# 5750 Pleasant Hollow Trail, Shepherd, MT 59079

> **TL;DR:** 4bd/3ba single family, $835,000 ($213/sqft), built 1999, 3,922 sqft.
> A/C, 8-car garage. Est. $4,466/mo.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $835,000 |
| Price/sqft | $213 |
| Bedrooms | 4 |
| Bathrooms | 2 full, 1 half |
| Square Feet | 3,922 |
| Year Built | 1999 |
| Lot Size | 435,600 sqft (10.00 acres) |
| Stories | 2 |
| Garage | 8-car |
| Property Type | Single Family (Other) |
| Status | Active |
| Days on Market | 0 |

## Why This Home Stands Out

- **Large Garage** - 8-car garage

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Principal & Interest (20% down, 30-year at 6.5%) | $4,222 |
| Estimated Insurance | $244 |
| **Total** | **$4,466** |

## Nearby Schools

- **Elementary:** Shepherd
- **Middle:** Shepherd
- **High:** Shepherd

## Key Amenities

- A/C
- 8-car garage

## Property Highlights

- Built in 1999
- 10.00 acre lot
- 2 stories

## Description

### Agent Description
Beautiful custom handcrafted home nestled in the trees! The home features a full wrap around porch with views in every direction. The open concept main floor is flooded with natural light, has vaulted ceilings & gas stove. Kitchen has ample storage, large island & raised dishwasher. Main floor primary suite & laundry. Fully finished walk out basement features 2 additional bedrooms with walk in closets. Upper floor bonus room with half bath could be a craft/hobby room, office space, play room, etc! HUGE shop/garage insulated and heated that can hold 8 cars (one is a tandem). Has a hoist that stays, half bath, storage! Lots of room to tinker! Property is on a well and septic. Must see to fully take in all the amenities! All info from 3rd party sources & deemed reliable. Info subject to change & not guaranteed or warranted. Buyer & buyer's agent to verify all info.

## Location

- **Address:** 5750 Pleasant Hollow Trail, Shepherd, MT 59079
- **County:** Yellowstone
- **Neighborhood:** Herlee
- **Coordinates:** 46.007277, -108.337712
- **Google Maps:** https://www.google.com/maps?q=46.007277,-108.337712

## Virtual Tour & Media

- **Video Tour:** https://www.propertypanorama.com/instaview/bmt/359491

## Listing Agent

- **Name:** Pat Schindele · **License:** RRE-BRO-LIC-8806
- **Brokerage:** Keller Williams Yellowstone Properties
- **Broker Phone:** (406) 655-0005
- **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/5750-Pleasant-Hollow-Trl_Shepherd_MT_59079_M84258-82979?f=listhub&s=BARMT&m=359491&c=propsimple)

## Photos

![5750 Pleasant Hollow Trail - Photo 1](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f1819451385r.jpg)

![5750 Pleasant Hollow Trail - Photo 2](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f3478552050r.jpg)

![5750 Pleasant Hollow Trail - Photo 3](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f1376177664r.jpg)

![5750 Pleasant Hollow Trail - Photo 4](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f2978901782r.jpg)

![5750 Pleasant Hollow Trail - Photo 5](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f163579223r.jpg)

![5750 Pleasant Hollow Trail - Photo 6](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f3842984330r.jpg)

![5750 Pleasant Hollow Trail - Photo 7](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f2751674475r.jpg)

![5750 Pleasant Hollow Trail - Photo 8](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f2468091950r.jpg)

![5750 Pleasant Hollow Trail - Photo 9](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f1489554566r.jpg)

![5750 Pleasant Hollow Trail - Photo 10](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f2332235404r.jpg)

![5750 Pleasant Hollow Trail - Photo 11](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f1081687326r.jpg)

![5750 Pleasant Hollow Trail - Photo 12](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f557128266r.jpg)

![5750 Pleasant Hollow Trail - Photo 13](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f3330596322r.jpg)

![5750 Pleasant Hollow Trail - Photo 14](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f2385003154r.jpg)

![5750 Pleasant Hollow Trail - Photo 15](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f3469135462r.jpg)

![5750 Pleasant Hollow Trail - Photo 16](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f2398326185r.jpg)

![5750 Pleasant Hollow Trail - Photo 17](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f111113955r.jpg)

![5750 Pleasant Hollow Trail - Photo 18](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f3767098593r.jpg)

![5750 Pleasant Hollow Trail - Photo 19](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f2944492305r.jpg)

![5750 Pleasant Hollow Trail - Photo 20](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f3348030168r.jpg)

![5750 Pleasant Hollow Trail - Photo 21](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f407028455r.jpg)

![5750 Pleasant Hollow Trail - Photo 22](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f867536888r.jpg)

![5750 Pleasant Hollow Trail - Photo 23](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f780273824r.jpg)

![5750 Pleasant Hollow Trail - Photo 24](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f500186266r.jpg)

![5750 Pleasant Hollow Trail - Photo 25](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f3864889874r.jpg)

![5750 Pleasant Hollow Trail - Photo 26](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f49952552r.jpg)

![5750 Pleasant Hollow Trail - Photo 27](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f594850834r.jpg)

![5750 Pleasant Hollow Trail - Photo 28](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f1743880207r.jpg)

![5750 Pleasant Hollow Trail - Photo 29](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f2242354256r.jpg)

![5750 Pleasant Hollow Trail - Photo 30](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f1119039702r.jpg)

![5750 Pleasant Hollow Trail - Photo 31](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f2588909367r.jpg)

![5750 Pleasant Hollow Trail - Photo 32](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f3187006433r.jpg)

![5750 Pleasant Hollow Trail - Photo 33](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f3386076468r.jpg)

![5750 Pleasant Hollow Trail - Photo 34](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f395642105r.jpg)

![5750 Pleasant Hollow Trail - Photo 35](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f34891231r.jpg)

![5750 Pleasant Hollow Trail - Photo 36](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f2457497806r.jpg)

![5750 Pleasant Hollow Trail - Photo 37](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f2926005819r.jpg)

![5750 Pleasant Hollow Trail - Photo 38](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f2529039555r.jpg)

![5750 Pleasant Hollow Trail - Photo 39](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f2693844845r.jpg)

![5750 Pleasant Hollow Trail - Photo 40](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f2323350025r.jpg)

![5750 Pleasant Hollow Trail - Photo 41](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f1571504764r.jpg)

![5750 Pleasant Hollow Trail - Photo 42](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f1967645578r.jpg)

![5750 Pleasant Hollow Trail - Photo 43](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f2751318460r.jpg)

![5750 Pleasant Hollow Trail - Photo 44](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f3597313499r.jpg)

![5750 Pleasant Hollow Trail - Photo 45](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f591128507r.jpg)

![5750 Pleasant Hollow Trail - Photo 46](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f3884664667r.jpg)

![5750 Pleasant Hollow Trail - Photo 47](http://lh.rdcpix.com/c4e962f9d761e048316d4f21353be625l-f254758005r.jpg)

---

**MLS#:** 359491 | **Updated:** 2026-10-21
**Source:** listhub

*Copyright © 2026 Billings Association of Realtors. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.*

[View on PropertySimple](https://staging.propertysimple.ai/listing/5750-pleasant-hollow-trail-shepherd-mt-59079-60c7283571404d128ccd60c3e5d50eb1)

---

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