Home › Homes for Sale › Woodbury, CT › 220 Upper Grassy Hill Road

220 Upper Grassy Hill Road, Woodbury, CT 06798

Single Family For Sale

$759,900
$314/sqft
220 Upper Grassy Hill Road, Woodbury, CT Active
Photo 2
Photo 3
Photo 4
Photo 5
3
Bedrooms
3
Bathrooms
2,420
Sq Ft
2.45
Acres
1960
Year Built

About This Home

Recently renovated from the studs up, this single-family ranch on the Woodbury/Roxbury town line offers the rare chance to own a truly like-new home with immediate availability. This three-bedroom home features all-new electrical, HVAC, spray-foam insulation, trim, drywall, hardwood floors, a beautifully updated kitchen, and three brand-new bathrooms. The main level offers a spacious layout with three bedrooms featuring wide pine flooring, two full tiled baths, a living room with a fireplace, and a stunning new eat-in kitchen. The finished walkout lower level adds approximately 800 square feet of versatile living space. This space is ideally suited for an in-law apartment, with a family room and fireplace, a full bath, space for a kitchen, and a private entrance. Set on a gorgeous 2+ acre lot at the top of Woodbury, the property also includes a small portion in Roxbury.

Listed by Timothy Drakeley (203) 510-9184 with Drakeley Real Estate, Inc. (203) 263-4336

Listing Snapshot

Price $759,900 Days on Market 0 days
Property Tax $5,936/yr Style Ranch
Year Built 1960 Total Sq Ft 2,420
Lot Size 2.45 acres HOA Fees N/A
Bedrooms 3 Full Bathrooms 3
Total Rooms 7 Half Baths 0

Key Features

Appliances
  • Gas Range
  • Microwave
  • Refrigerator
  • Dishwasher
Outdoor
  • Sidewalk
  • Shed
  • Barn
  • Patio
Nearby
  • Basketball Court
  • Golf Course
  • Library
  • Medical Facilities
  • Park

Structure & Parking

Construction Frame
Roof Asphalt Shingle
Garage Spaces 1
Garage Type Detached Garage
Below Grade 800 sq ft

Systems & Utilities

Heat Hot Air, Wall Unit
Fuel Electric, Propane
Cooling Central Air
Hot Water Other
Water Private Well
Sewer Septic

Schools

Elem Mitchell
Middle Woodbury
High Nonnewaug

Mortgage Calculator

$
$
%
%
Est. Monthly Payment —
Principal & Interest —
Est. Property Tax $495/mo
Est. Home Insurance —

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Apr 4, 2026 Listed $759,900

Frequently Asked Questions

How much does 220 Upper Grassy Hill Road in Woodbury, CT cost?
This property is listed at $759,900, which works out to $314 per square foot.
How many bedrooms does 220 Upper Grassy Hill Road have?
This home has 3 bedrooms and 3 bathrooms.
What is the square footage of 220 Upper Grassy Hill Road?
The home is 2,420 square feet, situated on 2.45 acres.
When was 220 Upper Grassy Hill Road in Woodbury built?
This property was built in 1960.
Is 220 Upper Grassy Hill Road, Woodbury, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 220 Upper Grassy Hill Road, Woodbury in?
This home is served by the Woodbury public school system, with Mitchell as the elementary school and Nonnewaug as the high school.
How do I schedule a tour of 220 Upper Grassy Hill Road, Woodbury, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Timothy Drakeley · (203) 510-9184

Drakeley Real Estate, Inc. · (203) 263-4336

MLS# 24163591 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Apr 4, 2026 7:20 PM UTC