Middle Homes for Sale

Middle Homes for Sale

Welcome to Pittsboro, Indiana – a charming gem nestled in Hendricks County, where small-town warmth meets modern conveniences. Just a short drive from the bustling city of Indianapolis, Pittsboro offers the perfect blend of serene suburban living and easy access to urban amenities. This quaint community is known for its friendly atmosphere, excellent schools, and beautiful parks, making it an ideal place for families, retirees, and anyone seeking a peaceful lifestyle.

As you explore the homes for sale in Pittsboro, you'll discover a diverse range of properties that cater to various tastes and budgets. From cozy single-family homes with lush yards to contemporary new builds, there’s something for everyone in this delightful town. Many of the homes boast spacious interiors, modern kitchens, and inviting outdoor spaces perfect for entertaining or simply enjoying the tranquil Indiana sunsets.

Pittsboro’s real estate market is thriving, attracting buyers who appreciate the charm of a tight-knit community while still being close to the conveniences of city life. Residents enjoy a variety of local shops, restaurants, and recreational activities, ensuring that there’s never a dull moment. Whether you're looking for a starter home, a place to raise a family, or a peaceful retreat, Pittsboro has the perfect property waiting for you.

Come discover the inviting homes for sale in Pittsboro, Indiana, and experience the delightful lifestyle this wonderful community has to offer. Your dream home is just around the corner!

Newest Middle Homes for Sale

3 Beds ⋅ 3 Baths ⋅ 46167 Zip Code

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

Listing courtesy of F.C. Tucker Company.

4 Beds ⋅ 2 Baths ⋅ 46122 Zip Code

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 Northwest 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

Listing courtesy of Carpenter, REALTORS®.

3 Beds ⋅ 2 Baths ⋅ 46167 Zip Code

Beautiful home on 2.76 wooded acres with seperate In-Law Quarters/ADU. Main house offers 3 bedrooms, 2 full baths, living room, family/dining room with fireplace, kitchen & laundry/pantry with 2 car garage. Large Pole barn with loft and electric. The In-Law Quarters features large family/dining, kitchen, bedroom with walk in closet, full bath & laundry room. Mulitple decks overlooking wooded acres. Come see today!

4006 E County Road 550 N

Listing courtesy of Carpenter, REALTORS®.

3 Beds ⋅ 2 Baths ⋅ 46167 Zip Code

Welcome home to this fully updated, turn-key gem offering 3 bedrooms, 1.5 baths, and 1,372 square feet of beautifully modernized living space. Every detail has been refreshed from top to bottom, starting with the stunning brand-new kitchen featuring hardwood shaker cabinets with soft close hardware, elegant quartz countertops, a modern single-basin sink with garbage disposal, and a full suite of stainless steel appliances. Durable, new luxury vinyl plank flooring throughout, updated light fixtures, fresh neutral paint, and new outlets/switches. Flow seamlessly through the bright living room and into the spacious eat-in kitchen. Relax in the cozy family room anchored by a charming fireplace, or step through the sliding glass doors onto your private backyard deck-perfect for outdoor entertaining. Both bathrooms boast brand-new vanities and toilets. Enjoy ultimate peace of mind with major mechanical updates, including a brand-new HVAC system, a new well pressure tank and switch, and double-hung vinyl windows throughout. Almost everything in the house is new.

2656 E County Road 900 N

Listing courtesy of United Real Estate Indpls.

4 Beds ⋅ 3 Baths ⋅ 46167 Zip Code

Rare opportunity in Pittsboro! This well-maintained 4-bedroom, 2.5-bath home sits on nearly half an acre and offers the space and flexibility buyers are looking for. Enjoy an updated kitchen, baths, and flooring throughout, plus a 2-car attached garage with an additional detached garage space, perfect for car enthusiasts, hobbies, projects, or extra storage. With no HOA and convenient access to I-74 and I-65, you'll enjoy the best of both worlds: convenient access to nearby amenities while coming home to a quiet, peaceful setting surrounded by beautiful cornfields. Homes offering this much space, flexibility, and peaceful country-style living in this price range don't come along often. Come see everything this one has to offer before it's gone!

