$869,900
$5K PRICE DROP

Estimated payment $5,491/month

Total Views 4,470
4 Beds
4 Baths
3,306 Sq Ft
$263 Price per Sq Ft

Highlights

  • Heated In Ground Pool
  • Colonial Architecture
  • 1 Fireplace
  • Gainfield Elementary School Rated A-
  • Attic
  • Soaking Tub

About This Home

Welcome to 40 Pleasant Drive, Southbury, CT, a picturesque Colonial nestled in a peaceful, tree-lined neighborhood. 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 patio-perfect for morning coffee or quiet evenings under the stars. Just off the kitchen, the cozy living room centers around a stately fireplace, ideal for relaxed evenings or weekend gatherings. 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 generous 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, an expansive patio, and a large outbuilding that's perfect for extra storage, hobbies, or workshop needs. With central air, a two-car garage, and a location close to schools, parks, and downtown Southbury, this home truly has it all.

Listing Agent

Tori Withee

KW Legacy Partners License #RES.0832276 Listed on: 08/06/2025

KW Legacy Partners

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $10,773

Year Built

  • Built in 1999

Lot Details

  • 1.46 Acre Lot
  • Level Lot
  • Property is zoned R-60

Parking

  • 2 Car Garage

Home Design

  • Colonial Architecture
  • Brick Exterior Construction
  • Concrete Foundation
  • Asphalt Shingled Roof
  • Masonry Siding

Interior Spaces

  • 1 Fireplace

Kitchen

  • Oven or Range
  • Microwave
  • Dishwasher

Bedrooms and Bathrooms

  • 4 Bedrooms
  • Soaking Tub

Laundry

  • Dryer
  • Washer

Attic

  • Storage In Attic
  • Pull Down Stairs to Attic

Finished Basement

  • Walk-Out Basement
  • Basement Fills Entire Space Under The House

Pool

  • Heated In Ground Pool
  • Saltwater Pool

Schools

  • Gainfield Elementary School
  • Rochambeau Middle School
  • Pomperaug High School

Utilities

  • Central Air
  • Heating System Uses Oil
  • Private Company Owned Well
  • Oil Water Heater
  • Fuel Tank Located in Basement

Listing and Financial Details

  • Assessor Parcel Number 1329342

Home Details

Home Type

Single Family

Est. Annual Taxes

$10,773

Year Built

Built in 1999

Lot Details

0

Listing Details

  • Neighborhood: N/A
  • Property Type: Single Family For Sale
  • Style: Colonial
  • Sq Ft Est Heated Above Grade: 2786
  • Sq Ft Est Heated Below Grade: 520
  • Total Sq Ft: 3306
  • Year Built: 1999
  • New Construction: No/Resale
  • Direct Waterfront: No
  • Home Warranty Offered: No
  • Directions: Roxbury Rd to Pleasant Dr
  • Living Area Sq Ft Per Public Record: 2786
  • Street Type: Drive
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Total Bedrooms: 4
  • Total Bathrooms: 4
  • Full Bathrooms: 2
  • Half Bathrooms: 2
  • Fireplaces: 1
  • Attic Description: Storage Space, Pull-Down Stairs
  • Basement Description: Full, Fully Finished, Full With Walk-Out
  • Appliances: Refrigerator, Oven/Range, Microwave, Dishwasher, Washer, Dryer
  • Attic: Yes
  • Street Number Modifier: 40

Exterior Features

  • Exterior Siding: Brick
  • Foundation Type: Concrete
  • Roof Information: Asphalt Shingle
  • Waterfront Description: Not Applicable
  • Swimming Pool: Yes
  • Pool: Heated, Salt Water, In Ground Pool
  • Construction Description: Brick

Garage/Parking

  • Garages Number: 2
  • Garage And Parking: Under House Garage

Utilities

  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Heat Fuel Type: Oil
  • Fuel Tank Location: In Basement
  • Hot Water Description: Oil, Tank Size Unknown
  • Water Source: Private Well
  • Sewer: Septic

Schools

  • Elementary School: Gainfield
  • Middle School: Rochambeau
  • High School: Pomperaug

Lot Info

  • Acres: 1.46
  • Lot Description: Level Lot
  • Zoning: R-60
  • Parcel #: 1329342

Tax Info

  • Tax Year: July 2025-June 2026
  • Property Tax: 10773
  • Total Assessed Value: 445160
  • Mil Rate Total: 24.2

MLS Schools

  • Elementary School: Gainfield
  • Middle Jr High School: Rochambeau
  • High School: Pomperaug

Map

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $10,773 $445,160 $122,300 $322,860
2024 $10,506 $445,160 $122,300 $322,860
2023 $10,016 $445,160 $122,300 $322,860
2022 $9,181 $320,560 $105,600 $214,960
2021 $9,392 $320,560 $105,600 $214,960
2020 $9,392 $320,560 $105,600 $214,960
2019 $9,328 $320,560 $105,600 $214,960
2018 $9,296 $320,560 $105,600 $214,960
2017 $9,540 $325,610 $109,980 $215,630
2016 $9,344 $324,430 $109,980 $214,450
2015 $9,214 $324,430 $109,980 $214,450
2014 $8,954 $324,430 $109,980 $214,450
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
09/04/2025 09/04/25 Price Changed $869,900 -0.6% $263 / Sq Ft
08/27/2025 08/27/25 For Sale $875,000 0.0% $265 / Sq Ft
08/25/2025 08/25/25 Pending -- -- --
08/06/2025 08/06/25 For Sale $875,000 +62.0% $265 / Sq Ft
10/12/2012 10/12/12 Sold $540,000 -3.4% $139 / Sq Ft
08/29/2012 08/29/12 Pending -- -- --
04/20/2012 04/20/12 For Sale $559,000 -- $144 / Sq Ft
Source: SmartMLS

Purchase History

Date Type Sale Price Title Company
Warranty Deed $540,000 --
Warranty Deed $125,000 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $50,000 No Value Available
Open $400,000 No Value Available
Previous Owner $250,000 Stand Alone Refi Refinance Of Original Loan
Source: Public Records

Source: SmartMLS

MLS Number: 24116188

SmartMLS

APN: SBUR-000027-000040-P000002