Welcome to 138 Skyline Dr, Middlebury, CT a beautifully maintained ranch-style home with a finished basement and in-law suite! This home offers the perfect blend of comfort, convenience, and versatility. Step inside the main level to find three spacious bedrooms, that include a primary bedroom with ensuite bathroom, plus a bonus office space, a bright living area, and a well-appointed kitchen. The finished lower level provides a fantastic in-law suite, perfect for extended family or guests with separate washer/dryer hookup and entrance. Outside, the large backyard offers endless possibilities whether you're looking to entertain, garden, or simply relax. A two-car garage with EV charging station inside the garage as well as a long driveway that provides ample parking. Situated in a peaceful neighborhood yet conveniently close to schools, shopping, and major highways, this home is a must-see! Tax card shows 3 bedrooms and 2 full baths but its actually 4 bedroom and 3 full baths.
Sold for $590,000
$590,000
138 Skyline Drive, Middlebury, CT 06762
3beds
2,212sqft
Single Family Residence
Built in 1960
3.86 Acres Lot
$611,900 Zestimate®
$267/sqft
$3,739 Estimated rent
Home value
$611,900
$545,000 - $691,000
$3,739/mo
Zestimate® history
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Zillow last checked:
Listing updated:
Listed by:
Next Level Team of RE/MAX One,
Diana Mashni 203-706-9775,
RE/MAX One 860-444-7362
Bought with:
Dawn Cabral, REB.0756827
West View Properties, LLC
Source: Smart MLS,MLS#: 24071251
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Rooms
- Room types: Bonus Room
Primary bedroom
- Level: Main
Bedroom
- Level: Main
Bedroom
- Level: Lower
Dining room
- Level: Main
Living room
- Level: Main
Heating
- Hot Water, Oil
Cooling
- None
Appliances
- Included: Electric Range, Water Heater
- Laundry: Main Level
Features
- Basement: Full
- Attic: Walk-up
- Number of fireplaces: 2
Interior area
- Total structure area: 2,212
- Total interior livable area: 2,212 sqft
- Finished area above ground: 2,212
Property
Parking
- Total spaces: 2
- Parking features: Attached
- Attached garage spaces: 2
Lot
- Size: 3.86 Acres
- Features: Open Lot
Details
- Parcel number: 1193198
- Zoning: R40
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Concrete Perimeter
- Roof: Shingle
Condition
- New construction: No
- Year built: 1960
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
HOA
- Has HOA: No
Location
- Region: Middlebury
Financial & listing details
- Price per square foot: $267/sqft
- Tax assessed value: $316,700
- Annual tax amount: $10,324
- Date on market: 2/22/2025
- Exclusions: Possibly Washer, Dryer and Refrigerator
Price history
| Date | Event | Price |
|---|---|---|
| 6/4/2025 | Sold | $590,000-4.1%$267/sqft |
Source:  Smart MLS #24071251 Report a problem | ||
| 5/6/2025 | Pending sale | $615,000$278/sqft |
Source: Smart MLS #24071251 Report a problem | ||
| 4/26/2025 | Price change | $615,000-5.4%$278/sqft |
Source: Smart MLS #24071251 Report a problem | ||
| 3/25/2025 | Price change | $649,900-6.5%$294/sqft |
Source: Smart MLS #24071251 Report a problem | ||
| 3/7/2025 | Listed for sale | $695,000+69.5%$314/sqft |
Source: Smart MLS #24071251 Report a problem | ||
| 1/17/2008 | Sold | $410,000$185/sqft |
Source: Smart MLS #G466127 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $10,299 -0.2% | $316,700 |
| 2024 | $10,324 +1% | $316,700 |
| 2023 | $10,217 +3.2% | $316,700 |
| 2022 | $9,900 +26.5% | $316,700 +40.9% |
| 2021 | $7,826 -0.8% | $224,700 |
| 2020 | $7,887 +5.1% | $224,700 |
| 2019 | $7,505 +2.7% | $224,700 |
| 2018 | $7,305 +3.2% | $224,700 |
| 2017 | $7,076 +2% | $224,700 -2.4% |
| 2015 | $6,934 +2.7% | $230,200 |
| 2014 | $6,754 +1.7% | $230,200 |
| 2013 | $6,644 +2.8% | $230,200 |
| 2012 | $6,462 -0.9% | $230,200 -16% |
| 2011 | $6,518 +0.7% | $274,000 |
| 2009 | $6,475 +1.8% | $274,000 |
| 2008 | $6,360 +6% | $274,000 |
| 2007 | $6,001 +0.3% | $274,000 +39.9% |
| 2005 | $5,983 -0.9% | $195,850 |
| 2004 | $6,036 +8.2% | $195,850 0% |
| 2003 | $5,579 +4.2% | $195,900 +17.3% |
| 2000 | $5,352 | $166,980 |
Find assessor info on the county website
Neighborhood: 06762
Nearby homes
- $481,9003 bd2 ba2.1k sqft143 Skyline Dr, Middlebury, CT 06762Off Market
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Nearby schools
GreatSchools rating
- 5/10Middlebury Elementary SchoolGrades: PK-5Distance: 1.7 mi
- 8/10Memorial Middle SchoolGrades: 6-8Distance: 0.9 mi
- 8/10Pomperaug Regional High SchoolGrades: 9-12Distance: 4.7 mi
Schools provided by the listing agent
- High: Pomperaug
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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- Connecticut
- New Haven County
- Middlebury
- 06762
- 138 Skyline Drive
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