505 Chestnut Tree Hill Road
Description
- Listed by: Joyce Drakeley 203.449.3568 joyce@drakeley.com • Drakeley Real Estate, Inc.
Recent comparable sales
Median sold price
$605,000
Avg days on market
62
Sale-to-list ratio
93.5%
Southbury, CT
9 comparable properties found
$535,000
Sold 10/10/25
- 4
- Bedrooms
- 4
- Bathrooms
- 1,984
- Square Feet
- 1.69
- Acres
$605,000
Sold 10/02/26
- 4
- Bedrooms
- 4
- Bathrooms
- 2,530
- Square Feet
- 2.12
- Acres
$645,000
Sold 10/31/24
- 4
- Bedrooms
- 3
- Bathrooms
- 2,532
- Square Feet
- 1.44
- Acres
$495,000
Sold 02/12/26
- 4
- Bedrooms
- 4
- Bathrooms
- 2,496
- Square Feet
- 5.09
- Acres
Location
Sold By Berkshire Hathaway NE Prop., Jean Ruopp
$2,308 per month
30 year fixed, 7.03% Interest
$1,778
$530
$0
1Property Information for 505 Chestnut Tree Hill Road
Property Details
- Taxes: $6,359 / year
- MLS Type: Residential
- County: New Haven County
- Basement Description: Full, Partially Finished, Walk-out
- Direct Waterfront: No
- Garages Number: 2
- Style: Colonial
- Subdivision: Chestnut Tree Hill
- Garage Parking Info: Under House Garage
- Swimming Pool: No
Building Information
- Year Built: 1985
- Lot Size: 4.42 AC / 192,535 SF
Summary
- Acres Source: Public Records
- Directions: Old Waterbury Rd to Reservoir, left on Chestnut Tree Hill Rd. #505 will be on the right, up hill private driveway.
- Elementary School: Per Board of Ed
- High School: Per Board of Ed
- Latitude: 41.50652
- Longitude: -73.19164
- Middle Jr High School: Per Board of Ed
- State: Connecticut
- Subd Complex: Chestnut Tree Hill
- Home Owner's Assocation: No
- Tax Year: July 2014-June 2015
- Property Tax: $6,359
Interior and Exterior Features
- Exterior Features: Balcony, Deck, Porch
- Waterfront Description: Not Applicable
- Appliances Included: Dishwasher, Dryer, Microwave, Oven/Range, Washer
- Attic Description: Floored
- Cooling System: Ceiling Fans, Window Unit
- Heat Type: Baseboard
- Attic YN: Yes
- Fireplaces Total: 1
- Interior Features: Security System
- Laundry Room Location: first
- Rooms Additional: Mud Room
- Room Count: 9
- Rooms Total: 8
- Room Entry Order: 1
- Room Features: Fireplace
- Room Length: 23.0
- Room Level: Main
- Room Type: Living Room
- Room Width: 13.0
- Room Entry Order: 1
- Room Features: Fireplace
- Room Length: 23.0
- Room Level: Main
- Room Type: Living Room
- Room Width: 13.0
- Room Entry Order: 2
- Room Length: 17.0
- Room Level: Main
- Room Type: Dining Room
- Room Width: 12.0
- Room Entry Order: 2
- Room Length: 17.0
- Room Level: Main
- Room Type: Dining Room
- Room Width: 12.0
- Room Entry Order: 3
- Room Length: 22.0
- Room Level: Main
- Room Type: Kitchen
- Room Width: 12.0
- Room Entry Order: 3
- Room Length: 22.0
- Room Level: Main
- Room Type: Kitchen
- Room Width: 12.0
- Room Entry Order: 4
- Room Level: Lower
- Room Type: Family Room
- Room Entry Order: 4
- Room Level: Lower
- Room Type: Family Room
- Listing Key: DD5CA32D7EE848FDE0531401100A4B34
- Room Entry Order: 5
- Room Features: Full Bath
- Room Length: 18.0
- Room Level: Upper
- Room Type: Primary Bedroom
- Room Width: 13.0
- Room Entry Order: 5
- Room Features: Full Bath
- Room Length: 18.0
- Room Level: Upper
- Room Type: Primary Bedroom
- Room Width: 13.0
- Room Entry Order: 6
- Room Level: Upper
- Room Type: Bedroom
- Room Entry Order: 6
- Room Level: Upper
- Room Type: Bedroom
- Room Entry Order: 7
- Room Level: Upper
- Room Type: Bedroom
- Room Entry Order: 7
- Room Level: Upper
- Room Type: Bedroom
- Room Entry Order: 8
- Room Level: Upper
- Room Type: Bedroom
- Room Entry Order: 8
- Room Level: Upper
