The median home value in Middlebury, CT is $562,500.
This is
higher than
the county median home value of $326,700.
The national median home value is $338,100.
The average price of homes sold in Middlebury, CT is $562,500.
Approximately 82.41% of Middlebury homes are owned,
compared to 9.38% rented, while
8.21% are vacant.
Middlebury real estate listings include condos, townhomes, and single family homes for sale.
Commercial properties are also available.
If you see a property you’re interested in, contact a Middlebury real estate agent to arrange a tour today!
Fabulous park-like grounds in beautiful neighborhood. This is a home needing complete professional rehab. Custom built with generous room sizes. Use your vision to picture this restored to its original elegance. Extensive work required, but will be absolutely stunning when finished. There is a 294sf beautiful room attached to home with fireplace. Room is not heated and could be used for three seasons without heat. Owners will consider CASH ONLY "AS IS WHERE IS" offers, and will not look at any other type of offers. Owners will not do any repairs. All offers must be in by December 1 noon, with proof of funds. Broker must receive Hold Harmless before any entry into house. Do not enter unless HH has been sent to Broker Screenshot of signed doc ok, or email copy. NO showings after 4pm
This bright and sunny home in the desirable 55+ community of Benson Woods combines country living with modern convenience. Located just minutes from shopping, town, and I-84, offering easy access for both relaxation and commuting. The spacious living room features cathedral ceilings, hardwood floors, and a cozy gas fireplace. The chef's kitchen includes granite countertops, ceiling-height cabinetry, and a double center island with an eating area. The main level features a private primary suite with two walk-in closets, a tray ceiling with a fan, and an en-suite bath. There's also a second bedroom, laundry room, and half bath. Upstairs, a large loft with a ceiling fan and double closet overlooks the living room. A full bath and versatile office/sewing room complete the upper level. The home is equipped with a whole-house stereo system, and the full, unfinished basement is plumbed for a future bath. The deck off the kitchen provides a private, wooded view. Although built in 2005, the interior was customized in 2014. This maintenance-free home gives the perfect blend of comfort and convenience in a peaceful, sought-after community.
Solid Ranch home on almost 2 acres ready for your updates and touches! A true handyman special, bring this diamond in the rough back to its glory! Can be lived in while you renovate. Covered front porch opens to entrance foyer with large closet, connects formal living room and dining room. Hardwood floors flow throughout. Living room has a wood burning fireplace, and picture window; dining room has large bay window, both overlooking the front yard. Eat-in kitchen with lots of cabinet space & ceiling fan. Full bath with stall shower off kitchen. Large heated breezeway connects kitchen with garage, is more of a 4-season room, has glass door to backyard and sunporch feel. Good flex and flow throughout house: the primary bedroom, with skylight and ceiling fan, could also be family room, with access to large partially fenced backyard. The other 2 bedrooms share a Jack'n'Jill bathroom with ample linen closet. Expansive basement has laundry hook-ups and could be heated by a wood burning stove; finish in 1889 sq ft! Enjoy large backyard - perfect for entertaining and relaxing with pretty gazebo and patio. Two car garage has attic space, and outdoor shed also has plenty of storage. Lots of parking in the large driveway. Newer roof, HVAC system, double oil tanks yield discount with larger fills. Across the street from Meadowview Park & Lake Elise! Enjoy Middlebury schools, Quassy Amusement & WaterPark! Please submit interest on GHAR form; EDM to Estate of Michael David Winkel
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. Schedule an appointment now with builder!!
An address that elevates your lifestyle - Aberdeen Estates at Benson Woods is a premier 55+ Adult Community located in the charming town of Middlebury. This under construction neighborhood will be comprised of 32 attached townhomes across 11 buildings offering a two-story design and unique details crafted just for adults over 55. Experience effortless living in beautifully appointed attached townhomes offering 1,950 SF of living space, 3 bedrooms, 2.5 baths, featuring a first floor primary bedroom suite, grand vaulted open living and dining spaces, beautifully designed kitchen and baths, a full basement, 2 car attached garage, backyard patio, natural gas, and option to finish the second level bonus room. While situated in a quaint historic community, Aberdeen Estates offers the best of both worlds, being within minutes of fine restaurants, parks and rec, health facilities, shopping, and easy access to Interstate-84. Unit 37 is an End Unit. Phase 1 occupancy starting Summer 2025. Model unit coming soon! A Planned Unit Development (PUD) - Built by Lovley Development, Inc. / Developed by Newport Realty Group. Agent related.
