The median home value in Middlebury, CT is $587,500.
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 $587,500.
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!
Welcome to Hunting Ridge Estates, a premier 23-lot subdivision offering the perfect blend of privacy and natural beauty. This spacious 3.33-acre rear lot provides ample space to build your dream home in a peaceful, upscale setting. With multiple lot options available, you can choose the one that best suits your vision. Whether you prefer to bring your own builder or take advantage of our build-to-suit option, we are here to help you every step of the way. Don't miss this incredible opportunity to create a custom home tailored to your lifestyle.
Discover luxury living in this stunning 2122+ SqFt Portman ELITE END UNIT in the prestigious Ridgewood community. This 3-bed, 2.5-bath home boasts exquisite upgrades, including a 3-foot extended bump out on both floors, hardwood floors, 9-ft ceilings, recessed lighting, custom crown, chair trail and mantle molding w/ custom beams. The open floor plan bring tons of natural light, offering serene forest views. The gourmet kitchen features granite countertops, stainless steel appliances, a gas cooktop, tile backsplash, and an island with breakfast bar seating, flowing seamlessly into the spacious living room with a gas fireplace and access to a private deck and backyard-perfect for entertaining. The luxurious primary suite impresses with vaulted ceilings, a walk-in closet, and a spa-like bath with a double vanity, soaking tub, and shower. Two additional bedrooms, one with vaulted ceilings and a walk-in closet, and a full bath complete the upper level. The unfinished 900+ SqFt basement offers endless potential. Enjoy resort-style amenities, including a clubhouse with an entertainment area, kitchen, gym, pool, indoor basketball court, tennis court, and playground. This home combines elegance, comfort, and convenience. You very rarely get a unit with a large side yard and private flat wooded backyard. If you like to entertain, or engage in yard activities, this is the unit to buy! Private desirable town, 1.3 hrs from NYC, easy access to highways. Schedule your showing today
Four lots for sale as a package deal! Total Acreage 0.84 THREE of the lots CAN NOT be built on but you can have an abundance of land and privacy around the single family structure you build! Nestled in a desirable area of Middlebury don't miss your opportunity to create a home of your own.
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.
Start your new chapter here in the desirable town of Middlebury. All the charming appointments you would expect from an early 1900's home. Generous sized bedrooms & closets including one bedroom on the main floor. Hardwood flooring throughout. There is 1600 sq feet plus an ADDITIONAL 200+ heated square feet in the enclosed rear porch which has a full view of the expansive backyard. Lower level has a fireplace & the start of a half bath for a foreseeable finished lower level. Within the last 5 years the oil & water tanks have been replaced, the chimneys were extended, a basement system was installed, replacement windows completed, refrigerator & range were replaced, & just 2 months ago a new boiler was installed. A storage shed sits at the back of the property & just beyond is lightly wooded privacy that abuts to town of Middlebury land. A quaint enclave of roads makes for a family friendly neighborhood but still close to shopping, restaurants, & the highway. Middlebury is part of award winning Region 15 schools & home to Lake Quassapaug Amusement Park. Middlebury Recreation Area (MRA) offers seasonal passes to the lake for residents only. What a great place to spend your summers!
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!!
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. Schedule an appointment now with builder!!
Build your dream home on a brand new Cul-de sac. Home will feature 4 bedrooms, 3 full baths, 3 car garage, central air, and beautiful hardwood throughout. Generous allowances for granite countertops, appliances , and lighting. Schedule an appointment now with builder!!
