252 Chestnut Hill Road, Killingworth, CT 06419 - Photo 1

1/1

$750,000

Sold
Closed
Single Family
4 Beds
3 Full Baths
1 Partial Bath
2,873 Sq. Ft.
3 Car Garage

1/1

Property Description

Nestled on 2.6 acres along the scenic Hammonasset River, this custom-built 1988 home is a private retreat surrounded by nature and wildlife. With 4bd, 3.5ba, and 2,873 sqft. of space, this home is filled with natural light. Expansive picture windows flank the back of the house and showcase the STUNNING river views. Enjoy trout fishing right from your backyard, or simply relax in the beauty of the setting while making s'mores at the fire pit. The attractive kitchen with cherry cabinetry and 3 large picture windows overlooks the property and provides some of the best inside views. The living room with an elegant, wood-burning fireplace, a primary suite, and the laundry room are also found on the 1st floor. Designed for multigenerational living, this flexible floor plan also includes a guest studio with its own entrance and full bath. Upstairs, you'll find 3 bedrooms and another full bath. This floor was formally used as an in-law space and features the largest of the 4 bedrooms that could easily be reimagined into an exceptional 2nd floor primary suite. The basement is highlighted by a Cedar closet and a finished room ideal as a gym or wine cellar. The beautiful post-and-beam construction, 3-car garage (with a 2nd floor loft!) will knock your socks off. This barn could house all your grown up toys! The seamless indoor-outdoor living at this unique property make it a rare opportunity for outdoor enthusiasts seeking both comfort and character. Not one to miss. Really special!

Full Property Details

Full Property Details for 252 Chestnut Hill Rd

General

Sold For: $750,000
Taxes: (July 2025-June 2026)
Status: Closed
Type: Single Family
Source: SMARTMLS
MLS ID: 24125829
Added to Site: 127 day(s) ago

Interior

Number of Rooms: 8
Rooms/Areas: Exercise Room, Laundry Room
Fireplace: Yes
Number of Fireplaces: 1
Appliances: Oven/Range, Refrigerator, Freezer, Disposal, Washer, Dryer

Rooms

Bathrooms

Total Bathrooms: 4
Full Bathrooms: 3
Half Bathrooms: 1

Bedrooms

Total Bedrooms: 4
Primary Bedroom: Primary Bedroom - Balcony/Deck, Full Bath, Sliders, Walk-In Closet, 16 x 13, Main
Bedroom 1: Bedroom - Walk-In Closet, Hardwood Floor, 17 x 12, Upper
Bedroom 2: Bedroom - Walk-In Closet, Hardwood Floor, 17 x 12, Upper
Bedroom 3: Bedroom - Hardwood Floor, 17 x 14, Upper

Other Rooms

Living Room: Living Room - Fireplace, Hardwood Floor, 27 x 19, Main
Eat In Kitchen: Eat-In Kitchen - Corian Counters, Island, Hardwood Floor, 27 x 24, Main
Laundry: Main Level
Other Room 1: Other - Vinyl Floor, 7 x 9, Upper

Parking

Garage: Yes
Garage Spaces: 3
Parking: Detached Garage

Location

County: Middlesex
Driving Directions: Route 79 to Chestnut Hill. House on the right. Look for the barn.

School Information

Elementary School: Killingworth
High School: Haddam-Killingworth

Heating & Cooling

Cooling Type: Central Air
Heating Type: Hot Air, Oil
Heating Fuel: Oil
Water Heater: Domestic

Utilities

Sewer: Septic
Water: Private Well

Structural Information

Architectural Style: Cape Cod
Construction Status: No/Resale
Exterior Const.: Wood
Basement Desc.: Full, Partially Finished
Roof: Asphalt Shingle
Square Feet: 2,873
Above Ground: 2,873 Sq. Ft.
Year Built: 1988

Lot Features

Lot Size (Acres): 2.6
Zoning: R-2
Lot Description: Lightly Wooded, Sloping Lot, Cleared, Professionally Landscaped

Water Features

Water Front: Yes
Water View: Yes
Water Front Desc.: River, Walk to Water, View, Access

Financial Considerations

Assessment Amount: $345,240
Tax Year: July 2025-June 2026

Disclosures and Reports

Property ID: 997780

Listed and Sold by William Pitt Sotheby's Int'l, Phoebe Finch

What's Your Home Worth?

* Indicates a required field

For a complimentary comparative market analysis, please contact us so we can discuss your home's value.

