Vintage homes for sale & real estate in Oregon County, MO

27 homes

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NEW 19 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Oregon County, MO:
Beautifully Remodeled 3-Bedroom Home in Alton, MissouriWelcome to this beautifully remodeled 3-bedroom, 1-bath home in Alton, Missouri! Thoughtfully updated and move-in ready, this charming property offers the perfect combination of modern comfort and small-town living. Whether you're a first-time buyer, looking for a family home, or searching for an investment property, this one is worth a look. Inside, you'll find a fresh, updated interior with three comfortable bedrooms, a full bathroom, and inviting living spaces ready for you to make your own. The remodeling gives the home a clean, modern feel while maintaining the practicality and charm that makes a house feel like home. Located in th

$139,900

3 beds1 bath1,096 sq ft

303 Vine St, Alton, MO 65606

Updated interior • Recreational areas • Remodeled home

ABOUT THIS HOME
Vintage Home for sale in Oregon County, MO:
Charming cottage-style home that is move-in ready and exceptionally well-maintained! This 2-bedroom, 1-bath home offers 973 sq. ft. and features a charming updated kitchen while maintaining its original character, including beautiful hardwood floors throughout. The remodeled kitchen features updated cabinets, countertops, refinished flooring, and newer refrigerator and stove. The bathroom has also been remodeled with an updated tub/shower, tile, flooring, toilet, and plumbing. Additional improvements include new plumbing and updated electrical. The home features a mini-split for heating and cooling, propane wall heaters, ceiling fans, and existing ductwork and wiring for a future central HV

$89,900

2 beds1 bath973 sq ft

611 Spruce St, Thayer, MO 65791

Updated electrical • New plumbing • Remodeled bathroom

VIDEO TOUR

ABOUT THIS HOME
Vintage Home for sale in Oregon County, MO:
This unique little house is a must see! Built in the 1930's, it has the charm of the past but just enough updating to be functional. High windows and ceilings make it feel open and bright. The large floor to ceiling rock fire place is the first thing you will notice after passing through the beautifully ornate stained glass and wood carved front door. 3 bedrooms and 1 bath with a claw foot tub. Floors are mostly hardwood, with carpet in the bedrooms. If you really like wood heat there is another flue for an additional wood burning stove (does not currently have one), but only if you prefer it over the existing central heat and air system. Another beautiful wood door will take you out back w

$139,900

3 beds1 bath1,506 sq ft

213 Arch St, Thayer, MO 65791

Wood carved door • Rock fire place • Stained glass door

ABOUT THIS HOME
Vintage Home for sale in Oregon County, MO:
Commercial building with recent remodel at busy corner location! 2 store fronts with one opening connecting these 2 great units with a total of 2,400 sq ft! 101 Chestnut has just had extensive remodel with new HVAC, flooring, drywall, electrical & plumbing. 107 Chestnut has same updates and is 80% complete leaving a blank canvas to put finishing touches for your needs. Call today for more information!

$159,900

1 bed0.5 baths2,400 sq ft

101 & 107 Chestnut St, Thayer, MO 65791

New drywall • Recent remodel • Extensive remodel

ABOUT THIS HOME
Vintage Home for sale in Oregon County, MO:
3-bedroom, 1-bath home on 5 acres m/l in the Missouri Ozarks. Features include vinyl siding, central heat and air, a wood-burning fireplace, and two living areas. The property also includes a 2-car detached garage/shop, storage shed, private well, septic, and walking trails. Property is being sold as-is.