An address that elevates your lifestyle - Aberdeen Estates at Benson Woods is a premier 55+ Adult Community located in the charming town of Middlebury. This under construction neighborhood will be comprised of 32 attached townhomes across 11 buildings offering a two-story design and unique details crafted just for adults over 55. Experience effortless living in beautifully appointed attached townhomes offering 1,950 SF of living space, 3 bedrooms, 2.5 baths, featuring a first floor primary bedroom suite, grand vaulted open living and dining spaces, beautifully designed kitchen and baths, a full basement, 2 car attached garage, backyard patio, natural gas, and option to finish the second level bonus room. While situated in a quaint historic community, Aberdeen Estates offers the best of both worlds, being within minutes of fine restaurants, parks and rec, health facilities, shopping, and easy access to Interstate-84. Phase 1 occupancy starting Summer 2025. Model unit coming soon! A Planned Unit Development (PUD) - Built by Lovley Development, Inc. / Developed by Newport Realty Group. Agent related.
Great New Price! Discover the perfect blend of timeless charm and serene natural beauty in this elegant colonial home, set on a private 2.7 acre parcel, on a cul-de-sac. This home has been designed with a classic, functional layout, that flows effortlessly from room to room, wonderful for both living and entertaining! The living and dining rooms provide generous space to spend time with guests. Cooking will be a pleasure in the eat-in kitchen that features ample white cabinetry and center island, granite counters, and stainless steel appliances. Off the kitchen, a standout feature of the home is the huge family room, complete with a vaulted ceiling and wood-burning insert fireplace for cozy nights! A slider leads directly to the large deck, where you can enjoy the beautiful views of the natural surroundings, creating a wonderful spot for relaxing or entertaining while enjoying the serene beauty of the outdoors. While inside, retreat up the stairs to the spacious primary bedroom with en-suite bath, and walk-in closet. On this floor, you will also find 3 additional nicely sized bedrooms, the additional full bath, and laundry area for your convenience! The unfinished basement, with walkout to the property, offers additional space. Don't miss the opportunity to see this beautiful property that offers a peaceful escape from the hustle and bustle, set on a cul-de-sac, yet close to highways, shopping, and restaurants!
Leave your mower, shovel and hedge clippers behind...enjoy the bliss of MAINTENANCE FREE living! Ever dream of living in vacation mode? Look no further than this wonderfully appointed and upgraded corner unit located in the highly desirable Ridgewood at Middlebury neighborhood. As you enter through the oversized front door, you are instantly greeted by impeccably cared for hardwood floors. The living room is complete with Shiplap decorative walls and a gas fireplace to curl up to on those chilly New England nights. The eat in kitchen is complete with granite counters, stainless steel appliances and upgraded cherry wood cabinets. Off the living room is a 14x14 Trex composite deck complete with upgraded vinyl handrails. From here, grab a book or your favorite cocktail and listen to the birds sing and embrace the professionally landscaped yard. The lower level makes entertaining a breeze. This massive space has a custom wet bar, full bathroom and sliding door access to a 12x12 paver stone patio. The 2nd floor living space is lined with hardwood floors and hosts two generously sized bedrooms, and a Master Suite straight out of Better Homes and Gardens Magazine. The Master bath has a stand-up shower, his and her sink and a jacuzzi tub which happens to overlook the beauty of the neighborhood. The Master Bedroom has an oversized walk in closet where even Ralph Lauren would be impressed. Cathedral ceilings complete the luxurious feel of the sleeping area.
Well-maintained and tastefully updated home with an inviting floor plan. The formal living room features a warming fireplace, trey ceiling, chair rail, and hardwood flooring. Large Andersen picture windows bathe the room in natural light, creating an elegant and welcoming atmosphere perfect for entertaining. The family room boasts hardwood flooring, a large Andersen picture window, and a coffered ceiling, providing a comfortable and relaxing ambiance. The updated kitchen showcases granite countertops, white cabinetry, a coffered ceiling, and atrium doors leading to the deck and leveled backyard, making it a delightful space for culinary creations and gatherings. The home comprises two generously sized bedrooms with hardwood flooring and ample closet space. The primary bedroom features a coffered ceiling, adding a touch of elegance. The updated bathroom offers a large linen closet for convenient storage of towels, sheets, and bathroom essentials. Additional notable features include central air conditioning, newer Andersen doors and windows, a generator, and a water filtration system, ensuring comfort and convenience. Situated in a desirable neighborhood, this home is conveniently located near schools, shopping areas, and major highways, providing easy access to various amenities.
Welcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates. 11 Hunting Ridge Road (aka Lot 3) is to be built. 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. There are several other lots and plans to choose from or will build to suit! City water and sewer !!
Antique lovers alert! Enjoy this quintessential 1803 Colonial on 1.026 acres, nestled within the picturesque conservation protected 7.3 acre land containing Fenn Pond. You'll own a piece of history, with the privacy, character and tradition of its era, including wide board floors, 7 fireplaces, and front and back staircases. Delightful finds everywhere! The magical setting contains stone walls, professionally maintained grounds, and an in ground swimming pool for a quick dip on hot summer days! How convenient to have an attached 2 car garage with loft, leading to the main floor. Modern upgrades and conveniences haven't been forgotten either - a bright eat in kitchen with a dramatic Palladium window overlooking the beauty of nature, and upgraded bathrooms add modern yet respectful additions to the home. Mechanical elements include an electric panel with extensive circuit breakers, newer roof, connection to public sewer, newer water pump, and a whole house Generac generator! The sun room could be a perfect greenhouse! Own a unique home with extraordinary character and location! This is an estate sale, and is being sold "as is, where is".
