
1088 Old Waterbury Rd Southbury, CT 06488
Southbury NeighborhoodEstimated payment $3,277/month
Highlights
- 4 Acre Lot
- Open Floorplan
- Attic
- Pomperaug Regional High School Rated A-
- Ranch Style House
- 2 Fireplaces
About This Home
Tucked away on 4 acres in the heart of Southbury, this well-cared-for hi ranch home is a quiet escape from the everyday hustle. Set back from the road, it offers two levels of cozy living space, three full bathrooms, and generous family and living rooms with crackling fireplaces and big, inviting windows. The eat-in kitchen sports Corian counters with a touch of style. Downstairs, the main level has walkout access and a convenient layout that's perfect for an in-law setup, complete with its own private entrance. Head upstairs to find three comfy bedrooms and two full baths featuring subway tile, a relaxing tub/shower combo, warm cherry vanities, and Corian tops. Just 5 minutes from Exit 16 or 17, this home shines with thoughtful details like a paved driveway edged with cobblestone, a bit of stone veneer flair, and expansive yard area. It's an energy-smart find, minutes away from town center and Region 15 schools.
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $5,754
Year Built
- Built in 1966
Lot Details
- 4 Acre Lot
- Property is zoned R-60
Parking
- 2 Car Garage
Home Design
- Ranch Style House
- Concrete Foundation
- Frame Construction
- Shingle Roof
- Vinyl Siding
- Radon Mitigation System
Interior Spaces
- Open Floorplan
- Central Vacuum
- 2 Fireplaces
- Thermal Windows
- Mud Room
- Sitting Room
Kitchen
- Oven or Range
- Dishwasher
Bedrooms and Bathrooms
- 3 Bedrooms
- 3 Full Bathrooms
Laundry
- Laundry Room
- Laundry on main level
Attic
- Storage In Attic
- Attic or Crawl Hatchway Insulated
Basement
- Walk-Out Basement
- Basement Fills Entire Space Under The House
Outdoor Features
- Patio
- Shed
- Porch
Schools
- Longmeadow Elementary School
- Memorial Middle School
- Pomperaug High School
Utilities
- Central Air
- Heating System Uses Oil
- Private Company Owned Well
- Fuel Tank Located in Garage
Additional Features
- Heating system powered by active solar
- Property is near a golf course
Listing and Financial Details
- Assessor Parcel Number 1332227
Map
Home Values in the Area
Average Home Value in this Area
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 | $5,754 | $237,770 | $94,710 | $143,060 |
2024 | $5,611 | $237,770 | $94,710 | $143,060 |
2023 | $5,350 | $237,770 | $94,710 | $143,060 |
2022 | $5,472 | $191,050 | $89,930 | $101,120 |
2021 | $5,598 | $191,050 | $89,930 | $101,120 |
2020 | $5,598 | $191,050 | $89,930 | $101,120 |
2019 | $5,560 | $191,050 | $89,930 | $101,120 |
2018 | $5,540 | $191,050 | $89,930 | $101,120 |
2017 | $5,527 | $188,650 | $92,990 | $95,660 |
2016 | $5,433 | $188,650 | $92,990 | $95,660 |
2015 | $5,358 | $188,650 | $92,990 | $95,660 |
2014 | $5,207 | $188,650 | $92,990 | $95,660 |
Property History
Date | Event | Price | Change | Sq Ft Price |
---|---|---|---|---|
09/10/2025 09/10/25 | For Sale | $524,900 | -4.6% | $185 / Sq Ft |
08/05/2025 08/05/25 | Sold | $550,000 | +10.0% | $194 / Sq Ft |
08/02/2025 08/02/25 | Pending | -- | -- | -- |
07/10/2025 07/10/25 | For Sale | $499,900 | -9.1% | $176 / Sq Ft |
06/28/2025 06/28/25 | Off Market | $550,000 | -- | -- |
06/22/2025 06/22/25 | Price Changed | $499,900 | -12.3% | $176 / Sq Ft |
05/22/2025 05/22/25 | Price Changed | $569,900 | -5.0% | $201 / Sq Ft |
04/01/2025 04/01/25 | For Sale | $599,900 | -- | $212 / Sq Ft |
Purchase History
Date | Type | Sale Price | Title Company |
---|---|---|---|
Warranty Deed | $250,828 | -- | |
Executors Deed | $187,000 | -- | |
Executors Deed | $187,000 | -- |
Mortgage History
Date | Status | Loan Amount | Loan Type |
---|---|---|---|
Previous Owner | $293,750 | Stand Alone Refi Refinance Of Original Loan | |
Previous Owner | $25,000 | No Value Available | |
Previous Owner | $410,000 | No Value Available |
About the Listing Agent

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.
Tim's Other Listings
Source: SmartMLS
MLS Number: 24124394

APN: SBUR-000046-000029-B000004
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