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21 Results

Pittsboro Homes For Sale & Pittsboro IN Real Estate

Pended $329,000

Well-maintained brick home with a two-car garage and a lush green lawn at 728 Jefferson Park Dr, Pittsboro, IN 46167
View Details 15 Photos
Inviting entryway featuring a colorful rug and convenient console table at 728 Jefferson Park Dr, Pittsboro, IN 46167
Comfortable dining area with ample natural light and room to work at 728 Jefferson Park Dr, Pittsboro, IN 46167
Well-equipped kitchen featuring an island and stainless steel appliances at 728 Jefferson Park Dr, Pittsboro, IN 46167
On Market For 3 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1618

  • Year Built

    2020

  • $/SqFt

    $203

Jefferson Park - The property also includes a rare and highly desirable 3-car garage, providing plenty of room for vehicles, storage, or a workshop area.

Home For Sale $350,000

Charming single-story home with green lawn, mature trees, and driveway leading to the attached garage at 1598 Commerce Way, Pittsboro, IN 46167
View Details 44 Photos
The exterior view of a lovely single-story home with a long driveway and lush green lawn at 1598 Commerce Way, Pittsboro, IN 46167
The exterior view of a rustic single-story home, surrounded by mature trees, with a long driveway at 1598 Commerce Way, Pittsboro, IN 46167
Exterior home view with a large grassy field, wooden fence, with barn and garage at 1598 Commerce Way, Pittsboro, IN 46167
On Market For 7 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1680

  • Year Built

    1976

  • $/SqFt

    $208

Great opportunity for horse lovers with space for grazing and two pole barns - the first is 54'x24' w/ 18' lean-to and several horse stalls, the second barn is 112' x 26'. Easy access to I-74.

Pended $310,000

Beautiful single-story home featuring a three-car garage, stone accents, and a well-manicured lawn at 131 Stamford Dr, Pittsboro, IN 46167
View Details 25 Photos
Charming single-story home with stone accents, an attached three-car garage and lush green lawn at 131 Stamford Dr, Pittsboro, IN 46167
Cozy living room with a ceiling fan, comfortable seating, and sliding glass doors to the backyard at 131 Stamford Dr, Pittsboro, IN 46167
Inviting open-concept living room with wood floors, neutral decor, and seamless flow to the kitchen at 131 Stamford Dr, Pittsboro, IN 46167
On Market For 5 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1456

  • Year Built

    2014

  • $/SqFt

    $213

No HOA and an RV/boat/motorhome parking pad with a dedicated 50 AMP exterior outlet-perfect for your outdoor lifestyle needs!

Home For Sale $420,000

Inviting two-story home featuring a three-car garage and well-manicured lawn at 546 Freedom Dr, Pittsboro, IN 46167
View Details 49 Photos
Charming front porch with stylish chairs and landscaped garden, perfect for relaxing at 546 Freedom Dr, Pittsboro, IN 46167
Spacious living room with hardwood floors, staircase, and plenty of natural light at 546 Freedom Dr, Pittsboro, IN 46167
Bright foyer features hardwood floors, staircase, and a welcoming entrance at 546 Freedom Dr, Pittsboro, IN 46167
On Market For 11 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2961

  • Year Built

    2020

  • $/SqFt

    $142

Don't miss the chance to own a beautifully maintained home and a well loved package at a great price; have the best of both worlds with comfort and community in delightful Jefferson Park.

Pended $409,999

Charming two-story home with a two-car garage, inviting front porch, and neutral color palette at 279 Commodore Dr, Pittsboro, IN 46167
View Details 40 Photos
Layout of the first floor with a large 2 car garage, dining, kitchen, great room and 1 bedroom at 279 Commodore Dr, Pittsboro, IN 46167
Second floor layout including primary suite, bedrooms, baths, laundry and a retreat area at 279 Commodore Dr, Pittsboro, IN 46167
Interior design finishes, including flooring, carpet, cabinetry, tile, and paint samples at 279 Commodore Dr, Pittsboro, IN 46167
On Market For 13 Days

  • Bedrooms

    5

  • Full Bath(s)

    2

  • Sq. Ft.

    3037

  • Year Built

    2025

  • $/SqFt

    $135

Topped off with upgraded vinyl siding for curb appeal, this home brings comfort and craftsmanship together in all the right ways.

