$799,000

28 Hoop Pole Hill Rd Chester, CT 06412

Estimated payment $5,376/month

Total Views 1,722
4 Beds
3.5 Baths
3,396 Sq Ft
$235 Price per Sq Ft

Highlights

  • 2.01 Acre Lot
  • Cape Cod Architecture
  • Attic
  • Valley Regional High School Rated A-
  • Deck
  • 1 Fireplace

About This Home

Discover the perfect blend of elegance and convenience in this custom Cape Cod home, nestled privately in Chester, CT. Boasting 4 bedrooms and 3.5 baths, this residence is convenient to the vibrant downtown area and easily accessible to the highway, yet set in a quiet woodland sanctuary, directly across from over 100 acres of state forest and trails. With timeless decor that exudes classic charm, the main level is thoughtfully designed with your comfort in mind. It features a primary bedroom suite with a spa-like full bath for ease of living, a cozy living room with built-ins provides a tranquil space to unwind, while the formal dining room is ideal for hosting gatherings. The heart of the home is the kitchen, where warm cabinetry and granite countertops invite culinary exploration made easy with a pot filler, warming drawer and 7 foot island with sink. Alfresco dining is steps away through the sliders to the trex deck. Upstairs, three additional generously sized bedrooms , including one with a private bath. The home's versatility shines with a bonus room accessed by a separate staircase- perfect for a home office, media room or family room. Additional living space awaits your finishing touches in the basement, complete with sliders that open to the backyard oasis with a Koi pond and rolling lush lawns. This Chester gem combines the warmth of a family home with the sophistication of upscale living. Don't miss the opportunity to make this house your forever home

Listing Agent

Teri Strain-Lewis

William Pitt Sotheby's Int'l License #RES.0814595 Listed on: 07/10/2025

William Pitt Sotheby's Int'l

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $11,402

Year Built

  • Built in 2008

Lot Details

  • 2.01 Acre Lot
  • Property is zoned R-2

Home Design

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

Interior Spaces

  • Central Vacuum
  • 1 Fireplace
  • Thermal Windows
  • Entrance Foyer
  • Bonus Room
  • Smart Thermostat

Kitchen

  • Oven or Range
  • Range Hood
  • Dishwasher
  • Disposal

Bedrooms and Bathrooms

  • 4 Bedrooms

Laundry

  • Laundry in Mud Room
  • Laundry Room
  • Laundry on main level
  • Washer

Attic

  • Storage In Attic
  • Attic or Crawl Hatchway Insulated

Unfinished Basement

  • Walk-Out Basement
  • Basement Fills Entire Space Under The House

Parking

  • 2 Car Garage
  • Parking Deck
  • Automatic Garage Door Opener

Outdoor Features

  • Deck
  • Exterior Lighting
  • Rain Gutters

Location

  • Property is near shops

Schools

  • Chester Elementary School
  • Winthrop Middle School
  • Valley High School

Utilities

  • Zoned Heating and Cooling System
  • Hydro-Air Heating System
  • Heating System Uses Propane
  • Programmable Thermostat
  • Underground Utilities
  • Private Company Owned Well
  • Tankless Water Heater
  • Propane Water Heater
  • Fuel Tank Located in Ground
  • Cable TV Available

Listing and Financial Details

  • Assessor Parcel Number 2465596

Home Details

Home Type

Single Family

Est. Annual Taxes

$11,402

Year Built

Built in 2008

Lot Details

0

Listing Details

  • Neighborhood: N/A
  • Property Type: Single Family For Sale
  • Style: Cape Cod
  • Sq Ft Est Heated Above Grade: 2556
  • Sq Ft Est Heated Below Grade: 840
  • Total Sq Ft: 3396
  • Year Built: 2008
  • New Construction: No/Resale
  • Nearby Amenities: Library, Shopping/Mall
  • Direct Waterfront: No
  • Home Warranty Offered: No
  • Radon Mitigation Air Ynu: No
  • Radon Mitigation Water Ynu: Yes
  • Directions: gps friendly
  • In Law Apartment: No
  • Living Area Sq Ft Per Public Record: 2556
  • Street Type: Road
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Total Bedrooms: 4
  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Fireplaces: 1
  • Attic Description: Storage Space, Access Via Hatch
  • Basement Description: Full, Unfinished, Full With Walk-Out
  • Interior Amenities: Auto Garage Door Opener, Cable - Pre-wired, Central Vacuum
  • Appliances: Oven/Range, Range Hood, Refrigerator, Dishwasher, Disposal, Washer
  • Additional Rooms: Bonus Room, Foyer, Laundry Room, Mud Room
  • Laundry Room Info: Main Level
  • Attic: Yes
  • Home Automation: Thermostat(s)
  • Street Number Modifier: 28

