38 Chester Rd

$885,000
Price
5
Beds
3,342 Sq. Ft.
$265 / Sq. Ft.
3,342
Sq. Ft.
$265
per Sq. Ft.

Description

Unbeatable 5 Bed 3 Full Bath custom contemporary set on a picturesque .52 acre lot in highly sought after Lower Easton neighborhood. This incredible home boasts over 3,300+ sq. ft. of living space and is sure to please from the moment you walk through the front door! Modern, white kitchen features granite countertops, SS appliances, tile backsplash, dishwasher & tons of cabinet space, which flows seamlessly into the formal dining room - perfect for hosting holidays or entertaining guests! Massive...Unbeatable 5 Bed 3 Full Bath custom contemporary set on a picturesque .52 acre lot in highly sought after Lower Easton neighborhood. This incredible home boasts over 3,300+ sq. ft. of living space and is sure to please from the moment you walk through the front door! Modern, white kitchen features granite countertops, SS appliances, tile backsplash, dishwasher & tons of cabinet space, which flows seamlessly into the formal dining room - perfect for hosting holidays or entertaining guests! Massive sun-filled living room w/ 14+ ft. cathedral ceiling & beautiful wood burning fireplace, that also has a spiral staircase leading up to a huge playroom/bonus room. The rest of the main level includes 3 spacious BRs, 2 full baths & foyer/mud room. As you make your way upstairs, you'll notice the Primary BR w/ vaulted ceilings, balcony & walk-in closet, additional BR & beautifully updated full bath. Make working from home a breeze in the private top floor office space. Step outside to the park-like yard and enjoy relaxing on the gorgeous stone patio/deck area or putting your Green Thumb to work in the raised garden beds. This amazing home also comes fully equipped w/ newer roof installed in 2024, freshly painted interior/exterior, hardwood floors, storage barns & recessed lighting throughout. Close proximity to the Merritt Parkway, Sacred Heart University, Easton Community Center, Silverman's Farm, Maple Row Farm, The CT Golf Club, Aspetuck Valley CC, restaurants, shopping & more!

Property Details for 38 Chester Road

Basement Description
None
Direct Waterfront
No
Expected Active Date
11-24-2025
Neighborhood
Lower Easton
Style
Contemporary
Garage Parking Info
None
Swimming Pool
Yes
Expected On Market Date
11-24-2025
LISTING UPDATED: 12/10/2025 04:42 PM

Property Details for 38 Chester Road

StatusUnder Contract - Continue To Show
MLS #24133182
Days on Market16
Taxes$10,653 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1949
Lot Size0.52 AC / 22,651 SF
CountyFairfield County