Home For Sale $374,999

Charming two-story home features a covered porch, two-car garage, and neutral color palette at 288 Commodore Dr, Pittsboro, IN 46167
View Details 44 Photos
Layout of home featuring kitchen with island, great room, flex room, covered porch, patio and garage at 288 Commodore Dr, Pittsboro, IN 46167
Upstairs layout of primary bedroom, three additional bedrooms, two baths and a loft area at 288 Commodore Dr, Pittsboro, IN 46167
A collection of material samples showing brick, tile, wood, carpet, cabinet and counter selections at 288 Commodore Dr, Pittsboro, IN 46167
On Market For 18 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2154

  • Year Built

    2025

  • $/SqFt

    $174

Structural options added include: shower in primary bath and bedroom 4 upstairs.

Pended $675,000

Charming brick home featuring an attached garage, covered porch, and well-manicured lawn at 4634 E 1000 N, Pittsboro, IN 46167
View Details 53 Photos
Stunning aerial view of a sprawling home with a vast green lawn and scenic countryside backdrop at 4634 E 1000 N, Pittsboro, IN 46167
A covered patio features a dining table, grill, and outdoor seating for relaxation and entertainment at 4634 E 1000 N, Pittsboro, IN 46167
Covered patio with comfortable seating and a picturesque view of the expansive green lawn at 4634 E 1000 N, Pittsboro, IN 46167
On Market For 18 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    3493

  • Year Built

    2006

  • $/SqFt

    $193

You need to add this to your weekend tour pronto!

Pended $329,000

Charming home with a brick and siding exterior, well-manicured lawn, and paved driveway at 5925 Leisure Ln, Pittsboro, IN 46167
View Details 26 Photos
Lovely home with brick accents, a well-maintained lawn, and a walkway at 5925 Leisure Ln, Pittsboro, IN 46167
Aerial view of a well-maintained home featuring a large yard and patio at 5925 Leisure Ln, Pittsboro, IN 46167
Bright foyer features wood floors, storage bench, and stylish decor at 5925 Leisure Ln, Pittsboro, IN 46167
On Market For 22 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1484

  • Year Built

    1980

  • $/SqFt

    $222

This home is move-in ready and waiting for you...

Pended $400,000

Charming two-story home with a manicured lawn and a two-car garage on a sunny day at 145 Stamford Dr, Pittsboro, IN 46167
View Details 40 Photos
Aerial shot of a home with a well-maintained lawn nestled in a suburban neighborhood at 145 Stamford Dr, Pittsboro, IN 46167
An aerial view of the home in a suburban neighborhood surrounded by greenery and a pond at 145 Stamford Dr, Pittsboro, IN 46167
The open-concept living room features beautiful hardwood floors and elegant arched doorways at 145 Stamford Dr, Pittsboro, IN 46167
*POTENTIAL GREAT VALUE
On Market For 22 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    3120

  • Year Built

    2015

  • $/SqFt

    $128

Ashton Park - This home is a MUST SEE!

Pended $300,000

Charming brick home with well-maintained landscaping, black shutters, and a welcoming blue front door at 122 Stamford Dr, Pittsboro, IN 46167
View Details 30 Photos
Charming brick home with a manicured lawn, dark shutters, and a pop of color on the front door at 122 Stamford Dr, Pittsboro, IN 46167
Beautiful home featuring a well-kept lawn, brick facade, attached garage, and tasteful landscaping at 122 Stamford Dr, Pittsboro, IN 46167
Side view of a brick home with dark shutters, green grass, and an attached shed in the backyard at 122 Stamford Dr, Pittsboro, IN 46167
On Market For 25 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1499

  • Year Built

    2012

  • $/SqFt

    $200

A straight shot to US 136 to the quick access to 74.

Pended $360,000

Reduced By $5,000

Charming two-story home with a two-car garage and a well-manicured lawn at 726 Jefferson Park Dr, Pittsboro, IN 46167
View Details 33 Photos
Charming two-story home with brick accents, attached two-car garage, and a well-manicured front lawn at 726 Jefferson Park Dr, Pittsboro, IN 46167
Bright foyer with hardwood floors, leading to a living space with lots of natural light and neutral paint at 726 Jefferson Park Dr, Pittsboro, IN 46167
Hallway featuring hardwood flooring, neutral paint, and decor. Leads to a living space with lots of natural light at 726 Jefferson Park Dr, Pittsboro, IN 46167
On Market For 36 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2680

  • Year Built

    2015

  • $/SqFt

    $134

Ask your lender or agent for details!

