# 3729 Old Highway 99 S, Ashland, OR 97520

> **TL;DR:** 3bd/4ba single family, $1,075,000 ($290/sqft), built 2001, 3,713 sqft.
> Fireplace, View, A/C. Est. $5,750/mo. Listed 16 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $1,075,000 |
| Price/sqft | $290 |
| Bedrooms | 3 |
| Bathrooms | 3 full, 1 half |
| Square Feet | 3,713 |
| Year Built | 2001 |
| Lot Size | 1,413,086 sqft (32.44 acres) |
| Stories | 2 |
| Property Type | Single Family (Single Family Residence) |
| Status | For Sale |
| Days on Market | 16 |

## Why This Home Stands Out

- **Views** - Lake, Forest

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Principal & Interest (20% down, 30-year at 6.5%) | $5,436 |
| Estimated Insurance | $314 |
| **Total** | **$5,750** |

## Nearby Schools

- **Elementary:** Bellview Elem
- **Middle:** Ashland Middle
- **High:** Ashland High

## Key Amenities

- Fireplace
- View
- A/C

## Property Highlights

- Built in 2001
- 32.44 acre lot
- 2 stories
- Fireplace

## Description

### Agent Description
Enjoy spectacular views of Emigrant Lake & the surrounding mountains from this exceptional 3,713 sf custom 3 bd 3.5 ba home on over 30 acres, just 10 min from Ashland. From the moment you enter thru the stunning mahogany door from your new deck, you are welcomed into a great room with vaulted ceilings, a floor-to-ceiling rock fireplace, & high-end crank windows that fill the home with natural light. Living space blends seamlessly into your gorgeous chef's kitchen & formal dining. An office w/ custom built-ins, bonus family room, & a guest half bath, round out the living space alongside an impressive primary suite, which features a private balcony, fireplace, & newly remodeled luxurious bathroom getting its final touches. Downstairs, you will find a guest ensuite, another guest bedroom, full bathroom, & laundry room. A 3-car garage provides plenty of space for cars & toys. Seller has done extensive tree work & paved the driveway to create defensible space, making this property insurable

## Location

- **Address:** 3729 Old Highway 99 S, Ashland, OR 97520
- **County:** Jackson
- **Coordinates:** 42.095743, -122.590734
- **Google Maps:** https://www.google.com/maps?q=42.095743,-122.590734

## Listing Agent

- **Name:** Michele Fleisher
- **Brokerage:** John L. Scott Medford
- **Phone:** 5415388554

## Primary Photo

![3729 Old Highway 99 S - Primary Photo](http://lh.rdcpix.com/3b74b3734a209bfe3e33dc29e7ebe68bl-f3473134952r.jpg)

*25 total photos available on [listing page](https://www.propertysimple.ai/listing/3729-old-highway-99-s-ashland-or-97520-20224770)*

---

**MLS#:** 220224770 | **Updated:** 2026-08-01
**Source:** listhub

*Copyright © 2026 Oregon Data Share. 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://www.propertysimple.ai/listing/3729-old-highway-99-s-ashland-or-97520-20224770)

---

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