Exterior Features

  • Exterior Features: Underground Utilities, Deck, Gutters, Lighting
  • Exterior Siding: Vinyl Siding
  • Foundation Type: Concrete
  • Roof Information: Asphalt Shingle
  • Waterfront Description: Not Applicable
  • Swimming Pool: No
  • Construction Description: Frame

Garage/Parking

  • Garages Number: 2
  • Garage And Parking: Attached Garage

Utilities

  • Cooling System: Central Air
  • Heat Type: Hot Air, Hydro Air, Zoned
  • Heat Fuel Type: Propane
  • Fuel Tank Location: In Ground
  • Hot Water Description: Propane, Domestic, Tankless Hotwater
  • Water Source: Private Well
  • Sewer: Septic

Schools

  • Elementary School: Chester
  • Middle School: Winthrop
  • High School: Valley
  • Intermediate School: Per Board of Ed

Green Features

  • Energy Features: Programmable Thermostat, Thermopane Windows

Lot Info

  • Acres: 2.01
  • Lot Description: Lightly Wooded Treed Level Lot
  • Flood Zone: No
  • Zoning: R-2
  • Parcel #: 2465596

Tax Info

  • Tax Year: July 2025-June 2026
  • Property Tax: 11402
  • Total Assessed Value: 421050
  • Mil Rate Total: 27.08

MLS Schools

  • Elementary School: Chester
  • Middle Jr High School: Winthrop
  • High School: Valley

Map

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





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 $11,402 $421,050 $66,570 $354,480
2024 $10,295 $421,050 $66,570 $354,480
2023 $9,547 $321,450 $66,560 $254,890
2022 $9,483 $321,450 $66,560 $254,890
2021 $9,483 $321,450 $66,560 $254,890
2020 $9,200 $321,450 $66,560 $254,890
2019 $9,255 $321,450 $66,560 $254,890
2018 $9,018 $332,650 $70,070 $262,580
2017 $8,769 $332,650 $70,070 $262,580
2016 $6,706 $332,650 $70,070 $262,580
2015 $8,423 $332,650 $70,070 $262,580
2014 $8,256 $332,650 $70,070 $262,580
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
07/10/2025 07/10/25 For Sale $799,000 +66.5% $235 / Sq Ft
04/03/2020 04/03/20 Sold $480,000 -2.0% $141 / Sq Ft
02/04/2020 02/04/20 Pending -- -- --
12/14/2019 12/14/19 Price Changed $489,999 -2.0% $144 / Sq Ft
10/08/2019 10/08/19 Price Changed $499,999 -3.7% $147 / Sq Ft
09/26/2019 09/26/19 Price Changed $519,000 -3.0% $153 / Sq Ft
09/23/2019 09/23/19 For Sale $535,000 +9.2% $158 / Sq Ft
06/14/2016 06/14/16 Sold $489,900 0.0% $192 / Sq Ft
04/06/2016 04/06/16 Pending -- -- --
02/29/2016 02/29/16 For Sale $489,900 -- $192 / Sq Ft
Source: SmartMLS

Purchase History

Date Type Sale Price Title Company
Warranty Deed $480,000 None Available
Warranty Deed $480,000 None Available
Warranty Deed $489,000 --
Warranty Deed $489,000 --
Warranty Deed $599,000 --
Warranty Deed $599,000 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $100,000 Stand Alone Refi Refinance Of Original Loan
Open $456,000 Purchase Money Mortgage
Closed $456,000 New Conventional
Previous Owner $239,900 Purchase Money Mortgage
Previous Owner $360,000 Credit Line Revolving
Source: Public Records

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Source: SmartMLS

MLS Number: 24104682

SmartMLS

APN: CHES-000013-000000-000108