#24095086, Pels Matthews, Listing office: W. Raveis Lifestyles Realty
#24098508·
Listing office: Showcase Realty, Inc.·
Listing agent: John Donato Jr·
Listing office phone: (860) 274-7000
$2,495,000 List price
562 Upper Grassy Hill Rd Woodbury, CT 06798
4 beds
3 full, 1 partial
6,459 sqft
9.1 acres
$386 / sqft
House
Property details
About 562 Upper Grassy Hill Rd
Shingle style home with horse barn, paddocks & riding arena, set on over 9 acres with a gorgeous westerly view of Roxbury's bucolic rolling hills! This property is an equestrian's dream. Horse barn w 5 stalls w waterers. 2nd level in barn loft for additional space. 6 horse paddocks w waterers & electric fence. Perfectly set riding arena w views. Built in 2013, no expense was spared on the construction of this home. Sprawling kitchen w marble countertops, stainless appliances, butler's pantry & breakfast nook opens to a sun-drenched 2-story great room w views. Tastefully done formal living & dining rooms. Dining room w trey ceilings & wood paneling. Charming office w bookshelves & built-ins. Cozy, multi-purpose den w fireplace & french doors. Mudroom & powder room. Upstairs, master suite w bookshelves, built-ins, sitting area, walk-in closet w center island & stunning master bath w heated marble floors, marble countertops, double vanities, stand-up shower & air jetted tub. 3 additional bedrooms all amply sized w walk-in closets & attached baths. Oversized recreation room currently used as a home gym & play area. Additional room on 3rd floor. This home is set on several cleared acres but is secluded from all neighboring properties and is backed up by 34 acres of open space. The westerly views of rolling hills offer stunning sunsets from bluestone patios. The setting and land are serene and surreal! Plenty of room for a pool. Taxes reflect PA490 tax exemption for 5.22 acres
Highlights
Home typeOther
HeatingOther
StatusActive
CoolingCentral Air
Size6,459 sqft
BasementYes
Lot size9.11 Acres
Year built2013
ParkingAttached Garage
MLS #24098508
Attached garage3 spaces
Summary
- Partial Bathrooms: 1
- Full Bathrooms: 3
- Appliances: Gas Cooktop, Oven, Range Hood, Refrigerator, Washer, Dryer
- Basement: Yes
- Interior: Audio System, Auto Garage Door Opener, Cable - Pre-wired, Central Vacuum, Security System
- Total Bedroom Count: 4
- Garage Space: 3 spaces
- Attached Garage: Yes
- Private Pool: No
- Parking: Attached Garage
- Exterior: Underground Utilities, Barn, Paddock
- Architectural Style: Colonial
- Heating: Other
- Cooling: Central Air
- List Price: $2,495,000
- Price/SqFt: $386
- Annual Tax Amount: $22,351
- Tax Year: 2024
- Lot: Secluded, Level, Landscaped
- Directions: Rt67 (Roxbury Rd.) to Upper Grassy Hill Rd. Mailbox 562 is directly across the street from the driveway.
- Year Built: 2013
- Living Area: 6,459 SqFt
- Lot Size: 9.11 Acres
- MLS Number: 24098508
- Office Name: Showcase Realty, Inc.
- Office Phone: (860) 274-7000
- Office Email: john@showcasect.com
- Listing Agent: John Donato Jr
Copyright © 2025 Smart MLS. The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 7/7/2025, 7:45:30 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.
Price information
Property sales
| Date | Event | Price |
|---|---|---|
| Aug 15, 2017 | Home Sold | $1,025,000 |
Tax history
| Year | Assessment | Property Tax |
|---|---|---|
| 2024 | $964,670 | $22,351 |
| 2023 | $719,940 | $20,921 |
| 2022 | $719,940 | $21,001 |
| 2021 | $719,940 | $21,001 |
| 2020 | $719,940 | $21,001 |
| 2019 | $719,940 | $21,001 |
History based on county public records data.
