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$625,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,590 Sq. Ft.
  • 2 Car Garage
  • Updated 7 hours ago

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Open House: 12:00 PM - 2:00 PM

Sunday 4/26 12:00 PM - 2:00 PM

271 Chestnut Hill Road,Killingworth, CT 06419

271 Chestnut Hill RoadKillingworthCT06419

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Charming colonial set on a 2 acre corner lot offering privacy, character, and a truly special setting. 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.

Full Property Details for 271 Chestnut Hill Rd

General

  • Price: $625,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24163110
  • Updated: Today (4/24/2026)
  • Added to Site: Today

Interior

  • Number of Rooms: 9
  • Rooms/Areas: Foyer, Mud Room
  • Interior Features: Auto Garage Door Opener, Cable - Available
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Primary Bedroom - Full Bath, Hardwood Floor, 16.1 x 13.1, Upper
  • Bedroom 1: Bedroom - Hardwood Floor, 12.2 x 11.4, Upper
  • Bedroom 2: Bedroom - Ceiling Fan, Hardwood Floor, 12.3 x 12.11, Upper
  • Bedroom 3: Bedroom - Hardwood Floor, 15.6 x 11.4, Upper

Other Rooms

  • Living Room: Living Room - Hardwood Floor, 18.5 x 13.1, Main
  • Family Room: Family Room - Beams, Fireplace, French Doors, Hardwood Floor, 21.1 x 18.1, Main
  • Kitchen: Kitchen - Breakfast Bar, Island, 17.1 x 12.9, Main
  • Dining Room: Dining Room - Hardwood Floor, 13 x 12, Main
  • Game room: Yes
  • Game Room: Rec/Play Room - Skylight, Ceiling Fan, Wall/Wall Carpet, 23.9 x 18.1, Upper
  • Rec Room: Skylight, Ceiling Fan, Wall/Wall Carpet, 23.9 x 18.1, Upper
  • Laundry: Main Level

Exterior

  • Exterior Features: Gutters, Lighting, Stone Wall, French Doors, Patio

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Parking: Attached Garage

Location

  • County: Middlesex
  • Driving Directions: Corner of Bar Gate and Chestnut Hill

School Information

  • Elementary School: Killingworth
  • Middle School: Per Board of Ed
  • Intermediate School: Per Board of Ed
  • High School: Haddam-Killingworth

Heating & Cooling

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

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Cedar
  • Basement Desc.: Full, Storage, Full With Hatchway
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 2,590
  • Above Ground: 2,590 Sq. Ft.
  • Year Built: 1981

Lot Features

  • Lot Size (Acres): 2
  • Zoning: R-2
  • Lot Description: Corner Lot, Lightly Wooded, Rolling

Financial Considerations

  • Assessment Amount: $267,540
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Exclusions: See attached Inclusions/Exclusions
  • Property ID: 997190

Listed by LPT Realty, Fred Moore

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Listing agent

— 271 Chestnut Hill Rd —

  • Fred Moore

    LPT Realty

Agent Contact: (203) 626-1740 Office Contact: (877) 366-2213

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 271 Chestnut Hill Rd

School District:Regional School District 17
NameGradesDistance
Killingworth Elementary School
340 Route 81, Haddam, CT 06419
PK-33.7 mi
Haddam-Killingworth Intermediate School
451 Route 81, Killingworth, CT 06419
4-54.4 mi
Haddam-Killingworth Middle School
451 Route 81, Killingworth, CT 06419
6-84.4 mi
Haddam-Killingworth High School
95 Little City Road, Haddam, CT 06441
9-129.6 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 271 Chestnut Hill Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/24/2026
Listed
$625,000
15.74%
MLS
7/07/2023
Sold
$540,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 271 Chestnut Hill Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$7,015
8%
$267,540
—
2023
$6,480
3%
$267,540
—
2023
$6,279
1%
$267,540
—
2022
$6,212
-2%
$267,540
13%
2021
$6,351
—
$237,690
—
2020
$6,351
-3%
$237,690
—
2018
$6,529
—
$237,690
—
2017
$6,529
4%
$237,690
-2%
2016
$6,290
3%
$242,960
—
2015
$6,130
3%
$242,960
—
2014
$5,960
—
$242,960
—
2011
$5,960
—
$242,960
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 271 Chestnut Hill Rd

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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with our affiliated lender
NMLS#: 1598647

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Listed by LPT Realty, Fred Moore

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271 Chestnut Hill Road, Killingworth, CT 06419 (MLS# 24163110) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 271 Chestnut Hill Road is currently listed for $625,000 and was received on April 24, 2026. Want to learn more about 271 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.

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