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Deep Woods Rd, Sewanee
$180,000
3632612 MLS ⋅ ACTIVE Status ⋅ 5 Acres ⋅ 37375 Zip Code
Rare 5+ acre estate homesite in The Oaks at Sewanee (lot 11), an exclusive community of just seventeen parcels atop Tennessee's Cumberland Plateau. These large lots easy to build lots, each come with road frontage, water tap already installed on lot ($4,500 value), power at the road, soil test map in hand for septic permit (perced for 4 beds each), each lot has been surveyed and all lot lines are marked. A walk-in cleared path is already started on lots. Each lot features old-growth hardwoods and at nearly 2,000 feet of elevation, these private homesites offer cooler mountain temperatures, quiet surroundings, and exceptional natural beauty. Most have a dedicated conservation easement behind the back property line offering guaranteed privacy. Deep Woods Road is a dead end road. Conveniently located behind St. Andrews Boarding School, just minutes from Sewanee Village, the University of the South, and Monteagle, with Chattanooga and Nashville within easy reach. With most of the hard work already done, these lots offer a unique opportunity to build a legacy property in one of Tennessee's most scenic mountain settings.

Deep Woods Rd, Sewanee

Deep Woods Rd, Sewanee
$170,000
3632611 MLS ⋅ ACTIVE Status ⋅ 5 Acres ⋅ 37375 Zip Code
Rare 5+ acre estate homesite in The Oaks at Sewanee (lot 10), an exclusive community of just seventeen parcels atop Tennessee's Cumberland Plateau. These large lots easy to build lots, each come with road frontage, water tap already installed on lot ($4,500 value), power at the road, soil test map in hand for septic permit (perced for 4 beds each), each lot has been surveyed and all lot lines are marked. A walk-in cleared path is already started on lots. Each lot features old-growth hardwoods and at nearly 2,000 feet of elevation, these private homesites offer cooler mountain temperatures, quiet surroundings, and exceptional natural beauty. Most have a dedicated conservation easement behind the back property line offering guaranteed privacy. Deep Woods Road is a dead end road. Conveniently located behind St. Andrews Boarding School, just minutes from Sewanee Village, the University of the South, and Monteagle, with Chattanooga and Nashville within easy reach. With most of the hard work already done, these lots offer a unique opportunity to build a legacy property in one of Tennessee's most scenic mountain settings.

Deep Woods Rd, Sewanee

Deep Woods Rd, Sewanee
$185,000
3632610 MLS ⋅ ACTIVE Status ⋅ 5 Acres ⋅ 37375 Zip Code
Rare 5+ acre estate homesite in The Oaks at Sewanee (lot 9), an exclusive community of just seventeen parcels atop Tennessee's Cumberland Plateau. These large lots easy to build lots, each come with road frontage, water tap already installed on lot ($4,500 value), power at the road, soil test map in hand for septic permit (perced for 4 beds each), each lot has been surveyed and all lot lines are marked. A walk-in cleared path is already started on lots. Each lot features old-growth hardwoods and at nearly 2,000 feet of elevation, these private homesites offer cooler mountain temperatures, quiet surroundings, and exceptional natural beauty. Most have a dedicated conservation easement behind the back property line offering guaranteed privacy. Deep Woods Road is a dead end road. Conveniently located behind St. Andrews Boarding School, just minutes from Sewanee Village, the University of the South, and Monteagle, with Chattanooga and Nashville within easy reach. With most of the hard work already done, these lots offer a unique opportunity to build a legacy property in one of Tennessee's most scenic mountain settings.

Deep Woods Rd, Sewanee

Deep Woods Rd, Sewanee
$165,000
3632609 MLS ⋅ ACTIVE Status ⋅ 5.01 Acres ⋅ 37375 Zip Code
Rare 5+ acre estate homesite in The Oaks at Sewanee (lot 7), an exclusive community of just seventeen parcels atop Tennessee's Cumberland Plateau. These large lots easy to build lots, each come with road frontage, water tap already installed on lot ($4,500 value), power at the road, soil test map in hand for septic permit (perced for 4 beds each), each lot has been surveyed and all lot lines are marked. A walk-in cleared path is already started on lots. Each lot features old-growth hardwoods and at nearly 2,000 feet of elevation, these private homesites offer cooler mountain temperatures, quiet surroundings, and exceptional natural beauty. Most have a dedicated conservation easement behind the back property line offering guaranteed privacy. Deep Woods Road is a dead end road. Conveniently located behind St. Andrews Boarding School, just minutes from Sewanee Village, the University of the South, and Monteagle, with Chattanooga and Nashville within easy reach. With most of the hard work already done, these lots offer a unique opportunity to build a legacy property in one of Tennessee's most scenic mountain settings.

