88 Chestnut Hill Rd

Trumbull, CT 06611

$650,000
Last Sold Price
3
Beds
2,340 Sq. Ft.
$278 / Sq. Ft.
2,340
Sq. Ft.
$278
per Sq. Ft.
Closed 2/6/26
Closed 2/6/26

Description

This meticulously maintained home is truly an entertainer's dream, offering seamless indoor/outdoor living in a private, setting. The landscaped grounds feature an in-ground pool with pool house, expansive patio, screened-in porch, mature privacy evergreens, and flowering trees-perfect for both lively gatherings and peaceful relaxation. Inside, the thoughtfully designed floorplan includes living and dining rooms, along with a sunroom/family room highlighted by walls of windows that flood the space...This meticulously maintained home is truly an entertainer's dream, offering seamless indoor/outdoor living in a private, setting. The landscaped grounds feature an in-ground pool with pool house, expansive patio, screened-in porch, mature privacy evergreens, and flowering trees-perfect for both lively gatherings and peaceful relaxation. Inside, the thoughtfully designed floorplan includes living and dining rooms, along with a sunroom/family room highlighted by walls of windows that flood the space with natural light. The FR opens to an expansive 3-season/screened in deck w/ views of the rear yard. Two wood-burning fireplaces add warmth and character, one in the living room and the other creating a cozy focal point in the sunroom/family room. The updated kitchen is both stylish and functional, featuring granite countertops and stainless steel appliances. Three spacious bedrooms and one and a half baths, mudroom and laundry complete the main living level. The finished lower level offers an recreation and entertainment space with a custom bar, bar back, and two-burner electric cooktop-ideal for watching the big game or hosting family and friends for holidays or weekend gatherings. This level also includes a private, wood-paneled office with built-in shelving, providing a quiet work-from-home retreat. Ideally located near Trumbull Center and the Fairfield town line, this home offers the perfect balance of privacy, comfort, and convenience.
  1. Listed by Denise Walsh • William Raveis Real Estate
    P: (203)-650-1583 C: (203)-650-1583 Denise.walsh@raveis.com

Property Details for 88 Chestnut Hill Road

Basement Description
Full, Unfinished, Storage, Partially Finished
Direct Waterfront
No
Expected Active Date
01-10-2026
Garages Number
2
Neighborhood
St. Theresa's
Style
Ranch
Garage Parking Info
Under House Garage, Paved, Off Street Parking, Driveway
Swimming Pool
Yes
LISTING UPDATED: 02/06/2026 07:49 PM

Property Details for 88 Chestnut Hill Road

StatusClosed
MLS #24147217
Days on Market2
Taxes$10,957 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1955
Lot Size0.30 AC / 13,068 SF
CountyFairfield County

