Middlebury CT Real Estate & Homes for Sale

Welcome home to this spacious 4 bedroom, 21/2 bath Colonial located on a lovely desirable Middlebury neighborhood. A perfect blend of functionality and desirable living in region 15 school district. This floor plan offers great flow for entertaining. A formal foyer leads to a front to back living room with oversized windows, hardwood floors and a wood burning fireplace. The remodeled kitchen with newer stainless appliances, Granite counters, a Chef's 6 burner gas oven range and white subway tile back splash, eat in area with built in cabinets for your China. Kitchen opens to a cozy family room with built in cabinets, a convenient washer, dryer location and a slider to a generous deck for great entertainment. You will be happy to find a grill and pizza over with direct gas supply for easy entertaining. The expansive yard is open for lots of family fun. Landscaped yard with a beautiful stone wall adding character to this classic New England Colonial. The second floor offers an oversized Primary bedroom suite with Cathedral ceiling, multiple closets, and En -suite full bath! 3 additional spacious bedrooms, one with walk in closet leading to a walk-up attic and another full bath and hardwood flooring throughout. All windows have been updated. Front door will be painted.

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.

House has 4 bedroom 3 full baths. Fully remodeled. Custom trim throughout the home. Coffered ceilings. Open concept. New kitchen cafe Appliance. Master bedroom with walk-in closet and an entry to a huge master bathroom with double vanity, stand up shower and a "water closet " 3 large size bedrooms with plenty of closet space. Newer windows. Freshly painted. New central heating and cooling system. Private patio in the back. New paved driveway. New garage door. City water and city sewer.

Welcome to Middlebury's newest subdivision on Leonard Rd!! This new construction split level home offers 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 bonus room, which can be used as a 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 offers 3 other bedrooms and 3 bathrooms as well as laundry room (washer and dryer included).

Rare opportunity in Middlebury! Charming Colonial featuring over 2500 square feet of living space, 4 bedrooms, 2.1 baths, a 2 car garage, an eat-in kitchen with granite countertops and stainless steel appliances, dining area, living room with fireplace and built-ins, sunroom, and first floor primary suite with full bath. The second floor offers three spacious bedrooms, and a walk up attic. The outdoor space is incredible sitting on .99 acres with mature landscaping and a private, level backyard with a beautiful stone terrace. Great proximity to the greenway, restaurants, historic town green, parks and playgrounds. A true turn key property! Schedule your showing today.

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 to this stunning 4-bedroom, 2-full bath ranch located in a highly desirable neighborhood. This beautifully updated home features a gorgeous kitchen equipped with granite countertops and stainless steel appliances. The gleaming hardwood floors throughout the home add warmth and elegance to the spacious living areas. Both bathrooms are completely remodeled, offering modern fixtures and finishes. Step outside to a perfectly flat yard, meticulously maintained with gardens, fruit trees, and a charming grape arbor, providing a tranquil outdoor oasis for relaxation and entertaining. Don't miss the opportunity to make this beautiful house your new home!

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.

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.

Welcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates. 3 Hunting Ridge Road (aka Lot 1) is now complete and ready for occupancy! It is one level living at its finest! Features includes hardwood floors throughout, gas fireplace with stone surround, gourmet kitchen with large center island, convenient office in addition to 3 bedrooms. The primary bedroom boasts walk-in closet with custom shelving and private full bath. Come by and see the incredible views from this newly completed home!! 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. 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.

Welcome to this impeccably updated 4-bedroom, 2-bath ranch-style home, where modern luxury meets eco-friendly efficiency. Located in a peaceful neighborhood, this home showcases a seamless open concept design that blends the stylish kitchen, boasting maple cabinet and a convenient breakfast bar, with expansive living and dining areas. The spacious primary suite serves as a serene retreat with a large walk-in closet and spa-like full bath. Three additional well-appointed bedrooms offer flexibility for family, guests, or a home office. Step outside to your private backyard oasis featuring a captivating double waterfall flowing into a tranquil koi pond. Perfect for relaxation and gatherings, this outdoor sanctuary creates a peaceful ambiance. Notably, this home is equipped with solar panels for energy efficiency and a Tesla hook-up for electric vehicle. Conveniently located near major highways, shopping, parks, and Middlebury's walking trail perfect for walkers, runners, and bike riders! Arrange your private tour today and envision the lifestyle awaiting you in this exceptional home!

