
Land with Home for Sale in Middlebury, Connecticut
397 White Deer Rock Rd, Middlebury, CT 06762
Tucked along Big Cove on Lake Quassapaug, this custom architect designed Arts & Crafts bungalow is privately set on 14.85 serene acres with a path to your own cove frontage. Thoughtfully designed with the current owner's many updates and improvements and timeless materials, the home features a living room with a stone fireplace crafted from the property, a well-appointed kitchen with Custom Point cabinetry, honed granite, Wolf and Bosch appliances, and a Sub-Zero refrigerator, all opening to terraces, gardens, and a conservatory. The main-level primary suite offers two walk-in closets, a full bath, and terrace access. Upstairs includes a family room, office nook, two bedrooms, and full bath. Additional highlights include quarter-sawn white oak floors, 9' ceilings, radiant heat (kitchen, conservatory, baths), a walk-out lower-level heated recreation space, wine room and gym, plus Viessmann mechanicals and Unico A/C (5 zones). Outbuildings include two garages --one heated and cooled with epoxy floors, an equipment barn with greenhouse, and potting and wood sheds. Gated drive, magnificent stone outdoor fireplace and shower, electric awnings, and buried cistern irrigation complete this turnkey offering. Rarely does a property balance artistry, privacy, and livability so gracefully. This is a place to slow down, to gather, and to stay.
Location
- Street address
- 397 White Deer Rock Rd
- County
- New Haven County
- Elevation
- 785 feet
Directions
64 toward Woodbury. Right on Upper Whittemore. Right on Tranquility Rd. Left on White Deer Rock. House on left.
Property details
- Acreage
- 14.85 acres
- Zoning
- R80
- MLS #
- CTMLS 24169624
- Posted
Property taxes
- 2026
- $15,048
Details and features
Listing
- Type
- Residential
- Franchise
- Independent
Lot
- Waterfront
- Lake
- Features
- Level Lot, Professionally Landscaped, Rolling, Treed
Exterior
- Pool
- Patio
- Features
- Shed, Awnings, Porch, Barn, Gutters, Garden Area, Stone Wall, Patio
Structure
- Basement
- Full, Partially Finished
- Water
- Private
- Heating
- Radiant
- Cooling
- Central Air
Interior
- Room Count
- 8
- Rooms
- Basement, Bathroom x 3, Bedroom x 3, Laundry Room
- Fireplaces
- Yes
- Appliances
- Dishwasher, Dryer, Electric Cooktop, Microwave, Range Hood, Refrigerator, Wall Oven, Washer
- Security
- Security System
- Features
- Available, Central Vacuum, Security System Audio System, Auto Garage Door Opener, Cable
Nearby schools
| Name | Type |
|---|---|
| Regional District 15 | High |
Listing history
| Date | Event | Price | Change | Source |
|---|---|---|---|---|
| May 2, 2026 | Under contract | $2,195,000 | — | CTMLS |
| May 1, 2026 | New listing | $2,195,000 | — | CTMLS |

































