Middle Homes for Sale

Middle Homes for Sale

Welcome to the enchanting Middle region of Hendricks County, Indiana, where charming small-town vibes meet modern convenience. Nestled just a stone's throw away from the bustling city of Indianapolis, this delightful area offers the perfect blend of serene suburban living and easy access to urban amenities. With picturesque parks, vibrant community events, and a strong sense of neighborly spirit, Middle is an ideal place for families, young professionals, and retirees alike.

As you explore the homes for sale in this inviting region, you'll discover a diverse array of properties that cater to various lifestyles and budgets. From quaint single-family homes with sprawling yards to contemporary townhouses with state-of-the-art amenities, Middle has something to suit everyone's taste. Many of these residences boast beautiful landscaping, spacious interiors, and modern finishes, making them perfect for creating lasting memories with loved ones.

The local schools are highly regarded, providing excellent education options for families, while nearby recreational facilities and nature trails invite you to embrace an active lifestyle. With a wealth of shopping, dining, and entertainment options just a short drive away, you'll never run out of things to do.

Investing in a home in Middle means more than just acquiring property; it’s about becoming part of a warm, welcoming community that values connection and growth. Whether you’re looking for your first home or your forever haven, Middle, Hendricks County is ready to welcome you with open arms. Come and discover the perfect place to call home!

Newest Middle Homes for Sale

10954 N County Road 150 Road E, Pittsboro
$680,000
4 Beds ⋅ 4 Baths
This Gorgeous & Tranquil Country Retreat can be yours! Perfectly maintained 4 BR/4BA traditional w multi levels provides plenty of living space. Walk in to the desirable layout that accommodates plenty of room. Kitchen overlooks the serene views of back property, Paver Patio and Sunroom. Bkfst Rm offers a complete Wet Bar/Coffee Bar. Living Rm boasts wood paneled walls and built in bookcases. Plenty of entertaining space thru-out main level. Huge Great room/game room includes Kitchen & Bar area. The home has been meticulously maintained, featuring all appliances including new HVAC 2025, Tankless Water Heater 2024, Roof 2013 and Fresh Exterior Paint completed in 2025. The property also is equipped with a 400 AMP electrical service. Exterior 35x100 barn, ideal for equipment, animals, storage, or hobby use. Outdoor living includes a large deck, paver patio, and a 3-season sunroom that lets you enjoy the property in every season. An outstanding property you don't want to miss. Nature lover's paradise! Original family owned. Close to the new Lilly Center in Lebanon, I-465, and a 30 min commute to Downtown Indy.

10954 N County Road 150 Road E, Pittsboro

Listing courtesy of Parge June. F.C. Tucker Company
301 Osborne Avenue, Pittsboro
$249,500
3 Beds ⋅ 2 Baths
Charming Pittsboro ranch on a corner lot - walkable to schools and town! This 3-bed, 2-bath home offers hardwood floors, an updated kitchen, a spacious family room, and a bonus room perfect for a home office or playroom. The primary bedroom features hardwoods and easy access to a remodeled bath with a walk-in shower. Enjoy the enclosed sunroom, attached 2-car garage and a large fenced backyard with mature trees. Located directly across from Pittsboro Primary and Elementary - an unbeatable convenience. A solid, well-maintained home with low taxes, municipal utilities, and USDA- eligible financing. Move-in ready and easy to love.

301 Osborne Avenue, Pittsboro

Listing courtesy of Tim Boston. Carpenter, REALTORS®
467 Chester Lane, Pittsboro
$429,999
5 Beds ⋅ 3 Baths
What's Special: 5th Bedroom | Backs to Greenbelt | Large Kitchen Island | East Facing Patio. New Construction - December Completion! Built by Taylor Morrison America's Most Trusted Home Builder. Welcome to the Legacy 3040 at 467 Chester Lane in Hidden Hills! Step into this spacious and thoughtfully designed five-bedroom home. The open-concept main level brings everyone together with a bright great room, expansive dining area, and a kitchen featuring a large island and walk-in pantry. A versatile flex room, private bedroom, and powder bath on the main floor offer flexibility for guests, work, or hobbies. Upstairs, the luxurious primary suite includes a spa-inspired bath, oversized walk-in closet, and a private retreat, while three additional bedrooms and a central loft provide room to grow and gather. With a convenient upstairs laundry room and a three-car garage, this home blends comfort, functionality, and everyday ease. Hidden Hills offers the perfect blend of peaceful Pittsboro and the lively energy of Brownsburg in Hendricks County. Explore growing Downtown Pittsboro with its parks, local spots, and historic charm. Head to Brownsburg to enjoy the B&O Trail, horseback riding at Natural Valley Ranch, West Chase Golf Club, Lucas Oil Raceway, and more outdoor fun. Additional Highlights Include: walk-in shower at primary bath, uncovered patio, and water softener rough-in. Photos are for representative purposes only. MLS#22130756

