299 Winwood Dr Lebanon, TN $ 440,000
299 Winwood Dr
$ 440,000
Recently Listed
Open House 7/26 2pm - 4pm
Share Save

299 Winwood Dr

Lebanon, TN, 37087
$ 440,000
Bedrooms3 Baths2.0 Sq 1,838

Monthly Estimate*

$ 2,778

299 Winwood Dr, Lebanon, TN 37087 - Image 1
299 Winwood Dr, Lebanon, TN 37087 - Image 2
299 Winwood Dr, Lebanon, TN 37087 - Image 3
299 Winwood Dr, Lebanon, TN 37087 - Image 4
299 Winwood Dr, Lebanon, TN 37087 - Image 5
299 Winwood Dr, Lebanon, TN 37087 - Image 6
299 Winwood Dr, Lebanon, TN 37087 - Image 7
299 Winwood Dr, Lebanon, TN 37087 - Image 8
299 Winwood Dr, Lebanon, TN 37087 - Image 9
299 Winwood Dr, Lebanon, TN 37087 - Image 10
299 Winwood Dr, Lebanon, TN 37087 - Image 11
299 Winwood Dr, Lebanon, TN 37087 - Image 12
299 Winwood Dr, Lebanon, TN 37087 - Image 13
299 Winwood Dr, Lebanon, TN 37087 - Image 14
299 Winwood Dr, Lebanon, TN 37087 - Image 15
299 Winwood Dr, Lebanon, TN 37087 - Image 16
299 Winwood Dr, Lebanon, TN 37087 - Image 17
299 Winwood Dr, Lebanon, TN 37087 - Image 18
299 Winwood Dr, Lebanon, TN 37087 - Image 19
299 Winwood Dr, Lebanon, TN 37087 - Image 20
299 Winwood Dr, Lebanon, TN 37087 - Image 21
299 Winwood Dr, Lebanon, TN 37087 - Image 22
299 Winwood Dr, Lebanon, TN 37087 - Image 23
299 Winwood Dr, Lebanon, TN 37087 - Image 24
299 Winwood Dr, Lebanon, TN 37087 - Image 25
299 Winwood Dr, Lebanon, TN 37087 - Image 26
299 Winwood Dr, Lebanon, TN 37087 - Image 27
299 Winwood Dr, Lebanon, TN 37087 - Image 28
299 Winwood Dr, Lebanon, TN 37087 - Image 29
299 Winwood Dr, Lebanon, TN 37087 - Image 30
299 Winwood Dr, Lebanon, TN 37087 - Image 31
299 Winwood Dr, Lebanon, TN 37087 - Image 32
299 Winwood Dr, Lebanon, TN 37087 - Image 33
299 Winwood Dr, Lebanon, TN 37087 - Image 34
299 Winwood Dr, Lebanon, TN 37087 - Image 35
299 Winwood Dr, Lebanon, TN 37087 - Image 36
299 Winwood Dr, Lebanon, TN 37087 - Image 37
299 Winwood Dr, Lebanon, TN 37087 - Image 38

Single Family Home for sale in Lebanon, TN

for $440,000 with 3 bedrooms and 2 full baths. This 1,838 square foot home was built in 1968 on a lot size of 0.6.

Discover the perfect combination of comfort, space, and convenience in this beautifully updated 3-bedroom, 2-bath, one-level home situated on a spacious .60-acre corner lot. With two separate living areas, there’s plenty of room for entertaining, relaxing, or creating a flexible space to fit your lifestyle. All three bedrooms feature walk-in closets, offering exceptional storage throughout the home. The private primary suite includes a spacious walk-in closet and an en-suite bathroom with a tub/shower combination, creating a comfortable retreat. Step outside to enjoy the screened-in patio overlooking the generous backyard. The outdoor storage shed, along with the dryer, will convey with the property. Conveniently located in the heart of town, you'll enjoy quick access to restaurants, shopping, hospitals, and everyday amenities while still having the space and privacy. This well-maintained home is ready for its next owner. Don't miss your opportunity to make it yours!

See more

Open House

7/26/2026 2:00 PM - 4:00 PM
299 Winwood Dr Lebanon, TN
* 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 Active

Price

$ 440,000

Bedrooms

3

Full Bath

2

Property Type

Single Family

Taxes

$ 1,817

Style

Lot Size

0.6

Year Built

1968

Town/City

Lebanon

County/Region

Wilson

MLS | Web ID

3304560

Features
General
Living Area 1838
Sewer Public Sewer
Heating Central Electric Natural Gas
Cooling Ceiling Fan(s) Central Air
Utilities Electricity Available Natural Gas Available Water Available
Possession Close Of Escrow
Roof Asphalt
Appliances Built-In Electric Oven Cooktop Dishwasher Dryer Microwave
Garage Spaces 1
Patio/Porch Features Porch Covered Patio Screened
Construction Materials Brick Vinyl Siding
Year Built 1968
Stories Count 1
Levels One
Property Subtype Single Family Residence
County Wilson County TN
New Construction N
Property Type Residential
Attached Garage Y
Subdivision Name Blair Lane 2
Garage Y/N Y
Full Baths 2
Status Active
Buyer Financing Conventional FHA Other USDA VA
Directions Head west from the Lebanon Square onto West Main Street. Continue on West Main Street for approximately 2.5 miles. Turn left onto Winwood Drive. Follow Winwood Drive for about 0.6 miles to reach 299
High School Lebanon High School
City Lebanon
Senior Community Y/N N
Lot Size Units Acres
Elementary School Castle Heights Elementary
Property Attached Y/N N
Year Built Details Existing
Tax Annual Amount 1817
Middle/Junior High School Winfree Bryant Middle School
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
See more
Interior
Interior Amenities Ceiling Fan(s) Redecorated Walk-In Closet(s)
Basement Crawl Space None
Flooring Luxury Vinyl Tile
Total Fireplaces 1
Air Conditioning Y/N Y
Heating Y/N Y
Fireplace Y/N Y
Above Grade Finished Area 1838
Half Baths 0
Total Bedrooms 3
Main Level Bedrooms 3
Below Grade Finished Area Unit Type Square Feet
Below Grade Finished Area Source Assessor
Above Grade Finished Area Source Assessor
Above Grade Finished Area Unit Type Square Feet
Total Baths 2
See more
Exterior
Parking Features Garage Faces Rear Asphalt Driveway
Water Source Public
Total Parking 1
Lot Size Area 0.6
Building Area Total 1838
Lot Dimensions 135.3 X 200
Lot Size Acres 0.6
Lot Size Source Calculated from Plat
Waterfront Y/N N
Covered Spaces 1
See more
Internal Only
Street Number 1 299
See more
* Excluded Features
List By
Castle Heights Realty

Broker

mollywarrenrealtor@gmail.com

Email

Affordability Calculator

$2,930
Per Month
95%
5%
0%
Monthly Principal & Interest
$2,778
Monthly Property Taxes
$151
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% 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.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
3584500 Elementary School
245246 Middle School
Lebanon High School High School
Pricing History
DatePricePrice ChangeDescription
7/23/2026$440,000 Listed Price

Map


See all

299 Winwood Dr, Lebanon, TN, 37087 is a Single Family Home for sale at $440,000 with 1,838 sqft and a lot size of 0.6. 299 Winwood Dr has 3 bedrooms, 2.0 baths, and was built in 1968. The property's zip code is 37087 which is in Lebanon, TN