath complete the upper level. The basement offers potential for an additional 900+ SqFt of unfinished space. Extra parking right next to the home. The clubhouse features an entertainment area, kitchen, indoor basketball court, gym, tennis court, pool, and playground. All the amenities you desire await you! 1.3hr to NYC! VIEW 3D TOUR!

39 Ridgewood Drive Unit 39, Middlebury

$499,900

24027585 MLS

Rare Middlebury opportunity to purchase over 17+/- acres of an approved subdivision, lots 1-5 of Trout Estates. These lots are beautiful and private, with city sewer and city water on the street as well as access for underground utilities. Perfect for a Builder to either develop road to spec and/or sell off the approved 5 lots. Or imagine purchasing the entire 17 +/- acres and building your dream home nestled in paradise.

72 Nick Road, Middlebury

$520,000

4 Beds ⋅ 2 Baths ⋅ 24024756 MLS

This sprawling cape sits majestically on nearly an acre of property on Carriage Drive, one of Middlebury's most desirable neighborhoods. With its flexible layout, it lends itself to a variety of living situations to coincide with today's need for a variety of lifestyles. On the interior, an eat in kitchen overlooks the private rear yard. The formal dining room is adjacent to the kitchen and is the perfect spot for hosting special meals with friends & family. A formal living room with fireplace, oak flooring and access to the screened porch is a great space for entertaining or quiet enjoyment. In addition, the main level offers 2 bedrooms, a full bath and a family room/den with access to the rear yard. On the second level, 2 additional bedrooms and a full bath. You can create a home office on either level because there is plenty of space, or you can utilize the full basement. Please note that there are beautiful oak floors throughout.

240 Carriage Drive, Middlebury

$899,000

3 Beds ⋅ 3 Baths ⋅ 24024751 MLS

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!

22 Somerset Drive, Middlebury

$865,000

3 Beds ⋅ 3 Baths ⋅ 24021985 MLS

Charming, comfortable and private home with elegant details. Located in the area of Westover School. Light filled rooms - new Anderson windows throughout. Living room with wide board pine floors and wood burning fireplace. Well equipped kitchen with counter seating. Formal dining room with French doors to a delightful screened porch. Main floor en-suite primary plus 2 bedrooms and bath on 2nd floor. Cozy den with built-ins, wall of windows and sliders to patio overlooking perennial gardens. Private office with wood burning fireplace. Generator, attached 2 car garage. Walk to library and Crest Road Preserve Land Trust. Borders 49+ open land. 10 minutes to I-84. 2 hrs. to NYC. Please do not drive up driveway without appointment.

122 Crest Road, Middlebury

$875,000

3 Beds ⋅ 1 Baths ⋅ 24021045 MLS ⋅ Tyler's Cove BLDG.

You can spend every day on vacation. Here is an opportunity of a lifetime: a magnificent lakefront home on pristine Lake Quassapaug. You can relax on the deck and enjoy the natural surroundings with an expansive view of the lake. Watch swimmers, boaters and a variety of birds. Spacious and light-filled, this fabulous cape features a main level with oak flooring and windows everywhere, and it takes advantage of the view from every location. The kitchen work area is spacious, and the dining area overlooks the lake. As the main level is open, the Great Room provides for entertaining and relaxing. On cool nights, you can gather around the stone fireplace. There is always the opportunity to watch TV, read quietly or spend time with friends and family. On the second level, there are 3 bedrooms. The primary bedroom overlooks the lake.

