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$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 F.C. Tucker Company.

$525,000
3 Beds ⋅ 2 Baths
Beautiful home on 2.76 wooded acres with seperate In-Law Quarters/ADU. Main house offers 3 bedrooms, 2 full baths, living room, family/dining room with fireplace, kitchen & laundry/pantry with 2 car garage. Large Pole barn with loft and electric. The In-Law Quarters features large family/dining, kitchen, bedroom with walk in closet, full bath & laundry room. Mulitple decks overlooking wooded acres. Come see today!

4006 E County Road 550 N, Pittsboro

Listing courtesy of Carpenter, REALTORS®.

$329,900
3 Beds ⋅ 2 Baths
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, and double-hung vinyl windows throughout. Almost everything in the house is new.

2656 E County Road 900 N, Pittsboro

Listing courtesy of United Real Estate Indpls.

$339,900
3 Beds ⋅ 2 Baths
Set on 2 parcels totaling 1.01 acres with no HOA and located in the Brownsburg school district, this 3-bedroom, 2-bath brick ranch offers space, flexibility, and a convenient Pittsboro location. A charming covered front patio welcomes you inside, where you'll find a formal living room, kitchen, and a huge family room with fireplace, plus flexible dining and living space to fit your needs. Hardwood floors under the carpet, along with newer windows and a newer back sliding door, add even more value and appeal. The primary suite features an en suite bath and walk-in closet, while the additional bedrooms are all generously sized. The full basement adds exceptional usable space, including a 48-foot recreation area, utility/laundry room, workshop area, and an additional flex room ideal for hobbies, exercise, storage, or office use. Outside, the property also includes a 2-car attached garage with attic stairs for extra storage. The second parcel has its own parcel ID, creating added potential, and public utilities are nearby, with buyer to verify availability and connection options. The location offers quick access to I-74, shopping, dining, the Indianapolis airport, and downtown Indianapolis, making everyday commuting and errands simple. All appliances stay, and the home is being sold as-is, with all contents remaining.

5276 E County Road 550 N, Pittsboro

Listing courtesy of Carpenter, REALTORS®.

$349,900
4 Beds ⋅ 3 Baths
Rare opportunity in Pittsboro! 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 Wall and Associates.

$454,999
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.

$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 Pyatt Builders, LLC.

$419,999
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.

$365,000
5 Beds ⋅ 3 Baths
Seriously, this is the ONE! "Like new" but with lots of upgrades not typically found in new construction. Fantastic floor plan with 5 bedrooms and 3 full bathrooms, including a bedroom and full bathroom on the main. There's plenty of room for everyone to spread out in this home while providing an open and spacious main living and gathering area. The main level features upgraded luxury vinyl plank flooring (2024), updated lighting, and custom wainscotting entry way with coat hooks. Neutral colors throughout. All stainless kitchen appliances and laundry appliances included. Upstairs features newer carpet (2024), a huge primary bedroom with en-suite, 3 additional bedrooms, full bath, and a loft. The exterior has great curb appeal and back yard features a fence and extended patio and firepit creating a lovely space to entertain and relax. Newer water heater, (2025), and dishwasher (2026). If you're looking for a move in ready home with tastful custom finishes, come see this one and be prepraed to fall in love!

670 Albermarle Drive, Pittsboro

Listing courtesy of Blu Nest Realty.

$349,900
3 Beds ⋅ 2 Baths
Just What You've Been Looking For - NO HOA! This fantastic one owner home offers the perfect combination of comfortable living, incredible garage space, and an outdoor setup you'll love. The property features an attached garage PLUS a huge detached garage with a workshop, giving you plenty of room for vehicles, hobbies, projects, and storage. Enjoy the HUGE sunroom with barn that leads to the relaxing, fenced-in backyard where you'll find an above-ground pool, large deck, patio area, and two storage sheds-plenty of space to enjoy summer and store everything you need. Inside, you'll love the updated living room featuring a cozy electric fireplace that flows into the dining area, which also boasts an electric fireplace for the perfect ambiance. The updated kitchen features quartz countertops, new cabinets, stainless steel appliances, and waterproof luxury vinyl plank flooring. This home offers 3 bedrooms, including one with brand-new carpet, plus a recently updated hall bathroom. With thoughtful updates, amazing garage and workshop space, a great backyard, and North West Hendricks Schools, this home truly has so much to offer! NO HOA + TWO GARAGES + WORKSHOP + POOL + FENCED YARD = A WINNING COMBINATION!

