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

12 homes

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ABOUT THIS HOME
Vintage Home for sale in Montgomery County, MO:
A chance to own one of Montgomery City's original homes is about to come to the market. This 135 year old home, built in the 1890's has 4 bedrooms 2.5 baths and is located on a fenced acre lot. Benton Street Home still has much of the original woodwork that has never been painted and it is beautiful! On the main floor you will find a spacious great room, dining area, updated kitchen, pantry with coffee bar and a lovely master suite. Just off the master suite is an office area that could be used for this function or turned into an amazing walk-in closet. Upstairs are 3 spacious bedrooms and full bath with a corner tub. Everything inside has been freshly painted in a neutral color. A new dec

$245,000

4 beds2 baths2,383 sq ft

1011 Benton St, Montgomery City, MO 63361

1 acre lot • 2 garage spots • Built 1890

ABOUT THIS HOME
Vintage Home for sale in Montgomery County, MO:
This beauty sits on a corner lot and almost completely remodeled including New Roof in 2024, New windows in 2025 (except for 2) new flooring in 2025, new floor joist, hot water heater 2023, furnace 2024. Cabinets freshly painted with new counter top, new dishwasher and new microwave. Laundry room brought to center of home. Nice neighborhood with large 122 x 140 corner lot. 3 Bedrooms, could easily turn rec room into 4th bedroom, with 1 1/2 bath. 2 car garage with 2 storage rooms in garage. New garage door. French glass doors in 2nd level. This one has a lot to offer for a big family.

$179,900

3 beds1.5 baths1,296 sq ft

100 S Maple, Bellflower, MO 63333

New flooring • Hot water heater • Furnace

ABOUT THIS HOME
Vintage Home for sale in Montgomery County, MO:
Welcome home to this beautifully updated 4-bedroom, 3-bath ranch in the heart of Montgomery City! Offering 1,786 sq. ft. of comfortable living space, this home blends modern updates with timeless charm. Step inside to find fresh tile floors, a divided bedroom floor plan, and a spacious master suite featuring a walk-in closet and private bath. The kitchen is bright and inviting with a breakfast island and separate dining area—perfect for family meals or entertaining guests. Relax and unwind on the 12’x27’ screened-in porch, complete with a swing—ideal for enjoying peaceful mornings or cool summer evenings without the bugs! Additional highlights include an oversized

$235,000

4 beds3 baths2,442 sq ft

831 Locust St, Montgomery City, MO 63361

Breakfast island • Updated ranch • Walk-in closet

ABOUT THIS HOME
Vintage Home for sale in Montgomery County, MO:
Welcome to this private gem just minutes from I-70! This 84+/- acre piece has so much to offer, from recreational hunting, or spending a day out on the gorgeous 130 ac. Pinnacle Lake, to building your dream home and living on your own piece of Heaven! If fishing is what you're into, the lake is home to walleye, large mouth bass, crappie, bluegill, catfish, and more! You'll find mature timber scattered throughout the property, and not just one, but TWO caves ready for exploring! Don't miss out on this one, make your appointment for your private tour today! This price includes running electric to the property, upon the acceptance of a firm contract! Great hunting!

$475,000

0 beds— baths— sq ft

84 +/- Ac Buechele Rd, New Florence, MO 63363

Mature timber • Two caves • Running electric

ABOUT THIS HOME
Vintage Home for sale in Montgomery County, MO:
4.38 Acres with Highway 70 frontage and North Service Road frontage. Home has 1817 square feet, 4 bedrooms, 3 bathrooms, woodburning stove, lowered family room with a 2 car garage (20 x 26). House was renovated in 1977 with upgrades and additions through the years, including new countertop in 2020, garage door in 2020, electric box in 2020, new carpet in 2020, new roof in 2020, new bathroom vanity and toilet in 2020. All windows in house have been updated. Covered front porch 6 x 29. Patio is 20 x 14. 2 detached garages 24 x 24 with a 6 x 24 porch, concrete floor and metal roof, 2nd garage 28 x 28 gravel floor, new roof in July 2024. Seller is selling as is. Part Owner is Real Estate ag

