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 N State Road 9, Greenfield, IN 46140

0 N 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®
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

$899,000

Front Porch Real Estate, LLC
7040 N Jackson Drive, Cumberland, IN 46229

7040 N Jackson Drive, Cumberland, IN 46229

Olthof Homes presents our Reunion model with 4 bedrooms, 2.5 baths, formal dining room, upstairs loft, and 3 car garage! This Reunion also features our beloved Morni...

4 Beds 3 Bath Areas 2919 SqFt

$363,415

F.C. Tucker Company
209 N Megan Way, Cumberland, IN 46229

209 N Megan Way, Cumberland, IN 46229

Our family-owned homebuilder is proud to build the 5 bedroom large Preston home. This floor plan features a 3 car attached garage, a first floor bedroom and full bat...

5 Beds 4 Bath Areas 3142 SqFt

$361,590

F.C. Tucker Company
221 N Megan Way, Cumberland, IN 46229

221 N Megan Way, Cumberland, IN 46229

Our family-owned homebuilder is ready to have you move into our Preston plan! This plan features over 3142 square feet with 5 bedrooms, 5th bedroom with full bath on...

5 Beds 3 Bath Areas 3142 SqFt

$360,685

F.C. Tucker Company
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
865 N German Church Road, Indianapolis, IN 46229

865 N German Church Road, Indianapolis, IN 46229

This commercial property with a C3 zoning classification has excellent exposure to German Church Road and East 10th Street. The site has all utilities available to i...

0 Beds 0 Bath Areas 0 SqFt

$350,000

McLane Realty
5828 S University Avenue, Indianapolis, IN 46219

5828 S University Avenue, Indianapolis, IN 46219

Welcome Home! This beautiful gem features a flexible floor plan with 3 bedrooms, 2.5 baths in the beloved Historic Irvington District. Guests will enter from covered...

3 Beds 3 Bath Areas 3153 SqFt

$315,000

Front Porch Real Estate
1991 W Downey Lane, Greenfield, IN 46140

1991 W Downey Lane, Greenfield, IN 46140

New construction by D.R. Horton! Welcome to the Bellamy in Meridian North. This open concept, two-story home features 4 large bedrooms a den and 2.5 baths. The main ...

4 Beds 3 Bath Areas 2053 SqFt

$290,070

HMS Real Estate, LLC
2181 W Liberty Lane, Greenfield, IN 46140

2181 W Liberty Lane, Greenfield, IN 46140

Very nice home on a large lot in Liberty Shores. Foyer, large Great Room with vaulted ceiling. Kitchen/Breakfast Room/Dining with plenty of nice cabinets, pantry a...

3 Beds 2 Bath Areas 1947 SqFt

$284,900

RE/MAX Realty Group
5936 N Oak Avenue, Indianapolis, IN 46219

5936 N Oak Avenue, Indianapolis, IN 46219

Looking for that “move in” ready, updated home in one of the coolest parts of Irvington? Wind your way down Oak Ave to 5936, a classic two story originally built...

4 Beds 3 Bath Areas 2664 SqFt

$276,500

United Real Estate Indpls
602 N State Street, Greenfield, IN 46140

602 N State Street, Greenfield, IN 46140

An exceptional property offering a timeless turn-of-the-century feel. The residence has been renovated and restored to perfection showcasing both past and present fe...

3 Beds 1 Bath Areas 1506 SqFt

$259,900

Turnkey Realty of Indiana LLC
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
9601 E 10th Street, Indianapolis, IN 46229

9601 E 10th Street, Indianapolis, IN 46229

Unbelievably beautiful 1954 mid-century modern home with windows and doors making a seamless transition from nature to living space. Completely refinished hardwood f...

3 Beds 2 Bath Areas 2670 SqFt

$239,900

Front Porch Real Estate, LLC
128 S Arlington Avenue, Indianapolis, IN 46219

128 S Arlington Avenue, Indianapolis, IN 46219

Check out this beautiful 4 bedroom home located in the heart of Irvington. This home features a master suite and en-suite bath, large open concept kitchen with new c...

4 Beds 3 Bath Areas 2418 SqFt

$229,900

Trahan Realty Group
907 N Arlington Avenue, Indianapolis, IN 46219

907 N Arlington Avenue, Indianapolis, IN 46219

Awesome Irvington Bungalow. Large Formal Living Room with Fireplace and Built-Ins Welcomes You into this Surprising Bungalow. Terrific Sun Room would Make an Awesome...

3 Beds 2 Bath Areas 1788 SqFt

$219,900

Artisan, REALTORS®
2327 W Creston Meadow, Greenfield, IN 46140

2327 W Creston Meadow, Greenfield, IN 46140

Here's a home that will impress you! This ranch offers an upgraded front elevation with attractive brick, 9' ceilings, upgraded kitchen cabinets & appliances, a dim...

