Middle Real Estate

Middle Real Estate

Welcome to Pittsboro, Indiana – a charming town nestled in the heart of Hendricks County. Known for its picturesque landscapes and tight-knit community, Pittsboro offers a unique blend of small-town charm and modern conveniences, making it an ideal place for families, retirees, and anyone seeking a peaceful lifestyle.

Situated just a short drive from the bustling city of Indianapolis, Pittsboro provides residents with easy access to urban amenities while maintaining a serene, rural atmosphere. The town boasts a rich history, with roots dating back to the early 19th century, evident in its beautifully preserved architecture and friendly neighborhoods.

Nature enthusiasts will appreciate the abundance of green spaces and parks in and around Pittsboro. With scenic walking trails, playgrounds, and picnic areas, it’s the perfect spot for outdoor activities and family gatherings. The nearby White Lick Creek offers opportunities for fishing and kayaking, ensuring that adventure is never far away.

Pittsboro is also home to a vibrant local community, with various events and festivals throughout the year that foster camaraderie and connection among residents. From farmers' markets to holiday celebrations, there’s always something happening in this lively town.

Education is a priority here, with access to quality schools that focus on nurturing young minds. Families will find a supportive environment for their children’s growth and development.

Whether you’re looking to buy your first home, relocate, or invest in real estate, Pittsboro, IN, offers a welcoming community with a bright future. Discover the charm and opportunity that await in this delightful town!

Newest Listings in Middle

$699,900
4 Beds ⋅ 4 Baths
ENTERTAINERS dream! Cambridge, Pittsboro, TRI WEST SCHOOLS, CLOSE TO EVERYTHING BROWNSBURG, I74,Airport, shopping, restaurants.. HUGE INGROUND POOL, 1.04 ACRE corner LOT flanked by LARGE TREES, BEAUTIFUL ENTERTAINERS back yard w/paver patio, huge deck, HUGE BACK YARD. FULL FINISHED BASEMENT W/BAR, SCREENING ROOM, OFFICE, FULL BATH, STORAGE!! Enter into beautiful 2 STORY FOYER, flanked by office/dining room, GREAT ROOM on other side w/fireplace w/gas insert. Circular floor plan with KITCHEN and BREAKFAST ROOM, CENTER Island, newer cabinets, granite counter tops, ALL STAINLESS APPLIANCES STAY. SEPARATE laundry room, mudroom.. UPSTAIRS huge PRIMARY suit w/closet, separate tub and shower, 3 other nice size bedroom w/huge unfinished storage area. GARAGE is OVERSIZED w/tandem storage area. NEWER mechanicals, tankless water heater, CARPET, PAINT, MUCH MUCH MORE.. come take a look...

4693 McCullah Drive, Pittsboro

Listing courtesy of F.C. Tucker Company.

$329,900
4 Beds ⋅ 3 Baths
4-Bedroom, 2.5-Bath home with a pantry/laundry room and primary bedroom on main level featuring a double vanity and walk-in closet. A separate staircase from primary bedroom provides direct access to the upper level loft area. Rear patio overlooks the pond.

750 Squire Lane, Pittsboro

Listing courtesy of REMAX ONE.

$288,000
This vacant site is located on the north side of E US Highway 136 in Pittsboro. It contains a total of 6.40 acres and is zoned RB-Single Family Residential. Wonderful building site.

4910 E Hwy 136, Pittsboro

Listing courtesy of Bowman & Associates, LLC.

$459,900
3 Beds ⋅ 3 Baths
Nestled on just over 5 beautiful acres in desirable Hendricks County, this property offers the perfect blend of country living and modern convenience. The home features 4 bedrooms, including a lower-level bedroom with two windows (no closet), providing flexible space for guests, an office, or a hobby room. A standout feature is the impressive 50' x 38' barn, complete with horse stables and ample storage, making it ideal for equestrian enthusiasts, hobby farmers, or anyone needing extra workspace. Lots of updates: new kitchen, new flooring, fresh paint, new water heater and lot more. With endless possibilities to customize and make it your own, this property provides plenty of room to expand, garden, or simply enjoy the open space. Experience the tranquility of rural living while remaining just minutes from nearby cities, shopping, dining, and easy highway access. This is a rare opportunity to create your dream home in an exceptional setting.

