Homes for sale under $300k in Middletown, IN

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ABOUT THIS HOME
Homes for sale under $300k in Middletown, IN
Nestled at 4863 W County Road 600 N, MIDDLETOWN, IN, this inviting home in Henry County stands ready to welcome you. Imagine mornings spent in the kitchen, where the shaker cabinets and create a space that is both stylish and functional, perfect for preparing everything from simple breakfasts to elaborate weekend brunches. The living room, adorned with original woodwork, offers a touch of elegance, creating a warm and inviting space to unwind. The two bedrooms also feature original woodwork, offering a continuation of the home's elegant design features into these personal spaces. The home also has hardwood floors in several of the rooms. The bathroom offers a double vanity, providing conven

$289,900

2 beds1 bath1,960 sq ft

4863 W County Road 600 N, Middletown, IN 47356

Double vanity • Expansive lot • Laundry room

ABOUT THIS HOME
Homes for sale under $300k in Middletown, IN
Nestled at 1190 Cottage AVE, MIDDLETOWN, IN, this single-family residence in a desirable part of the town offers an inviting home ready for its residents. The living room becomes a haven of warmth and character with its beautiful fireplace, ready to create cozy evenings and memorable moments. The kitchen is equipped with shaker cabinets, offering a blend of classic design and practical storage. This inviting home features two full bathrooms and three bedrooms, offering ample accommodation within approximately 1998 square feet of living area. Outside, the property sits on a generous 11979 square foot lot and offers a welcoming porch, perfect for enjoying quiet mornings or relaxing evenings.

$158,900

3 beds2 baths1,506 sq ft

1190 Cottage Ave, Middletown, IN 47356

Generous lot • Shaker cabinets • Fireplace

ABOUT THIS HOME
Homes for sale under $300k in Middletown, IN
Nestled on the outskirts of a small town, this spacious 3-bedroom, 1-bath home offers 1,880 sq ft of living space on just over half an acre. With a little vision and updating, this property has the potential to truly shine. Inside, you'll find generous room sizes and a comfortable layout ready to be customized to your taste. Outside, enjoy the benefits of a large lot and a 2-car detached garage-perfect for parking, storage, or a workshop. The peaceful setting provides a great balance of privacy and convenience while keeping you close to town amenities.

$139,900

3 beds1 bath2,067 sq ft

6671 N County Road 525 W, Middletown, IN 47356

Large lot • Peaceful setting • Detached garage

ABOUT THIS HOME
Homes for sale under $300k in Middletown, IN
Welcome home to this cozy and inviting bungalow, perfectly blending charm and comfort in every detail. Featuring 2 bedrooms, a bright and functional kitchen, and a detached 1-car garage, this home is ideal for first-time buyers, downsizers, or anyone seeking an easy-to-maintain space in a convenient location. Step inside to find a warm, welcoming living area filled with natural light and a simple, functional layout that makes everyday living a breeze. The cute kitchen offers just the right amount of workspace and character, ready for your culinary touches. Each bedroom provides comfortable space for rest and relaxation, while the updated living room and clean finishes throughout make this h

