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®
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 E Jackson Drive, Cumberland, IN 46229

7040 E 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
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
1038 S 600 West Road, New Palestine, IN 46163

1038 S 600 West Road, New Palestine, IN 46163

Want to work from home? Then check out this 3 bedroom, 2 bath ranch w/2 car att. garage, sitting on .966 acre lot! Over 1,700 sq. ft. with the year round sunroom. To...

3 Beds 2 Bath Areas 1519 SqFt

$319,900

RE/MAX Realty Group
5051 W Us 40 Highway, Greenfield, IN 46140

5051 W Us 40 Highway, Greenfield, IN 46140

Wonderful commercial lot on corner with two accesses. Property zoned CN with tons of possibilities. Great location and visibility for your business.

0 Beds 0 Bath Areas 0 SqFt

$305,000

Berkshire Hathaway Home
1991 N Downey Lane, Greenfield, IN 46140

1991 N 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

$295,070

HMS Real Estate, LLC
4398 W Parkway Court, New Palestine, IN 46163

4398 W Parkway Court, New Palestine, IN 46163

Experience family perfect living with community pool and park in desirable New Palestine. This well-maintained two-story home features an open concept design that hi...

3 Beds 3 Bath Areas 2375 SqFt

$289,900

RE/MAX Realty Group
158 N Franklin Road, Indianapolis, IN 46219

158 N Franklin Road, Indianapolis, IN 46219

Fantastic Cottage Ranch w/ full basement, sitting on 2.16 wooded acres. 2 bdrm, 1 full bath, living room, dining room, hallway + bedrooms w/ hardwood floors, rest of...

2 Beds 1 Bath Areas 2664 SqFt

$274,500

F.C. Tucker Company
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
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

$229,900

Lakeridge Realty, LLC
100 S Edmondson Avenue, Indianapolis, IN 46219

100 S Edmondson Avenue, Indianapolis, IN 46219

Tons of potential and possibilities on this 3.05 acre lot. Located just a 1/4 of a mile from the Shadeland/Washington St interchange, and 1 mile from the I-465/Wash...

0 Beds 0 Bath Areas 0 SqFt

$225,000

Weichert REALTORS® Cooper Grou
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 ( 443 feet frontage on 500 East. No Seller restrictions , just Hancock county agriculture zoning rules

0 Beds 0 Bath Areas 0 SqFt

$185,000

OK Baird, LLC
718 E Runnymede Court, Greenfield, IN 46140

718 E Runnymede Court, Greenfield, IN 46140

Nice 3 bedroom, 2 full bath ranch house! Offering 1550 sq ft, a brick front. Split floor plan with spacious room sizes. Open concept living room/kitchen perfect for ...

3 Beds 2 Bath Areas 1550 SqFt

$184,000

Turnkey Realty of Indiana 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

$172,000

eXp Realty, LLC
10945 S President Circle, Indianapolis, IN 46229

10945 S President Circle, Indianapolis, IN 46229

Welcome home! This lovely home boasts cathedral ceilings in the great room, built-ins in the 2nd bedroom and two great baths. Enjoy your time in the wrap around sun ...

2 Beds 2 Bath Areas 1360 SqFt

$169,000

F.C. Tucker Company
26 N Bolton Avenue, Indianapolis, IN 46219

26 N Bolton Avenue, Indianapolis, IN 46219

Adorable Historic brick bungalow located in the heart of Irvington complete with an enclosed front porch! Natural light galore throughout the living room and dining ...

2 Beds 1 Bath Areas 1728 SqFt

$165,000

Plat Collective
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
425 S Madison Drive, Greenfield, IN 46140

425 S Madison Drive, Greenfield, IN 46140

Awesome 3 bedroom 1.5 bathroom brick ranch home in Greenfield (non HOA community). Outside you'll find a large peaceful fenced backyard with mature trees. Inside you...

3 Beds 2 Bath Areas 1102 SqFt

$150,000

CENTURY 21 Scheetz
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
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

$147,500

Full Circle Realty, LLC
946 N Eaton Avenue, Indianapolis, IN 46012

946 N Eaton Avenue, Indianapolis, IN 46012

This tri-level (plus basement) home is ready for you to make you mark on it! The mechanics of the home are all updated! Sump pump 2019, HVAC 2018, Water heater 2019,...

3 Beds 1 Bath Areas 1700 SqFt

$145,000

RE/MAX Advanced Realty
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

$144,900

Berkshire Hathaway Home
511a & 511b S Pennsylvania Street, Greenfield, IN 46140

511a & 511b S Pennsylvania Street, Greenfield, IN 46140

Good income producing 3 bedroom rental in the front with a garage and a 1 bedroom rental in the rear of garage with off street parking. Both units are rented month t...

0 Beds 0 Bath Areas 0 SqFt

$139,900

Welch & Wilson Real Estate, LL
264 S Arlington Avenue, Indianapolis, IN 46219

264 S Arlington Avenue, Indianapolis, IN 46219

Historic Irvington bungalow close to Pennsy Trail & within walking distance to restaurants & more! Welcoming front porch plus deck out back! Updated kitchen & bath!...

2 Beds 1 Bath Areas 1100 SqFt

$122,000

F.C. Tucker Company
716 N East Street, Greenfield, IN 46140

716 N East Street, Greenfield, IN 46140

Amazing opportunity on this cute Bungalow steps from the hospital! Original hardwood floors under the carpet! 2 year old metal roof! Nice detached garage with electr...

2 Beds 1 Bath Areas 1664 SqFt

$119,900

Streamlined Realty
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

$114,900

TKW
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
109 S Sheridan Avenue, Indianapolis, IN 46219

109 S Sheridan Avenue, Indianapolis, IN 46219

Charming, affordable and move-in ready! 109 S Sheridan has the perfect blend between original craftsmanship and modern updates. Enjoy a complete interior remodel don...

2 Beds 1 Bath Areas 720 SqFt

$109,900

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

$99,000

Evermark Property Group, 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
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
10520 E Washington Street, Indianapolis, IN 46229

10520 E Washington Street, Indianapolis, IN 46229

Access road behind Hardees and Jiffy Lube and in front of office building off of Washington Pointe Drive and Washinton St.

0 Beds 0 Bath Areas 0 SqFt

$39,900

Streamlined Realty
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.