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

$899,000
4 Beds 4 Baths
Presenting an exceptional opportunity at 134 Lakeside Dr, Pittsboro, IN. This constructed single-family residence, built in 2023, spans 3856 sq ft and exemplifies luxury living with its impeccable condition, remarkable design, and utilization of top-tier materials. The culinary heart of this residence features an open-plan kitchen seamlessly integrated with the dining room. It is appointed with stainless steel appliances, including a smart refrigerator, a high-end gas range, and a built-in microwave, all complemented by a custom range hood. A central island provides both functionality and a focal point for gatherings. The bathrooms are designed for comfort and sophistication. Primary bath features a luxurious soaking tub, full tiled shower, offers a spacious layout with a large double vanity. This distinguished property also includes an expansive outdoor covered patio ideal for relaxation and entertaining. Practical amenities include a dedicated laundry room on main level, with second laundry closet on the upper level. 3-car built-in finished garage, providing convenience and ample storage. To truly appreciate the meticulous craftsmanship and refined ambiance of this residence, a private viewing is essential. Other features to check out walk-in pantry, breakfast nook, 2-water pot fillers (stove top & breakfast bar counter). This home is located in the beautiful Reserve At Woodland Hills, this home is not part of the HOA so there are no HOA fees.

134 Lakeside Drive, Pittsboro

Listing courtesy of United Real Estate Indpls.

$875,000
4 Beds 3 Baths
Stunning Updated Home on 20 Acres - Pond, Barns & Endless Possibilities! Welcome home to the kind of peaceful country living people dream about - 20 beautiful acres, a stunning fully updated home, a small pond, and abundant wildlife with room to spread out, grow, and enjoy life. This lovingly renovated 4bedroom home offers 2,000 sq. ft. of comfortable living space with large rooms that feel even bigger. Every major system and surface has been updated, from the HVAC, added RO system, roof, siding, gutters and garage doors to the kitchen, bathrooms, flooring, windows, and appliances. All you have to do is move in. Step outside and you'll find expansive outdoor living, including a firepit perfect for gatherings, quiet mornings, or evenings under the stars. The landscaping is seasonal and fresh, with new trees - including fruit trees - planted throughout the property. The pond adds a peaceful touch and a beautiful view, and breathtaking sunsets make outdoor evenings feel even more special. Much of the outdoor furniture can stay, making it easy to start enjoying the space right away. For anyone who wants land, this property is a dream: 20 acres with 16 tillable or pasture acres, a clean 12x14 shed, a 15x24 barn, and a massive 30x64 rustic barn with brand-new 400amp service. Whether you want to homestead, raise animals, farm, or simply enjoy the privacy, you'll have endless possibilities. The tillable acreage is currently leased to a local farmer who pays in the fall, but this is optional - you can continue the lease or use the land however you choose. This is a rare chance to own a fully updated home on acreage that's ready for your vision and dreams. Best of all, you get true country living while being just 5 minutes from I74 - the perfect blend of quiet and convenience.

7020 N County Road 100 Road E, Pittsboro

Listing courtesy of Assist-2-Sell.

$409,999
4 Beds 3 Baths
What's Special: Sunroom Included | Flex Room | 3-Car Garage | Flat Lot. New Construction - September Completion! Built by Taylor Morrison, America's Most Trusted Home Builder. Welcome to the Legacy 2719 at 434 Chester Lane in Hidden Hills! This spacious and thoughtfully designed new home welcomes you with an open layout where the great room connects seamlessly to the dining area, kitchen, and bright sunroom, creating a comfortable space for gathering and entertaining. The kitchen features beautiful quartz countertops, inviting you to cook, serve, and connect with ease. A flexible front room offers the perfect spot for a study, hobby space, or additional living area to fit your needs. Upstairs, your private primary suite includes an en-suite bath and walk-in closet, along with three secondary bedrooms with walk-in closets, a versatile loft, and a convenient laundry room. A three-car garage with extra storage and an outdoor patio complete this warm and welcoming home designed for the way you live. 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: water softener rough-in, shower with a built-in bench in the primary bathroom, GE stainless steel appliance package, RevWood flooring on the main floor, and LVP flooring in all bathrooms. Photos are for representative purposes only. MLS#22112200

434 Chester Lane, Pittsboro

Listing courtesy of Pyatt Builders, LLC.

