#24087256, Joel Matson, Listing Office: Divine Realty, LLC

44 Sleepy Hollow Rd Southbury, CT 06488
Property details
About 44 Sleepy Hollow Rd
Nestled in a peaceful cul-de-sac, 44 Sleepy Hollow Road in Southbury offers the perfect blend of luxury and tranquility. This beautifully renovated home features 3 spacious bedrooms and 3 full bathrooms, all fully updated with high-end finishes that provide an upscale feel throughout. The kitchen is a showstopper with top-of-the-line appliances, sleek countertops, and a modern design. Enjoy the ease of living with refinished hardwood floors and completely renovated bathrooms throughout just under 2150 heated/cooled sqft! The finished lower level with walk-out sliders offers tons of additional living space, ideal for a second family room and office, fire place, full bath that also offers easy access to the serene backyard. Step outside to the covered deck off the kitchen, or relax by the babbling brook that adds a peaceful ambiance to the property. Everything has been updated-from the new Windows, Roof, and Siding to the Kitchen, Bathrooms, and even the entire lower level including your laundry suit. The home has been converted to propane with a new furnace and central air system, ensuring comfort year-round. With meticulous attention to detail inside and out, this home is truly move-in ready, offering modern living in a private and picturesque setting close to the Housatonic River and Lake Zoar and other local parks and amenities. Schedule your own private tour today! Read Agent to Agent remarks before showing "Buyers please do your own Diligence"
Highlights
Summary
- Full Bathrooms: 3
- Appliances: Gas Cooktop, Gas Range, Oven/Range, Microwave, Range Hood, Refrigerator
- Basement: Yes
- Total Bedroom Count: 3
- Attached Garage: No
- Private Pool: No
- Parking: None
- Exterior: Lighting, Covered Deck
- Heating: Forced Air
- Cooling: Central Air
- List Price: $314,900
- Price/SqFt: $252
- Annual Tax Amount: $7,220
- Tax Year: 2024
- Lot: Level, Cul-De-Sac, Cleared
- Directions: off lakeside rd onto sleepy hollow
- Year Built: 1976
- Living Area: 1,248 SqFt
- Lot Size: 0.18 Acres
- MLS Number: 24076191
- Office Name: Dave Jones Realty, LLC
- Office Phone: (203) 758-0264
- Office Email: patrickcapobianco@davejonesrealty.com
- Listing Agent: Patrick Capobianco
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: 5/2/2025, 11:20:53 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.
Get an agent. Get a mortgage. Save big.¹

$314,900
44 Sleepy Hollow Rd
$3,739
closing credit¹
Sell your home with Rocket and save even more!
Seller rebate
0.5% sale price²
Price information
Property sales
Date | Event | Price |
---|---|---|
Sep 07, 2021 | Home Sold | $177,500 |
Aug 21, 2003 | Home Sold | $277,500 |
Aug 29, 1997 | Home Sold | $135,900 |
Nov 16, 1994 | Home Sold | $139,000 |
Nov 13, 1992 | Home Sold | $121,000 |
Tax history
Year | Assessment | Property Tax |
---|---|---|
2024 | $305,930 | $7,220 |
2023 | $305,930 | $6,883 |
2022 | $151,770 | $4,347 |
2021 | $151,770 | $4,447 |
2020 | $151,770 | $4,447 |
2019 | $151,770 | $4,417 |
History based on county public records data.
Nearby schools
8
Pomperaug School
Public District KG-5
2.1 mi
•607 Main St S
7
Sandy Hook Elementary School
Public District KG-4
2.7 mi
•12 Dickinson Dr
7
Gainfield Elementary School
Public District KG-5
3.0 mi
•307 Old Field Rd
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 $85,691. The majority of Southbury, CT residents have income less than $<35k annually. Residents typically live in married, no kids family. The most common level of education of people living in this area is post secondary degree.
Similar homes for sale
Frequently asked questions
About 44 Sleepy Hollow Rd
The listing price of 44 Sleepy Hollow Rd property is $314,900.
The property 44 Sleepy Hollow Rd is a house located in Southbury, Connecticut, 06488.
Active Listing: 44 Sleepy Hollow Rd is For Sale (Active/New) which means the seller is accepting offers.
The nearby schools for 44 Sleepy Hollow Rd are: Pomperaug School (GreatSchools Rating 8/10), Sandy Hook Elementary School (GreatSchools Rating 7/10), Gainfield Elementary School (GreatSchools Rating 7/10), Rochambeau Middle School (GreatSchools Rating 5/10), Reed Intermediate School (GreatSchools Rating 6/10), Newtown Middle School (GreatSchools Rating 6/10), Newtown High School (GreatSchools Rating 7/10), Pomperaug Regional High School (GreatSchools Rating 8/10), Oxford High School (GreatSchools Rating 9/10).
According to the records, the last property tax for 2024 is $7,220 (source: MLS/based on county public records data).
The last sale was on September 7, 2021 for $177,500 (source: MLS/tax record).
The property at 44 Sleepy Hollow Rd has 3 bedrooms and 3 bathrooms.
The property 44 Sleepy Hollow Rd is 1,248 SqFt (source: MLS/tax record).
The year of construction for 44 Sleepy Hollow Rd is 1976.
This home is located at 44 Sleepy Hollow Rd in Southbury, CT and zip code 06488. This 1,248 square foot home, which was built in 1976, sits on a 0.18 acre lot. Features: 3 bedrooms, 3 bathrooms. It has been listed on Rocket Homes since February 24, 2025 and is currently priced at $314,900.
Southbury, CT housing market in April 2025 saw over 14 listings sold above listed price, more than 5 sold at listed price and over 14 sold below. The inventory of homes for sale in Southbury, CT between March and April 2025 increased by 9.3%.