- Room Type: Bedroom
- Room Entry Order: 9
- Room Level: Main
- Room Type: Sun Room
- Room Entry Order: 9
- Room Level: Main
- Room Type: Sun Room
Property
- Color: beige
- Construction Description: Frame
- Exterior Siding: Clapboard, Wood
- Foundation Type: Concrete
- Fuel Tank Location: Above Ground
- Gross SQFT Per Public Records: 4052
- New Construction Type: No/Resale
- Roof: Asphalt Shingle
- Year Built: 1985
- Year Built Source: Public Records
- Bank Owned Property: No
- Living Area SQFT Per Public Records: 1994
- Lot Description: Fence - Partial
- Parcel Number: 1331188
- Sq Ft Est Heated Above Grade: 2268.0
- Sq Ft Total: 2268.0
- Zoning: R-60
- Heat Fuel Type: Electric, Oil
- Radon Mitigation Air: Unknown
- Radon Mitigation Water: Unknown
- Sewage System: Septic
- Water Source: Private Well
Multi Family
- Occupied By: Owner
- Total Unit Count: 0
Property History for 505 Chestnut Tree Hill Road
| Date | Event & Source | Price | Appreciation |
|---|---|---|---|
| Aug 10, 2015 | Closed (Public Record) Public Record #553970841 | $333,000 | +6463.6% / yr |
| Jul 26, 2012 | Closed (Public Record) Public Record #335562140 | $1 | -66.7% / yr |
| Nov 27, 2001 | Closed (Public Record) Public Record #92454943 | $125,000 | -70.9% / yr |
| Feb 13, 2001 | Closed (Public Record) Public Record #92453877 | $330,000 | +1.4% / yr |
| Jun 13, 2000 | Closed (Public Record) Public Record #92453256 | $327,000 | — |
| Date | Event & Source | Price |
|---|---|---|
| 08/10/2015 | Closed (Public Record) Public Record #553970841 | $333,000 +6463.6% / yr |
| 07/26/2012 | Closed (Public Record) Public Record #335562140 | $1 -66.7% / yr |
| 11/27/2001 | Closed (Public Record) Public Record #92454943 | $125,000 -70.9% / yr |
| 02/13/2001 | Closed (Public Record) Public Record #92453877 | $330,000 +1.4% / yr |
| 06/13/2000 | Closed (Public Record) Public Record #92453256 | $327,000 |
For completeness, we often displays two records for one sale: the MLS record and the public record.
Public records
505 Chestnut Tree Hill Road
Beds
4Baths
3Total Finished SqFt
1,994 SqFtAbove Grade Finished SqFt
1,994 SqFtStories
2Lot Size
192,535 SqFtSchools near 505 Chestnut Tree Hill Road
Rating | School | Type | Grades | Distance |
|---|---|---|---|---|
| Public - | PK to 5 | |||
| Public - | 6 to 8 | |||
| Public - | 9 to 12 |
Rating | School | Distance |
|---|---|---|
Long Meadow Elementary School PublicPK to 5 | ||
Memorial Middle School Public6 to 8 | ||
Pomperaug Regional High School Public9 to 12 |
School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.
Similar Homes
New listings in 06488
Nearby home values
| Address | Sold price | Beds | Baths | Sqft | Lot (Sqft) |
|---|---|---|---|---|---|
This home: 505 Chestnut Tree Hill Road, Southbury, CT 06488 | $333,000 | 4 | 4 | 2,268 | 192,535 |
$335,000 | 4 | 3 | 2,960 | 104,108 | |
$485,000 | 4 | 3 | 2,776 | 226,947 | |
$402,000 | 6 | 4.5 | 2,896 | 194,713 | |
$575,000 | 4 | 3 | 2,816 | 352,836 | |
$284,500 | 3 | 3 | 2,176 | 241,758 | |
$385,000 | 4 | 3 | 2,468 | 155,509 | |
– | 3 | 3 | 2,071 | 192,535 | |
$337,500 | 3 | 3 | 2,129 | 60,548 | |
– | 4 | 2 | 2,031 | 64,469 | |
$450,000 | 4 | 3 | 2,200 | 110,206 | |
– | 5 | 2.5 | 3,292 | 147,668 | |
$290,000 | – | 4 | 2,352 | 131,551 | |
$215,000 | 4 | 2.5 | 2,531 | 60,984 | |
$217,000 | 4 | 2.5 | 1,944 | 186,437 | |
$479,900 | 4 | 4 | 3,900 | 98,010 |
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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.
Listing Courtesy of Drakeley Real Estate, Inc., Joyce Drakeley
Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.
