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$650,000

  • Sold
  • Closed
  • Single Family
  • 3 Beds
  • 1 Full Bath
  • 1 Partial Bath
  • 2,340 Sq. Ft.
  • 2 Car Garage
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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.

Full Property Details for 88 Chestnut Hill Rd

General

  • Sold For: $650,000
  • Taxes: (July 2025-June 2026)
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24147217
  • Added to Site: 53 day(s) ago

Interior

  • Number of Rooms: 6
  • Interior Features: Cable - Available, Open Floor Plan
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Appliances: Electric Cooktop, Wall Oven, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

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

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: Primary Bedroom - Ceiling Fan, Hardwood Floor, 15 x 13, Main
  • Bedroom 1: Bedroom - Ceiling Fan, Hardwood Floor, 11 x 12, Main
  • Bedroom 2: Bedroom - Ceiling Fan, Wall/Wall Carpet, 12 x 10, Main

Other Rooms

  • Living Room: Living Room - Built-Ins, Combination Liv/Din Rm, Dining Area, Fireplace, Hardwood Floor, 27 x 13, Main
  • Family Room: Family Room - Ceiling Fan, Fireplace, Sliders, Hardwood Floor, 17 x 18, Main
  • Eat In Kitchen: Eat-In Kitchen - Remodeled, Breakfast Bar, Granite Counters, Dining Area, Tile, 10 x 17, Main
  • Office: Office, 12 x 9, Lower
  • Game room: Yes
  • Game Room: Rec/Play Room - Built-Ins, Cedar Closet, Wet Bar, Vinyl Floor, 17 x 27, Lower
  • Rec Room: Built-Ins, Cedar Closet, Wet Bar, Vinyl Floor, 17 x 27, Lower
  • Laundry: Main Level
  • Other Room 1: Other - Wall/Wall Carpet, 17 x 22, Main

Additional Information

  • Pool: Yes
  • Pool Description: Vinyl, In Ground Pool

Exterior

  • Exterior Features: Porch-Screened, Porch, Gutters, Lighting, Patio

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 4
  • Parking: Under House Garage, Paved, Off Street Parking, Driveway

Location

  • County: Fairfield
  • Neighborhood: St. Theresa&Apos;S
  • Driving Directions: Madison Ave to Chestnut Hill Road

School Information

  • Elementary School: Frenchtown
  • Middle School: Madison
  • High School: Trumbull

Community

  • Community Name: St. Theresa&Apos;S

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Gas on Gas, Hot Water, Natural Gas
  • Heating Fuel: Natural Gas
  • Water Heater: Domestic

Utilities

  • Sewer: Public Sewer Connected
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Ranch
  • Construction Status: No/Resale
  • Exterior Const.: Aluminum, Stone
  • Basement Desc.: Full, Unfinished, Storage, Partially Finished
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 2,340
  • Above Ground: 1,890 Sq. Ft.
  • Below Ground: 450 Sq. Ft.
  • Year Built: 1955

Lot Features

  • Lot Size (Acres): 0.3
  • Driveway/Sidewalk: Paved
  • Zoning: A
  • Lot Description: Fence - Partial, Professionally Landscaped

Financial Considerations

  • Assessment Amount: $298,200
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 393958

Listed by William Raveis Real Estate, The Denise Walsh Team, Denise Walsh
Sold by William Raveis Real Estate, Team AFA at William Raveis Real Estate, Robert Manware

Listing agent

— 88 Chestnut Hill Rd —

  • Denise Walsh

    William Raveis Real Estate

Agent Contact: (203) 650-1583 Office Contact: (203) 255-6841

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 88 Chestnut Hill Rd

School District:Trumbull School District
NameGradesDistance
Frenchtown Elementary
30 Frenchtown Road, Trumbull, CT 06611
K-50.8 mi
Madison Middle School
4630 Madison Avenue, Trumbull, CT 06611
6-81.7 mi
Trumbull High School
72 Strobel Road, Trumbull, CT 06611
9-122.5 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 88 Chestnut Hill Rd

Date
Details
Price
Change
Source
2/06/2026
Sold
$650,000
4%
MLS
1/10/2026
Listed
$625,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by William Raveis Real Estate, The Denise Walsh Team, Denise Walsh
Sold by William Raveis Real Estate, Team AFA at William Raveis Real Estate, Robert Manware

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88 Chestnut Hill Road, Trumbull, CT 06611 (MLS# 24147217) is a Single Family property that was sold at $650,000 on February 06, 2026. Want to learn more about 88 Chestnut Hill Road? Do you have questions about finding other Single Family real estate for sale in Trumbull? You can browse all Trumbull real estate or contact a Coldwell Banker agent to request more information.