205 Greenfield Dr, Middlebury, IN, 46540
About This Home
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.
Getting Around
Car-Dependent
Very Limited Transit
Somewhat BikeableSchools
Construction
Condition
- Year built: 1992
Materials
- Roof: Asphalt
- Construction materials: Brick
Type & Style
- Home type: SingleFamily
- Architectural style: Traditional
- Property subType: Single Family Residence
Interior
Appliances
- Appliances included: Disposal,Dishwasher,Microwave,Refrigerator,Washer,Gas Cooktop,Dryer-Gas,Ice Maker,Oven-Built-In,Convection Oven,Gas Oven,Water Filtration System,Gas Water Heater,Water Softener Owned,Wine Cooler
- Laundry features: Sink,Main Level
Basement
- Has basement: Yes
- Basement: Finished,Full,Sump Pump
Bedroom1
- Level: Upper
Bedroom2
- Level: Upper
Bedrooms & Bathrooms
- Bedrooms: 6
- Bathrooms: 6
- Full bathrooms: 4
- 1/2 bathrooms: 2
Dining Room
- Level: Main
- Area: 399
Family Room
- Level: Lower
- Area: 399
Features
- Bar,Breakfast Bar,Bookcases,Cathedral Ceiling(s),Vaulted Ceiling(s),Walk-In Closet(s),Stone Counters,Eat-in Kitchen,Entrance Foyer,Guest Quarters,Kitchen Island,Open Floorplan,Pantry,Double Vanity,Wet Bar,Kitchenette,Stand Up Shower,Tub/Shower Combination,Formal Dining Room,Custom Cabinetry
- Door features: Six Panel Doors
- Window features: Skylight(s),Blinds,Shutters
- Flooring: Carpet,Hardwood,Tile
- Number of fireplaces: 3
- Fireplace features: Family Room,Living Room
- Fireplace: Yes
- Attic: Pull Down Stairs
- Finished area below ground: 1,815
- Finished area above ground: 4,597
Heating & Cooling
- Heating features: Natural Gas,Forced Air
- Cooling features: Central Air
Interior Area
- Total structure area: 7,320
- Total interior livable area: 6,412 sqft
Kitchen
- Level: Main
- Area: 500
Living Room
- Level: Main
- Area: 361
Office
- Level: Main
- Area: 195
Property
Details
- Parcel number: 200810152006.000035
- Other equipment: Sump Pump
Features
- Levels: Two
- Stories: 2
- Patio & porch: Deck
- Exterior features: Balcony,Irrigation System,Basketball Goal
- Has spa: Yes
- Spa features: Jet Tub
Lot
- Lot size: 0.76 Acres
- Features: 0-2.9999,City/Town/Suburb,Near Walking Trail,Landscaped
- Lot size dimensions: 170 x 194
Parking
- Total spaces: 3
- Parking features: Attached,Garage Door Opener,Heated Garage
- Has garage: Yes
- Attached garage spaces: 3
- Covered spaces: 3
Climate Risk is Financial Risk
Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.
Biggest Threats for This Home
- Cold Wave
- Hail
- Strong Wind
- Tornado
- Inland Flooding
- Lightning
- Winter Weather
How This Home’s Risks Compare
FEMA Declared Disasters Across Indiana Counties
Understanding the Costs
Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.
Estimated Costs Today
| Monthly | Annual | |
|---|---|---|
| Mortgage | $6,067 | $72,804 |
| Home Insurance * | $537 | $6,444 |
| Property Taxes | $853 | $10,236 |
| Electricity | $587 | $7,053 |
| Total | $8,044 | $96,528 |
Income You'd Need if You Spent...
Indiana FAIR Plan Programs
Indiana Basic Property Insurance Underwriting Association
WildfireHailWindHow Costs Could Change Over Time
Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.
Comparing Against the Market
Price Per Sq Ft
vs Other Active Listings
Avg $/sqft
vs Homes Sold Last Month
Median $/sqft
Current Market Trends
Median Price Per Square Foot
The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.
Historicals for This Listing
Zestimate History ($/sqft)
Price History
| Date | Event | Price |
|---|---|---|
| 2026-07-20 | Listed for sale | $1,200,000 |
| 2020-11-03 | Listing removed | $539,900 |
| 2020-08-21 | Listed for sale | $539,900 |
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