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$829,500 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 2,866 Sq. Ft.
  • 2 Car Garage
  • Updated 1 day ago
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This quintessential Connecticut home with over $240K improvements is nestled on a picturesque very private 2-acre lot bordering the scenic 150- acre Second Hill Reservoir and preserve. This beautifully updated Cape featuring handsome stonework warming both the exterior and interior offers the perfect blend of privacy, nature, and convenience. With 3 bedrooms, 3.5 baths, this home features a flexible floor plan ideal for full-time living or a weekend retreat. The spacious living room with 10-foot ceilings showcases hardwood floors and a stunning stone fireplace, while the bright sunroom invites year-round enjoyment of the surrounding landscape. Two main-level bedrooms offer private full baths, including a primary suite with direct access to the sunroom. Upstairs, an additional bedroom and full bath provide excellent guest accommodation and peaceful hillside views. The partially finished walk-out lower level offers abundant space for recreation, hobbies, or a home office. An oversized detached two-car garage and level backyard complete the package. Located just minutes from New Milford's charming town green, shopping, dining, and hospital, this property is a rare opportunity to enjoy country living with modern convenience. Walking trails, kayaking, fishing, and the beauty of the reservoir are right outside your French doors.

Full Property Details for 142 Second Hl Rd

General

  • Price: $829,500
  • Taxes: (July 2026-June 2027)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24194207
  • Updated: 7/30/2026
  • Added to Site: 1 day(s) ago

Interior

  • Number of Rooms: 7
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Appliances: Electric Cooktop, Wall Oven, Microwave, Refrigerator

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3
  • Primary Suite: Main
  • Bedroom 1: Bedroom, Main
  • Bedroom 2: Bedroom, Upper

Other Rooms

  • Living Room: Living Room, Main
  • Dining Room: Dining Room, Main
  • Laundry: Main Level

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking: Detached Garage

Location

  • County: Litchfield
  • Neighborhood: Second Hill
  • Driving Directions: Rt 202 toward Elm Street EXT then bear right onto Second Hill Rd. Proceed approx. 1.5 miles. 142 Second Hill Rd will be on the right-hand side, just before the Second Hill Reservoir

School Information

  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed

Community

  • Community Name: Second Hill

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Heat Pump, Electric
  • Heating Fuel: Electric
  • Water Heater: Electric, 40 Gallon Tank

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Cape Cod
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard
  • Basement Desc.: Crawl Space, Full
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 2,866
  • Above Ground: 2,866 Sq. Ft.
  • Year Built: 1948

Lot Features

  • Lot Size (Acres): 2
  • Zoning: R80
  • Lot Description: Level Lot, Sloping Lot, Professionally Landscaped

Green Features

  • Energy Features: Extra Insulation, Fireplace Insert, Ridge Vents, Storm Windows, Thermopane Windows

Financial Considerations

  • Assessment Amount: $407,680
  • Tax Year: July 2026-June 2027

Disclosures and Reports

  • Property ID: 1868789
Buyer's Brokerage Compensation: Contact Listing Agent
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— 142 Second Hl Rd —

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NMLS#: 1598647

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NMLS#: 1598647

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Schools serving 142 Second Hl Rd

School District:New Milford School District
NameGradesDistance
Sarah Noble Intermediate School
25 Sunny Valley Road, New Milford, CT 06776
3-52.2 mi
Northville Elementary School, New Milford, CT
22 Hipp Road, New Milford, CT 06776
K-22.6 mi
Schaghticoke Middle School
23 Hipp Road, New Milford, CT 06776
6-82.7 mi
New Milford High School, New Milford, CT
388 Danbury Road, New Milford, CT 06776
9-124.3 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 142 Second Hl Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
7/30/2026
Listed
$829,500
107.38%
MLS
2/20/2023
Sold
$400,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 142 Second Hl Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$11,845
54%
$258,530
—
2023
$7,696
3%
$258,530
—
2023
$7,492
2%
$258,530
—
2022
$7,329
1%
$258,530
—
2021
$7,231
4%
$258,530
7%
2020
$6,940
—
$241,990
—
2019
$6,945
2%
$241,990
—
2018
$6,817
3%
$241,990
—
2017
$6,594
2%
$241,990
—
2016
$6,478
—
$241,990
—
2015
$6,473
2%
$241,990
—
2014
$6,364
2%
$241,990
—
2011
$6,255
—
$241,990
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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142 Second Hill Road, New Milford, CT 06776 (MLS# 24194207) is a Single Family property with 3 bedrooms, 3 full bathrooms and 1 partial bathroom. 142 Second Hill Road is currently listed for $829,500 and was received on July 30, 2026. This property is listed by Ken Freundt from our New Milford Office.Want to learn more about 142 Second Hill Road? Do you have questions about finding other Single Family real estate for sale in New Milford? You can browse all New Milford real estate or contact a Coldwell Banker agent to request more information.

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