Pended $370,000

Charming two-story home with brick accents, a two-car garage, and a well-manicured lawn at 943 Rushmore Dr, Pittsboro, IN 46167
View Details 15 Photos
A beautiful two-story home featuring green siding, brick details, and a spacious front lawn at 943 Rushmore Dr, Pittsboro, IN 46167
Inviting entryway with wood floors, decorative accents, and a view of the front door at 943 Rushmore Dr, Pittsboro, IN 46167
Cozy bedroom featuring a comfortable bed, decorative mirror, and a neutral color scheme at 943 Rushmore Dr, Pittsboro, IN 46167
On Market For 44 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2568

  • Year Built

    2021

  • $/SqFt

    $144

Jefferson Park - Don't miss out on this exceptional opportunity.

Home For Sale $424,999

Reduced By $10,001

Charming two-story home with a covered front porch and gray siding at 97 N Maple St, Pittsboro, IN 46167
View Details 33 Photos
Spacious two-story home featuring a covered front porch and private driveway at 97 N Maple St, Pittsboro, IN 46167
Beautiful two-story home with in-ground pool and well-maintained lawn at 97 N Maple St, Pittsboro, IN 46167
Private backyard with in-ground pool, patio area, and fenced yard at 97 N Maple St, Pittsboro, IN 46167
On Market For 50 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2256

  • Year Built

    1926

  • $/SqFt

    $188

Schedule your showing today and take the first step toward making this charming Pittsboro home your own!

Home For Sale $970,000

Reduced By $102,500

Inviting two-story home featuring blue siding, classic shutters, and a well-manicured lawn at 725 E County Rd 600 N, Pittsboro, IN 46167
View Details 29 Photos
Bright foyer featuring a coat rack with bench and beautiful hardwood flooring at 725 E County Rd 600 N, Pittsboro, IN 46167
Spacious living room with lots of natural light, hardwood floors, and comfortable seating at 725 E County Rd 600 N, Pittsboro, IN 46167
Comfortable living room features plush seating, a modern media center, and lots of natural light at 725 E County Rd 600 N, Pittsboro, IN 46167
On Market For 57 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4003

  • Year Built

    2014

  • $/SqFt

    $242

Don't miss this rare opportunity in desirable Pittsboro!

Home For Sale $1,999,999

Reduced By $235,001

Stunning brick home featuring an expansive front yard, three-car garage and a charming circular driveway at 9615 N County Road 150 E Rd, Pittsboro, IN 46167
View Details 78 Photos
Beautiful backyard with a well-maintained lawn, mature landscaping, and a spacious deck for outdoor entertaining at 9615 N County Road 150 E Rd, Pittsboro, IN 46167
Large multi-purpose barn with a spacious green lawn, perfect for equestrian or agricultural activities at 9615 N County Road 150 E Rd, Pittsboro, IN 46167
Exterior shot of a large barn with multiple garage doors and a well-maintained gravel driveway at 9615 N County Road 150 E Rd, Pittsboro, IN 46167
On Market For 61 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    6013

  • Year Built

    2004

  • $/SqFt

    $333

This Beautiful Property is ready for you to make it YOURS.

Home For Sale $580,000

Reduced By $10,000

Beautiful brick home with a two-car garage and well-manicured lawn at 286 S Woodridge Dr, Pittsboro, IN 46167
View Details 32 Photos
Inviting front porch featuring brick columns and a decorative front door at 286 S Woodridge Dr, Pittsboro, IN 46167
Elegant dining room with chandelier, neutral walls, and abundant natural light at 286 S Woodridge Dr, Pittsboro, IN 46167
Spacious living room with wood floors, ample seating and an open concept design at 286 S Woodridge Dr, Pittsboro, IN 46167
On Market For 47 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    4184

  • Year Built

    2005

  • $/SqFt

    $139

Woodridge Commons - No lawnmowers needed as HOA mows your yard while you relax by the pool! What are you waiting for? !

Pended $404,999

Two-story home with gray siding, brick accents, covered porch, and well-manicured lawn at 449 Hidden Hills Dr, Pittsboro, IN 46167
View Details 33 Photos
Layout of the first floor featuring kitchen, dining room, great room, garage, and flex spaces at 449 Hidden Hills Dr, Pittsboro, IN 46167
Layout of the second floor featuring bedrooms, bathrooms, laundry, retreat and loft at 449 Hidden Hills Dr, Pittsboro, IN 46167
Open-concept kitchen with a large island, white cabinets, stainless steel appliances, and dining area at 449 Hidden Hills Dr, Pittsboro, IN 46167
On Market For 73 Days

  • Bedrooms

    5

  • Full Bath(s)

    2

  • Sq. Ft.

