37356 Homes under $500,000

Welcome to Monteagle, Tennessee, a charming town nestled in the picturesque hills of the Cumberland Plateau, where the zip code 37356 invites you to explore a vibrant community filled with warmth and Southern hospitality. Known for its breathtaking natural beauty, Monteagle offers residents an idyllic escape from the hustle and bustle of city life, while still providing easy access to modern conveniences.

The real estate market in Monteagle is diverse, featuring a wide range of homes under $500,000, making it an ideal destination for first-time homebuyers, families, and retirees alike. Whether you’re searching for a cozy cottage with rustic charm or a contemporary home with modern amenities, you’ll find plenty of options to suit your lifestyle and budget.

Living in Monteagle means embracing a slower pace of life, where outdoor enthusiasts can revel in hiking, biking, and exploring the stunning landscapes of nearby parks such as South Cumberland State Park. The area is also rich in local culture, with quaint shops, delightful eateries, and community events that foster a strong sense of belonging.

With its affordable housing options and welcoming atmosphere, Monteagle is not just a place to live; it’s a place to thrive. If you’re ready to discover your dream home in this captivating corner of Tennessee, let us guide you through the beautiful properties available in the 37356 area. Your perfect home awaits in Monteagle!

Newest 37356 Homes under $500,000

$239,000

4 Beds ⋅ 1 Baths ⋅ 3602146 MLS ⋅ ACTIVE Status ⋅ 0.46 Acres ⋅ 37356 Zip Code

Property being sold AS IS. Estate sale. This is a lovely older home. Roof, CHA and water heater newer.This home has 4 bedrooms and 1 full bath.Buyer or Buyers Agent to verify all information.

36 Dove St, Monteagle

$149,900

4 Beds ⋅ 1 Baths ⋅ 3592049 MLS ⋅ ACTIVE Status ⋅ 1.6 Acres ⋅ 37356 Zip Code

**Public Remarks — Realtracs MLS** AFFORDABLE MONTEAGLE HOME ON 1.6 ACRES! Priced at $149,900, this 1,251-square-foot home offers an appealing opportunity for a primary residence, mountain getaway, or investment property. Built in 1940, the home features hardwood and carpet flooring, a fireplace, metal roof, and plenty of room outside for gardening, recreation, pets, or simply enjoying the peaceful wooded surroundings. Bring your ideas and make this property your own while appreciating the character and relaxed pace of Cumberland Plateau living. Located in Grundy County with convenient access to Monteagle’s restaurants, shopping, and I-24. Nearby Tracy City offers local dining, the historic downtown area, Grundy County Heritage Center, Roundhouse Park, and access to the paved Mountain Goat Trail connecting mountain communities. Outdoor enthusiasts will appreciate being near Fiery Gizzard State Park, Grundy Forest, Grundy Lakes, waterfalls, hiking trails, swimming areas, fishing, and some of Tennessee’s most memorable scenery. Sewanee and the University of the South are also within the surrounding mountaintop area. Whether you are searching for an affordable full-time home, weekend retreat, or property with investment potential, this is your chance to enjoy the natural beauty and small-town character of Monteagle, Tracy City, and Grundy County. Property information is believed to be accurate but should be independently verified by the buyer and buyer’s agent.

176 Parks Rd, Monteagle

$219,000

3 Beds ⋅ 2 Baths ⋅ 3542900 MLS ⋅ ACTIVE UNDER CONTRACT Status ⋅ 0.555 Acres ⋅ 37356 Zip Code

Freshly remodeled mobile home ready for its new owners! This is a great opportunity in a convenient location in Monteagle, Tennessee. With almost 1,800 square feet of living area you will have plenty of space to be comfortable. Updated features include new 20 mil LVP flooring, new kitchen cabinets, new laminate kitchen countertops, new appliances, refinished fireplace, new hardware, new bathroom vanities, countertop to ceiling kitchen backsplash, new front and side porch, and a clean crawlspace! The square footage is here and ready for a family or turn it into a income producing rental. Schedule your showing today, you must have proof of funds before viewing. Buyers are required to do their due diligence.

