This home's estimate is 18.1% higher than the average sale price ($604K) of 6 comparable homes.
Search- Overview
- Sale & tax history
- Property details
- Neighborhood
- Climate
105 Chestnut Hill Rd, Killingworth, CT 06419
About this home
Totally charming, 2000+ sf cape has distant views of long island sound. Large stone terrace; four fireplaces with beehive ovens; panelled library; livingroom opens to terrace.Lower level includes partially finished walk-out recreation area w/fireplace. Separate 3 car garage with workroom plus full windowed second floor for studio with views.
Redfin Estimate
Earn from this home
List your home with Redfin and save $7,127
Get cash now or lower your monthly rate
List your home for rent
Market trends in 06419, CT
Last updated October 2026
Buyer's Market
Seller's Market
Seller's market
0 MoM
See all
Provided by Redfin
Sale history for 105 Chestnut Hill Rd
$192/sq ft
$203/sq ft
$34/sq ft
Tax history for 105 Chestnut Hill Rd
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Property details
Parking
- Garage Information
- Garage & Parking: Detached Garage
- Garages Number: 3
Interior
- Interior Information
- Total Rooms: 7
- Laundry Room Location: First Floor
- Interior Features: Cable - Available, Auto Garage Door Opener
- Fireplaces Total: 4
- Appliances Included: Dishwasher, Oven/Range, Refrigerator
- Bathroom Information
- # of Baths (Full): 2
- Bedroom Information
- Beds Total: 3
- Room Information
- Rooms Additional: Workshop
- Room Count: 7
- Basement Description: Concrete Floor, Full With Walk-Out, Partially Finished
Exterior
- Exterior Features
- Exterior Siding: Clapboard, Stone
- Exterior Features: Garden Area, Stone Wall, Storage Building
- Lot Information
- Lot Description: Lightly Wooded, Open Lot, Rolling
- Building Information
- Color: cream
- Property Information
- Property Type: Single Family For Sale
- Driveway Type: Asphalt
Financial
- Assessments Information
- Assessed Value: $310,320
- Rental Information
- Lease Purchase YN: No
Utilities
- Utility Information
- Water Source: Private Well
- Sewage System: Cesspool
- Hot Water Description: Domestic
- Heat Type: Baseboard
- Heat Fuel Type: Oil
- Fuel Tank Location: Above Ground
- Energy Features: Generator
Location
- School Information
- High School: Haddam/Killing.
- Elementary School: Killingworth
- Location Information
- State: Connecticut
- Directions: From i-95, exit 61, n. On rt. 79, R. Onto chestnut hill to #105 on left side.
- County: Middlesex
Public facts
- Beds: 2
- Baths: 2.0
- Sq. Ft.: 2,097
- Stories: 2.0
- Lot Size: 2.3 acres
- Style: Single Family Residential
- Year Built: 1750
- Year Renovated: 1978
- County: Middlesex County
- APN: 997240
Around this home
Schools
- K - 12
- Preschool & daycare
Public PreK-3 • Assigned • 2.6mi
Public 6-8 • Assigned • 3.3mi
Public 9-12 • Assigned • 8.4mi
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
Minimal risk of a flood reaching the building in the next 30 years
0.00% chance of being in a wildfire in next 30 years
7 days above 93° expected this year, 17 days in 30 years
67% chance of strong winds in next 30 years
5 unhealthy days expected this year, 8 days in 30 years
Sun exposure
In this area, properties receive around 8.9 hours in June and 4.5 hours in December, which is comparable to the U.S. average for solar exposure.
Nearby similar homes
New listings for sale in 06419
Home values near 105 Chestnut Hill Rd
| Address | Redfin Estimate |
|---|---|
3 Beds | 2.5 Baths | 1454 Sq. Ft. | $814,785 |
4 Beds | 2.5 Baths | 2875 Sq. Ft. | $792,821 |
4 Beds | 3 Baths | 3444 Sq. Ft. | $845,263 |
3 Beds | 3 Baths | 2069 Sq. Ft. | $730,456 |
4 Beds | 3 Baths | 3054 Sq. Ft. | $879,461 |
2 Beds | 2 Baths | 1409 Sq. Ft. | $542,694 |
3 Beds | 2.5 Baths | 2058 Sq. Ft. | $656,384 |
| Address | Redfin Estimate |
|---|---|
2 Beds | 1 Baths | 1531 Sq. Ft. | $488,827 |
3 Beds | 3 Baths | 3036 Sq. Ft. | $1,617,119 |
3 Beds | 2.5 Baths | 2896 Sq. Ft. | $1,016,795 |
3 Beds | 2.5 Baths | 1802 Sq. Ft. | $604,048 |
4 Beds | 5 Baths | 3346 Sq. Ft. | $973,558 |
5 Beds | 3.5 Baths | 5327 Sq. Ft. | $2,717,336 |
3 Beds | 2.5 Baths | 1809 Sq. Ft. | $636,830 |
| Address | Redfin Estimate |
|---|---|
3 Beds | 1.5 Baths | 1725 Sq. Ft. | $536,722 |
2 Beds | 2 Baths | 1361 Sq. Ft. | $541,574 |
3 Beds | 2.5 Baths | 2676 Sq. Ft. | $761,590 |
3 Beds | 3 Baths | 3330 Sq. Ft. | $851,084 |
3 Beds | 3 Baths | 1750 Sq. Ft. | $597,320 |
5 Beds | 5 Baths | 6008 Sq. Ft. | $2,203,936 |
4 Beds | 2.5 Baths | 2252 Sq. Ft. | $635,496 |
More real estate resources
- Counties
- Cities
- Popular Searches
| Fairfield County homes for sale | |||
| Suffolk County homes for sale | |||
| New Haven County homes for sale |
| Clinton homes for sale | |||
| Meriden homes for sale | |||
| Middletown homes for sale |
Find us
Subsidiaries
Affiliated Business
Copyright: © 2026 Redfin. All rights reserved.
Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.
Do not sell or share my personal information.
REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.
California DRE #01521930
Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures
New Mexico Real Estate Licenses
TREC: Info About Brokerage Services, Consumer Protection Notice
All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.
Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.
If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.
REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.


















United States
Canada