Pennsy Rail Trail Homes for Sale

The Pennsy Rail Trail is so named because of its historic roots in the Pennsylvania Railroad. The track was pulled up in 1982, after providing rail service for the folks in Indiana and many other states from 1853 until 1921, when the line was abandoned. The Greenfield, Indiana portion of the Pennsy Trail connects to Cumberland and Indianapolis' Pleasant Run Trail, though portions of this multi-purpose trail are still under construction.

Never miss a new listing near the Pennsy Rail Trail!

Latest Pennsy Rail Trail Homes for Sale

0 E State Road 9, Greenfield, IN 46140

0 E State Road 9, Greenfield, IN 46140

A total of 3 parcels all bordering each other. 161 + acres are in Center Township and sits on Steele Ford Road, 80 acres are in Brandywine Township and sit on State...

0 Beds 0 Bath Areas 0 SqFt

$3,192,000

Landtree, REALTORS®
121 S Center Street, Greenfield, IN 46140

121 S Center Street, Greenfield, IN 46140

Prime 10-unit, 100% occupied apartment building right on the Pennsy Trail & Park! Low maintenance & turn key ready to add to your portfolio. Each unit is 2 beds/1 ...

0 Beds 0 Bath Areas 0 SqFt

$880,000

eXp Realty, LLC
97 N 150, Greenfield, IN 46140

97 N 150, Greenfield, IN 46140

Multiple use opportunity for business owner and/or hobbyist to transform this space with multiple outbuildings into whatever they desire! With 5 outbuildings (all w...

3 Beds 3 Bath Areas 3122 SqFt

$850,000

Front Porch Real Estate, LLC
181 N 600 W Road, Greenfield, IN 46140

181 N 600 W Road, Greenfield, IN 46140

21.04 acres are located in Sugar Creek Township zoned CN commercial zoning. 3.0 Acres located in Buck Creek Township zoned R-1. Owner does not want to split the pro...

0 Beds 0 Bath Areas 0 SqFt

$720,000

Berkshire Hathaway Home
236 W North Street, Greenfield, IN 46140

236 W North Street, Greenfield, IN 46140

INVESTORS ALERT!!! Very unique opportunity. So many options with this one. Two separate investment properties on the same parcel. Front property is a duplex. Ma...

0 Beds 0 Bath Areas 0 SqFt

$395,000

KORO Development, LLC
1483 W Us Highway 40, Greenfield, IN 46140

1483 W Us Highway 40, Greenfield, IN 46140

GREAT INVESTMENT OPPORTUNITY FOR PUTTING BUSINESS OR RENOVATION OF HOME TO LIVE IN AND BUILD YOUR PERFECT VENUE TO RENT OUT WHILE LIVING ON THE PROPERTY. THERE ARE T...

3 Beds 1 Bath Areas 1800 SqFt

$350,000

CENTURY 21 Scheetz
346 N Graham Avenue, Indianapolis, IN 46219

346 N Graham Avenue, Indianapolis, IN 46219

Historic Irvington home with charming character and just enough modern touches right in the heart of Irvington, blocks from retail and restaurants galore! Fall in lo...

3 Beds 2 Bath Areas 2414 SqFt

$345,000

Stamper Realty Group
2772 W Lake Drive, Greenfield, IN 46140

2772 W Lake Drive, Greenfield, IN 46140

This home has been completely stripped down to the bones and rebuilt. From the Large living rm to enjoy with your family to the huge dining rm to entertain you will ...

3 Beds 2 Bath Areas 1816 SqFt

$340,000

RE/MAX Advanced Realty
5855 N Lowell Avenue, Indianapolis, IN 46219

5855 N Lowell Avenue, Indianapolis, IN 46219

The moment you step in the front door, you will appreciate the gorgeous hardwood floors, killer woodwork and open space. The stunning open kitchen with subway tile ...

4 Beds 3 Bath Areas 2680 SqFt

$335,000

CENTURY 21 Scheetz
106 N 300, Greenfield, IN 46140

106 N 300, Greenfield, IN 46140

Over 2200 sq ft home on 2 lots, approx 2.3 acres. 3 bedrooms, 2.5 baths plus home office that could be 4th bedroom. Large Open kitchen/dining room w/access to vaulte...

3 Beds 3 Bath Areas 3427 SqFt

$335,000

RE/MAX Realty Group
6907~2D6909 E Washington Street, Indianapolis, IN 46219

6907~2D6909 E Washington Street, Indianapolis, IN 46219

Hard-to-find 2548 sq ft All-Brick 2 Unit Duplex w/Basements, an Oversized 24x48 Garage which has a 10' ceiling height w/extra storage, plus flexible C-4 zoning, on t...