2745 Summerfield Rd, Monteagle

$450,000

6 Beds ⋅ 4 Baths ⋅ 3541023 MLS ⋅ ACTIVE Status ⋅ 0.3 Acres ⋅ 37356 Zip Code

Welcome to 162 1st Street in Monteagle, Tennessee, a beautifully updated home situated on the iconic Cumberland Plateau just minutes from local schools, scenic parks, world-class hiking trails, major interstates, and local favorites like the Mountain Goat Market and High Point restaurants. Step through the front door into an inviting living room flooded with natural light. Adjacent to the main living space is a sleek, modern kitchen that serves as an inviting culinary experience. This well thought out floor plan offers optimal privacy, featuring two bedrooms and a full bathroom on one side, perfect for hosting guests or creating a quiet retreat away from the main living quarters. The back wing houses the primary suite alongside additional supporting bedrooms and another full bathroom. In this wing, heated floors ensure luxurious comfort on chilly winter mornings. The primary bedroom welcomes you with vaulted ceilings, a generous walk-in closet with built-in organizers, and an ensuite bathroom designed as a spa-like oasis. Step through the sliding glass doors directly onto the upstairs covered deck overlooking the extraordinary backyard. This top deck wraps around to the front of the home, offering effortless indoor-outdoor living. Downstairs, the finished basement boasts a massive living space flexible enough for a home gym, hobby area, or game room, alongside a cozy den centered around a wood-burning fireplace. You will also find abundant extra storage and a convenient half bath for pool guests. Skip the overpriced movie theaters and host unforgettable movie nights in your private home cinema, complete with custom floor lighting. Slide open the basement doors to access a lower deck tailored for sunbathing beside the private pool and hot tub. With endless room to spread out, expansive outdoor entertainment areas, and premium amenities throughout, this charming property is truly a one of a kind. Call today for your private tour

162 1st St, Monteagle

$249,900

1 Beds ⋅ 1 Baths ⋅ 3530227 MLS ⋅ ACTIVE Status ⋅ 0.89 Acres ⋅ 37356 Zip Code

Proven vacation rental property history. The fabulous Serenity by the Falls tiny home. Being sold with all contents. Cozy home near trail head for the falls. This property is ready for new owners. The Retreat at Deer Lick Falls is close to hiking trails, Monteagle proper, High Point Restaurant, Zip-lining, The Caverns, Sewanee and much much more! Seller offering 1% buyer incentive to buy down rate, closing costs, etc. Lender credit of $2300 being offer with preferred lender.

484 Deer Lick Trl, Monteagle

$229,900

1 Beds ⋅ 1 Baths ⋅ 3527468 MLS ⋅ ACTIVE Status ⋅ 1 Acres ⋅ 37356 Zip Code

Owner financing options available! Welcome to The Retreat At Deer Lake! You don't want to miss this amazing opportunity to own your own vacation get away. ~ Two homes available that are nestled beautifully in the woods with a short walk to the waterfall or hiking trails ~ Currently being rented through the Deer Lick rental site ~ Firepit ~ Playground ~ Private primary bedroom ~ The Monteagle area has so much to offer, tucked in the lush forests on the mountains between Nashville and Chattanooga ~ The Retreat at Deer Lick Falls was the first premier tiny home community ~ The area features abundance of hiking trails leading to the roaring falls ~ Guests can enjoy a concert at the Caverns for a truly unique experience.

75b Deer Lick Trl, Monteagle

$199,900

2 Beds ⋅ 1 Baths ⋅ 3527344 MLS ⋅ ACTIVE UNDER CONTRACT Status ⋅ 0.286 Acres ⋅ 37356 Zip Code

STR-approved investor opportunity at The Cozy Cottage, The Retreat at Deer Lick Falls. Tucked into a private, wooded lot (Lot #30) with the deck opening steps away from a trail leading to a private waterfall, a rare find even for Monteagle. Already operating as a turnkey vacation rental with built-in demand from the tiny home travel market. Retreat ownership extends beyond this lot: owners get full access to sister communities Sunset Bluff and Water's Edge, including additional trails, fire pits, gazebos, a lake, and playgrounds. Centrally positioned for weekend tourism: 45 min to Chattanooga, 90 to Nashville, 150 to Atlanta. Flexible use as a short-term rental, primary residence, or vacation getaway. Showings coordinated between guest stays. Contact listing agent for questions and financials.

