271 Chestnut Hill Rd

Killingworth, CT 06419

$620,000
Last Sold Price
4
Beds
2,590 Sq. Ft.
$239 / Sq. Ft.
2,590
Sq. Ft.
$239
per Sq. Ft.
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Closed 5/29/26
Closed 5/29/26

Description

Charming colonial set on a 2 acre corner lot offering privacy, character, with driveway on Bar Gate Trail. The home overlooks a large, beautifully landscaped front yard with gardens and flowering trees. Inside, the first floor features a well designed layout with generously sized rooms and a standout family room complete with a wood burning fireplace, exposed wood beams, and wide plank flooring that creates a warm, inviting atmosphere. The kitchen is perfect for gathering, featuring a large island...Charming colonial set on a 2 acre corner lot offering privacy, character, with driveway on Bar Gate Trail. The home overlooks a large, beautifully landscaped front yard with gardens and flowering trees. Inside, the first floor features a well designed layout with generously sized rooms and a standout family room complete with a wood burning fireplace, exposed wood beams, and wide plank flooring that creates a warm, inviting atmosphere. The kitchen is perfect for gathering, featuring a large island with seating and great flow for everyday living and entertaining. A bonus room above the garage adds flexible space for a home office, playroom, or guest area. Upstairs, you'll find four spacious bedrooms with hardwood floor offering plenty of room and closet space for everyone. The home has been thoughtfully updated with many newer mechanicals, including a furnace, central air, well pump, and hot water heater, along with updated appliances and fixtures. Step outside to a backyard designed for entertaining, featuring a large stone patio with fire pit, low-maintenance artificial turf, and beautifully crafted waterfalls that feed two koi ponds. Enjoy peaceful views of the Hammonasset River, with a nearby stream perfect for fishing. Conveniently located just minutes from Madison's town line, Hammonasset Beach, Chatfield Hollow, Madison Green, and within walking distance to trails and Bob's Pond, this home offers a perfect blend of nature, comfort, and convenience
  1. Listed by Fred Moore • LPT Realty
    P: (203)-626-1740 C: (203)-626-1740 fred@bamrg.com

Property Details for 271 Chestnut Hill Road

Basement Description
Full, Storage, Full With Hatchway
Direct Waterfront
No
Expected Active Date
04-24-2026
Garages Number
2
Neighborhood
N/A
Style
Colonial
Garage Parking Info
Attached Garage
Swimming Pool
No
LISTING UPDATED: 05/30/2026 12:46 AM

Property Details for 271 Chestnut Hill Road

StatusClosed
MLS #24163110
Days on Market5
Taxes$7,015 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built1981
Lot Size2.00 AC / 87,120 SF
CountyMiddlesex County
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Location

Listing Courtesy of LPT Realty, Fred Moore

Sold By William Raveis Real Estate, Emily Lovejoy

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Building Information for 271 Chestnut Hill Road