$135,000

2 beds1 bath720 sq ft

1458 Congress St, Middletown, IN 47356

Updated living room • Natural light • Spacious deck

NEW CONSTRUCTION

$83,999

3 beds2 baths1,216 sq ft

27 Crestwood Dr #70, Middletown, IN 47356

Built 2025 • Listed 46 days

Listing provided by Zillow

Property at 27 Crestwood Dr #68, Middletown, IN 47356, 3 beds, 2 baths

$83,999

3 beds2 baths1,216 sq ft

27 Crestwood Dr #68, Middletown, IN 47356

Listing provided by Zillow

Property at 27 Crestwood Dr #49, Middletown, IN 47356, 3 beds, 2 baths

$82,999

3 beds2 baths1,152 sq ft

27 Crestwood Dr #49, Middletown, IN 47356

Listing provided by Zillow

Property at 27 Crestwood Dr #114, Middletown, IN 47356, 3 beds, 2 baths

$78,999

3 beds2 baths1,216 sq ft

27 Crestwood Dr #114, Middletown, IN 47356

Listing provided by Zillow

Property at 27 Crestwood Dr #53, Middletown, IN 47356, 3 beds, 2 baths

$74,999

3 beds2 baths1,056 sq ft

27 Crestwood Dr #53, Middletown, IN 47356

Listing provided by Zillow

Property at 27 Crestwood Dr #28, Middletown, IN 47356, 3 beds, 2 baths

$72,999

3 beds2 baths1,216 sq ft

27 Crestwood Dr #28, Middletown, IN 47356

Listing provided by Zillow

Property at 27 Crestwood Dr #124, Middletown, IN 47356, 3 beds, 2 baths

$69,999

3 beds2 baths1,152 sq ft

27 Crestwood Dr #124, Middletown, IN 47356

Listing provided by Zillow

Property at 27 Crestwood Dr #34, Middletown, IN 47356, 2 beds, 2 baths

$69,999

2 beds2 baths960 sq ft

27 Crestwood Dr #34, Middletown, IN 47356

Listing provided by Zillow

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ABOUT THIS HOME
Homes for sale under $300k in Middletown, IN
Welcome to 5312 Larita Lane—an updated all-brick ranch sitting on a spacious 0.41-acre corner lot in Anderson’s popular Eastwood neighborhood! Inside, this 3-bed, 2.5-bath home delivers comfort and style with newer vinyl flooring, fresh carpet in bedrooms, and living spaces—including a family room with a stone fireplace and ventless gas log insert. Great for extra comfort and cozy nights. The kitchen keeps its original charm while offering up dated stainless steel appliances, a convection cooktop, built-in oven, and much more like the microwave, pantry cabinet, washer, and dryer. A new exterior door in the laundry room adds connivence and great access to pool and backyard

$300,000

3 beds2.5 baths1,521 sq ft

5312 Larita Ln, Anderson, IN 46017

Wooden privacy fence • 0.41 acre corner lot • Inground pool

ABOUT THIS HOME
Homes for sale under $300k in Middletown, IN
Rural Hobby Farm. So many options! This property offers a rare opportunity for those who do 4H, foster children, have farm animals, animal rescue, OTR truck driver, mechanic, want to garden, or just enjoy privacy, space and doing your own thing yet close enough to city conveniences and interstate highways! 2 acres. 5 BR, 2 bath conveniently located in southern Madison County, Indiana easily accessible to I-70, I-69, I-74, Pendleton, New Castle, Anderson, Greenfield, Fishers. Bring the family and the animals! Much larger than it looks with 2124 sq. ft. of interior living space to spread out or accommodate a large family! Work from home? No problem! Private front office will serve your needs.

$299,000

5 beds2 baths2,124 sq ft

10417 S SR 109, Markleville, IN 46056

High speed internet • Soaking tub • 2 acres

ABOUT THIS HOME
Homes for sale under $300k in Middletown, IN
Discover relaxed country living with modern comfort in this beautifully renovated ranch home in Anderson, Indiana. Backing up to a serene horse property, this residence offers peaceful, scenic views from a spacious rear deck-the perfect place to unwind or entertain. Inside, you'll find 3 bedrooms and 2.5 updated bathrooms, each thoughtfully refreshed with ceramic tile, new vanities, and stylish fixtures. The primary suite features its own ensuite bath for added privacy and convenience. The inviting great room boasts a cozy gas fireplace and flows seamlessly into the updated kitchen, complete with stainless steel appliances, stone countertops, and ample cabinetry. New luxury vinyl plank floo

$284,900

3 beds2.5 baths1,661 sq ft

3325 E 100 S, Anderson, IN 46017

Stone countertops • Updated kitchen • Renovated ranch home

ABOUT THIS HOME
Homes for sale under $300k in Middletown, IN
Cowan School District!! All one-story stone front ranch home situated on beautiful 1 acre lot! 3 car attached garage with ample parking. Very spacious 3 bedrooms, 2 full baths, fenced back yard, woodburning fireplace in cozy front living room plus another separate family room in the back of home. Kitchen opens up to large dining room perfect for entertaining also has patio doors to back patio area. Well maintained home that's ready for new owners. Don't wait as this property won't last long at this price and location!

$284,900

3 beds2 baths1,926 sq ft

400 E Co Rd 775 South, Muncie, IN 47302

Fenced back yard • 1 acre lot • Separate family room

ABOUT THIS HOME
Homes for sale under $300k in Middletown, IN
New Build!! Love the open floor plans? This 3 bedroom 2 full bath home on 1 acre of ground is for you! Large 31 x 18 living room is open to the kitchen. Kitchen has a walk-in pantry with a nice sized laundry room off of the kitchen. All three bedrooms have large closets. Detached 3 car garage.