$335,000

4 beds3 baths1,817 sq ft

328 Booneslick Rd, New Florence, MO 63363

4.38 acre lot • 3 garage spots • Built 1910

Property at 307 Miller St, Montgomery City, MO 63361, 4 beds, 2.5 baths

$120,000

4 beds2.5 baths2,671 sq ft

307 Miller St, Montgomery City, MO 63361

Property at 358 Highway P, Rhineland, MO 65069, 4 beds, 2 baths

$783,750

4 beds2 baths1,682 sq ft

358 Highway P, Rhineland, MO 65069

Property at 103 N Cherry N, Middletown, MO 63384, 3 beds, 1 bath

$103,000

3 beds1 bath1,200 sq ft

103 N Cherry N, Middletown, MO 63384

Property at 302 E Walsh St, Montgomery City, MO 63361, 4 beds, 1 bath

$165,000

4 beds1 bath2,025 sq ft

302 E Walsh St, Montgomery City, MO 63361

Property at 432 Tree Farm Rd, New Florence, MO 63363, 2 beds, 1 bath

$799,900

2 beds1 bath— sq ft

432 Tree Farm Rd, New Florence, MO 63363

Property at 209 S Elm St, Bellflower, MO 63333

$56,000

0 beds— baths— sq ft

209 S Elm St, Bellflower, MO 63333

Property at 0 94 Hwy, Rhineland, MO 65069

$569,500

0 beds— baths— sq ft

0 94 Hwy, Rhineland, MO 65069

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ABOUT THIS HOME
Vintage Home for sale in Montgomery County, MO:
Discover the perfect blend of recreation and relaxation with this beautiful . 37-acre lot ideally situated just 500 feet from a public boat launch and moments from where the Missouri and Gasconade Rivers meet. Whether you’re an avid boater, angler, or simply love being near the water, this location offers endless outdoor enjoyment. Located only 15 minutes from historic Hermann, Missouri, you’ll have easy access to charming wineries, restaurants, and festivals while still enjoying the peace and quiet of nature. This property offers the ideal setting for a weekend getaway, future cabin, or investment in a growing river community.

$90,000

0 beds— baths765 sq ft

114 Oak St, Morrison, MO 65061

Historic hermann • Public boat launch • Charming wineries

ABOUT THIS HOME
Vintage Home for sale in Montgomery County, MO:
Renovated 3-Bedroom 2 Bath Brick Home in New Haven! Welcome to this beautifully renovated 3-bedroom, 2-bath single-family home offering a perfect blend of comfort, functionality, and modern updates. With 1,212 square feet on the main level and roughly 750 finished square feet in the walk-out basement, there's plenty of room for living, entertaining, and relaxing. Step inside to find stunning refinished hardwood floors throughout the main level, complemented by stylish vinyl plank flooring in the updated bathroom. The renovated kitchen features brand-new cabinets, granite countertop, stainless steel appliances and opens to a bright and inviting living space. Downstairs, enjoy a spacious bon

$269,000

3 beds2 baths1,962 sq ft

801 Miller St, New Haven, MO 63068

0.34 acre lot • Garage • Built 1954

ABOUT THIS HOME
Vintage Home for sale in Montgomery County, MO:
Updated Duplex in Hermann, MO – Excellent Income-Producing or Owner-Occupied Opportunity! This beautifully updated duplex in the historic town of Hermann, Missouri, offers an exceptional opportunity to generate income by living in one unit and leasing the other, or to enjoy flexible multi-unit living. Each side features all new flooring, shaker-style cabinets, new countertops, stainless steel appliances and beautiful tile backsplashes. Both bathrooms have been updated with new tile floors, new vanities with LED-lighted mirrors, tub surrounds and new toilets. One unit includes a rough-in for a second bathroom in the basement. Each side offers a walk-up basement and character-rich detai

$330,000

4 beds2 baths2,363 sq ft

405 W 9th St, Hermann, MO 65041

2 garage spots • Built 1946 • Listed 41 days

ABOUT THIS HOME
Vintage Home for sale in Montgomery County, MO:
This is a nice 95% tillable farm in Audrain County just South of Laddonia on Hwy 54/19 with approximately 3/4-mile Hwy Road frontage. Soil types include Armstrong, Leonard, Mexico, Twomile and Belknap. Has a NCCPI Rating of 66.2. There is a natural gas pipeline easement along the west side of the farm running north & south. Additionally, there is a residential tap available for use from this line. This tract is being split from 270 ac farm. The farm income for the 270 acres for 2025 is $146,500. Call listing agent for further details on income or the windmill lease.

$2,376,000

0 beds— baths— sq ft

160 Hwy 54, Laddonia, MO 63352

160 acre lot • Built 1900 • Listed 44 days

ABOUT THIS HOME
Vintage Home for sale in Montgomery County, MO:
Perfect blend of open & wooded acreage, marketable timber and room for your recreational needs. Hunting is permitted. Ideal for building your custom home with plenty of woods for privacy. Public water access is available. Less than 10 minutes from the heart of downtown Warrenton. Yealy assessment of $750 for road fund fees. Four other parcels available for purchase as well, 10.49 acres, 15.33 acres, 16.57 acres & 36.51 acres.