Deep Woods Rd, Sewanee

Deep Woods Rd, Sewanee
$165,000
3632608 MLS ⋅ ACTIVE Status ⋅ 5.02 Acres ⋅ 37375 Zip Code
Rare 5+ acre estate homesite in The Oaks at Sewanee (lot 6), an exclusive community of just seventeen parcels atop Tennessee's Cumberland Plateau. These large lots easy to build lots, each come with road frontage, water tap already installed on lot ($4,500 value), power at the road, soil test map in hand for septic permit (perced for 4 beds each), each lot has been surveyed and all lot lines are marked. A walk-in cleared path is already started on lots. Each lot features old-growth hardwoods and at nearly 2,000 feet of elevation, these private homesites offer cooler mountain temperatures, quiet surroundings, and exceptional natural beauty. Most have a dedicated conservation easement behind the back property line offering guaranteed privacy. Deep Woods Road is a dead end road. Conveniently located behind St. Andrews Boarding School, just minutes from Sewanee Village, the University of the South, and Monteagle, with Chattanooga and Nashville within easy reach. With most of the hard work already done, these lots offer a unique opportunity to build a legacy property in one of Tennessee's most scenic mountain settings.

Deep Woods Rd, Sewanee

Deep Woods Rd, Sewanee
$175,000
3632607 MLS ⋅ ACTIVE Status ⋅ 5 Acres ⋅ 37375 Zip Code
Rare 5+ acre estate homesite in The Oaks at Sewanee (lot 5), an exclusive community of just seventeen parcels atop Tennessee's Cumberland Plateau. These large lots easy to build lots, each come with road frontage, water tap already installed on lot ($4,500 value), power at the road, soil test map in hand for septic permit (perced for 4 beds each), each lot has been surveyed and all lot lines are marked. A walk-in cleared path is already started on lots. Each lot features old-growth hardwoods and at nearly 2,000 feet of elevation, these private homesites offer cooler mountain temperatures, quiet surroundings, and exceptional natural beauty. Most have a dedicated conservation easement behind the back property line offering guaranteed privacy. Deep Woods Road is a dead end road. Conveniently located behind St. Andrews Boarding School, just minutes from Sewanee Village, the University of the South, and Monteagle, with Chattanooga and Nashville within easy reach. With most of the hard work already done, these lots offer a unique opportunity to build a legacy property in one of Tennessee's most scenic mountain settings.

Deep Woods Rd, Sewanee

Deep Woods Rd, Sewanee
$175,000
3632605 MLS ⋅ ACTIVE Status ⋅ 5 Acres ⋅ 37375 Zip Code
Rare 5+ acre estate homesite in The Oaks at Sewanee (lot 4), an exclusive community of just seventeen parcels atop Tennessee's Cumberland Plateau. These large lots easy to build lots, each come with road frontage, water tap already installed on lot ($4,500 value), power at the road, soil test map in hand for septic permit (perced for 4 beds each), each lot has been surveyed and all lot lines are marked. A walk-in cleared path is already started on lots. Each lot features old-growth hardwoods and at nearly 2,000 feet of elevation, these private homesites offer cooler mountain temperatures, quiet surroundings, and exceptional natural beauty. Most have a dedicated conservation easement behind the back property line offering guaranteed privacy. Deep Woods Road is a dead end road. Conveniently located behind St. Andrews Boarding School, just minutes from Sewanee Village, the University of the South, and Monteagle, with Chattanooga and Nashville within easy reach. With most of the hard work already done, these lots offer a unique opportunity to build a legacy property in one of Tennessee's most scenic mountain settings.

Deep Woods Rd, Sewanee

Deep Woods Rd, Sewanee
$175,000
3632603 MLS ⋅ ACTIVE Status ⋅ 5 Acres ⋅ 37375 Zip Code
Rare 5+ acre estate homesite in The Oaks at Sewanee (lot 3), an exclusive community of just seventeen parcels atop Tennessee's Cumberland Plateau. These large lots easy to build lots, each come with road frontage, water tap already installed on lot ($4,500 value), power at the road, soil test map in hand for septic permit (perced for 4 beds each), each lot has been surveyed and all lot lines are marked. A walk-in cleared path is already started on lots. Each lot features old-growth hardwoods and at nearly 2,000 feet of elevation, these private homesites offer cooler mountain temperatures, quiet surroundings, and exceptional natural beauty. Most have a dedicated conservation easement behind the back property line offering guaranteed privacy. Deep Woods Road is a dead end road. Conveniently located behind St. Andrews Boarding School, just minutes from Sewanee Village, the University of the South, and Monteagle, with Chattanooga and Nashville within easy reach. With most of the hard work already done, these lots offer a unique opportunity to build a legacy property in one of Tennessee's most scenic mountain settings.

