Woodlawn Homes for Sale

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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.

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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

$305,000Median list price
$29,600Median price per acre
13Active listings
28Median days on market

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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 home search strategy, pricing, offer terms, inspections, and negotiations. Contact THFRE about Woodlawn, TN.

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Woodlawn homes for sale FAQs

Beyond bedrooms and square footage, compare the condition of major systems like roof, HVAC, and plumbing, along with lot size, setting, and whether the home is on public utilities or well and septic. Country homes in this part of Montgomery County often come with outbuildings, gravel drives, and acreage that add value but also add inspection points. Factor in property taxes and insurance when estimating your total monthly cost.

A thorough inspection is essential, especially for older homes or properties that have been rented or sat vacant. In rural settings, inspectors should also evaluate the well, septic system, crawl space, and any outbuildings included in the sale. Do not skip the inspection to speed up closing. Issues found after closing become your responsibility, and repair costs on country homes can add up quickly if problems were missed upfront.

A home in a more developed part of Woodlawn may have public water, sewer, and shorter utility runs, while a country home with acreage typically involves a well, septic system, and more land to maintain. The due diligence list is longer for rural homes, and financing can vary depending on acreage and property type. Both can be good options depending on your lifestyle, but they require different preparation from buyers.

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.

Sellers should address obvious repairs, clean up the home and exterior, gather records for major systems, and make sure acreage, utilities, access, and improvements are clearly documented. Pricing should be based on comparable sales, condition, setting, and property-specific features rather than broad averages. Good preparation helps buyers evaluate the property with fewer surprises.

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

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

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

3776 John Taylor Rd, Woodlawn $295,000 ▼

Escape to the peace and quiet of the Tennessee countryside in this like new abode. This ranch style home has been taken down to the studs and rebuilt with care, this prop...

3 Beds
2 Baths
3244430 MLS
ACTIVE Status
0.71 Acres
37191 Zip Code

2552 Farms Cir, Woodlawn $499,900

Escape to your own private oasis with this beautifully maintained 3-bedroom, 2.5-bath home situated on 4 peaceful acres in Woodlawn, TN. This property offers a shooting r...

3 Beds
3 Baths
3244402 MLS
ACTIVE Status
4 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.

Woodlawn Homes for Sale

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Woodlawn Homes for Sale

Searching for a Woodlawn home?

See what your Woodlawn, TN home is worth

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

Woodlawn real estate market stats — last 6 months

Talk with top Woodlawn, TN real estate agents for homes for sale

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