Middlebury Homes with Traditional Style

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Middlebury and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes.

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood!

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Newest Middlebury Homes with Traditional Style

$800,000

5 Beds ⋅ 5 Baths ⋅ 202629655 MLS ⋅ 4,908 SqFt. ⋅ Alex Bernth

Welcome to 13283 Cedar Creek Drive, where timeless design, impressive amenities, and exceptional comfort come together. The beautifully landscaped brick exterior leads into a bright and inviting interior highlighted by soaring vaulted ceilings, spacious living areas, and newer flooring throughout much of the home. Major improvements provide added comfort and peace of mind, including a newer roof, updated HVAC system, whole-home generator, and tankless water heater offering endless hot water. A central vacuum system adds another layer of everyday convenience. A dedicated home office provides a quiet place to work, while the exercise room offers flexible space for fitness or hobbies. The finished basement creates the ultimate entertainment retreat, complete with a projector and screen for memorable movie nights at home. Step outside and discover a private backyard with an inground pool, offering the perfect setting for summer gatherings, relaxing afternoons, and evenings spent outdoors. The hot tub may also be negotiated separately. Offering privacy, thoughtful updates, versatile living spaces, and an exceptional collection of amenities, this remarkable Middlebury home is designed for both comfortable everyday living and effortless entertaining.

13283 Cedar Creek Dr, Middlebury

Listing courtesy of Alex Bernth from eXp Realty, LLC.

$1,200,000

6 Beds ⋅ 6 Baths ⋅ 202629033 MLS ⋅ 6,412 SqFt. ⋅ Julie Thatcher

Welcome to this extraordinary custom all-brick estate nestled in the heart of Middlebury's prestigious Highland Woods subdivision. Perched atop the area's rolling hills, this exceptional Town & Country-built residence offers more than 6,000 square feet of beautifully finished living space and has been completely transformed with over $800,000 in luxurious updates completed within the past two years. Step inside the stunning foyer and discover impeccable craftsmanship and designer finishes throughout. The inviting lodge-inspired family room features a striking stone fireplace, while the spectacular custom kitchen is a true showpiece with premium finishes, abundant storage, and a hidden butler's pantry. The adjoining buffet and beverage area makes entertaining effortless, whether hosting holidays in the formal dining room or enjoying casual meals in the bright breakfast area overlooking your private back yard. You will love the spacious mudroom/laundry room. The perfect "drop spot" for coats, or backpacks. The main-level den/office with gorgeous custom woodwork provides the perfect work-from-home space. Upstairs, the luxurious primary suite features dual walk-in closets and a spa-inspired bath with a soaking tub and oversized tiled shower. Three additional bedrooms include a Jack-and-Jill bath with a walk-in shower and a third full bath with tub. The lower level is designed for entertaining with a custom kitchen, stone accents, a spacious family room with a second fireplace, bar area, two additional bedrooms, a fourth full bath, and a stunning wine room where fireside entertaining is at your fingertips for game nights, gatherings, or relaxing with friends. Outside, enjoy a private backyard surrounded by mature trees and abundant wildlife, along with a newly constructed deck ideal for outdoor living and entertaining. Beyond its beautiful finishes, this home offers peace of mind with new roof, windows, updated mechanicals, and a heated three-car attached garage. Every detail has been thoughtfully updated, and nothing has been overlooked. This is a rare opportunity to own one of Middlebury's finest homes.

205 Greenfield Dr, Middlebury

Listing courtesy of Julie Thatcher from Coldwell Banker Real Estate Group.

Start Your Search

Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker of MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some listings have been excluded from this website.