Vintage homes for sale & real estate in 37385, TN

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ABOUT THIS HOME
Vintage Home for sale in 37385, TN:
Bear's Den is a spacious mountain retreat perfectly designed for large groups, reunions, and special events, renting for $399-$449 per night. Sleeping up to 18 guests, this 6-bedroom lodge features 4 king beds, 5 queen beds, and 4½ baths, providing plenty of room for comfort and privacy. Perched on a hillside overlooking beautiful historic downtown Tellico Plains, Bear's Den offers sweeping views and a peaceful, relaxed setting while keeping you close to the heart of town and the famous Cherohala Skyway—a favorite route for travelers, riders, and driving enthusiasts. Inside, you'll find generous gathering spaces where everyone can be together. The main living area is set up for

$599,900

6 beds4.5 baths3,600 sq ft

301 School St, Tellico Plains, TN 37385

Mountain retreat • Sweeping views • Extra-large kitchen

Listing provided by REALTRACS as Distributed by MLS Grid

ABOUT THIS HOME
Vintage Home for sale in 37385, TN:
Welcome to your own slice of East Tennessee paradise! This beautiful 3-bedroom, 2-bath home sits on a gorgeous 7-acre property in the highly desired Tellico Plains area. Surrounded by peaceful hardwoods, open yard space, and mountain charm, this property offers the perfect blend of privacy, convenience, and opportunity. 7 Private, Usable Acres - ideal for gardening, homesteading, building additional structures, or simply enjoying your own wide-open space. Additionally, this property offers a bunkhouse on site that could be convenient for guests. Located just across from Yellow Nugget Lake, this property puts you close to fishing, kayaking, hiking, and all the natural beauty Tellico Plains i

$361,500

3 beds2 baths1,368 sq ft

533 Epperson Rd, Tellico Plains, TN 37385

Bunkhouse on site • Cherohala skyway • 6.94 acre lot

(865) 433-4663

ABOUT THIS HOME
Vintage Home for sale in 37385, TN:
111 Bryan Hill Dr, Tellico Plains, TN 37385 is a charming 100-year-old Colonial home overlooking beautiful downtown Tellico Plains! This 4BR/1BA two-story home sits on 1.8 scenic acres and features multiple decks, spacious rooms, and timeless character. The home does need updating, but offers incredible potential for investors, flippers, or visionaries. With its large workshop/barn and prime hilltop location, this property is ideal for a bed & breakfast, Airbnb, or future development opportunities. A rare historic gem with endless possibilities! Sellers are motivated and willing to look at any and all offers.

$285,000

3 beds1 bath2,406 sq ft

111 Bryan Hill Dr, Tellico Plains, TN 37385

Multiple decks • Scenic acres • Colonial home

(423) 453-5722

ABOUT THIS HOME
Vintage Home for sale in 37385, TN:
Enjoy the charm of small-town living!! 2-bedroom, 2-bath home located in the heart of downtown Tellico Plains! Enjoy your morning coffee or evening beverage on the inviting porches. Features include a large master suite with ensuite bath and spacious walk-in closet. The living room and guest bedroom feature tongue-and-groove ceilings. The kitchen includes added cabinetry for extra storage. The home has a new roof and is well maintaned! Enjoy the nearby boutique shops and restaurants of Tellico Plains, and a short drive to the Cherohala Skyway and Bald River Falls, this home is perfect for anyone who loves the outdoors—whether it's hiking, fishing, camping, kayaking, or simply taking i

$220,000

2 beds2 baths1,568 sq ft

410 Scott St, Tellico Plains, TN 37385

8,712 sq ft lot • Built 1935 • Listed 74 days

(423) 519-3258

ABOUT THIS HOME
Vintage Home for sale in 37385, TN:
Fully remodeled ranch home offering 2 bedrooms and 1.5 bathrooms with a fresh, modern style. A welcoming covered porch leads inside to brand-new LVP flooring throughout and an open floor plan filled with natural light. The living room features vaulted ceilings, creating an airy and spacious feel. The kitchen is a true highlight, showcasing stainless steel appliances, crisp white cabinetry, complementary countertops, and sleek black fixtures. The main bathroom has been beautifully updated with a tiled shower, new vanity, and modern fixtures. Step outside to enjoy a private deck overlooking the property, perfect for relaxing or entertaining. With stylish updates inside and peaceful surroundin

$223,000

2 beds1.5 baths1,301 sq ft

184 Shaddon Rd, Tellico Plains, TN 37385

Covered porch • Open floor plan • Lvp flooring

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 6619 Highway 360, Tellico Plains, TN 37385, 3 beds, 1 bath

