667 Upper Grassy Hill Rd

1,987 Sq. Ft.
$263 / Sq. Ft.
1,987
Sq. Ft.
$263
per Sq. Ft.

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....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.
  1. Listed by Rhya B Szymansky • Drakeley Real Estate, Inc.
    P: (203)-263-4336 C: (203)-206-6200 rhya@drakeley.com

Property Details for 667 Upper Grassy Hill Road

Basement Description
Full, Unfinished, Storage, Walk-out, Concrete Floor
Direct Waterfront
No
Garages Number
2
Neighborhood
Grassy Hill
Style
Cape Cod
Garage Parking Info
Carport, Detached Garage, Paved, Driveway
Swimming Pool
No
LISTING UPDATED: 02/20/2026 07:41 PM

Property Details for 667 Upper Grassy Hill Road

StatusClosed
MLS #24142886
Days on Market49
Taxes$6,397 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1973
Lot Size3.40 AC / 148,104 SF
CountyLitchfield County

Location

Listing Courtesy of Drakeley Real Estate, Inc., Rhya B Szymansky

Sold By Regency Real Estate, LLC, David Aurigemma

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Building Information for 667 Upper Grassy Hill Road

Stories-Year Built1973Building Size-Lot Size3.40 AC / 148,104 SF

Payment Calculator

$3,069 per month

30 year fixed, 6.11% Interest

Principal and Interest

$2,536

Property Taxes

$533

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 667 Upper Grassy Hill Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Transylvania Rd to Upper Grassy Hill Rd. house on right #667
  • Elementary School: Mitchell
  • High School: Nonnewaug
  • Latitude: 41.515909
  • Longitude: -73.247795
  • Middle Jr High School: Woodbury Middle School
  • Neighborhood Amenities: Basketball Court, Golf Course, Health Club, Park, Private School(s), Stables/Riding
  • State: Connecticut
Parking
  • Parking Total Spaces: 8
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $6,397
Interior and Exterior Features
Exterior Features
  • Exterior Features: Deck, Lighting, Stone Wall
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer
  • Attic Description: Crawl Space, Access Via Hatch
  • Cooling System: None
  • Heat Type: Baseboard, Solar
  • Attic YN: Yes
  • Fireplaces Total: 2
  • Home Automation: Lighting
  • Interior Features: Cable - Available
  • Laundry Room Info: Lower Level
  • Rooms Total: 6
Room 1
  • Room Entry Order: 1
  • Room Features: Hardwood Floor
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 2
  • Room Features: Bay/Bow Window,Book Shelves,Built-Ins,Pellet Stove,Hardwood Floor
  • Room Level: Main
  • Room Type: Dining Room
Room 3
  • Room Entry Order: 3
  • Room Level: Main
  • Room Type: Kitchen
Room 4
  • Room Entry Order: 4
  • Room Features: Hardwood Floor
  • Room Level: Main
  • Room Type: Primary Bedroom
Room 5
  • Listing Key: 44F8B020D2112775E063E201100A2DB8
  • Room Entry Order: 5
  • Room Features: Hardwood Floor
  • Room Level: Main
  • Room Type: Bedroom
Room 6
  • Room Entry Order: 6
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 7
  • Room Entry Order: 7
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 8
  • Room Entry Order: 8
  • Room Features: Wall/Wall Carpet
  • Room Level: Main
  • Room Type: Sun Room
Property
Property and Assessments
  • Color: yellow
  • Construction Description: Frame
  • Driveway Type: Private, Circular, Paved
  • Exterior Siding: Aluminum
  • Foundation Type: Concrete
  • New Construction Type: No/Resale
  • Roof: Shingle
  • Year Built: 1973
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Apartment: No
  • Living Area SQFT Per Public Records: 1987
Lot Information
  • Lot Description: Lightly Wooded, Level Lot
  • Parcel Number: 934773
  • Sq Ft Est Heated Above Grade: 1987.0
  • Sq Ft Total: 1987.0
  • Zoning: OS80
Utilities
  • Energy Features: Active Solar
  • Heat Fuel Type: Electric
  • Hot Water Description: Electric, 30 Gallon Tank
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Vacant

Public Records for 667 Upper Grassy Hill Road

Taxable ValueLand$77,350Additions$193,480Total$270,830
Tax Record2024$6,397 ($533 / month)
Home Facts
Beds4Baths2Total Finished SqFt1,987 SqFtAbove Grade Finished SqFt1,987 SqFtUnfinished Basement SqFt1,196 SqFtStories2Lot Size148,104 SqFtStyleSingle Family ResidenceYear Built1973Year Renovated1998ZoningOS80CountyLITCHFIELDAPNWOOD M:062 B:026 L:AFireplace TypeHas Fireplace

Schools near 667 Upper Grassy Hill Road

This home is within Regional School District 14.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Bethlehem Elementary School
PublicPK to 5

Mitchell Elementary School
PublicPK to 5

Woodbury Middle School
Public6 to 8

Nonnewaug High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Drakeley Real Estate, Inc., Rhya B Szymansky

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.