Stunning Luxury Townhome in the Desirable Ridgewood Community. Beautifully upgraded 3/4-bedroom, 3.5-bathroom end-unit townhome with a 2-car garage, offering approximately 3,000 sq. ft. of luxurious living space. Enjoy the private yard, walk-out deck with all the enhancements, this home has more space than you can imagine. The main floor features an open-concept layout with oak floors, a spacious dining area, and a living room with a cozy gas fireplace. The eat-in kitchen is a chef's dream, boasting cherry wood cabinets, granite counters, a tile backsplash, and new WiFi-enabled LG stainless steel appliances. Step onto the back deck with its upgraded electric awning-perfect for relaxing or entertaining.Hardwood flrs on main flr. Upstairs, hardwood floors, the primary suite has been fully remodeled to perfection. The brand-new primary bath has a luxurious shower with double shower heads, a new double vanity, updated lighting, and stunning new tile floor. The custom-built walk-in closet offers ample storage. Two additional bedrooms, including one with a walk-in closet, and a shared bath with brand new shower/tub. The versatile loft with skylights can serve as a fourth bedroom or flex space. The finished basement offers a media/entertainment room, a fourth bedroom, and a remodeled full bath. Additional updates include a new WiFi water heater, new AC compressor, and new furnace. Turn-key home with premium upgrades, literally no maintenance. Newer paint throughout home. move o
Priced to Sell! Welcome to this rare new 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, motivated seller don't miss out
Build your dream home on a brand new Cul-de sac. Home will feature 4 bedrooms, 3 full baths, 3 car garage, central air, and beautiful hardwood throughout. Generous allowances for granite countertops, appliances , and lighting. Schedule an appointment now with builder!!
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.
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. MODEL UNIT 36 Coming Spring 2025! Now accepting deposits on Phase 2. A Planned Unit Development (PUD) - Built by Lovley Development, Inc. / Developed by Newport Realty Group. Agent related.
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.
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 a 2700 sq ft colonial with 2 car attached garage.Features includes hardwood floors throughout, gas fireplace with stone surround, gourmet kitchen with large center island, convenient office. 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 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.
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.
Purchasers default puts this great home back on market. Ideal Middlebury location, this spacious home showcases a legal in-law apartment, an easy commuter location offering a 4 Bedroom, 3 Bath open plan with hardwood floors, walls of windows, 2 fireplaces and more. 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 main level consists of L- shaped living room with dining room and a 30 x 30 family room. This home showcases great space for entertaining and relaxing 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. Amenities include; New geothermal heat and solar panels installed in 2023 keeps heating, cooling and overall electric costs to only $391 dollars per month. Additionally, new water heater (2023), roof (2018), blown in insulation, siding (2022), freshly painted in and out plus supplemental wood heat. Easy access to town, great schools, restaurants and parks. Easy commute to New York or down county.
Welcome to 6 Brookside Drive, Middlebury, CT, a meticulously designed residence offering 3,745 square feet of refined living space. This property features four bedrooms and four bathrooms, ideal for comfortable family living. The first floor boasts an open-concept layout, highlighted by 9+ foot high ceilings in the living room, providing an airy and spacious atmosphere. The primary suite includes a luxurious ensuite bathroom with a jacuzzi tub, large windows, and a walk-in closet. The kitchen is equipped with top-of-the-line smart appliances, all under a 10-year warranty, ensuring modern convenience and reliability. Additional first-floor amenities include a laundry room, garage access, a powder room, a coat closet, and a pantry. Custom-made blinds and shades adorn the windows, adding a touch of elegance. The second level features two bedrooms, a loft area overlooking the living room, a full bathroom, and a walk-in closet, offering ample space for family or guests. The lower level is designed as an in-law suite, complete with a kitchenette, a new full bathroom, an open-concept living and dining area, a bedroom with a walk-in closet, high ceilings, and abundant storage. Outdoor living is enhanced by a welcoming front porch and a large deck, perfect for relaxation and entertaining. The property also includes gutter guards with a warranty, ensuring low maintenance. Hardwood floors throughout add to the home's charm and durability.
Welcome to Middlebury's newest subdivision on Leonard Rd!! In-law set up is possible!!This new construction split level home has 3200 sqft of living space with 4 bedrooms, 3.5 bathrooms, family room/dining room on an open floor plan, a beautiful kitchen and an oversized island, as well as a 2 car garage attached to it, all situated on 1.23 acre of land, mostly flat. As you walk towards the front of the house you will notice a nicely done paved walkway around the house and a front porch build with trex decking material for lifetime durability. The main entry will surprise you with an open concept plan with high ceilings, beautiful hardwood flooring, a fireplace(electric), a beautiful kitchen with granite countertops and plenty of cabinets, nice backsplash, double oven, a large island when you have plenty of space to cook and eat. Next to the kitchen you will find the sliding doors leading to a 16x12 trex deck, which connects directly to a good size patio that makes all the back area useable for outdoor cooking and entertaining. A standby GENERAC 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).
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.
