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

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NEW 5 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Montgomery County, IN:
Welcome to this beautifully updated home in the heart of Linden! Nearly everything has been redone, offering both comfort and peace of mind. Major updates include a newer furnace, A/C, water heater, all just 3 years old. Roof that is less than 5 years old, plus a brand-new dishwasher. Inside, you’ll enjoy a warm and inviting 3-bedroom, 2-bath layout. Outside, the home features a new fence, a back patio, spacious yard, a fire pit, and an oversized detached 2-car garage that provides excellent space for vehicles, storage, or a workshop. Perfectly located between Lafayette and Crawfordsville, this move-in ready home offers small-town charm with quick access to both cities. The perfect bl

$220,000

3 beds2 baths1,367 sq ft

408 E Water St, Linden, IN 47955

Newer furnace • Newer a/c • Newer water heater

NEW 13 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Montgomery County, IN:
Calling all investors for this total fixer upper! Priced to sell quickly. 3 bedroom, 1 bathroom residence with formal dining space, located in the heart of New Richmond. Add some charm & updates to make this house a home! Cash only - watch your step while touring, there are many trip hazards.

$35,000

3 beds1 bath922 sq ft

102 N Prairie St, New Richmond, IN 47967

0.25 acre lot • Built 1900

NEW 16 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Montgomery County, IN:
Nestled at 152 W Old Oak Hill RD, CRAWFORDSVILLE, IN, this single-family residence in Montgomery County presents an inviting home, ready to move in. The kitchen features shaker cabinets, creating a welcoming space for culinary exploration. The bathroom offers a walk-in shower, providing a refreshing start to each day. With three bedrooms and two full bathrooms spread across 1054 square feet of living area, this one-story home, built in 1900, offers ample space. This property offers the opportunity to own a piece of CRAWFORDSVILLE history.

$199,900

3 beds2 baths1,054 sq ft

152 W Old Oak Hill Rd, Crawfordsville, IN 47933

Shaker cabinets • Walk-in shower • 0.5 acre lot

ABOUT THIS HOME
Vintage Home for sale in Montgomery County, IN:
Welcome home to this charming and beautifully updated property nestled on a peaceful street on Crawfordsville's desirable west end. This thoughtfully maintained home offers comfort, convenience, and room to grow - perfect for anyone looking for move-in-ready living with future potential. Step inside to find a welcoming layout featuring two spacious bedrooms, one and a half baths, and a bright living space that flows effortlessly into the kitchen. The kitchen is equipped with all stainless steel appliances, including a new dishwasher and new micro-hood, making it a great space for cooking and gathering. The home sits on a lovely lot with a fenced-in backyard, ideal for pets, play, or outdoor

$200,000

2 beds1.5 baths2,080 sq ft

105 S Davis St, Crawfordsville, IN 47933

Updated property • Fenced in backyard • Full basement

ABOUT THIS HOME
Vintage Home for sale in Montgomery County, IN:
Welcome to this beautifully updated single-level home featuring 3 bedrooms and 1 full bath, perfectly situated in one of Crawfordsville's most desirable neighborhoods. Located within the Crawfordsville Community School Corporation, this home offers convenient access to local parks, recreation facilities, and community amenities. Step inside to enjoy a fresh, newly remodeled interior with modern finishes throughout. The home sits on a spacious lot with a fully fenced backyard, ideal for children, pets, and outdoor entertaining. Whether you're a first-time homebuyer, downsizing, or seeking a comfortable rental property, this home provides both comfort and convenience in a wonderful location.