2616 E County Road 900 N

Listing courtesy of Wall and Associates.

5 Beds ⋅ 3 Baths ⋅ 46167 Zip Code

What's Special: 1st Floor Guest Suite | Pond View | Spacious Kitchen | No Rear Neighbors | Large Kitchen Island. New Construction - November Completion! Built by Taylor Morrison America's Most Trusted Home Builder. Welcome to the Legacy at 427 Chester Lane in Hidden Hills! This spacious two-story home offers five bedrooms, three bathrooms, a private office, flexible living spaces, and room to grow. The open-concept kitchen features a large island, walk-in pantry, and seamless flow into the dining area and great room, creating the perfect setting for entertaining. A first-floor guest bedroom with a nearby full bathroom provides added convenience, while the flex room and dedicated office offer versatility for work or hobbies. Upstairs, the expansive primary suite features a well-appointed bathroom and two generous walk-in closets. Three additional bedrooms, a loft, and second-floor laundry complete this thoughtfully designed layout. 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, water softener rough-in, and tile wall shower with bench at primary bathroom. Photos are for representative purposes only. MLS#22122083

427 Chester Lane

Listing courtesy of Pyatt Builders, LLC.

4 Beds ⋅ 3 Baths ⋅ 46167 Zip Code

What's Special: Walk-In Closets | Flat Lot | Loft. New Construction - November Completion! Built by Taylor Morrison America's Most Trusted Home Builder. Welcome to the Legacy 2432 at 458 Chester Lane in Hidden Hills! This spacious new home features an open-concept design and flexible living spaces throughout. The main level offers a bright great room that flows into the dining area and kitchen, creating the perfect setting for everyday living and entertaining. A versatile flex room near the foyer is ideal for a home office, hobby space, or playroom. The kitchen features a large island, pantry, and ample storage, while the patio extends your living space outdoors. Upstairs, a loft provides additional gathering space, along with three secondary bedrooms, a full bathroom, and a convenient laundry room. Tucked away for privacy, the primary suite offers a spacious bedroom, luxurious bathroom, and oversized 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: 42" upgraded upper kitchen cabinets, water softener rough-in at laundry room, gas line and 110V in kitchen. Photos are for representative purposes only. MLS#22121960

458 Chester Lane

Listing courtesy of Pyatt Builders, LLC.

4 Beds ⋅ 3 Baths ⋅ 46167 Zip Code

What's Special: Sunroom Included | Pond View | Spacious Kitchen | Premium Location | Oversized Pantry. New Construction - November Completion! Built by Taylor Morrison America's Most Trusted Home Builder. Welcome to the Legacy 2719 at 244 Commodore Drive in Hidden Hills! This spacious new home is designed for comfort and flexibility. The open-concept main level features a well-appointed kitchen with a large island overlooking the dining area and great room, plus a walk-in pantry for added convenience. A versatile flex room near the foyer is ideal for a home office, playroom, or hobby space, while the sunroom provides additional living space filled with natural light. Upstairs, the private primary suite features a walk-in closet and spacious bath with a walk-in shower. Three secondary bedrooms, a loft, and a full bathroom with dual sinks provide room for everyone. Enjoy outdoor living on the covered front porch and patio. 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 in great room, gas line in kitchen, and water softener rough-in. Photos are for representative purposes only. MLS#22121958

244 Commodore Drive

Listing courtesy of Pyatt Builders, LLC.

