Pittsboro Homes under $500,000

Pittsboro Homes under $500,000

Welcome to Pittsboro, Indiana – a charming town nestled in Hendricks County that perfectly marries small-town charm with modern convenience. Known for its friendly atmosphere and vibrant community spirit, Pittsboro offers an inviting environment for families, young professionals, and retirees alike. Just a short drive from Indianapolis, this picturesque town provides easy access to big-city amenities while maintaining a serene, suburban lifestyle.

One of the most appealing aspects of Pittsboro is its diverse real estate market, particularly homes priced under $500,000. Whether you’re a first-time homebuyer or looking to downsize, you’ll find an array of options that cater to various tastes and needs. From cozy single-family homes with spacious yards to contemporary designs featuring open floor plans, Pittsboro has something for everyone.

Residents enjoy a wealth of local amenities, including parks, recreational facilities, and a selection of charming shops and eateries. The town’s commitment to community events fosters a strong sense of belonging, making it easy to connect with neighbors and build lasting friendships.

Families will appreciate the quality education provided by the local school district, which is dedicated to nurturing young minds and fostering a love of learning. With its excellent schools, friendly atmosphere, and affordable housing options, Pittsboro is an ideal place to call home.

Explore the possibilities that await you in Pittsboro, where your dream home is just a step away! Embrace the warmth of community living and discover why so many have chosen to make this delightful town their home.

Newest Pittsboro Homes under $500,000

256 Commodore Drive
$423,999
5 Beds ⋅ 3 Baths ⋅ 46167 Zip Code
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

Listing courtesy of Pyatt Builders, LLC.

225 Deer Trace Court
$484,900
4 Beds ⋅ 3 Baths ⋅ 46167 Zip Code
From the moment you step inside, it is clear this is not simply a home that has been updated-it has been thoughtfully transformed. This beautifully remodeled Deer Trace residence offers approximately 4,200 total square feet of versatile living space, with a completely redesigned main level that brings together high-end finishes, comfortable spaces and an open-concept flow. At the center of the home is a high-end kitchen that opens seamlessly to an inviting dining area and spacious great room, creating a warm and sophisticated gathering space for both everyday life and entertaining. The main-level primary suite offers a private retreat with an upgraded bathroom and beautifully finished shower, along with a generous walk-in closet. Upstairs, an innovative conversion of the attic has created a finished loft space, adding valuable flexibility that can function as a home office, media room, hobby space or additional retreat. The unfinished basement with high ceilings is plumbed for a full bathroom and ready for your personal finishing. In total, four bedrooms, generous living areas and a private, maturely landscaped .34-acre setting provide the space and character that are increasingly difficult to find. Classic brick exterior, mature trees and a backyard designed for enjoying the outdoors complete the picture. Beautifully reimagined, exceptionally comfortable and ready to enjoy-225 Deer Trace Court offers a distinctive combination of thoughtful design, quality improvements and everyday livability in one of Pittsboro's established neighborhoods.

225 Deer Trace Court

Listing courtesy of Carpenter, REALTORS®.

223 Commodore Drive
$419,999
4 Beds ⋅ 3 Baths ⋅ 46167 Zip Code
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

Listing courtesy of Pyatt Builders, LLC.

502 Osborne Avenue
$299,900
4 Beds ⋅ 2 Baths ⋅ 46167 Zip Code
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

Listing courtesy of F.C. Tucker Company.

111 Brixton Woods East Drive
$269,900
3 Beds ⋅ 2 Baths ⋅ 46167 Zip Code
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

Listing courtesy of American Dream Team Real Estate.

133 Brixton Woods West Drive
$292,000
3 Beds ⋅ 2 Baths ⋅ 46167 Zip Code
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

Listing courtesy of Berkshire Hathaway Home.

4006 E County Road 550 N
$500,000
3 Beds ⋅ 2 Baths ⋅ 46167 Zip Code
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

Listing courtesy of Carpenter, REALTORS®.

2656 E County Road 900 N
$299,900
3 Beds ⋅ 2 Baths ⋅ 46167 Zip Code
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

Listing courtesy of United Real Estate Indpls.

2616 E County Road 900 N
$344,900
4 Beds ⋅ 3 Baths ⋅ 46167 Zip Code
**** 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

Listing courtesy of Wall and Associates.

458 Chester Lane
$399,999
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.

244 Commodore Drive
$414,999
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.

4916 Myrtle Drive
$485,000
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.

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