$749,900

159 Woods Way Dr Southbury, CT 06488

Southbury Neighborhood

Estimated payment $4,877/month

3 Beds
3 Baths
2,716 Sq Ft
$276 Price per Sq Ft

Highlights

  • Barn
  • 11.86 Acre Lot
  • Attic
  • Pomperaug Regional High School Rated A-
  • Cape Cod Architecture
  • 1 Fireplace

About This Home

Rare opportunity in Southbury: Cape-style home on a private 11+ acre lot at the end of a mature cul-de-sac. Built in 1984, the home offers hardwood floors throughout, an updated kitchen that opens to the family room with a fireplace, a first-floor office or bedroom, and three bedrooms upstairs-including a primary bedroom suite. There's also a finished bonus room over the garage, ideal for a playroom, studio, or additional living space. A three-season porch and back deck with awning overlook the backyard and woods. The full, unfinished walk-out basement includes large doors-perfect for driving in a tractor or storing additional vehicles-and opens to a lower-level patio. A 32x48 barn with 12-foot ceilings offers flexible space for car storage, equipment, or hobbies. Located near I-84 (Exit 16), Long Meadow Elementary, Pomperaug High School, and local amenities. No deed restrictions-just over 11 acres of land with room to work or spread out.

Listing Agent

Tim Drakeley

Drakeley Real Estate, Inc. License #REB.0791885 Listed on: 07/15/2025

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $8,834

Year Built

  • Built in 1984

Lot Details

  • 11.86 Acre Lot
  • Property is zoned R-60

Parking

  • 6 Car Garage

Home Design

  • Cape Cod Architecture
  • Concrete Foundation
  • Frame Construction
  • Asphalt Shingled Roof
  • Vinyl Siding

Interior Spaces

  • 2,716 Sq Ft Home
  • 1 Fireplace
  • Thermal Windows
  • Awning
  • Bonus Room
  • Screened Porch
  • Basement Fills Entire Space Under The House
  • Attic or Crawl Hatchway Insulated

Kitchen

  • Oven or Range
  • Range Hood
  • Dishwasher

Bedrooms and Bathrooms

  • 3 Bedrooms
  • 3 Full Bathrooms

Laundry

  • Laundry on main level
  • Electric Dryer
  • Washer

Schools

  • Longmeadow Elementary School
  • Pomperaug High School

Utilities

  • Mini Split Air Conditioners
  • Window Unit Cooling System
  • Hot Water Heating System
  • Heating System Uses Oil
  • Heating System Uses Wood
  • Private Company Owned Well
  • Hot Water Circulator
  • Oil Water Heater
  • Fuel Tank Located in Basement

Additional Features

  • Rain Gutters
  • Property is near a golf course
  • Barn

Listing and Financial Details

  • Assessor Parcel Number 1332263

Home Details

Home Type

Single Family

Est. Annual Taxes

$8,834

Year Built

Built in 1984

Lot Details

0

Listing Details

  • Neighborhood: N/A
  • Property Type: Single Family For Sale
  • Style: Cape Cod
  • Sq Ft Est Heated Above Grade: 2716
  • Total Sq Ft: 2716
  • Year Built: 1984
  • New Construction: No/Resale
  • Nearby Amenities: Golf Course, Library, Medical Facilities, Public Pool, Tennis Courts
  • Direct Waterfront: No
  • Home Warranty Offered: No
  • Radon Mitigation Air Ynu: No
  • Radon Mitigation Water Ynu: No
  • Directions: Old Waterbury Road to Reservoir Road to Woods Way. Driveway is at the end of the cul de sac.
  • In Law Apartment: Possible
  • Living Area Sq Ft Per Public Record: 2716
  • Street Type: Drive
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Total Bedrooms: 3
  • Total Bathrooms: 3
  • Full Bathrooms: 3
  • Fireplaces: 1
  • Attic Description: Access Via Hatch
  • Basement Description: Full
  • Appliances: Oven/Range, Range Hood, Refrigerator, Dishwasher, Washer, Electric Dryer
  • Additional Rooms: Bonus Room
  • Laundry Room Location: Mud area
  • Laundry Room Info: Main Level
  • Attic: Yes
  • Street Number Modifier: 159