$163,000

3 beds1 bath864 sq ft

1503 Payton St, Crawfordsville, IN 47933

Community amenities • 7,536 sq ft lot • Built 1955

Property at 1014 Westwood Dr, Crawfordsville, IN 47933, 3 beds, 1 bath

$170,000

3 beds1 bath984 sq ft

1014 Westwood Dr, Crawfordsville, IN 47933

Property at 1208 W Wabash Ave, Crawfordsville, IN 47933, 3 beds, 2 baths

$260,000

3 beds2 baths3,406 sq ft

1208 W Wabash Ave, Crawfordsville, IN 47933

Property at 1670 W Old Waynetown Rd, Crawfordsville, IN 47933, 3 beds, 1.5 baths

$239,000

3 beds1.5 baths2,498 sq ft

1670 W Old Waynetown Rd, Crawfordsville, IN 47933

Property at 411 Vandalia Ct, Crawfordsville, IN 47933, 2 beds, 1 bath

$134,800

2 beds1 bath720 sq ft

411 Vandalia Ct, Crawfordsville, IN 47933

Property at 3907 E 150 S, Crawfordsville, IN 47933, 3 beds, 2 baths

$274,900

3 beds2 baths2,219 sq ft

3907 E 150 S, Crawfordsville, IN 47933

Property at 1417 W Market St, Crawfordsville, IN 47933, 3 beds, 2 baths

$184,900

3 beds2 baths2,496 sq ft

1417 W Market St, Crawfordsville, IN 47933

Property at 318 Louise Ave, Crawfordsville, IN 47933, 2 beds, 1 bath

$120,000

2 beds1 bath725 sq ft

318 Louise Ave, Crawfordsville, IN 47933

Property at 515 S Water St, Crawfordsville, IN 47933, 2 beds, 2.5 baths

$179,900

2 beds2.5 baths3,576 sq ft

515 S Water St, Crawfordsville, IN 47933

Property at 110 Woodlawn Pl, Crawfordsville, IN 47933, 5 beds, 2 baths

$199,000

5 beds2 baths3,436 sq ft

110 Woodlawn Pl, Crawfordsville, IN 47933

Property at 203 1st St, New Market, IN 47965, 1 bed, 1 bath

$89,900

1 bed1 bath540 sq ft

203 1st St, New Market, IN 47965

Property at 421 E Water St, Linden, IN 47955, 1 bed, 1.5 baths

$89,900

1 bed1.5 baths988 sq ft

421 E Water St, Linden, IN 47955

Property at 605 Tuttle Ave, Crawfordsville, IN 47933, 4 beds, 1.5 baths

$150,000

4 beds1.5 baths1,584 sq ft

605 Tuttle Ave, Crawfordsville, IN 47933

Property at 904 Cottage Ave, Crawfordsville, IN 47933, 2 beds, 1 bath

$160,000

2 beds1 bath1,344 sq ft

904 Cottage Ave, Crawfordsville, IN 47933

Property at 120 E Main St, Waveland, IN 47989, 3 beds, 2 baths

$170,000

3 beds2 baths1,546 sq ft

120 E Main St, Waveland, IN 47989

Property at 2430 W Us 136 Hwy, Crawfordsville, IN 47933, 3 beds, 2 baths

$254,900

3 beds2 baths2,489 sq ft

2430 W Us 136 Hwy, Crawfordsville, IN 47933

Property at 2341 E 550 N, Crawfordsville, IN 47933, 4 beds, 1 bath

$265,000

4 beds1 bath3,224 sq ft

2341 E 550 N, Crawfordsville, IN 47933

Property at 2879 E 700 S, Crawfordsville, IN 47933, 3 beds, 2 baths

$379,900

3 beds2 baths2,211 sq ft

2879 E 700 S, Crawfordsville, IN 47933

Property at 114 S West St, Linden, IN 47955, 1 bed, 1.5 baths

$64,900

1 bed1.5 baths1,014 sq ft

114 S West St, Linden, IN 47955

Property at 521 E Main St, Crawfordsville, IN 47933, 5 beds, 1.5 baths

$245,000

5 beds1.5 baths3,300 sq ft

521 E Main St, Crawfordsville, IN 47933

Property at 510 E Chestnut St, Crawfordsville, IN 47933, 2 beds, 1 bath

$100,000

2 beds1 bath1,444 sq ft

510 E Chestnut St, Crawfordsville, IN 47933

