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3385 Bailey Rd, Franklin
$18,250,000
4 Beds ⋅ 5 Baths ⋅ 2980489 MLS ⋅ CLOSED Status ⋅ 39.85 Acres ⋅ 37064 Zip Code
Surrounded by protected Tennessee Land Trust properties and just minutes from Leipers Fork Village, this luxury estate farm offers a rare blend of natural beauty and exquisite craftsmanship designed for effortless indoor and outdoor living. Nearly 40 acres showcase sweeping views of rolling hills, two stocked ponds, grazing pastures, an organic vegetable garden, walking trails, and endless privacy. Designed for both relaxation and entertaining, the estate features a saltwater infinity-edge pool, a Gavin Duke–designed poolside cabana with stone fireplace, and a stunning formal garden with fountain adjacent to the outdoor kitchen and dining area. The main residence, 3385 Bailey Road, is as timeless as it is elegant. With its large wraparound porch, you’ll capture both sunrise and sunset. Inside, the home features a great room ideal for entertaining, three upstairs ensuite bedrooms, a main-level office/guest room, and a chef’s kitchen that serves as the heart of the home. Three fireplaces add warmth and character throughout. A full guest apartment with a private entrance, living room, kitchen, and bedroom sits above the oversized 3-car garage. Across the property is the “77” Entertainment Barn, which is nothing short of extraordinary. Designed by architect Eric Stengel, this 5,300 sq. ft. masterpiece combines rustic character with refined luxury. Soaring ceilings frame an open space anchored by a grand imported bar with large video wall, and two stone fireplaces—perfect for both large and intimate gatherings. Two private bedroom suites, each with a fireplace, laundry, and kitchenette, flank the great room, while a game room, full upstairs catering kitchen, gym, bathroom, and oversized 2-car garage provide modern convenience. Adding to its prestige, a Gary Hedden–designed recording studio makes this barn a destination for creativity and entertainment. The “77” is truly one of Leipers Fork’s most remarkable spaces. Option to purchase fully furnished.

3385 Bailey Rd, Franklin

3360 Sweeney Hollow Rd, Franklin
$10,000,000
3 Beds ⋅ 3 Baths ⋅ 3167360 MLS ⋅ CLOSED Status ⋅ 41.5 Acres ⋅ 37064 Zip Code
Just minutes from the heart of Leipers Fork Village, this extraordinary 41.5-acre gated estate, with two ponds, redefines what it means to live stylishly in the country. Hidden and private behind gates, a winding half-mile paved drive through pastures and native hardwoods makes this property feel worlds away—yet it’s close to everything that makes Leipers Fork iconic. At the end of the drive sits a masterfully renovated, hand-hewn log and stone home—equal parts soulful and sophisticated. Every inch of this residence has been elevated with artful design, moody textures, and modern comfort. The home features a generous front porch, two stone fireplaces, black hardwood floors, open living spaces and a chef’s kitchen built for gathering. The primary suite and two additional bedrooms are set apart from the open public spaces for privacy, and a large bonus room is currently used as a music studio, would make an ideal guest room with it’s privacy and proximity to the 3rd bathroom. The enclosed climate controlled sun porch is something to be experienced, with doors opening out to your own private wellness retreat— complete with a hot tub, sauna, and cold plunge overlooking the trees. Just beyond, a fully renovated, climate-controlled barn, currently a gym and guest space, features a wet bar, bathroom with laundry, ground-floor flex room, as well as a sleeping loft. From there, a short path leads a ridgetop swimming pool with a custom container bar, ideal for epic entertaining. The pool sits adjacent to the 5-6 bedroom perc site, making an ideal situation if someone desires to add a larger home to the property. Outdoors, the over 41 acres of land unfolds in a mix of rolling pasture, two stocked ponds, mature woods, and an antique hay barn that nods to the property’s history. With two preliminarily approved perc sites (a 5–6 bedroom and a 2-bedroom near the ponds), there is ample opportunity for expansion and plenty of room for horses!

