Woodlawn Real Estate for Sale

Living in Woodlawn

Residents of Montgomery County love the area's ideal balance of small-town southern hospitality and modern convenience. Located just 40 minutes northwest of Nashville, the county seat of Clarksville offers a highly affordable cost of living and a vibrant, growing downtown core filled with local boutiques, breweries, and historical sites.

Outdoor enthusiasts and families are drawn to the county’s lush natural scenery, highlighted by the scenic Cumberland River, Dunbar Cave State Park, and Liberty Park. The community is also deeply rooted in military tradition due to its proximity to Fort Campbell, which creates a uniquely patriotic, tight-knit environment with a population that is famously welcoming to newcomers and veterans.

See what your Woodlawn, TN home is worth

Get a real number for your Woodlawn, TN home, farm, or land

Talk with Tennessee Home & Farm Real Estate

Tennessee Home & Farm Real Estate pairs valuation technology with practical Woodlawn, TN pricing guidance, seller preparation advice, land context, and listing strategy based on the property details buyers evaluate in Montgomery County. Use the estimate as a starting point, then talk with a THFRE agent about condition, timing, acreage, access, utilities, recent comparable sales, and how your property compares with similar Tennessee homes, farms, or land.

Woodlawn real estate market stats — last 6 months

$302,000Median list price
$29,600Median price per acre
22Active listings
44Median days on market

Need a real estate agent in Woodlawn, TN?

Talk with the top Woodlawn, TN real estate agents

Tennessee Home & Farm Real Estate helps clients with clear communication, local knowledge, seller preparation, negotiation support, land-aware diligence, and smoother closings. For Woodlawn, TN, that means practical help with pricing, preparation, negotiations, inspections, and closing details. Contact THFRE about Woodlawn, TN.

Meet THFRE

Search all Western & Central Tennessee real estate

Choose a property type, or open a county to find its cities and towns.

Woodlawn real estate FAQs

Woodlawn listings in Montgomery County include country homes with acreage, smaller residential homes, farms, and raw land. The mix shifts over time depending on what sellers bring to market, so checking listings gives you the most accurate picture. Whether you are looking for a working farm, a home with a few acres, or a tract to hold long term, this area offers a range of options worth comparing side by side.

Country homes and farm properties in Woodlawn often involve well and septic systems, private road access, outbuildings, fencing, and acreage that all need separate evaluation. Inspections should cover more than the house itself. Lenders may also have different requirements depending on the acreage and property type. Working with an agent who understands rural due diligence in Montgomery County helps you avoid surprises after closing.

Buyers should have financing reviewed, know their preferred property type, and understand the due-diligence items that matter in Montgomery County. Before writing an offer, compare condition, acreage, access, utilities, inspection needs, title questions, and comparable sales. That preparation helps you choose terms that fit the property without skipping important safeguards.

Woodlawn buyers should compare the property type, setting, acreage, improvements, access, utilities, condition, and intended use before focusing on price alone. A town home, country home, farm, and raw land tract can each require different inspections, financing, and title review. THFRE helps sort those details so the search stays practical.

Tennessee Home & Farm Real Estate focuses specifically on homes, farms, land, and acreage across Western and Central Tennessee, including Montgomery County. That focus means the guidance you get is grounded in rural and agricultural property, not just standard residential transactions. Whether you are buying your first country home or selling a working farm, the team understands the local market and the due diligence that rural property requires.

4630 York Landing Rd, Woodlawn $245,000

Welcome to peaceful country living on 1.6 wooded acres in desirable Woodlawn! This charming 3-bedroom, 2-bath home offers privacy, space, and thoughtful updates — all jus...

3 Beds
2 Baths
3306566 MLS
ACTIVE Status
1.5899999999999999 Acres
37191 Zip Code

2825 Lylewood Rd, Woodlawn $385,777

Welcome home to this beautifully renovated 4-bedroom, 3-bathroom ranch-style home where everything is brand NEW! Offering an ideal blend of modern updates and comfortable...

4 Beds
3 Baths
3305461 MLS
ACTIVE Status
0.98 Acres
37191 Zip Code

3550 John Taylor Rd, Woodlawn $512,000

Welcome to this stunning 5-bedroom, 3.5-bath home situated on 2.58 beautiful acres, offering the perfect blend of space, comfort, and functionality. Step inside to be gre...

5 Beds
4 Baths
3304794 MLS
ACTIVE Status
2.58 Acres
37191 Zip Code

2758 Shepherds Ct, Woodlawn $305,000

Country Living with Modern Convenience – No HOA! Looking for the perfect blend of peaceful country living and everyday convenience? This beautifully maintained all-brick...

3 Beds
2 Baths
3299312 MLS
ACTIVE Status
0.61 Acres
37191 Zip Code

Cooper Creek Road, Woodlawn $555,000

Discover the possibilities with this beautiful ±70-acre tract featuring road frontage on both Blooming Creek Road and Linder Ridge Road. Whether you’re looking for the pe...

3287803 MLS
ACTIVE Status
69.44 Acres
37191 Zip Code

2438 Chester Harris Rd, Woodlawn $289,900

***Seller Offering $11,000 Towards Buyers Closing Costs/Rate Buydown + $20,000 Renovation Budget | Recommended Lender Offering Up To $4,348 Towards Buyers Closing Costs/R...

3 Beds
2 Baths
3278649 MLS
ACTIVE Status
1.5 Acres
37191 Zip Code

3070 Dover Rd, Woodlawn $279,900 ▼

This beautifully all-brick home offers timeless appeal with modern upgrades throughout. Featuring new windows and a new roof, this property is built to last. Inside, you'...

3 Beds
2 Baths
3271961 MLS
ACTIVE Status
0.91 Acres
37191 Zip Code

2449 Outlaw Rd, Woodlawn $349,900

Escape to the peace and privacy of country living at 2449 Outlaw Rd! This spacious 3-bedroom, 2-bath home offers approximately 1,810 square feet of comfortable living spa...

3 Beds
2 Baths
3256155 MLS
ACTIVE Status
2 Acres
37191 Zip Code

Lylewood Road, Woodlawn $164,000

Take a look at this incredible tract of mature timber in the heart of Woodlawn! This property has a cleared building spot just off the road ready to give you that solitud...

3255510 MLS
ACTIVE Status
20 Acres
37191 Zip Code

3345 Knight Rd, Woodlawn $135,000

Opportunity awaits on this 2.7-acre county property! The biggest value is the beautiful, flat land that's ready for your future home without the added expense of extensiv...

3 Beds
2 Baths
3255209 MLS
COMING SOON / HOLD Status
2.79 Acres
37191 Zip Code

3824 Oakwood Rd, Woodlawn $550,000

Enjoy privacy, space, and convenience in this beautifully renovated single-story home situated on land with room to spread out. Tucked away from the hustle while still of...

3 Beds
2 Baths
3250711 MLS
ACTIVE Status
7.19 Acres
37191 Zip Code

4515 Chester Harris Road, Woodlawn image

4515 Chester Harris Road, Woodlawn $379,000

Tranquil Country Retreat On 2.49 Acres close to Fort Campbell. This Peaceful Home Offers Private, Tree-Lined Views And Generous Outdoor Space—Perfect For Gardening, Recre...

3 Beds
3 Baths
3247335 MLS
ACTIVE Status
2.49 Acres
37191 Zip Code

Information Is Believed To Be Accurate But Not Guaranteed. Some or all listings may or may not be listed by the office/agent presenting these featured properties. Copyright 2026 MTRMLS, Inc. RealTracs Solutions.