467 Chester Lane, Pittsboro

Listing courtesy of Jerrod Klein. Pyatt Builders, LLC
5870 Essex, Pittsboro
$685,000
3 Beds ⋅ 4 Baths
Custom built home situated on .68 acre partially wooded lot in Pittsboro's highly sought-after Cambridge neighborhood. Spacious layout w/just under 4,000 Sq. Ft., features 3 BR/3.5 BAs/bonus room & extra room/office in basement, walk-out basement and more. Upon entering you are greeted w/a large foyer and recently redesigned staircase that seamlessly connects you to the dining room, great room & kitchen. Natural light filled great room and kitchen share a gas fireplace and both overlook the pristine and well cared for backyard. Lg. kitchen has wet bar, center island w/gas range & downdraft, built-in oven, microwave that converts to 2nd oven, granite counter tops & ceramic tile flooring. All SS kitchen appliances stay w/home. Notice the breakfast nook area - great place to enjoy your morning coffee. Main level primary bedroom with walk-in closet and private bath was recently remodeled/updated w/new custom built double vanity, quartz counter top, soaker tub, & walk-in tiled shower. 2nd level you will find 2 bedrooms & expansive bonus room. 2 bedrooms share Jack & Jilly style bathroom w/new custom built double vanity, quartz counter top, & new tub/shower combo. Walk-out basement offers family room, full bath, office/bedroom and rec/entertainment area that is plumbed for refrigerator, wet bar/sink - possibly a 2nd kitchen? Basement has potential for in-laws suite w/private access. Basement full bath was also recently updated w/new custom built vanity, quart counter top and new show stall. Once outside the semi private lot showcases multiple wood decks on different levels, TV mount on upper deck, 16x36 inground pool w/automatic cover, mini barn, well cared for yard & landscaping. WiFi - remote enable feature on oven to turn on/off when away; Seller used this feature often. Refrigerator - screen allows you to upload photos;Seller has never used this feature.

5870 Essex, Pittsboro

Listing courtesy of Maria Ridenour. Ridenour Real Estate Services,
287 S Woodridge Drive, Pittsboro
$389,900
3 Beds ⋅ 2 Baths
Welcome to 287 S Woodridge Drive - a rare opportunity in Woodridge Commons, where homes seldom become available. This 3-bed, 2-bath mostly brick ranch offers 1,869 sq. ft. of single-level living and, at only 10 years old, has been kept in tremendous condition. Inside, the kitchen offers extended-height cabinetry and solid-surface countertops with a long breakfast bar that is complemented by a custom tile backsplash and stainless steel appliances. The kitchen opens naturally into the main living area, where a gas fireplace creates a warm focal point for everyday living or entertaining. A separate flex space offers the versatility to serve as a dedicated dining room, home office, or additional sitting area depending on your needs. The primary suite features double sinks and a custom tile shower, creating a comfortable retreat of its own. The thoughtfully designed floor plan provides added privacy by separating the primary suite from the home's two large secondary bedrooms. One of the standout features is the massive 32' x 12' wood deck with railing overlooking a backyard lined with mature privacy trees. It provides an ideal setting for grilling, gathering with friends, or simply enjoying a quiet evening outdoors. A side-load three-car garage with an extended driveway offers exceptional parking options, along with attic access for even more usable storage space. Homeowners also enjoy the convenience of HOA-provided lawn care at an affordable cost, including mowing, aeration, trimming, and mulching - making low-maintenance living even easier. With its exceptional condition, flexible floor plan, impressive outdoor space, three-car garage, and rare availability in Pittsboro, 287 S Woodridge Drive is a property you won't want to miss. Schedule your showing today!

