Pleasantville Homes for Sale

Pleasantville Homes for Sale

Welcome to Pleasantville, Tennessee – a hidden gem tucked away in the heart of Perry County. This charming city is a perfect blend of small-town warmth and natural beauty, making it an ideal place for families, retirees, and anyone seeking a peaceful lifestyle. Known for its friendly community and picturesque landscapes, Pleasantville offers a serene escape from the hustle and bustle of city life while still providing access to modern conveniences.

As you explore this enchanting locale, you'll discover a variety of outdoor activities, from hiking the scenic trails of nearby parks to enjoying leisurely days by the pristine waters of the Tennessee River. The city is steeped in rich history, with quaint shops and local eateries that showcase the region's heritage. Community events and festivals throughout the year foster a strong sense of belonging, making it easy to connect with your neighbors.

If you're considering a move to Pleasantville, you're in luck! The real estate market here boasts an array of homes for sale that cater to diverse tastes and budgets. Whether you're looking for a cozy cottage, a spacious family home, or a charming historic property, Pleasantville has something for everyone. With its affordable housing options and a welcoming community, now is the perfect time to find your dream home in this idyllic city.

Discover the joys of life in Pleasantville, where the tranquility of nature meets the warmth of community. Let us help you find the perfect home to create lasting memories in this beautiful corner of Tennessee!

Newest Pleasantville Homes for Sale

1225 Tanner Hollow Rd, Pleasantville
$229,000
2 Beds ⋅ 1 Baths ⋅ 3619381 MLS ⋅ ACTIVE Status ⋅ 1 Acres ⋅ 37033 Zip Code
Good things really do come in small packages! Nestled on one acre, this renovated cottage offers 2 bedrooms, 1 bath, and 968 square feet filled with warmth and character. A welcoming covered front porch sets the tone for relaxed living, while wood accents and charming details bring personality to the interior. The kitchen features stainless steel appliances, and the bathroom’s freestanding soaking tub invites you to unwind. Outside, enjoy mature trees, a backyard garden, and a rear deck with room to sit back and take in the surroundings. From morning coffee on the porch to afternoons in the garden, this cozy retreat offers plenty to love, inside and out.

1225 Tanner Hollow Rd, Pleasantville
3344 Hwy 438 E, Pleasantville
$384,900
2 Beds ⋅ 3 Baths ⋅ 3526625 MLS ⋅ ACTIVE Status ⋅ 12.51 Acres ⋅ 37033 Zip Code
A little piece of Tennessee that's getting harder to find is currently available. Situated on approximately 12.5 acres in Pleasantville, this 4 bedroom, 2.5 bathroom home has 1,921 square feet of living space and a setting filled with character, privacy and natural beauty. The home was updated in 2021, with a metal roof, farmhouse inspired details, expansive covered porches and decking overlooking the surrounding countryside. An unfinished basement provides additional space for storage and workshop space. The home comes with a refrigerator, washer and dryer. The outdoors is where this property truly sets itself apart. Explore 12.5 acres of open pastures and wooded terrain featuring a natural spring, mature fruit trees, a chicken coop, striking rock formations and even a cave tucked into the hillside. The combination of usable pasture and wooded acreage creates opportunities for animals, gardening, recreation or simply enjoying the land. Whether envisioned as a homestead, hobby farm or private country retreat, this property offers the space and natural features to create something special. From fruit trees and grazing pasture to the spring and wooded trails, this isn't simply a home on acreage, it's a place to put down roots and enjoy a different pace of Tennessee living. Note: There are three additional hobby/office rooms that if Septic lines would be increased could easily be turned into a 4,5 bedroom home.

3344 Hwy 438 E, Pleasantville
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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.

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