Welcome to 40 Pleasant Drive, one of Southbury, CT's most sought-after cul-de-sac neighborhoods and only minutes from town with great restaurants and shopping. This inviting 4 bedroom, 2 full and 2 half bath home offers the perfect balance of timeless style and everyday comfort, thoughtfully designed for both casual living and elegant entertaining. Inside, you'll find soaring 9-foot ceilings, gleaming hardwood floors and a graceful open layout that flows beautifully from room to room. The spacious eat-in kitchen features granite countertops, custom cabinetry and sliders that open to a sunlit oversized patio. Just off the kitchen, the cozy living room centers around a stately fireplace. A standout feature on the main level is a private, stand-alone office with custom built-in cabinetry, perfect for today's work-from-home lifestyle. Upstairs, the serene primary suite includes a soaking tub, oversized stall shower and a huge custom-built walk-in closet. Three additional bedrooms with hardwood floors offer space for guests, family or creative use. The finished basement provides extra space for a gym, media room or play area. Outside, enjoy your own private retreat with a heated saltwater pool, professional landscaping, an expansive patio and a large outbuilding that's perfect for extra storage, hobbies or workshop needs. With central air, a two-car garage, an irrigation system and a location close to schools, parks, downtown Southbury and I-84, this home truly has it all.
Sold for $840,000
$840,000
40 Pleasant Drive, Southbury, CT 06488
4beds
3,306sqft
Single Family Residence
Built in 1999
1.46 Acres Lot
$860,000 Zestimate®
$254/sqft
$4,569 Estimated rent
Home value
$860,000
$765,000 - $963,000
$4,569/mo
Zestimate® history
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List your homeWhat's special
Stately fireplaceSoaking tubPrivate stand-alone officeSerene primary suiteHeated saltwater poolProfessional landscapingFinished basement
Zillow last checked:
Listing updated:
Listed by:
Miale Team at Keller Williams Legacy Partners,
Tori Withee (860)205-3182,
KW Legacy Partners 860-313-0700
Bought with:
Liz Marshall Heatter, RES.0828326
YellowBrick Real Estate LLC
Source: Smart MLS,MLS#: 24130309
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 2
- 1/2 bathrooms: 2
Rooms
- Room types: Sitting Room
Primary bedroom
- Features: Vaulted Ceiling(s), Bedroom Suite, Full Bath, Walk-In Closet(s), Hardwood Floor
- Level: Upper
Bedroom
- Features: Hardwood Floor
- Level: Upper
Bedroom
- Features: Hardwood Floor
- Level: Upper
Bedroom
- Features: Hardwood Floor
- Level: Upper
Primary bathroom
- Features: Granite Counters, Double-Sink, Hydro-Tub, Stall Shower, Walk-In Closet(s), Tile Floor
- Level: Upper
Bathroom
- Features: Tub w/Shower, Tile Floor
- Level: Upper
Bathroom
- Features: Hardwood Floor
- Level: Main
Bathroom
- Features: Tile Floor
- Level: Lower
Dining room
- Features: High Ceilings, Hardwood Floor
- Level: Main
Kitchen
- Features: High Ceilings, Granite Counters, Pantry, Patio/Terrace, Sliders, Hardwood Floor
- Level: Main
Living room
- Features: High Ceilings, Gas Log Fireplace, Patio/Terrace, Sliders, Hardwood Floor
- Level: Main
Office
- Features: High Ceilings, Built-in Features, French Doors, Hardwood Floor
- Level: Main
Rec play room
- Features: Tile Floor
- Level: Lower
Heating
- Forced Air, Oil
Cooling
- Central Air
Appliances
- Included: Gas Cooktop, Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
- Laundry: Lower Level
Features
- Open Floorplan, Entrance Foyer
- Doors: French Doors
- Basement: Full,Storage Space,Finished
- Attic: Storage,Pull Down Stairs
- Number of fireplaces: 1
- Fireplace features: Insert
Interior area
- Total structure area: 3,306
- Total interior livable area: 3,306 sqft
- Finished area above ground: 2,786
