Date
Details
Price
Change
Source
12/03/2025
Listed
$550,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/23
$550,000
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1/23
Property Description
Discover this meticulously maintained Cape-style home set on 3.4 private acres in Woodbury. The property offers exceptional curb appeal, featuring a paved circular driveway and a classic stone wall that sets a welcoming tone. Inside, a beautiful slate tile foyer opens to hardwood floors and a comfortable, well-designed layout that creates an inviting atmosphere. The main level includes a generously sized living room, a dining room with a pellet stove and an elegant bow window, and an eat-in kitchen. This level also offers two bedrooms with ample closet space and a full bathroom. Adjacent to the kitchen and dining area is a spacious, heated sunroom filled with natural light-an ideal spot for relaxation.The upper level features two additional bedrooms with hardwood floors, another full bathroom, and a versatile mixed-use room which works nicely for crafts, storage, or additional closet space. Outdoors, a nicely appointed deck offers the perfect place to unwind and enjoy the serene surroundings. The property also includes a detached two-car garage with overhead storage, ideal for tools, hobbies, or additional equipment. If you're seeking a comfortable home that offers space, privacy, and a peaceful setting, this property is certainly worth your consideration.
Full Property Details
Full Property Details for 667 Upper Grassy Hill Rd
General
- Price: $550,000
- Taxes: (July 2025-June 2026)
- Status: Active
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24142886
- Updated: 1/14/2026
- Added to Site: 46 day(s) ago
Interior
- Number of Rooms: 6
- Interior Features: Cable - Available
- Fireplace: Yes
- Number of Fireplaces: 2
- Appliances: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 4
- Primary Bedroom: Primary Bedroom - Hardwood Floor, Main
- Bedroom 1: Bedroom - Hardwood Floor, Main
- Bedroom 2: Bedroom - Hardwood Floor, Upper
- Bedroom 3: Bedroom - Hardwood Floor, Upper
Other Rooms
- Living Room: Living Room - Hardwood Floor, Main
- Kitchen: Kitchen, Main
- Dining Room: Dining Room - Bay/Bow Window, Book Shelves, Built-Ins, Pellet Stove, Hardwood Floor, Main
- Laundry: Lower Level
Exterior
- Exterior Features: Deck, Lighting, Stone Wall
- Color: yellow
Parking
- Garage: Yes
- Garage Spaces: 2
- Total Spaces: 8
- Parking: Carport, Detached Garage, Paved, Driveway
Location
- County: Litchfield
- Neighborhood: Grassy Hill
- Driving Directions: Transylvania Rd to Upper Grassy Hill Rd. house on right #667
School Information
- Elementary School: Mitchell
- Middle School: Woodbury Middle School
- High School: Nonnewaug
Community
- Community Name: Grassy Hill
Heating & Cooling
- Cooling Type: None
- Heating Type: Baseboard, Solar, Electric
- Heating Fuel: Electric
- Water Heater: Electric, 30 Gallon Tank
Utilities
- Sewer: Septic
- Water: Private Well
Structural Information
- Architectural Style: Cape Cod
- Construction Status: No/Resale
- Exterior Const.: Aluminum
- Basement Desc.: Full, Unfinished, Storage, Walk-out, Concrete Floor
- Roof: Shingle
- Attic: Yes
- Square Feet: 1,987
- Above Ground: 1,987 Sq. Ft.
- Year Built: 1973
Lot Features
- Lot Size (Acres): 3.4
- Driveway/Sidewalk: Private, Circular, Paved
- Zoning: OS80
- Lot Description: Lightly Wooded, Level Lot
Green Features
- Energy Features: Active Solar
Financial Considerations
- Assessment Amount: $270,830
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Property ID: 934773
Listed by Drakeley Real Estate, Inc., Rhya Szymansky
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agent
— 667 Upper Grassy Hill Rd —
Rhya Szymansky
Drakeley Real Estate, Inc.
Agent Contact: (203) 206-6200 Office Contact: (203) 263-4336
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 667 Upper Grassy Hill Rd
School District:Regional School District 14
| Name | Grades | Distance |
|---|---|---|
Mitchell Elementary School 14 School Street, Woodbury, CT 06798 | PK-5 | 2.9 mi |
Bethlehem Elementary School 92 East Street, Bethlehem, CT 06751 | PK-5 | 8.9 mi |
Woodbury Middle School 67 Washington Avenue, Woodbury, CT 06798 | 6-8 | 2.9 mi |
Nonnewaug High School 5 Minortown Road, Woodbury, CT 06798 | 9-12 | 4.1 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 667 Upper Grassy Hill Rd
Tax History
Tax History for 667 Upper Grassy Hill Rd
Year
Property Taxes
Change
Tax Assessment
Change
2024
$6,397
2%
$270,830
—
2023
$6,275
5%
$270,830
32%
2023
$5,983
—
$205,880
—
2022
$6,006
—
$205,880
—
2021
$6,006
—
$205,880
—
2020
$6,006
—
$205,880
—
2019
$6,006
2%
$205,880
-7%
2018
$5,872
-2%
$220,920
—
2017
$6,000
3%
$220,920
—
2016
$5,808
1%
$220,920
—
2015
$5,759
1%
$220,920
—
2014
$5,675
-4%
$220,920
-13%
2011
$5,927
—
$253,300
—
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
Estimate the Cost for 667 Upper Grassy Hill Rd
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- Single Family
- Active
- Updated 4 days ago
- 3Beds
- 3Total Baths
- 1,184Sq. Ft.
- Single Family
- Active
- Updated 10 days ago
- 2Beds
- 3Total Baths
- 3,362Sq. Ft.
- Single Family
- Active
- Updated 9 days ago
- 3Beds
- 2Total Baths
- 1,728Sq. Ft.
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- Single Family
- Active
- Updated 4 days ago
- 3Beds
- 2Total Baths
- 1,811Sq. Ft.
- Single Family
- Active
- Updated 2 days ago
- 5Beds
- 5Total Baths
- 5,236Sq. Ft.
- Condo
- Active
- Updated 3 days ago
- 2Beds
- 2Total Baths
- 1,432Sq. Ft.
- Condo
- Active
- Updated 2 days ago
- 2Beds
- 2Total Baths
- 1,063Sq. Ft.
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- Condo
- Active
- Updated 2 days ago
- 2Beds
- 2Total Baths
- 1,432Sq. Ft.
- Townhouse
- Active
- Updated 5 days ago
- 2Beds
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- 1,432Sq. Ft.
- Townhouse
- Active
- Updated 22 hours ago
- 2Beds
- 2Total Baths
- 1,365Sq. Ft.
- Townhouse
- Active
- Updated 22 hours ago
- 2Beds
- 2Total Baths
- 1,398Sq. Ft.
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- Single Family
- Closed
- 4Beds
- 3Total Baths
- 2,724Sq. Ft.
Listed by Lee Boyle
Sold by BHGRE Gaetano Marra Homes
Sold by BHGRE Gaetano Marra Homes
- Single Family
- Closed
- 3Beds
- 3Total Baths
- 2,124Sq. Ft.
Listed by Wendy Brazauskas
Sold by William Pitt Sotheby's Int'l
Sold by William Pitt Sotheby's Int'l
667 Upper Grassy Hill Road, Woodbury, CT 06798 (MLS# 24142886) is a Single Family property with 4 bedrooms and 2 full bathrooms. 667 Upper Grassy Hill Road is currently listed for $550,000 and was received on December 03, 2025. Want to learn more about 667 Upper 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.