Pittsboro Homes under $400,000

Pittsboro Homes under $400,000

Welcome to Pittsboro, Indiana—an idyllic small town nestled in Hendricks County, where charm meets community spirit! With a population that embraces the warmth of neighborly connections, Pittsboro offers a delightful blend of rural tranquility and modern convenience. Just a short drive from the bustling city of Indianapolis, residents enjoy easy access to urban amenities while relishing the peace of suburban living.

Pittsboro boasts a rich history and a vibrant community atmosphere, making it an ideal place to call home. The town is characterized by its picturesque landscapes, friendly parks, and a tight-knit community that hosts various events throughout the year. Enjoy leisurely strolls through serene neighborhoods or partake in local festivities that celebrate the town's heritage.

For those seeking an affordable yet charming home, Pittsboro offers a range of properties under $400,000. Whether you're a first-time homebuyer, a growing family, or looking to downsize, you’ll find a variety of options to suit your lifestyle. From cozy single-family homes to modern townhouses, the real estate market here is diverse and inviting. Many homes feature spacious yards, updated interiors, and proximity to excellent schools, making it an appealing choice for families.

Pittsboro is not just a place to live; it’s a place to thrive. With its welcoming atmosphere, beautiful surroundings, and affordable housing options, it's no wonder that so many are choosing to call this charming town home. Explore the possibilities in Pittsboro today and discover the perfect place to create your next chapter!

Newest Pittsboro Homes under $400,000

502 Osborne Avenue, Pittsboro
$299,900
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 F.C. Tucker Company.

111 Brixton Woods East Drive, Pittsboro
$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.

133 Brixton Woods West Drive, Pittsboro
$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.

2656 E County Road 900 N, Pittsboro
$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.

2616 E County Road 900 N, Pittsboro
$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.

458 Chester Lane, Pittsboro
$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.

55 Kensington Court, Pittsboro
$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.

670 Albermarle Drive, Pittsboro
$354,900
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.

7360 N County Road 150 E, Pittsboro
$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.

50 Terrell Drive, Pittsboro
$240,000
2 Beds ⋅ 2 Baths
Bring your ideas and make this one your own! This 2-bedroom, 1.5-bath home offers vintage character, generous living spaces, and plenty of possibilities on approximately half an acre near the heart of Pittsboro. Inside, you'll find a spacious living room with a decorative stone fireplace, an eat-in kitchen, and a separate office/den that could potentially be converted into a third bedroom. Original details throughout give the home a distinctive sense of its era while offering the next owner an opportunity to update and personalize the spaces over time. The property also includes an attached one-car garage, plus a large detached two-story barn that adds a tremendous amount of flexibility. Use it for a workshop, hobbies, equipment, storage, or a combination of all four. The second level provides even more room for storage and future possibilities. Outside, the half-acre lot gives you space to garden, entertain, work on projects, or simply enjoy having a little more room around you. And the location puts you close to Main Street Pittsboro, local dining and shops, Scamahorn Park, and community activities. If you've been looking for a home with character, usable space, and the opportunity to make it truly your own, 50 Terrell Dr is ready for its next chapter.

50 Terrell Drive, Pittsboro

Listing courtesy of CENTURY 21 Scheetz.

410 Lockerbie Lane, Pittsboro
$225,000
3 Beds ⋅ 2 Baths
NEW PRICE!! Looking for a home with great potential and room to make it your own? This 3-bedroom, 2-bath ranch offers 1,118 square feet of comfortable, single-level living and is ready for your personal touch. Built in 2000, the home features a functional layout, attached garage, and a NEW HVAC system. Whether you're looking to add your own style, make some updates, or build equity over time, this home offers a great opportunity. Conveniently located near local amenities with easy access to surrounding communities. Bring your vision and see what you can create here! Schedule your private showing today!

410 Lockerbie Lane, Pittsboro

Listing courtesy of Carpenter, REALTORS®.

Start Your Search

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