7360 N County Road 150 E, Pittsboro

Listing courtesy of Sold It Realty Group.

$240,000
2 Beds ⋅ 2 Baths
Bring your ideas and make this one your own! This 2-bedroom, 1.5-bath home offers vintage character, generous living spaces, and plenty of possibilities on approximately half an acre near the heart of Pittsboro. Inside, you'll find a spacious living room with a decorative stone fireplace, an eat-in kitchen, and a separate office/den that could potentially be converted into a third bedroom. Original details throughout give the home a distinctive sense of its era while offering the next owner an opportunity to update and personalize the spaces over time. The property also includes an attached one-car garage, plus a large detached two-story barn that adds a tremendous amount of flexibility. Use it for a workshop, hobbies, equipment, storage, or a combination of all four. The second level provides even more room for storage and future possibilities. Outside, the half-acre lot gives you space to garden, entertain, work on projects, or simply enjoy having a little more room around you. And the location puts you close to Main Street Pittsboro, local dining and shops, Scamahorn Park, and community activities. If you've been looking for a home with character, usable space, and the opportunity to make it truly your own, 50 Terrell Dr is ready for its next chapter.

50 Terrell Drive, Pittsboro

Listing courtesy of CENTURY 21 Scheetz.

$229,000
3 Beds ⋅ 2 Baths
Looking for a home with great updating potential? This 3-bedroom, 2-bath ranch offers 1,118 square feet of comfortable, single-level living and is ready for your personal touch. Built in 2000, this home features a functional floor plan, an attached garage, and plenty of opportunity to build equity. This is a fantastic opportunity for buyers looking to renovate/update a home and make it their own. Conveniently located near local amenities with easy access to surrounding communities, this property offers comfort, convenience, and endless potential. Bring your vision and schedule your private showing today!

410 Lockerbie Lane, Pittsboro

Listing courtesy of Carpenter, REALTORS®.

$299,900
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.

$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.

$849,900
4 Beds ⋅ 3 Baths
PRICE REDUCED!! 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 pond adds a peaceful touch and a beautiful view, and breathtaking sunsets make outdoor evenings feel even more special. 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.

$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®.

$404,999
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.

$425,000
4 Beds ⋅ 3 Baths
Spacious 2021 Build Ready for Your Personal Touch! Looking for the perfect canvas to create your dream home? This 2021-built residence in Jefferson Park offers a massive 3,044 sq. ft. footprint and the modern layout you've been searching for. The main level features a private office and a wide-open floor plan where the kitchen shines with dark cabinetry, stone-look countertops, and a large center island. Upstairs, a versatile loft provides the perfect second living area, and all four bedrooms are generously sized. The primary suite is a true retreat with a double-vanity, separate soaking tub, and walk-in shower. Functional perks include a 3-car attached garage and an upstairs laundry room.Bring your vision! This home is ready for new flooring and fresh paint throughout to make it shine like new again. Sold AS-IS, this is a fantastic opportunity to gain a large, modern home in Pittsboro and finish it exactly to your taste.

889 Declaration Drive, Pittsboro

Listing courtesy of The Indy Realty Shop.

$270,000
This property is in a very desirable location. Only 5 minutes from the I-74 ramp and 15 minutes to I-465. This 7.7+/- acre parcel is the perfect canvas to build your custom dream home. Enjoy being out in the country and the sense of seclusion while only being a very short commute to Indianapolis, Brownsburg or Danville. Property is composed of primarily flat tillable ground with good road frontage and has several areas that would make an excellent spot to build. Water and electric are available at the road. This land would make the perfect place to have a hobby farm and have animals. Property has No HOA and sits within North West Hendricks School District. Properties in this area do not last long.

2 E CR 651 N, Pittsboro

Listing courtesy of Whitetail Properties.

$1,400,000
3 Beds ⋅ 2 Baths
Nestled in the peaceful countryside of Pittsboro, Indiana, the single-family residence offers a unique opportunity to embrace a slower pace of life in Hendricks County. The residence, which needs updating, includes three bedrooms, two bathrooms, great room and a sunroom with skylights and wood burning fireplace providing personal space to recharge and refresh. The 41.87 acres presents endless potential for outdoor enjoyment and recreation. Fish in the creek, deer hunt in the woods, ride your dirt bikes or quads all over the property. All of this and more located mere minutes from Brownsburg, Pittsboro and Speedway. This property is an invitation to create lasting memories.

7811 N County Road 500 E, Pittsboro

Listing courtesy of Carpenter, REALTORS®.

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