101 Old Grassy Hill Road Woodbury, CT $ 1,267,500
101 Old Grassy Hill Road
$ 1,267,500
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101 Old Grassy Hill Road

Woodbury, CT, 06798
$ 1,267,500
Bedrooms4 Baths4.1 Sq 4,676

Monthly Estimate*

$ 7,908

101 Old Grassy Hill Road, Woodbury, CT 06798 - Image 1
101 Old Grassy Hill Road, Woodbury, CT 06798 - Image 2
101 Old Grassy Hill Road, Woodbury, CT 06798 - Image 3
101 Old Grassy Hill Road, Woodbury, CT 06798 - Image 4
101 Old Grassy Hill Road, Woodbury, CT 06798 - Image 5
101 Old Grassy Hill Road, Woodbury, CT 06798 - Image 6

Single Family Home for sale in Woodbury, CT

for $1,267,500 with 4 bedrooms and 4 full baths, 1 half bath. This 4,676 square foot home was built in 2004 on a lot size of 5.17.

"Where Luxury Meets the Landscape." Welcome to a home where nature and craftsmanship converge in breathtaking harmony. Nestled on five professionally landscaped acres, this country manor is a sanctuary of serenity and sophistication. A statuesque quarry of stone lines one side of the property, perfectly balanced by a tranquil body of water-inviting you to kayak, canoe, or skate through the seasons or perhaps just enjoy the resident eagles or osprey who make the area their home during some of the year. As you enter, the grand open staircase is the centerpiece of a 2-story wrap-around Foyer that sets the stage for the comfortable elegance this home inspires. Step inside and experience the artistry of design. Sunlight pours through expansive windows, illuminating exquisite millwork: coffered ceilings, oversized crown and baseboard moldings, solid raised paneling, and wide-board hardwood floors. Every detail speaks to the builder's commitment to timeless quality. The grounds are thoughtfully engineered for beauty and function-featuring a level yard with industrial grade drainage, a low-maintenance milled crushed stone driveway, double-tiered decking, and a refreshing outdoor shower along with new stone seating area, walkways in the backyard. With separate entrance living quarters, a five car garage, and top-of-the-line mechanicals and kitchen appliances, this home is as practical as it is poetic. Whether hosting an intimate gathering or a grand celebration for 200, the space adapts effortlessly. Dare to be happy. This is more than a home-it's a lifestyle, a retreat, a masterpiece.

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Single Family Coming Soon

Price

$ 1,267,500

Bedrooms

4

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 14,628

Style

Lot Size

5.17

Year Built

2004

Town/City

Woodbury

MLS | Web ID

24135665

Features
General
Zoning OS80
Neighborhood Grassy Hill
County Litchfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Coming Soon
Acres 5.17
Directions Main Street South(Rt6) onto Rt317. Old Grassy Hill Road on left. End of the Cul de Sac on left hand side.
High School Nonnewaug
City Woodbury
Elementary School Per Board of Ed
Sq Ft Total 4676
Year Built 2004
Exclusions Shed portable generator shed lawncare equipment gar. refrigerator & shelving some furnishings/decor items home theater equip. & screen gas grill negot
Style Colonial Contemporary
Year Built Source Public Records
Handicap Features 32" Minimum Door Widths Bath Grab Bars Hallways 36+ Inches Wide Multiple Entries/Exits
Energy Features Fireplace Insert Ridge Vents Thermopane Windows
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Interior
Cooling System Central Air Zoned
Total Rooms 11
Basement Description Full Heated Garage Access Interior Access Partially Finished Walk-out Full With Walk-Out
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Exterior
Water Source Private Well
Lot Description Secluded Lightly Wooded On Cul-De-Sac Professionally Landscaped Water View
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* Excluded Features
List By
Deb Cody

Listing Agent

Coldwell Banker Realty

Broker

deborah.cody@cbmoves.com

Email

Affordability Calculator

$9,127
Per Month
87%
13%
0%
Monthly Principal & Interest
$7,908
Monthly Property Taxes
$1,219
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
2060456 Elementary School
1232807 Middle School
Nonnewaug High School High School
Pricing History
DatePricePrice ChangeDescription
12/2/2025$1,267,500 Listed Price

Map


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101 Old Grassy Hill Road, Woodbury, CT, 06798 is a Single Family Home for sale at $1,267,500 with 4,676 sqft and a lot size of 5.17. 101 Old Grassy Hill Road has 4 bedrooms, 4.1 baths, and was built in 2004. The property's zip code is 06798 which is in Woodbury, CT