Property Description
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.
Directions
At the stoplight in downtown Middlebury, head west on Warren St. then North on Railroad Street, West on Crystal Valley Drive head North on Greenfield Drive.
Amenities
Attic Pull Down Stairs, Balcony, Bar, Breakfast Bar, Built-In Bookcase, Ceiling-Cathedral, Ceilings-Vaulted, Closet(s) Walk-in, Countertops-Stone, Deck Open, Detector-Smoke, Disposal, Eat-In Kitchen, Foyer Entry, Garage Door Opener, Jet Tub, Guest Quarters, Irrigation System, Kitchen Island, Landscaped, Open Floor Plan, Pantry-Walk In, Six Panel Doors, Skylight(s), Twin Sink Vanity, Utility Sink, Wet Bar, Kitchenette, Stand Up Shower, Tub/Shower Combination, Formal Dining Room, Garage-Heated, Main Floor Laundry, Sump Pump, Custom Cabinetry, Jack & Jill Bath
Sale Includes
Dishwasher, Microwave, Refrigerator, Washer, Cooktop-Gas, Dryer-Gas, Ice Maker, Oven-Built-In, Oven-Convection, Oven-Gas, Sump Pump, Water Filtration System, Water Heater Gas, Water Softener-Owned, Window Treatment-Blinds, Window Treatment-Shutters, Wine Chiller, Basketball Goal
Map to 205 Greenfield Drive, Middlebury, IN 46540
Property
| MLS # |
202629033 |
| Date Listed |
2026-07-20 |
| Status |
Active |
| Property Type |
Residential |
| Property SubType |
Site-Built Home |
| Finished Square Feet |
6412 sqft |
| Total Square Feet |
7320 sqft |
| New Construction |
No |
| Style |
Two Story |
| Type |
Site-Built Home |
| Basement |
Yes |
| Bedrooms |
6 |
| Bathrooms |
6
(4 Full, 2 Half)
|
| Annual Taxes |
$7,696.00 |
| Year Taxes Payable |
2025 |
| Year Built |
1992 |
| Days on Market |
60 |
Additional
| Design |
Traditional |
| Cooling |
Central Air |
| Heating |
Gas, Forced Air |
| Garage |
Attached |
| Hardwood Floors |
Yes |
| Main Level Laundry |
Yes |
Room Dimensions
| Living Room |
19 × 19 |
Main Level |
| Dining Room |
19 × 21 |
Main Level |
| Family Room |
21 × 19 |
Lower Level |
| Kitchen |
25 × 20 |
Main Level |
| Breakfast Area |
14 × 13 |
Main Level |
| Den |
15 × 13 |
Main Level |
| Master Bedroom |
17 × 18 |
Upper Level |
| 2nd Bedroom |
12 × 14 |
Upper Level |
| 3rd Bedroom |
13 × 14 |
Upper Level |
| 4th Bedroom |
15 × 14 |
Lower Level |
| 5th Bedroom |
13 × 14 |
Lower Level |
| Extra Room |
11 × 14 |
Level |
Bathroom Locations
| Full Baths |
3 Upper, 1 Lower |
| Half Baths |
2 Main |
External Features
| Construction |
Site-Built Home |
| Exterior |
Brick |
| Lot Size |
33,106 sq ft |
| Acreage |
0.76 Acres
|
| Lot Dimensions |
170 x 194 |
| Sewer |
City |
| Water |
City |
| Fence |
None |
Location
| Area |
Elkhart County |
| Location |
City/Town/Suburb, Near Walking Trail |
| County |
Elkhart |
| Subdivision |
Highland Woods |
| Township |
Middlebury |
| City |
Middlebury |
| State |
IN |
| Zip |
46540 |
Schools
| School District |
Middlebury Community Schools |
| Elementary |
Middlebury |
| Middle School |
Northridge |
| High School |
Northridge |
Financial
| Financing Terms |
Cash, Conventional |
| Assoc. Dues |
$0.00 Not Applicable |
| Assoc. Restrictions |
No |
MLS# 202629033
Listing Provided Courtesy of Julie Thatcher
Coldwell Banker Real Estate Group
Listing updated August 19, 2026 at 9:45 am
Last checked 8 minutes ago
IDX information provided by the Indiana Regional MLS.
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by the MLS.
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