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$499,000

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,296 Sq. Ft.
  • 2 Car Garage
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Come view this charming 3 bedroom, 2 full bath, single family home in beautiful Woodbury! Enjoy an above ground pool with a deck wrapped around it-perfect for relaxing year round while taking in the sweeping natural views out back. A spacious 2 car detached garage sits in the middle of a large private semi-circular driveway, offering plenty of parking and storage. Upon entering the front of the home, you'll find yourself in a stunning living area featuring unique skylights, sliding glass doors that open to the rear deck, and a wall of windows that fills the space with natural light. On the right corner a cozy wood stove adds the perfect touch of warm ambiance. The living area opens seamlessly into a spacious eat-in kitchen boasting stainless steel appliances, a center island, and a skylight, lending additional natural lighting. Past the kitchen is a hallway leading into a bedroom with beautiful built in shelving and a closet. Just past this room is the primary bedroom featuring sliding glass doors that open to the deck on the left, large windows overlooking the expansive backyard, and two skylights set into its vaulted ceiling. The home includes two newly remodeled full bathrooms-one on the main level and one on the lower level. The partially finished full basement offers extra living or storage space and includes a dedicated laundry room. The home is heated with an oil-fueled boiler. Make your appointment today to see this beautiful home in the desirable Woodbury area.

Full Property Details for 360 Old Sherman Hill Rd

General

  • Price: $499,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24142815
  • Updated: 12/8/2025
  • Added to Site: 48 day(s) ago

Interior

  • Number of Rooms: 7
  • Rooms/Areas: Laundry Room
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Oven/Range, Microwave, Refrigerator

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: Primary Bedroom, Main
  • Bedroom 1: Bedroom, Lower
  • Bedroom 2: Bedroom, Main

Other Rooms

  • Living Room: Living Room, Main
  • Eat In Kitchen: Eat-In Kitchen, Main
  • Dining Room: Dining Room, Main
  • Laundry: Lower Level

Additional Information

  • Pool: Yes
  • Pool Description: Above Ground Pool

Exterior

  • Exterior Features: Terrace, Deck, Patio

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 2
  • Parking: Detached Garage, Paved, Driveway

Location

  • County: Litchfield
  • Driving Directions: GPS Friendly.

School Information

  • Elementary School: Mitchell
  • Middle School: Woodbury
  • Intermediate School: Per Board of Ed
  • High School: Nonnewaug

Heating & Cooling

  • Cooling Type: Ceiling Fans
  • Heating Type: Hot Water, Oil
  • Heating Fuel: Oil
  • Water Heater: Oil, Tank Size Unknown

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Ranch
  • Construction Status: No/Resale
  • Exterior Const.: Vinyl Siding
  • Basement Desc.: Full, Unfinished, Partially Finished
  • Roof: Asphalt Shingle
  • Square Feet: 1,296
  • Above Ground: 1,296 Sq. Ft.
  • Year Built: 1966

Lot Features

  • Lot Size (Acres): 1.11
  • Driveway/Sidewalk: Private, Paved, Asphalt
  • Zoning: OS80
  • Lot Description: Interior Lot, Lightly Wooded, Sloping Lot

Financial Considerations

  • Assessment Amount: $206,010
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 932731

Listed by Brass Moon Realty, Levi Judqin

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Listing agent

— 360 Old Sherman Hill Rd —

  • Levi Judqin

    Brass Moon Realty

Agent Contact: (203) 724-7127 Office Contact: (203) 945-1000

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 360 Old Sherman Hill Rd

School District:Regional School District 14
NameGradesDistance
Mitchell Elementary School
14 School Street, Woodbury, CT 06798
PK-52.4 mi
Bethlehem Elementary School
92 East Street, Bethlehem, CT 06751
PK-58.2 mi
Woodbury Middle School
67 Washington Avenue, Woodbury, CT 06798
6-82.7 mi
Nonnewaug High School
5 Minortown Road, Woodbury, CT 06798
9-122.5 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 360 Old Sherman Hill Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
12/08/2025
Price Reduced
$499,000
-5.67%
MLS
12/01/2025
Listed
$529,000
39.21%
MLS
8/07/2025
Sold
$380,000
—
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 360 Old Sherman Hill Rd

Year
Property Taxes
Change
Tax Assessment
Change
2024
$4,866
2%
$206,010
—
2023
$4,773
7%
$206,010
34%
2023
$4,478
—
$154,110
—
2022
$4,495
—
$154,110
—
2021
$4,495
—
$154,110
—
2020
$4,495
—
$154,110
—
2019
$4,495
—
$154,110
-9%
2018
$4,486
-2%
$168,790
—
2017
$4,584
3%
$168,790
—
2016
$4,437
1%
$168,790
—
2015
$4,400
1%
$168,790
—
2014
$4,336
-3%
$168,790
-11%
2011
$4,452
—
$190,270
—
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.

Estimate the Cost for 360 Old Sherman Hill Rd

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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with our affiliated lender
NMLS#: 1598647

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Listed by Brass Moon Realty, Levi Judqin

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360 Old Sherman Hill Road, Woodbury, CT 06798 (MLS# 24142815) is a Single Family property with 3 bedrooms and 2 full bathrooms. 360 Old Sherman Hill Road is currently listed for $499,000 and was received on December 01, 2025. Want to learn more about 360 Old Sherman Hill Road? Do you have questions about finding other Single Family real estate for sale in Woodbury? You can browse all Woodbury real estate or contact a Coldwell Banker agent to request more information.

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