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 charm meets modern conveniences. Just a short drive from the bustling city of Indianapolis, Pittsboro offers a serene escape with its picturesque landscapes and a tight-knit community feel. Known for its friendly residents and vibrant local culture, Pittsboro is the perfect place to call home for families, retirees, and anyone seeking a peaceful lifestyle.

As you explore the homes for sale in Pittsboro, you'll discover a delightful variety of properties that cater to diverse tastes and budgets. From cozy single-family homes adorned with character to spacious modern builds equipped with the latest amenities, there’s something here for everyone. Many homes boast beautiful backyards, perfect for entertaining or enjoying a quiet evening under the stars.

The town is also home to excellent schools, parks, and recreational facilities, making it an ideal location for families. Residents enjoy the convenience of local shops, dining options, and community events that foster a strong sense of belonging.

Whether you're looking for a starter home, a place to raise a family, or a quiet retreat, Pittsboro has a welcoming atmosphere that invites you to settle in. With its rich history, beautiful surroundings, and a flourishing community spirit, Pittsboro, Indiana, is not just a place to live – it’s a place to thrive. Explore the available homes for sale today and take the first step towards your new life in this delightful town!

Newest Pittsboro Homes for Sale

$269,900
3 Beds ⋅ 2 Baths
Welcome to this inviting 3-bedroom, 2-bath ranch in Pittsboro, offering comfortable living with an easy, functional layout. Situated on a corner lot, the home offers a welcoming presence from the moment you arrive. Inside, the living room takes center stage with vaulted ceilings, skylights that bring in an abundance of natural light, and a fireplace that creates a cozy focal point for relaxing or entertaining. The kitchen and dining areas flow naturally into the main living spaces, making everyday living and hosting guests feel effortless. The primary suite offers a comfortable retreat with a private bath featuring a walk-in tile shower. Two additional bedrooms provide flexibility for guests, a home office, or whatever your needs may be. With the convenience of one-level living, inviting interior spaces, and a desirable corner lot, this home is a great opportunity to make your next move in Pittsboro.

111 Brixton Woods East Drive, Pittsboro

Listing courtesy of American Dream Team Real Estate.

$292,000
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 Berkshire Hathaway Home.

$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®.

$299,900
3 Beds ⋅ 2 Baths
NEW NEW NEW. 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, water proofing crawlspace system with vapor barrier. Almost everything in the house is new.

2656 E County Road 900 N, Pittsboro

Listing courtesy of United Real Estate Indpls.

$670,000
4 Beds ⋅ 4 Baths
Welcome to this beautifully maintained 4-bedroom, 2 full and 2 half bath custom-built home situated on 2.63 acres in Hendricks County, offering the perfect blend of space, privacy and comfortable living. A timeless brick exterior and impressive two-story foyer with a beautiful staircase welcome you inside. The open floor plan features a dramatic Great Room with soaring vaulted ceilings and a gas fireplace, adjoining the spacious kitchen with generous cabinetry, casual dining area and pantry. Just beyond, the inviting Sun Room provides another wonderful space to relax while enjoying views of the expansive backyard. The main-level Primary Suite features tray ceilings, a spacious bath with whirlpool tub and separate shower, plus a walk-in closet with custom built-ins. Upstairs, a spacious Bonus Room provides the additional living space you might otherwise look for in a lower level-an ideal place for everyone to spread out and enjoy movie nights, games, hobbies or a separate recreation area. The additional bedrooms offer flexibility for family, guests or working from home. Step outside to enjoy the 2.63-acre setting with a partially fenced backyard, open deck and beautiful sunset views-a peaceful setting with plenty of room to relax, entertain and enjoy the outdoors. Additional highlights include a spacious 3-car garage with service door to the backyard, a roof approximately 4 years old and a recently painted exterior. A wonderful opportunity to enjoy a custom home, generous acreage and beautiful surroundings while still being conveniently located in Hendricks County.

4674 E County Road 1000 N, Pittsboro

Listing courtesy of F.C. Tucker Company.

$344,900
4 Beds ⋅ 3 Baths
**** ASSUMABLE LOAN **** Rare opportunity in Pittsboro with an assumable loan! 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, 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.

$414,999
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.

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