Pittsboro Homes under $600,000

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Newest Pittsboro Homes under $600,000

$249,500

3 Beds ⋅ 2 Baths

Charming Pittsboro ranch on a corner lot - walkable to schools and town! This 3-bed, 2-bath home offers hardwood floors, an updated kitchen, a spacious family room, and a bonus room perfect for a home office or playroom. The primary bedroom features hardwoods and easy access to a remodeled bath with a walk-in shower. Enjoy the enclosed sunroom, attached 2-car garage and a large fenced backyard with mature trees. Located directly across from Pittsboro Primary and Elementary - an unbeatable convenience. A solid, well-maintained home with low taxes, municipal utilities, and USDA- eligible financing. Move-in ready and easy to love.

301 Osborne Avenue, Pittsboro

Listing courtesy of Tim Boston. Carpenter, REALTORS®

$429,999

5 Beds ⋅ 3 Baths

What's Special: 5th Bedroom | Backs to Greenbelt | Large Kitchen Island | East Facing Patio. New Construction - December Completion! Built by Taylor Morrison America's Most Trusted Home Builder. Welcome to the Legacy 3040 at 467 Chester Lane in Hidden Hills! Step into this spacious and thoughtfully designed five-bedroom home. The open-concept main level brings everyone together with a bright great room, expansive dining area, and a kitchen featuring a large island and walk-in pantry. A versatile flex room, private bedroom, and powder bath on the main floor offer flexibility for guests, work, or hobbies. Upstairs, the luxurious primary suite includes a spa-inspired bath, oversized walk-in closet, and a private retreat, while three additional bedrooms and a central loft provide room to grow and gather. With a convenient upstairs laundry room and a three-car garage, this home blends comfort, functionality, and everyday ease. 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: walk-in shower at primary bath, uncovered patio, and water softener rough-in. Photos are for representative purposes only. MLS#22130756

467 Chester Lane, Pittsboro

Listing courtesy of Jerrod Klein. Pyatt Builders, LLC

$399,900

3 Beds ⋅ 2 Baths

Welcome to 287 S Woodridge Drive - a rare opportunity in Woodridge Commons, where homes seldom become available. This 3-bed, 2-bath mostly brick ranch offers 1,869 sq. ft. of single-level living and, at only 10 years old, has been kept in tremendous condition. Inside, the kitchen offers extended-height cabinetry and solid-surface countertops with a long breakfast bar that is complemented by a custom tile backsplash and stainless steel appliances. The kitchen opens naturally into the main living area, where a gas fireplace creates a warm focal point for everyday living or entertaining. A separate flex space offers the versatility to serve as a dedicated dining room, home office, or additional sitting area depending on your needs. The primary suite features double sinks and a custom tile shower, creating a comfortable retreat of its own. The thoughtfully designed floor plan provides added privacy by separating the primary suite from the home's two large secondary bedrooms. One of the standout features is the massive 32' x 12' wood deck with railing overlooking a backyard lined with mature privacy trees. It provides an ideal setting for grilling, gathering with friends, or simply enjoying a quiet evening outdoors. A side-load three-car garage with an extended driveway offers exceptional parking options, along with attic access for even more usable storage space. Homeowners also enjoy the convenience of HOA-provided lawn care at an affordable cost, including mowing, aeration, trimming, and mulching - making low-maintenance living even easier. With its exceptional condition, flexible floor plan, impressive outdoor space, three-car garage, and rare availability in Pittsboro, 287 S Woodridge Drive is a property you won't want to miss. Schedule your showing today!

287 S Woodridge Drive, Pittsboro

Listing courtesy of Ryan Nelson. CrestPoint Real Estate

$423,999

5 Beds ⋅ 3 Baths

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, Pittsboro

Listing courtesy of Jerrod Klein. Pyatt Builders, LLC

$419,999

4 Beds ⋅ 3 Baths

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, Pittsboro

Listing courtesy of Jerrod Klein. Pyatt Builders, LLC

$285,000

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 Rachel Mappes. F.C. Tucker Company

$282,000

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 Judi Bartley. 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 Ronda Pollock. F.C. Tucker Company

$500,000

3 Beds ⋅ 2 Baths

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, Pittsboro

Listing courtesy of Tammi Gant. 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 Michael Powell. United Real Estate Indpls

$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 Rebecca Bondurant. Wall and Associates

$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 Jerrod Klein. Pyatt Builders, LLC

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Listings courtesy of MIBOR Broker Listing Cooperative as distributed by MLS GRID.

Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker of MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some listings have been excluded from this website.

Pittsboro Homes under $600,000

Newest Pittsboro Homes under $600,000

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