3 Beds 2 Bath Areas 1399 SqFt

$209,900

F.C. Tucker Company
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®
400 N 500e Road, Greenfield, IN 46140

400 N 500e Road, Greenfield, IN 46140

10 acres - approximate dimensions are 443 x 1009.76 ( 443 frontage on 500 E) Good drainage septic and well required,

0 Beds 0 Bath Areas 0 SqFt

$185,000

OK Baird, LLC
959 N Boehning Street, Indianapolis, IN 46219

959 N Boehning Street, Indianapolis, IN 46219

Charming 4 to 5 bedroom 2 and a half bath home. This remodeled charmer is full of upgrades in a well established neighborhood. The home features a large open fam...

4 Beds 3 Bath Areas 1696 SqFt

$174,900

RE/MAX Legends Group
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

$172,000

eXp Realty, LLC
55 N Shortridge Road, Indianapolis, IN 46219

55 N Shortridge Road, Indianapolis, IN 46219

This potential 4-bedroom 2-bath home has hardwood floors throughout the house, remodeled bathrooms, spacious living room, dining/breakfast kitchen area, detached 2 c...

2 Beds 2 Bath Areas 2224 SqFt

$160,000

F.C. Tucker Company
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®
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

$149,900

Berkshire Hathaway Home
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
7809 E Vermont Street, Indianapolis, IN 46219

7809 E Vermont Street, Indianapolis, IN 46219

Rarely Available Warren township all brick ranch! This 3 bed / 1 bath property is perfect for investors or owner occupant buyers. Property is currently tenant occupi...

3 Beds 1 Bath Areas 1386 SqFt

$149,000

Full Circle Realty, LLC
943 N Franklin Road, Indianapolis, IN 46219

943 N Franklin Road, Indianapolis, IN 46219

Nestled under the canopy of mature trees this all brick bungalow offers the ideal setting w/wonderful living space + abundant store, Covered front porch welcomes, in...

2 Beds 1 Bath Areas 2251 SqFt

$139,900

F.C. Tucker Company
5821 E New York Street, Indianapolis, IN 46219

5821 E New York Street, Indianapolis, IN 46219

Quaint and cozy duplex in historic Irvington on nice quiet street! Walkable to all Irvington's attractions! Live in one unit and rent the other, or convert to a sing...

0 Beds 0 Bath Areas 0 SqFt

$134,900

TKW
7831 E Vermont Street, Indianapolis, IN 46219

7831 E Vermont Street, Indianapolis, IN 46219

This cozy 3 bed, 2 bath sits in a quiet neighborhood on the city's east side. The large living room features a fireplace and access to an outdoor all-season room. A ...

3 Beds 2 Bath Areas 1276 SqFt

$134,900

The Modglin Group
115 N Spring Street, Greenfield, IN 46140

115 N Spring Street, Greenfield, IN 46140

Hard to find small yard & low maintenance exterior make this a winning combination. This 2 bedroom home has a great room/dining room, eat-in kitchen & full bath. Upd...

2 Beds 1 Bath Areas 950 SqFt

$124,000

RE/MAX Realty Group
84 S Kitley Avenue, Indianapolis, IN 46219

84 S Kitley Avenue, Indianapolis, IN 46219

This Irvington Terrace home has a traditional farm house feel with it's 9' ceilings and oversized newer windows. Both bedrooms have two large walk-in closets. Retr...

2 Beds 2 Bath Areas 2084 SqFt

$120,000

Plat Collective
624 S State Street, Greenfield, IN 46140

624 S State Street, Greenfield, IN 46140

Plenty of square footage to make this home something unique! If you are looking for a project that could lead to a great home in the area this might be what you are...

2 Beds 1 Bath Areas 1468 SqFt

$110,000

Evermark Property Group, 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
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
17 W Osage Street, Greenfield, IN 46140

17 W Osage Street, Greenfield, IN 46140

Property is a rehab and being sold AS IS. There is a collapse in a bedroom floor and it appears that floor joists have possibly been affected by wood destroying inse...

2 Beds 1 Bath Areas 1132 SqFt

$45,000

United Real Estate Indpls
1015 E Fourth Street, Greenfield, IN 46140

1015 E Fourth Street, Greenfield, IN 46140

Investor special!! 2 bedroom 1 full bath. Great location!! Will be sold as-is.

2 Beds 1 Bath Areas 796 SqFt

$39,000

Turnkey Realty of Indiana LLC
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
110 S Webster Avenue, Indianapolis, IN 46219

110 S Webster Avenue, Indianapolis, IN 46219

This land bank property is the perfect opportunity to build your dream home from the ground up. For further details go to the Renew Indianapolis website.

0 Beds 0 Bath Areas 0 SqFt

$14,750

Renew Indianapolis, Inc.
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.