$750,000
SOLD NOV 21, 2025

252 Chestnut Hill Rd Killingworth, CT 06419

4 Beds
3.5 Baths
2,873 Sq Ft
2.6 Acres

Recently Sold

$261 Per Sq Ft

6% Below List Price

71 Days on Market

Highlights

  • Waterfront
  • Cape Cod Architecture
  • Home Gym
  • Haddam-Killingworth High School Rated 9+
  • 1 Fireplace
  • Laundry Room

About This Home

As of November 2025

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!

Last Agent to Sell the Property

Phoebe Finch

William Pitt Sotheby's Int'l Brokerage Phone: (617) 645-3907 License #RES.0803073 Listed on: 09/11/2025

William Pitt Sotheby's Int'l

Last Buyer's Agent

Phoebe Finch

William Pitt Sotheby's Int'l Brokerage Phone: (617) 645-3907 License #RES.0803073 Listed on: 09/11/2025

William Pitt Sotheby's Int'l

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $9,052

Year Built

  • Built in 1988

Lot Details

  • 2.6 Acre Lot
  • Waterfront
  • Property is zoned R-2

Parking

  • 3 Car Garage

Home Design

  • Cape Cod Architecture
  • Concrete Foundation
  • Frame Construction
  • Asphalt Shingled Roof
  • Wood Siding

Interior Spaces

  • 2,873 Sq Ft Home
  • 1 Fireplace
  • Home Gym
  • Partially Finished Basement
  • Basement Fills Entire Space Under The House

Kitchen

  • Oven or Range
  • Disposal

Bedrooms and Bathrooms

  • 4 Bedrooms

Laundry

  • Laundry Room
  • Laundry on main level
  • Dryer
  • Washer

Schools

  • Killingworth Elementary School
  • Haddam-Killingworth High School

Utilities

  • Central Air
  • Heating System Uses Oil
  • Private Company Owned Well
  • Fuel Tank Located in Basement

Listing and Financial Details

  • Assessor Parcel Number 997780

Home Details

Home Type

Single Family

Est. Annual Taxes

$9,052

Year Built

Built in 1988

Lot Details

0

Listing Details

  • Neighborhood: N/A
  • Property Type: Single Family For Sale
  • Style: Cape Cod
  • Sq Ft Est Heated Above Grade: 2873
  • Total Sq Ft: 2873
  • Year Built: 1988
  • New Construction: No/Resale
  • In Law Access: FIRST,ENTRY
  • Direct Waterfront: Yes
  • Home Warranty Offered: No
  • Directions: Route 79 to Chestnut Hill. House on the right. Look for the barn.
  • Financing Used: Conventional Fixed
  • In Law Apartment: Possible
  • Street Type: Road
  • Office Attribution Contact: (203) 245-6700
  • Reserve Prospect: No
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Total Bedrooms: 4
  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Fireplaces: 1
  • Basement Description: Full, Partially Finished
  • Appliances: Oven/Range, Refrigerator, Freezer, Disposal, Washer, Dryer
  • Additional Rooms: Exercise Room, Laundry Room
  • Laundry Room Info: Main Level
  • Attic: No

Exterior Features

  • Exterior Siding: Wood
  • Foundation Type: Concrete
  • Roof Information: Asphalt Shingle
  • Waterfront Description: River Walk to Water View Access
  • Swimming Pool: No
  • Construction Description: Frame

Garage/Parking

  • Garages Number: 3
  • Garage And Parking: Detached Garage

Utilities

  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Heat Fuel Type: Oil
  • Fuel Tank Location: In Basement
  • Hot Water Description: Domestic
  • Water Source: Private Well
  • Sewer: Septic

Lot Info

  • Acres: 2.6
  • Lot Description: Lightly Wooded Sloping Lot Cleared Professionally Landscaped
  • Zoning: R-2
  • Parcel #: 997780

Tax Info

  • Tax Year: July 2025-June 2026
  • Property Tax: 9052

MLS Schools

  • Elementary School: Killingworth
  • High School: Haddam-Killingworth

Range of Values:

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Value Increase
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Percent Increase
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft
11/21/2025 11/21/25 Sold $750,000 -6.1% $261 / Sq Ft
09/11/2025 09/11/25 For Sale $799,000 -- $278 / Sq Ft
Source: SmartMLS

Tax History Compared to Growth

Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $9,052 $345,240 $75,530 $269,710
2024 $8,362 $345,240 $75,530 $269,710
2023 $8,103 $345,240 $75,530 $269,710
2022 $8,016 $345,240 $75,530 $269,710
2021 $7,797 $291,820 $86,050 $205,770
2020 $7,797 $291,820 $86,050 $205,770
2019 $8,016 $291,820 $86,050 $205,770
2018 $1,751 $291,820 $86,050 $205,770
2017 $1,935 $291,820 $86,050 $205,770
2016 $8,042 $310,610 $126,180 $184,430
2015 $7,837 $310,610 $126,180 $184,430
2014 $7,619 $310,610 $126,180 $184,430
Source: Public Records

Agents Affiliated with this Home

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Map

Source: SmartMLS

MLS Number: 24125829

SmartMLS

APN: KILL-000035-000000-000043