Vintage homes for sale & real estate in 42066, KY

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ABOUT THIS HOME
Vintage Home for sale in 42066, KY:
Attention investors and first-time buyers! Check out this opportunity at 701 South 10th St, Mayfield, KY 42066. This home features two rooms upstairs and two bedrooms downstairs, along with two bathrooms. There's also a spacious room in the back, perfect for a formal dining area, office, or flexible space. The current owner has already begun improvements, including a new roof. This property offers a wealth of potential and room to customize it to your liking, making it a great addition to your portfolio.

$100,000

4 beds2 baths1,612 sq ft

Flexible space • Formal dining area • Spacious room

701 S 10th St, Mayfield, KY 42066

ABOUT THIS HOME
Vintage Home for sale in 42066, KY:
2 Bedroom/1Bath house with a one bedroom/1 bath apartment above the detached garage behind house. Both are currently rented but on month to month contracts now.

$120,000

2 beds1 bath1,000 sq ft

0.28 acre lot • 2 garage spots • Built 1948

307 Wright St, Mayfield, KY 42066

ABOUT THIS HOME
Vintage Home for sale in 42066, KY:
A three bedroom two bath home so conviently located. Close to shopping, schools, hopsital and I-69. All this for under $100,000.00 is what everyone is looking for.

$84,000

3 beds2 baths1,196 sq ft

0.29 acre lot • Parking • Built 1960

501 Windsor Dr, Mayfield, KY 42066

ABOUT THIS HOME
Vintage Home for sale in 42066, KY:
CALLING ALL INVESTORS!! This property features multiple outbuildings, each ready for storage, workshops, equipment, or future conversion projects. The layout provides endless possibilities—whether you're looking to expand your rental portfolio or establish a small agricultural operation. The main homesite sits peacefully off the road, there's room for livestock, gardens, additional structures, or recreational use. Investors will appreciate the flexibility of the land, the existing infrastructure, and the opportunity to add value through updates or development.

$50,000

3 beds1 bath1,584 sq ft

Room for livestock • 0.75 acre lot • 5 garage spots

1549 Golo Rd, Mayfield, KY 42066

ABOUT THIS HOME
Vintage Home for sale in 42066, KY:
This is a lovely, one story older home, located in town and has a wonderful front porch. Kitchen has built-ins and there are gas logs in the fireplace in the dining/den area, which connects to the kitchen. There's a finished, 12 x 20 room at back of attached garage with an outside entrance and is heated & cooled. There's an attached garage, a detached garage and a 30 x 42 shop building which is heated. The basement is unfinished but great for storage. Lots of room here to entertain and plenty of parking. Buyer to verify square footage & lot size. County tax rate for city . 00346

