Vintage homes for sale & real estate in Macon County, TN

17 homes

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ABOUT THIS HOME
Vintage Home for sale in Macon County, KY:
Nestled on a beautiful country lot, this one bedroom, one bath home offers peaceful, rural living with a finished attic space of approximately 300 square feet that provides additional flexibility for storage, hobbies, or personal use such as an extra bedroom. Surrounded by the tranquility of the countryside, this property presents a great opportunity for buyers looking to add their personal touch and make it their own. Enjoy the charm of country living with plenty of outdoor space and endless potential.

$169,900

1 bed1 bath912 sq ft

Finished attic space • Country lot • Outdoor space

1350 Cropper Ridge Rd, Red Boiling Springs, KY 37150

ABOUT THIS HOME
Vintage Home for sale in Macon County, TN:
* * * MOTIVATED Seller * * * Quaint country living, in the heart of Lafayette, convenient to local restaurants and shopping. POTENTIAL investment property and/or first time home buyer's opportunity.

$194,900

3 beds1 bath1,699 sq ft

0.64 acre lot • Garage • Built 1900

1263 Union Camp Rd, Lafayette, TN 37083

Listing provided by REALTRACS as Distributed by MLS Grid

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Macon County, TN:
Welcome home to 411 Purtle Rd! This beautifully remodeled, move-in ready home sits on over 5 picturesque acres, offering the perfect blend of comfort, privacy, and outdoor living. Inside, you'll find 3 spacious bedrooms, 2 full bathrooms, an inviting open-concept floor plan, oversized bedrooms, and an encapsulated crawl space for added peace of mind. Step outside to enjoy the expansive backyard, complete with a year-round, spring-fed creek—perfect for relaxing, fishing, or simply taking in the natural beauty of the property. With no HOA and no property restrictions, you'll have the freedom to make this property your own. Whether you're looking for a peaceful retreat, room to expand, o

$305,000

3 beds2 baths1,375 sq ft

Move-in ready • Remodeled • Picturesque acres

411 Purtle Rd, Lafayette, TN 37083

Listing provided by REALTRACS as Distributed by MLS Grid

ABOUT THIS HOME
Vintage Home for sale in Macon County, TN:
Stop searching for a fixer upper you could spend years finishing, this one is already done. Completely remodeled, this home delivers 2,113 sq ft of like new living on 2.01 private acres in Red Boiling Springs. 3 bedrooms and 2 full baths give everyday space, while a separate den area adds room to spread out for a home office or playroom. The fireplace anchors the main living space and sets the tone for the kind of home built for gathering, not just passing through. Outside, the 2.01 acres offer room to garden, play, or simply breathe, bordered by mature trees and rolling countryside views. The detached four car garage is a rare find at this size, built for the collector, the tradesman, or a

$379,900

3 beds2 baths2,113 sq ft

Private acres • Remodeled • Separate den area

631 Bethany Rd, Red Boiling Springs, TN 37150

Listing provided by REALTRACS as Distributed by MLS Grid

ABOUT THIS HOME
Vintage Home for sale in Macon County, TN:
Looking for PRIVACY? This home has been completely gutted and remodeled - Check out this Super Adorable 2 bedroom 2 bath home at the dead end of the road. Home features large open floor plan - beautiful wood Tray ceiling in Dining Room - Large kitchen with new cabinets and appliances - 2 huge bedrooms with walk- in closet - 28x30 detached garage - large pond - all sitting on 10.18 open to wooded acres- only minutes from the schools and convenient to town. Older Mobile Home that could be fixed up for a second home or rental

$399,900

2 beds2 baths1,200 sq ft

Remodeled • Wood tray ceiling • Completely gutted

194 Davenport Ln, Lafayette, TN 37083

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 1302 Ellington Dr, Lafayette, TN 37083, 3 beds, 2 baths

$299,900

3 beds2 baths1,533 sq ft

1302 Ellington Dr, Lafayette, TN 37083

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 201 Walton Ave, Lafayette, TN 37083, 2 beds, 1 bath

$180,000

2 beds1 bath1,009 sq ft

201 Walton Ave, Lafayette, TN 37083

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 400 Meador Dr, Lafayette, TN 37083, 4 beds, 1 bath

$199,900

4 beds1 bath1,338 sq ft

400 Meador Dr, Lafayette, TN 37083

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 9105 Old Highway 52, Westmoreland, TN 37186, 3 beds, 1 bath

$135,000

3 beds1 bath1,645 sq ft

9105 Old Highway 52, Westmoreland, TN 37186

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 507 Lafayette Rd, Red Boiling Springs, TN 37150, 4 beds, 1 bath

