Southside Homes with Montgomery Central High High School

Welcome to Southside, Tennessee – a charming community nestled in the heart of Montgomery County. Known for its warm Southern hospitality and picturesque landscapes, Southside offers a unique blend of small-town charm and modern conveniences. With its close-knit community and vibrant local culture, it's no wonder that families and individuals alike are drawn to this delightful area.

One of the standout features of Southside is its proximity to Montgomery Central High School, making it an ideal location for families looking to settle in a supportive educational environment. The school is renowned for its commitment to academic excellence and offers a variety of extracurricular activities, ensuring that students have a well-rounded experience. Living in Southside means your children can enjoy a short commute to school while being part of a thriving community that values education.

The real estate market in Southside is diverse, offering homes that cater to various lifestyles and budgets. From cozy single-family homes to more spacious properties with sprawling yards, there’s something for everyone. Many homes are situated in peaceful neighborhoods, providing the perfect backdrop for family gatherings, outdoor activities, and quiet evenings under the stars.

Additionally, Southside is conveniently located near major highways, making it easy to access nearby cities and attractions. Whether you're exploring the scenic parks, indulging in local dining, or participating in community events, Southside offers a vibrant lifestyle that residents cherish.

If you're considering a move to this lovely Tennessee town, Southside awaits with open arms, ready to welcome you home!

Newest Southside Homes with Montgomery Central High High School

$275,000

4 Beds ⋅ 2 Baths ⋅ 3593224 MLS ⋅ ACTIVE Status ⋅ 1.18 Acres ⋅ 37171 Zip Code

Truly unique country property offering privacy, character and plenty of possibilities! Situated on 1.18 beautiful acres with mature trees, this one-of-a-kind home provides approximately 2,227 sq ft of living space in a peaceful setting just 25 minutes from Clarksville or Dickson and approximately 1 hour from downtown Nashville. Often described as a berm-style home or ranch over an oversized basement, its distinctive barn-inspired construction creates a rustic character you simply don’t find every day. The 791 sq ft main level features a large bedroom with private bath and an impressive oversized living area highlighted by warm wood ceilings, walls and exposed beams. The spacious 1,436 sq ft lower level offers 3 additional bedrooms, full bath and an open kitchen/living area with a large island, providing excellent flexibility for family, guests or multi-generational living. A propane gas fireplace adds warmth and character to the home’s inviting country atmosphere. Lower level also includes a utility room plus a second utility/storage-style room, offering additional functionality. Outside, the home is nestled among mature trees with a long approach and wonderful sense of privacy. Durable metal roof and vinyl siding provide easier exterior maintenance. The combination of acreage, privacy, generous square footage and unusual floor plan creates numerous opportunities to update, personalize and make this property your own. Property is being sold AS-IS; however, seller is open to negotiations. Be sure to view all photos, aerial media and available floor plans to fully appreciate the layout, setting and possibilities this unique Southside property has to offer. Don’t miss your opportunity to enjoy peaceful country living with convenient access to Clarksville, Dickson and Nashville!

1219 Saint Michael Rd, Southside

$695,000

3 Beds ⋅ 3 Baths ⋅ 3592109 MLS ⋅ ACTIVE Status ⋅ 1.6800000000000002 Acres ⋅ 37171 Zip Code

Don't miss your opportunity to build your beautiful home on 1.68 acres of peaceful countryside! This spacious layout offers 3 bedrooms, a dedicated office, formal dining room, bonus room, and 3 full bathrooms. The open-concept living area features a fireplace and flows seamlessly into the kitchen with granite countertops, pantry, double oven, electric cooktop, and all appliances included — including a fridge. The oversized primary suite includes a sitting nook and a spa-like bath with standalone tub, separate shower, dual vanities, and quartz countertops. A perfect blend of space, comfort, and privacy. This home is not yet built! We have other floorplans and lots available! ** Photos are sample photos only. Styles, selections, upgrades, and elevations will vary.

4987 Hunter Rd, Southside

$216,500

3545587 MLS ⋅ ACTIVE Status ⋅ 43.3 Acres ⋅ 37171 Zip Code

Two separate lots totaling 43.3 acres. There is an old county rd to the property. You would need to talk to county & get them to upgrade rd. Great for hunters or could buy surrounding acres to build, or subdivide. Agent is the seller!

Southside Rd, Southside

$899,900

4 Beds ⋅ 5 Baths ⋅ 3527250 MLS ⋅ ACTIVE Status ⋅ 5.08 Acres ⋅ 37171 Zip Code

PRICE IMPROVEMENT! Now offered at $899,900! Welcome to luxury country living in Southside, where modern farmhouse style meets privacy, space, and exceptional craftsmanship. Built in 2024 and situated on 5.08 private acres, this stunning custom home offers 4 bedrooms, 4.5 baths, 3,150 square feet, and an oversized 3-car garage. Enjoy an expansive covered front porch and a massive covered back patio, perfect for entertaining, relaxing, and taking in the peaceful Tennessee countryside. Inside, soaring ceilings, exposed beams, an open-concept design, a dramatic fireplace, and designer finishes create an impressive yet comfortable living space. The chef’s kitchen features an oversized island with seating, custom cabinetry, a walk-in pantry, and premium finishes throughout. From the striking black exterior to the quiet acreage and thoughtfully designed interior, this turn-key property offers an incredible opportunity at its NEW PRICE of $899,900. Come experience everything this Southside retreat has to offer!

