33 Old Oakwood Drive Southbury, CT $ 799,000
33 Old Oakwood Drive
$ 799,000
Open House 11/7 11am - 1pm
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33 Old Oakwood Drive

Southbury, CT, 06488
$ 799,000
Bedrooms4 Baths2.1 Sq 4,530

Monthly Estimate*

$ 5,518

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Single Family Home for sale in Southbury, CT

for $799,000 with 4 bedrooms and 2 full baths, 1 half bath. This 4,530 square foot home was built in 2002 on a lot size of 2.77.

Welcome to this private four-bedroom Colonial, where thoughtful updates, generous living spaces, and endless opportunities of work, play, and unwinding come together to create a home that truly has it all. Nestled on a cul-de-sac, this home is privately set back from the road. A long driveway leads to this inviting residence where it offers ample parking with a bump out for additional parking. Step inside to discover beautiful, recently updated, American Chestnut hardwood floors throughout, complemented by elegant wainscotting in the formal living and dining room. Designed with both everyday living and entertaining in mind, the inviting kitchen features a large granite island, ample cabinets and stainless-steel appliances. The kitchen is spacious and has an open floor plan to the family room where there are beautiful transom windows that let in an abundance of light and a beautifully updated granite gas fireplace for those cozy nights. The first-floor dedicated office space was carefully designed when building this home and is the perfect flex space offering the balance of functionality and privacy off the rest of the home. The entertaining continues outdoors, where an updated Trex deck overlooks a private, level backyard with two distinctive deck areas, ideal for gatherings, relaxing, and making memories. Inside, the expansive finished basement provides even more versatile space for recreation, movie nights, game days, or hosting family and friends, complete with a walk-out basement. Upstairs, you'll find 4 generously sized bedrooms, including a spacious primary suite where you will find the updated American Chestnut hardwood floors featuring an updated bathroom that feels like a private retreat. Enjoy a spa-inspired atmosphere with a glass-enclosed walk-in shower, decorative tile accents, classic black fixtures, and a charming freestanding clawfoot soaking tub nestled beside a large window. The elegant, double sinks, white vanity and timeless black-and-white tile flooring complete this beautiful blend of classic character and modern style. With dedicated spaces for working from home, entertaining, and simply enjoying everyday life, this exceptional Colonial offers the privacy, flexibility, and comfort you've been looking for. Conveniently located near 84 and Pomperaug Highschool. A must-see home with room for every part of your lifestyle!

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Open House

11/7/2026 11:00 AM - 1:00 PM
33 Old Oakwood Drive Southbury, CT
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Coming Soon

Price

$ 799,000

Bedrooms

4

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 10,807

Style

Lot Size

2.77

Year Built

2002

Town/City

Southbury

MLS | Web ID

24216979

Features
General
Zoning B-3D
Neighborhood N/A
County New Haven
Tax Year July 2026-June 2027
Property Type Single Family For Sale
Status Coming Soon
Acres 2.77
Directions 84 Exit 16 Right on Rt 188 Strongtown Rd left on Judd Left on Tuttle Left on Old Oakwood Drive
High School Per Board of Ed
City Southbury
Elementary School Per Board of Ed
Sq Ft Total 4530
Year Built 2002
Style Colonial
Year Built Source Public Records
Energy Features Programmable Thermostat
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Interior
Cooling System Central Air
Total Rooms 11
Basement Description Full Heated Fully Finished Full With Walk-Out
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Exterior
Water Source Private Well
Lot Description Secluded Lightly Wooded Level Lot
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* Excluded Features
List By
Tracy Wilson

Listing Agent

Lamacchia Realty

Broker

twilson@lamacchiarealty.com

Email

Affordability Calculator

$6,419
Per Month
86%
14%
0%
Monthly Principal & Interest
$5,518
Monthly Property Taxes
$901
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 7.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3092524 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History
DatePricePrice ChangeDescription
11/1/2026$799,000 Listed Price

Map


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33 Old Oakwood Drive, Southbury, CT, 06488 is a Single Family Home for sale at $799,000 with 4,530 sqft and a lot size of 2.77. 33 Old Oakwood Drive has 4 bedrooms, 2.1 baths, and was built in 2002. The property's zip code is 06488 which is in Southbury, CT