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$599,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,844 Sq. Ft.
  • 2 Car Garage
  • Updated 1 day ago

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Open House: 12:00 PM - 2:00 PM

Sunday 6/7 12:00 PM - 2:00 PM

207 Grassy Hill Road,Woodbury, CT 06798

207 Grassy Hill RoadWoodburyCT06798

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Nestled on a picturesque 2+ acre park-like setting, this beautifully maintained 3-bedroom, 2-bath home offers the perfect blend of comfort, space, and natural beauty-with the ease of one-level living. Designed with both style and functionality in mind, the sun-filled open layout is enhanced by vaulted ceilings, skylights, and elegant bay windows, creating a bright and airy atmosphere throughout. The heart of the home features a chef's kitchen with a large island that flows seamlessly into the family room, with stone gas fireplace making it perfect for both everyday living and entertaining and adds warmth and character. A formal dining room and living room offer additional space for gatherings. The main level includes a spacious primary suite with a full bath, along with two additional bedrooms and a full hall bath. Enjoy peaceful mornings and relaxing evenings in the charming three-season room overlooking the private, scenic grounds, surrounded by nature and tranquility. The finished lower level provides exceptional additional living space, complete with a second stone fireplace-ideal for a recreation room, home office, or guest retreat. Plenty of storage in the walk-up attic with expansion possibilities. Set in a serene country setting yet just minutes from shopping, dining, and commuter routes, this home truly offers the best of both worlds.

Full Property Details for 207 Grassy Hill Rd

General

  • Price: $599,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24173939
  • Updated: 6/5/2026
  • Added to Site: 1 day(s) ago

Interior

  • Number of Rooms: 7
  • Rooms/Areas: Workshop
  • Interior Features: Open Floor Plan
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Appliances: Electric Cooktop, Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Full Bath: Tub w/Shower, Tile Floor, 8 x 5, Main

Bedrooms

  • Total Bedrooms: 3
  • Primary Suite: Bay/Bow Window, Full Bath, Stall Shower, Whirlpool Tu, 16 x 15, Main
  • Bedroom 1: Bedroom - Palladian Window(s), Wall/Wall Carpet, 11 x 11, Main
  • Bedroom 2: Bedroom - Palladian Window(s), Wall/Wall Carpet, 11 x 9, Main

Other Rooms

  • Living Room: Living Room - Skylight, Vaulted Ceiling, Ceiling Fan, Hardwood Floor, Main
  • Family Room: Family Room - Vaulted Ceiling, Ceiling Fan, Gas Log Fireplace, Hardwood Floor, 20 x 15, Main
  • Kitchen: Kitchen - Skylight, Breakfast Bar, Granite Counters, Island, Hardwood Floor, 12 x 11, Main
  • Dining Room: Dining Room - Bay/Bow Window, Hardwood Floor, Main
  • Game room: Yes
  • Game Room: Rec/Play Room - Laminate Floor, 27 x 22, Lower
  • Rec Room: Laminate Floor, 27 x 22, Lower
  • Theater/Media: Media Room - Wood Stove, Laminate Floor, 22 x 13, Lower
  • Laundry: Main Level

Exterior

  • Exterior Features: Porch-Enclosed, Shed, Porch, Garden Area, Lighting, Stone Wall, Patio

Parking

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

Location

  • County: Litchfield
  • Neighborhood: Grassy Hill
  • Driving Directions: GPS friendly

School Information

  • Elementary School: Mitchell
  • High School: Nonnewaug

Community

  • Community Name: Grassy Hill

Heating & Cooling

  • Cooling Type: Ceiling Fans, Central Air
  • Heating Type: Hot Water, Oil
  • Heating Fuel: Oil
  • Water Heater: Domestic

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Ranch
  • Construction Status: No/Resale
  • Exterior Const.: Vinyl Siding
  • Basement Desc.: Full, Storage, Interior Access, Partially Finished, Liveable Space
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 1,844
  • Above Ground: 1,844 Sq. Ft.
  • Year Built: 1993

Lot Features

  • Lot Size (Acres): 2.08
  • Zoning: OS80
  • Lot Description: Treed, Level Lot

Financial Considerations

  • Assessment Amount: $319,830
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 934389
Buyer's Brokerage Compensation: Contact Listing Agent
Not binding unless confirmed by separate agreement among applicable parties.

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— 207 Grassy Hill Rd —

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NMLS#: 1598647

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with our affiliated lender
NMLS#: 1598647

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Schools serving 207 Grassy Hill Rd

School District:Regional School District 14
NameGradesDistance
Mitchell Elementary School
14 School Street, Woodbury, CT 06798
PK-52 mi
Woodbury Middle School
67 Washington Avenue, Woodbury, CT 06798
6-81.9 mi
Nonnewaug High School
5 Minortown Road, Woodbury, CT 06798
9-123.2 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 207 Grassy Hill Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/05/2026
Listed
$599,000
59.73%
MLS
7/23/2019
Sold
$375,000
—
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 207 Grassy Hill Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$7,554
2%
$319,830
—
2023
$7,410
11%
$319,830
39%
2023
$6,688
—
$230,140
—
2022
$6,713
—
$230,140
—
2021
$6,713
—
$230,140
—
2020
$6,713
—
$230,140
—
2019
$6,713
—
$230,140
-8%
2018
$6,683
-2%
$251,440
—
2017
$6,829
3%
$251,440
—
2016
$6,610
1%
$251,440
—
2015
$6,555
1%
$251,440
—
2014
$6,459
-9%
$251,440
-18%
2011
$7,136
—
$304,970
—
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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207 Grassy Hill Road, Woodbury, CT 06798 (MLS# 24173939) is a Single Family property with 3 bedrooms and 2 full bathrooms. 207 Grassy Hill Road is currently listed for $599,000 and was received on June 05, 2026. This property is listed by Laura Brodie from our Ridgefield Office.Want to learn more about 207 Grassy 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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