Pittsboro Homes for Sale

Pittsboro Homes for Sale

Welcome to Pittsboro, Indiana – a charming town nestled in the heart of Hendricks County, where small-town warmth meets modern convenience. With its picturesque landscapes, friendly community, and rich history, Pittsboro offers a unique blend of tranquility and accessibility, making it an ideal place to call home.

Pittsboro boasts a vibrant local atmosphere, complete with delightful parks, quaint shops, and a variety of dining options. The town's close-knit community hosts numerous events throughout the year, fostering connections among residents and creating a welcoming environment for newcomers. Families will appreciate the highly-rated schools in the area, providing excellent educational opportunities for children of all ages.

For those considering a move to this beautiful town, you'll be pleased to discover a range of homes for sale that cater to diverse lifestyles and budgets. Whether you’re looking for a cozy starter home, a spacious family residence, or a charming historic property, Pittsboro has something for everyone. The real estate market here is thriving, with properties that feature modern amenities while still retaining that classic Indiana charm.

Living in Pittsboro means enjoying the best of both worlds – a peaceful suburban lifestyle with easy access to the bustling cities of Indianapolis and Avon just a short drive away. With its friendly community, beautiful homes, and a wealth of recreational opportunities, Pittsboro is not just a place to live; it’s a place to thrive. Explore the homes for sale today and discover your perfect slice of Indiana living!

Newest Pittsboro Homes for Sale

$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 F.C. Tucker Company.

$525,000
3 Beds ⋅ 2 Baths
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, Pittsboro

Listing courtesy of Carpenter, REALTORS®.

$329,900
3 Beds ⋅ 2 Baths
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, Pittsboro

Listing courtesy of United Real Estate Indpls.

$339,900
3 Beds ⋅ 2 Baths
Set on 2 parcels totaling 1.01 acres with no HOA and located in the Brownsburg school district, this 3-bedroom, 2-bath brick ranch offers space, flexibility, and a convenient Pittsboro location. A charming covered front patio welcomes you inside, where you'll find a formal living room, kitchen, and a huge family room with fireplace, plus flexible dining and living space to fit your needs. Hardwood floors under the carpet, along with newer windows and a newer back sliding door, add even more value and appeal. The primary suite features an en suite bath and walk-in closet, while the additional bedrooms are all generously sized. The full basement adds exceptional usable space, including a 48-foot recreation area, utility/laundry room, workshop area, and an additional flex room ideal for hobbies, exercise, storage, or office use. Outside, the property also includes a 2-car attached garage with attic stairs for extra storage. The second parcel has its own parcel ID, creating added potential, and public utilities are nearby, with buyer to verify availability and connection options. The location offers quick access to I-74, shopping, dining, the Indianapolis airport, and downtown Indianapolis, making everyday commuting and errands simple. All appliances stay, and the home is being sold as-is, with all contents remaining.

5276 E County Road 550 N, Pittsboro

Listing courtesy of Carpenter, REALTORS®.

$354,900
4 Beds ⋅ 3 Baths
Looking for more space and flexibility without giving up convenience? This Pittsboro property sits on nearly half an acre with no HOA and is just 1.4 miles from I 74 and approximately 11 miles from I 65. Downtown Indianapolis is approximately 25 miles away, making this a convenient location for commuters and those who enjoy easy access to surrounding communities. This 4-bedroom, 2.5 bath bi level home features established updates throughout, including an updated kitchen with solid surface countertops and stainless-steel appliances, updated bathrooms, flooring, windows, doors, and lighting. Outside, the nearly half-acre lot offers room to enjoy the outdoors. Two mature trees provide shade and a pleasant backdrop to the backyard. A detached garage style structure with a garage door offers flexible space for a vehicle, car project, workshop, hobbies, or additional storage. With established updates, a generous lot, no HOA, and convenient highway access, this property offers plenty of possibilities for its next owner.

2616 E County Road 900 N, Pittsboro

Listing courtesy of Wall and Associates.

$454,999
5 Beds ⋅ 3 Baths
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, Pittsboro

Listing courtesy of Pyatt Builders, LLC.

$399,999
4 Beds ⋅ 3 Baths
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, Pittsboro

Listing courtesy of Pyatt Builders, LLC.

$419,999
4 Beds ⋅ 3 Baths
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, Pittsboro

Listing courtesy of Pyatt Builders, LLC.

$485,000
5 Beds ⋅ 4 Baths
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, Pittsboro

Listing courtesy of F.C. Tucker Company.

$254,900
4 Beds ⋅ 3 Baths
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, Pittsboro

Listing courtesy of Wynkoop Brokerage Firm, LLC.

$365,000
5 Beds ⋅ 3 Baths
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, Pittsboro

Listing courtesy of Blu Nest Realty.

$349,900
3 Beds ⋅ 2 Baths
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, Pittsboro

Listing courtesy of Sold It Realty Group.

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