Location

Listing Courtesy of William Raveis Real Estate, Denise Walsh

Sold By William Raveis Real Estate, Robert Manware

Add your commute

Building Information for 88 Chestnut Hill Road

Stories-Year Built1955Building Size-Lot Size0.30 AC / 13,068 SF

Payment Calculator

$4,081 per month

30 year fixed, 6.15% Interest

Principal and Interest

$3,168

Property Taxes

$913

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 88 Chestnut Hill Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Madison Ave to Chestnut Hill Road
  • Elementary School: Frenchtown
  • High School: Trumbull
  • Latitude: 41.235057
  • Longitude: -73.22427
  • Middle Jr High School: Madison
  • Neighborhood Amenities: Golf Course, Park, Public Pool, Putting Green, Shopping/Mall
  • State: Connecticut
Parking
  • Parking Total Spaces: 4
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $10,957
Interior and Exterior Features
Exterior Features
  • Exterior Features: Porch-Screened, Porch, Gutters, Lighting, Patio
  • Pool Description: Vinyl, In Ground Pool
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Electric Cooktop, Wall Oven, Refrigerator, Dishwasher, Washer, Dryer
  • Attic Description: Pull-Down Stairs
  • Cooling System: Central Air
  • Heat Type: Gas on Gas, Hot Water
  • Attic YN: Yes
  • Fireplaces Total: 2
  • Interior Features: Cable - Available, Open Floor Plan
  • Laundry Room Info: Main Level
  • Rooms Total: 6
Room 1
  • Room Entry Order: 1
  • Room Features: Built-Ins,Combination Liv/Din Rm,Dining Area,Fireplace,Hardwood Floor
  • Room Length: 27.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 13.0
Room 2
  • Room Entry Order: 2
  • Room Features: Remodeled,Breakfast Bar,Granite Counters,Dining Area,Tile Floor
  • Room Length: 10.0
  • Room Level: Main
  • Room Type: Eat-In Kitchen
  • Room Width: 17.0
Room 3
  • Room Entry Order: 3
  • Room Features: Ceiling Fan,Fireplace,Sliders,Hardwood Floor
  • Room Length: 17.0
  • Room Level: Main
  • Room Type: Family Room
  • Room Width: 18.0
Room 4
  • Room Entry Order: 4
  • Room Features: Wall/Wall Carpet
  • Room Length: 17.0
  • Room Level: Main
  • Room Type: Other
  • Room Width: 22.0
Room 5
  • Listing Key: 47A83DEC38838860E0631A01100A14AA
  • Room Entry Order: 5
  • Room Features: Ceiling Fan,Hardwood Floor
  • Room Length: 15.0
  • Room Level: Main
  • Room Type: Primary Bedroom
  • Room Width: 13.0
Room 6
  • Room Entry Order: 6
  • Room Features: Ceiling Fan,Hardwood Floor
  • Room Length: 11.0
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 12.0
Room 7
  • Room Entry Order: 7
  • Room Features: Ceiling Fan,Wall/Wall Carpet
  • Room Length: 12.0
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 10.0
Room 8
  • Room Entry Order: 8
  • Room Features: Built-Ins,Cedar Closet,Wet Bar,Vinyl Floor
  • Room Length: 17.0
  • Room Level: Lower
  • Room Type: Rec/Play Room
  • Room Width: 27.0
Room 9
  • Listing Key: 47A83DEC38838860E0631A01100A14AA
  • Room Entry Order: 9
  • Room Length: 12.0
  • Room Level: Lower
  • Room Type: Office
  • Room Width: 9.0
Property
Property and Assessments
  • Construction Description: Frame
  • Driveway Type: Paved
  • Exterior Siding: Aluminum, Stone
  • Foundation Type: Concrete
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1955
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Sq Ft Est Heated Below Grade: 450
  • Living Area SQFT Per Public Records: 1890
Lot Information
  • Lot Description: Fence - Partial, Professionally Landscaped
  • Parcel Number: 393958
  • Sq Ft Est Heated Above Grade: 1890.0
  • Sq Ft Total: 2340.0
  • Zoning: A
Utilities
  • Heat Fuel Type: Natural Gas
  • Hot Water Description: Domestic
  • Sewage System: Public Sewer Connected
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 88 Chestnut Hill Road

DateEvent & SourcePriceAppreciation
Jan 25, 2013

Closed (Public Record)

Public Record #346679145

$1—
Dec 31, 2012

Closed (Public Record)

Public Record #344593893

$1—
Dec 26, 2007

Closed (Public Record)

Public Record #327064543

$1—
DateEvent & SourcePrice
01/25/2013

Closed (Public Record)

Public Record #346679145

$1
12/31/2012

Closed (Public Record)

Public Record #344593893

$1
12/26/2007

Closed (Public Record)

Public Record #327064543

$1

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

Public Records for 88 Chestnut Hill Road

Taxable ValueLand$128,450Additions$169,750Total$298,200
Tax Record2024$10,957 ($913 / month)
Home Facts
Beds3Baths1.5Total Finished SqFt1,890 SqFtAbove Grade Finished SqFt1,890 SqFtUnfinished Basement SqFt1,890 SqFtStories1Lot Size13,068 SqFtStyleSingle Family ResidenceYear Built1955ZoningACountyFAIRFIELDAPNTRUM M:E-10 L:00070 U:000Fireplace TypeHas Fireplace

Schools near 88 Chestnut Hill Road

This home is within Trumbull School District.
Rating
School
Type
Grades
Distance
Frenchtown Elementary
Public - K to 5
Madison Middle School
Public - 6 to 8
Trumbull High School
Public - 9 to 12
St Theresa School
Private - PK to 8
Rating
School
Distance
Frenchtown Elementary
PublicK to 5

Madison Middle School
Public6 to 8

Trumbull High School
Public9 to 12

St Theresa School
PrivatePK to 8

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 Raveis Real Estate, Denise Walsh

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.