$199,500

2 beds2 baths2,004 sq ft

Gas logs • Front porch • Finished room

1306 S 10th St, Mayfield, KY 42066

Property at 1875 State Route 384, Mayfield, KY 42066, 4 beds, 3 baths

$312,000

4 beds3 baths2,880 sq ft

1875 State Route 384, Mayfield, KY 42066

Property at 512 S 7th St, Mayfield, KY 42066, 4 beds, 2 baths

$125,000

4 beds2 baths2,996 sq ft

512 S 7th St, Mayfield, KY 42066

85W Real Estate

Property at 308 E College St, Mayfield, KY 42066, 4 beds, 2 baths

$225,000

4 beds2 baths1,936 sq ft

308 E College St, Mayfield, KY 42066

Property at 711 Pryor St, Mayfield, KY 42066, 5 beds, 4 baths

$329,900

5 beds4 baths3,876 sq ft

711 Pryor St, Mayfield, KY 42066

Property at 311 Willow St, Mayfield, KY 42066, 3 beds, 2 baths

$129,900

3 beds2 baths1,080 sq ft

311 Willow St, Mayfield, KY 42066

Property at 409 Macedonia Rd, Mayfield, KY 42066, 3 beds, 1.5 baths

$159,900

3 beds1.5 baths1,311 sq ft

409 Macedonia Rd, Mayfield, KY 42066

Property at 629 S 2nd St, Mayfield, KY 42066, 4 beds, 2 baths

$275,000

4 beds2 baths3,144 sq ft

629 S 2nd St, Mayfield, KY 42066

Property at 723 W Lockridge St, Mayfield, KY 42066, 2 beds, 1 bath

$80,000

2 beds1 bath1,412 sq ft

723 W Lockridge St, Mayfield, KY 42066

Property at 312 Drivers Ln, Mayfield, KY 42066, 2 beds, 1 bath

$59,900

2 beds1 bath961 sq ft

312 Drivers Ln, Mayfield, KY 42066

Property at 809 S 8th St, Mayfield, KY 42066, 4 beds, 2 baths

$170,000

4 beds2 baths2,318 sq ft

809 S 8th St, Mayfield, KY 42066

Property at 710 E College St, Mayfield, KY 42066, 2 beds, 1 bath

$175,000

2 beds1 bath1,122 sq ft

710 E College St, Mayfield, KY 42066

Property at 527 7th St S, Mayfield, KY 42066, 5 beds, 2 baths

$150,000

5 beds2 baths3,173 sq ft

527 7th St S, Mayfield, KY 42066

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 1511 Cuba Rd, Mayfield, KY 42066

$425,000

Land9.56 acres (lot)

1511 Cuba Rd, Mayfield, KY 42066

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NEW 4 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in 42066, KY:
Join Us For This REAL ESTATE ONLY Auction THURSDAY Sept. 10Th. At 6:00 PM at 3334 Symsonia Hwy. Benton, KY 42025. This property is Offered At Auction in collaboration w/ Austin Auction Service-Ralph Austin Owner/Auctioneer. A 3 Bedroom 1 Bath Home On 4 Acres Just Over A Mile From Purchase Parkway (I-69) & Benton Hospital In Benton KY. The Home Has 1230 Sq. Ft. ,not Counting A Full Basement (exterior entrance only) With The Same Sq. Footage. The Basement Walls Have Been Reinforced With Steel Beams. There Is A 18' X 25' Detached Metal Garage With Concrete Floor. Hot Water Heater Is Located In Basement As Well As The 200 Amp Breaker Box. The HVAC Unit Was Installed In 2015 But Has A New

3 beds1 bath1,230 sq ft

4.23 acre lot • Built 1946

3334 Symsonia Hwy, Benton, KY 42025

ABOUT THIS HOME
Vintage Home for sale in 42066, KY:
This two bedoom home is both historical and functional. This home has been updated with updated electrical including panelbox-meter. This home has over 1900 sq ft of living space and an amazing front porch. Waiting for you in the quaint town of Sedalia Kentucky which conventiently located to both Mayfield and Murray Kentucky. A detached two car garage and a large yard all priced affordably makes this a must find in todays tough market.

$144,000

3 beds1 bath1,945 sq ft

Front porch • Large yard • Modern bathrooms

1411 E State Route 339, Sedalia, KY 42079

FOR SALE BY OWNER

ABOUT THIS HOME
Vintage Home for sale in 42066, KY:
Charming Country Retreat in Hickory, KY Asking Price: $199,000 | 1,500 Sq. Ft. | 3 Beds | 2 Baths Welcome home to peaceful country living! This beautiful 3-bedroom, 2-bathroom home offers a little over 1,500 square feet of cozy charm and great space for entertaining. Key Features: Inviting Living Spaces: Gather around the cozy fireplace in the living area, featuring stylish accent walls that add warmth and character. Spacious Kitchen: Perfect for home-cooked meals and hosting guests. Outdoor Oasis: Enjoy your morning coffee on the front porch with stunning custom stonework, or relax on the back deck overlooking a huge backyard. Bonus Potential: Includes an existing concrete pad ready for