Location

Listing Courtesy of Coldwell Banker Realty, James F Wood
Add your commute

Building Information for 38 Chester Road

Stories-Year Built1949Building Size-Lot Size0.52 AC / 22,651 SF

Payment Calculator

$5,261 per month

30 year fixed, 6.28% Interest

Principal and Interest

$4,373

Property Taxes

$888

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 38 Chester Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Sport Hill Road to Chester Road
  • Elementary School: Samuel Staples
  • High School: Joel Barlow
  • Latitude: 41.237275
  • Longitude: -73.264189
  • Middle Jr High School: Helen Keller
  • Neighborhood Amenities: Basketball Court, Golf Course, Medical Facilities, Park, Playground/Tot Lot, Public Rec Facilities, Shopping/Mall
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $10,653
Interior and Exterior Features
Exterior Features
  • Exterior Features: Shed, Deck, Gutters, Garden Area, Lighting, Patio
  • Pool Description: Above Ground Pool
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Gas Range, Oven/Range, Refrigerator, Dishwasher, Washer, Dryer
  • Attic Description: Unfinished, Storage Space, Walk-In
  • Cooling System: Ceiling Fans, Window Unit
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Interior Features: Cable - Available
  • Laundry Room Info: Main Level
  • Laundry Room Location: 1st Floor Bathroom
  • Rooms Additional: Bonus Room, Foyer
  • Rooms Total: 9
Room 1
  • Room Entry Order: 1
  • Room Features: Breakfast Bar,Granite Counters,Eating Space,Pantry,Hardwood Floor
  • Room Level: Main
  • Room Type: Kitchen
Room 2
  • Room Entry Order: 10
  • Room Features: Remodeled,Quartz Counters,Full Bath,Tub w/Shower,Tile Floor
  • Room Level: Upper
  • Room Type: Full Bath
Room 3
  • Room Entry Order: 11
  • Room Features: 9 ft+ Ceilings,Vaulted Ceiling,Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 4
  • Room Entry Order: 12
  • Room Features: Wall/Wall Carpet
  • Room Level: Upper
  • Room Type: Office
Room 5
  • Listing Key: 410A77D68CE1203FE063E201100ABFAE
  • Room Entry Order: 2
  • Room Features: Pellet Stove,Hardwood Floor
  • Room Level: Main
  • Room Type: Dining Room
Room 6
  • Room Entry Order: 3
  • Room Features: Full Bath,Stall Shower,Laundry Hookup,Tile Floor
  • Room Level: Main
  • Room Type: Full Bath
Room 7
  • Room Entry Order: 4
  • Room Features: 9 ft+ Ceilings,Vaulted Ceiling,Built-Ins,Ceiling Fan,Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Living Room
Room 8
  • Room Entry Order: 5
  • Room Features: 9 ft+ Ceilings,Vaulted Ceiling,Vinyl Floor
  • Room Level: Main
  • Room Type: Bedroom
Room 9
  • Listing Key: 410A77D68CE1203FE063E201100ABFAE
  • Room Entry Order: 6
  • Room Features: Vinyl Floor
  • Room Level: Main
  • Room Type: Bedroom
Room 10
  • Room Entry Order: 7
  • Room Features: Vinyl Floor
  • Room Level: Main
  • Room Type: Bedroom
Room 11
  • Room Entry Order: 8
  • Room Features: Tub w/Shower,Tile Floor
  • Room Level: Main
  • Room Type: Full Bath
Room 12
  • Room Entry Order: 9
  • Room Features: 9 ft+ Ceilings,Vaulted Ceiling,Balcony/Deck,Walk-In Closet,Hardwood Floor
  • Room Level: Upper
  • Room Type: Primary Bedroom
Property
Property and Assessments
  • Color: White
  • Construction Description: Frame
  • Exterior Siding: Wood
  • Foundation Type: Slab
  • Fuel Tank Location: Above Ground
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1949
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Apartment: No
  • Sq Ft Est Heated Below Grade: 0
  • Living Area SQFT Per Public Records: 3342
Lot Information
  • Lot Description: Level Lot, Cleared, Open Lot
  • Parcel Number: 114744
  • Sq Ft Est Heated Above Grade: 3342.0
  • Sq Ft Total: 3342.0
  • Zoning: R1
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: 80 Gallon Tank
  • Sewage System: Septic
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Vacant

Property History for 38 Chester Road

DateEvent & SourcePriceAppreciation
Mar 19, 2010

Closed (Public Record)

Public Record #327036111

$1

-73.7% / yr

Jun 27, 2000

Closed (Public Record)

Public Record #90960026

$445,000

+6.5% / yr

Jun 1, 1993

Closed (Public Record)

Public Record #90956018

$285,000—
DateEvent & SourcePrice
03/19/2010

Closed (Public Record)

Public Record #327036111

$1

-73.7% / yr

06/27/2000

Closed (Public Record)

Public Record #90960026

$445,000

+6.5% / yr

06/01/1993

Closed (Public Record)

Public Record #90956018

$285,000

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

Public Records for 38 Chester Road

Taxable ValueLand$182,840Additions$160,790Total$343,630
Tax Record2024$10,653 ($888 / month)
Home Facts
Beds4Baths3Total Finished SqFt3,342 SqFtAbove Grade Finished SqFt3,342 SqFtStories2Lot Size22,651 SqFtStyleSingle Family ResidenceYear Built1949Year Renovated1985ZoningR1CountyFAIRFIELDAPNESTN M:5502D B:44 L:9Fireplace TypeHas Fireplace

Schools near 38 Chester Road

This home is within Easton School District.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Samuel Staples Elementary School
PublicPK to 5

Helen Keller Middle School
Public6 to 8

Joel Barlow High School
Public9 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.

Similar Homes

Similar Sold Homes

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 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 Coldwell Banker Realty, James F Wood

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.