5456 Epps Rd, Southside

$624,900

4 Beds ⋅ 3 Baths ⋅ 3527082 MLS ⋅ ACTIVE Status ⋅ 3.16 Acres ⋅ 37171 Zip Code

Dreaming of donkeys, horses, goats, chickens or just space to spread out? 1663 Southside Rd is ready for you. Perfectly placed on over 3 fenced and cross-fenced acres, this 4 bedroom, 3 bath home with bonus room offers the ideal blend of country living and everyday comfort. Two separate pastures, a private backyard, shelter, stall with tack room, and chicken coop make this property ready for animals or simply ready to give you room to roam. With approximately 2,763 square feet, 4 bedrooms, 3 baths, a bonus room, and no carpet throughout, this home feels peaceful, cozy, clean, and bright from the moment you walk in. The split-bedroom floor plan offers privacy where you want it and space where you need it. The open living area flows into an eat-in kitchen featuring granite countertops, double ovens, and plenty of cabinet space. A formal dining room is perfect for gatherings, and the bonus room adds flexibility for a guest suite, home office, or playroom. A separate laundry room adds everyday convenience. Step outside and take in open views with mature trees offering just the right amount of privacy. Enjoy front porch sitting, quiet mornings, and country evenings with space to breathe and room to grow. If you’ve been searching for acreage, functionality, and a lifestyle that gives you more… THIS IS IT. What are you waiting for? Come see the rest for yourself today.

1663 Southside Rd, Southside

$2,900,500

3510575 MLS ⋅ ACTIVE Status ⋅ 163 Acres ⋅ 37171 Zip Code

Nestled in the heart of Tennessee, this exceptional property spans 163± acres of pristine countryside, offering a rare opportunity to own a slice of paradise near Clarksville. With 81.5 acres of woods and 91.5 acres of pasture, the farm yields approximately 150 rolls of hay annually, providing ample resources for your agricultural endeavors. A small herd of over 25 cow and calf pairs, and the farm is registered with the Greenbelt Program, ensuring a thriving ecosystem teeming with wildlife. From majestic whitetail deer and graceful turkeys to the awe-inspiring sight of bald eagles soaring overhead, this property offers an immersive experience in a true outdoor paradise. Beyond its natural beauty, this versatile land presents endless potential for expansion. Whether you’re envisioning an agricultural operation, investing in valuable land, or building a private retreat, this property provides the space and tranquility you desire. Conveniently located, it’s just 23 minutes from downtown Clarksville, 33 minutes to Dickson, and an hour to Nashville, making it an ideal location for those seeking both convenience and serenity. Property Highlights: - 163± acres of versatile land, including 80 acres of open pasture and fertile fields, and 93 acres of mature timber and scenic woodland. - Abundant water resources, including two ponds and a year-round creek along the northern boundary. - Fully fenced and cross-fenced for livestock operations. - Proven agricultural productivity, with an active cattle farm since 1976 and an annual yield of 160 rolls of hay. - Strong infrastructure, including 0.4 miles of road frontage and a new 6-inch city water line along Devers Road. Rich Farming Heritage: - The farm boasts a rich history of tobacco production, with 20 acres dedicated to dark and burley tobacco cultivation from 1938 to 2002. - Since 1938, the farm has been family-owned, operated, and meticulously maintained, ensuring its continued success and sustainability.

5141 Devers Rd, Southside

$739,900

4 Beds ⋅ 3 Baths ⋅ 3336283 MLS ⋅ ACTIVE Status ⋅ 6.77 Acres ⋅ 37171 Zip Code

Privacy & room to roam! Welcome to 1427 Southside Road. Tucked away on 6.77 private acres, this custom-built home offers the perfect balance of comfort, functionality & seclusion while remaining conveniently located. Featuring 4 bedrooms, 3 full baths, a spacious bonus room, formal dining, eat-in kitchen, & 6.77 acres to explore. This property is one you’ll never want to leave. Step inside to soaring ceilings, abundant natural light, & a thoughtfully designed floor plan that offers the perfect blend of togetherness and privacy. The spacious living room is anchored by a floor-to-ceiling stacked stone fireplace. The kitchen features custom cabinetry, quartz countertops, SS appliances, a new GAS range, & a breakfast area overlooking the backyard, while the formal dining room is ready for family dinners and holidays. The primary suite & an additional bedroom w/ a full bath are conveniently located on the main level, creating the perfect setup for guests or multigenerational living. The laundry room is also on the main level and includes a utility sink and built-in cabinetry. Upstairs, you’ll find two additional bedrooms, a Jack-and-Jill bath, plus a large bonus room perfect for a media room, playroom, home office, or gym. Step outside and experience what truly makes this property special. Relax on the covered back deck overlooking the peaceful woods, explore nearly half a mile of maintained trails, or simply enjoy the privacy that only acreage like this can provide. Wildlife is a regular visitor, making every season something to enjoy. Recent improvements include a heavy-duty livestock fence, second water heater with high-flow shower heads, 220V garage heater with remote & thermostat, gutter guards, & trails throughout the property. If you’ve been searching for a private retreat with modern finishes, usable acreage, and the best of country living without sacrificing convenience, high-speed internet, or even DoorDash… you’ve found it. What are you waiting for?