476 Deer Lick Trl, Monteagle

$349,000

1 Beds ⋅ 1 Baths ⋅ 3520267 MLS ⋅ ACTIVE Status ⋅ 1.34 Acres ⋅ 37356 Zip Code

Welcome to Little Lodge Retreat, a turnkey mountain getaway and established short-term rental with a proven history of cash flow. Sold fully furnished with the hot tub included, this property is ready for its next owner to continue as an investment or enjoy as a private mountain retreat. Set on just under 1.4 acres, this is one of the larger lots in the area, offering privacy and space rarely found with a tiny home. The property backs to trees and features a fenced yard and private hot tub. The home includes 1 bedroom, 1 bathroom, a full kitchen, twin bunk beds, and a loft with two additional beds, comfortably sleeping up to six as currently configured. There may be potential to add a second tiny home to the property, creating an opportunity for additional income. Buyer to verify zoning, restrictions, utilities, and feasibility. Enjoy direct access to community trails from the back of the property, including a trail leading to a waterfall within the community. Nearby attractions include hiking, waterfalls, local restaurants, ziplining, The Caverns concert venue, Sewanee: The University of the South, and more. This growing area continues to attract visitors seeking outdoor adventure and a peaceful mountain escape. Whether you're looking for a cash-flowing STR, weekend getaway, or full-time residence, Little Lodge Retreat offers the perfect combination of income potential, privacy, and mountain living. *washer/dryer set is brand new.

162 Mountain Laurel Ln, Monteagle

$348,800

3 Beds ⋅ 3 Baths ⋅ 3500811 MLS ⋅ ACTIVE Status ⋅ 0.6 Acres ⋅ 37356 Zip Code

**3.99% interest rate!! OR 100% USDA FINANCING AVAILABLE!! OR first time buyer $35,000 incentive*** SEE ATTACHED!*** Victorian-Inspired New Construction in Historic Monteagle! This distinctive 3 bedroom, 2.5 bath new home offers 1,703 square feet of thoughtfully designed living space, highlighted by an oversized, handcrafted Victorian-inspired front porch, 22 windows, 9 foot ceilings, continuous luxury vinyl plank flooring, and numerous above builder-grade upgrades. The kitchen features quartz countertops, a Zellige-style tile backsplash, stainless steel appliances, and two spacious pantries. Enjoy peaceful wooded views, a private rear deck, and an upstairs primary suite with a custom walk-in closet, double vanity, and tiled walk-in shower with glass enclosure. Energy conscious construction and economical natural gas heating provide lasting comfort and efficiency. Conveniently located near I-24, Sewanee, hiking trails, waterfalls, and state parks. A limited number of additional individually designed new homes are also available in Monteagle. Each home is offered separately. Schedule your private showing today!

58 Laurels Trails Rd, Monteagle

$239,900

2 Beds ⋅ 1 Baths ⋅ 3320402 MLS ⋅ ACTIVE Status ⋅ 1 Acres ⋅ 37356 Zip Code

Owner financing options available! Welcome to The Retreat At Deer Lick! You don't want to miss this amazing opportunity to own your own vacation get away. ~ Two homes available that are nestled beautifully in the woods with a short walk to the waterfall or hiking trails ~ Currently being rented through the Deer Lick rental site ~ Firepit ~ Playground ~ Private primary bedroom ~ The Monteagle area has so much to offer, tucked in the lush forests on the mountains between Nashville and Chattanooga ~ The Retreat at Deer Lick Falls was the first premier tiny home community ~ The area features abundance of hiking trails leading to the roaring falls ~ Guests can enjoy a concert at the Caverns for a truly unique experience. Second possible build site! Call us for more information about the build site.