Deep Woods Rd, Sewanee

583 Snake Pond Rd, Sewanee
$437,000
3 Beds ⋅ 2 Baths ⋅ 3629903 MLS ⋅ ACTIVE Status ⋅ 0.96 Acres ⋅ 37375 Zip Code
Discover your own private mountain retreat at 583 Snake Pond Road in Sewanee. Ideally located just minutes from all that Sewanee has to offer, including The University of the South, Sewanee Airport (KUOS), scenic hiking and biking trails, and breathtaking mountain overlooks. This home features a welcoming wraparound porch, 2x6 exterior wall construction, Cali Fossilized bamboo hardwood flooring, and custom Wood Hollow cabinetry crafted in Dalton, Georgia. Additional highlights include floored attic space offering extra storage, an outdoor fire pit, and a charming treehouse. An old well with no pump is located on the right side of the property. Enjoy the privacy and peaceful setting of mountain living while staying conveniently close to Sewanee's amenities and outdoor attractions.

583 Snake Pond Rd, Sewanee

885 Lake Odonnell Rd, Sewanee
$600,000
3 Beds ⋅ 3 Baths ⋅ 3626671 MLS ⋅ ACTIVE Status ⋅ 0.81 Acres ⋅ 37375 Zip Code
Stone cottage charm meets mountain living at 885 Lake O'Donnell Road! Situated on 0.81 acres in Sewanee, this 3-bedroom, 2.5-bath home offers 2,020 square feet of comfortable, single-level living, complete with a beautiful stone fireplace and an impressive 500-square-foot screened porch that's practically begging for morning coffee, afternoon naps, and evenings with friends. Recent improvements include a completely renovated primary bath, new carpet and fresh paint job. The updated kitchen features granite countertops, while the partially fenced yard offers room to enjoy the outdoors. Just across the road from Lake O'Donnell, with easy accessibility to the Mountain Goat Trail and the University of the South nearby, this is an ideal spot to enjoy everything that makes Sewanee special. Less time driving to the outdoors, more time enjoying it! All furniture is negotiable. Fireplace is being sold as-is.

885 Lake Odonnell Rd, Sewanee

138 University Ave, Sewanee
$405,000
3622968 MLS ⋅ ACTIVE Status ⋅ 0.29 Acres ⋅ 37375 Zip Code
Looking for a retail spot or prime office space in the heart of Downtown Sewanee Village? Opportunity awaits in this 1,356 sq. ft. Sewanee style rock commercial building with its character and charm, fantastic corner location, and versatile layout. This property offers endless potential for retail, office, or mixed-use space. Step inside to find a welcoming front lobby, three private office spaces, and two bathrooms, making it ideal for client-facing businesses or professional services. The building also features a heated and cooled warehouse area with a convenient loading dock, perfect for storage, shipping, or light operations. Out back, a fenced parking area provides security and functionality, while the property’s history as a former bank adds extra charm and versatility—including a drive-through lane that could be reimagined for modern use. Rarely does a property come available in Sewanee’s adorable downtown Village. Whether you’re envisioning a storefront, office hub, or creative venture, this solid rock building is ready to bring your vision to life.

138 University Ave, Sewanee

3107 Jackson Point Rd, Sewanee
$1,199,900
5 Beds ⋅ 3 Baths ⋅ 3620211 MLS ⋅ ACTIVE Status ⋅ 2.29 Acres ⋅ 37375 Zip Code
Welcome to 3107 Jackson Point Road, a one-of-a-kind custom estate offering breathtaking views from atop the Cumberland Plateau bluff. Nestled on approximately 2.29 picturesque acres, this fully furnished, multilevel retreat boasts over 4,300 square feet of thoughtfully designed living and entertaining space. Whether envisioned as a luxurious primary residence, an income-producing short-term rental, an intimate wedding venue, or a combination of all three, this exceptional property offers endless possibilities. Currently operating as a short-term rental with future booked dates, the estate has also been utilized as a small wedding venue, creating a unique opportunity for its next owner. Custom details and character can be found throughout the home, complemented by multiple decks on various levels designed to showcase the incredible bluff views. The outdoor amenities are equally impressive, featuring a private pool surrounded by expansive decking with additional entertaining space, string lights, grilling areas, and a hot tub overlooking the beautiful natural surroundings. Inside, enjoy a spacious man cave along with an impressive private home gym that comes complete with exercise equipment and a built-in sauna—creating your own personal wellness retreat without ever leaving home. An additional building offers even more potential and is ready for its next phase, with infrastructure already in place to finish the space as an expanded wedding or event venue, additional guest accommodations, or whatever best suits your vision. Located just minutes the Sewanee Airport, this remarkable estate combines privacy, unforgettable scenery, luxury amenities, and exceptional business potential in one extraordinary property. From quiet mornings overlooking the bluff to weekends filled with guests and celebrations, 3107 Jackson Point Road is more than a home—it is an opportunity to create something truly special.