$270,000

3 beds1 bath1,064 sq ft

6619 Highway 360, Tellico Plains, TN 37385

(423) 271-6163

Property at 12115 Highway 68, Tellico Plains, TN 37385, 0.5 baths

$249,000

0 beds0.5 baths3,800 sq ft

12115 Highway 68, Tellico Plains, TN 37385

(423) 253-7100

Property at 115 Willowbrook Dr, Tellico Plains, TN 37385, 3 beds, 2 baths

$250,000

3 beds2 baths1,680 sq ft

115 Willowbrook Dr, Tellico Plains, TN 37385

(423) 253-6145

Property at 104 Hereford St, Tellico Plains, TN 37385, 3 beds, 2 baths

$248,000

3 beds2 baths1,690 sq ft

104 Hereford St, Tellico Plains, TN 37385

(865) 977-0770

Property at 285 New Providence Rd, Tellico Plains, TN 37385, 3 beds, 1 bath

$729,900

3 beds1 bath1,716 sq ft

285 New Providence Rd, Tellico Plains, TN 37385

(423) 253-6145

Property at 207 Loomis St, Tellico Plains, TN 37385, 2 beds, 1 bath

$229,000

2 beds1 bath1,142 sq ft

207 Loomis St, Tellico Plains, TN 37385

(423) 253-7100

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ABOUT THIS HOME
Vintage Home for sale in 37385, TN:
Welcome to your Englewood escape—where convenience meets country charm! Perfectly situated near shopping, dining, and everyday amenities, this beautifully updated 3-bedroom, 1-bath home offers the comfort of small-town living with the ease of nearby city access. Sitting on a full acre of land, this property provides room to roam, garden, entertain, or simply relax and enjoy the peaceful East Tennessee setting. Inside, you'll find stylish laminate flooring, granite countertops, and a bright, welcoming layout that feels like home from the moment you walk in. With a brand-new roof, a storage shed, and low-maintenance features throughout, this property is an excellent choice for first-tim

$220,000

3 beds1 bath940 sq ft

307 N Niota Rd, Englewood, TN 37329

Brand new roof • Storage shed • Full acre of land

(865) 309-5590

ABOUT THIS HOME
Vintage Home for sale in 37385, TN:
Welcome to this beautifully maintained 3-bedroom, 2-bath home in the heart of Madisonville, TN. Perfectly situated in a quiet, convenient neighborhood, this property offers comfortable living with easy access to local shops, schools, and parks. Charming gazebo—perfect for weekend hangouts, entertaining friends, or relaxing in the shade. Whether you're a first-time buyer, downsizing, or simply looking for a well-kept home in a friendly community, this property checks all the boxes. Move-in ready and easy to love!

$231,000

3 beds2.5 baths1,196 sq ft

416 Mill St, Madisonville, TN 37354

Charming gazebo • Quiet neighborhood • Easy access to parks

(865) 433-4663

ABOUT THIS HOME
Vintage Home for sale in 37385, TN:
This beautifully renovated 2-bedroom, 1-bath cottage offers the perfect blend of modern comfort and cozy appeal. Situated on a nearly quarter-acre, cleared, and flat lot, this home provides numerous recent updates, making it move-in ready and perfect for those seeking a manageable place to call home. For added convenience, the bedrooms are equipped with Wi-Fi enabled heat. The bathroom features a brand new walk-in shower and hickory cabinet storage. The galley-style kitchen showcases a large pantry insert, new hickory cabinets, calacatta marble laminate countertops, and brand new appliances, including a range with microwave mounted overhead, and refrigerator. The laundry closet includes con

$175,000

2 beds1 bath528 sq ft

402 Pine St, Madisonville, TN 37354

Renovated cottage • Wi-fi enabled heat • New hickory cabinets

(423) 220-3672

ABOUT THIS HOME
Vintage Home for sale in 37385, TN:
Newly remolded in 2024 with new kitchen, flooring, 2 central heat and air units, 3 bedrooms upstairs, master on the main floor, sun room to the back patio, circle drive and a 2-car carport. Plus the nostalgia of a craftsman style home on a wooded lot with large mature trees. This remodel was done right with 2 heat and air systems, one for the main level and one upstairs. New breaker box, water heater, along with the heat and air systems. The sun room and back patio under the trees is the best feature of the home. Vacant, very easy to see.

$365,000

4 beds2 baths2,331 sq ft

104 Helms Dr, Madisonville, TN 37354

New kitchen • Wooded lot • Large mature trees

(423) 442-3944

ABOUT THIS HOME
Vintage Home for sale in 37385, TN:
Step into the charm of 1920 with all the comfort of today in this beautifully remodeled home. Welcomed by a spacious covered porch, the moment you enter you're greeted by gorgeous hardwood floors and a large, light-filled living area that instantly feels inviting. The expansive kitchen blends style and function with its stunning wooden cabinetry, sleek black countertops, gold fixtures, farmhouse-style sink, and stainless steel appliances—perfect for everyday cooking or hosting. A large dining room, complete with an elegant chandelier, sets the stage for memorable gatherings. Sunlight pours into the bright sunroom, offering a peaceful spot for morning coffee or afternoon reading. Addit