$295,000

4 beds1 bath2,612 sq ft

507 Lafayette Rd, Red Boiling Springs, TN 37150

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 699 Oak St, Lafayette, TN 37083, 3 beds, 2 baths

$147,500

3 beds2 baths1,247 sq ft

699 Oak St, Lafayette, TN 37083

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 490 Ford Hollow Rd, Hartsville, TN 37074, 3 beds, 1 bath

$284,900

3 beds1 bath1,215 sq ft

490 Ford Hollow Rd, Hartsville, TN 37074

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 700 Red Boiling Springs Rd, Lafayette, TN 37083, 3 beds, 1 bath

$209,900

3 beds1 bath1,000 sq ft

700 Red Boiling Springs Rd, Lafayette, TN 37083

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 652 Gamaliel Rd, Red Boiling Springs, TN 37150, 2 beds, 1 bath

$229,900

2 beds1 bath800 sq ft

652 Gamaliel Rd, Red Boiling Springs, TN 37150

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 361 Hawkins Rd, Westmoreland, TN 37186, 1 bed, 1 bath

$195,000

1 bed1 bath576 sq ft

361 Hawkins Rd, Westmoreland, TN 37186

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 801 Scottsville Rd, Lafayette, TN 37083, 4 beds, 1.5 baths

$399,000

4 beds1.5 baths4,678 sq ft

801 Scottsville Rd, Lafayette, TN 37083

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 1305 Scottsville Rd, Lafayette, TN 37083, 3 beds, 1 bath

$315,900

3 beds1 bath840 sq ft

1305 Scottsville Rd, Lafayette, TN 37083

Listing provided by REALTRACS as Distributed by MLS Grid

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ABOUT THIS HOME
Vintage Home for sale in Macon County, TN:
Charming 3-bedroom, 1-bath + Office/Flex Room 1900s home that is being sold with an additional acreage combining lot 9 of 1.72 acres. It nestled beneath mature trees along a quiet country road. Situated on a total of 6.73 acres, this property offers ample space for hunting, gardening, livestock, or creating your own mini farm. While this home needs a little TLC, it provides the perfect canvas to bring your personal vision to life and truly make it your own. Relax and take in the peaceful countryside from the covered front porch while enjoying the privacy and serenity of rural living. A versatile outbuilding provides convenient storage for tools and equipment. Plumbing was updated, and a new

$292,000

3 beds1 bath1,912 sq ft

Additional acreage • Quiet country road • Mature trees

86 Dog Branch Rd S, Pleasant Shade, TN 37145

Listing provided by REALTRACS as Distributed by MLS Grid

ABOUT THIS HOME
Vintage Home for sale in Macon County, KY:
Move-In ready and conveniently located in the city of Gamaliel. This charming ranch home features 3 bedrooms and 1 bath on a nice 0.31 acre lot. This home has been freshly painted and offers new floor coverings, new kitchen cabinets, and new windows in a portion of the home. Inside you will find a spacious eat-in kitchen and a large laundry room, providing plenty of practical living space. This property has all city amenities available. A great opportunity for a first time buyer, small family or anyone looking for an affordable home in a convenient location.

$149,500

3 beds1 bath1,442 sq ft

Freshly painted • New kitchen cabinets • Large laundry room

523 E Main St, Gamaliel, KY 42140

ABOUT THIS HOME
Vintage Home for sale in Macon County, TN:
Your Own Tennessee Mountain Retreat! Step back in time with this charming 1910 farmhouse nestled on 21 acres, surrounded by the beauty of the Tennessee mountains. A welcoming wrap-around porch perfect for rocking, swinging and relaxing. The property offers a wonderful combination of historic character, acreage, and natural beauty. A barn adds functionality, while the land provides an incredible private setting for hunting, recreation, a weekend getaway, or your full-time home. .Upstairs offers an opportunity to easily finish additional living space. Whether you're looking for a private hunting retreat, a peaceful escape from the everyday, or a place to create your own Tennessee homestead, t

$325,000

3 beds2 baths1,400 sq ft

21 acres • Barn • Historic character

733 Crabtree Creek Rd, Whitleyville, TN 38588

ABOUT THIS HOME
Vintage Home for sale in Macon County, KY:
Investor special just south of Scottsville! Situated on a peaceful 1+ acre lot with a pond, this 2-bedroom, 1-bath home offers plenty of potential for the right buyer. The property is in need of significant renovation, but appears to have had updates to the HVAC system, kitchen, and bathroom in years past. A partially finished attic may provide an opportunity for additional living space. Whether you're looking for a fix-and-flip, rental property, or your next renovation project, this one is worth a look. Information provided is believed to be accurate but is not guaranteed. Buyer to verify all information. Contact Agent #2 for all questions