Gorgeous 1.13 acre lot in a brand new subdivision. Level and on a private road. Proposed 4 Bedroom home with well and septic and underground utilities. Build your dream home! We can arrange a builder or modular homes as well. Frontage of lot disclosed in mls is frontage on Watertown Rd. Frontage on private drive is per maps. Assessment and Taxes TBD. Shared maintenance for private driveway.
Gorgeous 3.32 acre interior lot in a brand new subdivision. Level and on a private road. Proposed 4 Bedroom home with well and septic and underground utilities. Build your dream home! 2 existing barns on the property. We can arrange a builder or modular homes as well. Frontage of lot disclosed in mls is frontage on Watertown Rd. Frontage on private drive is per maps. Assessment and Taxes TBD. Shared maintenance for private driveway.
Gorgeous 3.07 acre lot in a brand new subdivision. Level and on the end of the cul de sac private road. Proposed 4 Bedroom home with well and septic and underground utilities. Build your dream home! We can arrange a builder or modular homes as well. Frontage of lot disclosed in mls is frontage on Watertown Rd. Frontage on private drive is per maps. Assessment and Taxes TBD. Shared maintenance for private driveway.
Gorgeous 4 acre lot in a brand new subdivision. Level and on the end of the cul de sac private road. Proposed 4 Bedroom home with well and septic and underground utilities. Build your dream home! We can arrange a builder or modular homes as well. Frontage of lot disclosed in mls is frontage on Watertown Rd. Frontage on private drive is per maps. Assessment and Taxes TBD. Shared maintenance for private driveway.
Enjoy a lifestyle of relaxed sophistication in this captivating home located in an adult community (Age 55+). Picture perfect home amidst a conveniently located country landscape. Enter through the marble foyer. The Llving room offers a vaulted ceiling, hardwood flooring and fireplace. French doors lead to the light and bright dining room. The kitchen will please the most exceptional cookwith its' ample Cherry custom cabinetry, enviable appliances including sub-zero and Wolf oven/range, and roomy dining area. French doors lead to the extra spacious 2nd level bedroom. An office is also located on the second level. Finished lower level offers plenty of space for family getogethers with and includes a wet bar. Unwind on the deck overlooking a small pond. Note: Interior completely new in 2015.
contaminated lot, paperwork from deep, being sold as is. buyer to do due diligence with contaminations and utilities available.
Welcome 122 Mirey Dam Rd Middlebury! This remarkable fully renovated home is over 6,000 square feet on a 3 acre estate. Plenty of space for all your needs with 4/5 bedrooms and 4 full bath. Step inside to three luxurious levels. The main area has floor to ceiling windows overlooking the large backyard, fully equipped modern kitchen, large living/dining area room, and some flex space. Right off the kitchen check out the converted three car garage. Whether you want to store your vehicles or have some additional relaxation space, the possibilities are endless. Speaking of endless, the garage currently has an indoor endless pool, large tv, fireplace, and plenty of seating. The garage could easily be converted back to a traditional three car garage if needed. Head upstairs to the second floor to find 4 spacious bedrooms including a primary with en suite and soaking tub. Explore the lower level to see the theater room with reclining seats, a large 75 inch tv with bluetooth sound system, and wet bar. Outside from the lower level you will a large patio area with hot tub. Step further into the estate to find a koi pond, heated inground pool with cabana and potential shower area. This home truly has everything you could dream of. Schedule your view today!
Come see this immaculate Colonial in Brookside of Middlebury. The main floor provides an open floor plan with a formal living room and dining room, family room with gas fireplace, and large eat in kitchen with granite counter tops, stainless steel appliances, and hardwood throughout. The main primary suite upstairs opens through double doors, with vaulted ceiling, dual walking closets, and full bathroom with water closet, double sink, whirlpool tub and shower. A second primary suite toward the front of the home holds two closets and can easily be converted back to two separate bedrooms, making it a four-bedroom home. The basement level holds a great deal of finished space, with walkout, which can serve as additional entertainment space, playroom, or living space. This home is situated at the end of a quiet and peaceful cul-de-sac on a large, open lot. All utilities are underground, including natural gas, as well as city water and sewer, for easier maintenance. Don't wait to see this home and make it your own.
PRICE REDUCED Fabulous Home 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 (2018), new geothermal heat (2023), blown in insulation, new siding 2022, 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. An Opportunity for great size home with in-law at a great value!
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. many improvements including newer roof and Central Air.
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.
Looking to celebrate the holidays in style, in a beautiful new home? 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.
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
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
