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. This home was lovingly custom built by the homeowner and they have maintained and updated over the years. Other notable features include the granite front exterior, pier lights, and stone walls. Functional features include the pull-down stairs to attic; over-sized 2-car tandem garage w/ heat, drains, work bench. The lower level is could also function as in-law (cedar closet could be full bath). Screened in deck could easily be finished for year-round living space. (Not included in SF). The pool house offers half bath, kitchenette, storage/mechanicals. GAS, CITY WATER, CITY SEWER.
Sold for $650,000
$650,000
88 Chestnut Hill Road, Trumbull, CT 06611
3beds
2,340sqft
Single Family Residence
Built in 1955
0.3 Acres Lot
$658,400 Zestimate®
$278/sqft
$3,917 Estimated rent
Home value
$658,400
$625,000 - $691,000
$3,917/mo
Zestimate® history
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What's special
Zillow last checked: 8 hours ago
Listing updated: February 09, 2026 at 11:12am
Listed by:
The Denise Walsh Team,
Denise Walsh (203)650-1583,
William Raveis Real Estate 203-255-6841
Bought with:
Robert Manware, RES.0795600
William Raveis Real Estate
Source: Smart MLS,MLS#: 24147217
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 1
- 1/2 bathrooms: 1
Primary bedroom
- Features: Ceiling Fan(s), Hardwood Floor
- Level: Main
- Area: 195 Square Feet
- Dimensions: 13 x 15
Bedroom
- Features: Ceiling Fan(s), Hardwood Floor
- Level: Main
- Area: 132 Square Feet
- Dimensions: 12 x 11
Bedroom
- Features: Ceiling Fan(s), Wall/Wall Carpet
- Level: Main
- Area: 120 Square Feet
- Dimensions: 10 x 12
Family room
- Features: Ceiling Fan(s), Fireplace, Sliders, Hardwood Floor
- Level: Main
- Area: 306 Square Feet
- Dimensions: 18 x 17
Kitchen
- Features: Remodeled, Breakfast Bar, Granite Counters, Dining Area, Tile Floor
- Level: Main
- Area: 170 Square Feet
- Dimensions: 17 x 10
Living room
- Features: Built-in Features, Combination Liv/Din Rm, Dining Area, Fireplace, Hardwood Floor
- Level: Main
- Area: 351 Square Feet
- Dimensions: 13 x 27
Office
- Level: Lower
- Area: 108 Square Feet
- Dimensions: 9 x 12
Other
- Features: Wall/Wall Carpet
- Level: Main
- Area: 374 Square Feet
- Dimensions: 22 x 17
Rec play room
- Features: Built-in Features, Cedar Closet(s), Wet Bar, Vinyl Floor
- Level: Lower
- Area: 459 Square Feet
- Dimensions: 27 x 17
Heating
- Gas on Gas, Hot Water, Natural Gas
Cooling
- Central Air
Appliances
- Included: Electric Cooktop, Oven, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
- Laundry: Main Level
Features
- Open Floorplan
- Basement: Full,Unfinished,Storage Space,Partially Finished
- Attic: Pull Down Stairs
- Number of fireplaces: 2
Interior area
- Total structure area: 2,340
- Total interior livable area: 2,340 sqft
- Finished area above ground: 1,890
- Finished area below ground: 450
Property
Parking
- Total spaces: 4
- Parking features: Attached, Paved, Off Street, Driveway
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Features
- Patio & porch: Screened, Porch, Patio
- Exterior features: Rain Gutters, Lighting
- Has private pool: Yes
- Pool features: Vinyl, In Ground
- Fencing: Partial
Lot
- Size: 0.30 Acres
- Features: Landscaped
Details
- Parcel number: 393958
- Zoning: A
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch
- Property subtype: Single Family Residence
Materials
- Aluminum Siding, Stone
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1955
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available
Community & neighborhood
Community
- Community features: Golf, Park, Pool, Putting Green, Shopping/Mall
Location
- Region: Trumbull
- Subdivision: St. Theresa's
Price history
| Date | Event | Price |
|---|---|---|
| 2/6/2026 | Sold | $650,000+4%$278/sqft |
Source:  Smart MLS #24147217 Report a problem | ||
| 1/10/2026 | Listed for sale | $625,000$267/sqft |
Source: Smart MLS #24147217 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $10,957 +2.9% | $298,200 |
| 2024 | $10,648 +9.9% | $298,200 +8.2% |
| 2023 | $9,686 +1.6% | $275,660 |
Find assessor info on the county website
Neighborhood: 06611
Nearby schools
GreatSchools rating
- 8/10Frenchtown ElementaryGrades: K-5Distance: 0.8 mi
- 7/10Madison Middle SchoolGrades: 6-8Distance: 1.7 mi
- 10/10Trumbull High SchoolGrades: 9-12Distance: 2.5 mi
Schools provided by the listing agent
- Elementary: Frenchtown
- Middle: Madison
- High: Trumbull
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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