Looking for a true multigenerational setup in Wallingford? This cul-de-sac home may be the one. The main home offers 3 bedrooms, 1.5 baths, hardwood floors, and unfinished space off the primary bedroom with potential for a future full bath. The separate in-law apartment adds 1 bedroom, 1 full bath, eat-in kitchen, living room, laundry, and direct backyard access. The backyard feels like a private retreat with an in-ground Gunite pool, hot tub, oversized deck, and retractable awning-perfect for summer entertaining. Major updates include newer windows, updated driveway, 3-year-old central AC, 8-year-old furnace, new pool cover, and more. Homes with this kind of flexibility and location are hard to find. Reach out for details or to schedule a private showing. UPGRADES: Main Bath fully remodeled Sept 2025/ First Floor Bath Can have a shower installed/ Doors all 6 Panel wood / Stained wood trim / Stain glass Decorative windows / Gas log Fireplace / Waste Ejection pump is 2 months old / Unfin room off MBR has some plumbing/ 3 car garage has microlaminated beams(eliminates supports) / AC 3 yrs old & cost efficient heat pump./ separate thermostats per floor / Plumbing pipes insulated Attic has R30 Insulation / Attic has thermostatic controlled solar powered gable vent fan / HW is by gas boiler that flows to a 30 gal electric fully insulated tank installed under bath and kit, reduces hot waste water / Foundation has footing drains that flow to storm drain in street / Gunite pool was acid washed in sept 25 /Hot tub included
Sold for $650,000
$650,000
42 Chimney Sweep Road, Wallingford, CT 06492
4beds
2,408sqft
Single Family Residence
Built in 1983
0.46 Acres Lot
$650,100 Zestimate®
$270/sqft
$4,108 Estimated rent
Home value
$650,100
$592,000 - $715,000
$4,108/mo
Zestimate® history
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List your homeWhat's special
Gas log fireplaceOversized deckSeparate in-law apartmentHot tubStained wood trimIn-ground gunite poolRetractable awning
Zillow last checked:
Listing updated:
Listed by:
Kevin W. Green (203)213-1093,
Berkshire Hathaway NE Prop. 203-294-9114
Bought with:
Mitch Montaine, RES.0827795
RE/MAX RISE
Source: Smart MLS,MLS#: 24168196
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Rooms
- Room types: Workshop
Primary bedroom
- Features: Wall/Wall Carpet
- Level: Upper
- Area: 280 Square Feet
- Dimensions: 14 x 20
Primary bedroom
- Features: Wall/Wall Carpet
- Level: Main
- Area: 150 Square Feet
- Dimensions: 10 x 15
Bedroom
- Features: Wall/Wall Carpet
- Level: Upper
- Area: 132 Square Feet
- Dimensions: 11 x 12
Bedroom
- Features: Wall/Wall Carpet
- Level: Main
- Area: 130 Square Feet
- Dimensions: 10 x 13
Dining room
- Features: Hardwood Floor
- Level: Main
- Area: 156 Square Feet
- Dimensions: 12 x 13
Kitchen
- Features: Tile Floor
- Level: Main
- Area: 132 Square Feet
- Dimensions: 11 x 12
Kitchen
- Features: Vinyl Floor
- Level: Main
- Area: 110 Square Feet
- Dimensions: 10 x 11
Living room
- Features: Fireplace, Hardwood Floor
- Level: Main
- Area: 345 Square Feet
- Dimensions: 15 x 23
Living room
- Features: Wall/Wall Carpet
- Level: Main
- Area: 220 Square Feet
- Dimensions: 11 x 20
Heating
- Baseboard, Natural Gas
Cooling
- Central Air
Appliances
- Included: Oven/Range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Electric Water Heater, Water Heater
- Laundry: Lower Level
Features
- Open Floorplan, In-Law Floorplan, Smart Thermostat
- Basement: Full,Unfinished
- Attic: Access Via Hatch
- Number of fireplaces: 1
Interior area
- Total structure area: 2,408
- Total interior livable area: 2,408 sqft
- Finished area above ground: 2,408
Property
Parking
- Total spaces: 3
- Parking features: Attached
- Attached garage spaces: 3
Features
- Patio & porch: Deck, Patio
- Exterior features: Awning(s), Garden
- Has private pool: Yes
- Pool features: Gunite, In Ground
- Spa features: Heated
Lot
- Size: 0.46 Acres
- Features: Rolling Slope
Details
- Additional structures: Shed(s)
- Parcel number: 2050895
- Zoning: R18
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1983
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Features: Park
- Subdivision: Yalesville
HOA
- Has HOA: No
Location
- Region: Wallingford
Financial & listing details
- Price per square foot: $270/sqft
- Tax assessed value: $348,800
- Annual tax amount: $8,413
- Date on market: 4/18/2026
Price history
| Date | Event | Price |
|---|---|---|
| 7/31/2026 | Sold | $650,000-3%$270/sqft |
Source:  Smart MLS #24168196 Report a problem | ||
| 6/16/2026 | Pending sale | $669,900$278/sqft |
Source: Smart MLS #24168196 Report a problem | ||
| 5/29/2026 | Contingent | $669,900$278/sqft |
Source:  Berkshire Hathaway HomeServices New England Properties #24168196 Report a problem | ||
| 5/3/2026 | Price change | $669,900-2.9%$278/sqft |
Source: Smart MLS #24168196 Report a problem | ||
| 4/18/2026 | Listed for sale | $689,900$287/sqft |
Source: Smart MLS #24168196 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $8,413 +11.5% | $348,800 +41.8% |
| 2024 | $7,542 +4.5% | $246,000 |
| 2023 | $7,218 +1.6% | $246,000 +0.6% |
| 2022 | $7,103 +1.8% | $244,600 |
| 2021 | $6,976 +1.2% | $244,600 -1.3% |
| 2020 | $6,890 -4.8% | $247,900 |
| 2019 | $7,236 +1.9% | $247,900 |
| 2018 | $7,100 +0.3% | $247,900 |
| 2017 | $7,078 +2.4% | $247,900 |
| 2016 | $6,914 | $247,900 -1.5% |
| 2015 | $6,914 +2.2% | $251,700 |
| 2014 | $6,768 +2.5% | $251,700 |
| 2013 | $6,600 +0.9% | $251,700 |
| 2012 | $6,539 +3% | $251,700 |
| 2011 | $6,348 +1.8% | $251,700 -2.8% |
| 2010 | $6,233 +4.6% | $258,860 |
| 2009 | $5,959 +0.5% | $258,860 |
| 2008 | $5,928 +3.9% | $258,860 |
| 2007 | $5,708 +3.8% | $258,860 |
| 2006 | $5,501 +21.8% | $258,860 +52.4% |
| 2005 | $4,517 +2.5% | $169,800 -3.2% |
| 2003 | $4,405 +19.4% | $175,500 +23.2% |
| 2000 | $3,689 | $142,500 |
Find assessor info on the county website
Neighborhood: 06492
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Nearby schools
GreatSchools rating
- 8/10Mary G. Fritz Elementary School of YalesvilleGrades: 3-5Distance: 1.1 mi
- 6/10James H. Moran Middle SchoolGrades: 6-8Distance: 1.4 mi
- 6/10Mark T. Sheehan High SchoolGrades: 9-12Distance: 1.4 mi
Schools provided by the listing agent
- Elementary: Mary G. Fritz
- High: Mark T. Sheehan
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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- Connecticut
- New Haven County
- Wallingford
- 06492
- 42 Chimney Sweep Road
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