Pittsboro Homes with Trees-Small (Under 20 Ft) Lot features

Pittsboro Homes with Trees-Small (Under 20 Ft) Lot features

Welcome to Pittsboro, Indiana—a charming gem nestled in Hendricks County that perfectly blends small-town warmth with modern conveniences. Known for its friendly atmosphere and community spirit, Pittsboro offers a tranquil lifestyle while being just a short drive from the bustling city of Indianapolis. With its picturesque landscapes, local parks, and quaint downtown area, residents enjoy a peaceful environment that feels like home.

As you explore the real estate options in Pittsboro, you’ll discover a delightful selection of homes set on beautifully landscaped lots, many featuring small trees under 20 feet. These properties provide the perfect balance of greenery and open space, allowing homeowners to enjoy the natural beauty of their surroundings without overwhelming maintenance. Imagine sipping your morning coffee on a sun-drenched patio, surrounded by the gentle rustle of leaves and the soft chirping of birds—this is the lifestyle that awaits you in Pittsboro.

The community is rich in amenities, including local shops, dining options, and recreational activities, ensuring that everything you need is within reach. Families will appreciate the highly-rated schools and safe neighborhoods that make Pittsboro an ideal place to raise children. Whether you're a first-time homebuyer or looking to downsize, the homes in this area provide a unique opportunity to enjoy a serene lifestyle amidst nature’s beauty.

Discover the charm of Pittsboro, Indiana, where your dream home awaits, complete with the perfect small lot features that enhance your living experience. Embrace the community, embrace the trees, and make Pittsboro your new home today!

Newest Pittsboro Homes with Trees-Small (Under 20 Ft) Lot features

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.

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.

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.

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.

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.

4 Beds ⋅ 3 Baths

What's Special: Sunroom Included | Flex Room | 3-Car Garage | Flat Lot. New Construction - Ready Now! 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.

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Todd Messer - Owner | Broker

Todd Messer is the driving force behind Indiana Home Realty — a trusted real estate professional known for his straight-forward approach, strong market knowledge, and commitment to serving clients the right way. Born and raised in Indiana, Todd understands the communities he represents because he has lived, worked, and built relationships here his entire life. With years of hands-on experience in residential real estate, Todd leads with a blend of old-school work ethic and modern strategy. He believes every client deserves honesty, clear communication, and a dependable guide who keeps the process moving from start to finish. Whether it’s preparing a home for market, negotiating on behalf of a buyer, or navigating the details behind the scenes, Todd treats every transaction like it’s his own. What sets Todd apart is his ability to make people feel taken care of. Clients often describe him as steady, reliable, and the person they trust to keep things on track when it matters most. He has built Indiana Home Realty into a team that reflects those same values — experienced agents who put relationships first and make clients feel like part of a family, not just a file. Outside of real estate, Todd is heavily involved in the community. From supporting local events to running a small business, he believes in giving back and staying connected to the people who make Indiana feel like home.

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