106 Country Club Road, Middlebury, CT 06762
What's special
Welcome to 106 Country Club Road in desirable Middlebury! This beautifully maintained and updated 4-bedroom, 2.5-bath home is exceptionally clean and move-in ready. The main level features a private in-law area complete with a bedroom, kitchenette, full bath, and separate entrance-an ideal setup for extended family, guests, or flexible living arrangements. The home offers a spacious and functional layout with an updated kitchen and plenty of comfortable living space. The finished basement provides even more room, perfect for a family room, playroom, home office, or entertaining area. Step outside and enjoy the fire pit and the newly added Trex floating deck, offering a low maintenance space to relax or entertain. With versatile living spaces, tasteful updates, and pride of ownership evident throughout, this home offers the space and flexibility to accommodate a variety of needs. Conveniently located in sought-after Middlebury, this home is ready to welcome its next owners!
- 24 days
- 3,179
- 309
Likely to sell faster than
Travel times
Living Room
Kitchen
Dining Room
Zillow last checked:
Listing updated:
Tina Tanushi (203)768-2824,
Regency Real Estate, LLC 860-945-9868
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Primary bedroom
- Level: Upper
- Area: 156.88 Square Feet
- Dimensions: 10.6 x 14.8
Bedroom
- Level: Upper
- Area: 138.6 Square Feet
- Dimensions: 14 x 9.9
Bedroom
- Level: Upper
- Area: 111.36 Square Feet
- Dimensions: 9.6 x 11.6
Bedroom
- Level: Main
- Area: 133.34 Square Feet
- Dimensions: 11.3 x 11.8
Dining room
- Level: Main
- Area: 171.6 Square Feet
- Dimensions: 13.2 x 13
Kitchen
- Level: Main
- Area: 122.2 Square Feet
- Dimensions: 9.4 x 13
Living room
- Level: Main
- Area: 433.16 Square Feet
- Dimensions: 22.1 x 19.6
Rec play room
- Level: Lower
- Area: 152.88 Square Feet
- Dimensions: 16.8 x 9.1
Rec play room
- Level: Lower
- Area: 204.92 Square Feet
- Dimensions: 18.8 x 10.9
Heating
- Hot Water, Oil
Cooling
- Window Unit(s)
Appliances
- Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
Features
- Basement: Full,Finished
- Attic: Access Via Hatch
- Has fireplace: No
Interior area
- Total structure area: 2,664
- Total interior livable area: 2,664 sqft
- Finished area above ground: 1,832
- Finished area below ground: 832
Property
Lot
- Size: 0.29 Acres
- Features: Wooded, Level
Details
- Parcel number: 1195200
- Zoning: R40
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1936
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Community & HOA
HOA
- Has HOA: No
Location
- Region: Middlebury
Financial & listing details
- Price per square foot: $169/sqft
- Tax assessed value: $154,500
- Annual tax amount: $5,024
- Date on market: 9/21/2026
Price history
| Date | Event | Price |
|---|---|---|
| 10/2/2026 | Pending sale | $450,000$169/sqft |
Source:  Smart MLS #24208639 Report a problem | ||
| 9/21/2026 | Listed for sale | $450,000+200%$169/sqft |
Source: Smart MLS #24208639 Report a problem | ||
| 2/15/2013 | Sold | $150,000-8.8%$56/sqft |
Source: Smart MLS #W1067969 Report a problem | ||
| 1/3/2013 | Pending sale | $164,500$62/sqft |
Source: Bannon & Hebert Properties, LLC #W1067969 Report a problem | ||
| 7/20/2012 | Price change | $164,500-3.2%$62/sqft |
Source: Bannon & Hebert Properties, LLC #W1067969 Report a problem | ||
| 4/14/2012 | Price change | $169,900-5.6%$64/sqft |
Source: Joyce S Drakeley Real Estate #W1066211 Report a problem | ||
| 3/23/2012 | Listed for sale | $179,900$68/sqft |
Source: Joyce S Drakeley Real Estate #W1066211 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $5,024 -0.3% | $154,500 |
| 2024 | $5,037 +1.1% | $154,500 |
| 2023 | $4,984 +3.2% | $154,500 |
| 2022 | $4,830 +4.1% | $154,500 +16% |
| 2021 | $4,639 -0.8% | $133,200 |
| 2020 | $4,675 +5.1% | $133,200 |
| 2019 | $4,449 +2.7% | $133,200 |
| 2018 | $4,330 +3.2% | $133,200 |
| 2017 | $4,194 -1% | $133,200 -5.3% |
| 2015 | $4,235 +2.7% | $140,600 |
| 2014 | $4,125 +1.7% | $140,600 |
| 2013 | $4,058 +2.8% | $140,600 |
| 2012 | $3,947 -0.2% | $140,600 -15.4% |
| 2011 | $3,954 +0.7% | $166,200 |
| 2009 | $3,927 +1.8% | $166,200 |
| 2008 | $3,858 +6% | $166,200 |
| 2007 | $3,640 +3.3% | $166,200 +44.1% |
| 2005 | $3,524 -0.9% | $115,350 |
| 2004 | $3,555 +8.2% | $115,350 0% |
| 2003 | $3,287 +28% | $115,400 +44% |
| 2000 | $2,568 | $80,140 |
Monthly payment
Estimated market value
$447,600
$425,000 - $470,000
$3,532/mo
Climate risks
Explore flood, wildfire, and other predictive climate risk information for this property on First Street®️.