3360 Sweeney Hollow Rd, Franklin

Blazer Rd, Franklin
$7,700,000
3245357 MLS ⋅ CLOSED Status ⋅ 92.83 Acres ⋅ 37064 Zip Code
A rare opportunity to create a legacy estate on nearly 93 acres in one of Middle Tennessee's most coveted locations. Ideally positioned between Leiper's Fork and Franklin, this remarkable property offers a rare combination of privacy, beauty, and convenience. Rolling pastures, century-old trees, wooded trails, and two natural springs create a landscape rich in character. At the heart of the property, a dramatic horseshoe-shaped ridgeline rises to more than 900 feet in elevation, forming a natural amphitheater of mature hardwoods and open pasture. Perched atop this extraordinary landform is a premier build site designed to capture panoramic views and Tennessee sunsets. The property offers exceptional flexibility with an approved 7-bedroom homesite, created by combining approved 5-bedroom and 2-bedroom soil sites to allow for a substantial main residence. Alternatively, the sites may remain separate, creating the ideal opportunity for a primary home and guest residence. Protected by The Land Trust for Tennessee, the property preserves the area's rural character while allowing for a family compound. Approved soil sites and septic approvals are already in place. The land is ideally suited for an equestrian estate, gentleman's farm, recreational retreat, or multi-generational family sanctuary. An adjoining 3.09-acre parcel may also be available separately. With an approved 3-bedroom soil site and completed architectural and design plans, it offers the opportunity for a guest residence, caretaker's cottage, or additional homesite. Despite its peaceful setting, the property is minutes from Southall Farm & Inn, Westhaven, Downtown Franklin, and Leiper's Fork Village. Conceptual renderings are for illustrative purposes only. Guest house plans and a curated design lookbook convey with the sale. Properties of this scale, beauty, and location rarely come to market, offering a rare opportunity to create a lasting legacy in the heart of Tennessee horse country.

Blazer Rd, Franklin

2079 Old Hillsboro Rd, Franklin
$6,720,000
3 Beds ⋅ 4 Baths ⋅ 3527891 MLS ⋅ CLOSED Status ⋅ 20.9 Acres ⋅ 37064 Zip Code
A Legacy Estate in the Heart of Leiper’s Fork! Discover Foundery Fields, an extraordinary 20.9-acre legacy estate where historic Tennessee character meets refined European influence and modern luxury. Nestled just two miles from the heart of historic Leiper’s Fork and minutes from downtown Franklin, this remarkable property offers an exceptional blend of privacy, beauty and convenience. At the heart of the estate is a beautifully restored 4,294-square-foot cottage-style farmhouse, thoughtfully curated with wallpapers imported from Italy and France and fireplace stoves imported from the UK. The main level features the primary suite and an additional bedroom/office, while three flexible upstairs rooms with closets offer additional sleeping quarters, offices or studios. Four full baths and a home gym complete the home. A private guest cottage overlooking the gardens and 216-tree orchard features its own kitchen, living area, loft bedroom and full bath—ideal for guests or a private office. The estate is a destination unto itself with a heated pool, sauna, cold plunge, greenhouse, harvest barn, historic four-stall barn with hayloft, additional outbuildings and an apitherapy bee hut. Fenced and cross-fenced pastures and paddocks offer endless possibilities for equestrian or hobby-farm pursuits. A meandering creek and picturesque bridges wind through the property, while Harpeth River frontage invites fly-fishing, canoeing and quiet afternoons along the water. Multiple driveways and entrances add flexibility, while the estate's distinctive structures and breathtaking setting offer incredible potential as a one-of-a-kind event or gathering property, subject to applicable approvals. Foundery Fields is more than a home—it is a private retreat, a lifestyle and a rare opportunity to own an extraordinary piece of Middle Tennessee.

2079 Old Hillsboro Rd, Franklin

3380 Southall Rd, Franklin
$5,200,000
4 Beds ⋅ 6 Baths ⋅ 2969893 MLS ⋅ CLOSED Status ⋅ 15 Acres ⋅ 37064 Zip Code
Welcome to Shady Creek, an exceptional estate nestled on one of the most coveted streets in historic Leiper’s Fork. This 15-acre property, composed of two separate parcels, one 5 acres and one 10 acres, offers rare flexibility for a multi-generational compound, guest house, or future expansion. Preliminary soil testing has identified two additional perc sites, enhancing the property’s potential for future development. Set among the rolling hills of Williamson County, this exquisitely remodeled estate is a masterful blend of timeless elegance and natural beauty. The gated entry leads to a thoughtfully designed home where serenity, privacy, and elevated living converge all within minutes from the charm of downtown Franklin, Southall, and the heart of Leiper’s Fork Village. Inside, every detail has been curated with purpose. The four-bedroom, three full and three half-bath layout provides both comfort and functionality. A remodeled kitchen anchors the heart of the home, while the primary suite offers a peaceful escape with clean architectural lines, luxurious finishes, and calming views. Rich hardwood floors, abundant natural light, and a welcoming fireplace infuse the interiors with warmth and sophistication. The finished basement expands the home’s versatility, ideal for a gym, media room, office, or teen lounge. Outside, a screened porch and expansive wraparound deck provide the perfect setting for morning coffee, afternoon lounging, or evening gatherings overlooking the hills. The grounds are equally enchanting, offering a blend of open pasture and wooded privacy. A three-stall barn with gray water and power creates opportunities for equestrian use or creative adaptation. The property’s thoughtful layout and infrastructure, paired with its additional septic potential, make it a compelling opportunity for those seeking legacy land in one of Middle Tennessee’s most iconic locations.