3107 Jackson Point Rd, Sewanee

1215 Stage Coach Rd, Sewanee
$395,000
3620145 MLS ⋅ ACTIVE Status ⋅ 43.95 Acres ⋅ 37375 Zip Code
Discover the beauty and privacy of this remarkable 43± acre tract near Sewanee, offering breathtaking east-facing bluff views and an incredible natural landscape. The wooded property features multiple springs, small creeks, and rolling topography that could lend itself beautifully to the creation of a private lake or several smaller ponds. Wildlife is abundant throughout the property, with frequent sightings of mature deer and turkey. One of the most captivating features of the land is the bluff area, where a scenic creek winds through striking rock formations, complete with cascading boulders, a perennial waterfall, and a cave tucked along the bluffside. Ideal for recreational use, outdoor adventures, hunting, hiking, or creating a private weekend retreat, this property offers a rare opportunity to enjoy the peace, beauty, and seclusion of Tennessee’s natural landscape. Electricity and city water are available at the road. Four-wheel drive is required to access portions of the property. Please contact listing agent to schedule a private tour.

1215 Stage Coach Rd, Sewanee

17260 S Pittsburg Mountain Rd, Sewanee
$259,900
3 Beds ⋅ 2 Baths ⋅ 3593750 MLS ⋅ ACTIVE Status ⋅ 1.49 Acres ⋅ 37375 Zip Code
Welcome to 17260 S Pittsburg Mountain Rd! Enjoy peaceful country living while still being just a short drive to Sewanee, Monteagle, and South Pittsburg for shopping, dining, and everyday necessities. This 3-bedroom, 2-bath home offers a spacious living and dining area, with one bedroom featuring an attached full bath conveniently located near the kitchen. Step outside to a completely covered back porch with an attached ramp perfect for relaxing and enjoying the quiet surroundings. An attached carport provides convenient covered parking with entrance into kitchen for groceries. The property also features a fenced garden area already in place and large outbuildings offering plenty of additional storage. If you’re looking for room to spread out, peaceful surroundings, and convenience to nearby towns, this one is worth a look!

17260 S Pittsburg Mountain Rd, Sewanee

4000 Jumpoff Rd, Sewanee
$4,650,000
3544154 MLS ⋅ ACTIVE Status ⋅ 338 Acres ⋅ 37375 Zip Code
Welcome to the Broadway Farm on Monteagle Mountain! You'll find an idyllic Cumberland Plateau farm that hasn't sold in a generation! This acreage has been carefully curated for over 20 years and is currently used for Black Angus cattle. Let's begin with 100+ acres of rolling pastures that are fenced and cross fenced along with quiet, dense wooded areas. Road frontage and gate access along Hwy 156, Laurel Branch Trl, Jumpoff Rd, and Raven's Den Rd. There's a stream at the back of the western property known as Laurel Branch. Marketable timber abounds with hickory and white oak trees dotting the meadows. The Marion county land features 5 acre wooded lake, known as Tom McBee Lake. Yes, it's stocked with fish! Whether you're looking for a family compound, equestrian, hunting retreat, or potential home sites, there's something for everyone. The entire unrestricted property is fenced and the boundaries are easy to identify with woven wire fencing. Property is located in Franklin Co and Marion Co. Only 5 miles to the University of the South. 12 mins to Interstate 24. Don't miss this opportunity of a lifetime! Bring your off road vehicles or hiking boots. Property is easy to tour and ready for your vision!! Showing by appointment only. Seller would prefer to sell the farm together. Municipal water and electric available on JumpOff Rd.