5 Beds ⋅ 4 Baths ⋅ 46167 Zip Code

Rare Opportunity in Whispering Fields Estates, Pittsboro! Stunning 5-bedroom, 3.5-bath Craftsman-style retreat offering 3,178 square feet of luxury living. Open-Concept Interior blends gathering spaces seamlessly and features primary suites on both the main and upper floors-ideal for multi-generational living, guests, or long-term flexibility. Large, open kitchen with island and desk area is the hub of the home and in full view of great room, breakfast room and your BACKYARD OASIS - oh Yah!! Step outside to an entertainer's paradise featuring a fully fenced backyard, a sprawling patio, and an in-ground pool; ready for summer gatherings. Home features an upper-level loft for movie nights plus a second-floor laundry room for ultimate convenience. 3 car garage provides loads of space. Enjoy the peaceful neighborhood living with rapid access to local dining, shopping, and effortless commuting to Indianapolis via nearby I-74. Don't wait-opportunities in Whispering Fields Estates don't come around often. Schedule your private tour today!

4916 Myrtle Drive

Listing courtesy of F.C. Tucker Company.

4 Beds ⋅ 3 Baths ⋅ 46167 Zip Code

Welcome to 55 Kensington Ct.-a home with plenty of room to make it your own! Tucked away on a small cul-de-sac, this property offers a comfortable neighborhood setting, a larger backyard, and a convenient location close to both highway access and shopping. The main-level living room has been converted into a spacious 4th bedroom, offering the flexibility to keep it as a bedroom or easily transform it back into a traditional living space. The dining area also offers an exciting opportunity-remove the half wall and create a beautiful, open-concept flow between the kitchen and family areas. Whether you need extra bedroom space, want more outdoor room to enjoy, or simply want a home you can customize to fit your lifestyle, with a little effort and imagination, the possibilities are endless!

55 Kensington Court

Listing courtesy of Wynkoop Brokerage Firm, LLC.

5 Beds ⋅ 3 Baths ⋅ 46167 Zip Code

Seriously, this is the ONE! "Like new" but with lots of upgrades not typically found in new construction. Fantastic floor plan with 5 bedrooms and 3 full bathrooms, including a bedroom and full bathroom on the main. There's plenty of room for everyone to spread out in this home while providing an open and spacious main living and gathering area. The main level features upgraded luxury vinyl plank flooring (2024), updated lighting, and custom wainscotting entry way with coat hooks. Neutral colors throughout. All stainless kitchen appliances and laundry appliances included. Upstairs features newer carpet (2024), a huge primary bedroom with en-suite, 3 additional bedrooms, full bath, and a loft. The exterior has great curb appeal and back yard features a fence and extended patio and firepit creating a lovely space to entertain and relax. Newer water heater, (2025), and dishwasher (2026). If you're looking for a move in ready home with tastful custom finishes, come see this one and be prepraed to fall in love!

670 Albermarle Drive

Listing courtesy of Blu Nest Realty.

3 Beds ⋅ 2 Baths ⋅ 46167 Zip Code

Just What You've Been Looking For - NO HOA! This fantastic one owner home offers the perfect combination of comfortable living, incredible garage space, and an outdoor setup you'll love. The property features an attached garage PLUS a huge detached garage with a workshop, giving you plenty of room for vehicles, hobbies, projects, and storage. Enjoy the HUGE sunroom with barn that leads to the relaxing, fenced-in backyard where you'll find an above-ground pool, large deck, patio area, and two storage sheds-plenty of space to enjoy summer and store everything you need. Inside, you'll love the updated living room featuring a cozy electric fireplace that flows into the dining area, which also boasts an electric fireplace for the perfect ambiance. The updated kitchen features quartz countertops, new cabinets, stainless steel appliances, and waterproof luxury vinyl plank flooring. This home offers 3 bedrooms, including one with brand-new carpet, plus a recently updated hall bathroom. With thoughtful updates, amazing garage and workshop space, a great backyard, and North West Hendricks Schools, this home truly has so much to offer! NO HOA + TWO GARAGES + WORKSHOP + POOL + FENCED YARD = A WINNING COMBINATION!

7360 N County Road 150 E

Listing courtesy of Sold It Realty Group.

Start Your Search

Information Deemed Reliable But Not Guaranteed. © 2026 MIBOR Broker Listing Cooperative