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$185,000
1537247 MLS
Set atop Tennessee's Cumberland Plateau, The Oaks at Sewanee (lot 9) is a rare collection of just seventeen estate homesites beneath a canopy of old-growth hardwoods. Each parcel offers more than five acres of privacy, quiet, and natural beauty -- thoughtfully planned to preserve the character of the land itself. Located along Deepwoods Road near Sewanee, the community sits at nearly 2,000 feet of elevation, offering cooler summers, expansive valley views, and exceptionally dark night skies. Generous homesites, private roads, and conservation-adjacent surroundings create a setting that feels both secluded and deeply connected to nature. Just minutes from Sewanee Village, the University of the South, and Monteagle, The Oaks offers a rare opportunity to build an enduring mountain retreat in one of Tennessee's most storied landscapes. Each lot comes with a water tap, a $4,500 expense.

Deepwoods Road 9, Sewanee

$165,000
1537246 MLS
Set atop Tennessee's Cumberland Plateau, The Oaks at Sewanee (lot 6) is a rare collection of just seventeen estate homesites beneath a canopy of old-growth hardwoods. Each parcel offers more than five acres of privacy, quiet, and natural beauty -- thoughtfully planned to preserve the character of the land itself. Located along Deepwoods Road near Sewanee, the community sits at nearly 2,000 feet of elevation, offering cooler summers, expansive valley views, and exceptionally dark night skies. Generous homesites, private roads, and conservation-adjacent surroundings create a setting that feels both secluded and deeply connected to nature. Just minutes from Sewanee Village, the University of the South, and Monteagle, The Oaks offers a rare opportunity to build an enduring mountain retreat in one of Tennessee's most storied landscapes. Each lot comes with a water tap, a $4,500 expense.

Deepwoods Road 6, Sewanee

$175,000
1537245 MLS
Set atop Tennessee's Cumberland Plateau, The Oaks at Sewanee (lot 5) is a rare collection of just seventeen estate homesites beneath a canopy of old-growth hardwoods. Each parcel offers more than five acres of privacy, quiet, and natural beauty -- thoughtfully planned to preserve the character of the land itself. Located along Deepwoods Road near Sewanee, the community sits at nearly 2,000 feet of elevation, offering cooler summers, expansive valley views, and exceptionally dark night skies. Generous homesites, private roads, and conservation-adjacent surroundings create a setting that feels both secluded and deeply connected to nature. Just minutes from Sewanee Village, the University of the South, and Monteagle, The Oaks offers a rare opportunity to build an enduring mountain retreat in one of Tennessee's most storied landscapes. Each lot comes with a water tap, a $4,500 expense.

Deepwoods Road 5, Sewanee

$699,000
3 Beds 3 Baths 1536953 MLS
Mountain Living at its Finest: 12+ Acres in Sewanee! Escape to your own mountain paradise with this exceptional property spanning over 12 pristine acres across three parcels. Perfectly set up for homesteading or hobby farming, the acreage features fenced and cross-fenced pastures ready for livestock, a large barn (48x35 with stalls on one side), and a beautiful shared pond. Inside, the spacious home offers over 2,000 sq. ft. of living space featuring 3 comfortable bedrooms and 2.5 bathrooms (half bath has plumbing in place to convert to a full bath), office space & relaxing sunroom. Built to embrace the mountain lifestyle, it comes equipped with a cozy wood-burning backup heating system to keep things warm and efficient year-round. A well offers an additional water source. There a very spacious yard, covered front porch and open deck ready to enjoy! Location & Community Highlights Proximity to Campus: Just a quick 10-minute drive to the historic University of the South. Top-Tier Education: Zoned for Sewanee Elementary, with the prestigious St. Andrew's-Sewanee private school (serving middle and high school) also located just 10 minutes away. Adventure Awaits: Enjoy hiking, golfing, waterfalls, and rock climbing right outside your back door. Culture & Dining: Minutes from local Sewanee eateries, charming boutiques, and a short drive to the world-renowned underground music venue, The Caverns. Whether you are looking for a peaceful mountain retreat, a functional small farm, or a home close to university life, this Sewanee treasure offers the perfect balance of convenience and country living. Schedule your tour today!

18753 S Pittsburg Mountain Road, Sewanee

$180,000
1534270 MLS
Set atop Tennessee's Cumberland Plateau, The Oaks at Sewanee (lot 16) is a rare collection of just seventeen estate homesites beneath a canopy of old-growth hardwoods. Each parcel offers more than five acres of privacy, quiet, and natural beauty -- thoughtfully planned to preserve the character of the land itself. Located along Deepwoods Road near Sewanee, the community sits at nearly 2,000 feet of elevation, offering cooler summers, expansive valley views, and exceptionally dark night skies. Generous homesites, private roads, and conservation-adjacent surroundings create a setting that feels both secluded and deeply connected to nature. Just minutes from Sewanee Village, the University of the South, and Monteagle, The Oaks offers a rare opportunity to build an enduring mountain retreat in one of Tennessee's most storied landscapes. Each lot comes with a water tap, a $4,500 expense.

Deepwoods Road 16, Sewanee

$533,000
4 Beds 3 Baths 1534137 MLS
Welcome to this beautifully crafted custom home, completed in 2020 and nestled on 5.49 serene acres at 1500 Jackson Point Rd in Sewanee, TN. Designed with both comfort and quality in mind, this thoughtfully built residence offers an open floor plan ideal for modern living, all set against the backdrop of peaceful mountain and rolling countryside. Inside, you'll find true craftsmanship throughout, highlighted by stunning hardwood and tile flooring, two spacious primary suites, and a cozy den anchored by a large stone wood-burning fireplace. The home's galley kitchen is a standout feature--expansive and elegant, with custom Glenrose hickory cabinetry, quartz countertops, a built-in wine rack, gas cooktop stove, and abundant counter space. An eat-in area is complemented by a separate flexible space perfect for formal dining or a home office. Built to last, the home was framed using a double lumber package and includes a recently encapsulated crawlspace for added efficiency and durability. Additional features include fiber optic internet, energy-efficient systems, a two-car garage, and a dedicated laundry room. Step outside to enjoy the natural beauty of the land, complete with a small seasonal creek and gently rolling terrain--ideal for those seeking a homestead lifestyle or simply a quiet retreat. Conveniently located just 10 minutes from Sewanee University, approximately 20 minutes to the South Pittsburg/Jasper area, and about 45 minutes to Chattanooga, this property offers both seclusion and accessibility. Experience the perfect blend of comfort, quality, and countryside charm--this is Tennessee living at its finest.

1500 Jackson Point Road, Sewanee