Nearby schools
7
Mitchell Elementary School
Public District PK-5
2.9 mi
•14 School St
7
Gainfield Elementary School
Public District KG-5
3.3 mi
•307 Old Field Rd
8
Pomperaug School
Public District KG-5
4.1 mi
•607 Main St S
School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.
Neighborhood
The neighbors living near this home have an average income of $115,747. Residents of Woodbury, CT typically earn between $35k-100k each year. Most families are married, no kids. The majority of residents in this area have post secondary degree education.
How much money do the neighbors make?
3%
<35k
40%
35k-100k
37%
100k-200k
20%
200k+
What level of education do the neighbors have?
No High School
High School Diploma
Post Secondary Degree
Masters Degree
What types of families live nearby?
26%
Single, No Kids
5%
Single, with Kids
41%
Married, No Kids
28%
Married, with Kids
Are the neighbors home owners or renters?
Home Owners
Renters
How old are people in this area?
13%
<11 yrs old
10%
12-17 yrs old
11%
18-34 yrs old
50%
35-64 yrs old
16%
65+ yrs old
What do the neighbors do for fun?
Hunting
NASCAR
Figure Skating
Where do the neighbors shop?
Dillards
Dick's Sporting Goods
Dollar General
Where do the neighbors go to eat?
Cracker Barrel
Texas Roadhouse
Hardee's
What do the neighbors drive?
Cadillac
Subaru
Oldsmobile
What do the neighbors listen to?
News/Talk/Information
New Country
Oldies
All data provided by Home Junction and Claritas
Similar homes for sale
#24077441, Beatriz Conroy, Listing office: William Raveis Real Estate
7 days on Rocket
#24104194, Susan Corleto, Listing office: William Pitt Sotheby's Int'l
#24105853, Cathy Masi, Listing office: Flagpole Realty Inc
Frequently asked questions
About 562 Upper Grassy Hill Rd
The listing price of 562 Upper Grassy Hill Rd property is $2,495,000.
The property 562 Upper Grassy Hill Rd is a house located in Woodbury, Connecticut, 06798.
Active Listing: 562 Upper Grassy Hill Rd is For Sale (Active/New) which means the seller is accepting offers.
The nearby schools for 562 Upper Grassy Hill Rd are: Mitchell Elementary School (GreatSchools Rating 7/10), Gainfield Elementary School (GreatSchools Rating 7/10), Pomperaug School (GreatSchools Rating 8/10), Woodbury Middle School (GreatSchools Rating 8/10), Rochambeau Middle School (GreatSchools Rating 5/10), Newtown Middle School (GreatSchools Rating 6/10), Nonnewaug High School (GreatSchools Rating 7/10), Pomperaug Regional High School (GreatSchools Rating 8/10), Shepaug Valley School (GreatSchools Rating 8/10).
According to the records, the last property tax for 2024 is $22,351 (source: MLS/based on county public records data).
The last sale was on August 15, 2017 for $1,025,000 (source: MLS/tax record).
The property at 562 Upper Grassy Hill Rd has 4 bedrooms and 3 full and 1 half bathrooms.
The property 562 Upper Grassy Hill Rd is 6,459 SqFt (source: MLS/tax record).
The year of construction for 562 Upper Grassy Hill Rd is 2013.
This home is located at 562 Upper Grassy Hill Rd in Woodbury, CT and zip code 06798. This 6,459 square foot home, which was built in 2013, sits on a 9.11 acre lot. Features: 4 bedrooms, 4 bathrooms. It has been listed on Rocket Homes since June 9, 2025 and is currently priced at $2,495,000.
While more than 3 listings in Woodbury, CT in June 2025 were sold above asking price, there were more than 1 listings sold at asking price, and more than 1 were sold below. Between May and June 2025, Woodbury, CT real estate market has seen increase in the number of listings by 13.1%.
From Rocket Homes Real Estate and based on county public records data.