3380 Southall Rd, Franklin

5222 Still House Hollow Rd, Franklin
$4,350,000
4 Beds ⋅ 5 Baths ⋅ 3163746 MLS ⋅ CLOSED Status ⋅ 17.06 Acres ⋅ 37064 Zip Code
Tucked away in the heart of Leipers Fork, this extraordinary 17.06-acre estate delivers a rare blend of luxurious living, pastoral charm, and modern convenience. Every inch of this refined retreat has been thoughtfully designed to embrace both elegance and comfort. At the heart of the home, you'll find a chef-inspired kitchen outfitted with high-end, Fisher & Paykel appliances and crafted for both entertaining and everyday use. Smart home features are integrated throughout, offering convenience at your fingertips, while a whole-house water filtration system ensures pure comfort in every drop. Step into the primary suite and experience true indulgence—complete with heated floors in the spa-like bathroom, designed for unwinding in style. Outdoors, the lifestyle continues: soak in the private spa oasis featuring a sauna, cold plunge, and open-air shower, or relax poolside with room to entertain beneath the wide Tennessee sky. A 3-car garage provides generous parking and storage, with an expansive 1,500 sq ft flex space above—perfect for a private office, creative studio, or future guest suite. The property also features a charming four-stall barn with a tack room, ideal for equestrian pursuits or hobby farming. With room to expand and the possibility of additional bedroom configurations, this estate adapts to your evolving needs. Located just minutes from Historic Downtown Leipers Fork, WestHaven Golf Club, and the vibrant streets of Downtown Franklin, the home offers peaceful seclusion without sacrificing access to the area's most sought-after destinations. The land benefits from Greenbelt Forestry status, providing potential tax advantages for the next owner. For those seeking a fully furnished turnkey opportunity, the entire collection of furnishings is available for purchase. Experience the perfect balance of serene country living and elevated modern luxury—this is a once-in-a-lifetime opportunity to call Leipers Fork home.

5222 Still House Hollow Rd, Franklin

3514 Bailey Rd, Franklin
$4,200,000
5 Beds ⋅ 6 Baths ⋅ 2931961 MLS ⋅ CLOSED Status ⋅ 8.15 Acres ⋅ 37064 Zip Code
Welcome to an extraordinary private estate in picturesque Leipers Fork, masterfully crafted by the esteemed Baird Graham Builder with architectural design by the renowned Paul Bates. This European-inspired residence seamlessly blends into its breathtaking natural surroundings, with a cedar shake roof and copper accents enhancing its timeless elegance. Nestled on 8.15 pristine acres along one of Leipers Fork’s most coveted roads, this exceptional home offers over 6,000 square feet of refined living space, unparalleled privacy, and sweeping countryside views. Inside, five impeccably designed bedrooms and five-and-a-half luxurious bathrooms showcase meticulous craftsmanship and attention to detail. At the heart of the home, a chef’s kitchen serves as a true culinary masterpiece, featuring a stunning Taj Mahal Quartzite island, custom cabinetry, and top-tier appliances—including a Thermador column refrigerator and freezer, Thermador microwave, and a professional Wolf gas range with six burners, a griddle, and a double oven. Thoughtfully curated designer lighting, elegant beam detailing, and refined crown molding add layers of warmth and sophistication throughout. Named the Resilient House, this home is a testament to energy efficiency and modern innovation. A cutting-edge 15kW solar power system supports off-grid living, complemented by dual water sources (both well and city) and a whole-house filtration system. The home is prepped for seamless generator integration, ensuring continuous comfort and security. A gated entrance and fully monitored security system provide ultimate peace of mind. Additional highlights include an oversized three-car garage with epoxy flooring and custom cabinetry, along with ample storage throughout. Designed for both luxury and sustainability, this remarkable estate offers a rare opportunity to experience refined country living at its finest.