75a Deer Lick Trl, Monteagle

$230,000

2 Beds ⋅ 1 Baths ⋅ 3305091 MLS ⋅ ACTIVE Status ⋅ 0.68 Acres ⋅ 37356 Zip Code

Don't let the size fool you, this adorable tiny home is overflowing with charm, personality, and opportunity. Whether you're searching for a proven income-producing investment, the perfect weekend mountain getaway, or a cozy place to simplify life as a full-time residence, this turnkey retreat checks every box. One of the newest and best-maintained homes in the community, this charming cottage stands out from the rest with its exceptional condition, thoughtful design, and undeniable curb appeal. It is being sold fully furnished making it completely move-in or rental ready from day one. With a successful short-term rental history already established, this is an investment you can begin enjoying immediately. Inside, you'll be welcomed by a fireplace in the cozy living room. The surprisingly spacious kitchen features elegant black granite countertops, stainless steel appliances, and plenty of room for entertaining family and friends. Just off the bedroom and bathroom, you'll find the convenience of a washer and dryer, while the loft provides additional sleeping space for guests. Step outside and you'll quickly discover what truly makes this property special. A charming covered front porch, oversized yard, beautiful stone patio, firepit gathering area, and enchanting café lights create the perfect outdoor oasis for relaxing after a day of adventure. Rinse off in the outdoor shower after hiking the nearby trails, then unwind under the stars around the fire with family and friends. Cute, cozy, and full of character, this tiny home offers a lifestyle that's anything but small. With its unbeatable location, proven rental history, turnkey furnishings, and exceptional condition, this mountain retreat is truly one of the most desirable opportunities available on Monteagle Mountain. Located in The Retreat at Deer Lick Phase Two on Monteagle Mountain, just minutes from South Cumberland State Park, Fiery Gizzard Trail, The Caverns, the Mountain Goat Trail, and Sewanee.

25 White Oak Trl, Monteagle

$299,900

2 Beds ⋅ 1 Baths ⋅ 3301747 MLS ⋅ ACTIVE Status ⋅ 0.34 Acres ⋅ 37356 Zip Code

Turnkey Tiny Home Investment in Sunset Bluff — Airbnb Approved, Room to Grow Welcome to Eagle's Escape, a like-new tiny home in the Sunset Bluff Tiny Home Community of Monteagle, TN, on the South Cumberland Plateau, minutes from restaurants, shops, waterfalls, and hiking. Sunset Bluff is home to a mix of full-time residents and short-term rentals, and Airbnb use is welcomed here, making this a rare investment opportunity, not just a getaway. Why This One Stands Out: Brand new build — minimal wear, no deferred maintenance, ready to rent from day one Short-term rental & Airbnb approved — start generating income immediately One of only two 2-bedroom septic systems in the entire community, allowing higher occupancy and nightly rates than most neighboring units Lot sized to accommodate a second structure — add another rental unit, bunkhouse, or owner's cabin to potentially double your income on a single parcel The Home: 2 bedrooms, one of which is the loft, 1 bath, sleeps up to 6 — queen master, loft with two twins, and a pullout sofa in the living room. Cozy electric fireplace, covered deck, and an outdoor fire pit with string lights for evenings under the stars. Central heat/air, full kitchen, in-unit laundry, and keypad entry make this a low-maintenance, guest-ready package. The Opportunity: Whether expanding a short-term rental portfolio or making your first move into the Cumberland Plateau vacation market, Eagle's Escape delivers immediate rental income plus a rare path to expand on-site. With a strong base of full-time residents alongside Airbnb-friendly zoning already secured, and one of the community's few dual-bedroom septic allowances in hand, this lot is built for buyers who want to grow, not just buy.

32 Mossy Rock Ln, Monteagle

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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.

37356 Homes under $500,000

Newest 37356 Homes under $500,000

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