$199,000

3 beds2 baths1,518 sq ft

Stylish accent walls • Spacious kitchen • Front porch

279 Sophia St, Hickory, KY 42051

ABOUT THIS HOME
Vintage Home for sale in 42066, KY:
Charming farmhouse on approximately 6.19 acres with fenced pasture, perfect for a variety of rural lifestyles. This 3-bedroom, 1-bath home offers approximately 1,120 sq. ft. with an open-concept living area. Major updates completed approximately 10 years ago include Complete new plumbing, electrical, septic system, and metal roof. Outside you'll find a barn, storage shed, two driveways, a former homesite with existing utilities Septic, electrical pole and water (buyer to verify), a 30-amp horse trailer hookup, and underground electric service to the home. Property offers plenty of space and potential in a peaceful country setting. Buyer to verify all information, including acreage and prope

$229,000

2 beds1 bath1,176 sq ft

Two driveways • Barn • Storage shed

3801 N Wadesboro Rd, Benton, KY 42025

ABOUT THIS HOME
Vintage Home for sale in 42066, KY:
Great opportunity to buy this ranch style home built in 1957, located in Wingo, KY and sitting on a 1.9 acre lot with an attached 2 car garage. The all one floor interior has approx. 1557 sq. ft. with 2 bedrooms and 2 bathrooms.

$70,400

2 beds2 baths1,557 sq ft

1.9 acre lot • 2 garage spots • Built 1957

186 Exchange St, Wingo, KY 42088

ABOUT THIS HOME
Vintage Home for sale in 42066, KY:
Renovated 3-bed, 1-bath ranch in Water Valley, KY. It offers 1,350 sq ft on 0.34 acres. Built in 1955, it has been fully updated to meet FHA lending standards. Features a fresh kitchen, flooring, and paint. HVAC, electrical, and plumbing systems have been repaired. Exterior landscaping and paint are refreshed. Includes acovered porch and a one-car carport. The property is vacant with immediate access. FHA eligible.

$125,000

3 beds1 bath1,350 sq ft

Covered porch • Fresh kitchen • Plumbing systems

16155 Us-45, Wingo, KY 42088

Property at 10174 Us-45, Wingo, KY 42088, 4 beds, 2 baths

$110,000

4 beds2 baths1,850 sq ft

10174 Us-45, Wingo, KY 42088

Property at 346 S Saint Paul St, Wingo, KY 42088, 3 beds, 1 bath

$160,000

3 beds1 bath1,150 sq ft

346 S Saint Paul St, Wingo, KY 42088

Property at 49 Shelby Dr, Wingo, KY 42088, 3 beds, 2 baths

$179,900

3 beds2 baths1,344 sq ft

49 Shelby Dr, Wingo, KY 42088

Property at 50 Works Rd, Wingo, KY 42088, 3 beds, 2 baths

$109,000

3 beds2 baths1,747 sq ft

50 Works Rd, Wingo, KY 42088

Property at 16155 US Hwy 45 S, Water Valley, KY 42085, 3 beds, 1 bath

$137,500

3 beds1 bath1,350 sq ft

16155 US Hwy 45 S, Water Valley, KY 42085

Property at 66 Skylark St, Hickory, KY 42051, 3 beds, 1.5 baths

$159,900

3 beds1.5 baths1,432 sq ft

66 Skylark St, Hickory, KY 42051

Vintage Homes for Sale in 42066

There are currently 18 vintage homes for sale in 42066 at a median listing price of $259K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 42066 stay on the market for 62 days. This map is refreshed with the newest listings in 42066 every 15 minutes.

In the past month, 18 homes have been sold in 42066. In addition to houses in 42066, there was also 1 condo, 0 townhouses, and 1 multi-family unit for sale in 42066 last month. Find your dream home in 42066 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 42066 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 42066. If you're looking to sell your home in the 42066 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 42066 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 Wed Aug 19 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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