53 Sandy Beach Road, Middlebury

$1,100,000

4 Beds ⋅ 4 Baths ⋅ 24016070 MLS

This spacious, custom built home sits on a 6+ acre lot with a large garden area & a barn with 2 garage doors, loft area & an attached green house! The main house features a grand foyer with granite flooring, a very large, formal dining room & a generous sized formal living room/music room. The eat-in kitchen area is large enough to hold an 8 seat table & chairs & has slider access to the deck. There is an island in the center of the kitchen with additional seating as well stainless steel appliances & a work area. As you walk down the hall to the 3 car garage you will pass another smaller study with builtins & an exceptionally large pantry & mudroom area. There is a separate laundry room & 1/2 bath. The sizable great room has a fireplace, bar area & sliders to the enormous deck! On the deck is where you can relax or entertain by the outdoor fireplace & cook in the custom pizza oven! There is also an oversized main floor office for those who work from home or need a guest area. This office has a fireplace, built-ins & another full bath. Upstairs is the Primary Suite with a walk in closet, full bath featuring a jacuzzi tub, separate shower & 2 sinks. The main bathroom also has double sinks & a tub with shower. There are 3 other large sized bedrooms with hardwood flooring & plenty of closet space. The enormous basement has a rolling garage type door if you need to store anything with easy access! The possibilities are endless!

593 Park Road Extension, Middlebury

$1,634,500

24014559 MLS

Fully approved 11 lot subdivision!. Property has 19.81 acres of private land. City sewer available and no deed restrictions. Possibilities are endless!!!

White Birch Lane, Middlebury

$145,000

24012619 MLS

LOCATION, LOCATION, LOCATION!!! ONLY LOT FOR SALE IN THIS PRIVATE, 11 LOT SUBDIVISION OF QUALITY-BUILT HIGH END HOMES. SUBDIVISION HAS THE UNIQUE BONUSES OF PUBLIC WATER & SEWER (ALREADY EXTENDED TO LOT) AND CLOSE PROXIMITY TO LOCAL RETAIL AND HIGHWAYS. 4.67 ACRE SITE TUCKED AWAY AT THE END OF A TURN-AROUND TO THE LEFT OF THE ELABORATE GAZEEBO AND LAND TRUST PROPERTY.

75 GLENEAGLE Drive, Middlebury

$259,500

24001684 MLS

Build your dream home on 2.6 acres in a brand new subdivision. All properties will have public sewer and private well. Land can be sold individually or bundled with a custom To Be Built Home.

White Birch, Middlebury

$229,500

24001611 MLS

Build your dream home on a brand new 11 lot subdivision. All properties will have public sewer and private well. Land can be sold individually or bundled with a custom To Be Built Home.

1 White Birch, Middlebury

$1,249,650

4 Beds ⋅ 4 Baths ⋅ 170621848 MLS

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!!

6 White Birch Lane Drive, Middlebury

$699,400

3 Beds ⋅ 3 Baths ⋅ 170621553 MLS

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!!

9 White Birch Lane, Middlebury

$699,750

3 Beds ⋅ 3 Baths ⋅ 170616854 MLS

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!!

8 White Birch Lane, Middlebury

$849,950

4 Beds ⋅ 3 Baths ⋅ 170614108 MLS

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!!

1 White Birch Lane Drive, Middlebury

$999,500

5 Beds ⋅ 4 Baths ⋅ 170614099 MLS

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!!

11 White Birch Lane Drive, Middlebury

$795,850

4 Beds ⋅ 4 Baths ⋅ 170602027 MLS

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!!

4 White Birch Drive, Middlebury

$1,500,000

4 Beds ⋅ 7 Baths ⋅ 170594586 MLS

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.

7 East Farm Road, Middlebury

$849,900

5 Beds ⋅ 3 Baths ⋅ 170592375 MLS

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.

34 Breakneck Hill Road, Middlebury

$899,000

3 Beds ⋅ 3 Baths ⋅ 170591262 MLS

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.

294 Christian Road, Middlebury

$199,900

170575742 MLS

Welcome home to Middlebury's newest 23 lot subdivision- Hunting Ridge Estates. There are several lots to choose from starting at $175,900 or will build to suit starting at $675,000. 2 cul-de sac streets with city water and city sewer!

14 Deer Run Road, Middlebury

Middlebury Properties for Sale

Newest Middlebury Properties for Sale