1427 Southside Rd, Southside

$783,999

5 Beds ⋅ 3 Baths ⋅ 3336093 MLS ⋅ ACTIVE Status ⋅ 5.01 Acres ⋅ 37171 Zip Code

Welcome home to this stunning 2020-built luxury residence on 5 private acres in Southside, TN! Offering 5 bedrooms, 3 full baths. The 5th bedroom can also serve as a bonus room. This home perfectly blends modern comfort with peaceful rural living. The open-concept floor plan features soaring ceilings, a spacious living room with a grand propane fireplace, and a chef’s kitchen complete with double ovens, a large island with prep sink and breakfast seating, an oversized 8’ x 3’ pantry, an eat-in breakfast area, and a formal dining room. The private primary suite includes a cozy reading nook, while the generously sized secondary bedrooms provide space for everyone. Step outside to enjoy your morning coffee on the covered front porch or unwind on the covered back deck overlooking your beautiful acreage. With no HOA, a private shooting range, and plenty of room to enjoy the outdoors, this property offers the freedom and lifestyle you’ve been looking for. Conveniently located in desirable Southside, TN, this exceptional home is a rare opportunity to own luxury acreage with modern amenities. Use of preferred lender to receive up to 1% of the loan amount as a lender credit or 1 year 1% lower rate temporary rate buydown, paid by the lender. Call Daniel Page, Synergy One Lending 931-538-9957 for more info.

1387 Southside Rd, Southside

$440,000

3 Beds ⋅ 2 Baths ⋅ 3312251 MLS ⋅ ACTIVE Status ⋅ 1 Acres ⋅ 37171 Zip Code

Welcome to this beautifully crafted new construction barndominium situated on a spacious and private lot in Southside, TN. This thoughtfully designed home features 3 bedrooms, 2 bathrooms, and an open-concept layout perfect for both everyday living and entertaining. The custom kitchen is a true centerpiece with stainless steel appliances, quality finishes, and a generous walk-in pantry complete with custom wood shelving. Each bedroom offers ample space, while the private primary suite is designed for comfort with a spa-inspired bathroom featuring a tiled walk-in shower, soaking tub, and direct access to a large walk-in closet with custom built-in shelving. Built with spray foam insulation, an energy-efficient HVAC system, and durable metal roofing and siding, this home combines style with lasting quality. Enjoy the freedom of no city taxes, no HOA, and no restrictions, all while being just 25 minutes from Downtown Clarksville and about an hour from Nashville! ***Home is under contract with a buyers 48 hour right of refusal related to the sale of their home***

4151 Southside Rd, Southside

$15,000

3312237 MLS ⋅ ACTIVE Status ⋅ 0.5 Acres ⋅ 37171 Zip Code

.58 acres in the beautiful Southside area of Montgomery County.

1260 Mount Herman Rd, Southside

$695,000

3 Beds ⋅ 3 Baths ⋅ 3288019 MLS ⋅ ACTIVE Status ⋅ 1.6099999999999999 Acres ⋅ 37171 Zip Code

You don't want to miss this modern designed 2,750 sq ft home situated on 1.610 acres of peaceful countryside. Seller offering $25K buyer concessions to use anyway you want (closing costs, rate buy down, blinds, etc) with a FPO!! This spacious layout offers 3 bedrooms, a dedicated office, formal dining room, bonus room, and 3 full bathrooms. The open-concept living area features a fireplace and flows seamlessly into the kitchen with granite countertops, pantry, double oven, electric cooktop, and all appliances included — including a fridge. The oversized primary suite includes a sitting nook and a spa-like bath with standalone tub, separate shower, dual vanities, and quartz countertops. A perfect blend of space, comfort, and privacy.

4807 Hunter Rd, Southside

$652,000

4 Beds ⋅ 4 Baths ⋅ 3281012 MLS ⋅ ACTIVE Status ⋅ 3.34 Acres ⋅ 37171 Zip Code

Offering $25,000 in buyer incentives! Enjoy luxury living in this show stopper of a home sitting on over 3 acres of beautiful land. This open concept layout is incredibly functional and welcoming. The main living space features formal decorative ceilings, pocket office space, pet palace and much more! The gourmet kitchen boasts the most amazing view with tons of natural light, stainless steel appliances.. Step out onto your covered deck to peace, serenity and the absolute best view. Primary suite features tray ceilings with a designer showcase double tile shower. Second story houses 3 additional bedrooms and an extra spacious bonus room. One bedroom is extremely oversized and very multi-functional to fit your needs. Enjoy the extra space that comes with having a 3rd car garage! You deserve a property like this that you can be proud of.

233 Lewis Grant Ln, Southside

Start Your Search

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.