$350,880

0 beds— baths— sq ft

29.24 Acres Sunset Trl, Warrenton, MO 63383

Public water access • Open wooded acreage • Marketable timber

ABOUT THIS HOME
Vintage Home for sale in Montgomery County, MO:
Perfect blend of open & wooded acreage, marketable timber and room for your recreational needs. Hunting is permitted. Ideal for building your custom home with plenty of woods for privacy. Public water access is available. Less than 10 minutes from the heart of downtown Warrenton. Yealy assessment of $750 for road fund fees. Four other parcels available for purchase as well, 10.49 acres, 15.33 acres, 29.24 acres & 36.51 acres.

$273,405

0 beds— baths— sq ft

16 +/- Acres Sunset Trl, Warrenton, MO 63383

Public water access • Open wooded acreage • Custom home building

Property at 15.33 Acres Sunset Trl, Warrenton, MO 63383

$252,945

0 beds— baths— sq ft

15.33 Acres Sunset Trl, Warrenton, MO 63383

Property at 1477 Old Iron Rd, Hermann, MO 65041, 3 beds, 2.5 baths

$499,000

3 beds2.5 baths1,963 sq ft

1477 Old Iron Rd, Hermann, MO 65041

Property at 33233 Audrain Road 744, Martinsburg, MO 65264, 3 beds, 1 bath

$149,900

3 beds1 bath1,880 sq ft

33233 Audrain Road 744, Martinsburg, MO 65264

Property at 39298 Winter St, Truxton, MO 63381, 3 beds, 2.5 baths

$220,000

3 beds2.5 baths1,454 sq ft

39298 Winter St, Truxton, MO 63381

Property at 909 Miller St, New Haven, MO 63068, 3 beds, 1.5 baths

$160,000

3 beds1.5 baths1,450 sq ft

909 Miller St, New Haven, MO 63068

Property at 217 W 6th St, Hermann, MO 65041, 2 beds, 2 baths

$149,900

2 beds2 baths1,567 sq ft

217 W 6th St, Hermann, MO 65041

Property at 207 E 4th St E, Hermann, MO 65041, 5 beds, 5 baths

$579,000

5 beds5 baths2,335 sq ft

207 E 4th St E, Hermann, MO 65041

Property at 205 E 8th St, Hermann, MO 65041, 3 beds, 2 baths

$675,000

3 beds2 baths2,035 sq ft

205 E 8th St, Hermann, MO 65041

Property at 33739 State Hwy U, Martinsburg, MO 65264, 2 beds, 1 bath

$72,000

2 beds1 bath1,476 sq ft

33739 State Hwy U, Martinsburg, MO 65264

Property at 130 E 2nd St, Hermann, MO 65041, 3 beds, 2 baths

$264,900

3 beds2 baths1,380 sq ft

130 E 2nd St, Hermann, MO 65041

Property at 415 E 1st St, Hermann, MO 65041, 4 beds, 4.5 baths

$550,000

4 beds4.5 baths3,592 sq ft

415 E 1st St, Hermann, MO 65041

Property at 524 W 8th St, Hermann, MO 65041, 2 beds, 2 baths

$205,000

2 beds2 baths1,384 sq ft

524 W 8th St, Hermann, MO 65041

Property at 405 W 18th St, Hermann, MO 65041, 4 beds, 1.5 baths

$539,900

4 beds1.5 baths1,680 sq ft

405 W 18th St, Hermann, MO 65041

Property at 307 2nd St, Martinsburg, MO 65264

$18,000

— beds— baths— sq ft

307 2nd St, Martinsburg, MO 65264

Based on information submitted to the MLS GRID as of Mon Dec 01 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.

Vintage Homes for Sale in Montgomery County

There are currently 12 vintage homes for sale in Montgomery County at a median listing price of $265K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Montgomery County stay on the market for 71 days. This map is refreshed with the newest listings in Montgomery County every 15 minutes.

In the past month, 9 homes have been sold in Montgomery County. In addition to houses in Montgomery County, there were also 0 condos, 0 townhouses, and 1 multi-family unit for sale in Montgomery County last month. Find your dream home in Montgomery 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 Montgomery County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Montgomery County. If you're looking to sell your home in the Montgomery County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Montgomery 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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