287 S Woodridge Drive, Pittsboro

Listing courtesy of Ryan Nelson. CrestPoint Real Estate
256 Commodore Drive, Pittsboro
$423,999
5 Beds ⋅ 3 Baths
What's Special: 5th Bedroom | Pond View | 3-Car Garage | Primary Retreat. New Construction - December Completion! Built by Taylor Morrison America's Most Trusted Home Builder. Welcome to the Legacy 3040 at 256 Commodore Drive in Hidden Hills! Step into the home you've been dreaming of. A charming, covered porch welcomes you into the foyer, where a versatile flex room and convenient powder room offer space to fit your lifestyle. Continue into the heart of the home, where the open-concept great room, kitchen with a spacious island, and inviting breakfast nook to create the perfect setting for everyday living and entertaining. Just off the garage entry, a first-floor bedroom provides comfort and flexibility for guests or a home office. Upstairs, you'll find three additional bedrooms, a spacious loft ideal for movie nights or relaxation, and a luxurious primary suite featuring a cozy retreat, spa-inspired bathroom, and expansive walk-in closet. Hidden Hills offers the perfect blend of peaceful Pittsboro and the lively energy of Brownsburg in Hendricks County. Explore growing Downtown Pittsboro with its parks, local spots, and historic charm. Head to Brownsburg to enjoy the B&O Trail, horseback riding at Natural Valley Ranch, West Chase Golf Club, Lucas Oil Raceway, and more outdoor fun. Additional Highlights Include: 3-car garage, uncovered patio, tile wall shower with bench at primary bath, and water softener rough-in. Photos are for representative purposes only. MLS#22129165

256 Commodore Drive, Pittsboro

Listing courtesy of Jerrod Klein. Pyatt Builders, LLC
223 Commodore Drive, Pittsboro
$419,999
4 Beds ⋅ 3 Baths
What's Special: Sunroom Included | Flat Lot | Flex Room | 3-Car Garage. New Construction - December Completion! Built by Taylor Morrison America's Most Trusted Home Builder. Welcome to the Legacy 2719 at 223 Commodore Drive in Hidden Hills! This spacious two-story home offers a thoughtfully designed layout with a welcoming covered porch, versatile flex room, and an open-concept great room that flows seamlessly into the dining area and kitchen. Enjoy relaxing in the bright sunroom with direct access to the patio. A half bathroom and three-car garage provide added convenience to the home. Upstairs, the private primary suite features a luxurious bathroom and expansive walk-in closet, while three additional bedrooms, full bathroom, a loft, and convenient laundry room provide plenty of space for everyday living and entertaining. Hidden Hills offers the perfect blend of peaceful Pittsboro and the lively energy of Brownsburg in Hendricks County. Explore growing Downtown Pittsboro with its parks, local spots, and historic charm. Head to Brownsburg to enjoy the B&O Trail, horseback riding at Natural Valley Ranch, West Chase Golf Club, Lucas Oil Raceway, and more outdoor fun. Additional Highlights include: Revwood flooring at great room, tile wall shower with bench at primary bathroom, gas line to kitchen, and water softener rough-in. Photos are for representative purposes only. MLS#22129187

223 Commodore Drive, Pittsboro

Listing courtesy of Jerrod Klein. Pyatt Builders, LLC
502 Osborne Avenue, Pittsboro
$285,000
4 Beds ⋅ 2 Baths
At 502 Osborne AVE, PITTSBORO, IN, a captivating single-family residence built in 1920 offers 2364 square feet of thoughtfully designed living space. This property presents a unique opportunity to embrace a lifestyle of comfort and character. With four well-proportioned bedrooms, there is ample space for rest and personalization. Two full bathrooms provide convenience and functionality for daily routines. Spanning 1.5 stories, this home offers a distinctive layout that maximizes both privacy and shared living areas. The generous 13242 square foot lot provides a substantial outdoor canvas for recreation and relaxation. Discover the potential of this inviting residence and envision your future at 502 Osborne AVE.

502 Osborne Avenue, Pittsboro

Listing courtesy of Rachel Mappes. F.C. Tucker Company
133 Brixton Woods West Drive, Pittsboro
$282,000
3 Beds ⋅ 2 Baths
Lovely Three Bedroom, Two Bath home situated on a superb lot with pond view from the Kitchen and the patio. Even better the house is located next to common area that is maintained by the HOA. Many updates have been made in this home - most of all, in the last couple of years this owner has all windows and atrium door replaced ($30,000 addition expense) which has had a tremendous affect to the utility costs. The majority of floors have waterproof laminate flooring with two bedrooms carpeted. Home features split bedroom floor plan, vaulted ceilings in the Great Room and the Primary Bedroom. Owner has done all she can to make this home appealing to all.