Your Property Information

Address optional

City *State *

Zip Code optional

Your Contact Information

First Name *Last Name *

Email Address *

Phone Number *

Location of interest

Comment *

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Submit, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

Listing agent

— 252 Chestnut Hill Rd —

Phoebe Finch

William Pitt Sotheby's Int'l

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender

NMLS#: 1598647

Get Pre-Approved

Schools

Schools serving 252 Chestnut Hill Rd

School District:Regional School District 17

Name	Grades	Distance
Haddam-Killingworth High School 95 Little City Road, Haddam, CT 06441	9-12	9.6 mi

Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 252 Chestnut Hill Rd

Date

Details

Price

Change

Source

11/21/2025

Sold

$750,000

-6.13%

MLS

9/11/2025

Listed

$799,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

100 Concord Dr, Madison, CT 06443 - Photo 1

Just Listed

$849,900

100 Concord Dr Madison, CT 06443

Single Family
Active
Updated 18 hours ago

4
Beds
3
Total Baths
3,517
Sq. Ft.

Listed by Amanda Popplewell Pena (203) 314-2813

Just Listed

$249,000

4 North St Madison, CT 06443

Single Family
Active
Updated 1 day ago

3
Beds
1
Total Bath
897
Sq. Ft.

Listed by Kristy Vaiuso (203) 931-5595

300 Mungertown Rd, Madison, CT 06443 - Photo 1

Just Listed

$650,000

300 Mungertown Rd Madison, CT 06443

Single Family
Active
Updated 1 day ago

3
Beds
3
Total Baths
2,224
Sq. Ft.

Listed by William Pitt Sotheby's Int'l

23 Sheep Pasture Rd, Madison, CT 06443 - Photo 1

Just Listed

$2,595,000

23 Sheep Pasture Rd Madison, CT 06443

Single Family
Active
Updated 4 days ago

4
Beds
6
Total Baths
4,700
Sq. Ft.

Listed by Wollman Realty

31 Founders Village, Clinton, CT 06413 - Photo 1

Price Reduced

-$15,100 (-5.3%)

$269,900

31 Founders Village #31 Clinton, CT 06413

Townhouse
Active
Updated 3 days ago

2
Beds
3
Total Baths
1,296
Sq. Ft.

Listed by KDR Real Estate LLC

133 West Main St, Clinton, CT 06413 - Photo 1

Price Reduced

-$1,500 (-1.72%)

$85,500

133 West Main St #TRLR A9 Clinton, CT 06413

Mobile Home
Active
Updated 2 days ago

3
Beds
1
Total Bath
822
Sq. Ft.

Listed by Real Broker CT, LLC

328 Hammock Road N, Westbrook, CT 06498 - Photo 1

Price Reduced

-$25,001 (-5.88%)

$399,999

328 Hammock Road N Westbrook, CT 06498

Single Family
Active
Updated 6 days ago

3
Beds
2
Total Baths
2,198
Sq. Ft.

Listed by Compass Connecticut, LLC

113 Winthrop Rd, Westbrook, CT 06498 - Photo 1

113 Winthrop Rd Westbrook, CT 06498

Single Family
Active
Updated 2 days ago

4
Beds
4
Total Baths
3,890
Sq. Ft.

Listed by William Raveis Real Estate

714 Durham Rd, Madison, CT 06443 - Photo 1

Sold

$725,000

714 Durham Rd Madison, CT 06443

Single Family
Closed

3
Beds
4
Total Baths
3,933
Sq. Ft.

Listed by RE/MAX Alliance
Sold by Compass Connecticut, LLC

677 Durham Rd, Madison, CT 06443 - Photo 1

Sold

$730,000

677 Durham Rd Madison, CT 06443

Single Family
Closed

3
Beds
3
Total Baths
2,112
Sq. Ft.

Listed by The Walz Team at Coldwell Banker Realty
Sold by KW Legacy Partners

48 Bar Gate Trail, Killingworth, CT 06419 - Photo 1

Sold

$699,000

48 Bar Gate Trail Killingworth, CT 06419

Single Family
Closed

4
Beds
3
Total Baths
2,882
Sq. Ft.

Listed by Compass Connecticut, LLC
Sold by Buddy Degennaro

24 Grouse Ln, Madison, CT 06443 - Photo 1

Sold

$770,000

24 Grouse Ln Madison, CT 06443

Single Family
Closed

3
Beds
2
Total Baths
2,356
Sq. Ft.

Listed by Berkshire Hathaway NE Prop.
Sold by William Raveis Real Estate

252 Chestnut Hill Road, Killingworth, CT 06419 (MLS# 24125829) is a Single Family property that was sold at $750,000 on November 21, 2025. Want to learn more about 252 Chestnut Hill Road? Do you have questions about finding other Single Family real estate for sale in Killingworth? You can browse all Killingworth real estate or contact a Coldwell Banker agent to request more information.

252 Chestnut Hill Rd Killingworth, CT 06419