Exterior Features

  • Exterior Features: Porch-Screened, Porch-Enclosed, Sidewalk, Awnings, Porch, Barn, Gutters
  • Exterior Siding: Vinyl Siding
  • Foundation Type: Concrete
  • Roof Information: Asphalt Shingle
  • Waterfront Description: Not Applicable
  • Swimming Pool: No
  • Construction Description: Frame

Garage/Parking

  • Garages Number: 6
  • Garage And Parking: Barn, Attached Garage

Utilities

  • Cooling System: Split System, Window Unit
  • Heat Type: Hot Water
  • Heat Fuel Type: Electric, Oil, Wood
  • Fuel Tank Location: In Basement
  • Hot Water Description: Oil, Domestic
  • Water Source: Private Well
  • Sewer: Septic

Schools

  • Elementary School: Longmeadow Elementary School
  • High School: Pomperaug

Green Features

  • Energy Features: Thermopane Windows

Lot Info

  • Acres: 11.86
  • Lot Description: Secluded Interior Lot In Subdivision Lightly Wooded On Cul-De-Sac
  • Zoning: R-60
  • Property Info: Horse Property
  • Parcel #: 1332263

Tax Info

  • Tax Year: July 2025-June 2026
  • Property Tax: 8834
  • Total Assessed Value: 365030
  • Mil Rate Total: 24.2

MLS Schools

  • Elementary School: Longmeadow Elementary School
  • 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 $8,834 $365,030 $106,550 $258,480
2024 $8,615 $365,030 $106,550 $258,480
2023 $8,213 $365,030 $106,550 $258,480
2022 $7,370 $257,330 $85,550 $171,780
2021 $7,540 $257,330 $85,550 $171,780
2020 $7,540 $257,330 $85,550 $171,780
2019 $7,488 $257,330 $85,550 $171,780
2018 $7,463 $257,330 $85,550 $171,780
2017 $7,738 $264,110 $96,250 $167,860
2016 $9,402 $326,460 $158,600 $167,860
2015 $9,271 $326,460 $158,600 $167,860
2014 $9,010 $326,460 $158,600 $167,860
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
07/15/2025 07/15/25 For Sale $749,900 -- $276 / Sq Ft
Source: SmartMLS

Purchase History

Date Type Sale Price Title Company
Warranty Deed $83,262 --
Deed -- --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $150,000 No Value Available
Closed $85,000 No Value Available
Previous Owner $90,000 No Value Available
Source: Public Records

About the Listing Agent

Tim Drakeley
Tim Drakeley

Drakeley Real Estate, Inc.

(203) 457-8658

Section Image

Since 1991, Tim Drakeley has solidified his reputation as a premier broker and salesperson, consistently ranked as Woodbury, CT’s #1 selling and listing broker for 12 years and a top producer in the Tri-bury region and all of Litchfield County. A graduate of Holy Cross High School, Northfield Mount Hermon Prep School, and Babson College, where he studied Finance and Entrepreneurial Studies, Tim brings deep expertise to Drakeley Real Estate. Founded in 1986 by his mother, entrepreneur Joyce S.

View Tim's Profile

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Source: SmartMLS

MLS Number: 24111783

SmartMLS

APN: SBUR-000046-000005-R000014

Connecticut New Haven County Southbury 06488 Southbury

159 Woods Way Dr, Southbury, CT

This home is located at 159 Woods Way Dr, Southbury, CT 06488 and is currently priced at $749,900, approximately $276 per square foot. This property was built in 1984. 159 Woods Way Dr is a home located in New Haven County with nearby schools including Long Meadow Elementary School, Memorial Middle School, and Pomperaug Regional High School.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

SmartMLS IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

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Tim Drakeley
Tim Drakeley
Listing Agent Section Image
Drakeley Real Estate, Inc.
(203) 457-8658