3514 Bailey Rd, Franklin

5662 Pinewood Rd, Franklin
$3,500,000
4 Beds ⋅ 6 Baths ⋅ 3225343 MLS ⋅ CLOSED Status ⋅ 6.1 Acres ⋅ 37064 Zip Code
Nestled among the rolling hills of Leipers Fork, Pinewood Manor is a private estate where timeless architecture and natural beauty exist in perfect harmony. Built by Bordeaux Homes and situated on over 6 secluded acres, this custom residence offers 4,790 square feet of thoughtfully designed living space surrounded by peaceful views. A dramatic two-story foyer welcomes you through arched steel-framed doors, opening to interiors defined by soaring ceilings, exposed timber beams, wide-plank white oak flooring, natural stone accents, and exceptional craftsmanship throughout. Expansive windows fill the home with natural light while framing the beauty of the surrounding landscape. At the heart of the home, the kitchen features an oversized island, custom cabinetry, premium appliances, and a fully equipped scullery. The adjoining living spaces flow effortlessly to a covered back porch through oversized sliding doors, creating seamless indoor-outdoor living and the perfect setting for entertaining or quiet evenings immersed in nature. The main level features both the luxurious primary suite and a spacious secondary bedroom with a private en suite bath, ideal as a guest retreat, multigenerational living space, or secondary primary suite. A stunning window-lined sunroom offers endless possibilities as a home office, lounge, or private retreat among the trees.Upstairs, each additional bedroom enjoys its own en suite bath, while a large bonus room with wet bar provides the perfect space for entertaining and gathering. An additional flex room with a full bath offers the potential for a fifth bedroom, bunk room, fitness studio, or private guest suite. Extensive storage throughout the home provides flexibility for future expansion or customization. Thoughtfully designed for everyday convenience, the home includes both main-level and upper-level laundry rooms. Private yet convenient, just minutes from the Village & Historic Downtown Franklin.

5662 Pinewood Rd, Franklin

5467 Pinewood Rd, Franklin
$1,710,000
4 Beds ⋅ 3 Baths ⋅ 3215519 MLS ⋅ CLOSED Status ⋅ 5.04 Acres ⋅ 37064 Zip Code
Set on 5.04 scenic acres just minutes from historic Leiper's Fork and a stone's throw away from Natchez Trace Pkwy - this thoughtfully expanded 1897 home offers a rare blend of historic character, privacy and modern comfort. At the center of the home is the original log living room with wood beams and fireplace, a cozy space with preserved craftsmanship and history. Kitchen feat. granite countertops, generous pantry and mudroom storage. Added to the home is an expansive living area w/exposed beams, arched metal doors and floor to ceiling windows with access to limestone patio designed for entertaining. The main level includes private primary suite and 2nd bedroom ideal for nursery, office, hobby room with a 2nd full bathroom on main floor. Upstairs, two bedrooms share updated full bathroom, private deck and flex space. Wood floors, warm textures, curated finishes and preserved architectural details create an inviting atmosphere. Nearly 2 acres are enclosed by iconic black four-board fencing, mature trees and multiple outdoor spaces to connect to the countryside. Screened front porch overlooking front yard and opening into side garden, stone patio areas and private decks designed to enjoy every season. Rarely found with a historic property of this era, the oversized 3 car garage offers storage, workspace, flexibility and functionality. A thoughtfully preserved piece of Tennessee history in one of Williamson Counties most cherished communities.

5467 Pinewood Rd, Franklin

5668 Pinewood Rd, Franklin
$950,000
3 Beds ⋅ 2 Baths ⋅ 3223750 MLS ⋅ CLOSED Status ⋅ 7.71 Acres ⋅ 37064 Zip Code
Charming Country Cottage just minutes from Historic Leipers Fork with easy access to 840! Welcome home to 5668 Pinewood Rd. This home is beautifully situated on almost 8 acres with plenty of room to spread out and enjoy the peace and quiet of the countryside. The home features all three bedrooms on the main floor with a full basement and bonus room for future expansion. The possibilities here are abundant. The basement also has a beautiful cedar closet ready for all of your storage needs. With two garages, one in the basement and one on the main floor, there is more than enough room for your vehicles and all of your tools and toys. And that is just inside the home. This property has a beautiful wooded landscape perfect for relaxing nights around the firepit and entertaining friends and family. Complete with a storage building and chicken coop you are ready to begin your life in the country. This is the first time this home has been available for sale- don't miss your chance to make it yours!