2 Beds 2 Bath Areas 5096 SqFt

$325,000

F.C. Tucker Company
6907~2D6909 E Washington Street, Indianapolis, IN 46219

6907~2D6909 E Washington Street, Indianapolis, IN 46219

Hard-to-find 2548 sq ft All-Brick 2 Unit Duplex w/Basements, an Oversized 24x48 Garage which has a 10' ceiling height w/extra storage, plus flexible C-4 zoning, on t...

0 Beds 0 Bath Areas 0 SqFt

$325,000

F.C. Tucker Company
5286 W Us 40 Highway, Greenfield, IN 46140

5286 W Us 40 Highway, Greenfield, IN 46140

Beautifully Updated offering a New Home Feel with all the Character and Charm You Could Ever Want! Master and Second Bedroom on the Main Level with the possibility o...

3 Beds 3 Bath Areas 2695 SqFt

$285,000

Carpenter, REALTORS®
5723 S Beechwood Avenue, Indianapolis, IN 46219

5723 S Beechwood Avenue, Indianapolis, IN 46219

WHAT A KITCHEN...Come see this beautiful home in Historic Irvington. This beauty has been completely renovated. New flooring throughout the home. One Full and a 1/...

3 Beds 3 Bath Areas 2560 SqFt

$279,900

Neu Real Estate Group
5051 W Us 40 Highway, Greenfield, IN 46140

5051 W Us 40 Highway, Greenfield, IN 46140

Wonderful commercial lot on corner. Property zoned CN with tons of possibilities. Great location and visibility for your business. Topographic Survey completed along...

0 Beds 0 Bath Areas 0 SqFt

$275,000

Berkshire Hathaway Home
303 N Arlington Avenue, Indianapolis, IN 46219

303 N Arlington Avenue, Indianapolis, IN 46219

This charming Craftsman style home located in Irvington, has been completely remodeled. Huge front porch, front and back lawn has brand new sod! 2 large Bedrooms wi...

3 Beds 2 Bath Areas 2207 SqFt

$259,900

Carpenter, REALTORS®
9719 E 10th Street, Indianapolis, IN 46229

9719 E 10th Street, Indianapolis, IN 46229

Hard to find a home in Warren Township on plus 1 acre of land. All Stone Cape Cod with lots of hardwood floors thru out. Large Living Room with wood burning fireplac...

4 Beds 3 Bath Areas 4110 SqFt

$249,900

JBG, Inc.
3800 W U S Highway 40 Highway, Greenfield, IN 46140

3800 W U S Highway 40 Highway, Greenfield, IN 46140

THERE ARE TWO TRACTS OF LAND TO THIS PROPERTY...IT HAS BEEN USED AS FARM GROUND IN THE PAST...LAND IS FLAT PRESENT ZONING IS CN (COMMERCIAL NEIGHBORHOOD).. GREAT LO...

0 Beds 0 Bath Areas 0 SqFt

$249,900

Janet L. Tucker REALTORS
110 S Rambling Road, Greenfield, IN 46140

110 S Rambling Road, Greenfield, IN 46140

This is everything you are looking for and MORE! Great location in a desirable neighborhood that has a community pool and playground. The charming front porch and ex...

3 Beds 3 Bath Areas 2202 SqFt

$234,000

F.C. Tucker Company
11111 S Deer Valley Drive, Indianapolis, IN 46229

11111 S Deer Valley Drive, Indianapolis, IN 46229

Large 4 bedroom home. Has been a rental for 12+years. On cul de sac

4 Beds 3 Bath Areas 2464 SqFt

$225,000

TBH Realty and Management, Inc
12340 S Beckley Road, Cumberland, IN 46229

12340 S Beckley Road, Cumberland, IN 46229

NEWLY REMODELED INSIDE !!! Nice brick ranch with 3 bedrooms and 1.5 baths. Great corner lot with deck, mini barn and fenced rear yard, all next to a park! Lots of...

3 Beds 2 Bath Areas 1344 SqFt

$209,900

Lakeridge Realty, LLC
10465 E 10th Street, Indianapolis, IN 46229

10465 E 10th Street, Indianapolis, IN 46229

This parcel is labeled with the the address of the lot with the building of 10465 E Washington St but is actually a separate lot with 685 feet road frontage on Washi...

