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$599,900 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 3 Full Baths
  • 2,724 Sq. Ft.
  • 2 Car Garage
  • Updated 1 hour ago
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Exceptional Opportunity in Southern Sherman! Tucked away on a scenic 1.84-acre parcel, this spacious 2,700 square foot custom-built home offers incredible upside for end users, builders, and investors alike. Bring your vision to life-all of the major items are already in place. Featuring a newer roof, top-of-the-line European Buderus boiler, hot water heater, Roth double-wall oil tank, and a premium well system with pump, pressure tank, and water treatment system. Hardwood oak floors and quality Andersen windows throughout. The interior highlights include an open concept layout with a dramatic two-story living room anchored by a fireplace, an expansive front-to-back living and dining space, and a versatile floor plan offering 3 to 4 bedrooms with flexible home office/guest suite options. A massive full walkout lower level with soaring ceilings offers tremendous potential for additional finished area. Outside, a huge deck overlooks a beautiful lot with mature trees and seasonal lake views. Just minutes to Squantz Pond, Candlewood Lake, and commuter lines. A solid, well-built home with excellent core systems-simply bring your finishing touches and make it your own.

Full Property Details for 158 Route 39 S

General

  • Price: $599,900
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24202669
  • Updated: 8/28/2026
  • Added to Site: 1 day(s) ago

Interior

  • Number of Rooms: 10
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Cook Top, Wall Oven, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: Primary Bedroom - Full Bath, Hardwood Floor, 17.7 x 13.5, Upper
  • Bedroom 1: Bedroom, 20.6 x 13.9, Lower
  • Bedroom 2: Bedroom - Ceiling Fan, Hardwood Floor, 12 x 10, Upper

Other Rooms

  • Living Room: Living Room - Hardwood Floor, 27.4 x 12.1, Main
  • Family Room: Family Room - Vaulted Ceiling, Sliders, Hardwood Floor, 19.2 x 17.1, Main
  • Kitchen: Kitchen - Tile Floor, 13.1 x 10.11, Main
  • Dining Room: Dining Room - Hardwood Floor, 13.3 x 10.11, Main
  • Office: Office - Ceiling Fan, Hardwood Floor, 12.8 x 7.6, Upper
  • Laundry: Main Level

Exterior

  • Exterior Features: Deck

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Parking: Attached Garage

Location

  • County: Fairfield
  • Driving Directions: GPS

School Information

  • Elementary School: Sherman
  • Middle School: Per Board of Ed
  • Intermediate School: Per Board of Ed
  • High School: Per Board of Ed

Heating & Cooling

  • Cooling Type: None
  • Heating Type: Hot Water, Oil
  • Heating Fuel: Oil
  • Water Heater: Oil, Domestic

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Contemporary, Split Level
  • Construction Status: No/Resale
  • Exterior Const.: Wood, Stucco
  • Basement Desc.: Full, Unfinished, Full With Walk-Out
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 2,724
  • Above Ground: 2,724 Sq. Ft.
  • Year Built: 1990

Lot Features

  • Lot Size (Acres): 1.84
  • Zoning: res
  • Lot Description: Rolling

Financial Considerations

  • Assessment Amount: $285,300
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 309930
Buyer's Brokerage Compensation: Contact Listing Agent
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— 158 Route 39 S —

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 158 Route 39 S

School District:Sherman School District
NameGradesDistance
Sherman School, Sherman, CT
2 Route 37 East, Sherman, CT 06784
PK-83.3 mi
New Fairfield High School
54 Gillotti Road, New Fairfield, CT 06812
9-125.1 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 158 Route 39 S Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/27/2026
Listed
$599,900
710.68%
MLS
12/09/1988
Sold
$74,000
—
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 158 Route 39 S

Year
Property Taxes
Change
Tax Assessment
Change
2024
$4,756
2%
$285,300
—
2023
$4,668
-8%
$285,300
—
2023
$5,084
-2%
$285,300
—
2022
$5,187
-2%
$285,300
—
2021
$5,318
-2%
$285,300
—
2020
$5,452
-4%
$285,300
—
2019
$5,652
-6%
$285,300
-4%
2018
$6,024
—
$296,300
—
2017
$6,024
—
$296,300
—
2016
$6,024
1%
$296,310
—
2015
$5,938
1%
$296,310
—
2014
$5,879
6%
$296,310
-10%
2011
$5,537
—
$328,790
—
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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NMLS#: 1598647

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158 Route 39 South, Sherman, CT 06784 (MLS# 24202669) is a Single Family property with 3 bedrooms and 3 full bathrooms. 158 Route 39 South is currently listed for $599,900 and was received on August 27, 2026. This property is listed by Joseph Chemero from our New Milford Office.Want to learn more about 158 Route 39 South? Do you have questions about finding other Single Family real estate for sale in Sherman? You can browse all Sherman real estate or contact a Coldwell Banker agent to request more information.

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