Stories-Year Built1981Building Size-Lot Size2.00 AC / 87,120 SF

Payment Calculator

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$3,674 per month

30 year fixed, 6.36% Interest

Principal and Interest

$3,090

Property Taxes

$585

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 271 Chestnut Hill Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Corner of Bar Gate and Chestnut Hill
  • Elementary School: Killingworth
  • High School: Haddam-Killingworth
  • Intermediate School: Per Board of Ed
  • Latitude: 41.328819
  • Longitude: -72.609754
  • Middle Jr High School: Per Board of Ed
  • Neighborhood Amenities: Health Club, Library, Medical Facilities, Park, Public Rec Facilities, Shopping/Mall
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $7,015
Interior and Exterior Features
Exterior Features
  • Exterior Features: Gutters, Lighting, Stone Wall, French Doors, Patio
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer
  • Attic Description: Storage Space, Pull-Down Stairs
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Interior Features: Auto Garage Door Opener, Cable - Available
  • Laundry Room Info: Main Level
  • Rooms Additional: Foyer, Mud Room
  • Rooms Total: 9
Room 1
  • Room Entry Order: 1
  • Room Features: Hardwood Floor
  • Room Length: 18.5
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 13.1
Room 2
  • Room Entry Order: 2
  • Room Features: Hardwood Floor
  • Room Length: 13.0
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 12.0
Room 3
  • Room Entry Order: 3
  • Room Features: Breakfast Bar,Island
  • Room Length: 17.1
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 12.9
Room 4
  • Room Entry Order: 4
  • Room Features: Beams,Fireplace,French Doors,Hardwood Floor
  • Room Length: 21.1
  • Room Level: Main
  • Room Type: Family Room
  • Room Width: 18.1
Room 5
  • Listing Key: 4E3C8A5A5BEF4468E0631A01100A3E42
  • Room Entry Order: 5
  • Room Features: Full Bath,Hardwood Floor
  • Room Length: 16.1
  • Room Level: Upper
  • Room Type: Primary Bedroom
  • Room Width: 13.1
Room 6
  • Room Entry Order: 6
  • Room Features: Hardwood Floor
  • Room Length: 15.6
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 11.4
Room 7
  • Room Entry Order: 7
  • Room Features: Ceiling Fan,Hardwood Floor
  • Room Length: 12.3
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 12.11
Room 8
  • Room Entry Order: 8
  • Room Features: Hardwood Floor
  • Room Length: 12.2
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 11.4
Room 9
  • Listing Key: 4E3C8A5A5BEF4468E0631A01100A3E42
  • Room Entry Order: 9
  • Room Features: Skylight,Ceiling Fan,Wall/Wall Carpet
  • Room Length: 23.9
  • Room Level: Upper
  • Room Type: Rec/Play Room
  • Room Width: 18.1
Property
Property and Assessments
  • Construction Description: Frame
  • Exclusions: See attached Inclusions/Exclusions
  • Exterior Siding: Cedar
  • Foundation Type: Concrete
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1981
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 2590
Lot Information
  • Lot Description: Corner Lot, Lightly Wooded, Rolling
  • Parcel Number: 997190
  • Sq Ft Est Heated Above Grade: 2590.0
  • Sq Ft Total: 2590.0
  • Zoning: R-2
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Oil, Domestic
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 271 Chestnut Hill Road

DateEvent & SourcePriceAppreciation
Jul 7, 2023

Closed (Public Record)

Public Record #1514655476

$540,000

+152.9% / yr

Apr 14, 2009

Closed (Public Record)

Public Record #327124710

$1

-77.3% / yr

Sep 29, 2000

Closed (Public Record)

Public Record #92056080

$310,666

+3.8% / yr

DateEvent & SourcePrice
07/07/2023

Closed (Public Record)

Public Record #1514655476

$540,000

+152.9% / yr

04/14/2009

Closed (Public Record)

Public Record #327124710

$1

-77.3% / yr

09/29/2000

Closed (Public Record)

Public Record #92056080

$310,666

+3.8% / yr

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 271 Chestnut Hill Road

Taxable ValueLand$73,500Additions$194,040Total$267,540
Tax Record2024$7,015 ($585 / month)
Home Facts
Beds4Baths2.5Total Finished SqFt2,590 SqFtAbove Grade Finished SqFt2,590 SqFtUnfinished Basement SqFt1,064 SqFtStories2Lot Size87,120 SqFtStyleSingle Family ResidenceYear Built1981Year Renovated2003ZoningR-2CountyLOWER CONNECTICUT RIVERAPNKILL M:30 B:04IFireplace TypeHas Fireplace

Schools near 271 Chestnut Hill Road

This home is within Regional School District 17.
Rating
School
Type
Grades
Distance
Haddam-Killingworth Intermediate School
Public - 4 to 5
Haddam-Killingworth Middle School
Public - 6 to 8
Haddam-Killingworth High School
Public - 9 to 12
Burr District Elementary School
Public - K to 3
Rating
School
Distance
Haddam-Killingworth Intermediate School
Public4 to 5

Haddam-Killingworth Middle School
Public6 to 8

Haddam-Killingworth High School
Public9 to 12

Burr District Elementary School
PublicK to 3

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.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the seller. 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 LPT Realty, Fred Moore

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.