- Finished area below ground: 520
Property
Parking
- Total spaces: 8
- Parking features: Attached, Driveway, Garage Door Opener, Private, Asphalt
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Features
- Patio & porch: Patio
- Exterior features: Rain Gutters, Lighting, Stone Wall, Underground Sprinkler
- Has private pool: Yes
- Pool features: Heated, Salt Water, In Ground
- Fencing: Partial,Fenced
Lot
- Size: 1.46 Acres
- Features: Subdivided, Few Trees, Level, Landscaped
Details
- Additional structures: Shed(s)
- Parcel number: 1329342
- Zoning: R-60
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Vinyl Siding, Brick
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1999
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
- Utilities for property: Cable Available
Community & HOA
Community
- Features: Golf, Health Club, Lake, Library, Park, Near Public Transport, Shopping/Mall, Tennis Court(s)
- Security: Security System
HOA
- Has HOA: No
Location
- Region: Southbury
Financial & listing details
- Price per square foot: $254/sqft
- Tax assessed value: $445,160
- Annual tax amount: $10,773
- Date on market: 10/1/2025
Price history
| Date | Event | Price |
|---|---|---|
| 11/7/2025 | Sold | $840,000$254/sqft |
Source:  Smart MLS #24130309 Report a problem | ||
| 11/3/2025 | Pending sale | $840,000$254/sqft |
Source: Smart MLS #24130309 Report a problem | ||
| 10/1/2025 | Listed for sale | $840,000-3.4%$254/sqft |
Source: Smart MLS #24130309 Report a problem | ||
| 9/25/2025 | Listing removed | $869,900$263/sqft |
Source: Smart MLS #24116188 Report a problem | ||
| 9/4/2025 | Price change | $869,900-0.6%$263/sqft |
Source: Smart MLS #24116188 Report a problem | ||
| 8/27/2025 | Listed for sale | $875,000$265/sqft |
Source: Smart MLS #24116188 Report a problem | ||
| 8/25/2025 | Pending sale | $875,000$265/sqft |
Source: Smart MLS #24116188 Report a problem | ||
| 8/6/2025 | Listed for sale | $875,000+62%$265/sqft |
Source: Smart MLS #24116188 Report a problem | ||
| 10/12/2012 | Sold | $540,000-3.4%$163/sqft |
Source: Smart MLS #W1066647 Report a problem | ||
| 10/4/2012 | Pending sale | $559,000$169/sqft |
Source: A & J Connecticut Real Estate Services #W1066647 Report a problem | ||
| 4/23/2012 | Listed for sale | $559,000+347.2%$169/sqft |
Source: A & J Connecticut Real Estate Services #W1066647 Report a problem | ||
| 8/5/1998 | Sold | $125,000$38/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $10,773 +2.5% | $445,160 |
| 2024 | $10,506 +4.9% | $445,160 |
| 2023 | $10,016 +9.1% | $445,160 +38.9% |
| 2022 | $9,181 -2.2% | $320,560 |
| 2021 | $9,392 0% | $320,560 |
| 2020 | $9,392 +0.7% | $320,560 |
| 2019 | $9,328 +0.3% | $320,560 |
| 2018 | $9,296 -2.6% | $320,560 -1.6% |
| 2017 | $9,540 +3.5% | $325,610 +0.4% |
| 2015 | $9,214 +2.9% | $324,430 |
| 2014 | $8,954 +10.3% | $324,430 +5.5% |
| 2013 | $8,116 -15.5% | $307,420 -32.1% |
| 2012 | $9,603 -0.9% | $452,970 |
| 2011 | $9,694 -0.5% | $452,970 |
| 2010 | $9,739 +2.9% | $452,970 |
| 2009 | $9,467 -1% | $452,970 |
| 2008 | $9,558 +9.5% | $452,970 +31.8% |
| 2007 | $8,730 +1.2% | $343,690 |
| 2006 | $8,627 +5% | $343,690 |
| 2005 | $8,214 +13.8% | $343,690 |
| 2003 | $7,217 +14.8% | $343,690 +33.9% |
| 2001 | $6,289 | $256,700 |
Find assessor info on the county website
Neighborhood: 06488
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Nearby schools
GreatSchools rating
- 8/10Gainfield Elementary SchoolGrades: PK-5Distance: 1.7 mi
- 7/10Rochambeau Middle SchoolGrades: 6-8Distance: 2.4 mi
- 8/10Pomperaug Regional High SchoolGrades: 9-12Distance: 3.6 mi
Schools provided by the listing agent
- Elementary: Gainfield
- Middle: Rochambeau
- High: Pomperaug
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
- Southbury
- 06488
- 40 Pleasant Drive
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