5668 Pinewood Rd, Franklin

3180 Boxley Valley Rd, Franklin
$900,000
3 Beds ⋅ 2 Baths ⋅ 3169777 MLS ⋅ CLOSED Status ⋅ 6.25 Acres ⋅ 37064 Zip Code
Set on 6.25 rolling acres in the heart of the Leiper's Fork corridor, this beautifully updated single-story home pairs the ease of one-level living with the privacy and space that make this stretch of Williamson County one of Middle Tennessee's most sought-after addresses. Enjoy walking trails, Equestrian potential, peaceful Tennessee countryside and a convenient location. You're minutes from the galleries, live music and front-porch charm of Leiper's Fork Village, a short drive to Westhaven and Historic Downtown Franklin, and just off the Natchez Trace Parkway — yet at the end of the day, this is six-plus acres of quiet all your own. Every major system has been thoughtfully refreshed: new roof, new HVAC, new flooring, new bedroom carpet, fresh designer-selected paint inside and out, and updated light fixtures throughout. The kitchen has been fully renovated with new cabinetry, quartz countertops and an island open to the living room, ideal for entertaining and everyday living. Both bathrooms have been updated, and a dedicated home office with a large picture window overlooks the peaceful backyard. New landscaping adds genuine curb appeal from the moment you arrive. Leiper's Fork itself needs little introduction: no traffic lights, no chain stores, just rolling farmland, a beloved general store, art galleries and a live-music tradition that regularly draws touring musicians. It's a place people move to and rarely leave, and land here doesn't come available often. Move-in ready, meaningfully updated and priced to reflect today's market, this is a rare chance to own acreage in one of Williamson County's most storied communities. Seller is including a one-year home warranty with an acceptable offer. 3 BD | 2 BA | 2,128 SF | 6.25 Acres | $999,900

3180 Boxley Valley Rd, Franklin

5740 N Lick Creek Rd, Franklin
$799,900
4 Beds ⋅ 2 Baths ⋅ 3033215 MLS ⋅ CLOSED Status ⋅ 5.08 Acres ⋅ 37064 Zip Code
Tucked away in the heart of Leiper’s Fork, this charming log cabin offers the perfect blend of rustic warmth and modern updates. Set on over 5 private, wooded acres, this retreat features soaring windows that fill the home with natural light and offer stunning forest views, perfectly blending rustic charm and modern comfort. Surrounded by nature, the home provides peaceful seclusion while still being just minutes from the shops and restaurants of historic Franklin. Step inside to discover newly refinished hardwood floors, a bright updated kitchen featuring new butcher block countertops, new stainless steel refrigerator and stove, and warm, inviting living spaces that capture the essence of country living. The newly stained deck offers the ideal spot to enjoy your morning coffee or unwind while taking in the serene views. A fully finished basement adds flexibility for additional bedrooms, a spacious recreation room, or a private guest suite. Great investment with the opportunity to sleep up to 12! Other updates include a new roof (2023), ensuring peace of mind for years to come. Whether you’re looking for a weekend getaway, a family retreat, or a full-time residence surrounded by nature, this Leiper’s Fork gem delivers the perfect balance of comfort, privacy, and style.

5740 N Lick Creek Rd, Franklin

5308 Waddell Hollow Rd, Franklin
$700,000
3 Beds ⋅ 2 Baths ⋅ 3242120 MLS ⋅ CLOSED Status ⋅ 5.27 Acres ⋅ 37064 Zip Code
In contract with 48hr kickout clause in place -Introducing The Treehouse of Leipers Fork, gracefully nestled above Waddell Hollow Road, where elevated living meets quiet, natural beauty. Set among the treetops on 5.27 acres, this 3 bedroom, 2 bath home offers a rare sense of privacy and serenity, with views and surroundings that feel worlds away. Tucked into the landscape, the property is defined by its peaceful setting, with a natural spring and gently flowing creek weaving through the land. The home itself is ready for renovation, offering a compelling opportunity to reimagine a retreat that feels both grounded in nature and entirely your own. Located just 10 minutes from Leiper’s Fork Village and 10 minutes from Westhaven, you are perfectly positioned to enjoy both seclusion and convenience, with shops, dining, and everyday essentials within easy reach. Whether envisioned as a personal escape or an investment opportunity, the setting invites something truly special. A small shed is also located on the property, adding to its charm and utility. Please refer to the documents section for easements that run with the land and the property condition disclosure. Property is being sold in "AS IS" condition. Do Not Go Direct - Home is owner occupied

5308 Waddell Hollow Rd, Franklin

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