$399,999
4 Beds 3 Baths
What's Special: Flex Room | Loft | Flat Lot | 3-Car Garage. New Construction - August Completion! Built by Taylor Morrison America's Most Trusted Home Builder. Welcome to the Legacy 2307 at 430 Chester Lane in Hidden Hills! This thoughtfully designed new home welcomes you with an open layout that connects the great room, dining area, and kitchen, creating a comfortable space for both everyday living and entertaining. The kitchen features beautiful quartz countertops and ample cabinetry, offering both style and functionality. A versatile flex room on the main level gives you space for a home office, hobby area, or cozy retreat to fit your needs. Upstairs, you will find the primary suite complete with an en-suite bath and walk-in closet, along with three secondary bedrooms, a full bath, a versatile loft, and a conveniently located laundry room. With an outdoor patio, three-car garage with extra storage, and smart use of space throughout, this home is designed to fit the way you live while feeling warm, bright, and inviting. 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: bench at primary shower, 12x12 uncovered patio, water softener rough-in, 9' ceiling on main level, stainless steel appliances, Mohawk Revwood flooring at main living area, and LVP flooring in bathrooms. Photos are for representative purposes only. MLS#22111739

430 Chester Lane, Pittsboro

Listing courtesy of Pyatt Builders, LLC.

$320,000
4 Beds 3 Baths
Step right up, folks, and check out this Wonderful Home on 273 Brixton Woods West DR! Built in 1999, this 2122 square foot single-family residence is in great condition and practically winks at you with its attractive charm. It's not just a house; it's a canvas for your best life! Upon entering this lovely home, you will see the modern open floorplan of the Living Room, Dining area, & Kitchen, Perfect for Entertaining! Whip up culinary masterpieces (or just really good toast) in the kitchen, where a handy peninsula offers the perfect perch for morning coffee confessions or evening snack attacks. When it's time to unwind, the Primary Bath offers a double vanity - no more elbow wars over sink space! And for those days when you need a little extra pampering, a Walk-In Shower & Garden Tub promises a refreshing escape. With four bedrooms, there's ample space for dreams to take flight, and a convenient laundry room means you can keep things spick and span without missing a beat. The fourth bedroom is currently being used as a Playroom w/a Walk-In closet. Outside, your private yard is ready for all your outdoor shenanigans, complete with a sprawling patio for an outdoor dining area and an additional outdoor living space, perfect for al fresco adventures. And don't forget the attached garage, because who needs to brave the elements when parking? It provides loads of storage & has keyless entry. The backyard & playset is calling for endless fun, and this delightful dwelling, perched on a generous 7841 square foot lot, truly offers a lifestyle of playful possibilities. Don't just dream about it, come see the magic for yourself! Updates include: New flooring throughout, New Patio, New Storm Door, New Garage Door Opener, New Kitchen Sink/Faucet, New Bathroom Faucets, New Toilets, New Blinds, New Light Fixtures, Paint & Trim, HVAC 2019, Wtr Htr 2020 W/D 2018. Schedule your Showing Today!

273 Brixton Woods West Drive, Pittsboro

Listing courtesy of Carpenter, REALTORS®.

$414,999
5 Beds 3 Baths
What's Special: Larger Lot | North Facing Patio | Flex Room | 3-Car Garage | Loft. New Construction - August Completion! Built by Taylor Morrison America's Most Trusted Home Builder. Welcome to the Legacy 3040 at 446 Chester Lane in Hidden Hills! This thoughtfully designed two-story home blends open living with flexible spaces, featuring a spacious great room that flows into the kitchen with a large island and adjacent dining area, all opening to a rear patio for easy entertaining. The main level includes a private guest bedroom, a flex room near the foyer, a powder bath, ample storage, and a three-car garage. Upstairs, the owner's suite feels like a true private retreat, complete with a dedicated sitting area, a well-appointed bathroom, and a walk-in closet, while three additional bedrooms, a full bath, a convenient laundry room, and a central loft provide extra living space and functionality. 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: 12' x 12' uncovered patio, 2nd hose bib, white kitchen cabinets, and RevWood flooring. Photos are for representative purposes only. MLS#22106254

446 Chester Lane, Pittsboro

Listing courtesy of Pyatt Builders, LLC.

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