Middlebury Real Estate

Recently Sold Listings in Middlebury, CT

Welcome to your dedicated resource for viewing Sold listings in Middlebury, CT. As local Middlebury, CT agents, Dave Jones Realty specializes in the unique market dynamics of this area, offering insights home values, selling strategies, and options like cash offers. Start exploring the most recent sold properties in Middlebury, CT below, or if you are looking to sell a home in Middlebury, CT contact a local agent to discuss the possibilities.

< Back to all Homes for Sale in Middlebury, CT

Be the First to Know About New Middlebury Homes

Stay ahead with real-time updates — no searching required.

See Homes Before Everyone Else

Middlebury Real Estate Map Search

All Recently Sold in Middlebury, CT

$1,100,000
3 Beds ⋅ 4 Baths ⋅ 170581926 MLS
Welcome to Luxury. This completely renovated custom-built home is privately nestled on a quiet cul-de-sac on over 2 acres of professionally landscaped gardens, lawns, and beautiful stone walls. Boasting Custom Marvin windows and doors, wide white oak hardwood floors, along with custom trim are what makes this home exceptional. Beautiful natural light fills all the rooms. Through the marble foyer you enter the library-office area or can step down into the stunning living room with cathedral ceilings, custom limestone fireplace and floor to ceiling windows with beautiful views of the outdoors. The living room opens to a spacious formal dining room with French doors that lead to the beautiful back yard with plenty of space for large family gatherings. You will appreciate the seamless flow of the entire first floor, which is ideal for entertaining. The chef’s kitchen features furniture-quality custom made cabinetry with all Wolf stainless steel appliances including a 6-burner cook top with indoor grill, pot filler, 3 ovens, subzero, wine cooler, warming drawer, 2 dishwashers, large pantry, 3 sinks, extra-large center Island and coffee/bar area. The eat in breakfast area has cathedral ceilings, a chandelier, and French doors leading to back yard. Continue into the large family room as well as the laundry room/hobby room/office both including custom cabinets. Off these rooms are 4 smart climate-controlled garages perfect for the car enthusiast. ...

17 Beacon Hill Rd, Middlebury

$1,100,000
4 Beds ⋅ 6 Baths ⋅ 24080272 MLS
Over 5000 total finished sqft in this gorgeous custom colonial with 3 car garage situated on 1.84 acres in a neighborhood of like homes. Grand entry foyer and 9ft ceilings throughout the main level. Eat-in-kitchen with hard wood floors, island, breakfast bar, pantry, granite countertops, and high end stainless steel appliances including double oven, propane cooktop, and Sub Zero refrigerator. Kitchen is open to sun drenched family room with fireplace and hardwoods. Dining room with simulated paneling, crown molding, hardwood floors with cherry overlay, and french doors. Formal living room could be used as a study/office with more paneling, french doors, and crown. Magnificent master suite with hardwood floors, trey ceilings, balcony deck, 2 walk-in closets, and attached full bath, sitting room, and office. Master bath has dual vanities with marble countertops, jetted tub, and stand up shower. Sitting room with propane fireplace and built-ins. Office with french doors and crown molding. Secondary bedroom suite with walk-in closet, attached full bath, and additional sitting room. 3rd and 4th bedrooms both with additional bathrooms attached. Quality millwork throughout. California closets. Finished basement with rec room, bar area, and additional half bath. Plenty of room for storage. Gorgeous backyard setting with paver patio and firepit set on a pristine lot with stone walls and privacy. Strong mechanicals including irrigation, generator, security, hydro and central air.

45 E Farm Rd, Middlebury

$1,050,000
5 Beds ⋅ 7 Baths ⋅ 170527394 MLS
Stunning Colonial design with three floors of idyllic living space. Gorgeous five bedroom, six full & a half bathroom, custom built with classic features. Beautiful architectural details throughout, including a huge foyer, uniquely designed floor plan on each level, spacious rooms, built-ins, huge ground & upper-level patio, hardwood flooring & more. All surrounded by five acres & privacy. Come and bring your ideas to add, creating the perfect home for you and your lifestyle. Although part of a quiet subdivision, this house was designed and built by a separate architect and contractor for the sellers. The great room boasts two walls of windows and is open to the informal dining area. The sizeable kitchen, boasting distinctive cabinets, a fabulous center island and an abundance of counterspace. Features that please even the most persnickety chefs! Microwave not operational. The Master Suite is off a long hallway. A span of built-ins along one wall creates a chic expansive space. True architectural attention to every detail. Upstairs there are three bedroom suites off a large central space. One, a potential second master & the other two with a wall of windows opening to a huge terrace. The lower level boasts an au pair suite with second kitchen. You will be amazed with the space and storage in this home. Conveniently located near I 84 for commuting access. Area amenities nearby, local private schools include The Taft School and Westover School.

54 Falcon Crest Rd, Middlebury

Start Your Search

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.