0 Beds 0 Bath Areas 0 SqFt

$200,000

Artisan, REALTORS®
5514 E Lowell, Indianapolis, IN 46219

5514 E Lowell, Indianapolis, IN 46219

Perched among the Painted Ladies on Lowell Avenue, this historic home is in one of Historic Irvington's most walkable locations, a quick stroll or bike ride to all t...

2 Beds 2 Bath Areas 2130 SqFt

$199,000

Gallery of Homes Real Estate
400 N 500e Road, Greenfield, IN 46140

400 N 500e Road, Greenfield, IN 46140

10 acres - approximate dimensions are 443 x 1009 ( 443 feet frontage on 500 East. No Seller restrictions , just Hancock county agriculture zoning rules

0 Beds 0 Bath Areas 0 SqFt

$179,000

OK Baird, LLC
930 N Eaton Avenue, Indianapolis, IN 46219

930 N Eaton Avenue, Indianapolis, IN 46219

NO detail has been overlooked in this completely renovated home with 3 bedrooms and 2 FULL baths, all with easy access to 465 AND I-70! Some of the new features of t...

3 Beds 2 Bath Areas 1152 SqFt

$169,500

Urban Realty Group, LLC
6048 E Washington Street, Indianapolis, IN 46219

6048 E Washington Street, Indianapolis, IN 46219

Investors wanted. Cash flowing 4 plex. 1 bed, 1 bath, 560 sqft x 4. All 4 units are rented. Current gross monthly rent $2,125. Tenants pay Electric, Owner Pays Ga...

0 Beds 0 Bath Areas 0 SqFt

$167,500

eXp Realty, LLC
1118 W Fourth Street, Greenfield, IN 46140

1118 W Fourth Street, Greenfield, IN 46140

quality brick ranch is short walk to elementary school, roof new in 2020, newer windows, hardwoods under carpeting, excellent location 10 minute walk to downtown G...

3 Beds 2 Bath Areas 1122 SqFt

$152,500

McGauley Realty, Inc.
10435 E 10th Street, Indianapolis, IN 46229

10435 E 10th Street, Indianapolis, IN 46229

Open field with 193 feet of Road Frontage. Property is about half flood zone that is considered flood hazard AE which would require flood insurance or elevation cer...

0 Beds 0 Bath Areas 0 SqFt

$150,000

Artisan, REALTORS®
0 W Us Hwy 40, Brazil, IN 47834

0 W Us Hwy 40, Brazil, IN 47834

Great commercial opportunity on the "GROWING" west side of Brazil - Build to suit on 1.99 Acres in front of NEWLY constructed Villas of Holly Brook Assisted Living. ...

0 Beds 0 Bath Areas 0 SqFt

$149,250

Hoosier Homes and Land
330 W Osage Street, Greenfield, IN 46140

330 W Osage Street, Greenfield, IN 46140

Wait till you see the inside of this home! Walk to downtown Greenfield! 2019/2020 updates include gutters, hot water heater, floor coverings in all rooms except bonu...

2 Beds 1 Bath Areas 1148 SqFt

$143,500

RE/MAX Realty Group
305 S Sheridan Avenue, Indianapolis, IN 46219

305 S Sheridan Avenue, Indianapolis, IN 46219

Cute brick bungalow near Irvington. Good sized yard with a fire pit area, cozy front porch & 2 car detached garage. 2BR/1BA with a lot of new updates in windows, s...

2 Beds 1 Bath Areas 1700 SqFt

$139,900

Berkshire Hathaway Home
37 S Johnson, Indianapolis, IN 46219

37 S Johnson, Indianapolis, IN 46219

Beautiful remodeled townhome in quiet, cozy block of central Historic Irvington. Charming turn-of-the-century building is a short walk to restaurants, shops & servic...

2 Beds 1 Bath Areas 1448 SqFt

$126,000

Keller Williams Indy Metro NE
5 E Tague Street, Greenfield, IN 46140

5 E Tague Street, Greenfield, IN 46140

Partially Renovated. The Exterior was Completed within the last Three Years; New Roof, Gutters, Siding and Several Windows. The inside is a Blank Canvas. Most of ...

3 Beds 3 Bath Areas 2151 SqFt

$118,000

Carpenter, REALTORS®
12004 E Welland Street, Indianapolis, IN 46229

12004 E Welland Street, Indianapolis, IN 46229

Lovely 3 Bed/2.5 Bath condo features Large Living Room with French Doors opening to the Fenced Backyard, Wooden Deck and Storage Shed. Beautiful Vinyl Wood Flooring ...