$254,900

3 beds2 baths1,655 sq ft

1062 N Mill St, New Castle, IN 47362

Large closets • Open floor plans • Walk-in pantry

ABOUT THIS HOME
Homes for sale under $300k in Middletown, IN
Completely updated Home on Large Corner Lot. This 4 bedroom 2.5 bath home features a Living room in the front with lots of natural light. In the back of the home there is a Family Room with a fireplace and patio doors to a private sitting area, perfect for grilling or relaxing. The Kitchen cabinets completely painted Nov. 2025. and new back splash. The home also has a dining room with an open pass through from the kitchen. UPDATES INCLUDE in the last 2 years: Windows, Siding and Soffit, vinyl plank flooring, Lighting, Freshly Painted interior, Appliances, well pump. Boiler new 2021. There is a large 2 car attached garage, concrete driveway, shed in back yard, walk in pantry off of the kit

$250,000

4 beds2.5 baths1,917 sq ft

2300 Larita Ln, Anderson, IN 46017

Large corner lot • Private sitting area • Open pass through

Property at 2496 E 500 S, Anderson, IN 46017, 3 beds, 2 baths

$249,900

3 beds2 baths1,130 sq ft

2496 E 500 S, Anderson, IN 46017

Property at 9292 S Tomahawk Trl, Markleville, IN 46056, 3 beds, 1 bath

$245,000

3 beds1 bath960 sq ft

9292 S Tomahawk Trl, Markleville, IN 46056

Property at 6990 N Hickory Ln, Springport, IN 47386, 4 beds, 3 baths

$235,000

4 beds3 baths2,198 sq ft

6990 N Hickory Ln, Springport, IN 47386

Property at 11559 S County Road 300 W, Muncie, IN 47302, 2 beds, 1 bath

$229,900

2 beds1 bath1,400 sq ft

11559 S County Road 300 W, Muncie, IN 47302

Property at 206 W Main St, Sulphur Springs, IN 47388, 5 beds, 1.5 baths

$229,900

5 beds1.5 baths3,437 sq ft

206 W Main St, Sulphur Springs, IN 47388

Property at 3319 E State Road 236, Anderson, IN 46017, 3 beds, 2 baths

$229,000

3 beds2 baths1,600 sq ft

3319 E State Road 236, Anderson, IN 46017

Property at 501 S Hardacre Ct, New Castle, IN 47362, 3 beds, 2 baths

$225,000

3 beds2 baths1,424 sq ft

501 S Hardacre Ct, New Castle, IN 47362

Property at 5120 Linden St, Anderson, IN 46017, 3 beds, 1.5 baths

$225,000

3 beds1.5 baths1,251 sq ft

5120 Linden St, Anderson, IN 46017

Property at 200 S East St, Springport, IN 47386, 4 beds, 1 bath

$174,900

4 beds1 bath1,270 sq ft

200 S East St, Springport, IN 47386

Property at 208 W Main St, Mount Summit, IN 47361, 2 beds, 1 bath

$159,900

2 beds1 bath1,560 sq ft

208 W Main St, Mount Summit, IN 47361

Property at 66 Circle Dr, Anderson, IN 46017, 3 beds, 1.5 baths

$159,900

3 beds1.5 baths1,437 sq ft

66 Circle Dr, Anderson, IN 46017

Property at 3052 N Gary St #36, New Castle, IN 47362, 3 beds, 2 baths

$98,999

3 beds2 baths1,568 sq ft

3052 N Gary St #36, New Castle, IN 47362

Listing provided by Zillow

Property at 3900 W County Road 700 S, Muncie, IN 47302, 3 beds, 1 bath

$85,000

3 beds1 bath1,800 sq ft

3900 W County Road 700 S, Muncie, IN 47302

Property at 3052 N Gary St #121, New Castle, IN 47362, 3 beds, 2 baths

$77,999

3 beds2 baths1,216 sq ft

3052 N Gary St #121, New Castle, IN 47362

Listing provided by Zillow

Based on information submitted to the MLS GRID as of Mon Dec 22 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.

Homes for sale under $300k in Middletown

There are currently 12 homes for sale under $300k in Middletown. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Middletown stay on the market for 30 days. This map is refreshed with the newest listings in Middletown every 15 minutes.

In the past month, 2 homes have been sold in Middletown. In addition to houses in Middletown, there were also 0 condos, 0 townhouses, and 1 multi-family unit for sale in Middletown last month. Find your dream home in Middletown 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 Middletown are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Middletown. Our Middletown real estate stats and trends will give you more information about home buying and selling trends in Middletown. If you're looking to sell your home in the Middletown area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Middletown with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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