4000 Jumpoff Rd, Sewanee

161 Kentucky Ave, Sewanee
$599,000
3 Beds ⋅ 3 Baths ⋅ 3516600 MLS ⋅ ACTIVE Status ⋅ 0.84 Acres ⋅ 37375 Zip Code
MOTIVATED SELLER! Prime Sewanee Property with Income Potential Nestled directly on the historic campus of the University of the South, this meticulously maintained brick home offers an unbeatable location within easy walking distance to the School of Theology, central campus, and downtown. Combining classic charm with incredible versatility, this property is ideal for an owner-occupant, investor, or campus faculty member. The main residence has 3 Bedrooms, 2 Bathrooms: Features timeless interior finishes with all-hardwood, tile, or brick flooring throughout—no carpet. Kitchen appliances updated within the past year. Includes a large, versatile shop space that can easily be transformed into a spacious second master suite or expanded living area. Outdoor Amenities: A paved circle driveway welcomes you home, complemented by two storage sheds and a small greenhouse for gardening enthusiasts. Income-Producing Apartment is fully equipped with its own separate entrance and private porch. 1 Bedroom, 1 Bathroom: Features an open-concept full kitchen and living area, offering comfortable and private living space for tenants or guests. Complete with a new washer and dryer set installed last year. This lease is located in the Sewanee Village Planning Zone. https://new.sewanee.edu/files/resources/updated-sewanee-village-implementation-plan-packet.pdf

161 Kentucky Ave, Sewanee

Deep Woods Rd, Sewanee
$175,000
3512665 MLS ⋅ ACTIVE Status ⋅ 7.57 Acres ⋅ 37375 Zip Code
Check out this private and tranquil 7.57 acre lot. The road is cut in and bordered by two lots. The property opens up to the buildable areas. There could be many buildable sites. It's very secluded with many deer roaming. Imagine sitting on your porch and taking in the wildlife. You have the feeling of being out and away but yet Hwy 41-A and I- 24 is so close. Chattanooga/Nashville/Huntsville all within an hour, 2 plus. St. Andrews Sewanee School, The University of the South just within 5/10 minutes. There is so much the South Cumberland Plateau has to offer. Please come and enjoy the living dream. There is an option to buy into the HOA at Cooleys Rift to enjoy the beautiful lake and all the amenities.

Deep Woods Rd, Sewanee

77 Kentucky Ave, Sewanee
$499,900
3 Beds ⋅ 2 Baths ⋅ 3509975 MLS ⋅ ACTIVE Status ⋅ 0.69 Acres ⋅ 37375 Zip Code
Nestled directly within the iconic grounds of the University of the South, 77 Kentucky Ave offers a rare opportunity to own a piece of Sewanee’s storied landscape. This classic brick ranch combines the ease of single-level living with the unmatched prestige of a campus location, making it a standout find for those who value both tradition and versatility. The main residence spans 1,400 square feet, featuring three comfortable bedrooms and two full bathrooms. Windows invite an abundance of natural light into the living spaces, creating an atmosphere that is both bright and grounded. Outside, the expansive yard provides a lush, open canvas for gardening or hosting gatherings. The true jewel of this property is the detached 660-square-foot guesthouse. Complete with its own full kitchenette and a full bathroom, this secondary dwelling is a flexible space that’s hard to find. Whether you envision it as a sophisticated home office, a creative studio, or a private retreat for visitors, it adds incredible value and functionality to the estate. Living on the mountain means being part of a unique, vibrant community where world-class lectures, scenic trails, and collegiate charm are just beyond your doorstep. Properties on the University leasehold are a rarity; 77 Kentucky Ave is your chance to step into the heart of it all.

77 Kentucky Ave, Sewanee

569 Haynes Rd, Sewanee
$1,699,000
4 Beds ⋅ 4 Baths ⋅ 3278136 MLS ⋅ ACTIVE Status ⋅ 14.36 Acres ⋅ 37375 Zip Code
Extremely unique multi-home bluff compound, with north facing views in Sewanee!! Find peace and serenity on this amazing bluff compound located on the edge of the Cumberland Plateau near Sewanee and The University of the South, as well as the Franklin-Marion State Forest. Recently renovated, the main house features custom built-ins, updated bathrooms and kitchen, and a full/finished basement that walks out to the backyard and your view of the untouched Mitchell Cove. In the winter, enjoy a full panorama view of the nearly 400' of bluff frontage from your kitchen! With two guest houses (1,500sqft cabin built in 2022, and 576sqft studio renovated in 2022), this is the perfect property for large families, or for anyone looking for immediate income potential! Just minutes from Sewanee and Monteagle, with easy access to South Pittsburg and Chattanooga, this property is perfectly secluded while still being close to all major amenities. Water heater and HVAC replaced in 2025, kitchen and pantry completed in 2020. Property also features a small pond that stays full most of the year and leads to a waterfall that can be heard after heavy rains. There is also a well and pump house located on the property for anyone who wants private water as well as city water. Enjoy the temperate and quiet beauty each season brings, while taking in all the local wildlife right from your back (or front!) door!

569 Haynes Rd, Sewanee

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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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