    3037

  • Year Built

    2024

  • $/SqFt

    $133

Upstairs, three additional bedrooms surround a loft ideal for movie nights, while the primary suite offers a peaceful retreat with a spa-like bath and a generous walk-in closet.

Home For Sale $489,999

Reduced By $15,000

Two-story home showing construction details with a three car garage and covered porch at 567 Hidden Hills Dr, Pittsboro, IN 46167
View Details 44 Photos
First floor layout featuring open-concept kitchen, breakfast area, great room, flex room, and three-car garage at 567 Hidden Hills Dr, Pittsboro, IN 46167
Second floor layout featuring a Primary suite, three additional bedrooms, a loft, and two bathrooms at 567 Hidden Hills Dr, Pittsboro, IN 46167
Modern kitchen with island, stainless steel appliances, and wood floors at 567 Hidden Hills Dr, Pittsboro, IN 46167
On Market For 91 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2557

  • Year Built

    2025

  • $/SqFt

    $192

Structural options added include: Bedroom 4, covered patio, and 3 car garage.

Pended $414,999

Reduced By $5,000

Charming two-story home featuring gray siding, white trim, and an attached two-car garage at 250 Ambassador Dr, Pittsboro, IN 46167
View Details 40 Photos
Main floor plan showcasing kitchen, great room, and garage at 250 Ambassador Dr, Pittsboro, IN 46167
Upper floor plan featuring Primary bedroom, bedrooms, and a loft at 250 Ambassador Dr, Pittsboro, IN 46167
Site plan of the property with dimensions and details at 250 Ambassador Dr, Pittsboro, IN 46167
On Market For 61 Days

  • Bedrooms

    5

  • Full Bath(s)

    2

  • Sq. Ft.

    3037

  • Year Built

    2025

  • $/SqFt

    $137

This retreat features a cozy sitting area, a spa-like bathroom, and a spacious walk-in closet.

Pended $389,999

Reduced By $9,991

Charming two-story home showcasing curb appeal with vertical siding and a two car garage at 475 Chester Ln, Pittsboro, IN 46167
View Details 30 Photos
Bright entryway featuring a front door, wood floors, and a window that provides natural light at 475 Chester Ln, Pittsboro, IN 46167
Open living room featuring a seamless blend of wood flooring and new carpeting at 475 Chester Ln, Pittsboro, IN 46167
Open concept living room featuring new carpeting and a seamless transition to the kitchen and dining areas at 475 Chester Ln, Pittsboro, IN 46167
On Market For 194 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2630

  • Year Built

    2025

  • $/SqFt

    $148

Structural options added include: uncovered back patio, 4-bedroom second floor layout, and walk-in shower in primary bathroom.

Pended $595,000

Reduced By $154,900

Two story home with wrap around porch and mature trees at 7481 N County Road 550 E, Pittsboro, IN 46167
View Details 46 Photos
Two story home with front porch and nicely landscaped lawn at 7481 N County Road 550 E, Pittsboro, IN 46167
Two story home with wrap around porch and American flag at 7481 N County Road 550 E, Pittsboro, IN 46167
Two story home with wrap around porch and American flag at 7481 N County Road 550 E, Pittsboro, IN 46167
*POTENTIAL GREAT VALUE
On Market For 397 Days

  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    5099

  • Year Built

    1992

  • $/SqFt

    $117

Seller has been working on some updates etc , but will to work with all buyers on any buyer updates needed /repairs/buyer financing.

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Viewing HOMES 1 to 21 of 21

Area Stats

These statistics are updated daily from the Metropolitan Indianapolis Board of REALTORS® Multiple Listing Service. For further analysis or to obtain statistics not shown below please call Highgarden Real Estate at 317-370-2847 and speak with one of our real estate consultants.

Popular Homes

City
Avg Price
Median Price
Available
Distressed
Reduced
Avg DOM
Avon
$445,441
$429,948
156
0.0%
35.3%
54

Brownsburg
$424,499
$414,900
161
0.0%
41.0%
62

Clermont
$450,768
$330,000
73
0.0%
32.9%
61

Danville
$413,451
$390,000
113
0.0%
54.0%
74

Monrovia
$378,644
$335,000
48
0.0%
25.0%
57

Plainfield
$398,365
$399,900
139
0.0%
36.7%
58

Prestwick
$359,950
$359,950
2
0.0%
50.0%
19

Saratoga
$468,300
$440,000
3
0.0%
33.3%
15

Speedway
$241,500
$235,000
19
0.0%
26.3%
33

Highgarden

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(317) 370-2847

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