$139,500

3 beds1 bath1,259 sq ft

1640 County Road 203, Alton, MO 65606

Central heat and air • Two living areas • Storage shed

Property at 222 S 6th St, Thayer, MO 65791, 3 beds, 1.5 baths

$99,900

3 beds1.5 baths1,862 sq ft

222 S 6th St, Thayer, MO 65791

Property at 420 Brewer St, MO, 2 beds, 1.5 baths

$155,000

2 beds1.5 baths845 sq ft

420 Brewer St

Property at 1079 Ff Hwy, Alton, MO 65606, 4 beds, 2 baths

$329,999

4 beds2 baths1,589 sq ft

1079 Ff Hwy, Alton, MO 65606

Property at 420 Brewer St, Thayer, MO 65791, 2 beds, 1.5 baths

$155,000

2 beds1.5 baths845 sq ft

420 Brewer St, Thayer, MO 65791

Property at 313 Beatrice St, Thayer, MO 65791, 3 beds, 2 baths

$169,900

3 beds2 baths1,600 sq ft

313 Beatrice St, Thayer, MO 65791

Property at 109 Manilla St, Koshkonong, MO 65692, 3 beds, 1.5 baths

$149,900

3 beds1.5 baths1,188 sq ft

109 Manilla St, Koshkonong, MO 65692

Property at 221 Monroe St, Thayer, MO 65791, 2 beds, 2 baths

$249,900

2 beds2 baths1,640 sq ft

221 Monroe St, Thayer, MO 65791

Property at 838 Chestnut St, Thayer, MO 65791, 2 beds, 2 baths

$154,900

2 beds2 baths1,238 sq ft

838 Chestnut St, Thayer, MO 65791

Property at 100 E Adams St, Thayer, MO 65791, 3 beds, 1.5 baths

$125,000

3 beds1.5 baths1,177 sq ft

100 E Adams St, Thayer, MO 65791

Property at 181 Polk St, Thayer, MO 65791, 1 bed, 1 bath

$35,000

1 bed1 bath528 sq ft

181 Polk St, Thayer, MO 65791

Property at 207 Broadway St, Alton, MO 65606, 4 beds, 2 baths

$139,900

4 beds2 baths1,562 sq ft

207 Broadway St, Alton, MO 65606

Property at 510 Old Cane Bluff Rd, Alton, MO 65606, 2 beds, 1 bath

$69,900

2 beds1 bath672 sq ft

510 Old Cane Bluff Rd, Alton, MO 65606

Property at 904 Race St, Thayer, MO 65791, 2 beds, 2 baths

$194,900

2 beds2 baths1,969 sq ft

904 Race St, Thayer, MO 65791

Property at 210 County Road 320, Alton, MO 65606, 3 beds, 1 bath

$699,900

3 beds1 bath1,019 sq ft

210 County Road 320, Alton, MO 65606

Property at 501 Owens St, Alton, MO 65606, 4 beds, 1 bath

$149,900

4 beds1 bath1,728 sq ft

501 Owens St, Alton, MO 65606

Property at 903 Vine St, Thayer, MO 65791, 3 beds, 3 baths

$135,000

3 beds3 baths1,740 sq ft

903 Vine St, Thayer, MO 65791

Property at 903 Vine St, MO, 3 beds, 3 baths

$135,000

3 beds3 baths1,740 sq ft

903 Vine St

Property at 850 Oo Highway Hwy, Thayer, MO 65791, 4 beds, 2.5 baths

$299,900

4 beds2.5 baths2,388 sq ft

850 Oo Highway Hwy, Thayer, MO 65791

Property at 17432 Mo 19, Alton, MO 65606, 2 beds, 1 bath

$159,900

2 beds1 bath1,098 sq ft

17432 Mo 19, Alton, MO 65606

Property at 109 Manilla St, MO, 3 beds, 1.5 baths

$149,900

3 beds1.5 baths1,188 sq ft

109 Manilla St

Property at 848 Chestnut St, Thayer, MO 65791, 3 beds, 2 baths

$199,900

3 beds2 baths1,900 sq ft

848 Chestnut St, Thayer, MO 65791

Property at 208 S 6th St, Thayer, MO 65791

$14,800

Land7,405 sq ft (lot)

208 S 6th St, Thayer, MO 65791

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Based on information submitted to the MLS GRID as of Tue Sep 01 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.

Vintage Homes for Sale in Oregon County

There are currently 27 vintage homes for sale in Oregon County at a median listing price of $200K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Oregon County stay on the market for 118 days. This map is refreshed with the newest listings in Oregon County every 15 minutes.

In the past month, 9 homes have been sold in Oregon County. In addition to houses in Oregon County, there were also 0 condos, 0 townhouses, and 3 multi-family units for sale in Oregon County last month. Find your dream home in Oregon 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 Oregon County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Oregon County. If you're looking to sell your home in the Oregon County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Oregon 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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