Steeplechase of Middlebury is a most desirable neighborhood where you can combine the privacy of detached single-family living in a lovely community. This particular house offers a professionally landscaped property with stone walls and plantings and is located at the end of a cul de sac overlooking the pond. The setting is both lush and private. On the interior, a spacious living/dining room with vaulted ceiling offers a space for easy entertaining and access through French doors to a spacious screened porch overlooking the private rear yard. The eat in kitchen is open to the family room with fireplace and custom-built ins. The first-floor primary bedroom offers a full bath with walk in shower. The second level offers a gorgeous bedroom en suite with fireplace, full bath with walk in shower and jetted tub as well as a loft/office with custom built ins. Don't miss the opportunity to own this piece of paradise.

Steeplechase of Middlebury is a most desirable neighborhood where you can combine the privacy of detached single-family living in a lovely community. This particular house offers a professionally landscaped property with stone walls and plantings and is located at the end of a cul de sac overlooking the pond. The setting is both lush and private. On the interior, a spacious living/dining room with vaulted ceiling offers a space for easy entertaining and access through French doors to a spacious screened porch overlooking the private rear yard. The eat in kitchen is open to the family room with fireplace and custom-built ins. The first-floor primary bedroom offers a full bath with walk in shower. The second level offers a gorgeous bedroom en suite with fireplace, full bath with walk in shower and jetted tub as well as a loft/office with custom built ins. Don't miss the opportunity to own this piece of paradise.

Meticulously maintained Middlebury Ranch on quiet dead end street. One owner home has been lovingly maintained. 3 bedrooms, 2.1 baths, primary w/ half bath, all bedrooms w/ hard flrs,full bath, living room w/ hard flrs with fireplace w/pellet insert. Eat in kitchen w/ stainless appliances leads to family room w/ laminate flooring. Large deck overlooks pristine level backyard with woods for privacy. Finished lower walk out basement offers a full bath, built in bar, as well as plenty of unfinished storage. 5 year old roof, boiler, above ground oil tank, newer windows. 2 car attached garage. This is what you've been waiting for, come see for yourself!

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.

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!

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.

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.

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.

Enjoy living a relaxing and luxurious lifestyle in a most desirable community. As you step into this beautifully appointed, light filled townhome, you can appreciate the open floorplan. This Portman model offers hardwood flooring on the main level and features an eat-in kitchen open to the living/dining room with a gas fireplace for ambiance and warmth. Accessible from the kitchen dining area, the TREX deck allows for al fresco dining overlooking a peaceful backyard setting. It is complete with stairs to conveniently access the rear community space. The second floor offers 3 bedrooms, 2 full baths and a laundry room. The spacious primary bedroom suite features a luxurious full bath with a vaulted ceiling and an enclosed shower. Its cathedral ceiling gives the primary bedroom volumes of space, and there is plenty of space in the walk-in closet. The two additional bedrooms are spacious with plenty of closet space. The full basement with a full-size window allows for lots of light and storage, or it can be finished for additional living space. And the 2-car garage is attached for ease of entry. Enjoy all the amenities which Ridgewood has to offer while living a carefree, low maintenance lifestyle.

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!

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!

Price improved and ready to sell! Welcome to your dream home! This contemporary residence offers the perfect blend of modern elegance and comfortable living. Situated on a large, level, and private 2 acre lot on a dead-end road. The home features 4 bedrooms, 2 full baths upstairs and 1 half bath on the main level. Vaulted ceilings offer an open, airy feel. The living room features a floor to ceiling fireplace and is open to the kitchen and eat-in area with sliders to the outdoor space. There is another large room which spans the entire back of the home which is used as a combination office/dining/family room. The basement is finished with walk out access to the back yard. The yard is surrounded by mature trees and flowering shrubs. The patio is a great place to relax in front of the fire or in the hot tub. There is a trex deck for additional entertaining space and an above ground pool for all to enjoy. New propane furnace and central air on the main level, Generac whole house propane generator. This home is located within the highly acclaimed Region 15 School System. Don't miss this opportunity to own a piece of paradise in a prime location.