28 Hoop Pole Hill Rd

Chester, CT 06412

$760,000
Last Sold Price
4
Beds
3,396 Sq. Ft.
$224 / Sq. Ft.
3,396
Sq. Ft.
$224
per Sq. Ft.
Closed 11/3/25
Closed 11/3/25
a front view of a house with a yard

Description

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...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
  1. Listed by Teri Lewis • William Pitt Sotheby's Int'l
    P: (860)-227-7913 C: (860)-227-7913 tlewis@wpsir.com

Property Details for 28 Hoop Pole Hill Road

Basement Description
Full, Unfinished, Full With Walk-Out
Direct Waterfront
No
Garages Number
2
Neighborhood
N/A
Style
Cape Cod
Garage Parking Info
Attached Garage
Swimming Pool
No
LISTING UPDATED: 11/03/2025 08:40 PM

Property Details for 28 Hoop Pole Hill Road

StatusClosed
MLS #24104682
Days on Market72
Taxes$11,402 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built2008
Lot Size2.01 AC / 87,555 SF
CountyMiddlesex County

Location

Listing Courtesy of William Pitt Sotheby's Int'l, Teri Lewis

Sold By Compass Connecticut, LLC, Deb Pach

Add your commute

Building Information for 28 Hoop Pole Hill Road

Stories-Year Built2008Building Size-Lot Size2.01 AC / 87,555 SF

Payment Calculator

$4,706 per month

30 year fixed, 6.28% Interest

Principal and Interest

$3,755

Property Taxes

$950

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 28 Hoop Pole Hill Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: gps friendly
  • Elementary School: Chester
  • Flood Zone: No
  • High School: Valley
  • Intermediate School: Per Board of Ed
  • Latitude: 41.392685
  • Longitude: -72.472773
  • Middle Jr High School: Winthrop
  • Neighborhood Amenities: Library, Shopping/Mall
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $11,402
Interior and Exterior Features
Exterior Features
  • Exterior Features: Underground Utilities, Deck, Gutters, Lighting
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Oven/Range, Range Hood, Refrigerator, Dishwasher, Disposal, Washer
  • Attic Description: Storage Space, Access Via Hatch
  • Cooling System: Central Air
  • Heat Type: Hot Air, Hydro Air, Zoned
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Home Automation: Thermostat(s)
  • Interior Features: Auto Garage Door Opener, Cable - Pre-wired, Central Vacuum
  • Laundry Room Info: Main Level
  • Rooms Additional: Bonus Room, Foyer, Laundry Room, Mud Room
  • Rooms Total: 8
Room 1
  • Room Entry Order: 1
  • Room Features: 9 ft+ Ceilings,Entertainment Center,Gas Log Fireplace,Hardwood Floor
  • Room Length: 19.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 14.0
Room 2
  • Room Entry Order: 2
  • Room Features: 9 ft+ Ceilings,Hardwood Floor
  • Room Length: 12.0
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 13.0
Room 3
  • Room Entry Order: 3
  • Room Features: 9 ft+ Ceilings,Bedroom Suite,Ceiling Fan,Full Bath,Walk-In Closet,Hardwood Floor
  • Room Length: 16.0
  • Room Level: Main
  • Room Type: Primary Bedroom
  • Room Width: 14.0
Room 4
  • Room Entry Order: 4
  • Room Features: Full Bath,Wall/Wall Carpet
  • Room Length: 20.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 15.0
Room 5
  • Listing Key: 37C690F63F03784AE0631A01100A541E
  • Room Entry Order: 5
  • Room Features: Wall/Wall Carpet
  • Room Length: 17.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 11.0
Room 6
  • Room Entry Order: 6
  • Room Features: Wall/Wall Carpet
  • Room Length: 15.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 15.0
Room 7
  • Room Entry Order: 7
  • Room Features: 9 ft+ Ceilings,Wall/Wall Carpet
  • Room Length: 24.0
  • Room Level: Upper
  • Room Type: Rec/Play Room
  • Room Width: 15.0
Room 8
  • Room Entry Order: 8
  • Room Features: Granite Counters,Dining Area,Dry Bar,Island,Hardwood Floor
  • Room Length: 19.0
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 13.0
Property
Property and Assessments
  • Color: brown
  • Construction Description: Frame
  • Exterior Siding: Vinyl Siding
  • Foundation Type: Concrete
  • Fuel Tank Location: In Ground
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 2008
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Apartment: No
  • Sq Ft Est Heated Below Grade: 840
  • Living Area SQFT Per Public Records: 2556
Lot Information
  • Lot Description: Lightly Wooded, Treed, Level Lot
  • Parcel Number: 2465596
  • Sq Ft Est Heated Above Grade: 2556.0
  • Sq Ft Total: 3396.0
  • Zoning: R-2
Utilities
  • Energy Features: Programmable Thermostat, Thermopane Windows
  • Heat Fuel Type: Propane
  • Hot Water Description: Propane, Domestic, Tankless Hotwater
  • Radon Mitigation Air: No
  • Radon Mitigation Water: Yes
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 28 Hoop Pole Hill Road

DateEvent & SourcePriceAppreciation
Jun 14, 2016

Closed (Public Record)

Public Record #573249026

$489,000

-3.2% / yr

Apr 15, 2010

Closed (Public Record)

Public Record #289719761

$599,000—
DateEvent & SourcePrice
06/14/2016

Closed (Public Record)

Public Record #573249026

$489,000

-3.2% / yr

04/15/2010

Closed (Public Record)

Public Record #289719761

$599,000

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

Public Records for 28 Hoop Pole Hill Road

Taxable ValueLand$66,570Additions$354,480Total$421,050
Tax Record2024$11,402 ($950 / month)
Home Facts
Beds4Baths3.5Total Finished SqFt2,556 SqFtAbove Grade Finished SqFt2,556 SqFtUnfinished Basement SqFt1,422 SqFtStories2Lot Size87,556 SqFtStyleSingle Family ResidenceYear Built2008Year Renovated2013ZoningR-2CountyMIDDLESEXAPNCSTR M:13 B:108Fireplace TypeHas Fireplace

Schools near 28 Hoop Pole Hill Road

This home is within Regional School District 04.
Rating
School
Type
Grades
Distance
Chester Elementary School
Public - K to 6
John Winthrop Middle School
Public - 6 to 8
Valley Regional High School
Public - 9 to 12
Mt Saint John
Private - 9 to 12
Rating
School
Distance
Chester Elementary School
PublicK to 6

John Winthrop Middle School
Public6 to 8

Valley Regional High School
Public9 to 12

Mt Saint John
Private9 to 12

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 makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of William Pitt Sotheby's Int'l, Teri Lewis

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.