3615 E Boone County Road, Lebanon

Listing courtesy of HSI Commercial & Residential Group, Inc.

$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.

$727,500
4 Beds ⋅ 4 Baths
Enjoy the best of country living in this custom all-brick home situated on a beautifully landscaped 1.85-acre corner lot in desirable Middle Township, within the sought-after Pittsboro Elementary and Northwest Hendricks school district. Surrounded by mature trees, this spacious home features an open-concept layout, a private primary suite with an updated bath, a dedicated office with its own exterior entrance, a large bonus room, and a finished basement complete with a second kitchen, additional bedrooms, and plenty of space for entertaining or multi-generational living. Outside, you'll find a large pole barn with a workshop, concrete floors, and electricity-perfect for hobbies, storage, or recreational vehicles. Relax on the inviting front porch, entertain on the pergola-covered patio, or enjoy evenings around the fire pit. Additional highlights include Anderson 400 Series windows, a heated garage, underground pet fence, RV hookup, and recently serviced well and septic systems. Experience peaceful country living just minutes from shopping, dining, and other everyday conveniences.

1030 E County Rd 350 N, Danville

Listing courtesy of Steve Lew Real Estate Group, LLC.

$390,000
4 Beds ⋅ 3 Baths
Bring your vision to life in this Open Concept home priced at a Stellar Deal leaving room for cosmetic updates! This super sized home features 4 Large bedrooms, Huge Upper Loft , Two Living Areas, Flexible Dining room that could be used as an Office. Great room has a beautiful stone gas log fireplace that is open to the Over Sized Kitchen. All kitchen appliances are less then 2 yrs old and included! The Breakfast Bar is a nice convenient spot for grabbing a quick snack. Main floor laundry includes the washer & dryer. Brand New Hot Water Heater, New HVAC 80/20 variable speed for high efficiency, Beautiful stamped concrete patio to enjoy your amazing oversized tree lined yard. All the big ticket items have already been completed! This HOME is Ready for a New Chapter. Another great mention is the 3 Car Garage & NO HOA in a Golf Cart Friendly community and being Offered with Possession at Closing. Welcome Home to small town living with an Easy commute to Indianapolis, Indy Airport, Indianapolis Motor Speedway and all the things..

114 Burlington Parkway, Pittsboro

Listing courtesy of Blu Nest Realty.

$55,000
LOT FOR SALE & ready for FREE-STANDING, ALL BRICK RANCH CONDO HOME to be built by Northwood Homes. Maintenance free living in a CONDO community surrounded by a GOLF COURSE. HOA maintains yard, landscaping, snow removal & exterior or home. POPULAR LOCATION between Brownsburg & Pittsboro w/easy access to I-74 for convenience to shopping, restaurants & recreation & medical facilities, so enjoy COUNTRY QUIET w/CITY CONVENIENCES. Low monthly HOA fee. Homeowners may qualify for a discount at Golf Course. Lot is offered for sale in connection with a future custom home build. Buyer must enter into a written construction contract with Northwood Homes prior to closing on the lot. No lot-only purchase. Optional floorplans are available upon request.

4495 Quail Creek Trace N, Pittsboro

Listing courtesy of Carpenter, REALTORS®.

$310,000
4 Beds ⋅ 2 Baths
$0 down USDA eligible area! Move right into this beautifully maintained, all one level home offering the perfect blend of modern convenience and established comfort. With 4 bedrooms and a bright, open concept floor plan, there's plenty of space to gather, entertain, and enjoy everyday living. The spacious kitchen features abundant counter space and cabinetry, making meal prep and storage a breeze. Durable laminate hardwood flooring runs throughout the home, meaning no carpet to clean! Step outside to a fully fenced backyard, ready for pets, play, or relaxing evenings outdoors. Built just a few years ago, this home offers all the benefits of newer construction- without the added expense and work. The yard is established, ceiling fans installed, and the refrigerator, washer, and dryer are included, so you can settle in and start enjoying your new home from day one.

672 Albermarle Drive, Pittsboro

Listing courtesy of Keller Williams Indy Metro Partners.

$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®.

Start Your Search

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