Property at 1929 E Overcoat Rd, Crawfordsville, IN 47933, 4 beds, 2 baths

$449,900

4 beds2 baths2,952 sq ft

1929 E Overcoat Rd, Crawfordsville, IN 47933

Property at 2710 E State Road 32, Crawfordsville, IN 47933, 5 beds, 5 baths

$1,300,000

5 beds5 baths6,115 sq ft

2710 E State Road 32, Crawfordsville, IN 47933

Property at 318 N Concord Rd, Crawfordsville, IN 47933, 3 beds, 1 bath

$229,900

3 beds1 bath1,056 sq ft

318 N Concord Rd, Crawfordsville, IN 47933

Property at 215 S Main St, New Ross, IN 47968, 3 beds, 1.5 baths

$295,000

3 beds1.5 baths4,224 sq ft

215 S Main St, New Ross, IN 47968

Property at 717 W Wabash Ave, Crawfordsville, IN 47933, 3 beds, 2 baths

$204,900

3 beds2 baths1,704 sq ft

717 W Wabash Ave, Crawfordsville, IN 47933

Property at 108 E High St, Wingate, IN 47994, 3 beds, 1 bath

$75,000

3 beds1 bath1,698 sq ft

108 E High St, Wingate, IN 47994

Property at 305 W Harrison St, Darlington, IN 47940, 3 beds, 2 baths

$207,000

3 beds2 baths2,256 sq ft

305 W Harrison St, Darlington, IN 47940

Property at 6085 N 750 W, Waynetown, IN 47990, 3 beds, 2 baths

$309,000

3 beds2 baths2,736 sq ft

6085 N 750 W, Waynetown, IN 47990

Property at 705 S Grace Ave, Crawfordsville, IN 47933, 3 beds, 1.5 baths

$144,900

3 beds1.5 baths1,232 sq ft

705 S Grace Ave, Crawfordsville, IN 47933

Property at 313 E Wabash Ave, Crawfordsville, IN 47933, 5 beds, 5 baths

$469,900

5 beds5 baths6,484 sq ft

313 E Wabash Ave, Crawfordsville, IN 47933

Property at 115 Simpson St, Crawfordsville, IN 47933, 3 beds, 1 bath

$169,500

3 beds1 bath2,044 sq ft

115 Simpson St, Crawfordsville, IN 47933

Property at 307 W Adams St, Darlington, IN 47940, 4 beds, 2 baths

$215,000

4 beds2 baths2,600 sq ft

307 W Adams St, Darlington, IN 47940

Property at 224 W Main St, Ladoga, IN 47954, 4 beds, 2 baths

$252,000

4 beds2 baths3,644 sq ft

224 W Main St, Ladoga, IN 47954

Property at 408 E Wabash Ave, Crawfordsville, IN 47933, 3 beds, 2.5 baths

$340,000

3 beds2.5 baths5,172 sq ft

408 E Wabash Ave, Crawfordsville, IN 47933

Property at 1107 Danville Ave, Crawfordsville, IN 47933, 4 beds, 1.5 baths

$185,000

4 beds1.5 baths2,831 sq ft

1107 Danville Ave, Crawfordsville, IN 47933

Property at 706.5 John St, Crawfordsville, IN 47933, 3 beds, 2 baths

$149,900

3 beds2 baths796 sq ft

706.5 John St, Crawfordsville, IN 47933

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Based on information submitted to the MLS GRID as of Tue Dec 02 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 46 vintage homes for sale in Montgomery County at a median listing price of $229K. 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 41 days. This map is refreshed with the newest listings in Montgomery County every 15 minutes.

In the past month, 44 homes have been sold in Montgomery County. In addition to houses in Montgomery County, there were also 8 condos, 1 townhouse, and 3 multi-family units 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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