$350,000

3 beds2 baths2,146 sq ft

350 S Tellico St, Madisonville, TN 37354

Covered porch • Expansive kitchen • Black countertops

Listing provided by REALTRACS as Distributed by MLS Grid

ABOUT THIS HOME
Vintage Home for sale in 37385, TN:
Thoughtfully Renovated Home on . 69 Acres With Detached 1200 Sq. Ft. 2 Story Garage/Workshop With 220 And A Brand New Roof * Open Floor Plan With Natural Light Flooding The Living Space * Gorgeous Kitchen Offers White Shaker Cabinets, Granite Countertops, Island, Stainless Steel Frigidaire Appliances, Pantry With Additional Storage Off Of The Kitchen * Nicely Sized Guest Bedrooms, Primary Offering A Private 8x12 Deck * Attached Covered Area Behind The Home, Great For Entertaining Or Additional Parking * This Meticulous Renovation Has Been From The Ground Up Offering New Windows, Gutters, Pex Plumbing, New Water Heater, Rewired, New Electrical Panel, New Craftsman Interior Doors * All Of

$314,000

3 beds2 baths1,522 sq ft

326 Greenwood Cir, Madisonville, TN 37354

Private deck • Open floor plan • Renovated home

(865) 444-2400

Property at 224 Pond St, Englewood, TN 37329, 2 beds, 2 baths

$149,900

2 beds2 baths1,556 sq ft

224 Pond St, Englewood, TN 37329

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 852 County Road 422, Englewood, TN 37329, 4 beds, 3 baths

$1,400,000

4 beds3 baths2,450 sq ft

852 County Road 422, Englewood, TN 37329

Property at 520 Mill St, Madisonville, TN 37354, 3 beds, 1 bath

$279,900

3 beds1 bath1,496 sq ft

520 Mill St, Madisonville, TN 37354

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 309 Englewood Ave, Englewood, TN 37329, 5 beds, 3 baths

$499,900

5 beds3 baths3,709 sq ft

309 Englewood Ave, Englewood, TN 37329

Property at 461 Old Tellico Hwy N, Madisonville, TN 37354, 3 beds, 1 bath

$219,900

3 beds1 bath1,348 sq ft

461 Old Tellico Hwy N, Madisonville, TN 37354

(423) 442-3944

Property at 313 N Amhurst Pl, Englewood, TN 37329, 3 beds, 2 baths

$349,900

3 beds2 baths3,096 sq ft

313 N Amhurst Pl, Englewood, TN 37329

(865) 297-8597

Property at 167 S College St, Madisonville, TN 37354, 4 beds, 2 baths

$278,000

4 beds2 baths1,504 sq ft

167 S College St, Madisonville, TN 37354

(865) 622-5171

Property at 2546 Fairview Rd, Madisonville, TN 37354, 2 beds, 1 bath

$225,000

2 beds1 bath800 sq ft

2546 Fairview Rd, Madisonville, TN 37354

(423) 220-3672

Property at 569 S Amhurst Place Pl, Englewood, TN 37329, 3 beds, 1.5 baths

$115,000

3 beds1.5 baths1,678 sq ft

569 S Amhurst Place Pl, Englewood, TN 37329

(423) 453-5722

Property at 2830 Owl Creek Rd, Murphy, NC 28906, 4 beds, 3 baths

$399,000

4 beds3 baths2,448 sq ft

2830 Owl Creek Rd, Murphy, NC 28906

Property at 115 Old Athens Rd Rd, Madisonville, TN 37354, 3 beds, 2 baths

$340,000

3 beds2 baths2,075 sq ft

115 Old Athens Rd Rd, Madisonville, TN 37354

(865) 983-0011

Property at Highway 411, Madisonville, TN 37354

$850,000

— beds— baths— sq ft

Highway 411, Madisonville, TN 37354

(423) 836-4100

Property at 3012 Ballplay Rd, Madisonville, TN 37354

$500,000

— beds— baths— sq ft

3012 Ballplay Rd, Madisonville, TN 37354

(423) 442-3944

Property at 377 Jake Taylor Rd, Murphy, NC 28906

$399,000

— beds— baths— sq ft

377 Jake Taylor Rd, Murphy, NC 28906

Vintage Homes for Sale in 37385

There are currently 11 vintage homes for sale in 37385 at a median listing price of $375K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 37385 stay on the market for 120 days. This map is refreshed with the newest listings in 37385 every 15 minutes.

In the past month, 9 homes have been sold in 37385. In addition to houses in 37385, there were also 0 condos, 0 townhouses, and 3 multi-family units for sale in 37385 last month. Find your dream home in 37385 using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in 37385 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 37385. If you're looking to sell your home in the 37385 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 37385 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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Based on information submitted to the MLS GRID as of Sat Dec 20 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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