$5,343 Closing Credit¹
#24090315, Lisa Sader, Listing Office: Aspen Realty Group
#24096319·
Listing office: William Pitt Sotheby's Int'l·
Listing agent: Michael Caporizzo·
Listing office phone: (860) 868-6600
$935,000 List price
299 W Flat Hill Rd Southbury, CT 06488
$10,000
Closing credit¹
5 beds
3 full, 1 partial
2,462 sqft
4.8 acres
$380 / sqft
House
Property details
About 299 W Flat Hill Rd
The second time since its construction, this home in the sought-after Purchase Brook area is for sale. Over the years, this home has hosted events and has entertained and charmed guests. Its lush five acres have been home to horses boarded in the oversized two-stall barn. The current homeowners have thoughtfully added to the original structure, adding five hundred square feet to what was originally a saltbox style. This investment created a space that has been versatile for the current owners, serving as a handicap accessible in-law, first floor primary, and even as a second living space; phase two of this renovation included an oversized three car detached garage with an expansive loft space - currently used as storage, but can easily be finished to accommodate whatever personal pursuits or passions the next steward may have. It is easy to understand how this area is the jewel of Southbury; the rolling hills, quiet streets, and convenience to Roxbury, Woodbury, and I-84 make this a place that is both a retreat and a practical location for everyday needs.
Highlights
Home typeOther
HeatingHot Water
StatusActive
CoolingCentral Air, Split System
Size2,462 sqft
BasementYes
Lot size4.82 Acres
Year built1985
ParkingDetached Garage
MLS #24096319
Garage3 spaces
WaterfrontBrook
ViewWater
Summary
- Partial Bathrooms: 1
- Full Bathrooms: 3
- Appliances: Electric Cooktop, Electric Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer
- Basement: Yes
- Interior: Auto Garage Door Opener, Cable - Available, Security System
- Total Bedroom Count: 5
- Garage Space: 3 spaces
- Attached Garage: No
- Private Pool: No
- Parking: Detached Garage
- Waterfront: Brook
- View: Water
- Exterior: Awnings, Barn, Deck, Hot Tub, Paddock, Patio
- Architectural Style: Colonial
- Heating: Hot Water
- Cooling: Central Air, Split System
- List Price: $935,000
- Price/SqFt: $379
- Annual Tax Amount: $8,541
- Tax Year: 2024
- Lot: Level, Views
- Directions: South Britain Road to East Flat Hill
- Year Built: 1985
- Living Area: 2,462 SqFt
- Lot Size: 4.82 Acres
- MLS Number: 24096319
- Office Name: William Pitt Sotheby's Int'l
- Office Phone: (860) 868-6600
- Office Email: mcaporizzo@williampitt.com
- Listing Agent: Michael Caporizzo
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: 5/27/2025, 10:20:31 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.
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$935,000
299 W Flat Hill Rd
$10,000
closing credit¹
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Price information
Property sales
| Date | Event | Price |
|---|---|---|
| Aug 14, 1992 | Home Sold | $237,500 |
Tax history
| Year | Assessment | Property Tax |
|---|---|---|
| 2024 | $361,910 | $8,541 |
| 2023 | $361,910 | $8,143 |
| 2022 | $279,270 | $7,998 |
| 2021 | $279,270 | $8,183 |
| 2020 | $279,270 | $8,183 |
| 2019 | $267,640 | $7,788 |
History based on county public records data.
Nearby schools
8
Pomperaug School
Public District KG-5
3.2 mi
•607 Main St S
7
Gainfield Elementary School
Public District KG-5
3.4 mi
•307 Old Field Rd
7
Sandy Hook Elementary School
Public District KG-4
4.0 mi
•12 Dickinson Dr
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 $73,846. Residents of Southbury, CT typically earn between $35k-100k each year. Most families are single, no kids. Residents of this area typically have post secondary degree education.
How much money do the neighbors make?
18%
<35k
51%
35k-100k
28%
100k-200k
3%
200k+
What level of education do the neighbors have?
High School Diploma
Post Secondary Degree
Masters Degree
Doctorate
What types of families live nearby?
40%
Single, No Kids
7%
Single, with Kids
29%
Married, No Kids
24%
Married, with Kids
Are the neighbors home owners or renters?
Home Owners
Renters
How old are people in this area?
13%
<11 yrs old
8%
12-17 yrs old
19%
18-34 yrs old
51%
35-64 yrs old
9%
65+ yrs old
What do the neighbors do for fun?
NASCAR
Soccer
PGA/LPGA
Where do the neighbors shop?
Dick's Sporting Goods
Old Navy
Stein Mart
Where do the neighbors go to eat?
Arbys
Jimmy Johns
Cracker Barrel
What do the neighbors drive?
GMC
Lexus
Lincoln
What do the neighbors listen to?
Adult Hits
New Country
Oldies
All data provided by Home Junction and Claritas
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Frequently asked questions
About 299 W Flat Hill Rd
The listing price of 299 W Flat Hill Rd property is $935,000.
The property 299 W Flat Hill Rd is a house located in Southbury, Connecticut, 06488.
Active Listing: 299 W Flat Hill Rd is For Sale (Active/New) which means the seller is accepting offers.
The nearby schools for 299 W Flat Hill Rd are: Pomperaug School (GreatSchools Rating 8/10), Gainfield Elementary School (GreatSchools Rating 7/10), Sandy Hook Elementary School (GreatSchools Rating 7/10), Rochambeau Middle School (GreatSchools Rating 5/10), Newtown Middle School (GreatSchools Rating 6/10), Reed Intermediate School (GreatSchools Rating 6/10), Newtown High School (GreatSchools Rating 7/10), Brookfield High School (GreatSchools Rating 7/10), Pomperaug Regional High School (GreatSchools Rating 8/10).
According to the records, the last property tax for 2024 is $8,541 (source: MLS/based on county public records data).
The last sale was on August 14, 1992 for $237,500 (source: MLS/tax record).
The property at 299 W Flat Hill Rd has 5 bedrooms and 3 full and 1 half bathrooms.
The property 299 W Flat Hill Rd is 2,462 SqFt (source: MLS/tax record).
The year of construction for 299 W Flat Hill Rd is 1985.
This home is located at 299 W Flat Hill Rd in Southbury, CT and zip code 06488. This 2,462 square foot home, which was built in 1985, sits on a 4.82 acre lot. Features: 5 bedrooms, 4 bathrooms. It has been listed on Rocket Homes since May 16, 2025 and is currently priced at $935,000.
In April 2025 more than 14 listings in Southbury, CT were sold above the asking price. During the same period more than 5 listings were sold at asking price, while more than 14 were sold below. In April 2025 in Southbury, CT there were 9.3% more homes for sale than in March.
From Rocket Homes Real Estate and based on county public records data.