3 Beds 3 Bath Areas 2207 SqFt

$110,000

Honor Realty LLC
846 W North Street, Greenfield, IN 46140

846 W North Street, Greenfield, IN 46140

INVESTOR ALERT !!! Cute as can be duplex in great location of Greenfield. Each side provides a large one bedroom and bath with large kitchen and laundry hook ups/s...

0 Beds 0 Bath Areas 0 SqFt

$110,000

KORO Development, LLC
11128 E Washington Street, Indianapolis, IN 46229

11128 E Washington Street, Indianapolis, IN 46229

Proposed commercial lot between Auto Zone & Convenience store. Existing residence & garage given no value but can be used for storage . Sold AS-IS.

0 Beds 0 Bath Areas 0 SqFt

$99,000

Hoosier, REALTORS®
0 W Us Hwy 40, Brazil, IN 47834

0 W Us Hwy 40, Brazil, IN 47834

Great commercial opportunity on the "GROWING" west side of Brazil - Build to suit on 1.31 Acres in front of NEWLY constructed Villas of Holly Brook Assisted Living. ...

0 Beds 0 Bath Areas 0 SqFt

$98,250

Hoosier Homes and Land
510 E North Street, Greenfield, IN 46140

510 E North Street, Greenfield, IN 46140

Investors and Flippers!! Demo is completed on this 1880 Historic home by Noble Warrum. Hardwood floors, beautiful doors, 3 original fireplaces still intact. Owner ha...

3 Beds 1 Bath Areas 1670 SqFt

$89,000

Front Porch Real Estate
7091 N Lakeshore Drive, Greenfield, IN 46140

7091 N Lakeshore Drive, Greenfield, IN 46140

Perfect setting for your new dream home. There are just a few lots remaining in the Sapphire Springs community. These are currently the best lots in Hancock county t...

0 Beds 0 Bath Areas 0 SqFt

$85,000

The Vearus Group
122 N Spring Street, Greenfield, IN 46140

122 N Spring Street, Greenfield, IN 46140

Fixer-upper in Greenfield ready for finishing touches! Perfect for a new homeowner to make their own or an investor to finish the flip.

3 Beds 1 Bath Areas 1875 SqFt

$79,900

Mainstay Property Group LLC
2224 N Elizabeth Street, Indianapolis, IN 46219

2224 N Elizabeth Street, Indianapolis, IN 46219

Fantastic opportunity on this large home in Warren Township. Located on a mature lot near shopping, restaurants and interstate access. This home has a lot to offer w...

4 Beds 2 Bath Areas 2458 SqFt

$75,900

Keller Williams Indy Metro W
106 S Webster Avenue, Indianapolis, IN 46219

106 S Webster Avenue, Indianapolis, IN 46219

Residential lot near Irvington

0 Beds 0 Bath Areas 0 SqFt

$19,000

CENTURY 21 Scheetz
5819 E Washington Street, Indianapolis, IN 46219

5819 E Washington Street, Indianapolis, IN 46219

A MUST SEE! This studio apartment located in the heart of downtown Irvington will not last long. Located right off of Washington Street and just in walking distance ...

0 Beds 0 Bath Areas 0 SqFt

$595

PMI Midwest

Return to "Homes for Sale Near Central Indiana Trails"

The Pennsy Trail winds its way through the southern sector of downtown Greenfield into the lovely wooded areas to the east of town. It therefore lies within easy walking distance to all the downtown Greenfield restaurants, shops and services. At one point, the trail crosses James Whitcomb Riley's "old swimmin' hole" at Brandywine Creek.

Picture of the Pensy Trail at Pennyslvania Street in Greenfield, Indiana
Picture of the Pennsy Trail at Pennsylvania Street in Greenfield, Indiana.

Already in use, though new, the trail is the site of the Pennsy Trail Art Fair and several organized community runs. It's a smooth, asphalt-paved surface meant to be used for activities such as strolling, running, rollerblading and biking. When it comes to things to do in Greenfield, health- and beauty-conscious locals often choose the Pennsy Trail as a prime location.

Trailheads in Greenfield are stationed at the parking area on downtown Greenfield's Center Street and at Morristown Pike. The Pennsy Trail runs parallel to the Old National Road. In the works is another tributary consisting of one mile along the beautiful Brandywine Creek. The length of the primary corridor of Pennsy Trail is about five and one-half miles, three of which meander through the city of Greenfield.

The Pennsy Trail is, in fact, part of a grand plan, spearheaded by the "Rails-to-Trails" National Road Heritage Trail project, to lay 150 miles of practical and beautiful trails, eventually connecting several states.