$60,000

2 beds1 bath950 sq ft

Updates to hvac • Updates to kitchen • Pond

520 Tracy Rd, Scottsville, KY 42164

ABOUT THIS HOME
Vintage Home for sale in Macon County, TN:
Step back in time while enjoying modern comforts in this stunning 1880s Gothic-style farmhouse, privately situated on 5 beautiful acres. Rich in character and thoughtfully remodeled, this exceptional home blends historic charm with the space and amenities today’s buyers desire. Featuring 3 spacious bedrooms, 2 full bathrooms, 3 fireplaces, and hardwood floors throughout, the home offers large rooms filled with warmth, character, and natural light. Two staircases add to the home’s unique architectural appeal and timeless Gothic farmhouse design. Outdoor living is exceptional with a large covered front porch and a huge screened-in porch, perfect for relaxing, entertaining, or enjo

$369,950

3 beds2 baths2,406 sq ft

5 beautiful acres • 5 acre lot • 2 garage spots

527 Ward Fork Rd, Whitleyville, TN 38588

Listing provided by REALTRACS as Distributed by MLS Grid

ABOUT THIS HOME
Vintage Home for sale in Macon County, TN:
Recently renovated and move-in ready! Check out the square footage that this 2-story vinyl sided home has to offer! 3-bedrooms, 1-full bath, kitchen w/ built in stoarge shelves, separate dining area, living room, and office. Home offers spacious rooms and a long list of updates, including new vinyl siding, new roof, new windows, and some new flooring! The upstairs provides additional space that can be utilized as bedrooms or a rec room area! Enjoy the convenience of a concrete driveway plus a spacious 17x10 storage building for extra storage or workspace! Fenced in back yard! Great location just 30 minutes away from Gallatin and Lebanon! Tons of space at a great price! This one won't last l

$239,900

3 beds1 bath2,060 sq ft

Fenced in back yard • Recently renovated • Move in ready

112 Cato St, Hartsville, TN 37074

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 59 Scanty Branch Rd, Dixon Springs, TN 37057

$249,900

— beds— baths— sq ft

59 Scanty Branch Rd, Dixon Springs, TN 37057

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 303 Little Creek Rd, Pleasant Shade, TN 37145, 3 beds, 2 baths

$339,000

3 beds2 baths1,876 sq ft

303 Little Creek Rd, Pleasant Shade, TN 37145

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 119 Rogers St, Hartsville, TN 37074, 2 beds, 1 bath

$279,900

2 beds1 bath923 sq ft

119 Rogers St, Hartsville, TN 37074

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 205 Williams Rd, Westmoreland, TN 37186, 2 beds, 1 bath

$319,000

2 beds1 bath1,345 sq ft

205 Williams Rd, Westmoreland, TN 37186

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 416 Hix Hollow Rd, Gainesboro, TN 38562, 3 beds, 2 baths

$479,900

3 beds2 baths2,112 sq ft

416 Hix Hollow Rd, Gainesboro, TN 38562

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 214 River St, Hartsville, TN 37074, 4 beds, 2.5 baths

$425,000

4 beds2.5 baths2,780 sq ft

214 River St, Hartsville, TN 37074

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 747 Hunting Creek Rd, Whitleyville, TN 38588, 4 beds, 1 bath

$592,000

4 beds1 bath2,011 sq ft

747 Hunting Creek Rd, Whitleyville, TN 38588

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 15 Sloan Branch Rd, Pleasant Shade, TN 37145, 2 beds, 1 bath

$229,000

2 beds1 bath1,768 sq ft

15 Sloan Branch Rd, Pleasant Shade, TN 37145

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 1627 Old Highway 31 E, Westmoreland, TN 37186, 2 beds, 1 bath

$185,000

2 beds1 bath792 sq ft

1627 Old Highway 31 E, Westmoreland, TN 37186

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 860 Golden Hollow Rd, Dixon Springs, TN 37057, 4 beds, 2 baths

$369,900

4 beds2 baths3,307 sq ft

860 Golden Hollow Rd, Dixon Springs, TN 37057

Listing provided by REALTRACS as Distributed by MLS Grid

Vintage Homes for Sale in Macon County

There are currently 17 vintage homes for sale in Macon County at a median listing price of $320K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Macon County stay on the market for 67 days. This map is refreshed with the newest listings in Macon County every 15 minutes.

In the past month, 21 homes have been sold in Macon County. In addition to houses in Macon County, there was also 1 condo, 1 townhouse, and 1 multi-family unit for sale in Macon County last month. Find your dream home in Macon County 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 Macon County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Macon County. If you're looking to sell your home in the Macon County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Macon County 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 Sun Sep 06 2026. 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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