133 Brixton Woods West Drive, Pittsboro

Listing courtesy of Judi Bartley. Berkshire Hathaway Home
406 Wind Drift Court, Pittsboro
$599,900
3 Beds ⋅ 3 Baths
Welcome to 406 Wind Drift CT, a delightful single-family residence in PITTSBORO, IN, built in 2008. This 2978 square foot charmer is in great condition, ready for its next chapter of fun and frolic! Step into the heart of the home, where the kitchen is a culinary playground. Imagine whipping up gourmet delights with stainless steel appliances, all within a G-shaped layout that makes cooking a breeze. A convenient peninsula offers extra counter space for your morning coffee or evening snacks, and a pantry ensures all your goodies are perfectly organized. Plus, a high-end refrigerator keeps everything cool and fresh - just like you! The living room is where comfort meets charisma. Curl up by the fireplace on a chilly evening, or showcase your favorite books and treasures on the built-in shelves. It's the perfect spot for movie nights, board game showdowns, or simply unwinding after a long day. When it's time to refresh, the bathroom offers a spacious layout with a double vanity, featuring two sinks, so there's no more jostling for mirror time. And for a truly invigorating experience, a walk-in shower awaits. One of the bedrooms boasts a lovely tray ceiling, adding a touch of architectural elegance to your private sanctuary. Beyond the interior, you'll find an outdoor dining area, perfect for al fresco meals and entertaining under the stars. The attached garage keeps your vehicles happy and dry, and a convenient laundry room makes chore day a little less of a chore. A patio extends your living space outdoors, offering a sunny spot for relaxation. Ready to add a dash of playful charm to your everyday? Schedule your showing today!

406 Wind Drift Court, Pittsboro

Listing courtesy of Ronda Pollock. F.C. Tucker Company
1196 E County Road 500 N, Danville
$375,000
4 Beds ⋅ 2 Baths
Welcome to this spacious 2,434 sq ft brick home situated on an expansive 0.895-acre lot consisting of 3 parcels, with no HOA, in the desirable North West Hendricks School Corporation. This expanded Cape Cod offers a rare and highly functional two-story layout with two separate upstairs wings, each accessed by its own private staircase-one providing access to the private primary suite and the other leading to a versatile bonus room. The family room and primary bedroom, located in the back portion of the home, were added along with the exterior brick approximately 28 years ago, creating a generous and comfortable living space. The main level features beautiful hardwood floors, an inviting kitchen with granite countertops, a convenient main-level laundry room, and a versatile bonus room offering additional space for a home office, playroom, hobby area, or other needs. Enjoy the privacy of the fully fenced backyard, featuring a PVC-coated chain-link fence, Trex deck, and hot tub-perfect for outdoor entertaining or relaxing. Enjoy convenient access to the B&O Trail, adding even more opportunities for walking, biking, and enjoying the outdoors. In addition to the detached 1-car garage, the 35 x 30 pole barn provides two additional parking spaces plus abundant room for storage, a workshop, hobbies, or recreational equipment. Don't miss this unique property offering ample space, versatility, privacy, and convenient outdoor recreation. Schedule your showing today!

1196 E County Road 500 N, Danville

Listing courtesy of April Harris. Carpenter, REALTORS®
4006 E County Road 550 N, Pittsboro
$500,000
3 Beds ⋅ 2 Baths
Rare opportunity with a separate Accessory Dwelling Unit/In-Law Quarters on 2.76 picturesque wooded acres! This beautiful property offers the space, privacy and flexibility that are so hard to find. The main home features 3 bedrooms, 2 full baths, a welcoming living room, family/dining room with fireplace, kitchen, and convenient laundry/pantry, plus a 2-car garage. The separate In-Law Quarters/ADU provides an impressive second living space featuring a spacious family/dining area, kitchen, bedroom with walk-in closet, full bath and its own laundry room-ideal for multigenerational living, extended family or guests. Outside, enjoy multiple decks overlooking the peaceful wooded acreage, along with a barn featuring a concrete floor, loft and electric. Two living spaces, beautiful acreage and a private wooded setting make this property truly special!

4006 E County Road 550 N, Pittsboro

Listing courtesy of Tammi Gant. Carpenter, REALTORS®
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Listings courtesy of MIBOR Broker Listing Cooperative as distributed by MLS GRID.


Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker of 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. Some listings have been excluded from this website.


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